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Cruz Bay Holiday Vacation with Pools

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    Travellers to Cruz Bay are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    185 Matching Rentals in Cruz BayView all 239 rentals
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    Petit Tre'sor: Best Value in the Caribbean1 / 31
    (16)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    Starvilla--Walk to Cruz Bay!1 / 16
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Honeymn/Romantic Private Suite w Ocean View & Pool1 / 26
    (39)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Coconuts: Panoramic ocean views and sunsets1 / 24
    (6)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Washer
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Ocean Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 30, 2018
    Nice location on top of the hill which helps keep the outdoor living areas cool and enjoyable. We stayed for 7 days and had a wonderful time, only one very small issue. 5...
    Reviewed December 27, 2016
    My husband and our children rented Coconuts the second week in December. The house was beautiful and the outdoor living area was a definite hit with our teens; 2 seventeen...
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    About this property
    Located on Gifft Hill, 750 feet above sea level, Coconuts features a unique combination of panoramic ocean views, spectacular sunsets, extensive outdoor living and dining areas, and numerous high-end amenities. The ocean views are among the finest on St. John, and include up to twenty islands,...
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    Cruz Bay, St. John 00830
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    St. John, USVI,  Blue Agave Villa, 4 bedroom, UNDAMAGED by Irma, sea view, pool!1 / 25
    (17)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Washer
    • Air Conditioning
    • Grill
    • Private Outdoor Pool (Heated)
    • Patio
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 6, 2017
    We had four couples stay at Blue Agave in July for a week. We had a wonderful time. The house is very comfortable with a nice, well equipped kitchen, living room, king bed and...
    Reviewed December 12, 2016
    This was our second stay at Blue Agave and we were just as happy as the first time! The property is gorgeous and the owners are wonderful to work with! We cannot wait to return!
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    About this property
    Desirable Chocolate Hole huge lot with panoramic ocean views and sea breezes. In the category of the ocean view villas on St John, Blue Agave Villa has location, location, location! http://youtu.be/Bfudyj3c2LE is a utube video made by a drone flying over our villa. A fabulous fact is that...
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    Cruz Bay, St. John 00830
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 9
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    Undamaged beautiful views at Villa Catalina1 / 14
    (10)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Waterfront
    • Ocean Views
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 24, 2017
    We were at Villa Catalina for a week in May 2017. A lovely home with ocean views - everything needed was there for a wonderful week. The porches were perfect for relaxing and...
    Reviewed April 18, 2017
    Villa Catalina is an amazing house at an incredible island. We got it recommended by another friend of us that stayed there the previous year ....but his great description was...
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    About this property
    Nestled in an exclusive neighbourhood, this beautiful home offers comfort and privacy. Located in the hills above Chocolate Hole Bay, on the west side of St John, Catalina provides amazing views that includes St Croix, Rendezvous Bay, Hart Bay and Chocolate Hole. The town of Cruz Bay, center of...
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    Cruz Bay, St. John 00831
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Amazing Ocean views at Villa Mar de Amores1 / 25
    (17)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Ocean Views
    • Air Conditioning
    • Wi-Fi
    • Waterfront
    • Mountain Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 9, 2017
    Villa Mar De Amores was everything we could ask for and so much more!! From start to finish the experience was PERFECT. The owner, Claudia, was extremely easy to work with and...
    Reviewed January 8, 2017
    We stayed at Villa Mar de Amores for a week over the New Year holiday. The location is perfect - a short 10 minute drive to Cruz Bay, grocery stores and north shore beaches...
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    About this property
    Amazing ocean views from every room at Villa Mar de Amores. Enjoy the Caribbean breezes at this spectacular family house at the top of Rock Ridge Road, in Chocolate Hole North; only 5 minutes away from town and shops. 3 bedrooms, 2 bathrooms, pool and a marvelous balcony where you can enjoy the...
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    Cruz Bay, St. John 00831
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Cruz Bay Luxury Studio Apt.~  A+ View1 / 17
    (5)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 19, 2018
    We took the ferry from St. Tomas and Christie was there waiting to pick us up. She took us up to the condo she had rented us and gave us a tour of the place and also invited us...
    Reviewed March 24, 2018
    The studio apartment was a great base for our week on island. We were just a quick drive to all our favorite restaurants and beaches.
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    About this property
    Welcome! Our luxurious studio apartment in the Sirenusa resort accommodates 2 people. It is but 1 mile from the ferry dock in a luxurious gated community that overlooks Cruz Bay and St. Thomas with gorgeous sunsets. There is a club pool for your enjoyment as well as a club house with a pool...
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    Cruz Bay, St. John 00831
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Pisa1 / 25
    (7)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Air Conditioning
    • Grill
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 17, 2017
    We very much enjoyed Villa Pisa. Our family of 4 found the floor plan to be perfect. We have two teens who used the two rooms on one end while the wife and I took the master...
    Reviewed August 8, 2016
    My husband and were engaged and married on St John in 2008. We bought and business and lived on St Thomas for 5 years after that. We have had the pleasure of staying at many...
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    About this property
    Pisa Villa Pisa is a spacious 3 bedroom, 3.5 bathroom (with private pool) property with marble and wood finishings featuring huge windows that encase a live artistic installation; that of the Caribbean’s turquoise waters against a backdrop of jagged islands.The views are brilliant by day,...
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    Cruz Bay, St. John 00830
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Palm Vista: 1 of the Top 10 Villa Views in World! Hurricane Repairs r completed.1 / 24
    (42)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Washer
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Ocean Views
    • Air Conditioning
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 17, 2017
    Palm Vista is an amazing place to spend your vacation on St John Island. The views are breathtaking, the house is exceptionally clean and beautifully decorated. We cooked in a...
    Reviewed July 11, 2017
    My husband and I along with our two teenagers (17 & 19) stayed at palm Vista in July 2017. Let me first say that the pictures of the view don't begin to do it justice. I woke...
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    About this property
    Luxury Retreats International has rated Palm Vista as one of the top 10 villa views in the world! You may have seem the villa on HGTV as scenes for their show 'Caribbean Life' were filmed at Palm Vista. After the hurricanes the villa was repainted and refurbished with new cushions for the couch...
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    Location Information
    Cruz Bay, St. John 00830
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Island Rider: Luxury Villa with Amazing Views! Pool and Hot Tub!1 / 21
    (5)Very good
    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Washer
    • Housekeeping Included
    • Private Outdoor Pool (Unheated)
    • Ocean Views
    • Hot Tub
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 2, 2017
    It is hard to believe that this rental was even more amazing than all of the online pictures! The house was immaculate and more well-appointed than any house rental we have...
    Reviewed March 5, 2017
    Island Rider is a great house which is conveniently located on the island. I would highly recommend this house to anyone.
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    About this property
    Located in the exclusive enclave of Point Rendezvous on the south shore of St. John, Island Rider is a fully renovated villa that sits upon the open breezy hillside above Klein Bay with sprawling verandas that overlook the gentle curves of Rendezvous Bay and Ditliff Point. This beautifully...
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    Cruz Bay, St. John 00830
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 8
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    Monza1 / 21
    (8)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Grill
    • Air Conditioning
    • Washer
    • Internet Access
    • Cable/satellite TV
    • Balcony
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 27, 2017
    This was an excellent place to stay. The facility was in super nice shape. Very nice clubhouse area. Close to all of the eateries. Short drive to most of the famous beaches...
    Reviewed November 16, 2016
    We were in St. John for about a week to attend a wedding of one of our friends and comfortably slept 3 couples in the Villa. We rented a Jeep to get to and from town (which is...
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    About this property
    Monza Villa Monza is a spacious 3-bedroom, 3.5 bathroom property with marble and wood finishings featuring huge windows that encase a live artistic installation; that of the Caribbean’s turquoise waters against a backdrop of jagged islands. The views are brilliant by day, shimmering by night....
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    Cruz Bay, St. John 00830
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Hot Tub
    • Children's Pool
    • Cable/satellite TV
    • Mountain Views
    • Air Conditioning
    • DVD Player
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    NOW ACCEPTING RESERVATIONS FOR 2019. THE WESTIN ST. JOHN 3BR POOL VILLAS ARE TIMESHARE PROPERTIES OWNED FOR SPECIFIC WEEKS. WE OWN 4 WEEKS. OUR VILLA IS AVAILABLE ONLY THESE 2017 WEEKS! Rental availability below as of July 12, 2018 Week 30: 07/28/19 to 08/04/19 $ 4,999 Week 31: 08/04/19 to...
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    Cruz Bay, St. John 00831
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Milan1 / 20
    (2)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • Internet Access
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 6, 2016
    Milan is the place to stay! We stayed for eight nights and we really enjoyed the property. The inside is decorated beautifully and just feels so luxurious. Nicole arranged...
    Reviewed January 28, 2016
    The villa is the perfect getaway for the city dweller, a complete oasis. Perfectly perched over Cruz Bay, The property offers a magnificent view from every vantage point of the...
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    About this property
    Milan Villa Milan is a spacious 2-bedroom property with marble and wood finishings featuring huge windows that encase a live artistic installation; that of the Caribbean’s turquoise waters against a backdrop of jagged islands. The views are brilliant by day, shimmering by night. Located just...
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    Cruz Bay, St. John 00830
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Casa Coram Deo: Luxury Beach Front!1 / 22
    (18)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Washer
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Waterfront
    • Patio
    • DVD Player
    • Ocean Views
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Beautiful home on Great Cruz Bay. We had a great time with family and friends. There's lots of room to enjoy socializing, or you can get away for some private time in the roomy...
    Reviewed April 18, 2018
    We have been renting villas all over the Caribbean and this was without a doubt one of the prettiest views we’ve ever had. We reserved this villa back in May 2017 pre...
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    About this property
    Casa Coram Deo is a brand new luxury beach front, five bedroom villa located in an exclusive gated estate in Great Cruz Bay, just minutes from Cruz Bay and the world famous North Shore beaches. Perfect for families and large groups, this beautifully decorated, fully appointed, and entirely air...
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    Location Information
    Cruz Bay, St. John 00830
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Jazz Villa enjoys a quiet hillside location in Chocolate Hole on the west end of St. John. The south and west facing orientation provides beautiful 180-degree views that include St. Croix, Hart Bay, Chocolate Hole Harbor, St Thomas, romantic Caribbean sunsets, and the twinkling lights of distant...
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    Location Information
    Cruz Bay, St. John 00830
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    WOW !!!! 5 MINUTE WALK TO TOWN- GREAT VIEW OF BAY1 / 22
    (7)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • DVD Player
    • Grill
    • Patio
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 16, 2017
    Had a return stay at Sea Grape in March. We love staying here, as it is always a wonderful vacation getaway for us. The condo is beautifully decorated, very comfortable, fully...
    Reviewed May 1, 2017
    Residence is very nice, well kept. Living room and kitchen and porch are very small ,especially for 4 adults. Bedrooms were fine. Alll 3 window a/cs worked well. Kitchen is well...
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    About this property
    Great view of Cruz Bay! 5 minute walk to downtown. Beautifully decorated, Seagrape is your place to stay in St. John. You will enjoy our newly remodeled kitchen and bathroom, and relax in our comfortable living room stocked with TV, air conditioning, VCR/DVD, WiFi, books and CD's. Relax in our...
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    Cruz Bay, St. John 00830
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Blue Tang: Spectacular Sunset Views!1 / 12
    (36)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 9, 2015
    Stayed here with another couple for 9 glorious nights. The view off the porch is amazing and changes from day to night with the Great Cruz Bay harbor in your front yard. The...
    Reviewed June 30, 2014
    I stayed for a week at The Villa while vacationing on St John and can't wait to go back again for another trip. The house is perfect! The view is amazing, the house is...
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    About this property
    Located in Great Cruz Bay, which is desirable for its spectacular sunset views of St. Thomas, Blue Tang is a beautiful island home offering privacy and comfort. Whether you're enjoying a meal together on the covered decks, taking a break in the shaded outdoor sitting area or relaxing on the lounge...
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    Location Information
    Cruz Bay, St. John 00830
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Undamaged and with Power Villa Catalina1 / 21
    (3)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Washer
    • Ocean Views
    • Cable/satellite TV
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 27, 2018
    The villa was exactly as advertised. Well appointed. Beautiful large bedrooms with great views. Nice deck with an excellent view as well. And the rare easy driveway to navigate...
    Reviewed October 14, 2016
    We had a wonderful time staying at Villa Catalina. The villa was very beautiful and spacious. It was high enough on the mountain to enjoy amazing vistas and yet, less than 10...
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    About this property
    Nestled in an exclusive neighbourhood, this beautiful home offers comfort and privacy. Located in the hills above Chocolate Hole Bay, on the west side of St John, Catalina provides amazing views that includes St Croix, Rendezvous Bay, Hart Bay and Chocolate Hole. The town of Cruz Bay, center of...
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    Location Information
    Cruz Bay, St. John 00830
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Vista Caribe: Sunset Views All Year! Full AC! Amazing Pool!1 / 18
    (15)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Ocean Views
    • DVD Player
    • Grill
    • Housekeeping Included
    • Patio
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 6, 2017
    My wife and I stayed at this house with my young children and another family with a couple young children and we were all thrilled with Vista Caribe. Have stayed at several...
    Reviewed May 5, 2015
    A great house. Everything you could hope for. Fantastic views. Great layout. Nice pools. Only change needed to make it perfect. Please do something about the bed in the guest...
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    About this property
    One sunset seen from the sweeping decks of Vista Caribe and you’ll be head over heels. This luxurious island home is the ideal choice if you’re a fan of privacy, comfort, and incomparable Caribbean vistas. In addition to a beautifully appointed great room, expansive modern kitchen, and a laundry...
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    Location Information
    Cruz Bay, St. John 00830
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Virgin Seabreeze is located on the edge of the National Park in Reef Bay. The road to Reef Bay ends about a quarter mile beyond your villa (the last house on the road is Cocolobo), and with almost no vehicular traffic and great natural beauty, this villa setting is exceptionally peaceful, pristine...
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    Location Information
    Cruz Bay, St. John 00830
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Sea's Edge: Waterfront Location! Breathtaking Views!1 / 22
    (4)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Patio
    • Waterfront
    • Ocean Views
    • Housekeeping Included
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Wow! Words can't describe this amazing villa. This villa sustained damage from the hurricanes but you could not tell when we arrived on June 18th. Perfect for groups or large...
    Reviewed 4 weeks ago
    I can’t say enough about this villa there isn’t much out there about it because it hasn’t been available for very long but I just returned from there and all i can say is don’t...
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    About this property
    The view across St. John's south shore is breathtaking, and during your stay in Sea’s Edge you won't miss a second of it. Sea’s Edge sits on a cliff side point 60 feet above Rendezvous Bay, surrounded by water on three sides. With beautiful island-inspired architecture, charming indoor and outdoor...
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    Location Information
    Cruz Bay, St. John 00830
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Carnival Beach House is one of four homes located on the pebble/sand beach in Klein Bay. Klein Bay is a small, well-protected cove that is part of Rendezvous Bay on St. John’s sunny south shore. There are no hotels, condos or B & B’s in Klein Bay; there’s only a few luxury vacation villas. The dead...
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    Location Information
    Cruz Bay, St. John 00830
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Reefside Villa: Large 5 Bedroom with Full AC and Private Beach!1 / 24
    (2)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • DVD Player
    • Washer
    • Patio
    • Waterfront
    • Air Conditioning
    • Housekeeping Included
    • Ocean Views
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 4, 2017
    We stayed at Reefside villa in feb 2017. Our group was four adult couples and two teenagers. The layout of reefside was such that we all had beautiful rooms, private baths and...
    Reviewed August 29, 2016
    This Villa was exactly what we hoped for and the private beach is awesome!!! The Catered To team were so nice and amazing to work with!! We will definitely be back!!
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    About this property
    Set on a private sand beach in Chocolate Hole on St. John's south shore, Reefside Villa boasts a wonderfully spacious floor plan and a downright glorious pool area. With an large scalloped pool, plush bar pavilion, and 180-degree views of the Caribbean Sea, the terrace is ideal for evening soirees...
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    Location Information
    Cruz Bay, St. John 00830
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    HUGE SALE! Heavenly Hibiscus views! FALL PRICE DROP!! Amazing views and a pool!1 / 14
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Wi-Fi
    • Washer
    • DVD Player
    • Ocean Views
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 1, 2017
    Serendip is a great place to stay and is very close to town. Brian and Trina are awesome and were extremely helpful throughout our stay. We'll be back soon!
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    About this property
    Hibiscus is a one-bedroom unit at Serendip Vacation Condos, a small 10-unit complex. The large veranda is furnished with a dining table for four and sun loungers. Gorgeous expansive water views capture spectacular nightly sunsets over Pillsbury Sound & St. Thomas. Hibiscus sleeps four and provides...
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    Location Information
    Cruz Bay, St. John 00831
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is an exceptionally private, romantic and picturesque spot high atop the hill that towers over Reef Bay. The magnificent 320 degree views are one of the finest examples of a pristine coastal landscape to be found anywhere in the Virgin Islands. The views include virgin rain forests and...
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    Cruz Bay, St. John 00830
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Waterfront
    • Mountain Views
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly remodeled 1 bedroom apartment with 1 bath. The bath includes an oversized tile shower with island decor. King bed and queen size pullout couch. The apartment is very large and approximately 1,000 square feet in and out with a screened in porch. Beautiful ocean views as well as the view of...
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    Cruz Bay, St. John 00830
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Villa Hibiscus1 / 31
    (1)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 13, 2017
    This was our 8th trip to St John and our first time staying at Villa Hibiscus. Cimmaron St John were wonderful to work with booking the villa, meeting us at the Star Fish market...
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    About this property
    Contact us for 25% off stays from 8/21/18 - 10/21/18 Set amongst lush, tropical landscaping, Villa Hibiscus is a luxurious, fully air conditioned 3 bedroom, 3.5 bath villa located high above sea level in the upscale, gated community of Virgin Grand Estates.  The large and comfortable great room...
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    Cruz Bay, St. John 00830
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Spectacular Sunsets & Ocean Views Remodeled Villa1 / 150
    (12)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Wi-Fi
    • Ocean Views
    • Washer
    • Air Conditioning
    • Grill
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 23, 2016
    We booked this villa for our honeymoon and it was our first visit to St. John. The photos are accurate, although it is difficult to capture such beauty in a photo. The view is...
    Reviewed October 21, 2015
    We booked a 2 weeks stay at Heavenly Villas and the entire experience was top notch. After booking, the owner and management company were very gracious and communicated with me...
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    About this property
    HEAVENLY VILLAS, is a private, stand-alone, newly remodeled villa with spectacular views. It is part of a 13 unit development with just a 3 minute drive to Cruz Bay's ferry dock. Enjoy amazing sunsets nightly with 180 degree of ocean views. Watch the sailboats and cruise ships slip by and enjoy...
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    Cruz Bay, St. John 00830
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Modena1 / 20
    (2)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Balcony
    • Cable/satellite TV
    • Washer
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 9, 2016
    Modena at Sirenusa was amazing. We had such a wonderful time and Leann was so helpful. If you are thinking about visiting St. John this is definitely one of the best places...
    Reviewed February 12, 2016
    Planned a last minute trip to St. John and so happy we stayed at Villa Modena in Sirenusa. The villa has excellent finishes, is very comfortable, spacious and laid out perfect...
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    About this property
    Modena Villa Modena is a 4 bedroom 3.5 bathroom property with marble and wood finishings featuring huge windows that encase a live artistic installation; that of the Caribbean’s turquoise waters against a backdrop of jagged islands. The views are brilliant by day, shimmering by night. Located just...
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    Cruz Bay, St. John 00830
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Dolphin Run overlooks Hart Bay on the Bovocoap Peninsula, a body of land that juts south into the Caribbean to separate Hart Bay from the harbor at Chocolate Hole. Dolphin was built in 1992 and the owners were fortunately able to purchase one of the best lots on the peninsula. Dolphin was built...
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    Location Information
    Cruz Bay, St. John 00830
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Patio
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Delta is a one-bedroom unit at Serendip Vacation Condos, a small 10-unit complex. Enjoy the fabulous, expansive view from Delta in the perfect space for reconnecting with loved ones. The large veranda is furnished with cushioned furniture including two loungers, a wicker set and dining for four....
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    Location Information
    Cruz Bay, St. John 00831
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Le Lapin is located in Hart Bay on the top of the largest hill separating Hart Bay from Chocolate Hole. Le Lapin sits above the beach at Hart Bay in a private and very quiet spot with outstanding 300-degree views, including magnificent sunrises and sunsets. This is the highest elevation of any of...
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    Location Information
    Cruz Bay, St. John 00830
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Orchid Villa is located on a dead end road in the exclusive and quiet cove called Klein Bay. Klein Bay is a small neighborhood of luxury homes located in the eastern corner of the larger bay known as Rendezvous Bay, on St. John’s southern coast. As of January 2015, only about half the lots in Klein...
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    Location Information
    Cruz Bay, St. John 00830
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Poi Pu St John Villa - great views & total privacy1 / 23
    (6)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Mountain Views
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 12, 2011
    We went in June for our Honeymoon, the house and owners are great! The property management company was awesome and we had a fantastic time! If you're looking for the huge resort...
    Reviewed February 12, 2011
    Our family of 5 stayed for a week at Poi Pu. It's a very comfortable place with great views. The home is a bit dated but it has everything you need. The "pool" was...
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    About this property
    Located in Chocolate Hole, with a Southern view of the Caribbean Sea, POI PU is ideal for the family or couples traveling together. The secluded location surrounded by beautiful tropical flower gardens lets you enjoy a very private vacation. POI PU is located just 5 minutes from the town of Cruz...
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    Location Information
    Cruz Bay, St. John 00831
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ami La Vita: Views of Rendezvous Bay! Sun All Day!1 / 26
    (3)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Balcony
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Grill
    • Patio
    • Housekeeping Included
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 26, 2017
    I have had the pleasure of staying twice in the last six months. Returning again next month with my kids. The layout is great for multi generations. Lot so far room to gather or...
    Reviewed April 20, 2017
    The name translated to Love Life suits this villa perfectly, capturing the reason for traveling to a remote location with luxury accommodations. The views are stunning as are...
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    About this property
    Posh, spacious and ideally situated, Ami La Vita will redefine your idea of the ultimate Caribbean vacation. Located in an exclusive residential enclave above Klein Bay, Ami La Vita is only a short walk from a private pebble beach, perfect for a morning swim or afternoon snorkel. Plus, just a few...
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    Location Information
    Cruz Bay, St. John 00830
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Beach Garden: Luxury Waterfront Living! Pool & Hot Tub! Full AC!1 / 18
    (9)Very good
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Housekeeping Included
    • Hot Tub
    • Waterfront
    • Washer
    • Private Outdoor Pool (Unheated)
    • Ocean Views
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 25, 2016
    This beautifully appointed home, inside and out, is fabulous. The pictures you see fully represent the home you will inhabit. The views are stunning both inside and out. In...
    Reviewed August 25, 2016
    Beach Garden comfortably accommodated our party of six adults. Location is quiet yet still close to town and plenty of parking. We really enjoyed the water front location and...
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    About this property
    Located in the mouth of Chocolate Hole Bay, in a secluded neighborhood just outside of Cruz Bay, Beach Garden makes a perfect jumping off point for exploring St. John. And for days when you’re more in the mood to put your feet up than go out on adventures, this villa is definitely the place to...
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    Location Information
    Cruz Bay, St. John 00830
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Bliss Cruz Views 1: near NP Beaches; Amazing Sea/Sunset Views, A/C, private1 / 38
    (25)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Ocean Views
    • DVD Player
    • Mountain Views
    • Cable/satellite TV
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 3, 2016
    As a former St. Thomas resident returning to the islands for vacation, I knew that St. John would be the perfect relaxing retreat. Since my boyfriend, his parents & I had been...
    Reviewed February 26, 2016
    My husband and I, along with our college-bound twins, wanted to spend a fun time together making new memories. Staying at "Bliss" added to the fun and relaxed time for a...
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    About this property
    Bliss, Cruz Views #1, is a well-stocked, spacious St. John USVI Penthouse Condo vacation rental offering luxurious comfort at affordable prices. Great views: Sensational Sunsets, Sailboats Skimming along Pillsbury Sound, Many Islands and Cays Nestled in the Clear Turquoise Caribbean Sea,...
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    Location Information
    Cruz Bay, St. John 00830
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    To get to One Particular Harbour you drive from Cruz Bay to Coral Bay (Coral Bay – Western hillside), and then make a steep climb (about 900 feet) almost to the top of the mountain ridge that towers over Coral Bay Harbor. Once you reach your villa you will immediately turn to the east, utter the...
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    Location Information
    Cruz Bay, St. John 00830
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Blue Coral Condo1 / 26
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 9, 2018
    Well appointed condo convenient to Cruz Bay. If you don’t mind hills, a short walk to Cruz Bay and an even shorter walk to Ocean 362 restaurant at Gallows Point Resort.. If you...
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    About this property
    Blue Coral is a very popular 3 bedroom, 3 bath with central air conditioning vacation rental condo offering first class accommodations and convenient location! From its penthouse location in the small quiet, 6 unit Palm Terrace Villas complex, Blue Coral is just a short walk from the many options...
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    Location Information
    Cruz Bay, St. John 830
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    The Cottage Condo1 / 21
    (12)Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 25, 2017
    The Cottage was perfect for us - comfortable, clean, lovely furnishings with amazing views of beautiful Cruz Bay. Cimarron St. John staff are very accommodating and made sure we...
    Reviewed December 12, 2015
    Robin and David were wonderful Hosts. They couldn't do enough for me.I would highly recommend the Cottage at Battery Hill to anyone that would be visiting St. John.I only...
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    About this property
    Low Season rates in effect for stays prior to December 19, 2018   The Cottage at Battery Hill Condos is an intimate, recently renovated queen studio cottage perched on the hillside overlooking Cruz Bay Harbor. Perched on the hillside overlooking Cruz Bay Harbor, The Cottage is conveniently located...
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    Location Information
    Cruz Bay, St. John 830
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Ardisia: Brand New Luxury Waterfront Villa!1 / 27
    (2)Excellent
    5 Bedrooms, 7 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Air Conditioning
    • Waterfront
    • Ocean Views
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Housekeeping Included
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 3, 2017
    We had an amazing time at Ardisia. The waterfront location overlooking Great Cruz bay, with view to St Thomas made it hard to not take a photo every single time we looked...
    Reviewed January 4, 2017
    We spent a week 12/27/16 - 1/2/17 at this Villa. It is spectacular. Spacious and luxurious as advertised. Every room has a view of the water. People of all ages (children...
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    About this property
    Named after one of St. John’s native plant species, Ardisia is a stunning brand new five-bedroom beachfront villa. Located in Great Cruz Bay, and just a short drive from the world famous North Shore beaches, Ardisia represents one of the finest examples of luxury living in the Virgin Islands.Ideal...
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    Location Information
    Cruz Bay, St. John 00830
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 10
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    Sunset Ridge Villa E1 / 30
    (3)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sunset Ridge Villa E is a deluxe level 2 bedroom, 2 1/2 bath townhouse villa offering approximately 1800 s.f. of combined living space. Villa A features a secure, street level entrance through lush tropical gardens opening to a private courtyard with dramatic and panoramic ocean views. The...
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    Location Information
    Cruz Bay, St. John 830
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean Pearl was completed in 1999, and like its nearly identical next door neighbor, Aqua Gem, it is located just above the Westin Resort, overlooking the turquoise waters of Great Cruz Bay. The house faces south-southwest and gets poolside sun all day. The picturesque view includes the islands of...
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    Location Information
    Cruz Bay, St. John 00830
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Ocean Views
    • Washer
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A clean, classic tropical décor gives Bravo the ideal ambiance for an island getaway. Bravo is a one-bedroom unit at Serendip Vacation Condos, a small 10-unit complex. Ground entry level with just one step down enables ease in loading for families with children or guests with impaired mobility....
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    Location Information
    Cruz Bay, St. John 00831
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Belle Mer Villa1 / 55
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Waterfront
    • Private Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 27, 2015
    Working through Cimmaron St John for the house and activities was truly a contributor to our overall great family vacation. They are w/out a doubt very customer focused. We...
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    About this property
    Low Season rates in effect for stays prior to December 19, 2018. Belle Mer Villa is a luxury vacation rental villa located beach front on Klein Bay along St. John's south shore. Direct access to the beach and Klein Bay is via a gated, private pathway from the pool deck across the landscaped back...
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    Location Information
    Cruz Bay, St. John 00830
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Mountain Views
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Condo, 2 Bedrooms, 2 Baths, (sleeps 4, possibly 5), walk-to-town location Tropical Breeze Villa was virtually undamaged by hurricanes Irma and Maria, and is the largest unit at Battery Hill--an elegantly cozy 9-unit condominium complex on the crest of a hill overlooking Grande Bay and quaint Cruz...
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    Location Information
    Cruz Bay, St. John 00831
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ciellodonna enjoys a peaceful and quiet location with picture postcard views of Chocolate Hole Harbor. Ciellodonna sits on the same side of the harbor as its neighboring villa, Reefside Villa. The house faces east – southeast and is blessed with all day sun, gentle cooling breezes and lovely views...
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    Location Information
    Cruz Bay, St. John 00830
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 12
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Rainbow's End, is a deluxe 2 bedroom condo with pool located in the upscale Battery Hill Condominium Complex in Cruz Bay.  Battery Hill Condos are considered to be one of St John's more desirable addresses for in-town tropical vacation living. Overlooking Cruz Bay Harbor and Pillsbury Sound,...
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    Location Information
    Cruz Bay, St. John 830
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Colorful, whimsical furnishings and great attention to detail ensure that Fiesta not only lives up to its name, but also offers you an exceptionally comfortable stay. Fiesta is a one-bedroom unit at Serendip Vacation Condos, a small 10-unit complex. Ground level entry with just one step down...
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    Location Information
    Cruz Bay, St. John 00831
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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