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

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Fox River Resort

Sheridan condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Private pool, Shared indoor pool, Table tennis, Sea view, Swing set or jungle gym

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Price per night from

$144

Escape to Myrtle Beach: Your Cozy Seaside Studio!

Myrtle Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: Private pool, Shared indoor pool, Table tennis, Sea view, Swing set or jungle gym

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Price per night from

$201

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, Table tennis, Sea view, Swing set or jungle gym

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Price per night from

$803

Beach Front ! First Floor! Completely Updated ! Great for Families& Older Folks

Panama City Beach condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Private pool, Shared indoor pool, Table tennis, Sea view, Swing set or jungle gym

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Price per night from

$218

Oceanfront Seapointe Village next door to ICONA, Diamond Beach!

Wildwood Crest condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

4 of 5 match: Private pool, Shared indoor pool, Table tennis, Sea view, Swing set or jungle gym

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Price per night from

$345

Summit at Massanutten Resort: 2BR/2BA/Full Kitchen.

Massanutten townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Sea view, Private pool, Shared indoor pool, Table tennis, Swing set or jungle gym

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Price per night from

$155

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: Swing set or jungle gym, Shared indoor pool, Table tennis, Sea view, Private pool

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Price per night from

$459

4 of 5 match: Shared indoor pool, Table tennis, Sea view, Swing set or jungle gym, Private pool

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Price per night from

$74

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, Table tennis, Sea view, Swing set or jungle gym, Private pool

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Price per night from

$2,291

Concierge, Chef, Butler, Beach, Pool, Spa, Rooftop Movies, Tennis, Family Fun!

Discovery Bay villa

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 16

“Wow!!” Dave, the Villa bus driver, picked us up at a local hotel where we had spent the previous night. The trip from Montego Bay to Mais Oui took a little over an hour but we did have one stop at a grocery for snacks and drinks. Dave was available the entire week and his advice on day trips and what to see was really appreciated. Upon arrival at the Villa we were greeted by Miss Ruby and the entire staff that presented us with cool towels and rum punch. We got a quick tour of the property while our luggage was unloaded and placed in the appropriate rooms. We were a group of 11 adults--all family and close friends. The Villa was spotless and all the items that we had requested in advance were on site for our arrival. This included the first two days' food and drinks. Arrangements for the food and drinks had been made with a local grocery where the Villa can charge and get delivery. The items were a bit pricy but for the convenience of having everything on site at arrival it is worth a little extra. On Tuesday Chef Arthur and I shopped at a large grocery store in Ocho Rios and purchased food for the remainder of our stay. Prices at this store were excellent as was the selection of food available. Our week at Mais Oui was exceptional. The staff was superb. Miss Ruby, the manager, was always available if we had questions or needs. Audrey and Janice kept the Villa in immaculate condition with fresh linens and towels daily in each room as well as fresh towels for the pool and beach as needed. Max kept the pool and grounds spotless and made sure the hot tub was ready as requested. Paul was always on hand also to serve our meals and get anything our group needed. A security guard was on site from dusk to dawn. Everyone in the group enjoyed "spa" day on Wednesday when massages were provided for our entire group. These were done by therapists whom the Villa arranged to have on site that day at an additional charge. The pool area is wonderful as it provides areas of shade, partial sun and full sun depending on how you locate your loungers. The pool is not heated but very refreshing when cooling off from the warm sun. We were a little saddened that the tennis court was in need of some repair but we were still able to use the court just not play competitively. The food at the Villa has to be considered a high point. Chef Arthur is a wonderful cook and prepared some of the finest meals we have enjoyed. He took the menu we had arranged and prepared almost everything we had requested. He asked permission to vary some dishes to give us a little more flavor of Jamaica and everyone agreed his selections were first rate. He is preparing a cook book with all his recipes and we look forward to getting a copy!! Overall, we felt like we were treated like members of the Mais Oui family. There were plenty of tears when on our last morning we were serenaded by the entire staff. Totally unexpected was a call from the Villa owner to see how our vacation was progressing and if all our needs were being met.

4 of 5 match: Shared indoor pool, Table tennis, Sea view, Swing set or jungle gym, Private pool

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Price per night from

$2,475

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, Table tennis, Sea view, Swing set or jungle gym, Private pool

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Price per night from

$127

Casa de Casas | Luxury Villa, World Class Service, Gym, Private Cheff Full Staff

Punta de Mita villa

  • 7 bedrooms
  • 10 bathrooms
  • sleeps 22

4 of 5 match: Shared indoor pool, Table tennis, Sea view, Swing set or jungle gym, Private pool

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Price per night from

$11,473

Luxury 3BR Villa. The ultimate in luxury at The Residences, Hacienda Encantada.

Cabo San Lucas villa

  • 3 bedrooms
  • 6 bathrooms
  • sleeps 10

Responds fast! avg. 2 hours 12 minutes

4 of 5 match: Shared indoor pool, Table tennis, Sea view, Swing set or jungle gym, Private pool

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Price per night from

$660

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, Table tennis, Sea view, Swing set or jungle gym, Private pool

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Price per night from

$1,262

Villa Amana (up to 20 persons)

Hopewell villa

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 24

4 of 5 match: Shared indoor pool, Table tennis, Sea view, Swing set or jungle gym, Private pool

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Price per night from

$5,280

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. 59 minutes

4 of 5 match: Shared indoor pool, Table tennis, Sea view, Swing set or jungle gym, Private pool

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Price per night from

$544

Luxury Villa

Puerto Plata house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

4 of 5 match: Shared indoor pool, Table tennis, Sea view, Swing set or jungle gym, Private pool

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Price per night from

$287

Villa Amana (up to 16 persons)

Montego Bay villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

4 of 5 match: Shared indoor pool, Table tennis, Sea view, Swing set or jungle gym, Private pool

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Price per night from

$4,519

Villa Amana (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

4 of 5 match: Shared indoor pool, Table tennis, Sea view, Swing set or jungle gym, Private pool

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Price per night from

$3,350

Southern Views on Fairmont Southampton Hotel Property

Southampton Parish house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Responds fast! avg. 56 minutes

4 of 5 match: Shared indoor pool, Table tennis, Sea view, Swing set or jungle gym, Private pool

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Price per night from

$1,718

Timbuktu by the Sea

Boscobel villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 10

4 of 5 match: Shared indoor pool, Table tennis, Sea view, Swing set or jungle gym, Private pool

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Price per night from

$2,571

Cozy 2 bedroom, 1 bathroom apt

Juan Dolio apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 5 match: Shared indoor pool, Private pool, Table tennis, Sea view, Swing set or jungle gym

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Price per night from

$230

HOUSING SINAI Saint Joseph Martinique

Saint-Joseph villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 5 match: Shared indoor pool, Private pool, Table tennis, Sea view, Swing set or jungle gym

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Price per night from

$319

Loring Ice Castle - Do Not Book

Loring castle

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 8

4 of 5 match: Private pool, Shared indoor pool, Table tennis, Sea view, Swing set or jungle gym

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Price per night from

$1,148

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: Private pool, Shared indoor pool, Table tennis, Sea view, Swing set or jungle gym

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Price per night from

$172

COZY COTTAGE IN THE WOODS (WLE COMMUNITY)

Lake Ariel house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

“cozy cabin” sweet little spot in the woods, local to a lot of activities. nice stay, had a fun time with the family.

Responds fast! avg. 49 minutes

3 of 5 match: Sea view, Private pool, Shared indoor pool, Table tennis, Swing set or jungle gym

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Price per night from

$155

Relax & Enjoy NYC Empire State View From Apartment 2bdrm

Weehawken apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

3 of 5 match: Sea view, Private pool, Shared indoor pool, Table tennis, Swing set or jungle gym

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Price per night from

$517

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, Shared indoor pool, Table tennis, Swing set or jungle gym

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Price per night from

$230

Snowater Resort Mt Baker Getaway - heated indoor pool

Glacier apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Sea view, Private pool, Shared indoor pool, Table tennis, Swing set or jungle gym

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Price per night from

$161

Cozy Mountain Top Ski Studio

Beech Mountain villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 5 match: Sea view, Private pool, Shared indoor pool, Table tennis, Swing set or jungle gym

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Price per night from

$114

5 BD Exquisite summer home with PRIVATE POOL - 131

Davenport house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 5 match: Sea view, Swing set or jungle gym, 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: Sea view, Swing set or jungle gym, Shared indoor pool, Table tennis, Private pool

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Price per night from

$574

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: Sea view, Swing set or jungle gym, Shared indoor pool, Table tennis, Private pool

3 of 5 filters match

Price per night from

$231

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: Sea view, Swing set or jungle gym, Shared indoor pool, Table tennis, Private pool

3 of 5 filters match

Price per night from

$156

RV and Tent Campground

South Cle Elum tented camp

  • 50 bedrooms
  • 2 bathrooms
  • sleeps 50

2 of 5 match: Shared indoor pool, Sea view, Private pool, Table tennis, Swing set or jungle gym

2 of 5 filters match

Price per night from

$23

Costa Rican Paradise

Jaco house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 18

3 of 5 match: Shared indoor pool, Private pool, Table tennis, Sea view, Swing set or jungle gym

3 of 5 filters match

Price per night from

$689

Presidential Suite on All Inclusive Resort

Puerto Plata studio

  • Studio
  • 1 bathroom
  • sleeps 2

3 of 5 match: Shared indoor pool, Private pool, Table tennis, Sea view, Swing set or jungle gym

3 of 5 filters match

Price per night from

$115

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