Vacation Rentals & Beach Rentals in Hilton Head

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10,001 beach rentals

Creative Hotels

Ain Benian apartment

  • 1 bedroom
  • 4 bathrooms
  • sleeps 1

Match: Climbing frame Shared indoor pool Table tennis Sea view Private pool

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Luxury 3 Bedroom Condo at Hacienda Encantada

Cabo San Lucas condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

3 of 5 match: Shared indoor pool, Private pool, Climbing frame, Table tennis, Sea view

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Price per night from

$802

Grand Luxxe Spa Tower, Riviera Maya/Nuevo Vallarta

Playa del Carmen condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

4 of 5 match: Shared indoor pool, Climbing frame, Table tennis, Sea view, Private pool

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Price per night from

$516

Villa ALLAMANDA in Guana Bay

Philipsburg villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

4 of 5 match: Shared indoor pool, Climbing frame, Table tennis, Sea view, Private pool

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Price per night from

$1,374

Oceanfront Seapointe Village next door to ICONA, Diamond Beach!

Wildwood Crest condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

4 of 5 match: Private pool, Climbing frame, Shared indoor pool, Table tennis, Sea view

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Price per night from

$344

Ocean View Estate with Private Pool 15 minutes from Key West

Cudjoe Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

“This vacation home has everything you need.” This home has all the amenities you could possibly need inside and out. Very quiet and secure with a great covered porch where we spent much of our time (we had 7 in our group). Plenty of towels and miscellaneous supplies. It was very easy to book and communicate with the owners. They responded promptly to any questions.

Responds fast! avg. 2 hours 26 minutes

4 of 5 match: Shared indoor pool, Climbing frame, Table tennis, Sea view, Private pool

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Price per night from

$602

THE RANCH ESTATE BY THE SEA 7 Bedrooms 7000 SQ FT Sleeps 24

Rancho Santa Fe house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 24

“Amazing Horse Property 10 Min from Beach” I traveled to the Ranch by The Sea with my family. We had a large group with age range from age 5 to 75 years of age. This is the perfect destination for any age. Bob the owner was a terrific host. He showed us everything we needed to know about how to use everything on the property. He also gave us suggestions of restaurants, bars, and best places to go to the beach which was very helpful since we were not familiar with the area. Anything we needed we just had to text or call him and he was available. There is plenty to do on the property no matter what age you are. There are many private rooms with tvs if you are just looking to relax and have some quite time. There are also many common areas to have fun with others to play pool, arcade games, ping pong etc and not disturb anyone else. There is a large patio with a fantastic view overlooking the pool and San Diego. Every evening around sunset you would see hot air balloons in the sky that would take off around Del Mar Race Track. There are also great sunsets to the west that fill the sky with vibrant orange and pink colors that everyone loved! Both the kids and adults loved the pool and hot tub. There is a shallow end and a diving board so a little bit for everyone. There is plenty of seating by the pool to watch the kids or just lounge and kick back and sun tan. If you are a horse lover this property is a must. There are horses on property with a large riding arena. The owner gave both kids and adults very fun and informative riding lessons. He is very knowledgeable about horses and riding. He is fun but informative and safe all at the same time. So whether you are an experienced rider or first timer everyone can have a great time. The house is very large with many different bedrooms. It is great because you can have a large group but everyone can have piece and quite and their own space which we all thought was great. I would definitely recommend this place to anyone looking for a great place to stay in the San Diego area. We definitely didn't want to leave and will be coming back soon to do it again.

Responds fast! avg. 49 minutes

4 of 5 match: Shared indoor pool, Climbing frame, Table tennis, Sea view, Private pool

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Price per night from

$2,285

INCREDIBLE VIP PRIVATE BEACH SANDOS PLAYACAR & CARACOL

Playacar hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

“Sandos Playacar is Amazing!” My family - me, my husband and two kids - just returned from an amazing week at the Sandos Playacar in Playa Del Carmen. We had such a fantastic time and LOVED Sandos. Everything was great - the food, the staff, the facilities, the entertainment and more! Sandos is a truly beautiful resort - the hacienda was spacious, clean and had all the amenities we needed. The food at the al a carte restaurants was especially good, although we enjoyed the buffet breakfasts very much. The staff bent over backwards to help us with everything. The beach section was beautiful with plenty of comfortable lounge chairs, beds and hammocks to relax in. A short walk down the beach-2 minutes- brought us to a snorkeling area that was filled with tropical fish. The evening entertainment was top notch! All of our plans were booked through Georgette Flamm who provided detailed information and assistance every step of the way. She provided tons of info about the rooms and the resort, reserved transportation from the airport and gave us other valuable tips about our visit to Sandos. She responded to all of my questions immediately - I really was impressed how easy she made it! I would absolutely recommend Georgette Flamm and Sandos to anyone!!

Responds fast! avg. 1 hour 39 minutes

4 of 5 match: Shared indoor pool, Climbing frame, Table tennis, Sea view, Private pool

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Price per night from

$126

FABULOUS LIVING at Residence GRAND LUXXE LOFT 3BR Cancun, Riviera Maya MarGan

Playa del Carmen villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 12 minutes

4 of 5 match: Shared indoor pool, Climbing frame, Table tennis, Sea view, Private pool

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Price per night from

$818

Grand Venetian 2 br, 2 bath

Puerto Vallarta apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Shared indoor pool, Climbing frame, Table tennis, Sea view, Private pool

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Price per night from

$229

3 Bedroom Luxury Villa Residence at Hacienda Encantada

Cabo San Lucas villa

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 10

4 of 5 match: Shared indoor pool, Climbing frame, Table tennis, Sea view, Private pool

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Price per night from

$1,260

Villa Amana (up to 20 persons)

Hopewell villa

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 24

4 of 5 match: Shared indoor pool, Climbing frame, Table tennis, Sea view, Private pool

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Price per night from

$5,248

Villa Amana (up to 16 persons)

Montego Bay villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

4 of 5 match: Shared indoor pool, Climbing frame, Table tennis, Sea view, Private pool

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Price per night from

$4,492

Villa Amana (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

4 of 5 match: Shared indoor pool, Climbing frame, Table tennis, Sea view, Private pool

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Price per night from

$3,331

The Grand Luxxe: Vidanta Resort, Cancun ( 5 Star GOLF & SPA inclusive)

Playa del Carmen villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Climbing frame, Shared indoor pool, Table tennis, Sea view, Private pool

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Price per night from

$458

Loring Ice Castle - Do Not Book

Loring castle

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 8

4 of 5 match: Private pool, Climbing frame, Shared indoor pool, Table tennis, Sea view

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Price per night from

$1,145

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: Private pool, Climbing frame, Shared indoor pool, Table tennis, Sea view

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Price per night from

$172

Great Pocono vacation from the city noise

Bushkill house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 5 match: Sea view, Private pool, Climbing frame, Shared indoor pool, Table tennis

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Price per night from

$144

Discover the Best of FLORIDA: Your Gateway to SUN,FUN & CLOSE TO ATTRACTIONS!

Pompano Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 5 match: Sea view, Private pool, Climbing frame, Shared indoor pool, Table tennis

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Price per night from

$212

The Links Golf & Racquet club Perfect setting 7/30/23 check in 8/6/23 check out.

North Myrtle Beach townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 5 match: Sea view, Private pool, Climbing frame, Shared indoor pool, Table tennis

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Price per night from

$229

Lower Hog Bayou Lodge- Near - Louisiana Rockefeller Refuge - Creole Nature Trail

Grand Chenier house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 20

3 of 5 match: Shared indoor pool, Private pool, Climbing frame, Table tennis, Sea view

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Price per night from

$228

2 Bedroom Luxury Villa at Hacienda Encantada

Cabo San Lucas villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 5 match: Shared indoor pool, Private pool, Climbing frame, Table tennis, Sea view

3 of 5 filters match

Price per night from

$687

3 bedroom villa

Cabo San Lucas villa

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 12

3 of 5 match: Shared indoor pool, Private pool, Climbing frame, Table tennis, Sea view

3 of 5 filters match

Price per night from

$1,661

Rookery 3 Sunny Daze

Gulf Highlands house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

3 of 5 match: Shared indoor pool, Private pool, Climbing frame, Table tennis, Sea view

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Price per night from

$178

'Tree Top' cabina by the sea

Isla Bastimentos log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 5 match: Table tennis, Shared indoor pool, Climbing frame, Sea view, Private pool

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Price per night from

$103

Solterra Resort 5 Bedroom Home with Pool (1604)

Davenport house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 59 minutes

3 of 5 match: Climbing frame, Sea view, Shared indoor pool, Table tennis, Private pool

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Price per night from

$157

Veranda Palms Resort 8 Bedroom Home with Pool (1722)

Kissimmee house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 24

Responds fast! avg. 1 hour 59 minutes

3 of 5 match: Climbing frame, Sea view, Shared indoor pool, Table tennis, Private pool

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Price per night from

$231

5 BD Exquisite summer home with PRIVATE POOL - 131

Davenport house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 5 match: Climbing frame, Sea view, Shared indoor pool, Table tennis, Private pool

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Price per night from

$194

Golden Palms Resort 8 Bedroom Home with Pool(2208)

Kissimmee house

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 18

Responds fast! avg. 1 hour 59 minutes

3 of 5 match: Climbing frame, Sea view, Shared indoor pool, Table tennis, Private pool

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Price per night from

$573

“Perfect localtion and great house with a perfect pool.” I'm a rookie at time sharing, but the owner helped me all the way. We saved money by staying here instead of inside Disney. The location was only 10 to 15 minutes for all of the Parks.

4 of 5 match: Shared indoor pool, Climbing frame, Table tennis, Sea view, Private pool

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Price per night from

$1,030

The Golden Dolphin Estate. On the north coast of the Dominican Republic.

Cabrera villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 18

4 of 5 match: Shared indoor pool, Climbing frame, Table tennis, Sea view, Private pool

4 of 5 filters match

Price per night from

$2,405

3 Bedroom Luxury Residence at Hacienda Encantada

Cabo San Lucas villa

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 12

4 of 5 match: Shared indoor pool, Climbing frame, Table tennis, Sea view, Private pool

4 of 5 filters match

Price per night from

$516

4 of 5 match: Shared indoor pool, Climbing frame, Table tennis, Sea view, Private pool

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Price per night from

$602

Bespoke Beach Villa Cal King & 2 Queens, 75-Inch Fire TV Sleeps 8

Ventura villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

4 of 5 match: Shared indoor pool, Climbing frame, Table tennis, Sea view, Private pool

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Price per night from

$512

Villa Higuera - Private, Resort-like, Oceanview Villa - San Pancho!

San Francisco villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 10

3 of 5 match: Climbing frame, Shared indoor pool, Table tennis, Sea view, Private pool

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Price per night from

$2,400

Owner Managed & Shows! Updated throughout! Years of Happy Guests! 3 bed/1 bath

Black Butte Ranch log cabin

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 5 match: Sea view, Private pool, Climbing frame, Shared indoor pool, Table tennis

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Price per night from

$218

"Sand in my Shoes" Steps to Beach and minutes to Downtown

St. Augustine apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

“Great Position, Great Condo, Great Place.” My Husband, 5yr old & I visited St Augustine for the first time & we stayed at Sand In My Shoes for a week to finish off our 3 week vacation. From arriving everyone was very helpful & welcoming, from the beaming smiles & waves from the guards who were manning the entrance to the very helpful staff at reception. On entering the condo there was a wonderful welcome basket from the owners with a some thoughtful necessities & instructions to help us settle in, which we were very gratefully for. The place itself was very clean & welcoming. The home is very spacious with comfy seating and great views over the large pond. The bedrooms are very spacious & everything was beautifully decorated with a beach theme. The place is very well stocked & the owners have thought of everything possible to help make our stay as easy & enjoyable as possible. We visited the beach daily as its only a few mins walk to reach the most beautiful white sanded beach. & Although we visited in August the beach was quiet & we enjoyed the feeling of being on a nearly 'private; beach. St Augustine itself was a great place to visit with lots of local history. We had a wonderful time exploring the fort & pirate museum & strolling through the old town looking in all the little boutiques. My family & I have been visiting Florida every year for the last 15 years & we will definitely be returning to St Augustine sometime in the future as we found it to be the best seaside town we have had the pleasure of visiting in Florida so far. The next time we do visit St Augustine we will definitely return to Sand In My Shoes, & I highly recommend this accommodation to anyone wanting a stress free vacation in a beautiful, well stocked home by the beach, in a beautiful historic town.

3 of 5 match: Sea view, Private pool, Climbing frame, Shared indoor pool, Table tennis

3 of 5 filters match

Price per night from

$287

XMAS AT DISNEY WORLD- 54 ACRE RESORT W/WATERPARK

Orlando hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 5 match: Sea view, Private pool, Climbing frame, Shared indoor pool, Table tennis

3 of 5 filters match

Price per night from

$287

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rentals in Hilton Head

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