Vacation Rentals & Beach Rentals in Hilton Head

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10,007 beach rentals

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

Match: Games room Private outdoor pool (unheated) Sea view Trampoline

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Price per night from

$127

3 Bedroom Villa With private pool and Hot tub

Cabo San Lucas villa

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Games room Private outdoor pool (unheated) Sea view Trampoline

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Price per night from

$1,148

3 Bedroom Luxury Villa Residence at Hacienda Encantada

Cabo San Lucas villa

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Games room Private outdoor pool (unheated) Sea view Trampoline

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Price per night from

$1,262

Casa al Mare, Private Luxury Oceanfront Estate

Nassau house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

Match: Games room Private outdoor pool (unheated) Sea view Trampoline

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Price per night from

$2,061

4 bedroom villa, single family home

Cabo San Lucas villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Games room Private outdoor pool (unheated) Sea view Trampoline

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Price per night from

$2,213

Creative Hotels

Ain Benian apartment

  • 1 bedroom
  • 4 bathrooms
  • sleeps 1

Match: Games room Private outdoor pool (unheated) Sea view Trampoline

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Price per night from

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Sailing Catamaran Experience San Blas- All inc- FamilyBoatlife

Nusatupo boathouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Games room Private outdoor pool (unheated) Sea view Trampoline

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Price per night from

$996

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Luxury 3 Bedroom Condo at Hacienda Encantada

Cabo San Lucas condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

3 of 4 match: Private outdoor pool (unheated), Games room, Sea view, Trampoline

3 of 4 filters match

Price per night from

$803

Grand Mayan Deluxe 2-Bedroom Suite includes Fabulous Fitness ++

Playa Paraiso condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Private outdoor pool (unheated), Games room, Sea view, Trampoline

3 of 4 filters match

Price per night from

$271

Presidential Suite on All Inclusive Resort

Puerto Plata studio

  • Studio
  • 1 bathroom
  • sleeps 2

3 of 4 match: Private outdoor pool (unheated), Games room, Sea view, Trampoline

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Price per night from

$115

2 Bedroom Luxury Villa at Hacienda Encantada

Cabo San Lucas villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Private outdoor pool (unheated), Games room, Sea view, Trampoline

3 of 4 filters match

Price per night from

$689

Rookery 3 Sunny Daze

Gulf Highlands house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

3 of 4 match: Private outdoor pool (unheated), Games room, Sea view, Trampoline

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Price per night from

$178

Rookery 3 Seahorse Cottage Just Breathe 2 pools close to beach

Gulf Highlands house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

3 of 4 match: Private outdoor pool (unheated), Games room, Sea view, Trampoline

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Price per night from

$430

Dragon Fly - Your Unique Beach View Paradise

Montego Bay villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

3 of 4 match: Trampoline, Games room, Private outdoor pool (unheated), Sea view

3 of 4 filters match

Price per night from

$4,065

Vidanta - The Grand Mayan - Luxury 1BR Suite

Playa del Carmen apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

3 of 4 match: Private outdoor pool (unheated), Games room, Sea view, Trampoline

3 of 4 filters match

Price per night from

$287

Gorgeous 3 bedroom luxury condo

Cabo San Lucas house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

3 of 4 match: Private outdoor pool (unheated), Games room, Sea view, Trampoline

3 of 4 filters match

Price per night from

$746

2 bedroom gorgeous condo at Vista Encantada

Cabo San Lucas condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Private outdoor pool (unheated), Games room, Sea view, Trampoline

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Price per night from

$631

Three-bedroom gorgeous condo at the resort at Hacienda Encantata

Cabo San Lucas condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 12

3 of 4 match: Private outdoor pool (unheated), Games room, Sea view, Trampoline

3 of 4 filters match

Price per night from

$975

One bedroom gorgeous condo at Villa del Arco

Cabo San Lucas house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Private outdoor pool (unheated), Games room, Sea view, Trampoline

3 of 4 filters match

Price per night from

$517

2 bedroom gorgeous condo at the resort Hacienda Encantada

Cabo San Lucas condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Private outdoor pool (unheated), Games room, Sea view, Trampoline

3 of 4 filters match

Price per night from

$746

One bedroom gorgeous condo

Cabo San Lucas house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Private outdoor pool (unheated), Games room, Sea view, Trampoline

3 of 4 filters match

Price per night from

$373

3 bedroom gorgeous Villa Residence woth Pool

Cabo San Lucas villa

  • 3 bedrooms
  • 6 bathrooms
  • sleeps 14

3 of 4 match: Private outdoor pool (unheated), Games room, Sea view, Trampoline

3 of 4 filters match

Price per night from

$1,664

LA CUESTA

Uvita guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Private outdoor pool (unheated), Games room, Sea view, Trampoline

3 of 4 filters match

Price per night from

$178

Goistay Elegante Refugio Caribeño 1 Br GIMNASIO Piscina Naco

Santo Domingo apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

3 of 4 match: Private outdoor pool (unheated), Games room, Sea view, Trampoline

3 of 4 filters match

Price per night from

$92

Goistay PuntaCana ¡Reserva Vive el sol y Paraíso!"

Caoba apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

3 of 4 match: Private outdoor pool (unheated), Games room, Sea view, Trampoline

3 of 4 filters match

Price per night from

$98

Beautiful Oceanfront Condo

Cozumel condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

3 of 4 match: Private outdoor pool (unheated), Games room, Sea view, Trampoline

3 of 4 filters match

Price per night from

$392

Lifestyles Resort Junior Suite All-Inclusive

Puerto Plata studio

  • Studio
  • 1 bathroom
  • sleeps 3

2 of 4 match: Private outdoor pool (unheated), Trampoline, Games room, Sea view

2 of 4 filters match

Price per night from

$50

Grand Luxxe Spa Tower, Riviera Maya/Nuevo Vallarta

Playa del Carmen condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Games room, Private outdoor pool (unheated), Sea view, Trampoline

3 of 4 filters match

Price per night from

$517

3-bedroom villa! Privat pool! Ocean view!

Sosua apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Games room, Private outdoor pool (unheated), Sea view, Trampoline

3 of 4 filters match

Price per night from

$246

Gorgeous Luxury Two Bedroom Condo

Cabo San Lucas condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 4 match: Sea view, Private outdoor pool (unheated), Games room, Trampoline

2 of 4 filters match

Price per night from

$688

Contemporary Villa in Lush,Tropical

Bucerias house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Trampoline, Games room, Private outdoor pool (unheated), Sea view

3 of 4 filters match

Price per night from

$517

The Residence Suites All-Inclusive Vacation Resort

Puerto Plata hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Trampoline, Games room, Private outdoor pool (unheated), Sea view

3 of 4 filters match

Price per night from

$230

Villa Costa Vida - Open Air, Sweeping Ocean Views, AC in bedrooms & Sleeps 28

Manuel Antonio villa

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 28

3 of 4 match: Trampoline, Games room, Private outdoor pool (unheated), Sea view

3 of 4 filters match

Price per night from

$2,522

Montecristo Estates, Oceanview, private Pool

Cabo San Lucas villa

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Trampoline, Games room, Private outdoor pool (unheated), Sea view

3 of 4 filters match

Price per night from

$958

Windsor Palms 4/3 Pr. Pl., Hot Tub, Jacuzzi/Games

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Amazing house!” We have amazing family time! This house is excellent with great location! We'll be back soon! I recommend

3 of 4 match: Sea view, Games room, Private outdoor pool (unheated), Trampoline

3 of 4 filters match

Price per night from

$177

FABULOUS LIVING at Residence GRAND LUXXE LOFT 2BR NUEVO vallarta Margan

Nuevo Nayarit villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 12 minutes

3 of 4 match: Private outdoor pool (unheated), Games room, Sea view, Trampoline

3 of 4 filters match

Price per night from

$770

GET AWAY FROM THE RAT RACE THIS SUMMER: HACIENDA ENCANTADA RESORT & SPA IN CABO

Cabo San Lucas villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Private outdoor pool (unheated), Games room, Sea view, Trampoline

3 of 4 filters match

Price per night from

$331

The Grand Bliss , Riviera Maya

Playa del Carmen apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Private outdoor pool (unheated), Games room, Sea view, Trampoline

3 of 4 filters match

Price per night from

$574

Viewing 38 of 10,007
rentals in Hilton Head

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