Vacation Rentals & Beach Rentals in Hilton Head

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10,003 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 Sea view Pets Smoking allowed

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Price per night from

$922

Spring House Bequia

Spring Bay villa

  • 9 bedrooms
  • 12 bathrooms
  • sleeps 20

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Price per night from

$1,473

Grand Luxxe Loft 2br+stu w/ free golf and massages

Nuevo Nayarit condo

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Games room Sea view Pets Smoking allowed

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Price per night from

$900

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Lifestyles Resort Junior Suite All-Inclusive

Puerto Plata studio

  • Studio
  • 1 bathroom
  • sleeps 3

3 of 4 match: Pets, Games room, Sea view, Smoking allowed

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Price per night from

$50

Delfini - P3A

Sal Rei studio

  • Studio
  • 1 bathroom
  • sleeps 2

3 of 4 match: Games room, Sea view, Pets, Smoking allowed

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Price per night from

$81

Villa Yemayah

Port Antonio b&b

  • 1 bedroom
  • 3 bathrooms
  • sleeps 2

3 of 4 match: Games room, Sea view, Pets, Smoking allowed

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Price per night from

$75

Maio Holidays

Vila do Maio apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Games room, Sea view, Pets, Smoking allowed

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Price per night from

$74

Casa Azul

Puerto Plata Town apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Sea view, Games room, Pets, Smoking allowed

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Price per night from

$115

Mango Garden Cottages - Villa

Portsmouth b&b

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

3 of 4 match: Sea view, Games room, Pets, Smoking allowed

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Price per night from

$161

Wilderness Air - Devlin Lake

Vermilion Bay cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Games room, Sea view, Pets, Smoking allowed

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Price per night from

$916

Panther Lodging for groups large and small

Newfoundland house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 19

“Great Family Weekend!” House was beautiful,it slept 17 adults comfortably with a lot of rooms.Gameroom was nice too and Bonnie was a nice host. Thanks again!

3 of 4 match: Sea view, Games room, Pets, Smoking allowed

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Price per night from

$1,111

HillTop Azores Beach & Countryside Apt for 6

Ribeira Grande apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Games room, Sea view, Pets, Smoking allowed

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Price per night from

$92

VILLA COCOON

Sainte-Luce villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 10

3 of 4 match: Games room, Sea view, Pets, Smoking allowed

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Price per night from

$678

Caye Reef Beachfront Luxury

Caye Caulker condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Games room, Sea view, Pets, Smoking allowed

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Price per night from

$283

BOAVISTA apartment view sea

Sal Rei apartment

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 4

3 of 4 match: Games room, Sea view, Pets, Smoking allowed

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Cozy 2 bedroom, 1 bathroom apt

Juan Dolio apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Smoking allowed, Games room, Sea view, Pets

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Price per night from

$229

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

3 of 4 match: Games room, Sea view, Pets, Smoking allowed

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Price per night from

$819

Villa Les Jardins de Bllevue

Marigot, Saint Martin villa

  • 6 bedrooms
  • 18 bathrooms
  • sleeps 12

3 of 4 match: Games room, Sea view, Pets, Smoking allowed

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Price per night from

$1,832

Jolly it Villa Kunterbunt

Parrita beach hut

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Games room, Sea view, Pets, Smoking allowed

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Price per night from

$62

All Inclusive Included Adult Only El Dorado Casita

Cancun studio

  • Studio
  • 1 bathroom
  • sleeps 2

3 of 4 match: Pets, Games room, Sea view, Smoking allowed

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Price per night from

$630

Oceanfront Affordable Luquillo Puerto Rico

Luquillo condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 40 minutes

3 of 4 match: Smoking allowed, Games room, Sea view, Pets

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Price per night from

$201

Villa Marie Daniel F6 feet in the water, wifi and kayak free

La Trinite villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

3 of 4 match: Games room, Sea view, Pets, Smoking allowed

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Price per night from

$211

The Sanctuary Cabana

Roatan apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Games room, Sea view, Pets, Smoking allowed

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Price per night from

$86

Villa Playa Cabuya

Cabuya villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

3 of 4 match: Games room, Sea view, Pets, Smoking allowed

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Price per night from

$298

Casa Lucia II

Tijarafe apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

3 of 4 match: Games room, Sea view, Pets, Smoking allowed

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Price per night from

$50

Villa Soursop Marine

Deshaies villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Games room, Sea view, Pets, Smoking allowed

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Price per night from

$296

Casa Sak-Nah Suite Jardin 3

Puerto Morelos apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Games room, Sea view, Pets, Smoking allowed

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Price per night from

$69

Casa de Gilles- Guest house

Las Terrenas guest house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 4 match: Games room, Sea view, Pets, Smoking allowed

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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!

3 of 4 match: Smoking allowed, Games room, Sea view, Pets

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Price per night from

$3,378

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

3 of 4 match: Smoking allowed, Games room, Sea view, Pets

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Price per night from

$4,466

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!

3 of 4 match: Smoking allowed, Games room, Sea view, Pets

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Price per night from

$1,862

CABO VIEJO LUXURY 2 BR SUITES IN PEDREGAL HILLS

Cabo San Lucas condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Games room, Sea view, Pets

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Price per night from

$296

Casa Dorada Medano Beach 1 bdrm suite, any week

Cabo San Lucas hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Smoking allowed, Games room, Sea view, Pets

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Price per night from

$430

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

3 of 4 match: Smoking allowed, Games room, Sea view, Pets

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Price per night from

$400

La Haciendita

Ensenada villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 15

3 of 4 match: Smoking allowed, Games room, Sea view, Pets

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Price per night from

$596

DIRECT OCEAN VIEW 1/1 14TH FLOOR

Sunny Isles Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 49 minutes

3 of 4 match: Smoking allowed, Games room, Sea view, Pets

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Price per night from

$315

Back2Nature, Barber, Banda Abou, Curacao (CHILLEX)

Christoffel National Park house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Games room, Sea view, Pets, Smoking allowed

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Price per night from

$45

B&B EL MIRADOR AL MAR

Sosua b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Games room, Sea view, Pets, Smoking allowed

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Price per night from

$100

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rentals in Hilton Head

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