Houseboats Caribbean

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696 houseboats

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Altitude Adjustment Cruises

St. George's houseboat

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 18 minutes

1 of 2 match: Private outdoor pool (heated), Rental types

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Price per night from

$1,447

Beautiful Studio Apartment, Freeport Grand Bahama

Freeport studio

  • Studio
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$138

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$631

The Nicest Coolest House Around Casa De Campo

Constanza villa

  • 4 bedrooms
  • 9 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$861

Shotover Gardens Estate - cottage with pool

Port Antonio log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$58

Swogjan's Dragon 7A Carolina

Coral Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$401

Bananaquit House - 7 bed Luxury with Piton View.

Soufriere house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

“Superb service in idilyc setting” We had a fantastic week staying in Bananaquit house. The service was 5* everything is thought of by Joan and her team. The house was immaculate and we were immediately made to feel at home. The beds were very comfortable and all the rooms were very spacious and airy. The house is incredibly relaxing and there are board games galore, the swimming pool is incredible and then there is the view, which has to be one of the best in the world. I would recommend Bananaquit House to groups of couples or families. When we booked we were recommended a list of places to go which really helped as we'd never been before. I would recommend an afternoon out sea, snorkling and stopping off in Marigot Bay and a trip to the sulphur springs which were a bit smelly but great fun. I would also highly recommend Orlando's at the bottom of the hill for a lovely dinner out. Brilliant house made by the wonderful service.

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$1,606

LA DACHA... Luxurious 5 BR oceanfront villa estate perfect for Entertaining!

Terres Basses villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$2,147

TERRASSE DE MER... Breathtaking Views! Heated Pool, Jacuzzi, Luxurious Interiors

Terres Basses house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$1,088

BAIE LONGUE BEACH HOUSE... 3 BR tropical hideaway directly on Long Beach!

Terres Basses house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$859

LA SALAMANDRE... Fabulous Waterfront Villa, Private Beach, Heated Pool!

Terres Basses house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$1,804

PETITE PLAGE IV... Stunning Beachfont Villa! Super Luxurious! Heated Pool!

Grand Case house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$3,848

SANDYLINE... The Essence of Luxury! 2 Heated Pools, Jacuzzi, Tennis, Gym, Chef!

Terres Basses villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 12

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$5,224

MES AMIS...Spectacular Ultra Deluxe cliffside masterpiece! Breathtaking views! A

Terres Basses villa

  • 14 bedrooms
  • 13 bathrooms
  • sleeps 26

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$5,010

BELLE ETOILE...OMG! Paradise! Gorgeous Oceanfront Villa, Chef Included!

Terres Basses house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$2,719

BELLA VITA... Stunning Super Deluxe 7BR, Breathtaking Views, Heated Pool!

Simpson Bay villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 14

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$2,806

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

Terres Basses villa

  • 10 bedrooms
  • 13 bathrooms
  • sleeps 20

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$6,441

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$916

ORIENT SUNRISE... Amazing Views of Orient Bay From This Contemporary Villa

Orient Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$702

PETITE PLAGE V... Stunning, Ultra Deluxe Beachfront Estate, Heated Pool!

Grand Case villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$4,689

BEAULIEU... Lovely Villa with Stunning Views! Heated Pool!

Terres Basses house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$1,303

Saba's finest ocean villa

Windwardside house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

“Wonderful and Memorable Vacation” I had the fantastic experience of staying at Hummingbird Villa over a few days late Fall 2010. Mother Nature decided to fling some nasty weather during our stay but that did not dampen one of the most wonderful vacations ever. I was part a of group that stayed there and enjoyed delightful morning breakfasts on the main villa balcony, leisurely strolls into town during noon day, and evening activities that took advantage of a spacious and well maintained facility. The guest room was spotless, the landscape lush and well maintained, and my iPad worked with the wireless which was a really nice added benefit. The view is unbelievable - pictures do not do it justice at all. It's really nice to have both the peace and tranquility of Saba and the modern amenities of life right there when you need them. I would absolutely go back again - you can hang out as a group when you want and then go have some peace and quiet for yourself in one of the most gorgeous places I've ever stayed when you want too.

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$436

Stunning 5 Bedroom Beach-House on the Best Beach i

Black Rock house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$2,084

Coconuts: Panoramic ocean views and sunsets

Cruz Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$459

Responds fast! avg. 3 hours 57 minutes

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$1,803

Casa Phil Ocean View Modern Luxury Family Friendly

Las Terrenas villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

“Highly recommended” We spent the week of New Year's 2013/14 enjoying Casa Phil. The house is exactly as described, and the photos accurately reflect Philippe's beautiful home. The home is closely located to the beach, actually a 5 minute walk. We enjoyed running on the beach daily, as the beach extended for many miles. On this beach, there are a lot of restaurants and bars which we enjoyed as well. Philippe is a very gracious host. He was extremely helpful in arranging all of our transportation needs, from taxis to and from the airport, to renting dune buggies (which he builds himself), and a quad. He was always checking in on us as well, making sure that everything was ok, and whether or not we needed anything. We can't thank Philippe enough for making our vacation so memorable. We highly recommend Casa Phil to anyone interested in a vacation in Las Terrenas, DR.

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$676

“We didn't want to leave!” My husband and I stayed at Mooncottage for too short a time in april 2014. We loved it and will hope to go back one day. The layout of the cottage is perfect for a couple. Separate sleeping cottage allows for one to sleep-in undisturbed while the other makes coffee. The island/asian decor is very attractive and the house was fully equipped with everything we needed. But the very best feature is the view which is absolutely to die for. Once there, you will be happy to skip a day at the beach and just bask in the breezy air, taking an occasional dip in the tiny pool, positioned perfectly between the bedroom and the deck. The drive in is pretty hair-raising, but once you get the hang of the very steep and very rough roads (typical in Carol Bay and much of St. John) and the perilously steep driveway, you'll be so glad you made the journey!

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$819

3 BEDROOM, 2 BATH LUXURY PH BEACH/GOLF CONDO Playa Dorada San Marino Residences

Puerto Plata apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Wonderful time in Playa Dorada” We stayed in Playa Dorada for the month of March 2014 and we really enjoyed it. I have travel a lot and stayed in many different hotel and condos, but this was the best. What you see on the internet, is the absolute truth. Cindy is a very honest and caring owner. I did have a couple minor issues during my stay, but they were quickly handle after I contacted Cindy. The condo is fantastic with very nice and comfortable furnitures and TVs, and the kitchen is ultra modern. We also really appreciated the outdoor BBQ (a very big and nice BBQ). The San Marino complexe is very nice and secure. The swimming pool is big and clean and the beach is only a five minutes walk from the condo, and at the beach you have very nice chairs and umbrellas. The staff at San Marino is excellent, the laundry service is great and not expensive. The condo is only ten minutes to Puerto Plata by taxi where you have the Las Sirenas store which is just like a WalMart (this is where we when for grocery shopping) they also have a Domino's Pizza. I visited the old San Felipe Fort, I went to the top of the mountain in the teleferic and had a really great time visiting many places around Puerto Plata. The only thing missing as far as I am concern, is something like a seven eleven in the plaza in the front of the condo. They have many things, but not your basic like bread, cold meat, butter and eggs. Beside that, they have many things. With all the condos being built around Playa Dorada, maybe someone will invest in a seven eleven or something like that. Beside that, everything was excellent, and God willing, I will go back next year.

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$259

VILLA AMOUR ,Romantic , Art Lovers Paradise ,

North Side villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

“Perfect!” Title says it all. PERFECT island vacation home. Better than advertised. We had 7 adults and 2 infants and had plenty of room to relax. Pool, views are incredible. Convenient enough to travel the rest of the island (although you may ask yourself "why leave!". Rick and Steve are great hosts, responsive to any questions you might have. Recommend renting SUV and also that you give yourself plenty of time at the airport when departing. Highly recommend Villa Amour and would definitely return!

Responds fast! avg. 1 hour 0 minutes

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$803

Drake's View: Voted Best View in the Caribbean

Coral Bay villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

“Awesome family vacation” This was our second visit to Drakes View and we again enjoyed everything the property has to offer...views, a well equpped kitchen, hot tub and ample space for our 3 generations to be together for Thanksgiving week. In spite of an abnormally rainy week, we made the best of our beach time and enjoyed the views from the villa when we were forced inside. We lovedbeing able to stay overlooking Coral Bay,our favorite side of St. Johns. We explored several new beaches and snorkeling apots. Thanks to the Roberts family and their wonderful concierge team of Dorothy and Fernando.

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$912

Luxury Villa with private heated pool and AC in all bedrooms

St Martin / St Maarten villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

“If you are looking for a little piece of paradise Twin Palms is” Twin Palms is a modern villa with large immaculate rooms and a gorgeous view. The large kitchen is very well equipped. The patio is huge with lounges that are so comfortable one hates to leave, and then there is the infinity pool. The friendly maid keeps the place spotless. Our family of five adults filing this villa the ultimate place to relax. It was a home away from home.

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$491

Villa Flor de Cabrera - Luxury private resort

Cabrera villa

  • 14 bedrooms
  • 15 bathrooms
  • sleeps 26

“It was the vacation of a lifetime!” Flor de Cabrera was amazing! From the beautiful villa to the breath-taking views, the outstanding staff, and the delicious food, it was truly the trip of a lifetime! It was the most relaxing vacation ever!

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$4,015

Out of the Blue Villa

Treasure Beach villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$1,148

Oceana Villa Anguilla - Private Panoramic View with Heated Pool

The Valley villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

“Just a very lovely clean home - nothing you will find to complai” We just stayed there for 10 nights for our honeymoon and it was very lovely. So many nice details around the house, very clean, nothing seems to be old or used too much. Everything you will need .. you will find it there. We used the kitchen for breakfast, lunch and dinner. There is a supermarket with a 7 min. drive - you will find everything there. Our favorite beach was at Cap Juluca hotel - it is approx. 20-25 min drive by car. The view from the house is beautiful. If this was not our honeymoon, we would have loved to bring frieds as this house is really big for two. Shelah came about every other day to clean the whole house, put new towels and clean sheets. She did a really good job - nothing to complain about. She also took care of our laundry once and helped us with a trip to Sandy Island. We had a chef one night cooking delicious crayfish - he knew where to find everything. It was a great evening. If you have any questions, you can contact me! Too sad I have to write this review now as it means that this wonderful vacation is over already :-( but I loved every minute of it! Will never forget it and hopefully come back one day!

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$517

Westin St. John 3 Bdrm/ 3 Bath Thanksgiving Week

Cruz Bay villa

  • 4 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$987

Villa Mirino, Ocean front, Intimate East End Home

East End villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

“Beyond Expectations” I would not stay anywhere else on the island. The house itself is in immaculate condition with huge sliding glass doors in every room allowing for amazing views of the Caribbean from every room. I loved waking up to the breathtaking sunrise every morning and the house's beautiful décor encourages complete relaxation. Whether watching TV, playing Xbox/Playstation or listening to music via the surround sound system, it felt like our every whim was met. The kitchen is stocked with gourmet appliances and cookware which made my ability to create fantastic meals for us easy and fun. When we tired of laying by the pool, the beach was less than a mile away and the Red Hook night life was right down the street. This villa is truly one of the premier locations on the island. I cannot wait for the next trip back

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$861

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

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$370

GISELLE.. Lovely Views and Sunsets, Heated Pool, short walk to Plum Baie beach!!

Terres Basses house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$1,146

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