Flag Hill, Saint Thomas Rentals

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Great rentals within 20 miles that match your search

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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$1,491

Gorgeous 3 bedroom villa on Fish Bay! Private pool and stunning views!

Virgin Islands National Park house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

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$912

Luxury 3 Bedroom Villa w/ Caribbean Views & A Pool

Jost Van Dyke villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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$1,262

Turtle Nest Villa - Chocolate Hole (2, 3 or 5 bedroom villa)

Virgin Islands National Park villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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$574

Villa L'Agave

Cruz Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$659

Villa Del Mar - Ocean views from every room & heated infinity pool

Lovenlund villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

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Price per night from

$1,662

Castle at Cabrita

Charlotte Amalie villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$2,235

Newly refurbished Longview Villa with Heated 40ft pool and stunning views

West End villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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Price per night from

$572

Swogjan's Dragon 7A Carolina

Coral Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$400

“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!

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$818

“A little slice of paradise!” When we were deciding on a rental in St. John I was fixated on having a great view...I can't imagine there's a much better view paired with a beautiful and clean house on the whole island! The pictures can't possibly do it justice. We couldn't stop taking pictures in hopes of capturing it the best we could. The house is very clean and well-equipped. We were able to eat some dinners in, using both the grill and the stove. We had Meredith at St. John Provisions shop for food for us and stock the house before we got there so that we didn't have to go back out once we got in the first night. Very convenient! The kids loved the pool. The beds are super comfortable and it seems that our host had thought of everything we might need - soap, shampoo, hair dryers, beach towels, chairs and coolers, etc. Our favorite beach was Cinnamon Bay since we were able to rent paddle boards and skim boards for the kids. All around it was an awesome vacation. Thank you, Michael!!

Responds fast! avg. 1 hour 21 minutes

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Price per night from

$624

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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$911

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

Cruz Bay villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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Price per night from

$630

'Spirit On The Water' Playful, Private, Peaceful Cliffside Villa

East End villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 20

“The Spirit On The Water was simply magical!” A group of us were visiting the Usvi on vacation for the first time and we were there for 4 days or so. The Spirit On The Water was a fantastic choice not only for a location to call "home" for the time we were there but also for the warmth and incredible hospitality of the owners!!! Both Ed and June were extremely welcoming from the moment that we arrived, they were always eager to lend a helping hand, to suggest a place to visit and to provide directions whenever we needed it. The house was impeccably clean and organized!! The location and the view are absolutely breathtaking... in fact, I think I could've spent the entire vacation just basking in the sun on the incredible infinity pool and deck that they have there!!! I would absolutely highly recommend staying there and making friends with Ed and June... they're great people, and they provide a great place with great services above and beyond anything that you might expect in a five start hotel :)

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Price per night from

$4,294

Responds fast! avg. 1 hour 21 minutes

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Price per night from

$343

Ocean View Villa!!! 2 bedrooms, 2 Bathrooms ( sleeps 4 to 6 ).

Jost Van Dyke villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

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$504

Villa Mirino, Ocean front, Intimate East End Home

East End villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

“Beyond Expectations” I would not stay anywhere else on the island. The house itself is in immaculate condition with huge sliding glass doors in every room allowing for amazing views of the Caribbean from every room. I loved waking up to the breathtaking sunrise every morning and the house's beautiful décor encourages complete relaxation. Whether watching TV, playing Xbox/Playstation or listening to music via the surround sound system, it felt like our every whim was met. The kitchen is stocked with gourmet appliances and cookware which made my ability to create fantastic meals for us easy and fun. When we tired of laying by the pool, the beach was less than a mile away and the Red Hook night life was right down the street. This villa is truly one of the premier locations on the island. I cannot wait for the next trip back

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Price per night from

$859

Blue Moon Villa at Point Pleasant Resort - STT

East End apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$240

“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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$263

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!

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Price per night from

$3,430

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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$1,145

“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

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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

$602

Serenity - Private Caribbean Style Pool Villa

St Thomas East condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$258

Christian Villa

St Thomas Central villa

  • 3 bedrooms
  • 6 bathrooms
  • sleeps 8

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$1,203

Beauty, Comfort, Value! Your Home in the Caribbean

St Thomas East townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$542

Pink Conch Villa

Cruz Bay villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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$559

The Dancing Orchid Villa

Charlotte Amalie villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$859

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

Great Escape

St. John villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$1,000

“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

CASA DEL PALMAS - Perfectly Private Caribbean Comfort

Virgin Islands National Park villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

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Price per night from

$790

Coral Rays - Stunning Island Style Headquarters

Coral Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

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Price per night from

$859

Private Beach Views! Luxury Villa Milagro - Victorian Theme

Charlotte Amalie villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 3 minutes

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Price per night from

$401

Coral Cove | Oceanfront Retreat

Coral Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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$1,718

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Price per night from

$207

JBestville

Charlotte Amalie apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$121

Dancing Dolphins

Coral Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

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Price per night from

$802

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