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North Side Holiday Homes

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    All 24 Rentals in North Side
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    Travellers to North Side are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    5 Reviews
    1 Bedroom, Sleeps 4Quick View
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    2 Reviews
    1 Bedroom, Sleeps 2Quick View
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    6 Reviews
    1 Bedroom, Sleeps 2Quick View
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    1 Review
    2 Bedrooms, Sleeps 4Quick View
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    Average of 5 bubbles
    Reviewed 6 April 2014
    This is a huge villa set on a large parcel of land overlooking part of the Charlotte Amalie harbour. The view would be even better if the trees were to be trimmed. The...
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    About this property
    Kyalami is is a Caribbean mansion that was once the site of grand parties in years past with famous celebrities. The property has been renovated and equipped with the latest amenities and guests may now enjoy the grandeur of this aristocratic and renowned property that is nestled hillside above...
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    North Side, St. Thomas 00802
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    50 Reviews
    4 Bedrooms, Sleeps 8Quick View
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    Amenities & Details
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Satellite TV
    • Mountain Views
    • DVD Player
    • Hot Tub
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 1 March 2017
    Great home with private pool, hot tub and views to wake up to every day. We had 8 people and the 4 bedroom suites with own bath plus a half bath was great! The glass doorway...
    Excellent of 5 bubbles
    Reviewed 21 February 2017
    Villa Amour was a nearly perfect place to call home for our family of five when we visited St. Thomas last week. It is a very well maintained four bedroom with a pool, hot tub...
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    About this property
    Live out your Caribbean fantasies in the privacy and comfort of Villa Amour on St. Thomas, U.S. Virgin Islands. Perched above a secluded beach on the island's north side, Villa Amour offers spectacular down island views that can be enjoyed from the house or from the freshwater pool or Jacuzzi. Hike...
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    North Side, St. Thomas 00802
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    3 Bedrooms, Sleeps 6Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This superb and luxurious home sits atop Picara Point in upscale Estate Peterborg, surrounded by 330-degree sweeping ocean views. Three levels, all beautifully detailed and furnished, offer wonderful panoramas. On Stargate's fully air-conditioned main floor is the Great Room with an impressive...
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    North Side, St. Thomas 00802
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    3 Bedrooms, Sleeps 6Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located on a breezy knoll just a couple minutes' drive from famous Magens Bay Beach, Villa Gardenia is one of our most beautifully finished and decorated villas. Serpentine garden planters flank Villa Gardenia's entry gate. The garden courtyard, graced with a trickling fountain filled with tropical...
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    North Side, St. Thomas 00802
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    2 Reviews
    4 Bedrooms, Sleeps 8Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 17 January 2016
    The moment we walked through the Massive doors inviting us to Casa Lupa we knew we had made the right decision. My husband and I were there with our 3 children and son-in-law...
    Excellent of 5 bubbles
    Reviewed 30 March 2015
    Casa Lupa was much more than we expected. The pictures do not capture the beauty of the location and the great scenery. We especially liked the large outdoor seating and...
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    About this property
    When you arrive at Casa Lupa, the big, magic panorama of blue Magens Bay unfolds before you - a riveting and dramatic ocean view. This new four-bedroom villa overlooks the expanse of the Bay from its location just above the shoreline. A staircase flanked by palm trees takes you down to the main...
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    North Side, St. Thomas 00802
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    2 Bedrooms, Sleeps 4Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Jaw-dropping views! Luxurious Lenon Haus is an amazingly elegant 2-bedroom, 2-bath masonry villa with a brand new lagoon-style pool and a million dollar ocean view, overlooking world-renowned Magen's Bay. You're just minutes away from Magen's Bay Beach, listed by TripAdvisor as one of the top 10...
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    North Side, St. Thomas 00802
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, Sleeps 10Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Edge of Paradise villa offers the ultimate seclusion within nature's hideaway. Lush island flora embrace this gated, 4-bedroom private waterfront estate, set just above a perfect little beach on Magens Bay, on the northern shore of St. Thomas. Add to this the live reefs just beyond the beach, where...
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    North Side, St. Thomas 00802
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    2 Reviews
    5 Bedrooms, Sleeps 12Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 10 March 2015
    We stayed here Feb 28 to March 7, 2015 as a group of four adult couples. We had an absolutely amazing vacation. The house is amazing and the view is stunning. Richard and...
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    About this property
    This luxurious 7800 square foot 5 bedroom multi-level rental villa is located on a hillside plateau overlooking the historic port of Charlotte Amalie, St. Thomas, U.S. Virgin Islands. Its southern exposure is perfectly situated to capture the cool tropical breezes, Caribbean sun and breathtaking...
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    North Side, St. Thomas 00802
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    Amenities & Details
    • Waterfront
    • Patio
    • Private Outdoor Pool (Unheated)
    • Parking
    • Balcony
    • Grill
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    VILLA MARTI HIGHLIGHTS: • Spacious terrace with views of the ocean and Charlotte Amalie. • Private Pool and pool deck built into hillside • Beautiful gardens and landscaping • Two master suites • Completely separate apartment with full kitchen and 3rd bedroom suite •Ten minutes to Magens Bay beach,...
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    North Side, St. Thomas 00802
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, Sleeps 10Quick View
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    Amenities & Details
    • Waterfront
    • Hot Tub
    • DVD Player
    • Satellite TV
    • Ocean Views
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our spectacular Cannon Cliffs Villa is available for your next escape to paradise. The Villa is located on the tranquil North Side of St. Thomas on Peterborg Peninsula. Although the area is a simple twenty minute drive from Cyril King Airport, it seems worlds away from the hustle and bustle of...
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    Location Information
    North Side, St. Thomas 00802
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    4 Bedrooms, Sleeps 12Quick View
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    Amenities & Details
    • Patio
    • Washer
    • Ocean Views
    • Satellite TV
    • DVD Player
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    COMMON QUESTIONS: 1. How many beds are there? Answer: 3 queens, 3 twins, 1 full size crib, 2 pack and plays. If you have more than 9 you can bring blow up mattresses if you would like and there are large cushions on the outside lounge chairs that can be brought in for little ones to sleep on...
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    Location Information
    North Side, St. Thomas 00802
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    10 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    Amenities & Details
    • Ocean Views
    • Grill
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good of 5 bubbles
    Reviewed 15 September 2015
    The well-maintained property is located high on the St Peter Mountain. The view from the wrap around deck and the swimming pool area is absolutely breathtaking. The house has...
    Excellent of 5 bubbles
    Reviewed 5 December 2014
    My husband and I took our niece for her 16th birthday and the villa exceeded our expectations. The separate downstairs room with its own bathroom and balcony afforded our niece...
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    About this property
    Romantic, Very Private Villa Perched High on St Peter Mountain on the Lush Northside of St. Thomas. TreeTops offers beautiful ocean vistas that are among the very best that the island has to offer. TreeTops overlooks Magen's Bay, The Atlantic Ocean, The British Virgin Islands and many other...
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    Location Information
    North Side, St. Thomas
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    5 Bedrooms, Sleeps 14Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Delfina is an ultra-luxury estate located in the exclusive Peter Bay gated community. Enjoy the stunning panoramic turquoise-blue ocean views and the views of the National Park lands and the nearby British Virgin Islands. Delfina is one of the few exclusive homes with private beach access nestled...
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    Location Information
    North Side, St. Thomas 00830
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 14
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    3 Bedrooms, Sleeps 6Quick View
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    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Hot Tub
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoying a lofty location just a couple minutes' drive from famous Magens Bay Beach, Villa Gardenia is one of our most beautiful villas. Serpentine garden planters flank Villa Gardenia's entry gate. The garden courtyard, graced with a trickling fountain filled with tropical fish, a 1500-square foot...
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    North Side, St. Thomas 00802
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, Sleeps 4Quick View
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    Amenities & Details
    • Wi-Fi
    • Grill
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoying a lofty location just a couple minutes' drive from famous Magens Bay Beach, Villa Gardenia is one of our most beautiful villas. Serpentine garden planters flank Villa Gardenia's entry gate. The garden courtyard, graced with a trickling fountain filled with tropical fish, a 1500-square foot...
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    Location Information
    North Side, St. Thomas 00802
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    1 Bedroom, Sleeps 2Quick View
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    Amenities & Details
    • Grill
    • Hot Tub
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoying a lofty location just a couple minutes' drive from famous Magens Bay Beach, Villa Gardenia is one of our most beautiful villas. Serpentine garden planters flank Villa Gardenia's entry gate. The garden courtyard, graced with a trickling fountain filled with tropical fish, a 1500-square foot...
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    Location Information
    North Side, St. Thomas 00802
    Holiday Rental House - 1 Bedroom, 3 Bathrooms, Sleeps 2
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    3 Bedrooms, Sleeps 6Quick View
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    Amenities & Details
    • Wi-Fi
    • Washer
    • Hot Tub
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Waterfront
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located on a breezy knoll just a couple minutes drive from famous Magens Bay Beach, Villa Gardenia is one of our most beautifully finished and decorated villas. Serpentine garden planters flank Villa Gardenia's entry gate. The garden courtyard, graced with a trickling fountain filled with tropical...
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    Location Information
    North Side, St. Thomas 00802
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Amenities & Details
    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Washer
    • Waterfront
    • Satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Luxurious Pallina is beautifully furnished and landscaped, and looks out over magnificent Magens Bay and beyond to its mile long white sand beach. Pallina's fully air conditioned main level is comprised of a spacious airy Great Room with high ceilings, a dining area, a well equipped and...
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    North Side, St. Thomas 00802
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    1 Review
    5 Bedrooms, Sleeps 10Quick View
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    Amenities & Details
    • Internet Access
    • Patio
    • Washer
    • Hot Tub
    • DVD Player
    • Satellite TV
    • Waterfront
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 27 December 2014
    The Beach House was just like the photos we saw and more. House and location is beautiful. Our private pocket beach was bigger than expected and plenty of room for our family of...
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    About this property
    The beach house is a unique property on st. Thomas. If privacy is what you're looking for the beach house is the place for you. This magnificent property is located 40 feet above sea level, on three acres with 700 feet of shoreline where a wooden stairway leads you to a small, completely secluded...
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    Location Information
    North Side, St. Thomas 00802
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Reviews
    3 Bedrooms, Sleeps 8Quick View
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    Amenities & Details
    • DVD Player
    • Washer
    • Satellite TV
    • Internet Access
    • Ocean Views
    • Grill
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 3 days ago
    We have visited a few of the islands over the past couple of years, St Lucia being our go to until now. Fairwinds in St Thomas provided a perfect spot to enjoy amazing views...
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    About this property
    Exclusive spacious hilltop villa offers breathtaking views of the aquamarine Caribbean from Puerto Rico to St John and the BVI's. Enjoy warm sun or cool shade any time of day from Fairwinds expansive decks, a perfect wedding site. All 3 bedroom suites feature large baths and private balconies with...
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    Location Information
    North Side, St. Thomas
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Amenities & Details
    • Parking
    • Grill
    • Satellite TV
    • Air Conditioning
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Blue Fin Villa is a modern luxury villa located in Peterborg neighborhood of St. Thomas overlooking Magens Bay, one of the world's most beautiful beaches. Just 5 minutes drive by car to Magens Bay you can enjoy the day on the beach and the private pool back at the villa. The villa has 3 bedrooms...
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    Location Information
    North Side, St. Thomas
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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