Flag Hill, Saint Thomas Rentals

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38 rentals

Great rentals within 20 miles that match your search

Suite 8C - Gallows Point Resort Oceanfront Upper Level

Cruz Bay villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

Match: Safe Horse riding

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Price per night from

$683

Luxury 5 Bedroom Villa Overlooking Magens Bay

Peterborg villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

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Price per night from

$2,174

Rare Brand New Luxury 2BR Beachfront 2FL condo

East End apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$738

Serenity - Private Caribbean Style Pool Villa

St Thomas East condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$259

Studio Condo on Bolongo Bay

Bolongo Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$190

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.

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Price per night from

$912

Studio Condo on the Waterfront at Bolongo Bay

Bolongo Bay condo

  • 1 bathroom
  • sleeps 2

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Price per night from

$190

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

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Price per night from

$603

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Price per night from

$275

Live the ‘Suite Life’ - All Inclusive Private Yacht

Charlotte Amalie yacht

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 9

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Price per night from

$5,736

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Price per night from

$458

Your Perfect Beachfront Condo in Paradise - Sapphire Beach

Smith Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$275

Coral Cove | Oceanfront Retreat

Coral Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$1,721

Responds fast! avg. 16 minutes

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Price per night from

$1,278

Luxury 4/4 Villa with Pool, Privacy, 180° Ocean Views! All on one level

Coral Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$966

Dancing Dolphins

Coral Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

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Price per night from

$803

Ada by the Sea

Coral Bay house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$694

Swogjan's Dragon 7A Carolina

Coral Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$401

Waterfront Escape: Paradise at a Great Price!

East End studio

  • Studio
  • 1 bathroom
  • sleeps 4

“Amazing Experience” I loved my stay at this condo! Great location! Owner was super friendly and helpful. The condo was very clean and newly renovated, exactly like the photos shows. I could have not asked for a better vacation. Will definitely come back again.

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Price per night from

$316

Easy Breezes - Family Luxury & Romantic Getaways

Coral Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$567

Coral Rays - Stunning Island Style Headquarters

Coral Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

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Price per night from

$859

Stunning Ocean View Spacious Villa Private Pool - Cruz Bay St John USVI

Cruz Bay villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

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Price per night from

$1,489

Sapphire Beach~20 steps off patio to ocean~Amazing

East End condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$287

The Dancing Orchid Villa

Charlotte Amalie villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Safe Horse riding

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Price per night from

$859

Driftwood on Crystal Clear Waters of Sapphire Beach!!

Smith Bay condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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Price per night from

$269

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.

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Price per night from

$1,145

“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!

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Price per night from

$457

Villa Madeline | Cozy Hillside Villa

Coral Bay villa

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 4

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Price per night from

$453

Island Horizons | Million Dollar View

Coral Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

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Price per night from

$699

Ocean Garden- Just For Two -SALE NOW

Cruz Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 17 minutes

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Price per night from

$430

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!

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Price per night from

$542

Beauty, Comfort, Value! Your Home in the Caribbean

St Thomas East townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Safe Horse riding

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Price per night from

$542

Villa Ventosa

Coral Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Safe Horse riding

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Price per night from

$567

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

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Price per night from

$205

Mayan Sky

Coral Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$619

Caribbean Jewels

Coral Bay villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

Match: Safe Horse riding

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Price per night from

$567

Spring Specials! Million Dollar Views! 1BR/1BA - Free WiFi Point Pleasant

Smith Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Safe Horse riding

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Price per night from

$182

“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.

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Price per night from

$263

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