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1,253 house rentals
Price per night from
$73
Private Home, with Beach Access, Best Value in the Keys
Key Largo house
2 bedrooms / 2 bathrooms / sleeps 6
“Perfect house for casual getaway” We wanted a clean and comfy place to stay for a long weekend that would be close to everything. This house had everything we wanted and more. We brought our 2 year old with us and felt like it was exactly the cozy and safe place we needed. If we weren't relaxing on the front or back deck, there were a number of board games that entertained us while our child napped. The owner was pretty quick to respond to any questions we had. We hope to stay here again for future getaways!
Price per night from
$74
“Vacation of a lifetime!” I can't say enough good things about this home. It was beautiful, clean, and peaceful. The only thing that might be considered a down side is that all of the bedrooms are located upstairs, but that was not a problem for us. Brandi at Freewheeler Realestate was wonderful. She was prompt with answers to questions, friendly and professional. The home-owner obviously wants to see to it that the people staying in their home are well taken care of. Everything was great all the way down to the fluffy beach towels. We will definitely look at staying at this home again.
Price per night from
$1,227
“Our Spirits were renewed!” Things don't happen by chance! Little did we know six months ago when we booked our vacation how much we would really, really NEED a quiet and peaceful week! This little corner of Marathon is exactly that: quiet and peaceful. The condo is very comfortably furnished, very clean, and the view is - well, I don't think there is a 'better' view anywhere! It's picture perfect - even to the gorgeous green iguana on the palm tree! (but you have to look quick - they move fast!). We had our son, daughter in law and two little grandkids with us...it was perfect! Sunrise with coffee by the pool, under the Chickee or on the patio...awesome! Lots to do for families or singles very close by...yup...you really can even have pizza delivered if you don't want delicious, fresh seafood!..and wow! are there some awesome spots for that!! Communication with the owners is impeccable...could NOT be better. These are the folks with whom you love to do business!! Thanks so much, Todd and Jamie!
Responds fast! avg. 3 hours 31 minutes
Price per night from
$238
Spectacular Atlantic Ocean View Condo (MONTHLY)
Key West apartment
2 bedrooms / 2 bathrooms / sleeps 6
“Amazing Views And A Great Condo” My wife and I stayed here on our honeymoon and were absolutely 100% pleased with the condo. I have to honestly say it was the nicest condo either of us have stayed in. The view was amazing and the patio was very tranquil. The patio faces south so you don't get blasted with the morning or evening sun making it very comfortable having your morning coffee or evening cocktail while enjoying the view. The owners have put a lot of thought into furnishing and accessorizing the unit. Tess and Mimi were wonderful to work with (Mimi met us at the condo and had great advice on where to eat, what to do...)I have stayed in several condos and this was by far my favorite, if your thinking of staying here you will not be disappointed. I will definitely be back the next time I visit the keys.
Price per night from
$348
Price per night from
$177
Oceanfront duplex with spectacular views, beach, and dock
Layton house
2 bedrooms / 1 bathroom / sleeps 6
Price per night from
$474
Oceanfront condo w/beach access, shared tennis, pool, etc. - marina available!
Tavernier house
2 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$93
ADVENTURE AWAITS I - MARINER'S CLUB 606 - KEY LARGO RESORT STYLE VACATION HOME
Key Largo townhouse
4 bedrooms / 4 bathrooms / sleeps 10
Price per night from
$548
Key West Townhouse in stunning 5 Star Resort * Close to Duval Street and beach
Key West townhouse
2 bedrooms / 3 bathrooms / sleeps 6
Price per night from
$575
Bayside Home w/ Heated Pool, Rooftop Terrace & Stunning View
Marathon villa
3 bedrooms / 3 bathrooms / sleeps 8
Price per night from
$253
Price per night from
$313
FL Keys Waterfront Pool Home 2 Bedrooms Sleeps 6 w/ 60 Feet of Dockage
Marathon Shores house
2 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 2 hours 49 minutes
Price per night from
$260
Price per night from
$284
Large Townhouse in Mariner's Club Resort - 3 BR/3.5 Bath
Tavernier townhouse
3 bedrooms / 4 bathrooms / sleeps 6
Responds fast! avg. 1 hour 40 minutes
Price per night from
$338
Come relax in Islamorada, the tropical jewel of the Florida Keys!!
Islamorada apartment
1 bedroom / 1 bathroom / sleeps 4
Responds fast! avg. 1 hour 49 minutes
Price per night from
$212
Magnificent Ocean view with 35' dock , Canal home in gated Venture Out Resort
Cudjoe Key cottage
2 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$185
“Very comfortable and all around great place to stay.” It was very clean, comfortable and homey. The pool was great and it's very close to Key West and a beach. We really enjoyed our stay. Provided plenty of towels, pool accessories, kitchenware, etc.... No complaints.
Price per night from
$247
“awesome” the condo was beautiful. very good location. 2 suggestions. the grill did not have gas . the bed that opens up to king. not so much, mattress is 2 different heights and slides if you try to sleep on it. very very uncomfortable.
Responds fast! avg. 2 hours 42 minutes
Price per night from
$220
Top floor, two bedroom,two bath condo with private balcony,close to the Ocean
Key West condo
2 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 1 hour 36 minutes
Price per night from
$257
Responds fast! avg. 3 hours 57 minutes
Price per night from
$1,713
Price per night from
$262
New 3 bedroom luxury condos just 10 mins from 10 beaches!!
Dry Tortugas National Park apartment
3 bedrooms / 3 bathrooms / sleeps 5
Price per night from
$115
Newly refinished condo open water views very nice
Islamorada condo
2 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 40 minutes
Price per night from
$165
Price per night from
$648
Key West Beachfront Luxury 2/2 Condo A212 No Hurricane Damage
Key West apartment
2 bedrooms / 2 bathrooms / sleeps 6
“Perfect place to experience Key West” This is a lovely condo with a tropical, quiet view. Many extras are included: beach towels, bikes, and kitchen supplies. The pool area was our favorite spot, and we had coffee every morning on the balcony with chairs for all 6 of us. My husband enjoyed watching March Madness on the large T.V. Kathy did a fantastic job with all communications and provided great tourist tips. We would definitely stay here again!
Responds fast! avg. 2 hours 28 minutes
Price per night from
$404
“Wonderful accommodations” Aside from being rainy for the majority of our stay, the accommodations were amazing. We will certainly be going back to this house. This house sleeps 8-10 adults comfortably. Freewheeler Realty was a pleasure to do business with and was the only company that was responsive to my inquiries. The house has an amazing view, full laundry, kitchen upstairs and downstairs. My favorite part were the stairs that go directly into crystal clear water to snorkel!
Price per night from
$328
Responds fast! avg. 2 hours 5 minutes
Price per night from
$596
OUTSTANDING Oceanfront House with Pool and Deep water dockage!!
Marathon house
4 bedrooms / 3 bathrooms / sleeps 10
“Marathon house” A great house with an awesome ocean view! The house was very clean and the kitchen was well stocked with all we needed. We especially looked the pool area and boat dock. It accommodated our 38 ft fishing boat we brought with no problems. I would highly recommend this rental
Responds fast! avg. 3 hours 31 minutes
Price per night from
$659
Conch Key Villas Unit 1, Quiet, Clean with Awesome VIews in Paradise
Conch Key apartment
1 bedroom / 1 bathroom / sleeps 3
Responds fast! avg. 3 hours 28 minutes
Price per night from
$200
Waterfront condo with rooftop patio, balcony, and dock!
Marathon Shores house
2 bedrooms / 2 bathrooms / sleeps 4
Price per night from
$229
“Great location and pleasantly surprised!” Romberto's Camprground vacation was definitely more than i expected. There was ample room for my husband and I, the folks were nice and the area was quiet and clean. The marina was convenient (small boats only). There was a small leak in the bathroom in the overhead skylight but it was almost negligible unless it was pouring. we will definitely be back.
Responds fast! avg. 2 hours 49 minutes
Price per night from
$145
“Amazing” Keep your eyes opened along with your heart! You will definitely enjoy the house and the area !! Clean , new , nice home the canal is awesome we had 2 manitee hang out off back porch !!! Definitely go on kayak and look in canal in front of boat for the amazing jellyfish and other creatures!! The place is close to restaurants and attractions!! We had an awesome honeymoon can’t wait to go back !! Thanks for sharing your place worth every penny!!
Responds fast! avg. 1 hour 35 minutes
Travelers’ Choice award
Price per night from
$177
Price per night from
$217
Viewing 38 of 1,253
rentals in Florida Keys
About Florida Keys
Florida Keys, FL, including the islands of Key West, Key Largo, Islamorada, Marathon Key and Big Pine Key offers the perfect mix of family beach fun and peaceful vacation relaxation. Spend your days strolling one of the many boardwalks, or swim, snorkel, and kayak in the pristine Gulf. After a long day, retreat back to your vacation rental home at night, escape the crowds, and watch the sunset across the Gulf from your personal porch or deck. With your own private tennis court and pool, luxuries that many rentals offer, you can have a great time without even leaving your vacation home.
Wake up to the sound of waves rolling in and the scent of the salty ocean air, then walk just minutes to the beach for great boardwalk shopping, dining, and entertainment. Truly escape the winter chill by heading to the southernmost point in the United States, Key West, Florida. Take U.S. Highway 1, known to locals as "The Overseas Highway" to get there, and enjoy the breath-taking natural beauty of the ocean scenery and wilderness that borders the road.
Here are a few additional suggestions for your trip to the Florida Keys:
- Visit the Key West Butterfly & Nature Conservatory: Key West is home to a magnificent array of butterflies from South America, Africa, and Southeast Asia. This Conservatory emphasizes the importance of wildlife preservation, offering group tours, unique films, and resident rainforest birds guaranteed to ignite your love for wildlife.
- Swim with the dolphins: Key West is known for its dolphin friendly environment and facilities that offer guests the opportunity to swim and play with these amazing animals.
- Explore The Harry S. Truman Little White House: Established in 1890 as a command center during the Spanish American War, this house was later used as a means of escape during the Cold War. For years, presidents relaxed and restored body and mind here while dealing with war threats. The site is now a living history museum.
- Sleep under the stars: Spend a night under the legendary stars of Key West. Florida Keys campgrounds are plentiful, and Florida Keys camping can also happen at sea. Charter a boat and drift off with the night sky above and the ocean below.
- Take a sunset dinner cruise: Gourmet dinner cruises to Florida Keys' destinations are widely available. Nothing is more romantic than raising a glass on a luxury sailboat as the sun sets over the Atlantic.
- Take a charter fishing trip: An experienced outfitter can provide the boat and equipment you need to pursue deep water species like marlin and swordfish.
Whether you're here for a Florida Keys honeymoon, a family reunion, or a vacation getaway with friends, you'll easily find a perfect vacation rental with all the amenities you need to relax in style. Stay in a charming beach condo close to the restaurants and nightlife or rent an elegant villa with a balcony and stunning views of the ocean. You may also want to make some time during your vacation to visit nearby destinations like Naples or Marco Island.
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Also consider
- Marathon 235 properties
- Key West 218 properties
- Stock Island 211 properties
- Key Largo 190 properties
- Islamorada 125 properties
- Key Colony Beach 59 properties
- Lower Keys 45 properties
- Cudjoe Key 36 properties
- Matecumbe Key 24 properties
- Duck Key 23 properties
- Big Pine Key 20 properties
- Long Key 19 properties
- Ramrod Key 10 properties
- Conch Key 10 properties
- Sugarloaf 6 properties
- Sugarloaf Key 6 properties