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Holiday Rentals with Pools in Charlotte Amalie

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    Travellers to Charlotte Amalie are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    26 Matching Rentals in Charlotte AmalieView all 52 rentals
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    Beautiful 2 Bedroom Home with Pool, view Ocean1 / 21
    (4)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Shamalie Rentals-Efficiency1 / 11
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
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    Marriotts Frenchmans Cove, St. Thomas, USVI1 / 5
    (2)Very good
    2 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This local home offers spacious rooms, beautiful views and affordable prices. We have individual rooms and full one bedroom and efficiency apartments. Almost all rooms and apartments from this hill top home offer spectacular views. We go above and beyond to ensure that you have a enjoyable stay....
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    Charlotte Amalie, St. Thomas 00802
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Shamalie Rentals-Cozy One Bedroom1 / 11
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Secure Parking
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Private Garden
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 February 2017
    My husband and I spent a week here at Shamalie (Shirley). What a lovely mountaintop suite we had. Everything you need for your comfort while visiting the island. The unit we...
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    About this property
    This local home offers spacious rooms, beautiful views and affordable prices. We have individual rooms and full one bedroom and efficiency apartments. Almost all rooms and apartments from this hill top home offer spectacular views. We go above and beyond to ensure that you have a enjoyable stay....
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    Charlotte Amalie, St. Thomas 00802
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Sapphire Village -Paradise Properties1 / 10
    (1)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Waterfront
    • Housekeeping Included
    • Balcony
    • Secure Parking
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 December 2014
    The owner was very helpful in providing information about the condo and it's surroundings. The condo was clean, well equiped and nicely decorated, and it had a beautiful view...
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    About this property
    Individually decorate One bedroom one bathroom condo Queen bed. Separate living dining area with a fully equipped kitchen, living /dining ares and patio. most with telephone, cable TV and comfortable light furniture. Washer/Dryer facilities available on property. The Views from the patio is great...
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    Charlotte Amalie, St. Thomas 00802
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Ocean Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    509 Upper (Top Floor) is located @ Mahogany Run Tennis Villages on the North Side of St. Thomas, USVI. The village has a guard gate and is a secured private, gated community directly on the golf course. Overlooking the Atlantic Ocean with view of Hans Lollik, also the renowned 'Devil’s Triangle”...
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    Charlotte Amalie, St. Thomas 00802
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Patio
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Parking
    • Outdoor Dining Area
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Individually decorated Studio condo has light colored tropical furnishings with Queen bed. Living Room area extends to sliding glass doors to balcony/patio. Most with telephone, cable TV and comfortable light furniture. Washer/Dryer facilities available on property. The Views from the patio is...
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    Charlotte Amalie, St. Thomas 00802
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Anchorage is an Oceanside, gated community situated on the East end of St. Thomas, nestled in prestigious Cowpet Bay, home of the St. Thomas Yacht Club, host to the renowned Rolex Regatta. The complex features beautiful gardens leading to the pool, tennis courts and gorgeous, sandy beach. The...
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    Charlotte Amalie, St. Thomas 00802
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Secure Parking
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy breathtaking views of the Virgin Islands from Jost Van Dyke, BVI to St. John, USVI all from your own balcony! Here at Sapphire Village, we have easy beach access, 2 pools, restaurants and bar. Not to mention Trip Advisers number one island BBQ pit---Off the Grid! Red Hook, the East End's...
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    Charlotte Amalie, St. Thomas 00802
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Marriott Frenchman's Cove 2/2 New, Spacious, Villa1 / 10
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • DVD Player
    • Children's Pool
    • Cable/satellite TV
    • Waterfront
    • Hot Tub
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 September 2013
    The unit we had was newly renovated; very tropical. The beds were extremely comfortable, with soft, supportive pillows. The kitchen was well supplied and clean. We were right...
    Reviewed 11 May 2013
    My husband and I just returned from a one week stay at Frenchman's Cove. We traded into the resort from our home resort in Palm Springs, using Interval International and were...
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    About this property
    Gorgeous new Tuscan villa-style pastel low-rise buildings on aqua blue private cove, on Marriott's peninsula, adjacent to Marriott Frenchman's Reef. Total Ocean view from each room. Amazing sunsets. Sleeps 6-8, MBR with super comfy King bed, BR2 has 2 Queen beds plus there's a sofa-bed. Villa...
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    Charlotte Amalie, St. Thomas 00802
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Private Garden
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Once in a great while you can find a tropical paradise where the combination of the view, the balmy breezes, and the explosive scent of tropical blossoms trigger your “reset” button and make you reexamine your fundamental priorities in life. Sea Forever is such a place. When you arrive at Sea...
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    Charlotte Amalie, St. Thomas 00802
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Relax 4 Us at Bolongo Bay ~ USVI1 / 33
    (12)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Internet Access
    • Housekeeping Included
    • Cable/satellite TV
    • DVD Player
    • Waterfront
    • Ocean Views
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 May 2017
    Everything was as stated in the description, the only thing we didn't like was the parking, if someone parked in the first space, it was hard to get out at night.( we had a mini...
    Reviewed 11 May 2017
    Everything was just as the owner said, from the cab cost to the pictures of the view. The villa looked exactly as it did in the pictures which was a great I was personally...
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    About this property
    This tastefully remodeled condominium is a true home away from home. It contains all of the household necessities you will need and more. The oceanfront location allows you to fall asleep and wake up to the sounds of the waves. One can take a picture of the sunrise without getting out of bed. It...
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    Charlotte Amalie, St. Thomas 00802
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    SAPPHIRE VILLAGE EAST END ST. THOMAS  Fall Sale!!1 / 20
    (30)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    • Washer
    • Internet Access
    • Balcony
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 July 2017
    I decided to go to St Thomas, exactly ten days before checking for availability. I contacted Nick and asked for his availability for a full week, Saturday to the next. He was...
    Reviewed 28 June 2017
    I had the pleasure of staying here. Beautiful location really nice local bars! Had the best security and all locals were friendly and willing to help! Must go back
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    About this property
    LAST MINUTE TRAVEL IN JUNE AND SAVE!!... SAVE BIG, BOOK NOW AND SAVE!! -- 1BD PENTHOUSEAQUA VILLA, SAPPHIRE VILLAGE, ST. THOMAS, VIRGIN ISLANDS (EAST END - SUMMER AND FALL WEEKS!!! WALKING DISTANCE TO BEACH, POOL, RESTAURANT, RED HOOK AND ST. JOHN FERRY)1 bedroom 1 bath newly renovated, luxury...
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    Charlotte Amalie, St. Thomas 00802
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Private Outdoor Pool (Unheated)
    • Secure Parking
    • Internet Access
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful one bedroom oceanfront condo is located just feet away from the ocean, in a quiet secure gated community of villas on the southeast side of the island. Only 10 minutes away from downtown, on an isolated golf away from the bustling crowds of tourists. There is a small private beach...
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    Charlotte Amalie, St. Thomas 00802
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    Sea Dreams St Thomas Villa near beach with pool1 / 17
    (8)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • DVD Player
    • Patio
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 May 2017
    This was my second time to rent this villa, and I love it even more. The views were breathtaking from most rooms in the villa, nicely furnished, beautiful pool. There's...
    Reviewed 26 August 2016
    I loved the location , beautiful views , spacious rooms . Getting in/out with a big SUV bit challenging but it is part of the charm .. would go back in NY minute ...
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    About this property
    This beautiful hilltop villa, located in the delightfully tropical climate of St. Thomas, Virgin Islands, offers a 360 degree view of the expansive waters that surround our island. The passage where the aquamarine Caribbean Sea merges with the awesome Atlantic Ocean is seen to the East, and the...
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    Charlotte Amalie, St. Thomas 00802
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Parking
    • Wi-Fi
    • Air Conditioning
    • Children's Pool
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Paradise! Imagine the soft sound of the Caribbean sea, and its warm breeze caressing your face, lying on the sandy beach looking out on to the sapphire waters, you are in paradise! Take a swim in the sea, or at the pool, just steps from your condo. Go sight seeing, snorkeling, or water...
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    Charlotte Amalie, St. Thomas 00802
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is charter 'captain only'. It´s means the price is excluding expenses. The expenses you are paying self and you have full controll over it. Approximate expenses for one week on the BVI: $200 total for moorings, 250$ - 450$ total for BVI custom & immigration fees (depending of number of guests)...
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    Charlotte Amalie, St. Thomas 00802
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Washer
    • Internet Access
    • Grill
    • DVD Player
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You're the king of the hill with all of Charlotte Amalie, cruise ships, seaplanes, and St. Thomas's harbor spread at your feet from the floor-to-ceiling windows in the Great Room of this stunning villa. Originally the home of a 50's movie actress, this magnificent property high atop exclusive Flag...
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    Charlotte Amalie, St. Thomas 00802
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 12
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    New Listing  Fantastic Affordble Oceanfront Studio. Hear the Waves All Day Long1 / 19
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 April 2017
    The location of this condo was super! Great clean updated condo. Stunning views of the water. Great beach area with 3 fun bars and restaurants just a minute walk from condo...
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    About this property
    We have been vacationing in the USVI for over 20 years but just recently we were fortunate enough to purchase this fantastic vacation condo. This property's unique proximity to the water is what makes it special. This property is one of the closest to the water anywhere in the Caribbean. There...
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    Charlotte Amalie, St. Thomas 00802
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Children's Pool
    • Parking
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly renovated condo in luxurious resort in downtown Charlotte Amalie. Walk to downtown and nearby cruise ship port Havensight. Wonderful shopping and great food is just a short walk away. 26 beautiful beaches within 10 minutes. This is the best value for the experience. Bluebeard's Castle...
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    Charlotte Amalie, St. Thomas 00801
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Marriott's Frenchman's Cove - Starting at $2,150!1 / 12
    (7)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Air Conditioning
    • Washer
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 April 2015
    This place has plenty to offer, very well designed rooms and layout. The parking is good and only 4 or 5 min drive to downtown shopping.
    Reviewed 29 January 2015
    Hi Stephanie,Wanted to follow up with you regarding our stay at Frenchmen’s Cove this past week.Everything was absolutely wonderful! We stayed in the Virgin Gorda building...
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    About this property
    Most weeks, best rates! Arrivals Friday, Saturday and Sunday only. Beautiful resort, right on the ocean near both of Marriott's hotels. Two bedroom, two bath villa with full kitchen- beach and patio. Special Rates on Two Bedroom Suites: Most weeks, best rates! Rates are typically 40 - 60%...
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    Charlotte Amalie, St. Thomas 00801
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Wyndham Margaritaville in St. Thomas covers all the bases. Located on Water Bay at the eastern end of St. Thomas, this beachside location is nestled in a cove fringed by waving palm trees. It’s the perfect escape for anyone with a sense of adventure looking for music and fun on your next...
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    Charlotte Amalie, St. Thomas 00802
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
    • Children's Pool
    • Private Garden
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Yes, we are ready for guests after Irma and Maria. Note: conditions are post-hurricane with a stripped landscape and a generator for power and water as needed. Still relatively one of the most peaceful and healing spots on St. Thomas. Unique Rainforest Lodging in the Virgin Islands, Shangri La VI...
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    Charlotte Amalie, St. Thomas 00802 3451
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    The Wintberg Villa w/ PRIVATE Tennis Court & Pool1 / 18
    (1)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Secure Parking
    • Private Outdoor Pool (Unheated)
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 August 2017
    Sydney and Kyle were great hosts. They gave us a tour of the villa on our arrival, and useful information such as good restaurants and activities. They were also very responsive...
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    About this property
    The Wintberg Villa is a luxury home located off of Skyline Drive in St. Thomas, US Virgin Islands. 3 bedroom air conditioned home with an additional 1 bedroom apartment. PRIVATE full size tennis court, basketball rim, sundeck & a huge 8 ft deep pool! The Wintberg Villa is in a prime location with...
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    Charlotte Amalie, St. Thomas 00802
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Parking
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Two bedroom, Two Full Baths with Sweeping views of the British Virgin Islands. Sitting out on any of the three balconies early in the morning, the colors are so vivid to wake up to and the sunsets in the early evening are a great way to wind down from your day at the beach. You can relax watching...
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    Charlotte Amalie, St. Thomas 00803
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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