Vacation Rentals & Villas in St. Thomas

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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.

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Price per night from

$441

OCEANFRONT CONDO, SERENE, UNCROWDED GENTLE WINDS

Christiansted apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$315

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Kiddel Bay Cottage - Spectacular View & Walkable Beach Acces

Coral Bay house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 4 match: Climbing frame, Satellite TV, Sea view, Parking

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$526

Beachfront Condo - 37 Steps from thr water

St Thomas East condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$343

Westin St. John 3 Bdrm/ 3 Bath Thanksgiving Week

Cruz Bay villa

  • 4 bathrooms
  • sleeps 10

3 of 4 match: Sea view, Climbing frame, Satellite TV, Parking

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Price per night from

$985

Responds fast! avg. 16 minutes

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Price per night from

$1,276

Walk TO the Beach

Christiansted house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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$572

Clean 1bedroom with a turquoise view

Christiansted apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“another great visit” again we booked with marlin's condo over- looking crx. we enjoyed our stay and and were surprised at the upgrades completed in several areas of the condo. of course we are looking forward to our next visit to st. Croix.

3 of 4 match: Climbing frame, Satellite TV, Sea view, Parking

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$98

Caribbean Breeze

Christiansted condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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$257

Stunning Newly Renovated 1BR Beachfront Condo

East End condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Climbing frame, Satellite TV, Sea view, Parking

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Price per night from

$573

"Estate LaCroix" A Caribbean Oasis

Christiansted house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 33 minutes

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$418

2Br Sea-facing unit on well kept grounds with swimming pool and tennis court.

Christiansted apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 2 minutes

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$184

Deluxe Studio Condo w/ Caribbean Sea View

Christiansted house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$164

Villa Ventosa

Coral Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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$566

An Enchanting Caribbean Interlude affordable 4 you

Cruz Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$166

“Week in paradise!” Our stay in the Little Palm Suite was wonderful! The suite was exactly as described in the posting and was accurately displayed in the photos. The view of Fish Bay off the deck was amazing! It was a beautiful sight to look forward to every morning. The suite was very clean and well-stocked with necessities. Both the inside and outside (grounds) at the suite were extremely well-maintained. We appreciated having beach towels and beach chairs provided for us to use for our daily trip(s) to the beaches. Michael was a wonderful host! The information he provided to prior to our trip was extremely helpful as we made our plans. He was so helpful to us during our stay as well with directions and with restaurant and beach recommendations. We enjoyed all of the restaurants that he recommended. Our personal favorites were the Sun Dog Cafe for breakfast/lunch and the Lime Inn and Fish Trap for dinner. We loved being able to eat every meal outside for an entire week! The ice cream shop at the end of Mongoose Junction was also a favorite. Our favorite north side beaches were Hawksnest (smaller and not very busy) and Trunk Bay (busier, but so beautiful and picturesque). We really enjoyed the laid-back pace on St. John and had a truly relaxing week. I really enjoyed staying a little bit outside of Cruz Bay and the location in Fish Bay was perfect. We would highly recommend Little Palm Suite! Thank you, Michael for sharing your home with us and for helping us enjoy our week in paradise!

Responds fast! avg. 1 hour 21 minutes

3 of 4 match: Climbing frame, Satellite TV, Sea view, Parking

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Price per night from

$327

Hart Bay Beach House

St. John villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Allesandra with friends” The villa view is spectacular, all day every day. It's an easy, short drive from Cruz Bay. The entrance and parking are easy and roomy. The house is well appointed, with a fully stocked kitchen in the great room space. Security is good for those that want to visit the beaches, and the deck and pool encourage villa-gravity. The 2 main bedrooms are ay oposite ends of the house providing a quite escape for 2 couples. As always, Kathy delivers a St John experience that delights the sights and senses.

3 of 4 match: Climbing frame, Satellite TV, Sea view, Parking

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$557

Private Pool Upscale Villa -Bird of Paradise

Teague Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Climbing frame, Satellite TV, Sea view, Parking

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$364

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$1,173

“Absolute Paradise!!!!” Thanks to Tom we had the perfect getaway!!! Fast booking, we were provided with tons of information before we even left and the deposit returned asap. This condo was in the best place - you were in your own world yet so close to everything. We had privacy, everyone was pleasant and perfect weather. All that was needed was right there. The view was beautiful, the pool 2 minutes away - walking and Sapphire Beach 5 minutes away - walking. And lets not leave out the Off the Grid food truck at the top of the hill. We are early risers so we snorkeled in the morning, walked the beach in the afternoon and made good use of the pool 7am to 10pm with cocktails and appetizers at the Sapphire and Grill. The ferry to St. Thomas is a 5 minute drive too!!! This is the place you want to be and we will definitely be booking this amazing place again. Thanks to you Tom and your condo - you rock!!!!

Responds fast! avg. 3 hours 10 minutes

3 of 4 match: Climbing frame, Satellite TV, Sea view, Parking

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Price per night from

$160

3 of 4 match: Climbing frame, Satellite TV, Sea view, Parking

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$217

Sapphire 1 Bedroom-Free H/S WIFI & No Excessive Owner Fees #257

East End apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$205

Studio Condo on the Waterfront at Bolongo Bay

Bolongo Bay condo

  • 1 bathroom
  • sleeps 2

3 of 4 match: Climbing frame, Satellite TV, Sea view, Parking

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Price per night from

$189

Our place in St Thomas 1BR Suite

East End apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 44 minutes

3 of 4 match: Climbing frame, Satellite TV, Sea view, Parking

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Price per night from

$194

Dahlia Villa

Cruz Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

3 of 4 match: Climbing frame, Satellite TV, Sea view, Parking

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Price per night from

$745

Secret Haven Villa St. Thomas, US Virgin Islands

St. Thomas villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Climbing frame, Satellite TV, Sea view, Parking

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Price per night from

$1,775

The Peter Bay 1BR Honeymoon Suite at St. John

St. John villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$682

Rare Brand New Luxury 2BR Beachfront 2FL condo

East End apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Climbing frame, Satellite TV, Sea view, Parking

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Price per night from

$737

☼ St. Croix Ocean Vista Honeymoon Cottage - Beachfront - 1BR - Tranquil ☼

Christiansted cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Climbing frame, Satellite TV, Sea view, Parking

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$298

Villa Serenity

Teague Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$287

Brand New - Sleek, Ultra Modern, Cottage for Two

Cruz Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Climbing frame, Satellite TV, Sea view, Parking

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Price per night from

$361

Find the Perfect Caribbean Getaway at Gentle Winds!

Christiansted apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Climbing frame, Satellite TV, Sea view, Parking

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Price per night from

$240

Spectacular Sunsets & Ocean Views Remodeled Villa

Cruz Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

“Awesome View” We recently stayed here and it was perfect. The villa was very clean and well maintained. They have everything you need there (beach towels, cooler, chairs, pots, pans, appliances, wifi). There is a/c in both bedrooms and it cools the place off very nice at night. It has a large glass door that opens up to the deck where you have one of the best views of the island. The view is simply breath-taking. Relaxing in the evening on the deck with the view was one of my highlights of the vacation. The property is about 5 minutes from town. Their property management company met us at ferry dock and gave us tour of the town and villa. This is an awesome property and wouldn't hesitate to stay there again. I don't have one complaint about this villa. Highly recommended!

3 of 4 match: Climbing frame, Satellite TV, Sea view, Parking

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Price per night from

$1,031

Pura Vida: Large Deck w/ Pergola and Pool Overlooking Ocean

Cruz Bay villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

3 of 4 match: Climbing frame, Satellite TV, Sea view, Parking

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Price per night from

$630

1BRM Apt w/deck & ocean views w resort amenities

Bolongo Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Climbing frame, Satellite TV, Sea view, Parking

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Price per night from

$201

'Billion$ View' New Deluxe 2FL Beachfront Villa

East End apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 7

3 of 4 match: Climbing frame, Satellite TV, Sea view, Parking

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Price per night from

$654

Large Private Villa with Ocean View

Christiansted villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Climbing frame, Satellite TV, Sea view, Parking

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Price per night from

$687

“TreeTops has it all” We are from Minnesota and make a warm weather getaway every winter. We have been to a number of different places but this was our first time to the USVI. Both the destination generally and our stay with June and Steve exceeded our expectations. June called shortly after our arrival and gave us directions that were easy to follow. She was there to greet us on arrival (along with her dogs Buddy, Fred and Ginger) and walked us through the property so we knew beforehand where everything was located. While walking around, she also went through a running list of things to do and see on the island as well as nearby St. John. The best place to get groceries if we wanted to dine in, the best places nearby to go out for dinner, the best places to go to get away from "the tourists" and mingle with the local islanders, and on and on. Way too much to digest at one time. Fortunately, she and Steve were around most of the week so we could ask a second and third and fourth time when we couldn't remember. They were quite accomodating when it came to providing the "extras" like a cooler, snorkel gear and beach chairs so we didn't have to rent when we got to the beach; and we loved the "furry extras" when Buddy, Fred and Ginger periodically came up to visit during our stay. All in all, the convenient location, the wonderful view, the warm breeze making its way up the hill, the comfortable accomodations, and especially the attention we received from June and Steve made this an exceptionally wonderful break from the Minnesota winter!

Responds fast! avg. 2 hours 30 minutes

3 of 4 match: Climbing frame, Satellite TV, Sea view, Parking

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Price per night from

$190

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