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Looking for a way to cool off on your next vacation? Then you’re in luck, as FlipKey has pulled together a round-up of the 10 most insane private pools around the world. Travelers will fall in love with these jaw-dropping rental homes.

From a stunning infinity pool in Mykonos to a Malibu, California edge pool with unparalleled views, FlipKey wants you to dive head-first into relaxation and luxury.

All properties below are available to rent from FlipKey, where travelers can search, compare, and book hundreds of thousands of properties worldwide, including cabins, beach houses, desert hideaways, and more. Plus, feel confident in your decision with our Payment Protection.

Nafiska Estate | Santorini, Greece

5 Bedrooms, 5 Bathrooms, Sleeps 10

Check out Nafiska Estate on FlipKey!

Land in the private helipad and dive in the estate’s unrivaled pool overlooking Santorini’s famous volcano and sprawling ocean views. With simple yet clean interior design, this secluded Santorini spot will exceed every expectation.

See all Santorini rentals from FlipKey!

Royal Hawaiian Estate | Oahu, Hawaii

6 Bedrooms, 5 Bathrooms, Sleeps 12

Check out the Royal Hawaiian Estate on FlipKey!

Enjoy island life like never before. With an open floor plan and expansive floor-to-ceiling windows, guests soak in oceanfront views of Waimanalo Beach from every angle. Outside, spaces offer flexibility for entertaining including an outdoor bar, barbecue area, terrace, and inviting pool with a built-in slide and lava rock waterfall.

See all Oahu rentals from FlipKey!

Camin Villa | Crete, Greece

4 Bedrooms, 3 Bathrooms, Sleeps 8

Check out Camin Villa on FlipKey!

Blending the amazing view with exquisite architectural design, this rental offers pure relaxation in the embrace of the Cretan nature. The property boasts a rare infinity pool that flows through the home’s interior and can even be accessed via bedroom quarters. The overlooking deck pairs perfectly to offer spectacular views of sea, olive groves and mountains.

See all Crete rentals from FlipKey!

Endless Views Estate | Malibu, California

6 Bedrooms, 7 Bathrooms, Sleeps 13

Check out Endless Views Estate on FlipKey!

This beachfront luxury property is situated on the golden sands of Broad Beach in Malibu. Designed and furnished by the renowned architect, Waldo Fernandez, this breathtaking villa boasts near-endless views of the Pacific, and is the epitome of beachfront living with every ounce of comfort and class awaiting you.

See all Malibu rentals from FlipKey!

Villa Degli Affreschi | Amalfi Coast, Italy

8 Bedrooms, 9 Bathrooms, Sleeps 15

Check out Villa Degli Affreschi on FlipKey!

Built in 1741, Villa degli Affreschi features a lush garden surrounding the property, a pool overlooking Positano and ten lavish bedrooms—plus an in-house chef and a complimentary cooking lesson. Spend a lazy morning in bed before opening the doors to your private terrace for a taste of the salty sea breeze.

See all Amalfi Coast rentals from FlipKey!

Villa Superview Chrysantina | Mykonos, Greece

4 Bedrooms, 6 Bathrooms, Sleeps 8

Check out Villa Superview Chrysantina on FlipKey!

While still a traditional Myconian house, this villa offers a magnificent view of Delos, Rinia and Syros islands, giving travelers a stunning once-in-a-lifetime sunset experience. Situated on the ideal vantage point, travelers can soak in the natural beauty poolside with unparalleled 360-degree views of the island.

See all Mykonos rentals from FlipKey!

Villa Sunyata | Phuket, Thailand

8 Bedrooms, 8 Bathrooms, Sleeps 16

Check out Villa Sunyata on FlipKey!

With tranquil sunsets over the Andaman Sea, travelers will swim to their heart’s content in a sleek infinity pool while enjoying direct access to a private cove. Just a five-minute walk from the heart of the vibrant Kata Beach and boasting the most attentive staff, this home truly leaves guests feeling pampered.

See all Phuket rentals from FlipKey!

Villa Pippa | Seminyak, Bali

3 Bedrooms, 3 Bathrooms, Sleeps 6

Check out Villa Pippa on FlipKey!

Located steps away from some of the best hotspots in Bali, this villa offers modern style mixed with Bali charm. The private swimming pool is surrounded by a garden oasis teeming with greenery and sliding glass doors can be fully opened, so guests can readily access the outdoor living space.

See all Bali rentals from FlipKey!

Malibu House | Malibu, California

4 Bedrooms, 4 Bathrooms, Sleeps 10

Check out the Malibu House on FlipKey!

This sprawling private retreat has luxury engrained in every detail. From an 18th century fountain, chateau look, antique hand plastered walls, imported French fireplaces, and a hidden theater room, this grand residence also features an expansive outdoor space with a 200 bush rose garden and fresh water pool.

See all Malibu rentals from FlipKey!

Finca Miquelet | Majorca, Spain

5 Bedrooms, 5 Bathrooms, Sleeps 10

Check out the Finca Miquelet on FlipKey!

Bask in the beauty of the Balearic Islands. With charming Majorcan accents, this sophisticated hideaway offers an idyllic pool terrace with magnificent landscape and coastline views. With splashes of blue and detailed tiling, the interior rivals the scenic outdoor surroundings.

See all Majorca rentals from FlipKey!

This post was originally published on the TripAdvisor Rentals blog. TripAdvisor is the parent company of FlipKey.

Book a Las Vegas vacation rental for the iHeartRadio Music Festival.

Planning a trip to the iHeartRadio Music Festival this year? We’ve got you covered!

For two nights only this autumn, the iHeartRadio Music Festival will take over the MGM Grand Arena in Las Vegas. The result: a spectacular event chock-full of hip-swaying performances of rock, pop, hip hop, and more from music’s hottest artists.

While the festival kicks off on September 22, we suggest extending your stay to truly experience all that the Entertainment Capital of the World has to offer. From the excitement of the casino-lined Las Vegas Strip to the tranquility of the surrounding desert, there’s so much to see and do in Las Vegas! Use our recommendations of top restaurants and bars in the city so you can stay fueled for days (and nights!) of non-stop fun.

No matter how you decide to fill your downtime during the iHeartRadio Music Festival, rent a Las Vegas condo or apartment from FlipKey for ultimate convenience and comfort. With a vacation rental, you’ll have your own bed to recover in, a full kitchen to store your snacks, and some extra spending money in your pocket.

About the iHeartRadio Music Festival

Plan a trip to the iHeartRadio Music Festival.

Every year during the iHeartRadio Music Festival, over 16,000 frenzied fans pack the MGM Grand Arena in Las Vegas for showstopping performances from their favorite artists. The star-studded lineup has ranged in the past from award-winning singers like Sam Smith and Elton John to popular bands like U2 and Coldplay. Tickets to the event cost upwards of $50, but many radio stations offer them for free to lucky listeners. Tune in to popular stations, and listen for the cue to call to win a pair of tickets to the festival.

Attendees can expect to hear round-the-clock hits all weekend long—indoors and outdoors. The open-air Daytime Village takes place nearby at the MGM Resorts Village and showcases new, up-and-coming artists each year. Flash your wristband and come and go from this massive outdoor party featuring a revolving stage, dedicated fan zones, and countless interactive experiences for music-lovers.

Where to Find iHeartRadio Music Festival Vacation Rentals

Book a rental in Las Vegas, Nevada.

Whether you plan to spend your nights playing in the glow of the glamorous Strip or resting up for an early morning at the iHeartRadio Daytime Village, make sure you have a comfortable Las Vegas rental to return home to each day. From high-rise condos and luxury penthouses to opulent mansions and spacious vacation homes, FlipKey has more than 700 Las Vegas rentals to choose from for the perfect stay.

While Las Vegas is a great spot for a last-minute trip, if you’re planning to attend the iHeartRadio Music Festival, your best bet is to reserve your accommodations in advance. Search for a rental near the MGM Grand Arena to be close to all of the action, or book a home with a private pool and unwind without the hoopla. Whether you’re looking to save money for the slot machines, or want a place to watch the sunset over the desert, we’ve got you covered!

See all Las Vegas vacation rentals on FlipKey!

Eat and Drink Here During the iHeartRadio Music Festival

Find your iHeartRadio Music Festival vacation rental on FlipKey.

We’ve done the research, so you don’t have to. These are our top restaurants to hit while you’re in Vegas.

Only in Las Vegas will you find an award-winning Mexican restaurant overlooking a Venice-inspired canal (gondola rides and everything!) or a neon-lit lounge with a flaming reflection pool. Sin City bursts with one-of-a-kind bars and restaurants where you can overindulge at all-you-can-eat buffets, knock back bottomless Bloody Marys, or sample exquisite international cuisine.

We can’t guarantee you’ll win big in Las Vegas, but we can guarantee you’ll get hungry—and our top picks are sure to satisfy even the most unexpected cravings! Reserve a table, stop in for happy hour, or grab a late-night pizza at the following spots while you’re in town for the iHeartRadio Music Festival.

Best Asian American: Fat Choy

Best Breakfast: eat.

Best Brunch: Andre’s Bistro & Bar

Best Burger: Holsteins Shakes and Buns Las Vegas

Best Happy Hour: Hearthstone Kitchen and Cellar

Best Indian: Origin India Restaurant & Bar

Best Raw Bar: SUGARCANE raw bar grill

Best Bloody Marys: Peppermill Las Vegas

Best Comfort Food: Therapy Las Vegas

Best Fine Dining: Alizé

Best Mexican: Libre Mexican Cantina

Best Margarita: Canonita

Best Pizza: Pizza Rock Las Vegas

Best Steak: CARNEVINO Italian Steakhouse

Plan a vacation to America's best beer cities.

Thirsting for your next vacation, but not sure where to go? Why not visit one of the best beer cities in the country!

Best Beer Cities in America

From the quaint side streets of Bar Harbor to the bustling neighborhoods of downtown Seattle, we’ve narrowed it down to eight amazing beer cities truly worth raising a glass to. Each spot has top-notch breweries with extensive lists of IPAs, pale ales, porters, pilsners, and more on tap. If you can name it, you can taste it in these destinations. While we can’t cover all the great craft breweries, we’re featuring our favorite in each city, so that you can spend more time tasting than planning.

Better yet, each of these destinations has a variety of vacation rentals from FlipKey to fit every budget and travel style. Whether you rent a luxurious condo in the heart of the city or an away-from-it-all cottage by the beach, we guarantee you’ll love having a comfortable home to retreat to after a fun-filled day at the brewery (and/or night at the bar!).

Plenty of fridge space for your take-home growlers, too!

Boston, Massachusetts | Trillium Brewing Company

Trillium Brewery in Boston, MA

Historic landmarks, fiercely loyal sports fans, and lots of craft beers to choose from—a trip to Boston offers something for everyone. While well-known breweries like Sam Adams and Harpoon have helped put Boston on the map as one of the best beer cities in the country, Trillium Brewing Company has emerged as a local favorite. It’s a unique New England farmhouse-style brewery offering a variety of beers that satisfy every palate. This family-run spot is just off the beaten path in Boston’s Fort Point neighborhood, so make sure not to miss it!

Before sampling the city’s thriving nightlife, take time to discover Boston’s famed attractions. Follow the Freedom Trail’s red-brick path through the city, catch a baseball game at the iconic Fenway Park, or find a park bench and watch the swan boats glide by in the Boston Public Garden. Your days are sure to fly by in this fast-paced city.

See all Boston vacation rentals on FlipKey!

Oakland Park, Florida | Funky Buddha Brewery

Funky Buddha Brewery in Oakland Park, Florida

What better way to cool down and quench your thirst than by ordering an ice-cold glass of beer at Funky Buddha Brewery! Located in Oakland Park, this hip spot features tours of its funky brewhouse, a wide variety of bold craft beers, and a fabulous menu. Sample a Floridian Hefeweizen in the taproom, or fill up a growler of Eternal Summer to take home to your Oakland Park vacation home.

During your trip, venture just 15 minutes down the road to Fort Lauderdale where blue-green waters and world-class beaches await. Whether you swim in the shimmering Atlantic Ocean or shop on Las Olas Boulevard, this part of southern Florida will keep you busy from sun up until sun down.

See all Oakland Park vacation rentals on FlipKey!

Rapid City, South Dakota | Firehouse Brewing Company

Firehouse Brewing Company in Rapid City, South Dakota

Firehouse Brewing Company opened its doors in 1991 as South Dakota’s very first brew pub. The legendary spot, which is listed on the National Historic Register, has nine beers on tap at any given time, and there’s even an on-site winery for those who prefer a glass of red or white instead. Stay for a meal (and a live performance under the band-shell!), or pop into the taproom for a quick drink during your stay.

Beer fanatic or not, Rapid City is a fantastic destination to visit. It’s the ideal home base for travelers looking to tour the scenic Black Hills and the perfect spot if you’re simply looking to experience a taste of the Midwest.

See all Rapid City vacation rentals on FlipKey!

Minneapolis, Minnesota | Fulton Beer

Fulton Beer in Minneapolis, Minnesota

What started as a small brewing operation run out of a garage is today Fulton Beer, one of the best breweries in downtown Minneapolis. At the taproom, you can sip on a cold one just 38 feet from where it was brewed, or pick up a Sweet Child of Vine six pack to enjoy in the comfort of your rental. Whether you prefer hoppy IPAs or flavorful barleywines, there’s no shortage of bold brews to choose from at Fulton Beer.

It’d be impossible to talk about the best beer cities in the country without mentioning Minneapolis, but this Twin City is full of excitement. The Mall of America (just 15 minutes away) is an absolute must, while the city also boasts a thriving theater and arts scene. Perfect for weekend getaways or week-long vacations, Minneapolis is a superb destination to visit year-round.

See all Minneapolis vacation rentals on FlipKey!

Seattle, Washington | Fremont Brewing

Fremont Brewing Company in Seattle, Washington

Fremont Brewing is a family-owned Seattle brewery that’s been producing first-rate artisan beers for nearly 10 years. Here, brewing is done in small batches only using the finest local ingredients—so it’s no surprise that this hot spot makes Seattle one of the best beer cities in America. Sample pale ales, IPAs, oatmeal stouts, and more while you’re at Fremont Brewing.

Besides beer, it wouldn’t be a trip to Seattle without a stop at the original Starbucks for a brew of a different type. For a snack, head to Pike Place Market, a hub of mouthwatering eats and delicious scents. Book a private retreat on the water or a central apartment in the city, and make the most of your time in Seattle.

See all Seattle vacation rentals on FlipKey!

San Diego, California | Thorn Street Brewery

Thorn Street Brewery in San Diego, CA

As new breweries keep opening up, San Diego has quickly emerged as one of the best beer cities in America. But, one in particular continues to stand out among the rest: Thorn Street Brewery. This local watering hole is dog-friendly and boasts a lineup of rotating nightly food trucks that are the perfect complement to the vast selection of craft brews on tap. Stop in for a quick pint or kick back and relax with friends in the large, open taproom.

You can’t visit San Diego and spend all your time indoors, though. Swim in the Pacific at La Jolla Shores Park, wander around Balboa Park, or people watch from your rental’s beachfront patio—the possibilities are endless!

See all San Diego vacation rentals on FlipKey!

Boulder, Colorado | Avery Brewing Company

Avery Brewing Company, Boulder, CO

While Boulder is undoubtedly an ideal destination for families, you ought to consider this sophisticated Colorado city for an adults-only getaway, too! It’s home to the award-winning Avery Brewing Company, which offers 30 “thoroughly American at heart” beers on tap—at all times! From year-round beers like the Belgian-style White Rascal to seasonal favorites such as the peach-flavored Perzik Saison, you’re sure to find something that will quench your thirst.

Of course, Boulder also has plenty to do to help you burn off those beer calories! Explore the foothills of the Rocky Mountains, bike along the river, or stroll around the University of Colorado’s flagship campus during your trip.

See all Boulder vacation rentals on FlipKey!

Bar Harbor, Maine | Atlantic Brewing Company

Atlantic Brewing Company in Bar Harbor, ME

A quintessential New England beach town with some of the best beer in the region? You guessed it—we’re talking about Bar Harbor! It’s where you’ll find the Atlantic Brewing Company just minutes from the quaint cobblestone streets of downtown. Over the years, the brewery has grown from a small one-barrel operation to a 15 barrel-system that produces tasty pints of English-style beer.

Visit Bar Harbor for the beer, and stay for the salty air and pristine natural beauty. Sunbathing along the coast and strolling down the famous Shore Path are two or Bar Harbor’s simplest pleasures. Want to see more of the island? Head to Acadia National Park or hop in a kayak to discover this charming New England destination’s showstopping scenery.

See all Bar Harbor vacation rentals on FlipKey!

America’s Best Beer Cities for a Vacation

  • Oakland Park, Florida
  • Rapid City, South Dakota
  • Minneapolis, Minnesota
  • Seattle, Washington
  • San Diego, California
  • Boulder, Colorado
  • Boston, Massachusetts
  • Bar Harbor, Maine


Travelers planning their next vacation can truly get away from it all (including the status quo for vacations) by booking a one-of-a-kind rental home for their next trip.

Unique Vacation Rentals

A picturesque Croatian lighthouse. An enchanting treehouse in Washington state. An eco-friendly private island in Belize. FlipKey has rounded up six most amazing unusual properties around the globe. Each of these accommodations offers something a little different from your everyday vacation home rental. These quirky spots guarantee an unforgettable trip, making them perfect for everything from a girls’ getaway to a proposal, honeymoon, or a special family retreat.

1. Forest House | Orca’s Island, Washington


1 Bedroom, 1 Bathroom, Sleeps 3

This breathtaking treehouse is nestled in the woods in scenic Orcas Island, and includes cathedral ceilings, a round soaker tub, and a 12-sided living room with amazing views. Explore the great outdoors, or just relax in the home’s cozy interior. As one reviewer said, “We were able to completely ‘unplug’ and relax in a way we haven’t for years.”

Check out the Forest House from FlipKey!

See all rentals on Orcas Island!

2. The Bus Stop | Gifford, East Lothian


2 Bedrooms, 1 Bathroom, Sleeps 4

You’d be forgiven for thinking a bus would only come in useful for getting you to and from your vacation accommodation—but that’s not the case with this creative property in eastern Scotland. With a wood-burning stove, barbecue and hot tub, The Bus Stop offers a little more luxury than your morning commute.

Check out the Bus Stop from FlipKey!

See all rentals in East Lothian!

3. Lighthouse Villa | Pula, Croatia


3 Bedrooms, 2 Bathrooms, Sleeps 8

With views across the Istrian Peninsula from a lighthouse, this quirky home runs on solar power and collects rainwater in a tank for the ultimate green holiday.

Check out the Croatian Lighthouse Villa from FlipKey!

See all rentals in Pula!

4. Barrett House: Boulder, Colorado

3 Bedrooms, 3 Bathrooms, Sleeps 6

“One of the most amazing places we have ever stayed. The architecture and the interior details—right down to the sugar container—are perfect.”

Mid-century modern architect Charles Haertling designed more than 30 homes in and around Boulder, and Barrett House is a perfect example of his signature organic style. Nestled on a three-acre mountain peak at 7,000 feet, this stunning escape borders Roosevelt National Forest. Inside, modern updates complement eclectic furnishings, a nod to the home’s original decor. Soaring ceilings and airy skylights give the rental a treehouse vibe, and the master bedroom—complete with a view of the Continental Divide—doubles as a lookout tower.

Check out Barrett House!

See all Boulder rentals from FlipKey!

5. PurePod Cabin | South Island, New Zealand


1 Bedroom, 1 Bathroom, Sleeps 2

Can nature and comfort coexist? They certainly can with this state-of-the-art living capsule on New Zealand’s South Island. All-glass roofing, flooring, and walls give you the ultimate view of the wilderness.

Check out the PurePod Cabin from FlipKey!

See all rentals in South Island, New Zealand!

6. Exclusive Private Island | Stann Creek, Belize


5 Bedrooms, 6 Bathrooms, Sleeps 14

Go off the grid at this private island in Belize—literally. The island is powered by a state of the art solar power system, for a truly green experience with all the comforts of home. Your group and the staff will be the only guests on the island, and your stay includes concierge service, a private chef, a private boat to take you to and from the village, and plenty of fun amenities on the island, like kayaking and paddle boarding.

Check out the private Belize island from FlipKey!

See all rentals in Stann Creek, Belize!

This post was originally published on the TripAdvisor Rentals blog. FlipKey is a subsidiary of TripAdvisor Rentals.

Choose one of the best vacations for toddlers and plan your trip on FlipKey.

Best Vacations for Toddlers

The key to planning a worry-free vacation with toddlers is choosing the right destination. Whether it’s an exciting city brimming with hands-on activities, a peaceful beach, or a rural setting where kids can explore, it has to be a place where both the young and getting older can have fun (after all, it’s your vacation, too!).

To help you choose, we’ve hand-picked 10 of the best vacations for toddlers from coast to coast. From the action-packed streets of Washington, DC to the picturesque shores of San Diego, the places on our list make every curious toddler’s favorite question—”Why?”—easy to answer. We’ve even included our top pick for a kid-friendly attraction your little ones will love.

With more than 300,000 rentals to choose from on FlipKey, opt for a vacation home during your family getaway and benefit from extra space, free laundry, and a full kitchen to prepare meals for even the pickiest of eaters.

Captiva Island, Florida

Find the perfect rental for your family on FlipKey.

Captiva Island rests just off the coast of southwest Florida in the emerald waters of the Gulf of Mexico. It’s known for its shallow waters and gentle waves, which make it an ideal beach vacation spot for families with toddlers. With your little ones at your side, chase waves retreating into the ocean, build an enormous sandcastle, or comb the beach for colorful seashells—the possibilities are endless! Choose a beachfront condo with kid-friendly activities (think kite-making and coconut-painting) or book a vacation home with tons of space for a stress-free getaway in Captiva Island.

Top kid-friendly attraction: Sanibel Sea School

See all Captiva Island vacation rentals from FlipKey!

Pigeon Forge, Tennessee

Book a spacious cabin in Pigeon Forge.

With its small-town vibe and inviting atmosphere, one thing’s certain: you’re sure to feel at ease in Pigeon Forge (at least, while the kids aren’t testing your patience!). Situated in the heart of the Smoky Mountains, this outdoorsy destination is all about experiencing the Appalachian wilderness hands-on. In other words, it’s a toddler’s dream-come-true. Explore the dense forests on foot, bike along nature paths, or take a dip in the local swimming holes. If that’s not your thing, downtown Pigeon Forge boasts family-friendly theme parks, unique attractions, and the sounds of country music on almost every street corner, ensuring a good time is had by all.

Top kid-friendly attraction: The Coaster at Goats on the Roof

See all Pigeon Forge vacation rentals from FlipKey!

Stowe, Vermont

Play outdoors during a vacation to Vermont.

Located just miles from Smugglers Notch, one of Vermont’s largest state parks, Stowe boasts countless kid-friendly hikes, scenic byways, and undiscovered attractions. Translation: Stowe is the ultimate natural playground for toddlers. Let your children run free, climbing over twisted roots, playing hide-and-go-seek among the trees, and breathing in the fresh mountain air. Once everyone’s all tired out, retreat to your spacious cabin rental, and spend the evening cuddled on the couch watching movies and reading bedtime stories. Sometimes the best vacation for toddlers is one that involves minimal plans and a place to let loose.

Top kid-friendly attraction: Stowe Bowl

See all Stowe vacation rentals from FlipKey!

Orlando, Florida

Orlando best vacation for toddlers

It goes without saying that Orlando is one of the best vacations for toddlers. Home to the world-famous Disney theme parks, happiness fills the air here. Explore a lush, African savanna at Disney’s Animal Kingdom, stay cool at the Typhoon Lagoon Water Park, or watch your children’s eyes light up while hugging Mickey Mouse. The fun doesn’t have to end when you exit the park’s gates, though! Many Orlando vacation rentals bring the magic home with Disney-themed rooms, fabulous pools, and lots of space to play. Visit Orlando and even adults will feel like kids again!

Top kid-friendly attraction: Crayola Experience Orlando

See all Orlando vacation rentals from FlipKey!

Lake Ozark, Missouri

Lake Ozark, MO retreat

With miles of scenic lakefront, world-class boating, and a convenient location in the center of Missouri, Lake Ozark is a fabulous vacation spot for families, especially those with toddlers. Let the hours slip by swimming, strolling, or simply relaxing on the picturesque shores. For toddlers, there are endless things to do and no shortage of hiding spots for your inquisitive little one(s) to discover. At the end of the day, kick up your feet at your cabin rental, and watch the sunset over the water. Indoors and outdoors, your whole family will have fun in Lake Ozark!

Top kid-friendly attraction: Miner Mike’s Indoor Family Fun Center

See all Lake Ozark vacation rentals from FlipKey!

Washington, DC

With so much to do, Washington, DC is one of the best vacations for toddlers.

Washington, DC is loaded with captivating attractions your toddlers will love: the park-like National Zoo, several museums with interactive exhibits, and plenty of sprawling parks perfect for playing and picnicking, to name a few. Rent an apartment downtown or stay along the city’s outskirts—it’s easy to get around Washington, DC, even with toddlers in tow. Hop on the metro and breeze from destination to destination, or climb into a pedicab for an open-air ride through the city’s unique neighborhoods. Your wee ones will be awe-struck by the city’s massive monuments, historic buildings, and iconic landmarks looming in the skyline.

Top kid-friendly attraction: The International Spy Museum

See all Washington, DC vacation rentals from FlipKey!

San Diego, California

Beachside in San Diego, California.

San Diego is a laid-back beach town that’s fun to visit, with or without kids! When you arrive, make your first stop Balboa Park. It’s home to a large playground, nearly 20 museums, the San Diego Zoo, and so much more that will keep your little ones entertained for hours. Along the coast, soak up sun at Mission Beach or visit La Jolla Cove where seals and sea lions perch on the rocks all day long (cuteness overload!). FlipKey has plenty of San Diego rentals just steps from the beach, so you won’t have to tote your toddlers and beach toys too far for fun in the sun.

Top kid-friendly attraction: San Diego Children’s Discovery Museum

See all San Diego vacation rentals from FlipKey!

Lake Placid, New York

Boaters explore Lake Placid, NY

Travelers describe a vacation to Lake Placid as “a true Adirondack experience” and an “unbeatable, peaceful retreat.” Although it’s famous for being the site of the 1980 Winter Olympic Games and a hub for snow sports, this quiet city nestled in the mountains offers year-round activities the whole family will enjoy. During the summer, splash in the lake or sit by the fire pit as frogs croak and fireflies flit by. When winter rolls around, try skiing and ice skating, or climb Whiteface Mountain in the Cloudsplitter Gondola for sweeping views of Lake Placid. You’ll find this fabulous destination is as breathtakingly beautiful and full of adventure as it is toddler-friendly.

Top kid-friendly attraction: Whiteface Adventure Zone

See all Lake Placid vacation rentals from FlipKey!

Philadelphia, Pennsylvania

Philadelphia, Pennsylvania skyline

If you’ve never been to Philadelphia, you’ll quickly see why it’s a fabulous city and one of the best vacations for toddlers. From the massive Smith Memorial Playground & Playhouse to the Philadelphia Zoo, there’s plenty to keep your children amused for hours on end. With little ones constantly on the go, try not to miss the centuries of American history on display throughout the city—the Liberty Bell, Independence Hall, and Reading Terminal Market to name a few. Need another reason to visit Philadelphia? Sesame Place is just across the city line in Langhorne!

Top kid-friendly attraction: Please Touch Museum

See all Philadelphia vacation rentals from FlipKey!

Port Aransas, Texas

Port Aransas, TX is one of the best vacations for toddlers.

Fill your days in Port Aransas searching for seashells, fishing from the pier, and exploring the local nature reserves. The 18 miles of soft-sand beaches here provide a cushiony landing spot for toddlers still getting the hang of walking. Overhead, colorful Roseate Spoonbills and Reddish Egrets fly through the sky, while the sound of whooping cranes carries through the air delighting both young and young at heart. Make it easy on yourself by booking a rental right on the water so you won’t have to lug your beach gear too far. If you’re seeking an island retreat without a hefty price tag (you can rent a home for under $100 per night!) Port Aransas is the perfect place for you and your family.

Top kid-friendly attraction: Port Aransas Sandcastle Guy

See all Port Aransas vacation rentals from FlipKey!

Best Vacations for Families With Toddlers

  • Captiva Island, Florida
  • Pigeon Forge, Tennessee
  • Stowe, Vermont
  • Orlando, Florida
  • Lake Ozark, Missouri
  • Washington, DC
  • San Diego, California
  • Lake Placid, New York
  • Philadelphia, Pennsylvania
  • Port Aransas, Texas

Serra Retreat 1

Whether you’re traveling with friends, your family, or as a couple, you’ll likely want to spend some time outdoors and enjoy the weather during your trip.

Outdoor Amenities

Vacation rentals are a great option to relax together and enjoy the most amazing backyards and outdoor amenities, so FlipKey rounded up four rental properties with amazing open-air spaces and outdoor features to inspire your next stay. You may not have a basketball court or an infinity pool in your own backyard at home, but you can on your next vacation.

Villa Joglo | Seminyak, Bali



Outdoor Appeal: Private pool, indoor/outdoor lounge.

Recharge in this four-bedroom villa in Seminyak, with a kitchen, bar, lounge, and dining room all outside overlooking the swimming pool and garden. The backyard is a private retreat, but the home is just steps away from a main street with popular restaurants. Air-con and ensuite bathrooms for each bedroom make this spot comfortable for up to 10 guests, and the villa includes a full-time maid and a night security guard.

Check out Villa Joglo from FlipKey!

See all Seminyak rentals from FlipKey!

Villa Mary | Crete, Greece



Outdoor Appeal: Basketball court, soccer field, outdoor kitchen, pool, and playground.

Can’t pick one outdoor amenity? Book a ticket to Crete to stay at the amazingly family-friendly Villa Mary. The backyard provides endless entertainment, with a private pool, half basketball court, playground, mini soccer field, and outdoor kitchen with wood oven. The inside is just as impressive, with six bedrooms, a fireplace, and a massive dining area.

Check out Villa Mary from FlipKey!

See all Crete rentals from FlipKey!

Serra Retreat | Malibu, California

Serra Retreat 1

Outdoor Appeal: Fire-pit, private pool, waterslide, and tennis court.

The Serra Retreat is as beautiful outside as it inside. The interior is chic and contemporary, with an open-plan living space, a formal dining room, gourmet kitchen, and cozy, oversized seating. Skylights and giant glass doors keep the inside bright, but head outside to really soak up the sun. Relax on the lounge chairs, or take a nap on the hammock or outdoor day bed. Hit the pool, Jacuzzi, or waterslide during the day. The private tennis court can wait until after dark—it has night lighting so you can play at your leisure. The home is just a few minutes from downtown Malibu and several beaches, if you can convince your group to leave the backyard.

Check out the Serra Retreat from FlipKey!

See all Malibu rentals from FlipKey!

The Spa House | Cape Town, South Africa



Outdoor Appeal: Pool with “floating” lounge space, indoor/outdoor living room with mountain views.

This three-bedroom villa offers ultimate relaxation, with an open layout, floor-to-ceiling glass walls, and stunning mountain views. Relax on the lounge chairs by the main pool, or venture across the stepping-stones to chill on the mini deck. The modern interior includes a marble spa with steam and massage rooms, plus luxe bedrooms with views of Hout Bay, the mountains, and the property’s lush gardens. Outside, you’ll be located close to Hout Bay’s restaurant and outdoor activities, and everything else Cape Town has to offer.

Check out the Spa House from FlipKey!

See all Cape Town villa rentals from FlipKey!

Tiny houses aren’t just for hipsters and millennials anymore. As Americans have taken an interest in tidying up, downsizing their belongings and living more efficiently, the tiny house movement has gone mainstream, and it’s inspiring people of all ages to embrace small spaces.

Tiny House Rentals From FlipKey

Of course, not all of us can jump on the tiny house bandwagon, but if these pint-sized properties have you intrigued, we’ve got good news. FlipKey has an awesome selection of tiny house rentals available all over the world, which means that you don’t have to sell your pint glass collection, leave your closet at Goodwill or give up your dishwasher to take the lifestyle for a test drive.

We’re spotlighting properties that fit the mold of the tiny house movement—miniature homes with a couple hundred square feet, a loft bed and small appliances—plus a few that might not, like a quirky micro cabin in Canada, a tropical beach bungalow in Costa Rica, a casita in New Mexico and a stunning windmill in Greece. We’ve even included rentals designed with minimalism in mind (Hobbit-inspired cabin, anyone?), but with more than one bedroom, so you can live the tiny house dream with a larger group.

So go ahead—we know you want to try one on for size. All of these tiny houses are available to book right on FlipKey, whether you’re planning a quick weekend getaway or longer vacation.  Just make sure you’re traveling with someone you really, really like.

Sandpiper Studio Cabin: Kennebunk, Maine

The Tiny House Experience: 1 Queen Bed, 1 Bathroom, $125/night

Check out the Sandpiper Studio Cabin on FlipKey!

Sandpiper Cabin saves on space, but not on style—and the seaside-inspired decor in this studio cottage is only part of what makes it such a lovely escape. Details like granite countertops and hardwood floors (not to mention the ideal location near Dock Square in Kennebunkport) make it a snug harbor for your next Maine getaway.

See all Kennebunk rental from FlipKey!

Whitehorse Micro Cabin: Yukon, Canada

The Tiny House Experience: 1 Queen Loft Bed, 1 Outdoor Bathroom, $42/night

Check out the Whitehorse Micro Cabin on FlipKey!

If you’ve ever dreamed of going off the grid, then this two-person micro cabin in Canada’s far north might be the getaway of your dreams. The eco-friendly rental, a snug step up from backcountry camping, is surrounded by miles of pristine wilderness and top-notch trails. Interested in going backpacking? Camping gear, bikes and canoes are all available for rent.

See all Whitehorse cabins from FlipKey!

Hobbit Hole Cabin: Mendocino, California

The Tiny House Experience: 2 Bedrooms, 2 Bathrooms, $135/night

Check out the Hobbit Hole Cabin on FlipKey!

The upside to staying in a tiny house—the small-but-snug amount of space—can also be a downside if you’re traveling with more than one person. Enter Hobbit Hole Cabin, a whimsical cottage with enough room for the whole family. You’ll get a taste of the tiny house lifestyle, but with a full kitchen, more than one couch and two bedrooms instead of a loft bed. Thanks to details like the front-porch windchimes and crackling wood stove, those extra square feet won’t make your getaway any less cozy.

See all Mendocino rentals from FlipKey!

Cozy Windmill Villa: Santorini, Greece

The Tiny House Experience: 1 King Bed, 2 Bathrooms, $337/night

Check out the Cozy Windmill Villa on FlipKey!

This converted windmill in Santorini may boast the most dazzling views of any tiny home on the planet, but inside, it keeps things minimal and elegant, with gleaming white walls and simple silver fixtures. The three-level rental includes a fully-equipped kitchen on the lower level, a living room on the second floor and an upper-level bedroom and bathroom. While the jaw-dropping setting tops the list of this villa’s perks and amenities, the daily maid service is a luxe bonus.

See all Santorini rentals from FlipKey!

La Casita de la Acequia: Santa Fe, New Mexico

The Tiny House Experience: 1 Queen Bed, 1 Bathroom, $115/night

Check out La Casita de la Acequia on FlipKey!

Located in the heart of historic Santa Fe, the intimate La Casita de la Acequia is a classic adobe home with authentic details like a kiva fireplace and rough-hewn rafters. Shoot the breeze under the giant cottonwood tree on the patio, or stroll to the Plaza and wander through the vibrant shops, galleries and museums.

See all Santa Fe rentals from FlipKey!

Clavertye Valley Shepherd’s Hut: Kent, England

The Tiny House Experience: 1 Bed, 1 Bathroom, $130/night

Check out the Clavertye Valley Shepherd’s Hut on FlipKey!

From the quaint cupboards to the floral linens, this storybook shepherd’s hut in Kent could have been pulled from the pages of a fairytale. Set on a steep valley hillside surrounded by meadows of wild orchids, bluebells and cowslips, the color-coordinated hut is designed to sleep two adults but can also accommodate one child on an air mattress.

See all Kent rentals from FlipKey!

Sand Pebble Cottage: Dennis Port, Massachusetts

The Tiny House Experience: 1 Full Bed, 2 Bathrooms, $79/night

Check out the Sand Pebble Cottage on FlipKey!

Cape Cod is the quintessential American beach vacation, and at Sand Pebble Cottage (located half a mile from Dennis Port, paved bike trails and the beach) you’ll have a front-row seat to all the action. Nestled at the end of a cul-de-sac, the rental is private without feeling secluded and small without feeling cramped. Toss a few burgers on the Weber grill during the summer, or curl up with a book from the library wall during the winter.

See all Dennis Port rentals from FlipKey!

The Rambleshack: Coldingham, Scotland

The Tiny House Experience: 1 Bed, 1 Bathroom, $71/night

Check out the Rambleshack on FlipKey!

If you’re hunting for a home base near the Scottish coast, look no further than the minimal-chic Rambleshack, a small, modern pod with a healthy dose of character and charm. Hike one of the paths near the ocean, kick back on the beach at Coldingham Bay or walk to the village pub for fish and chips.

See all Coldingham rentals from FlipKey!

Dockside Tiny House: Wrangell, Alaska

The Tiny House Experience: 1 Queen Loft Bed, 1 Bathroom, $99/night

Check out the Dockside Tiny House on FlipKey!

Built on a locally-sourced cedar deck, the Dockside Tiny House features a full kitchen and bathroom, compact washing machine, in-floor heat and an indoor clothesline—plus a loft bedroom. Although it might feel like close quarters at first, what this rental lacks in size, it makes up for with stunning views of the bay. “The floating house is surrounded by fun and interesting boat activity,” one reviewer writes. “The pictures don’t do justice to how cute the place is.”

See all FlipKey rentals in Alaska!

Dimpsey Shepherd’s Hut: Somerset, England

The Tiny House Experience: 1 Bed, 1 Bathroom, $162/night

Check out the Dimpsey Shepherd’s Hut on FlipKey!

Set on a small, private farm in Somerset’s Blackdown Hills, Dimpsey Shepherd’s Hut is a chic countryside retreat furnished with antique and handcrafted pieces the owner calls “hut couture.” Whether you want to explore the surrounding countryside or take a day trip to the Jurassic Coast, this rental makes a hospitable home base—and the complimentary breakfast on the first morning certainly doesn’t hurt.

See all Somerset rentals from FlipKey!

Modern Tiny House: Cape Cod, Massachusetts

The Tiny House Experience: 1 Bed, 1 Bathroom, $140/night

Check out the Modern Tiny House on FlipKey!

Nestled in the woods just a short drive from downtown Hyannis, this modern, minimal take on classic Cape Cod architecture embraces the tiny house movement while also making room for select amenities like a full-size refrigerator and stove (a major perk for home chefs and budget travelers). The pet-friendly space, which boasts a fenced-in backyard and wrap-around deck, is a short walk from walking trails, restaurants and a bakery.

See all Cape Cod rentals from FlipKey!

Surf Break Bungalow | Rote Island, Indonesia

The Tiny House Experience: 1 King Bed, 1 Bathroom, $145/night

Check out the Surf Break Bungalow on FlipKey!

If you can’t avoid the siren call of the surf, add the uncrowded breaks on Rote Island (the south point of Indonesia) to your bucket list and book this beautiful Javanese teak wood bungalow. Air conditioning, mosquito nets, purified water and daily housekeeping are all part of the package, and the view from the front patio will take your breath away.

See all Rote Island rentals from FlipKey!

Downtown Tiny House: Homer, Alaska

The Tiny House Experience: 1 Loft Bed, 1 Bathroom, $115/night

Check out the Downtown Tiny House on FlipKey!

This 300-square-foot tiny house may be small, but high ceilings and thoughtful design combine to create a space reviewers have called “functional,” “comfortable” and “absolutely fantastic.” The pint-size cabin in downtown Homer is located just steps from restaurants, galleries, shops and trails, but you don’t have to leave the house to enjoy the area’s spectacular scenery; Kachemak Bay and the glaciers and mountains beyond are visible from the handcrafted deck.

See all Homer rentals from FlipKey!

Joshua Tree Dome: Palm Springs, California

The Tiny House Experience: 3 Bedrooms, 2.5 Bathrooms, $369/night

Check out the Joshua Tree Dome on FlipKey!

We’ll be the first to admit that with three bedrooms and two bathrooms, this minimal, modern rental isn’t a tiny house. So what’s it doing in the round-up? For starters, the design of the dome pulls a page from the tiny house movement in a few major ways, like maximizing natural light and using vertical space and built-in storage to make each room feel larger. For another? It’s roomy enough to accommodate a big family or group of friends, so you don’t have to downsize your crew to get a feel for what makes a tiny home such a cozy place to vacation.

See all Palm Springs rentals from FlipKey!

This post was originally published on the TripAdvisor Rentals blog. It has been repurposed here with permission.


We’re spotlighting the best summer vacations for a perfect balance of affordability and fun. After analyzing the average cost of vacation homes across the country, here’s where to go to get the most bang for your buck.

Best Budget Summer Vacations

Ask your cousin or co-worker where to spend summer vacation, and they’ll likely mention a lively city or popular beach spot. We’re all for following trends, but with increased popularity comes inevitable price hikes during summertime in many traveler-favorite destinations.

Here’s the good news: the best summer vacations don’t have to a cost fortune—especially when you book a vacation rental from FlipKey. Whether your idea of an epic getaway is relaxing on the beach, exploring downtown, or hiking backcountry trails, there’s an affordable summer destination here for you.

Prices reflect the average cost of a two-bedroom vacation rental in that destination for a weeklong stay this summer, according to TripAdvisor Rental data. FlipKey is a subsidiary of TripAdvisor.

Delray Beach, Florida: $955/Week


Best Summer Vacation For: Beach Vibes with City Sophistication

Florida is no stranger to top summer vacation spots, but choose your beach wisely. The more you save on accommodations, the more you can spend on food, water sports, and boat cruises. Delray Beach’s Atlantic Avenue offers gourmet dining, eccentric cafes, and live music, while the Pineapple Grove Arts District boasts more than 20 galleries. The city strip reaches all the way to the shore, which makes Delray one of the rare destinations where the beach and downtown area are truly connected. The cost of a two-bedroom rental here is as much as $1,500 less than other Florida hotspots we analyzed.

See all Delray Beach rentals from FlipKey!

Cudjoe Key, Florida: $1,145/Week

Best Summer Vacation For: Appreciating Florida’s Scenery & Wildlife

If you’re set on a summer vacation in the Florida Keys, make it an affordable one. A two-bedroom rental in Cudjoe Key costs only $1,145 on average per week. You’ll be a half-hour drive from the colors of Key West (and save about $800 on your accommodation). Things are quieter in Cudjoe Key, where Mother Nature plays first fiddle. There are two national wildlife refuges and crystal-clear waters ideal for diving and snorkeling.

See all Cudjoe Key rentals from FlipKey!

Atlanta, Georgia: $1,149/Week

“I stayed here with a group of my girlfriends for a ‘mommy’ weekend…and it was the perfect getaway. […] We loved being close to restaurants and bars, and when we were too tired to hit the streets, we laid around in comfort all day. I would encourage all my friends to stay here.” – Traveler Review

Best Summer Vacation For: City Life with Southern Hospitality

A best summer vacation (and affordable)…in Atlanta? You bet. Yes, this major connecting hub is one of the biggest (and busiest!) cities in the region, but you can definitely enjoy it on a budget. Whether you want to sample soul food, tour iconic filming locations, or rollerblade along the BeltLine—a multi-use trail connecting 45 neighborhoods—Atlanta offers a host of activities that won’t break the bank. Rent a renovated bungalow or chic townhouse downtown for easy access to attractions like Centennial Olympic Park and Fox Theatre, a historic performing arts venue.

See all Atlanta rentals from FlipKey!

Dennis, Massachusetts: $1,167/Week

Best Summer Vacation For: A Peaceful Cape Cod Getaway

Located in the heart of Cape Cod, Dennis is the perfect spot to enjoy the wind and waves while catching up on a little culture in between. Take a break from the surf with a scenic afternoon drive along Route 6A—a highway dotted with renowned art galleries—or cap off a sunny beach day with a theatrical performance at the Cape Playhouse. Watch for “Free Fun Fridays” at the Cape Cod Museum of Art, a summer event offering complimentary activities for kids including face-painting and pottery-making. The Cape is one of the best summer vacation spots in the country, and Dennis provides the perfect home base.

See all Dennis rentals from FlipKey!

Boulder, Colorado: $1,179/Week

Best Summer Vacation For: Active Days & Lively Nights

Colorado isn’t just a good winter escape. With its vibrant mix of outdoor recreation and downtown activities, Boulder offers one of America’s best summer vacations. Go tubing and boating at the Boulder Reservoir, or just lay out a picnic and relax on the beach. You’ll find live music at local venues on any given night. Check out Monday’s “Meadow Music” series at Chautauqua Park, Wednesday’s “Beer on the Bricks” at Pearl Street, or Saturday night shows at Twenty Ninth Street. (Better yet, the legendary Red Rocks Amphitheatre is less than 30 miles away!) And we’d be remiss not to mention Boulder’s incredible breweries. Book this guided bike-and-brews tour to experience the local beer scene for yourself.

See all Boulder rentals from FlipKey!

Dallas, Texas: $1,181/Week

Best Summer Vacation For: Barbecue & Brews

A summer vacation in Dallas revolves around one thing: food. When you’re spending as little as $1,181 for a weeklong stay in a two-bedroom rental, you’ll have extra cash to hit the city’s many food festivals, breweries, and steakhouses. This summer’s main event—the 31st Annual Taste of Dallas—features more than 80 restaurants, food trucks, and craft breweries, plus demonstrations from some of the country’s best pitmasters. It’s true everything is bigger in Texas… except the price tag on your vacation rental.

See all Dallas rentals from FlipKey!

Atlantic Beach, North Carolina: $1,200/Week

Best Summer Vacation For: Laid-Back Beach Fun

This walkable town is your classic seaside escape, with a popular fishing pier, local bistros and pizza shops, and affordable beach houses for rent. Be sure to tour the historic Fort Macon State Park, TripAdvisor’s top-rated attraction in Atlantic Beach, followed by a sunset meal at the Oceanana Pier House Restaurant. June also brings the Crystal Coast Music Festival straight to the sand for a unique concert experience.

See all Atlantic Beach rentals from FlipKey!

Wells, Maine: $1,240/Week

Best Summer Vacation For: Seafoodies

A clean, peaceful stretch of paradise one reviewer calls “the perfect New England beach,” Wells is known for its refreshing summer temperatures, great surf, and mouthwatering seafood joints. Take an early morning walk along the dunes and keep an eye out for seals and whales during the day. Don’t miss Spiller Farm, known for its excellent produce, fair prices, and summer berry picking. At mealtime, hit Fisherman’s Catch Restaurant. “Best clam chowder in all of New England!” writes one reviewer. “Try the lobster roll!” At just $1,240/week on average for two-bedroom rentals, Wells is a more affordable summer vacation spot than other Maine staples that can cost considerably more.

See all Wells rentals from FlipKey!

Clearwater, Florida: $1,244/Week

Best Summer Vacation For: An Award-Winning Beach

Clearwater Beach ranked among the top five Travelers’ Choice Best Beaches in the United States in 2017. If it’s pristine sand you seek, Clearwater might be the best summer vacation spot. The city is celebrating its 100th anniversary this year, which means extra entertainment and promotions all summer long. One deal you can enjoy before you even arrive? An affordable beach house from FlipKey, at just $1,244/week for a two-bedroom property. During your stay, you’ll have your pick of top-notch activities and attractions from sunset boat cruises and jet-ski rentals to craft breweries and wineries—not to mention the beach!

See all Clearwater rentals from FlipKey!

Minneapolis, Minnesota: $1,248/Week

Best Summer Vacation For: Sports & Entertainment

Shocked to see Minneapolis on our list of best summer vacation spots? You shouldn’t be—especially given the number of family-friendly activities in the Twin Cities. Start with the annual Minnesota State Fair (located next door in St. Paul), one of the largest of its kind in the US. From the end of August to early September, nearly two million visitors flock to experience a showcase of agriculture, livestock, art, and music featuring more than 1,000 vendors and 900 free shows. The local Major League Baseball team, the Minnesota Twins, are also in full-swing come summertime, and Target Field is considered one of the best baseball diamond experiences in the country. Our recommendation: grab a pint at Cowboy Jack’s or Freehouse before the game—or just stay there and watch it on the big screen! If it’s a light sports night, catch a performance at the famous Guthrie Theater. You’ll enjoy having a vacation rental to retreat to after a day of city adventures.

See all Minneapolis rentals from FlipKey!

West Palm Beach, Florida: $1,248/Week

Best Summer Vacation For: Leisurely Pursuits

With sunny skies and a range of outdoor and cultural attractions, West Palm Beach is one of the best affordable summer vacation spots. Enjoy a game of golf at a number of pristine local courses, or hit the beach and catch up on your reading. You could spend an entire day on Peanut Island, a popular tourist attraction with a bunker built for President John F. Kennedy during the Cold War. The island also includes a museum and plenty of picnic areas, plus biking and walking paths. For those who prefer indoor endeavors, the Norton Museum boasts an exceptional collection of American, Chinese, and European art. Famous performers appear at “The Harriet” and the Kravis Center. Of course, there’s always shopping (one of the city’s favorite pastimes). From designer boutiques to big-name department stores, West Palm has it all.

See all West Palm Beach rentals from FlipKey!

Memphis, Tennessee: $1,295/Week

Best Summer Vacation For: Seeing the Real Music City (A Great Nashville Alternative)

While Nashville may be nicknamed “Music City,” Memphis is a pilgrimage for those who want to visit the birthplace of the blues, soul, and rock ‘n’ roll. On Beale Street, W.C. Handy put blues music on paper for the first time. Elvis, Roy Orbison, Jerry Lee Lewis, and Johnny Cash all recorded at the historic Sun Records Studio, now a museum with great guided tours. Graceland, the second most-visited home in America (and another tour worth your while), welcomes visitors from around the world who yearn for a peek into the life of “the King.” Beyond the music, Tennessee’s largest city combines Southern tradition and hospitality with modern amenities. You’ll enjoy great dining (don’t miss the barbecued ribs at Marlowes or Corky’s), art galleries, and exciting nightlife.

See all Memphis rentals from FlipKey!

Orlando, Florida: $1,297/Week

Best Summer Vacation For: Amusement Parks

Regardless of the season, it’s tough to exclude Orlando from “best of” lists. Put simply, it’s the premier vacation destination for families—and it’s becoming even more popular for adult couples looking to channel their inner child. When it comes to renting a home, Orlando can’t be beat. It’s okay to admit it: as fun as the theme parks are, spending a full day there can be quite exhausting! You’ll appreciate having a more secluded home base than an on-site resort, allowing for home-cooked meals (and more savings!) or relaxing on the patio.

See all Orlando rentals from FlipKey!

Williamsburg, Virginia: $1,331/Week

Best Summer Vacation For: American History

Perhaps the best-known point of Virginia’s Historic Triangle (along with nearby Jamestown and Yorktown), the area’s heart and soul is living-history museum Colonial Williamsburg, featuring actors, educational reenactments, and 18th-century shops. Williamsburg claims to be a summer vacation “filled with freedom, fireworks, theme parks, and thrills.” Indeed, there is plenty of fun to be had here by the whole family aside from Revolutionary War history. Spend one day at Busch Gardens riding roller coasters and the next on a kayaking tour of the Chesapeake Bay.

See all Williamsburg rentals from FlipKey!

Myrtle Beach, South Carolina: $1,398/Week

Best Summer Vacation For: The All-American Family Trip

Myrtle Beach is one of America’s top family vacation destinations, and for good reason. Book a summer beach house to save money on the front end and spend that extra cash on memorable experiences your kids will love. Ride on the Myrtle Beach SkyWheel, catch a baseball game at TicketReturn.com field, or compete in mini golf at one of 40 different courses. For top-notch amusement, check out the shops, restaurants, putt-putt, and paddle boats at Broadway at the Beach. One TripAdvisor reviewer writes, “[It has] something for everyone. There are jewelry stores, t-shirt shops, candle shops, fudge makers, and the list goes on. The kids can play in the amusement park or feed the fish in the pond. Broadway also has a movie theater and aquarium. You could really spend all day there and everyone would come away with something different.”

See all Myrtle Beach rentals from FlipKey!

Asheville, North Carolina: $1,400/Week

Best Summer Vacation For: Local Produce & Microbrews

It’s fair to say Asheville is having a moment. The vibrant city has elevated itself into one of the best summer vacation spots around the country thanks to its numerous farmer’s markets, locally-sourced food scene, world-class breweries, and proximity to Great Smoky Mountains National Park. If Boulder is a laid-back session ale, Asheville is a hopped-up IPA. Start your summer stay with some outdoor recreation: a hiking tour of the Blue Ridge Parkway and surrounding waterfalls or a guided stand-up paddleboard tour on the French Broad River. Next, experience downtown Asheville, known for a restaurant scene the community nicknamed “Foodtopia.” Organic, farm-to-table, and hormone-free are a few common adjectives used on local menus. The area boasts more breweries per capita than any city in the US—each with its own unique blends and atmosphere.

See all Asheville rentals from FlipKey!

Leavenworth, Washington: $1,401/Week

Best Summer Vacation For: A Cozy, Scenic Cabin Rental

Leavenworth has become a bustling tourist destination known for its Cascade Mountain scenery, Bavarian-style alpine village, and a packed calendar of festivals and performances. Don’t leave without catching an outdoor show at the Leavenworth Summer Theater. Other top activities include hiking, birding, and horseback riding, but it’s the mountain lakes and rivers of Wenatchee National Forest that really steal the show. The variety of trout and perch is a fisherman’s dream. As hunger strikes, get a true taste of Leavenworth’s German influence with a brat and beer at fan-favorite Munchen Haus.

See all Leavenworth rentals from FlipKey!

Ocean City, New Jersey: 1,509/Week

“The house was right down the street from the heart of the boardwalk, which was awesome! I would recommend this rental to anyone.” – Traveler Review

Best Summer Vacation For: Boardwalk Bliss

Hailed as “America’s Greatest Family Resort,” Ocean City has everything you’d want in an affordable summer escape. It’s safe (many beaches have lifeguard supervision), clean, and kid-friendly. During the summer, every Thursday is family night—think special activities and entertainment at venues all over town—and events like the annual boat parade are particularly great if you’ve got little ones in tow. Gillian’s Wonderland Pier offers rides like bumper boats, a carousel, Tilt-a-Whirl, and log flume, while the famous Ocean City Boardwalk is an all-time classic. Don’t leave without trying the salt water taffy at Shriver’s.

See all Ocean City rentals from FlipKey!

Anaheim, California: $1,531/Week

Best Summer Vacation For: Disneyland (And More!)

Disneyland is the main event in Anaheim, but there’s plenty more to do if you’re not the fantastical type. Catch a baseball game at Angel Stadium or taste the incredible array of foods in the Packing District, an upscale food court with local vendors. Grab a bite at The Kroft, dessert at Han’s Homemade Ice Cream, or a drink at The Hammer Workshop. If you’re seeking a Disneyland alternative—less crowded, more low-key rides—buy a ticket to Adventure City, a kid-favorite.

See all Anaheim rentals from FlipKey!

Cape May, New Jersey: $1,610/Week

Best Summer Vacation For: The Quaint Tip of the Jersey Shore

In 1976, the entire city of Cape May was declared a National Historic Landmark. That’s one reason why this peaceful seaside getaway is so pristine, from the beaches and natural beauty to its architectural achievements. You can bike almost anywhere, and pedaling across town is the perfect way to take in the stunning scenery. Make sure to get a picture of the Cape May Lighthouse, and the Naval Air Station Museum is great for kids. Willow Creek Winery appeases the grape-lovers, while Cape May Brewing Company is one of the East Coast’s best breweries. Many of the rental homes—from modern bayfront condos to classic Victorian cottages—are close to both the beaches and the charming downtown scene, making Cape May one of America’s best summer vacation spots for all travelers.

See all Cape May rentals from Flipkey!

This post was originally published on the TripAdvisor Rentals blog. It has been repurposed here with permission.

A tray of luscious seafood.

Is there anything better than donning a plastic bib emblazoned with a bright red lobster and diving fork-first into a heaping plate of succulent seafood? We don’t think so!

From hole-in-the-wall shacks by the sea to bustling restaurants inland, there are countless places across the United States to indulge your seafood cravings. We’ve rounded up the best in each state (no, you don’t have to stay by the ocean to eat fresh-caught fish) where you can order luscious lobster rolls, delicate crab legs, shrimp, and so much more. Dine on the water, eat at the beach with a paper plate on your lap, or take your meal to go and enjoy it in the comfort of your vacation rental—it’s up to you!

While the seafood in these 50 spots is the main attraction, the destinations themselves are well-worth a weekend getaway—or longer! Deciding what to order might be tough, but decided where to stay shouldn’t be. A vacation rental from FlipKey provides the extra space you need, plus conveniences like a full kitchen, laundry, or barbecue (surf n’ turf, perhaps?).

Whether you’re visiting the rugged coast of Maine, the scenic shores of Alabama, or even the desert of Arizona, opt for a vacation rental near one of the spots on our list and enjoy an endless supply of fresh seafood.

Alabama (Orange Beach): Doc’s Seafood Shack & Oyster Bar

Alaska (Juneau): Tracy’s King Crab Shack

Arizona (Tempe): King’s Fish House

Arkansas (Benton): Captain D’s

California (Del Mar): Brigantine Seafood Restaurants

Colorado (Boulder): Jax Fish House

Connecticut (Glastonbury): Max Fish

Delaware (Rehoboth Beach): Blackwall Hitch

Florida (St. Augustine): Harry’s Seafood Bar & Grille

Georgia (Atlanta): The Optimist

Hawaii (Kona): Da Poke Shack

Idaho (Boise): Lucky Fins Seafood Grill

Illinois (Wadsworth): The Shanty Wadsworth

Indiana (Newburgh): The Tin Fish

Iowa (Dubuque): Catfish Charlie’s

Kansas (Kansas City): Jarocho Pescados y Mariscos

Kentucky (Lexington): Smithtown Seafood

Louisiana (New Orleans): Peche Seafood Grill

Maine (Kennebunkport): The Clam Shack

Maryland (Annapolis): Boatyard Bar & Grill

Massachusetts (Provincetown): The Lobster Pot

Michigan (Royal Oak): Toms Oyster Bar Royal Oak

Minnesota (Minneapolis): Sea Change

Mississippi (Biloxi): Mary Mahoney’s

Rent a beach home near our favorite seafood shacks.

Missouri (St. Louis): The Peacemaker Lobster & Crab Co.

Montana (Whitefish): Stillwater Fish House

Nebraska (Omaha): Plank Seafood Provisions

Nevada (Las Vegas): AquaKnox

New Hampshire (Portsmouth): The Beach Plum

New Jersey (Princeton): Blue Point Grill

New Mexico (Albuquerque): Pelican’s

New York (Island Park): Jordan Lobster Farms

North Carolina (Wilmington): Cape Fear Seafood Company

North Dakota (Bismarck): 40 Steak + Seafood

Ohio (Toledo): Real Seafood Company Toledo

Oklahoma (Oklahoma City): Pearl’s Crabtown

Oregon (Portland): RingSide Fish House

Pennsylvania (Doylestown): Pennsylvania Soup and Seafood House

Rhode Island (South Kingston): TwoTen Oyster Bar & Grill

South Carolina (Hilton Head): The Crazy Crab Hilton Head

South Dakota (Custer): Sage Creek Grille

Tennessee (Pigeon Forge): Harpoon Harry’s Crab House

Texas (Austin): Uchi Austin

Utah (Lehi): Slapfish

Vermont (Burlington): Bleu Northeast Seafood

Virginia (Virginia Beach): Blue Seafood and Spirits

Washington (Seattle): The Walrus and the Carpenter

West Virginia (Charleston): Tricky Fish

Wisconsin (Appleton): Red-Ox Seafood Steakhouse

Wyoming (Afton): Rocky Mountain Seafood

From sugar-white sands and cerulean seas to thrilling adventures and fruity rum punches, the Caribbean is a tried-and-tested destination for relaxation. Now that school’s out for the summer, treat your family to the ultimate island getaway.

To make your trip even more enjoyable, consider staying in a FlipKey vacation rental. It’s no surprise that vacation homes are ideal for families—the extra living space, a full kitchen, and private outdoor area, plus amenities like laundry or a grill.

We’ve rounded up nine Caribbean destinations your family will love, each boasting some of the best vacation rental guest review scores in all of the Caribbean. From the mountains of St. Lucia to the sun-kissed shores of Turks & Caicos, choose a rental in one of these tropical hot spots and enjoy an authentic island experience.

Ratings are based on the lifetime average vacation rental review score for that destination (for stays during summer months), according to TripAdvisor reviewers. FlipKey is a subsidiary of TripAdvisor. 

1. Cayman Brac, Cayman Islands

A pool overlooks the beach in Cayman Brac, Cayman Islands.

Average Vacation Rental Rating: 4.96/5.00

“Peace and tranquility by the sea. Everything you need, and some things you didn’t know you needed, are available in this cottage.” – FlipKey Traveler

Ringed by silky sands and blue-green waters, Cayman Brac is an island paradise situated in the Caribbean Sea. Here, you can slip into relaxation mode while lounging along the 12 miles of golden beaches, or explore the rocky bluffs and pockets of caves lining the shore. Venture off the beaten path to discover the island’s natural beauty, or plunge into the surrounding sea for spectacular diving. Known for its stunning scenery and laid-back beach vibes, one thing’s certain: chilling with your family in Cayman Brac will never get old.

See all rentals in Cayman Brac from FlipKey!

2. Marigot Bay, St. Lucia

Sit on the balcony overlooking Marigot Bay in St. Lucia.

Average Vacation Rental Rating: 4.93/5.00

“Perfect place in Marigot Bay. We kept pinching ourselves as we stayed in this clean, light, beautiful apartment overlooking the bay.” – FlipKey Traveler

Home to the legendary Pitons and lush Pigeon Island National Park, St. Lucia is one of the most beautiful and mountainous islands in the Caribbean. Wake to the sound of birds chirping outside your window and ease into your day on the balcony of your Marigot Bay rental. When you’re ready for an adventure, drive into the depths of the La Soufrière volcano past steaming hot springs and therapeutic mud baths, or hop in a water taxi to explore the island’s secrets. Marigot Bay is perfect for families looking to add an unforgettable excursion (or two!) to their Caribbean getaway.

See all rentals in Marigot Bay from FlipKey!

3. East End, St. Thomas

Kayaks sit on the beach in East End, St. Thomas.

Average Vacation Rental Rating: 4.87/5.00

“Everything was perfect! We are beach sloths and seafood piggies and this was the best condo for our family at an unbelievably affordable price.” – FlipKey Traveler

Dig your toes into the sand and let your worries wash away while on vacation in St. Thomas’s picturesque East End. This part of the island is where you’ll find Red Hook—a delightful community characterized by its red-tiled roof homes—as well as a bustling port that makes island hopping a cinch. Prefer to relax? Unfurl your towel at Sapphire Beach and enjoy a day of sunbathing and snorkeling with your family. No matter how you choose to spend your time, East End is a top-rated Caribbean destination that won’t disappoint!

See all rentals in East End from FlipKey!

4. Bequia, St. Vincent and the Grenadines

The view from a vacation rental in Bequia.

Average Vacation Rental Rating: 4.81/5.00

“The lovely environment of the villa with its lovely pool and outdoor areas provided a welcome respite and gathering place for our family.” – FlipKey Traveler

Wide, sandy beaches, crystal clear waters, and dazzling coral reefs grace the shores of Bequia, a lush island in the Grenadines. At only seven square miles, everyone knows everyone here, and it’s the perfect destination for travelers searching for a friendly atmosphere and inviting, small-town feel. Lounge in the sun at Princess Margaret Beach or Lower Bay Beach, or go for a stroll around the village of Port Elizabeth—just don’t be startled by friendly chickens strutting at your feet. As the sun starts to fade on the horizon, head home to your waterfront rental, and pass the time guessing which celebrities are aboard the massive yachts anchored out your window in Admiralty Bay.

See all rentals in Bequia from FlipKey!

5. Providenciales, Turks and Caicos

Hammock in Turks and Caicos.

Average Vacation Rental Rating: 4.80/5.00

“Perfect piece of paradise on Chalk Sound. Our 3-generation family was so happy… Every night was perfect in its own way.” – FlipKey Traveler

In Providenciales (“Provo” to the locals), enjoy a breathtaking panorama of blue skies and turquoise surf, right from your seat in the sand. This sun-drenched destination is home to the TripAdvisor Travelers’ Choice award-winning beach, Grace Bay, and is the ultimate place to escape the day-to-day. Dive into the crystal clear waters and explore the miles of coral reef just offshore, or start happy hour early and indulge in some of the island’s signature Rum Punch.

See all rentals in Providenciales from FlipKey!

6. Willemstad, Curaçao

Plan a trip to Willemstad, Curacao.

Average Vacation Rental Rating: 4.70/5.00

“Loved it!!!!! The whole trip was awesome. Right from the booking to the day we went home!” – FlipKey Traveler

The capital of Curaçao, Willemstad boasts a lively downtown that bursts with colorful colonial architecture, Dutch-inspired landmarks, and a vast array of beach attractions. Float down the city’s winding waterways or stroll down the streets of the Punda and Otrobanda neighborhoods, taking in all that makes Willemstad a UNESCO World Heritage Site. When you’re not browsing the packed art galleries or sampling cocktails mixed with the island’s famed Blue Curaçao, retreat to your pastel-colored condo to relax on your balcony. From its historic charm and beautiful beaches to its year-round flawless weather, it’s no surprise that Willemstad ranks on our list of top-rated Caribbean destinations.

See all rentals in Willemstad from FlipKey!

7. Punta Cana, Dominican Republic

Book a villa in Punta Cana, Dominican Republic.

Average Vacation Rental Rating: 4.65/5.00

“Sooo AMAZING that we requested to book a second stay <24 hours after returning home!!!” – FlipKey Traveler

As soon as you set foot in Punta Cana, you’ll be on island time. Experience the thrill of zip-lining through the jungle, discover the hidden lagoons of Hoyo Azul, or dive into a colorful new world under the water. Up for a challenge? Punta Cana has several world-class golf courses with rolling fairways and contoured greens that are sure to provide a golf outing unlike any other. Whether you spend your days rocking in the hammock at your rental or playing in the surf, you’ll leave Punta Cana absolutely rejuvenated.

See all rentals in Punta Cana from FlipKey!

8. Ocho Rios, Jamaica

Stay near the beach in Ocho Rios, Jamaica.

Average Vacation Rental Rating: 4.61/5.00

“The best time ever!!! Maurice (the caretaker) had that reggae music pumping for us and we loved it…dancing and singing around the villa! Yea Mon!” – FlipKey Traveler

Leaping from Blue Hole waterfall, floating down the White River, and swimming at Bamboo Beach… there are so many ways to make a splash in Ocho Rios. From thrilling adventures to laid-back happy hours, this island oasis will keep you busy for days on end. After a day of fun in the sun, let your mind wander as the breeze carries the rhythmic sound of steel drums through the air. Book a sprawling beach villa right on the water and start counting down the days until your blissful beach getaway.

See all rentals in Ocho Rios from FlipKey!

9. Nassau, Bahamas

Rent a waterfront home in Nassau, Bahamas.

Average Vacation Rental Rating: 4.58/5.00

“Our experience was A+! We absolutely LOVED the property, the town and the people we worked with.” – FlipKey Traveler

Among the top beach spots in the world, Nassau is the picture of tranquility. Here you’ll find calm, turquoise waters lapping the pristine shores, refreshing Sky Juice (a local favorite) flowing freely, and delectable conch fritters always available. In other words, Nassau offers the ultimate recipe for vacation perfection. Cut through the waves in a catamaran, snorkel with a school of fish, or laze under the sun—the possibilities are endless at this top-rated Caribbean destination!

See all rentals in Nassau from FlipKey!

Best Caribbean Destinations To Rent A Vacation Home

  1. Cayman Brac, Cayman Islands
  2. Marigot Bay, St. Lucia
  3. East End, St. Thomas
  4. Bequia, St. Vincent and the Grenadines
  5. Providenciales, Turks and Caicos
  6. Willemstad, Curaçao
  7. Punta Cana, Dominican Republic
  8. Ocho Rios, Jamaica
  9. Nassau, Bahamas