Boathouses Caribbean

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379 boathouses

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Entire boat in center of San Juan

San Juan boathouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 37 minutes

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$689

AMAZING OCEAN VIEW TOP FLOOR CONDO

Palm - Eagle Beach apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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$574

LUXURY STUDIO THE WATERFRONT

Marigot studio

  • Studio
  • 1 bathroom
  • sleeps 4

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$111

NEGRIL HOTEL LUXURY BOUTIQUE

Negril villa

  • 11 bedrooms
  • 13 bathrooms
  • sleeps 24

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$81

Villa by the Cove

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$287

SeaShell Villa Partial Ocean View

St. Ann's Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$345

Responds fast! avg. 3 hours 20 minutes

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$597

NEW Ocean Dream Studio in gated community

Cabarete studio

  • Studio
  • 1 bathroom
  • sleeps 2

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$92

Coolshade Villa - Richmond - Ocho Rios

Ocho Rios villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$207

JUNIOR SUITE (DREAM SUITES)

Santo Domingo condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$138

Standard cabin of Serenity Boatel in San Juan

San Juan boathouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 37 minutes

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$155

Gorgeous Pent house in front of the beach & swimming pool with in house Jacuzzi

Punta Cana apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$343

LA BELLA CASA... 12BR luxury villa in Terres Basses, St Martin

Terres Basses house

  • 9 bedrooms
  • 12 bathrooms
  • sleeps 24

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$2,792

LE CHATEAU DES PALMIERS... Consider Yourself Royalty at this Beachfront Estate!

Terres Basses villa

  • 10 bedrooms
  • 13 bathrooms
  • sleeps 20

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$6,441

3BD Villa Including Housekeeper/ Airport Transfers

St. Ann's Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$207

Coconuts: Panoramic ocean views and sunsets

Cruz Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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$459

2024 Atlantis Harborside 1, 2 or 3BR top fl. waterfront - 11/02/24 to 11/09/24

Paradise Island villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 57 minutes

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$410

Máre ESJ Azul Tower 15th Floor Spectacular View

Carolina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Great Downtime in San Juan” Unit was perfect for a getaway week in San Juan. We were on the beach every day which provided warm water, sun, and shade. Condo was perfect size for us, and on 15th floor very safe, quiet, and private. Had everything we needed, washer-dryer, etc. Building employees very courteous and helpful. Variety of restaurants and supermarket within walking distance. We did not have to rent a car. We ate breakfast and lunch in condo, then ate dinner out every day. Pool deck is beautiful and health club a big plus. Overall great place to relax, chill out, and enjoy the ambiance.

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$286

Where the Cliffs and the Beaches Meet

Negril house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

“Home away From Home” This was a family trip. It was four adult women and 3 adult men. We stayed September 14-17 and had a wonderful time at Llantrissant. Ms. Anne, Ms. Paulette, Danny, Benjie, Charma and Barry were all very professional and very accommodating, by the time we left they felt like family. Ms. Anne and Ms. Paulette prepared excellent meals. The house was homey and we all felt right at home. It's an older house but very well kept along with the landscape and beach area. The veranda (which is were we spent most of our time while we were at the house) provided for an excellent view. We loved having the private beach area. Charma (and Barry) walked the yard at night and made us feel very safe. I was a little nervous because you really don't know what to expect when you're communicating through email and over the phone. But Craig and afua were patient with me and answered all of my questions and as soon as we got to Llantrissant the staff put us all at ease. They welcomed us with open arms. We look forward to returning in the future!!

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Price per night from

$643

OCEANFRONT CONDO, SERENE, UNCROWDED GENTLE WINDS

Christiansted apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$316

“Amazing family vacation! Sunset Point paradise” Wow! Where do we start? We just enjoyed an amazing week at sunset point villa. It is a piece of paradise and a slice of heaven. We loved it so much. The villa is beautiful. While the pictures and description are nice, they can't do full justice to the experience. Our stay was nothing short of superior. Prior to our arrival Bob was very attentive, always answering email questions quickly. The service was wonderful too. We were welcomed by Julian and he gave us a great introduction to the villa as well as the island and all it has to offer. We loved all the added touches! The villa has so much available for a family vacation. It was the perfect set up for our family. We have four children ages 15,13,12 and 10 and they all loved it! The pool toys and raft are great and were put to immediate use. The extra touches upon arrival made out hearts warm and made us feel so welcome. We rented kayaks and stand up paddle boards and we enjoyed using them right off the dock. We also chartered a boat and enjoyed a day of exploring and wake boarding with Nautique sports. Sam and Jake were awesome and the kids loved the adventure. The location of the villa is great too. Taylor Bay beach is so beautiful and we loved swimming over to play on the beach. The sand is so pristine. Another bonus were the two nice tennis courts. We had many family matches on those courts. We hope to have the chance to return to the amazing Sunset Point Villa.

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Price per night from

$1,136

Luxurious Ocho Rios Waterfront Villa: Private Pool, BBQ, Chef, Nr. Attractions

Tower Isle villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 16

“My stay here was heaven on earth.” My stay on this villa was great. Everything I could imagine and more Food was delicious and authentic; not process or frozen. The master suit where I stayed was immaculate. The power shower to the huge jacuzzi bath. The king size bed made my night rest wonderful. It's felt like I was sleeping on clouds. This villa was hard for me to leave, from pool, xbox, board games and a fantastic pool why must I go outside.(lol). When I decided to go outside it was also a great and wonderful experience. I visited duns river falls, when to the hot spot night club margarita ville, oceans 11, and amnesia. We sang karaoke had great Jamaica drinks and watch the beautiful scenery. All these great attraction only 12mins tops from the villa. However my highlight of the stay is the private beach, only 2min walk from the villa. Great vacation I'm booking another stay for January andirons can't wait...

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Price per night from

$975

The Carib House Turtle Bay Falmouth Antigua

Falmouth villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

“Always the best!” We are returning guests forthe last 9 years...do I have to say more?

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$975

Grendon House, Sandy Lane, St. James, Barbados

Sunset Crest villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

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Price per night from

$1,879

Bruce Seacastles Vacation Penthouse

Montego Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“awesome” arrived at seacastle with a few friends for a girls weekend. The condo was nice,clean and very spacious. Everything was ready when we got there and the owner very courteous and even helped us with an extra night when we missed our flight.the hotel next door had a great bar and we enjoyed our stay very much. I would definitely recommend seacastle for a great relaxation trip

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$194

Pimento Oasis, Ocho Rios, St. Ann, Jamaica

Ocho Rios house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$224

Honey Hill Villa at Anse la Roche, Carriacou

Carriacou Island villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$161

2-br watervu apt-Seawind onthe Bay,Montego Bay,Jam

Montego Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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$213

Amazing familiar villa caribbean style!!

Punta Cana villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

“We had a blast!! Great place to stay.” My friends and I stayed here for our first visit to Punta Cana. We had an absolute blast. Alfonso was very accmodating and he was extremely helpful to any and everything that we needed. Angela was great. She made us feel comfortable our entire stay. I would recommend this place to anyone. The rooms were nice and the pool is amazing. We will definitely me revisiting this place.

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$574

Westin St. John 3 Bdrm/ 3 Bath Thanksgiving Week

Cruz Bay villa

  • 4 bathrooms
  • sleeps 10

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$987

3 BD VILLA INCLUDES HOUSEKEEPER/AIRPORT TRANSFERS

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$276

Luxury Beach house in Dominican Republic

Sosua villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 13

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$1,119

Island Treasure Villas

Ocho Rios house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Great, beautiful villa with a great owner!!!!” The villa was just as beautiful as the pictures!! Also there was a miscommunication with the number of guests and the owner was very understanding and handled it promptly. He was very nice and was available when needed. I would recommend this villa 100%!!!

Responds fast! avg. 1 hour 13 minutes

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Price per night from

$138

STUNNING VILLA AND POOL WITH SPECTACULAR VIEWS OF MARIGOT BAY

Marigot Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

“Fabulous location for a group of friends” Very spacious and bright villa, every amenity we could think of. We stayed for a week with a group of 6 friends and loved to cook in the perfect kitchen or grill some fresh fish and enjoy the evening on the veranda. Four of the rooms have private verandas so everyone could choose privacy or staying together. For 6 people the villa is almost too big, you get lost in the living room :-) The owner provides detailed information beforehand about everything you might want to know about the house and the island. The caretakers have been very helpful and assisted with the transfer as our rental car could not hold all six with luggage. Highly recommended!

Responds fast! avg. 2 hours 48 minutes

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Price per night from

$370

LOBLOLLY VILLA VIRGIN GORDA BVI

Virgin Gorda villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

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$961

Villa Playamor, Luxury Fully Staffed Private Villa

Puerto Plata villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 16

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$345

Secrets and Dreams Studio Suite at Strawberry Fields Together!, Jamaica

Robin's Bay cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$322

Eco Serendib Villa & Spa - Luxury in Harmony with Nature

Cruz Bay villa

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 16

“Want for nothing -- and I mean nothing!” From the incredibly spacious and luxurious suites to the world class swimming pool to the on-site massage therapy sanctuaries to the full on-site gym with sauna, steam and soaking tub to the Epicurean theater to the on-site fruit, vegetable and herb garden to the meeting facilities and beyond -- all served up astride one of the most amazing views on St. John -- it's not only possible to spend several weeks here without the need to leave the grounds, it's actually desirable. Still, see the parks and head downtown for some amazing cuisine just to round out the stay. And enjoy one of the best support staffs on the island. Well done, all!

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Price per night from

$3,436

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