Houseboats US Virgin Isles

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An Enchanting Caribbean Interlude affordable 4 you

Cruz Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 3 match: Rental types, Table tennis, Solarium or roof terrace

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Price per night from

$166

Sunrise and Rumset

Christiansted condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

1 of 3 match: Rental types, Table tennis, Solarium or roof terrace

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Price per night from

$269

Coconuts: Panoramic ocean views and sunsets

Cruz Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 3 match: Rental types, Solarium or roof terrace, Table tennis

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Price per night from

$458

“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 3 match: Rental types, Table tennis, Solarium or roof terrace

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Price per night from

$818

Calypso Condo, Luxury on the Water at Gentle Winds

Christiansted apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Calypso condo stay was paradise!!!” We recently returned from a weeks vacation to St. Croix where we stayed at Calypso Condo C-2 in the gated community of Gentle Winds and had a fabulous time!!! The condo was immaculate upon arrival and Angela, the unit manager, stocked us with some groceries I requested so we didn't have to go out at night when we first arrived. There were six of us and with the three bedrooms, three bathrooms, three balconies and the loft area we did not feel crowded. Barbara, the owner, thought of everything to make our stay enjoyable and a home away from home. The book Life in the Left Lane, the bottle of champagne in the fridge, the starfish necklaces and the gift certificate to the Snack shack were complimentary gifts to us for staying there. It was a vey nice finishing touch by Barbara and very much appreciated. The kitchen was very well-equipped. There were so many books, Wii games, VHS movies, DVDs, and board games for all ages to choose from. It was nice having a grill to cookout on since we don't always like to eat out and as we found out food in St. Croix is expensive. I would definitely come back to St. Croix and stay at Calypso Condo again in a heartbeat !!!! The view was breathtaking, the beach gorgeous and the pool refreshing. The grounds at Gentle Winds were beautifully kept and the people there including the guard, the groundskeepers, and the woman who ran the Snack Shack were very polite. Staying there in early June had its benefits. I truly felt we had the whole place to ourselves. Besides us there were maybe 6 units out of 65 that were occupied at the time. No fighting for chaise lounges at the beach or pool.. A nice perk of the off season. Before leaving for St. Croix Barbara made sure we had directions from the airport to the condo and how to access the lockbox should the unit be locked. She also stressed checking out her website which had extremely helpful tips and suggestions one should know before arriving. I was also impressed that early on in our stay Barbara called and sent me an email checking in with us to see that everything was going well. We did so many fun activities while in St. Croix- stand up paddle boarding , snorkeling, kayaking, relaxing on the beach, shopping in Christiansted, touring the Cruzan Rum Factory, watching the sunset at Off the Wall restaurant while playing bingo and watching the sunrise at Point Udall. Needless to say we were all very sad to leave but have so many fond memories and beautiful pictures.

1 of 3 match: Rental types, Solarium or roof terrace, Table tennis

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Price per night from

$441

Find the Perfect Caribbean Getaway at Gentle Winds!

Christiansted apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 3 match: Rental types, Solarium or roof terrace, Table tennis

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Price per night from

$240

OCEANFRONT CONDO, SERENE, UNCROWDED GENTLE WINDS

Christiansted apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Rental types, Solarium or roof terrace, Table tennis

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Price per night from

$315

Westin St. John 3 Bdrm/ 3 Bath Thanksgiving Week

Cruz Bay villa

  • 4 bathrooms
  • sleeps 10

1 of 3 match: Rental types, Solarium or roof terrace, Table tennis

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Price per night from

$985

Large Private Villa with Ocean View

Christiansted villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 3 match: Rental types, Table tennis, Solarium or roof terrace

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Price per night from

$687

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!

1 of 3 match: Rental types, Solarium or roof terrace, Table tennis

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Price per night from

$3,430

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

1 of 3 match: Rental types, Table tennis, Solarium or roof terrace

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Price per night from

$602

Just For 2- Tropical Orchid Hot/Tub/SPA ~ SALE NOW

Cruz Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“spectacular views with affordable villa” My husband and I had wonderful time in the Tropical Garden villa we rented from Jacqueline. This is not the typical rental where you pick up your key and you're on your own. Jacqueline met us after we arrived on the ferry and rented our jeep to follow her up to the villa. Her home is part of the property to which her four rental villas are connected, and everything is well kept. She was so friendly and helpful providing advice and making sure we had everything we needed. By the end of the week, we had become friends. The Tropical Garden villa has a spectacular view overlooking Great Cruz Bay, Chocolate Hole, and Heart Bay, which you can enjoy from the deck, living room and bedroom. It is on the lower level and has a secluded feeling. It has a full kitchen and a gas grill in the garden. There is a hot tub with a view that you can find at the end of the path through the tropical garden. The beach chairs and cooler that were provided were very much appreciated during our many outings to different gorgeous beaches every day. We have fond memories of waking up and seeing that incredible view and enjoying our breakfast on the deck. We also enjoyed staying in the White Seagull villa for the latter part of the trip when it was available. We would stay in either one again. Jacqueline went above and beyond to make our stay extra special. We were sad to leave but very happy to have a new friend in St. John!

Responds fast! avg. 3 hours 17 minutes

1 of 3 match: Rental types, Table tennis, Solarium or roof terrace

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Price per night from

$457

Christian Villa

St Thomas Central villa

  • 3 bedrooms
  • 6 bathrooms
  • sleeps 8

1 of 3 match: Rental types, Table tennis, Solarium or roof terrace

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Price per night from

$1,203

Beautiful 2015 Saba 50 Catamaran Sail Boat

East End yacht

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 3 match: Rental types, Table tennis, Solarium or roof terrace

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Price per night from

$4,008

Sailboat Ragamuffin Floating Bed and Breakfast INCL meals drinks water toys

Water Island b&b

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Rental types, Table tennis, Solarium or roof terrace

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Price per night from

$229

AMAZING Beachfront Condo, On the East End at the Elysian Beach Resort,

East End condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 3 match: Rental types, Table tennis, Solarium or roof terrace

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Price per night from

$344

Ocean Garden- Just For Two -SALE NOW

Cruz Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 17 minutes

1 of 3 match: Rental types, Table tennis, Solarium or roof terrace

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Price per night from

$430

Live the ‘Suite Life’ - All Inclusive Private Yacht

Charlotte Amalie yacht

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 9

1 of 3 match: Rental types, Table tennis, Solarium or roof terrace

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Price per night from

$5,725

Comfortable Cruz Bay Condo with Awesome Views and Convenient Walk

Cruz Bay condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 3 match: Rental types, Table tennis, Solarium or roof terrace

1 of 3 filters match

Price per night from

$401

Soulshine Charters

Virgin Islands National Park yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 3 match: Rental types, Table tennis, Solarium or roof terrace

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Price per night from

$1,947

Tea Treehouse: Most Romantic St. John Couples Cottage

Coral Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Rental types, Table tennis, Solarium or roof terrace

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Price per night from

$567

1 of 3 match: Rental types, Table tennis, Solarium or roof terrace

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Price per night from

$686

1 of 3 match: Rental types, Table tennis, Solarium or roof terrace

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Price per night from

$189

1 of 3 match: Rental types, Table tennis, Solarium or roof terrace

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Price per night from

$189

Point Pleasant - Villa Sea Song - Waterfront, Private, Brand New Listing

Smith Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 3 match: Rental types, Table tennis, Solarium or roof terrace

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Price per night from

$178

SPECTACULAR OCEAN FRONT VILLA

Peterborg house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 3 match: Rental types, Table tennis, Solarium or roof terrace

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Price per night from

$1,088

Responds fast! avg. 2 hours 14 minutes

2 of 3 match: Rental types, Table tennis, Solarium or roof terrace

2 of 3 filters match

Price per night from

$7,666

Perfect 2BR Villa in the Heart of Cruz Bay

Cruz Bay villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 3 match: Rental types, Table tennis, Solarium or roof terrace

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Price per night from

$458

Point Pleasant USVI - Villa Songsaa - Waterfront

Smith Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 3 match: Rental types, Table tennis, Solarium or roof terrace

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Price per night from

$166

Villa L'Agave

Cruz Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 3 match: Rental types, Table tennis, Solarium or roof terrace

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Price per night from

$659

Luxury 3BR Residence –With ocean beachfront view

Nazareth apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 3 match: Rental types, Table tennis, Solarium or roof terrace

1 of 3 filters match

Price per night from

$1,236

Luxury 2BR Suite Apt. –With ocean beachfront view

Nazareth apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Rental types, Table tennis, Solarium or roof terrace

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Price per night from

$993

The Westin St. John Resort Premier Villa 2BRM Sleeps 6 with 2 Balconies

Cruz Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Rental types, Table tennis, Solarium or roof terrace

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Price per night from

$802

2017 Fountaine Pajot Helia 44 Catamaran

Water Island yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Table tennis, Solarium or roof terrace

2 of 3 filters match

Price per night from

$916

Whispering Palms

Charlotte Amalie house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 3 match: Rental types, Table tennis, Solarium or roof terrace

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Price per night from

$630

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

Virgin Islands National Park villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Rental types, Solarium or roof terrace, Table tennis

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Price per night from

$735

All-Inclusive Virgin Islands Crewed Yacht Charter

Charlotte Amalie yacht

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 3 match: Rental types, Table tennis, Solarium or roof terrace

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Price per night from

$2,944

Castle at Cabrita

Charlotte Amalie villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 3 match: Rental types, Table tennis, Solarium or roof terrace

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Price per night from

$2,233

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