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Flag Hill, Saint Thomas Rentals

111 rentals

Great rentals within 20 miles that match your search

Ballena Blue: Panoramic Views of Hart Bay and St. Croix!

Cruz Bay villa

  • Ask about children
  • •  Ask about pets
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$700

The Dancing Orchid B&B Villa, Ocean Room

Charlotte Amalie b&b

  • Child Friendly
  • •  Air conditioning
  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

Price per night from

$201

2 Bdr Condo on the water in the beautiful Caribbean

Bolongo Bay condo

  • Beach / lakeside relaxation
  • •  Nearest beach 0 mi
  • •  Swimming pool
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$299

THIS is the one!!!!

Coral Bay cottage

  • Beach / lakeside relaxation
  • •  Child Friendly
  • •  Ask about pets
  • 1 bedroom
  • 1 bathroom
  • sleeps 3

“A great place to stay!” Engaging with Judy Kane right from the start was fantastic. Her sage advice on how best to prepare for our trip with hints as to where to shop, car rentals, ferries and what to expect once we arrived let us know we had landed with a winner. She is a delight; fun loving, outgoing and concerned without being overbearing. The cottage is charming, better in person than the photos on line. It's breathtaking to sit on the deck with mountains that surround you. Birds are everywhere. We spent quite a bit of time reading, enjoying the scenery. The house itself is well stocked with every kind of device you might wish for - TV, DVD player, internet connection, books, games and even iPod speakers. The amount of information Judy has accumulated - a mammoth loose leaf filled with news clippings and articles along with books published about the area - provided us with recommendations for activities to keep us delighted. Each day, we struck out to a different beach to discover new sea life and coral formations we never would have found on our own. Having a car is a must. Judy made that clear to me. We were concerned about driving on the left and the narrow roads. It isn't for the faint of heart, but if you drive slowly and ignore the locals who might honk at you, you will soon adapt. I felt like I was on a freeway by the time I drove in St. Thomas to get back to the airport. I can't wait to return next year. St. John never disappoints me and Lower Carolina makes it even more alluring.

Price per night from

$212

Caneel Trailside Cottage: Expansive Views of the Caribbean!

Cruz Bay villa

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Every thing was neat and tidy and just right for us.” Our first visit to this villa and we loved it. Two equal sized bedrooms and everything you could ask for. Great view and close to town. We will rent here again. Catered to was great to work with and gave us super service.

Price per night from

$429

VILLA AMOUR ,Romantic , Art Lovers Paradise ,

North Side villa

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • 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!

Price per night from

$574

Sapphire Jewel

East End condo

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Super comfortable condo, excellent value, owners thought of everything” We stayed at this Sapphire Bay condo this February for a week and it was paradise. It is on THE best beach in the Virgin Islands. Everything about the condo is perfect including the bed, which was so comfortable we wish we had it at home. The owners have provided all the comforts of home. The kitchen is so we'll appointed we were able to cook gourmet meals and have friends over and have dinner parties at the elegant no generous sized dining table. The a ir conditioning worked well. The View from condo was absolutely gorgeous. The location was the best- Close to stores, beach, marina... Everything! This is a great vale (I hope owners don't raise rates reading this because we want to come back next year, but the price makes it an incredible value) 10 stars for this rental

Price per night from

$201

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

East End apartment

  • Beach / lakeside relaxation
  • •  Nearest beach 0.01 mi
  • •  Swimming pool
  • 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.

Price per night from

$201

Casa Azul at Crystal Cove, St. Thomas

Red Hook condo

  • Beach / lakeside relaxation
  • •  Nearest beach 0.1 mi
  • •  Swimming pool
  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

Price per night from

$343

Studio Condo on Bolongo Bay

Bolongo Bay condo

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Price per night from

$172

Magens Bay, Pool, Amazing View, New Construction, Exquisite Comfort, Gated

Magens Bay villa

  • Beach / lakeside relaxation
  • •  Nearest beach 2 mi
  • •  Swimming pool
  • 4 bedrooms
  • 5 bathrooms
  • sleeps 14

“Beautiful well-equipped home, very relaxing, lots of privacy, st” My husband and I rented Blue Skies for a week's stay with our two college-aged sons during their Spring Break. We were looking for a family bonding week, and this definitely fit the bill! Blue Skies Magen's Bay offered an exotic, gorgeous setting that made their jaws drop! Not your ordinary "been there/done that" vacation. This location makes memories. At Blue Skies, both sons had their own quarters, which they loved. They slept in to their hearts' content while we sipped coffee on the covered porch and watched the iguanas sunning. Everyone enjoyed time reading, laughing, playing cards and trying to navigate around St. Thomas. The grocery service was great, the 2 helpers on the island and Shawna, the homeowner, are extremely helpful. We did get a few more groceries one day, even. We did one outing to Magen's Bay Beach -- just lovely. And another day on St John, snorkeling at Trunk Bay and driving around. Ate dinner out 3 times, quite the adventure. The home is incredibly well-furnished. All the beach/picnic supplies you could want, kitchen utensils galore, good knives, blenders, coffeemakers -- people generously left olive oil, cooking spray, spices, condiments and more. A positive vibe where people had taken care of the place and respected its beauty. The deck has plenty of shade and plenty of sun, the pool is just right for cooling off. The view will leave you breathless! I would recommend this property to friends and family. It was clean and matched the photos and description perfectly.

Price per night from

$476

Beauty, Comfort, Quality, Service... Your Island Home in the Caribbean!!

East End house

  • Beach / lakeside relaxation
  • •  Nearest beach 0.8 mi
  • •  Swimming pool
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Can't wait to go back!” Of the several places I've staying on St. Thomas (and St. Croix) the past year, this is the best. I loved all the thoughtful touches: comfy, LONG chaises; lovely pool; beautiful balcony; fantastic, well-appointed kitchen and bath; extra towels, linens, and bathrobes! Everything was spotless. The pool was kept clean. The winds keep the mosquitoes away. Completely quiet but restaurants, supermarket, etc. all easy to get to. Very caring owners and the whole experience was professional but very kind. Loved it!

Price per night from

$241

Altagracia: Stunning Sunsets!

Cruz Bay villa

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

“Paradise” This was our 3rd visit to St. John and will not be our last. Altagracia was wonderful. The house was so comfortable. Everything was perfect, the pool, the bedrooms, the decks, everything!!! The kitchen is fully equipped with everything one needs. The bedrooms are spacious. The views from the deck were breathtaking. We loved the fact that the home was close to Cruz Bay. Catered To Management is a very professional group of people, especially Jason. We needed something and he took care of it immediately. Our greeter Michelle was a very special person. Not only did she recommend us to take a day sail on Kekoa, but she followed through with a call to tell us the schedules and who to contact. We all have very special memories from that sail! All in all, we will definitely return to St. John and would love to stay at altagracia! Thanks to all of you for a very special vacation.

Price per night from

$700

Villa Towanda, Belmont Estates Tortola

West End villa

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Ask about children
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$708

Luxury Home, Affordable rates! Close to beaches, shopping, and dining!

Cruz Bay villa

  • Beach / lakeside relaxation
  • •  Nearest beach 2 mi
  • •  Swimming pool
  • 5 bedrooms
  • 6 bathrooms
  • sleeps 14

“Beautiful estate” Great views, awesome kitchen and amenities. Kids loved the pool. Amazing architecture. We were 6, could easily have fit 8.

Price per night from

$721

Relax 4 Us at Bolongo Bay ~ USVI

Charlotte Amalie apartment

  • Beach / lakeside relaxation
  • •  Nearest beach 0 mi
  • •  Swimming pool
  • 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.

Price per night from

$240

Waterfront Escape: Paradise at a Great Price!

East End studio

  • Beach / lakeside relaxation
  • •  Nearest beach 0 mi
  • •  Swimming pool
  • Studio
  • 1 bathroom
  • sleeps 4

“Perfect Honeymoon” My husband and I stayed at this property at the end of June/early July for our honeymoon...which ended up being great because St. John was celebrating carnival! We didn't rent a car and had no trouble navigating the island. However, we like to do things "off the beaten path"...I don't think everyone would enjoy the safari buses or "gypsy" taxi drivers, but we really enjoyed both and you can't beat the price. $1 per person go travel to Red Hook?! Billy's list of transportation, activities, etc. was amazing. We went to Coki Beach - interact with locals and snorkeling, St. John - hiking/beautiful beaches/carnival, Red Hook for groceries and restaurants/bars, Charlotte Amalie for shopping/pier/more food (avoid at all costs on Tuesdays and Wednesdays - cruise ships come in these days), Magen's Bay - beautiful and great to relax, Linquist Beach - this one was a little to windy and too much sea grass for me, but my husband enjoyed it. Some of our favorite restaurants were Duffy's (not so much the food, but the atmosphere and bartender were great), XO Bistro (amazing food and cocktails, fine dining atmosphere), Greengos (Mexican cuisine in Charlotte Amalie - fun sitting in the shopping corridors), Tap & Still (great burgers). Latitude 18 was our absolute favorite. Laid back, live music, great food, and friendly locals right on the water. The actual condo was perfect for us because we were out and about except to shower and sleep. I did cook breakfast almost every morning (there was plenty of cooking equipment for this), but we ate at a different beach or restaurant for every other meal. There were plenty of towels (for showers and the beach), bedding, and toiletries. We loved the coolers, so we could save on beverage costs when we went to the beaches. The only confusing part was the transportation around the resort. Initially, we were told we had to pay $40 a day for transportation. We kept calling for golf cart rides to the front gate (where we would catch the safari bus or a taxi)...waiting for them to ask us for payment, but they never did. A couple days into the trip, I met a very friendly resort employee and she said that was absolutely incorrect and the resort employees will take us anywhere on the grounds for no charge. The $40 a day transportation is if you wanted to go anywhere off grounds. Not a big deal, but incase someone else is told they have to pay $40...here you go. Billy was great to work with and his communication couldn't have been better. All-in-all, we can't wait to come back! It was an amazing start to our marriage :)

Price per night from

$270

Marriott Frenchman's Cove 2/2 New, Spacious, Villa

Charlotte Amalie hotel apartment

  • Beach / lakeside relaxation
  • •  Nearest beach 0.2 mi
  • •  Swimming pool
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$474

Studio Condo on the Waterfront at Bolongo Bay

Bolongo Bay condo

  • Beach / lakeside relaxation
  • •  Nearest beach 0 mi
  • •  Swimming pool
  • 1 bathroom
  • sleeps 2

Price per night from

$184

Sapphire Beach | Super clean and updated inside | Amazing views and location

East End condo

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

Price per night from

$230

Ritz Carlton 3 BR OCEANFRONT - Multiple Residences - Lots of Availability

St. Thomas villa

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

“A Dream Vacation in Paradise!” From the moment you arrive at The Ritz Carlton in a beautifully landscaped setting in gorgeous St. Thomas, you instantly feel relaxed. When you walk into your beautiful and extremely clean suite, fully equipped with everything, you know that you are going to have a fabulous vacation. Whether you're going with your children or not, there is something for everyone to do. Amenities galore! Courteous and fun staff. The Coconut Cove is a favorite! The Bartenders make your eating and drinking an "experience". The Owners of the units are very easy to deal with and want your stay to be pleasant and enjoyable. This is our second time staying in one of their units...absolutely no regrets! You won't regret booking this vacation!

Price per night from

$676

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$476

Casa Coram Deo: Luxury Beach Front!

Cruz Bay villa

  • Beach / lakeside relaxation
  • •  Nearest beach 0 mi
  • •  Swimming pool
  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

“Fabulous Villa in Perfect Location” 4 families shared Casa Coram Deo for one week back in March. My requirements for a Villa were that it be a short drive to town, close to the Westin (friends staying there), and be very comfortable for 4 families; Each family had one teenage kid. This villa not only hit the mark, it surpassed it. We wanted to be close to town because even though we love to cook and had a couple of great dinners we prepared in the amazing kitchen (and fantastic outdoor grill), we like to eat out when on vacation. Plus the teenagers wanted to hit the town in the evenings and didn't want to worry about a long drive back late at night. Our friends could walk over from the Westin easily in a couple of minutes, we booked our charters and fishing trips with the Westin and just walked over to catch the boat without having to drive. Super convenient. Even though we rented a car, we used the Westin cabs a few times for the kids and all we did was call over there and asked for a cab when needed; they were at our Villa in 5 minutes. The layout is perfect for 4 families, with a 5th bedroom for the kids. Each bedroom is luxurious with very comfortable King beds, huge master bathrooms, huge showers (water pressure was very low but who cares really), walk-in closets, and lots of privacy because each bedroom has a corner of the house with no connecting walls. And each of the 4 bedrooms has a full view of the pool area/ocean (2 upstairs, 2 downstairs) and a walk out glass door. The kids room is in the center with no pool view or ocean view which was fine with us. The kitchen is equipped incredibly well, the open layout with the kitchen and living/dining room all one huge room with very high ceilings made for a great party room. Just perfect. We thought this Villa offered the perfect combination of luxury, convenience, and great location (if you want to be close to Cruz Bay). And working with Catered To, the rental company, was a true pleasure - great people over there.

Price per night from

$1,629

Blue Moon Villa at Point Pleasant Resort - STT

East End apartment

  • Beach / lakeside relaxation
  • •  Nearest beach 0.2 mi
  • •  Swimming pool
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$114

CARIBBEAN Beachfront Condo,Georgeous Views, Elysian Beach Resort

East End apartment

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

“I really cannot imagine any place more enjoyable for us” We recently stayed at Nancy's condos for the first three days of our 10 day stay. All I can say is that I wished we had stayed there the entire time! We headed to a resort and even my 12 and 7 year old boys (who had plenty to keep them busy at the resort) kept saying that they wished we were back at "Nancy's condos." The beach and the water were simply amazing. No having to fight for pool or beach chairs. I was pleasantly surprised at how well appointed the kitchen was with excellent cookware and general supplies with many guests "paying it forward," with items they left. We did the same. There is really nothing negative I can say at all, as evidenced by the fact that we already booked for next year immediately upon arriving home!

Price per night from

$298

Ami La Vita: Views of Rendezvous Bay! Sun All Day!

Cruz Bay villa

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Price per night from

$786

Serenity - Private Caribbean Style Pool Villa: $250./nt or less!

St Thomas East condo

  • Beach / lakeside relaxation
  • •  Nearest beach 0.4 mi
  • •  Swimming pool
  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$172

BEAUTIFUL Beachfront Condo, Elysian Beach Resort, East End

East End apartment

  • Beach / lakeside relaxation
  • •  Nearest beach 0 mi
  • •  Swimming pool
  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

“Perfect location in St. Thomas” I had the pleasure of staying at Nancy's condo along with my wife, our 2 children, and another couple, 6 of us in total. The condo was the perfect size for all of us, and having a kitchen made preparing for excursions (having a nice breakfast, and preparing picnic lunches) a breeze. There is also laundry facilities in the condo, and with the breeze coming off the water we almost never needed to use the AC. The Location on Cowpet bay was very close to the ferry to St. Johns, restaurants, nightlife and shopping. Although Redhook is only about a mile away, it was not easily walkable due to the narrow streets, so you will want to get a taxi to go into town. My daughter loved playing in the pool, there were many other families around so she always had somebody to play with. My wife and I enjoyed walking on the beach, and the restaurant (Caribbean Fish Market) has amazing sea food, and a wonderful ambiance. At night I loved the ability to sit on the patio, listen to the waves and relax before preparing for another exciting day.

Price per night from

$298

Ocean Front Mediterranean Villa with Private Dock

West End villa

  • Beach / lakeside relaxation
  • •  Nearest beach 2 mi
  • •  Swimming pool
  • 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.

Price per night from

$1,376

Island Girl:Breathtaking Sunrise Views! Crosswind Breezes! Full AC!

Coral Bay villa

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Ask about children
  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Price per night from

$929

Amazing Ocean views and breezes at incredible villa

Cruz Bay villa

  • Beach / lakeside relaxation
  • •  Nearest beach 8 mi
  • •  Swimming pool
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Can't wait to go back!” We loved Villa Mar de amores from the moment we got there. Amazing views, great vibes, lovely decorations, high ceilings, comfy beds, great kitchen, just perfect. It's even nicer than the pictures. We all started smiling when we climbed to the top of the hill in our Jeep. Perfect amount of space for the five of us. Could sit on that deck any time of day and be totally entranced. The owner is great, and the on island managers were also great. We booked the house again for next year before we left!

Price per night from

$384

Villa Nautilus, East End, St. Thomas

East End condo

  • Beach / lakeside relaxation
  • •  Nearest beach 0.1 mi
  • •  Swimming pool
  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

Price per night from

$320

Luxury 5 Bedroom Villa Overlooking Magens Bay

Peterborg villa

  • Beach / lakeside relaxation
  • •  Nearest beach 3 mi
  • •  Swimming pool
  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

Price per night from

$1,237

Sea's Edge: Waterfront Location! Breathtaking Views!

Cruz Bay villa

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Ask about children
  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

Price per night from

$1,286

Hakuna Matata: High-End Island Living!

Cruz Bay villa

  • Beach / lakeside relaxation
  • •  Nearest beach 1 mi
  • •  Swimming pool
  • 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.

Price per night from

$1,000

Water view 1 bedroom suite- sv.ar

East End condo

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$189

3 bd/2 bath Paradise Villa in Cruz Bay

Cruz Bay villa

  • Child Friendly
  • •  Pet Friendly
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$517

Estate Rose! Huge Pool! Hot Tub! Views!

Cruz Bay house

  • Swimming pool
  • •  Ask about children
  • •  Air conditioning
  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Price per night from

$1,000

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rentals in Flag Hill, Saint Thomas

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