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.

Match: Climbing frame Shared outdoor pool (unheated) Sea view Parking

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Price per night from

$441

OCEANFRONT CONDO, SERENE, UNCROWDED GENTLE WINDS

Christiansted apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Climbing frame Shared outdoor pool (unheated) Sea view Parking

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Price per night from

$315

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A Place in the Sun

Coral Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

3 of 4 match: Climbing frame, Shared outdoor pool (unheated), Sea view, Parking

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Price per night from

$401

The Hideaway Hull Bay Cottage 4

Charlotte Amalie cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Climbing frame, Shared outdoor pool (unheated), Sea view, Parking

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Price per night from

$343

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, Shared outdoor pool (unheated), Sea view, Parking

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Price per night from

$98

Caribbean Breeze

Christiansted condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

3 of 4 match: Climbing frame, Shared outdoor pool (unheated), Sea view, Parking

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Price per night from

$257

Studio Condo on Bolongo Bay

Bolongo Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

3 of 4 match: Climbing frame, Shared outdoor pool (unheated), Sea view, Parking

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Price per night from

$189

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

3 of 4 match: Climbing frame, Shared outdoor pool (unheated), Sea view, Parking

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Price per night from

$184

Deluxe Studio Condo w/ Caribbean Sea View

Christiansted house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Climbing frame, Shared outdoor pool (unheated), Sea view, Parking

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Price per night from

$164

Stunning Newly Renovated 1BR Beachfront Condo

East End condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Climbing frame, Shared outdoor pool (unheated), Sea view, Parking

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Price per night from

$573

An Enchanting Caribbean Interlude affordable 4 you

Cruz Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Climbing frame, Shared outdoor pool (unheated), Sea view, Parking

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Price per night from

$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, Shared outdoor pool (unheated), Sea view, Parking

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Price per night from

$327

Starfish Studio on Crystal Cove Sapphire Beach

Smith Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Climbing frame, Shared outdoor pool (unheated), Sea view, Parking

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Price per night from

$224

“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, Shared outdoor pool (unheated), Sea view, Parking

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Price per night from

$160

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

East End apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Climbing frame, Shared outdoor pool (unheated), Sea view, Parking

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Price per night from

$205

Studio Condo on the Waterfront at Bolongo Bay

Bolongo Bay condo

  • 1 bathroom
  • sleeps 2

3 of 4 match: Climbing frame, Shared outdoor pool (unheated), Sea view, Parking

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Price per night from

$189

The Hideaway Hull Bay Cottage 1

Charlotte Amalie cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Climbing frame, Shared outdoor pool (unheated), Sea view, Parking

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Price per night from

$400

The Hideaway Hull Bay Cottage 6

Charlotte Amalie cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Climbing frame, Shared outdoor pool (unheated), Sea view, Parking

3 of 4 filters match

Price per night from

$400

3 of 4 match: Climbing frame, Shared outdoor pool (unheated), Sea view, Parking

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Price per night from

$1,174

The Hideaway Hull Bay Cottage 2

Charlotte Amalie cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Climbing frame, Shared outdoor pool (unheated), Sea view, Parking

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Price per night from

$572

Driftwood on Crystal Clear Waters of Sapphire Beach!!

Smith Bay condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

3 of 4 match: Climbing frame, Shared outdoor pool (unheated), Sea view, Parking

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Price per night from

$269

3 of 4 match: Climbing frame, Shared outdoor pool (unheated), Sea view, Parking

3 of 4 filters match

Price per night from

$217

Rare Brand New Luxury 2BR Beachfront 2FL condo

East End apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Climbing frame, Shared outdoor pool (unheated), Sea view, Parking

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Price per night from

$737

Find the Perfect Caribbean Getaway at Gentle Winds!

Christiansted apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Climbing frame, Shared outdoor pool (unheated), Sea view, Parking

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Price per night from

$240

'Billion$ View' New Deluxe 2FL Beachfront Villa

East End apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 7

3 of 4 match: Climbing frame, Shared outdoor pool (unheated), Sea view, Parking

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Price per night from

$654

Two Bedroom Villa at Sapphire Beach Resort

St Thomas East villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Climbing frame, Shared outdoor pool (unheated), Sea view, Parking

3 of 4 filters match

Price per night from

$457

3 of 4 match: Climbing frame, Shared outdoor pool (unheated), Sea view, Parking

3 of 4 filters match

Price per night from

$274

3 of 4 match: Climbing frame, Shared outdoor pool (unheated), Sea view, Parking

3 of 4 filters match

Price per night from

$189

3 of 4 match: Climbing frame, Shared outdoor pool (unheated), Sea view, Parking

3 of 4 filters match

Price per night from

$189

Sugar Sands Saint Thomas

Red Hook condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

3 of 4 match: Climbing frame, Shared outdoor pool (unheated), Sea view, Parking

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Price per night from

$344

Villa Nautilus, East End, St. Thomas

East End condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

3 of 4 match: Climbing frame, Shared outdoor pool (unheated), Sea view, Parking

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Price per night from

$430

Relax 4 Us at Bolongo Bay ~ USVI

Charlotte Amalie apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Excellent property and great destination!” Our stay here was wonderful! We just came back a few weeks ago (Jan 7-14) from our trip and we are ready to book for the next year! We had such a great time: Accommodations - The apartment is very clean and modern. It has nice comfortable beds and lovely décor in every room. The kitchen is stocked with all necessary utensils and appliances. Bathrooms are clean and modern. I loved the cherry wood doors and marble countertops all around. There is a large balcony that you can eat or relax out on. Beach chairs, towels etc. is also provided for you. Beach - you can go downstairs and you are at the Bolongo Bay beach, its lovely, you have all the water sports options that you would find at a typical resort right there. If you walk past the restaurants and the hotel (5 minute walk along the beach), there is a great snorkeling spot past the rocks, very cool! We had a rental car so we also drove (about 15 min) to Smith Bay. This beach is pure heaven! It seems to be mainly visited by locals and is not crowded with perfect white sand and beautiful calm blue waters. Pool - There are a couple of pools that you can use. We used the one by the beach; it had a tap to wash off the sand as well. The pool was nice and clean and the water was pretty warm. Food - Like I mentioned you have everything you need to prepare your food 'at home' if you are on a budget or have specific dietary needs. There are many supermarkets that deliver or you can shop in a warehouse type place (CostUless) or a supermarket (Pueblo) or some local stands that are all around. There are three popular restaurants directly in the Bolongo Bay area so you don't ever have to leave the area if you choose not to: • Iggys - casual burger type place• Mims - fancier place that serves sea food• Lobster Grill - very fancy There is a lot to do on the island and its neighbors, but we have small kids so we took it easy this time and just enjoy the water. Next time we rent this apartment, we will explore the island.

Responds fast! avg. 2 hours 12 minutes

3 of 4 match: Climbing frame, Shared outdoor pool (unheated), Sea view, Parking

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Price per night from

$220

Beachfront Villa with a Down Island View-Priceless

East End apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

“Well maintained, quality furnished condo with very helpful owner.” We have stayed in several different condos @ Sapphire Beach in several different price ranges. John's is by far the best maintained despite it not being the highest end priced. It also has a great bar/eating area on the lower deck. Renting from John is like renting from a friend or family member. There were no surprises from John other than I had over paid without realizing & he contacted me to let me know he was sending me a check.

3 of 4 match: Climbing frame, Shared outdoor pool (unheated), Sea view, Parking

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Price per night from

$401

“Great time at Bliss” Bliss is not large but perfect for 3 to 4 people. We enjoyed the view of Cruz Bay and the proximity to town. Cynthia has all the necessities in Bliss and it was nice to use the cooler and beach chairs. We rented a jeep from amalie at the airport in St Thomas, I would recommend renting a vehicle, as the walk to town and back is possible, but requires a lot of effort. The beaches around the island are beautiful and it is great to be able to explore. I would recommend going to Chateau Bordeaux for lunch, it has a great view of Coral Bay and wonderful food. Thanks Cynthia, you have a great villa and would love to stay again.

3 of 4 match: Climbing frame, Shared outdoor pool (unheated), Sea view, Parking

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Price per night from

$263

Ocean Front, Beach level Condo "Sapphire Beach"B106

Charlotte Amalie apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Climbing frame, Shared outdoor pool (unheated), Sea view, Parking

3 of 4 filters match

Price per night from

$304

Marina Vista - Ocean Views 2Bed/2Bath Condo overlooking Redhook

East End apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Climbing frame, Shared outdoor pool (unheated), Sea view, Parking

3 of 4 filters match

Price per night from

$430

Your Perfect Beachfront Condo in Paradise - Sapphire Beach

Smith Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Climbing frame, Shared outdoor pool (unheated), Sea view, Parking

3 of 4 filters match

Price per night from

$274

Two bedroom beachfront condo at Sapphire Beach

East End apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Excellent location!” We enjoyed our stay at Linda's place. The two level apartment is located right at the beach with a million dollar view. The apartment is quite spacious and accommodated our family of 4 very comfortably. The apartment had everything we needed for a comfortable stay and even had some snorkeling pieces and beach chairs. The kitches is equipped and fully functioning and we cooked a couple of times. My family loves st Thomas and we would love to come back! We highly recommend the apartment!

3 of 4 match: Climbing frame, Shared outdoor pool (unheated), Sea view, Parking

3 of 4 filters match

Price per night from

$453

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