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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.
    27 Matching Rentals in Charlotte AmalieView all 58 rentals
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Sapphire Village -Paradise Properties1 / 10
    (1)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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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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    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)
    • Satellite TV
    • DVD Player
    • Patio
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 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 25 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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    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
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 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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    Beautiful 2 Bedroom Home with Pool, view Ocean1 / 21
    (4)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Private Garden
    • Secure Parking
    • Children's Pool
    • Wi-Fi
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 April 2017
    Awesome place to stay. Beautiful views! You can watch the cruise ships from the deck or take a dip in the heated pool. So relaxing! Can't wait to come back! Thanks for the...
    Reviewed 3 April 2017
    My husband and I stayed here for ten days for our honeymoon and had such a wonderful time!The villa was very clean and stocked with the little things you might have forgotten...
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    About this property
    Unique West Indies Home built by Eric Winter. Our little piece of paradise has over 40 tropical palms, banana, and flowering trees. Very quiet neighborhood, safe and secure with gates and fences. If you are looking for peace and quiet and lots of privacy. Our Villa comes complete with access to our...
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    Charlotte Amalie, St. Thomas 00802
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
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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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    • Internet Access
    • Housekeeping Included
    • Satellite TV
    • DVD Player
    • Waterfront
    • Ocean Views
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 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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    Shamalie Rentals-Efficiency1 / 11
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Satellite TV
    • Wi-Fi
    • Secure Parking
    • Private Garden
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 January 2017
    Views from top level of property are amazing. Sparkling clean and fabulously run business. Shirley and her family display competency, character and kindness.
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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
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 1
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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
    • 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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    Marriotts Frenchmans Cove, St. Thomas, USVI1 / 5
    (2)Very good
    2 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Washer
    • Air Conditioning
    • DVD Player
    • Ocean Views
    • Satellite TV
    • Waterfront
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 January 2017
    I have stayed at Frenchmans reef for 30 years. We decided the cove would be different. The Cove is a time share which is relatively new The 2 bedroom was very nice, newer, and...
    Reviewed 2 September 2015
    I enjoyed my stay. My only disappointed was the front desk service was extremely poor for the quality of the hotel. We had to work with the manager and there was a staff there...
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    About this property
    A Marriott Vacation Club International week available at the beautiful Frenchman's Cove Resort villas in St. Thomas. The villa has two bedrooms, one with a King bed and the other with two Queen beds, both opening ot to a large combined living/lounge/dining area. Both bedrooms have private baths and...
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    Charlotte Amalie, St. Thomas 00801
    Condo/Apartment - 2 Bedrooms, 4 Bathrooms, Sleeps 8
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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
    • Satellite TV
    • Waterfront
    • Hot Tub
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 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 10 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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    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Internet Access
    • 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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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Rockworks is situated on the same estate as Stone Cottage - both villas with complete privacy.  You can book both villas for up to seven people. The main pavilion: 1 King, 2nd Pavilion 1 King and 1 Queen Sofa Bed. A caretaker lives below (on the lower level of Rockworks beneath the 2nd pavilion)...
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    Charlotte Amalie, St. Thomas 00802
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • 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, 2 Bathrooms, Sleeps 2 Quick View
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    • Private Outdoor Pool (Unheated)
    • Secure Parking
    • Internet Access
    • 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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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
    • Children's Pool
    • Private Garden
    • Internet Access
    Suitability
    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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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • 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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    Location Information
    Charlotte Amalie, St. Thomas 00802
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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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)
    • 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 28 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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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Parking
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    • Children's Pool
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    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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    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Terrace
    • Secure Parking
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Grill
    • Satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pack your bags and don't worry about a thing! It's your home away from home! Come stay with someone that knows all the ins and outs of the islands! Just pack your bags and don't worry about a thing! We can help you with practically everything you may need to make your Caribbean vacation a...
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    Charlotte Amalie, St. Thomas 00802
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
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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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    • Satellite TV
    • Air Conditioning
    • Secure Parking
    • Private Outdoor Pool (Unheated)
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 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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    5 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • 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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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Children's Pool
    • Parking
    • 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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    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
    • Waterfront
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Patio
    • DVD Player
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The gourmet kitchen offers granite counter tops, stainless steel appliances, and everything a chef needs to create that special masterpiece. Next to the kitchen is the villas office with phone and Wi-Fi access. In the second pavilion are two air-conditioned bedrooms with full en-suite baths, there...
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    Charlotte Amalie, St. Thomas 00802
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 8
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Air Conditioning
    • Grill
    • Satellite TV
    • Washer
    • Patio
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The gourmet kitchen offers granite counter tops, stainless steel appliances, and everything a chef needs to create that special masterpiece. Next to the kitchen is the villas office with phone and Wi-Fi access. In the second pavilion are two air-conditioned bedrooms with full en-suite baths, there...
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    Charlotte Amalie, St. Thomas 00802
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • 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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