Vacation Rentals & Beach Rentals in Hilton Head

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10,002 beach rentals

“Better than we could have imagined” We just got back from a weeks stay at the lovely Casa Caribena. My husband and I booked the house for 1 week with 10 other people. All adults, a mix of couples and singles. I really cant say enough good things about the staff of Casa Caribena and the house itself. The location is beautiful, the views from every balcony in the house, the food!! Believe the hype, it was fantastic. The staff are all so sweet and helpful. The house was always clean, very spacious. You will have trouble deciding where to hang out, as there are so many wonderful spots around the house. The roof top was a favorite of mine. I did yoga up there every morning and it was a quiet heaven. The beach is a bit rocky as others have indicated, but it was beautiful and clean nevertheless (not a negative at all). The sand is soft and nice, but just when you get out to the water it's a bit rocky. Many days we took the kayaks out and snorkeled from there. We saw tons of wildlife right from the beach. The Tulum Ruins and shops are a quick cab ride away. I felt completely safe the entire time. I would go back in a heartbeat! I will say, the electricity in our room went out in the middle of the night one night. I told Lily, and received a call from Lisa (the homeowner) within an hour, saying they were working on it and she was so sorry. It didn't cause us any problems at all and it I was actually nice to be able to see how accommodating and quick they were to fix a "problem" if you even want to call it that :) There's also a nice restaurant and Cenote a few houses down that you can walk to. Blue Sky (the restaurant) had great food, drinks and staff. Casa Caribena is truly such a gem! Heaven on earth!

Match: Games room Private outdoor pool (unheated) Sea view Towels provided Pets

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Price per night from

$922

James Bond villa Cofresi fully staffed private

Playa Cofresi villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 18

Match: Games room Private outdoor pool (unheated) Sea view Towels provided Pets

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Price per night from

$413

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'Tree Top' cabina by the sea

Isla Bastimentos log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

4 of 5 match: Games room, Private outdoor pool (unheated), Sea view, Towels provided, Pets

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Price per night from

$104

Casa Azul

Puerto Plata Town apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

4 of 5 match: Sea view, Games room, Private outdoor pool (unheated), Towels provided, Pets

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Price per night from

$115

La Haciendita

Ensenada villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 15

4 of 5 match: Towels provided, Games room, Private outdoor pool (unheated), Sea view, Pets

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Price per night from

$597

Grove Guest Home

Frederick house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

4 of 5 match: Sea view, Games room, Private outdoor pool (unheated), Towels provided, Pets

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Price per night from

$218

Mainstay Villa at Elsie Bay

Anguilla villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Games room, Private outdoor pool (unheated), Sea view, Towels provided, Pets

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Price per night from

$402

Caribbean Modern Ocean Front Villa

Crochu villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

4 of 5 match: Games room, Private outdoor pool (unheated), Sea view, Towels provided, Pets

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Price per night from

$345

Oceanfront Affordable Luquillo Puerto Rico

Luquillo condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 40 minutes

4 of 5 match: Private outdoor pool (unheated), Games room, Sea view, Towels provided, Pets

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Price per night from

$201

Casita Tucan

Puerto Viejo de Talamanca house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 10

4 of 5 match: Games room, Private outdoor pool (unheated), Sea view, Towels provided, Pets

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Price per night from

$321

Grendon House, Sandy Lane, St. James, Barbados

Sunset Crest villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

4 of 5 match: Sea view, Games room, Private outdoor pool (unheated), Towels provided, Pets

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Price per night from

$1,879

Seawards, Fitts Village, St. James, Barbados - Beachfront

Fitts villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

4 of 5 match: Games room, Private outdoor pool (unheated), Sea view, Towels provided, Pets

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Price per night from

$627

Limin'House Luxury 4 Bedroom Caribbean Villa Fully updated and renovated!

West End villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

“Loved this house!” The layout of Limin house was perfect, lots of private areas to chill and a lovely open air veranda to come together. The attention to detail was noted from the great margarita and ice machines to flashlights in all rooms. Loved to be able to make coffee in the bedroom and the sit on the balcony early in the morning and watch the scene unfold below. We loved the huge outside BBQ and took advantage of having half our dinners in. Pool was fantastic with great views and gardens all around the property were lovely. Outdoor showers were great anytime of day! We had issues with our main fridge, but Deb (Manager) was very attentive and helpful and brought us ice if we needed. The freezer worked and there was a bar fridge by the pool so we all got lots of exercise. We understand things go wrong and it is hard to get parts etc on the island. The house more than made up for this and we didn't really care too much. we hope to be back in 2 years and would definitely stay at Limin House.

Responds fast! avg. 38 minutes

4 of 5 match: Games room, Private outdoor pool (unheated), Sea view, Towels provided, Pets

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Price per night from

$821

Villa Les Jardins de Bllevue

Marigot, Saint Martin villa

  • 6 bedrooms
  • 18 bathrooms
  • sleeps 12

4 of 5 match: Games room, Private outdoor pool (unheated), Sea view, Towels provided, Pets

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Price per night from

$1,836

Coral Cottage Jamaica - Caribbean Seaside Villa

Little Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

4 of 5 match: Games room, Private outdoor pool (unheated), Sea view, Towels provided, Pets

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Price per night from

$402

Casa Umaran

Playa del Carmen villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

4 of 5 match: Sea view, Games room, Private outdoor pool (unheated), Towels provided, Pets

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Price per night from

$666

Hacienda Mágica - Beach Front 5-14 Beds, FULLY STAFFED! - Riviera Maya Haciendas

Puerto Aventuras villa

  • 10 bedrooms
  • 14 bathrooms
  • sleeps 28

“The best & most picturesque beachfront hacienda on the Riviera M” My husband and I had the pleasure of staying at Hacienda Kukulkan during our Mexico trips, and consider it by far, the most gorgeous private home on the beautiful Mayan coastline! So look no further, you have found your dream vacation home in the Caribbean! From the minute we walked in, it completely took our breath away! The front of the house opens to a big tennis court on the left. There's even a fully equipped gym with panoramic views of the ocean, all which gave us the added motivation to work out on our vacation! ? The center of the house has an open air courtyard with a cute pond, and pretty patio furniture, and all rooms are built around it, some with spectacular ocean views. We spent many a night doing dinners under the moonlight and breakfast when we wanted to just laze in. The maids did a wonderful job with cooking & housekeeping, going out of the way to make sure we were comfortable. What is so impressive is that every room and every piece of furniture is custom designed! We spent hours in the fabulous pool overlooking the ocean, with music playing in surround sound throughout the villa. The location was awesome! Puerto aventuras surrounding a beautiful dolphin marina is convenient, close to all the night life & shopping at Playa and also the fabulous Tulum beach ruins. We felt safe and secure in this gated community! 3 years later, we were back to get married & the ambience was surreal! The courtyard, steps from the ocean, was perfect for our Reception, with Cocktail Hour by the pool. We hosted our family there, and the 8 bedrooms were more than sufficient to accommodate all. Our wedding was a huge success and our guests cannot stop talking about the gorgeous hacienda! We highly recommend Hacienda Kukulkan as your abode, to enjoy paradise in style! Like us, you would go back!! We are thankful to the owners (Rick & Sandy Spell), Marina of Riviera Maya Haciendas & Eddie, and maids like Mariana who made our stay there so memorable!

4 of 5 match: Private outdoor pool (unheated), Games room, Sea view, Towels provided, Pets

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Price per night from

$3,384

Hacienda Del Mar 5-15 BR, BEACH FRONT, FULLY STAFFED! - Riviera Maya Haciendas

Puerto Aventuras house

  • 15 bedrooms
  • 17 bathrooms
  • sleeps 30

“Super fabulous, very happy family...” The property and villa is exceptional. Very well decorated and has the best vibe for entertaining. Mimi was our concierge and was very helpful and welcoming. This was a surprise trip for my family. All they knew before hand was cancun airport. I had pre arranged night time chef service. That was a+. we had 15 people who were all accomadated for at ease. Anna Paulo was our main chef. She made beautiful desserts! We also had Martin as a daytime bartender, he made sure everyone had a beverage from the dock to the pool to the garden. Good stuff :) The family enjoyed taking the golf carts into the dolphin area with shops and stores. We rented them for the week. The villa had them ready when we arrived in the driveway. Best thing ever was the night entertainment. Worth every penny . Water drums and fire dancers. 1 hour show. So amazing. You feel the drums and the water color splashing about with heat from the fire ...it's quite impressive, must see! I'm already making plans for the next trip back. We felt safe. Had everything a large group needed. Very accomadating. Playa Del Carmen was pretty close by by taxi. Bring water shoes if you go in the ocean. My next trip will include a tequila tasting at villa for one of the nights and a day trip to the salt caves and everything else the same :) Super Fabulous Vacation @ Hacienda Del Mar!! Summer From Michigan

4 of 5 match: Private outdoor pool (unheated), Games room, Sea view, Towels provided, Pets

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Price per night from

$4,474

CABO VIEJO LUXURY 2 BR SUITES IN PEDREGAL HILLS

Cabo San Lucas condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Private outdoor pool (unheated), Games room, Sea view, Towels provided, Pets

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Price per night from

$296

LUXURY RENTALS ~ THE PIER HOUSE ~ BEACH VIEWS

Naples house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

“The pier house” Beautiful house... Super great location !!! Watched the fireworks from the top balcony... Best view in town !! Everything was perfect for the week!

4 of 5 match: Private outdoor pool (unheated), Games room, Sea view, Towels provided, Pets

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Price per night from

$1,861

OCEANFRONT ON THE BEACH 2/2 BDR ON THE 12TH FL

Hollywood apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 49 minutes

4 of 5 match: Private outdoor pool (unheated), Games room, Sea view, Towels provided, Pets

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Price per night from

$401

DIRECT OCEAN VIEW 1/1 14TH FLOOR

Sunny Isles Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 49 minutes

4 of 5 match: Private outdoor pool (unheated), Games room, Sea view, Towels provided, Pets

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Price per night from

$316

Casa Dorada Medano Beach 1 bdrm suite, any week

Cabo San Lucas hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: Private outdoor pool (unheated), Games room, Sea view, Towels provided, Pets

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Price per night from

$431

Villa at Los Delfines

Nicoya house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Games room, Private outdoor pool (unheated), Sea view, Towels provided, Pets

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Price per night from

$207

Villa Blue Maho

Marigot Bay villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 7

Responds fast! avg. 2 hours 31 minutes

4 of 5 match: Games room, Private outdoor pool (unheated), Sea view, Towels provided, Pets

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Price per night from

$263

Datura Villa

St James, Montego Bay villa

  • 5 bedrooms
  • 15 bathrooms
  • sleeps 10

4 of 5 match: Games room, Private outdoor pool (unheated), Sea view, Towels provided, Pets

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Villa Soursop Marine

Deshaies villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Games room, Private outdoor pool (unheated), Sea view, Towels provided, Pets

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Price per night from

$295

Sugar Cane Ridge #12, Royal Westmoreland, St. James, Barbados

Holetown villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

4 of 5 match: Games room, Private outdoor pool (unheated), Sea view, Towels provided, Pets

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Price per night from

$551

Mirador, Fitts Village, St. James, Barbados

Fitts villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

4 of 5 match: Games room, Private outdoor pool (unheated), Sea view, Towels provided, Pets

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Price per night from

$1,904

Radwood 1, Fitts Village, St. James, Barbados

Fitts villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Games room, Private outdoor pool (unheated), Sea view, Towels provided, Pets

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Price per night from

$902

Rocha Views - secluded villa with panoramic views and infinity pool

Tijarafe villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Games room, Private outdoor pool (unheated), Sea view, Towels provided, Pets

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Price per night from

$154

Beach front house chicxulub Yucatan

Chicxulub Municipality house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 10 minutes

4 of 5 match: Games room, Private outdoor pool (unheated), Sea view, Towels provided, Pets

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Price per night from

$172

Casa Cenote Bungalow on a Beach Close to Tulum!

Tulum b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

4 of 5 match: Games room, Private outdoor pool (unheated), Sea view, Towels provided, Pets

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Price per night from

$218

Luxury Vacation Home Near Disney

Davenport house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 15

4 of 5 match: Sea view, Games room, Private outdoor pool (unheated), Towels provided, Pets

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Price per night from

$343

Heronetta, Sandy Lane, St. James, Barbados - Beachfront

Paynes Bay villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

4 of 5 match: Games room, Private outdoor pool (unheated), Sea view, Towels provided, Pets

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Price per night from

$2,736

Gold Standard Certified - Waterfront 4 BDRM Villa in Prime Location

San Pedro villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

4 of 5 match: Games room, Private outdoor pool (unheated), Sea view, Towels provided, Pets

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Price per night from

$918

Sundown Villa, Mullins, St. Peter, Barbados

Mullins villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

4 of 5 match: Games room, Private outdoor pool (unheated), Sea view, Towels provided, Pets

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Price per night from

$702

Little Good Harbour House, Shermans, St. Lucy, Barbados

Saint Lucy Parish villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

4 of 5 match: Games room, Private outdoor pool (unheated), Sea view, Towels provided, Pets

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Price per night from

$852

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rentals in Hilton Head

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