Vacation Rentals & Villas in St. John

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343 villas

Villa Capri inside Wyndham Grand Rio Mar Resort (7 Bedrooms)

Rio Grande villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 21

Match: Private outdoor pool (unheated) Pool or snooker table Tennis in town

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Price per night from

$3,449

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2 bedroom, 2 bath harborside condo in St. Croix

Christiansted condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Pool or snooker table, Tennis in town, Private outdoor pool (unheated)

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Price per night from

$172

Villa Gardenia- 3BR Dorado- Ocean Views + 3 pools

Cerro Gordo villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 45 minutes

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Pool or snooker table

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Price per night from

$483

Villa Ideál, Ocean View Beachfront Community w/pool

Cerro Gordo villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 45 minutes

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Pool or snooker table

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Price per night from

$483

3 BR – Villa Coco at Lakeside Villas

Cerro Gordo villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 45 minutes

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Pool or snooker table

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Price per night from

$483

Island Time ~ Private Pool Villa at Villa Madeleine

Teague Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Pool or snooker table, Tennis in town, Private outdoor pool (unheated)

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Price per night from

$366

Westin St. John Resort Villas, Beautiful One bedroom villas, well equipped

Virgin Islands National Park villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Pool or snooker table

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Price per night from

$738

Villa de Palma - Oceanfront w/ 3 pools, w/ generator

Cerro Gordo villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 2 hours 45 minutes

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Pool or snooker table

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Price per night from

$518

Villa Oleana - Water views- Oceanfront community with water & generator

Cerro Gordo villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 45 minutes

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Pool or snooker table

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Price per night from

$483

The Heart of New San Juan .....

San Juan studio

  • Studio
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Pool or snooker table

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Price per night from

$101

Villa Coral Reef- community pool overlooking ocean

Dorado villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 45 minutes

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Pool or snooker table

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Price per night from

$748

Private Pool Villa with Views ~Hook, Wine & Sinker

Teague Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Pool or snooker table, Tennis in town, Private outdoor pool (unheated)

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Price per night from

$366

Villa ValMarc, Mahoe Bay,Virgin Gorda, BVI villa 4 bdrm 4 bath with pool

Virgin Gorda villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Pool or snooker table, Tennis in town, Private outdoor pool (unheated)

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Price per night from

$641

Villa Towanda, Belmont Estates Tortola

West End villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Pool or snooker table, Tennis in town, Private outdoor pool (unheated)

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Price per night from

$564

Oreanda - Entire Property

Isla de Vieques villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Pool or snooker table, Tennis in town, Private outdoor pool (unheated)

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Price per night from

$512

Private Pool Upscale Villa -Bird of Paradise

Teague Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Pool or snooker table, Tennis in town, Private outdoor pool (unheated)

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Price per night from

$366

Great Expectations St. John vacation rental villa

Cruz Bay villa

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 20

“Re-impressed” I spent time at Great Expectations for one month, each, in 2010 and 2011 with family and friends. We had an amazing time. Its really a beautiful property, and its true, everything you need, they supply. in 2013 we tried a new place on a different island. What a mistake. the place did not live up to its on line review or pics. This year we went back to G E and were even more pleased (which none of us thought was possible)! The new pool is amazing. Infinity in style, large, with amazing views. Can't wait for next year!

2 of 3 match: Pool or snooker table, Tennis in town, Private outdoor pool (unheated)

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Price per night from

$1,471

Bellamare at Mahoe Bay, Virgin Gorda

Spanish Town villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

2 of 3 match: Pool or snooker table, Tennis in town, Private outdoor pool (unheated)

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Price per night from

$805

Gorgeous 3 bedroom villa on Fish Bay! Private pool and stunning views!

Virgin Islands National Park house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Pool or snooker table, Tennis in town, Private outdoor pool (unheated)

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Price per night from

$914

Villa L'Agave

Cruz Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Pool or snooker table, Tennis in town, Private outdoor pool (unheated)

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Price per night from

$661

Isla Verde Oceanfront Condo

Isla Verde apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

“Perfect!” My husband and I stayed here in April 2015 with our 10yr. old daughter. The Condo was perfect. Very tastefully decorated, and very clean. The owner took a lot of thinking into everyone's needs that would be staying here. Both bathrooms were stocked with multiple toiletries, all kitchen appliances necessary, including coolers for the beach. Beach chairs, beach towels, games, baby equipment and the list goes on. The location was absolutely perfect. We rented a car so did a lot of exploring but if you do not rent a car, you will not miss it. Everything you need is within walking distance or a very short taxi ride for groceries. I was a little worried about the condo being so close to the airport, although very convenient, I thought it would be somewhat of a disturbance with the airplanes flying over. We never even noticed the airplanes! That was not an issue. We had soooo much wonderful food in Puerto Rico but I must say, One of my very favorite things was walking down the beach, to the left and getting fish taco's. It is about 1 block down from condo if you are facing the ocean. We like fine dining and have tried fish tacos from all over, even the ones from Cabo do not compare with these. We were skeptical at first, but you will not regret or "get sick" if you try! The leasing agent and owner both were very friendly and very timely will all responses. Comparing this condo to a hotel, you can not beat the price. We normally stay in luxury hotels but because our daughter was with us, we did not spend the extra money. We made an excellent choice and would absolutely stay here again.

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Pool or snooker table

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Price per night from

$243

Oceanfront on 17th Floor in Condado

San Juan condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 1 hour 8 minutes

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Pool or snooker table

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Price per night from

$317

Aquatika A Cozy Penthouse #7703

Loiza apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Pool or snooker table

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Price per night from

$288

Private Island with 3 Pools, Private Beach, Tennis Court and More!

Fajardo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 7

Responds fast! avg. 1 hour 52 minutes

2 of 3 match: Private outdoor pool (unheated), Tennis in town, Pool or snooker table

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Price per night from

$173

AnaCapri Estate

Road Town villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 12

2 of 3 match: Pool or snooker table, Tennis in town, Private outdoor pool (unheated)

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Price per night from

$658

Christian Villa

St Thomas Central villa

  • 3 bedrooms
  • 6 bathrooms
  • sleeps 8

2 of 3 match: Pool or snooker table, Tennis in town, Private outdoor pool (unheated)

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Price per night from

$1,208

CASA DEL PALMAS - Perfectly Private Caribbean Comfort

Virgin Islands National Park villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

2 of 3 match: Pool or snooker table, Tennis in town, Private outdoor pool (unheated)

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Price per night from

$794

LOBLOLLY VILLA VIRGIN GORDA BVI

Virgin Gorda villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

2 of 3 match: Pool or snooker table, Tennis in town, Private outdoor pool (unheated)

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Price per night from

$963

Beauty, Comfort, Value! Your Home in the Caribbean

St Thomas East townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Pool or snooker table, Tennis in town, Private outdoor pool (unheated)

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Price per night from

$544

Caribbean Jewels

Coral Bay villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

2 of 3 match: Pool or snooker table, Tennis in town, Private outdoor pool (unheated)

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Price per night from

$569

White Seagull -Just For Two- POOL SALE NOW

Cruz Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Spectacular View and Wonderful Hospitality!” We just returned from a wonderful 8-day stay in the White Seagull, at "Just For Two" on St. John. This was a return trip for us, having stayed there, last May, as well. We rarely return to the same location, preferring to seek new adventures. This was a rare exception and a testimony to the wonder of this place - both St. John and Jacqueline's hospitality. The room is wonderfully decorated and comfortable, with 270 degree views of the Caribbean. We overlook Great Cruz Bay and Chocolate Hole from our windows, with views of St. Thomas from the Sky Lounge. It's amazing to wake to the early sunrise and see the ocean view, by simply sitting up in the bed. We took wonderful photos of the sunsets from the rooftop Sky Lounge and our location near the top of a mountain, overlooking the island. Jacqueline readily gave us access to her private patio, as well, providing wonderful views of Great Cruz Bay and relaxing surroundings to talk or simply play cards, in paradise! The room is well decorated with antiques and personal items. There was good Wi-Fi access and a TV with limited channels, but we rarely used them. A fireplace was available, but we can't imagine using it, except in the dead of "winter"! The room offers a small kitchenette, suitable for simple breakfasts or lunch preparation. There is access to a grill in the courtyard, as well. However, we mostly enjoyed the wonderful food at all the restaurants on the island. You definitely need to rent a car and we have had great experience with Courtesy Rental. The roads are steep, somewhat narrow and you get the challenge of driving on the left side. It's a challenge, but quickly becomes comfortable. The roads Just For Two are steep, but enjoyable. There is a back way that allows a "less steep" option, if it is rainy. Next year is our 25th anniversary and we are planning to return, yet again. It's hard to argue with perfection - especially for a milestone date.

Responds fast! avg. 3 hours 17 minutes

2 of 3 match: Pool or snooker table, Tennis in town, Private outdoor pool (unheated)

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Price per night from

$602

Memory Daze

Coral Bay villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

2 of 3 match: Pool or snooker table, Tennis in town, Private outdoor pool (unheated)

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Price per night from

$619

'Spirit On The Water' Playful, Private, Peaceful Cliffside Villa

East End villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 20

“The Spirit On The Water was simply magical!” A group of us were visiting the Usvi on vacation for the first time and we were there for 4 days or so. The Spirit On The Water was a fantastic choice not only for a location to call "home" for the time we were there but also for the warmth and incredible hospitality of the owners!!! Both Ed and June were extremely welcoming from the moment that we arrived, they were always eager to lend a helping hand, to suggest a place to visit and to provide directions whenever we needed it. The house was impeccably clean and organized!! The location and the view are absolutely breathtaking... in fact, I think I could've spent the entire vacation just basking in the sun on the incredible infinity pool and deck that they have there!!! I would absolutely highly recommend staying there and making friends with Ed and June... they're great people, and they provide a great place with great services above and beyond anything that you might expect in a five start hotel :)

2 of 3 match: Pool or snooker table, Tennis in town, Private outdoor pool (unheated)

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Price per night from

$4,312

Serenity - Private Caribbean Style Pool Villa

St Thomas East condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Pool or snooker table, Tennis in town, Private outdoor pool (unheated)

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Price per night from

$259

“Perfect getaway with a spectacular view” We absolutely loved our stay at Blue Palm Villa. The facilities are excellent and the location is beyond description! Waking up every morning to see the incredible blue of Coral Bay encircled by lush mountains was unbelievable. The Villa not only has an unbelievable view, but the facilities themselves are beautiful. The pictures do not do it justice. The pool is gorgeous. The amenities are modern and aesthetically wonderful. The gardens around the villa are exquisite. Honestly, it was hard to pull ourselves away from the Villa to go visit other places. It was so nice to relax in that little paradise. But the Villa is also close to many delicious restaurants and awesome beaches. Overall, we do not think there is a better way to see the Virgin Islands than by staying at Blue Palm Villa! We recommend it wholeheartedly!

2 of 3 match: Pool or snooker table, Tennis in town, Private outdoor pool (unheated)

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Price per night from

$459

Villa Circe

Coral Bay villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 3 match: Pool or snooker table, Tennis in town, Private outdoor pool (unheated)

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Price per night from

$1,110

Calicaribe--hill top villa with views of Caribbean

Cruz Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Fantastic Villa” Your Review is Pending Please read and confirm your review for Property #284227 below. Review #4627412 Fantastic Villa Our family spent two unforgettable weeks in late July and early august at Calicaribe, celebrating our 50th wedding anniversary, We can't say enough about Calicaribe. We loved the villa -- its layout and tasteful decor. The views of St Thomas, other islands, and Cruz Bay from the property, especially the guest house and the pool area, are breathtaking. Although the heat and humidity were high during the peak hours of each day, temperatures and humidity lowered late in the afternoon so that we could enjoy wine and cheese and the view, including spectacular sunsets, on the patio and dinner on the verandah. Pictures of the property on various websites don't do it justice. Calicaribe is much better than we expected. It is clean and very well maintained. Calicaribe is blessed with an excellent local property manager, Steve Black, who has lived in Cruz Bay for 25 years and is a constructive civic activist. Whenever we needed anything, Steve was prompt in his response. St John is truly paradise. We were fortunate to have a rental jeep to get around the island and to have our daughter and her partner do all the driving. The roads are challenging because the island is very hilly and the roads have very sharp turns, which means that one does not need to worry about exceeding the 20 mph speed limit. Opportunities for snorkeling and scuba diving abound. The beaches (St John has 39 of them) are beautiful. We swam at four of them: Trunk Bay, Little Lameshur Bay, Hawksnest Bay, and Maho Bay. We ate out only three times because my daughter's partner loves to cook, and having dinner on the verandah was a pleasant experience. The Fish Trap and Zozo's are excellent restaurants in Cruz Bay, although the latter may be too expensive for some folks. We highly recommend a sojourn at Calicaribe. You'll get plenty of bang for your bucks.

2 of 3 match: Pool or snooker table, Tennis in town, Private outdoor pool (unheated)

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Price per night from

$1,150

Island Horizons | Million Dollar View

Coral Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

2 of 3 match: Pool or snooker table, Tennis in town, Private outdoor pool (unheated)

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Price per night from

$702

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