Vacation Rentals & Villas in St. Thomas

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258 villas

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$1,276

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Westin St. John 3 Bdrm/ 3 Bath Thanksgiving Week

Cruz Bay villa

  • 4 bathrooms
  • sleeps 10

2 of 3 match: Horse riding, Climbing frame, Parking

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Price per night from

$985

Swogjan's Dragon 7A Carolina

Coral Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Climbing frame, Horse riding, Parking

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Price per night from

$400

Reef Madness - Private Island Hideaway

Coral Bay villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

2 of 3 match: Climbing frame, Horse riding, Parking

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Price per night from

$567

Villa Ventosa

Coral Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

2 of 3 match: Climbing frame, Horse riding, Parking

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Price per night from

$567

Our place in St Thomas 1BR Suite

East End apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 44 minutes

2 of 3 match: Climbing frame, Horse riding, Parking

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Price per night from

$194

Beauty, Comfort, Value! Your Home in the Caribbean

St Thomas East townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Climbing frame, Horse riding, Parking

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Price per night from

$542

Sweet Wind Villa overlooking Hurricane Hole

Coral Bay house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

“Sweet Wind is outstanding” We just returned from 9 wonderful days at Nina"s Sweet Wind Villa. The view is spectacular, the trade winds always kept the villa very comfortable and the location to great snorkeling and beautiful beaches is a big plus. Nina is a great hostess and close by if you need any hints on where to go or places to eat but she is never in the way. She even was so kind to fillet a Mahi Mahi I bought in Cruz Bay!! The "Pod" set up of the Villa makes it really nice. The living, dinning and kitchen area is separate but right next to two pods that are the sleeping and bathroom areas. Great for 3 couples or a family. The East end of the Island is also very peaceful and quiet. We certainly plan to return.

2 of 3 match: Climbing frame, Horse riding, Parking

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Price per night from

$686

Our Place in St Thomas, Studio Cottage

Red Hook cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Beuatiful sunsets” We thoroughly enjoyed our stay with Billye & Joe!! They were wonderful about accommodating a couple of extras on short notice. They are located close to Red Hook and we participated in a St Patrick's celebration at Molly's. The Sapphire & Coki beaches are minutes away and well worth the trips. The beach at Secret Harbor is walking distance and a beautiful beach. Great hosts as we even went to see Joe and his Jazz group at a local bar. Thanks a million again to them both. Scott & Terry

Responds fast! avg. 44 minutes

2 of 3 match: Climbing frame, Horse riding, Parking

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Price per night from

$206

Your Perfect Beachfront Condo in Paradise - Sapphire Beach

Smith Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Climbing frame, Horse riding, Parking

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Price per night from

$274

Coral Rays - Stunning Island Style Headquarters

Coral Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

2 of 3 match: Climbing frame, Horse riding, Parking

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Price per night from

$859

Rare Brand New Luxury 2BR Beachfront 2FL condo

East End apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Climbing frame, Horse riding, Parking

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Price per night from

$737

Serenity - Private Caribbean Style Pool Villa

St Thomas East condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Climbing frame, Horse riding, Parking

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Price per night from

$258

Studio Condo on Bolongo Bay

Bolongo Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 3 match: Climbing frame, Horse riding, Parking

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Price per night from

$189

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.

2 of 3 match: Climbing frame, Horse riding, Parking

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Price per night from

$911

Beauty, Comfort, Value! Your Home in the Caribbean

Charlotte Amalie house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Magical Vacation” Thank You Gail & Curlson for allowing us to rent from you. The instant we got to your place, we felt like we were "home". The location of your property is perfect, a short drive to Red Hook and close to some gorgeous beaches. The villa included many "little" amenities such as beach towels, paper goods, hairdryers, that really made my packing job much easier! The kids had the best time swimming in the pool & hot tub and ask daily when we can go back! I think even breakfast tasted better because we were able to eat it every morning on the patio overlooking St. John and Sapphire Beach. Whenever we had a concern or question, you were a quick phone call or email away. And the place looked exactly as it does in your pictures. This was one of the best vacations our family has ever taken. Thank you from the bottom of my heart - Take Care!

2 of 3 match: Climbing frame, Horse riding, Parking

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Price per night from

$542

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: Climbing frame, Horse riding, Parking

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Price per night from

$1,145

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: Climbing frame, Horse riding, Parking

2 of 3 filters match

Price per night from

$602

2 of 3 match: Climbing frame, Horse riding, Parking

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Price per night from

$274

The Dancing Orchid Villa

Charlotte Amalie villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Climbing frame, Horse riding, Parking

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Price per night from

$859

The Dancing Orchid B&B Villa, Ocean Room

Charlotte Amalie b&b

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

2 of 3 match: Climbing frame, Horse riding, Parking

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Price per night from

$287

The Dancing Orchid B&B Villa, Jungle Room

Charlotte Amalie b&b

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

2 of 3 match: Climbing frame, Horse riding, Parking

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Price per night from

$287

The Dancing Orchid B&B Villa, Garden Room

Charlotte Amalie b&b

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

2 of 3 match: Climbing frame, Horse riding, Parking

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Price per night from

$287

A Place in the Sun

Coral Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 3 match: Climbing frame, Horse riding, Parking

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Price per night from

$401

Jewel's View

Coral Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Climbing frame, Horse riding, Parking

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Price per night from

$292

Villa Circe

Coral Bay villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 3 match: Climbing frame, Horse riding, Parking

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Price per night from

$1,105

Villa Madeline | Cozy Hillside Villa

Coral Bay villa

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 4

2 of 3 match: Climbing frame, Horse riding, Parking

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Price per night from

$453

Villa Nesta

Coral Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Climbing frame, Horse riding, Parking

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Price per night from

$373

Memory Daze

Coral Bay villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

2 of 3 match: Climbing frame, Horse riding, Parking

2 of 3 filters match

Price per night from

$619

Villa Nautilus, East End, St. Thomas

East End condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Climbing frame, Horse riding, Parking

2 of 3 filters match

Price per night from

$430

Starfish Studio on Crystal Cove Sapphire Beach

Smith Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Climbing frame, Horse riding, 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

2 of 3 match: Climbing frame, Horse riding, Parking

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Price per night from

$160

Studio Condo on the Waterfront at Bolongo Bay

Bolongo Bay condo

  • 1 bathroom
  • sleeps 2

2 of 3 match: Climbing frame, Horse riding, Parking

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Price per night from

$189

Easy Breezes - Family Luxury & Romantic Getaways

Coral Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Climbing frame, Horse riding, Parking

2 of 3 filters match

Price per night from

$567

2 of 3 match: Climbing frame, Horse riding, Parking

2 of 3 filters match

Price per night from

$457

Bungalow Blue | Private Island Home

Coral Bay bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Climbing frame, Horse riding, Parking

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Price per night from

$287

Caribbean Jewels

Coral Bay villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

2 of 3 match: Climbing frame, Horse riding, Parking

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Price per night from

$567

Dancing Dolphins

Coral Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

2 of 3 match: Climbing frame, Horse riding, Parking

2 of 3 filters match

Price per night from

$802

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