Flag Hill, Saint Thomas Rentals

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35 rentals

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EXTREMELY HIGH REVIEWS! Owner lives in Community to Help, if Needed. Sleeps 6.

East End apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Outstanding Condo, Location, and Amenities” The condo was spacious with excellent appliances, furnishings, and amenities. Sherry was a fantastic host; she provided all the information we needed to enjoy our 2 week stay at Cowpet Bay West. The adjacent pool and beach were excellent. The on-site restaurants were convenient and provided great meals. We will definitely return to this condo for our next stay on St. Thomas.

Responds fast! avg. 2 hours 24 minutes

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$343

VILLA AMOUR ,Romantic , Art Lovers Paradise ,

North Side villa

4 bedrooms / 5 bathrooms / sleeps 8

“Perfect!” Title says it all. PERFECT island vacation home. Better than advertised. We had 7 adults and 2 infants and had plenty of room to relax. Pool, views are incredible. Convenient enough to travel the rest of the island (although you may ask yourself "why leave!". Rick and Steve are great hosts, responsive to any questions you might have. Recommend renting SUV and also that you give yourself plenty of time at the airport when departing. Highly recommend Villa Amour and would definitely return!

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$573

Chateau Margot

St. John villa

6 bedrooms / 6 bathrooms / sleeps 14

“Wonderful” Chateau Margot was perfect for a family celebration and holiday. The three seperate buildings gave privacy and comfort for the three different families on this trip. The terrace was perfect to enjoy the spectacular views and get together for breakfast and afternoon cocktails. The house is very well appointed, tastefully furnished and very quiet.

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$857

Beautiful Sapphire Beach only steps away from our comfortable 1,000 sq ft condo

East End apartment

1 bedroom / 2 bathrooms / sleeps 5

“A Honeymooners Paridise...” My husband and I spent our honeymoon in this condo it was beautiful. The Sunroom is glowing with sunlight in the morning and filled with stars in the evening. The beach was just outside our doorstep. The living room was cozy and clean. The kitchen was equipped with everything you need for light cooking and if you need something the market is just a few minutes away. The bedroom was big and comfy. The bathrooms were clean and had a cute fish theme. The whole condo was decorated very tastefully. Over all our stay was amazing. The owner of the condo was a pleasure to deal with. We plan to rent the condo again this coming year.

Responds fast! avg. 3 hours 46 minutes

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$201

Limin'House Luxury 4 Bedroom Caribbean Villa Fully updated and renovated!

West End villa

4 bedrooms / 5 bathrooms / sleeps 8

“Loved this house!” The layout of Limin house was perfect, lots of private areas to chill and a lovely open air veranda to come together. The attention to detail was noted from the great margarita and ice machines to flashlights in all rooms. Loved to be able to make coffee in the bedroom and the sit on the balcony early in the morning and watch the scene unfold below. We loved the huge outside BBQ and took advantage of having half our dinners in. Pool was fantastic with great views and gardens all around the property were lovely. Outdoor showers were great anytime of day! We had issues with our main fridge, but Deb (Manager) was very attentive and helpful and brought us ice if we needed. The freezer worked and there was a bar fridge by the pool so we all got lots of exercise. We understand things go wrong and it is hard to get parts etc on the island. The house more than made up for this and we didn't really care too much. we hope to be back in 2 years and would definitely stay at Limin House.

Responds fast! avg. 54 minutes

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$654

Ocean Front Mediterranean Villa with Private Dock

West End villa

4 bedrooms / 4 bathrooms / sleeps 8

“As usual, Steele Point Estates (Gestalt) was an incredible vacat” First of all, Irina was most helpful and kind in helping us make our plans. Previously, we have made our reservations through "agencies". Dealing directly with property owner was a tremendous improvement for me. Irina was cheerful, prompt and fun to work with. We have stayed in Gestalt one time previously. The charm is still there! The property has been maintained well and we found absolutely no issues with our accommodations. The views are phenomenal. It is also nice to be isolated yet so close to West End and the scrumptious Jolly Roger for meals and entertainment. We have been spoiled by enjoying Steele Point on previous visits. Irina arranged a tour of Blackbeards this trip and all I can say is, "Oh my gosh!" Now I know what heaven will be like! I should note, we are renting all three villas on the property in May 2011 for our daughters wedding. A special day in a special place for our family. Thanks Irina.

Responds fast! avg. 3 hours 52 minutes

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$1,374

“Incredible return to Steele Point” Having stayed at Steele Point in the early 2000's, I was really looking forward to my return, as the house and property are like no other I have ever experienced. But my return was much greater than I expected - the house, on a peninsula at the end of the island of Tortola - always had the most majestic views and the feeling that you were part of nature. But since I was there, it had been remodeled and had become exquisitely plush and more comfortable than ever before (including a brand new master bedroom suite with a view that dreams are made of). Great attention to detail and comfort was evident everywhere, and the staff was extremely gracious in every regard. It is impossible to name everything I enjoyed about my stay - but it was the most fantastic vacation experience I have had in a long time. The house is its own resort and every thing we wanted to do - from snorkeling in crystal blue waters, to fine dining with a view of 12 islands at sunset, to reading in a number of stone outcroppings or hammocks overlooking the sea, to relaxing by the pool, to even sleeping in the most comfortable beds and linens - it was all available without leaving the property. I can't say enough about how much I enjoyed my stay. My only regret was having to leave and I am already working feverishly to plan to return again next year !! I highly recommend Steele Point - I truly believe it is a magical place and the experience of a lifetime !

Responds fast! avg. 3 hours 52 minutes

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$2,519

Responds fast! avg. 22 minutes

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$229

Westin St John 3BR PoolVilla: Summer, Xmas & NewYrs

Cruz Bay villa

3 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 2 hours 43 minutes

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$818

Large Studio Sapphire Village-Red Hook- In Unit Private Wifi

East End studio

Studio / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 40 minutes

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$189

Wooow Experience at Little Taj by the Sea!

St. Thomas villa

5 bedrooms / 6 bathrooms / sleeps 13

“A DREAM COME TRUE” My stay at the Taj was one of the most memorable vacations.Given the areas relaxed atmosphere,waking up each morning to the blue sea,watching ships go by,followed by a swim on the beach.ST.Thomas with its unique culture was very inviting as I enjoyed the music and dance performances down town each thursday.Restaurants provided meals not to be forgotten served by some of the friendliest people I have come across. Back at the Taj,some evenings were spent dinning outside taking in beautiful sunsets .Outside of St.Thomas I ventured to St.Johns and St.Croix places that added to my appreciation of the Virgin islands as a destination to enjoy the simple and yet important aspects of life.

Responds fast! avg. 2 hours 12 minutes

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$434

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$837

Hakuna Matata: High-End Island Living!

Cruz Bay villa

4 bedrooms / 6 bathrooms / sleeps 8

“Spectacular!” Sharing a week with our family to celebrate our 50th wedding anniversary in St John, we wanted everything to be special and unforgettable. Hakuna Matata provided us with incredible beauty, elegance and style which went even beyond our hopes and expectations. Nothing was left to chance nor to be desired in every respect. It is an exquisite paradise and certainly gave each of us, ages 6yr.-70yr., a most memorable and magical experience.

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$1,000

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

West End villa

3 bedrooms / 5 bathrooms / sleeps 8

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$572

Most Popular Couple and Family Villa 4 Equal King Master's & 5th Kids BR Full AC

Virgin Islands National Park villa

5 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 44 minutes

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$1,637

Drake's View: Voted Best View in the Caribbean

Coral Bay villa

4 bedrooms / 5 bathrooms / sleeps 8

“Incredible, Gorgeous View!” Our family stayed at Drake's View June 13th - July 1st, 2013. We needed a villa with 4 bedrooms. It was the "view" from Drake's View that won it over! Wow, what an incredible, gorgeous view of Coral Bay & the Bvi's! The Kit, LR & DR areas are all on the upper level & flow into each other so you always feel a part of what's going on & with several seating areas, you can have your space too! There are 3 bdrms on the lower level in the main house & a private 1 bdrm cottage. All are equal with a/C & kg beds with 1 in the main house having the option to be made into twins. Entry to 1 of the bedrooms in the main house is off the porch so you have to walk outside to get to it. The kit was well equipped & used & so was the BBQ grill. We ate about ½ our meals at the villa while enjoying the view! We used the pool & hot tub just about every day after coming back from the beach. The pool gets good sun until mid-day & is larger than most. It has a gradual slope to deep end & has a built-in bench all along the length of the pool. You can sit there or in the hot tub & enjoy a nice view. The villa has plenty of outdoor seating space, sun & shade, to gather as a group or find a quiet space to yourself! Even though you could see a couple villas on other hillsides, they were far enough away & situated to where we felt complete privacy! In the evenings we enjoyed listening to music on the stereo...speakers worked great...while playing Scrabble & card games. The villa only has 1 TV...no big deal because we don't typically watch TV. The large capacity W/D are on the lower level & conveniently located near the pool's ½ bath for wet suits & towels & near the bdrms. They were used often during our 18 night stay & worked great! We loved Drake's View & the Bordeaux Mtn location...the view, close to Maho Bay & close to our family's favorite Coral Bay restaurant...Shipwreck Landing!

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$682

Villa Del Mar: Spectacular Ocean Views from Every Room

North Side villa

5 bedrooms / 6 bathrooms / sleeps 15

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$1,592

Ardisia: Brand New Luxury Waterfront Villa!

Cruz Bay villa

5 bedrooms / 7 bathrooms / sleeps 10

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$1,786

Marriotts Frenchmans Cove - Gorgeous Villa with private beach and all amenities

Charlotte Amalie villa

2 bedrooms / 2 bathrooms / sleeps 8

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$458

Thanksgiving Week at the Westin Resort in St. John

Cruz Bay villa

2 bedrooms / 2 bathrooms / sleeps 8

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$654

Fortuna Carambolas Apartments. UNITS 1A, 1B, AND 1C.

Charlotte Amalie house

3 bedrooms / 1 bathroom / sleeps 6

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$384

Fortuna Carambolas Apartments Charlotte Amalie - Room 3

Charlotte Amalie guest house

1 bedroom / 1 bathroom / sleeps 3

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$144

Westin St. John 3 Bdrm/ 3 Bath Thanksgiving Week

Cruz Bay villa

/ 4 bathrooms / sleeps 10

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$985

Casa Azure, Check out our video tour!! Waterfront!

East End villa

3 bedrooms / 3 bathrooms / sleeps 10

“The perfect getaway” My family and I stayed to celebrate our cousins recent arrival of a new baby girl- there were 6 of us total and Casa azure was just lovely. There was the jacuzzi on the amazing deck with breathtaking views that the little cousins just loved to play in- we Bbq'ed every night and listened to tree frogs and felt the breeze and looked at tons of stars! The huge pool downstairs provided some fun for the after hours party with the grown ups and the studio downstairs was perfect for the little ones to sleep and not be disturbed by the rest of us! The kitchen was great and the living room provided amazing views of the islands while we sipped coffee every morning. My husband and I ran around the point every morning and then we all would walk to the Ritz-Carlton for some beach time. We loved our stay and our whole family had an amazing time. Bonnie was so helpful with night life activities and family friendly things to do, we even paid to have our groceries taken care of so we didn't need to waste time in a grocery store! Thank you Stewarts for a great stay! The Korte's

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$572

MARCH or JULY 2020 PENTHOUSE 3BR -- THE RITZ CLUB ST THOMAS USVI

East End condo

3 bedrooms / 4 bathrooms / sleeps 8

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$1,088

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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$441

Responds fast! avg. 22 minutes

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$287

Fortuna Carambolas Charlotte Amalie - Room 2

Charlotte Amalie guest house

1 bedroom / 1 bathroom / sleeps 2

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$132

Special Offer - Sand dollar Estate -2 Private Beaches - Rent directly from owner

St. Thomas villa

9 bedrooms / 12 bathrooms / sleeps 24

“Like dreaming with your eyes open!” Pictures lure you but until you actually arrive somewhere new the unexpected can leave you hoping the visuals match up. Our family of 12 can assure you Sand Dollar Estate far exceeds what any mere image can relay. Somehow, Sand Dollar manages to both tantalize & soothe all six senses simultaneously. The ever-so-charming & humble Caretaker, Bob, will greet you at the airport and escort you along the winding roads. Upon arrival you instinctively know you made the finest choice possible. The warm tropical breezes & relaxed grandeur of the home & all its inviting, spacious rooms & gathering areas escalate excitement. If you choose to hire Monica, the talented & friendly cook, the aroma of a tasty, readied meal will tempt you to eat before you even explore! We felt like royalty waking up or coming back from an outing able to just sit & enjoy each other's company over a fantastic, healthy, full-course, feast. No need to stress out over menu planning, shopping, cooking or cleaning- Monica does it all! If somehow you don't feel spoiled yet just wander down to your own private, soft sandy beach-a branch of Megens Bay. (One of the Top 10 Beaches in the world!) We snorkeled, fished, played water sports & more. We utilized the generously supplied kayaks & paddle boards to explore or venture over to the public portion of the beach. Bob went above-and-beyond what must be his duties by escorting us wherever we wanted to go to more fully enjoy all St. Thomas had to offer. He found a van with a safe driver for our catamaran excursion to St. John. He answered our numerous questions, drove us to our Flyboarding adventure & to find bate, fishing spears, beer, etc. We've rented villas in Hawaii/Turks & Caicos, etc. but Sand Dollar provided our favorite venue with memorable service. Bob & Monica added that feel-good, cared-for, welcome feeling only people can add to an experience while andrea kept the home fresh & clean. All 12 of us enjoyed our best vacation ever! Can't wait to return!

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$2,143

Great Expectations St. John vacation rental villa

Cruz Bay villa

8 bedrooms / 9 bathrooms / sleeps 20

“Great expectations helped us have the perfect vacation.” We traveled here for spring break - 8 kids and 8 adults. The house was perfect. The views, the pools and the layout made an ideal getaway for our families. Hoping to return soon.

Responds fast! avg. 1 hour 28 minutes

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$835

Rare Brand New Luxury 2BR Beachfront 2FL condo

East End apartment

2 bedrooms / 2 bathrooms / sleeps 6

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$737

Westin St. John 3 Bedroom Bay Vista Villa 4TH OF JULY WEEK

Cruz Bay villa

3 bedrooms / 3 bathrooms / sleeps 10

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Price per night from

$1,489

Hideaway Villa

Honeymoon Beach house

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$409

Breathtaking Views from Sapphire Village

Smith Bay condo

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 1 hour 48 minutes

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Price per night from

$161

Breathtaking Views from Sapphire Village II

Red Hook condo

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 1 hour 48 minutes

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Price per night from

$184

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