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Holiday Rentals with Pools in Cruz Bay

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    Travellers to Cruz Bay are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    186 Matching Rentals in Cruz BayView all 240 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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    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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    Cruz Bay Luxury Studio Apt.~  A+ View1 / 17
    (5)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Undamaged beautiful views at Villa Catalina1 / 28
    (10)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • 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 24 May 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 18 April 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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    00831, Cruz Bay, St. John
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Honeymn/Romantic Private Suite w Ocean View & Pool1 / 52
    (39)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Patio
    • Shared Outdoor Pool (Unheated)
    • Ocean Views
    • Wi-Fi
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 August 2017
    My husband and I had the pleasure of celebrating our 10th anniversary in St John. We stayed in Michael's guest suite, Little Palm. Our experience exceed our high hopes. Our...
    Reviewed 13 July 2017
    This place is amazing. My only regret for posting this is that it may get too popular and not be available when I want to rent it again
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    About this property
    Little Palm Guest Suite, located in a quaint island stone cottage, is the perfect romantic getaway. I'm proud that this property has received Trip Advisor's 'Excellence' Badge and 'Top Vacation Rental' award. You may have seen Little Palm Guest Suite on HGTV as they filmed scenes for the show...
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    00830, Cruz Bay, St. John
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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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 16 May 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 1 May 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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    00830, Cruz Bay, St. John
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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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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    Amenities & Details
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Parking
    • Wi-Fi
    • Private Garden
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 February 2018
    The location is wonderful, just a short walk to Cruz Bay. Marlene and Bob are the best hosts. They will pick you up upon arrival and deliver you back to the dock at the end of...
    Reviewed 7 July 2017
    My friends and I booked this villa end of March through the beginning of April. Rooms were spacious and the balcony provided a great view. The kitchen is full service and great...
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    About this property
    Starvilla is conveniently located in walking distance to Cruz Bay. It is a one story home with spectacular westerly views of beautiful sunsets. This spacious villa has domed ceilings, rattan furnishings and an open floor plan. A private pool and expansive wooden deck wraps around two sides of the...
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    00830, Cruz Bay, St. John
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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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 17 July 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 11 July 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
    00830, Cruz Bay, St. John
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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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 30 April 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 27 December 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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    00830, Cruz Bay, St. John
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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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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    Amenities & Details
    • 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 9 June 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 8 January 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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    Location Information
    00831, Cruz Bay, St. John
    Holiday Rental House - 3 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 9 April 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 12 February 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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    00830, Cruz Bay, St. John
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Pisa1 / 25
    (7)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Air Conditioning
    • Grill
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 June 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 8 August 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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    00830, Cruz Bay, St. John
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • 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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    00830, Cruz Bay, St. John
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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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 27 February 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 14 October 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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    00830, Cruz Bay, St. John
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Monza1 / 21
    (8)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Air Conditioning
    • Washer
    • Internet Access
    • Cable/satellite TV
    • Balcony
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 May 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 16 November 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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    00830, Cruz Bay, St. John
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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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 2 weeks 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 18 April 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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    00830, Cruz Bay, St. John
    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
    • 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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    00830, Cruz Bay, St. John
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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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 12 August 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 12 February 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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    00831, Cruz Bay, St. John
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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 9 February 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 30 June 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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    00830, Cruz Bay, St. John
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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
    00830, Cruz Bay, St. John
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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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 5 March 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 29 August 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
    00830, Cruz Bay, St. John
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • DVD Player
    • Waterfront
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Low Season rates in effect for stays prior to December 19, 2018 Belle Mer is a 3 bedroom villa also available as a 2 bedroom rental for 1-4 guests.   This listing reflects the rate for the use of 2 bedrooms and does not include applicable taxes and fees.  The third bedroom will not be occupied...
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    Location Information
    00830, Cruz Bay, St. John
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Blue Coral Condo1 / 26
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 February 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
    830, Cruz Bay, St. John
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Villa Hibiscus1 / 31
    (1)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 August 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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    Location Information
    00830, Cruz Bay, St. John
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Oceanfront Paradise,Kayaks, SUP, Snorkeling Equipment--all included. Waterfall..1 / 54
    (5)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • DVD Player
    • Waterfront
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 July 2015
    We have rented other Villas in St John but this one was the best so far. The owner Paul was fantastic to work with prior, during and after our stay. His right hand man Dave was...
    Reviewed 11 September 2014
    Four couples got together and stayed at the, "Lime in de Coconut" It was pristine and elegantly furnished. The view was breath taking, Kitchen was fully stocked, Great...
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    About this property
    Luxury Abounds! Snorkeling, Kayaking, Paddle boarding,--All equipment provided for your use..An Oceanfront Dream! Welcome to our beautifully decorated 4 bedroom 4 bath villa located right on the ocean in the very desirable Chocolate Hole Bay. Over 1 acre of pristine tropically landscaped property...
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    Location Information
    00830, Cruz Bay, St. John
    Holiday Rental House - 4 Bedrooms, 4 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 1 August 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
    00831, Cruz Bay, St. John
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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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
    00831, Cruz Bay, St. John
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    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
    00830, Cruz Bay, St. John
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A Dream Come True is a charming villa which is located about twenty feet above the turquoise waters of the Caribbean in the quiet and picturesque cove known as Devers Bay on the south shore of St. John. There are only a handful of homes on Devers Bay, so this hidden cove has retained its natural...
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    Location Information
    00830, Cruz Bay, St. John
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Battery Hill Luxury Suites consist of eight 2-bedroom, 1 bath condominium units. Battery Hill is located on the top of the hill that runs along the south side of Cruz Bay Harbor with picturesque views that are not blocked by Grande Bay or other buildings. The scenic view includes Cruz Bay...
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    Location Information
    00830, Cruz Bay, St. John
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cinnamon Ridge is located 530 feet above the white sands of Cinnamon Bay, on St. John’s fabulous north shore. This neighborhood is much like Peter Bay and is one of St. John’s most beautiful and desirable settings. In this unspoiled setting in the midst of the National Park you’re surrounded by a...
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    Location Information
    00830, Cruz Bay, St. John
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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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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    Location Information
    00831, Cruz Bay, St. John
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Belle Mer Villa1 / 55
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Waterfront
    • Private Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 July 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
    00830, Cruz Bay, St. John
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Sea Dream Villa1 / 30
    (4)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 April 2015
    We stayed 2 weeks in this wonderful home that sat on the hill above Chocolate Hole and Hart Bay. The view from deck was awesome ,especially at night when the cruise ships...
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    About this property
    Low Season rates in effect for stays prior to December 19, 2018.   Sea Dream Villa is a deluxe 3 bedroom/3 bath vacation home with private pool and magnificent Ocean Views! Located on a hillside overlooking Hart Bay and Chocolate Hole Bay in the upscale community of Chocolate Hole, Sea Dream Villa...
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    Location Information
    00830, Cruz Bay, St. John
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Low Season rates in effect for stays prior to December 19, 2018. Sweet Surrender is a 5 bedroom villa also available as a 1 or 2 bedroom rental for 1-4 guests.   This listing reflects the rates for the use of 2 bedrooms and does not include applicable taxes and fees.  The other bedrooms will not...
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    Location Information
    00830, Cruz Bay, St. John
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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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
    830, Cruz Bay, St. John
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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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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    Location Information
    00830, Cruz Bay, St. John
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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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 25 April 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 12 December 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
    830, Cruz Bay, St. John
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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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 2 August 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 6 March 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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    Location Information
    00830, Cruz Bay, St. John
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 8
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    Caneel Trailside Cottage: Expansive Views of the Caribbean!1 / 11
    (4)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • DVD Player
    • Washer
    • Ocean Views
    • Patio
    • Private Outdoor Pool (Unheated)
    • Grill
    • Housekeeping Included
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 April 2018
    Caneel Trailside is great villa for a small family or two couples. Nice and quiet which is harder to achieve these days with so many trees lost in Irma. Everything you need is...
    Reviewed 14 March 2016
    We really enjoyed this house. We usually stay in town in a condo. This was VERY private and relaxing. The courtyard area was wonderful and the view from the porch was...
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    About this property
    Caneel Trailside Cottage sits one mile outside Cruz Bay, high up on the ridge in the saddle between Caneel Hill and Margaret Hill, adjacent to the Virgin Islands National Park. Forty yards from the backyard, through National Park land, is Caneel Hill Trail, which drops down to the secluded white...
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    Location Information
    00830, Cruz Bay, St. John
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Lower condo at Villa Venturoso is located in Cruz Bay, where it sits high on the green wooded hill that is located directly behind the town. It’s about a 1/2 mile walk from the center of town, and a 2-3 minute walk from Cruz Views, a very popular small condo resort located on the same street....
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    Location Information
    00830, Cruz Bay, St. John
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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 6 June 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 5 May 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
    00830, Cruz Bay, St. John
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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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 6 May 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 28 January 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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    Location Information
    00830, Cruz Bay, St. John
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    VI Friendship Villa1 / 44
    (1)Excellent
    6 Bedrooms, 8 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Waterfront
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 August 2014
    VI Friendship Villa was the most beautiful villa that we could have imagined. We saw pictures prior to our trip and were pleasantly surprised that it looked just as great as...
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    About this property
    VI Friendship Villa is considered the epitome of 'the good life' by discerning guests spending their vacation on beautiful St. John. Conveniently located near the village of Cruz Bay, VI Friendship Villa's contemporary 6 bedroom, 8 bathroom design offers a harmonious blend of function and beauty in...
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    Location Information
    830, Cruz Bay, St. John
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 12
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    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Washer
    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Ocean Views
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Very charming and elegantly decorated, Alpha will enhance your sense of serenity while on island. Alpha 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...
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    Location Information
    00831, Cruz Bay, St. John
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 5
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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 3 May 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 26 February 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
    00830, Cruz Bay, St. John
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Fantastic Mar de Amores Undamaged by Hurricanes1 / 18
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Waterfront
    • Air Conditioning
    • Ocean Views
    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 August 2017
    10 out of 10! Beautiful villa with everything anybody could want. Lovely pool. Beautiful fully functional kitchen and dining room. Earth shaking views. Easy access to town and...
    Reviewed 19 May 2017
    Our family of 4 with 2 teenage daughters enjoyed a splendid week at Mar de Amores! It was a perfect base camp for our week of exploring the island. Clean, comfortable...
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    About this property
    Mar de Amores is a three bedroom, 2 bathrooms villa which offers the most magnificent striking 180 degree view of four bays: Rendezvous , Hart , Chocolate Hole and Great Cruz Bay, as well as St Croix and the island of Pillsbury Sound to the west. Located on top of the mountain and at the very end...
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    Location Information
    00830, Cruz Bay, St. John
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    An Enchanting Caribbean Interlude affordable 4 you1 / 21
    (1)Average
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Mountain Views
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Ocean Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 February 2017
    We had an absolutely great vacation staying here. The pool was incredible and after a long day at the beach it was great to come back and take a very relaxing dip in the pool...
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    About this property
    This is a private condo in a 4 unit building with a pool and a private partially covered porch. It sits high on a hill above the city of Cruz Bay (with all the night life, restaurants, and shopping), however is still quiet and secluded. The Best Beaches in the world are only a Short car ride away...
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    Location Information
    00831, Cruz Bay, St. John
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Ristaba 6 bedroom luxury villa St John USVI1 / 18
    (4)Excellent
    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Hot Tub
    • Air Conditioning
    • Washer
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Internet Access
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    We just returned home from an amazing stay in St. John at the Ristaba house. There were 10 of us total. Four adults, one teenager and five kids. The kids LOVED the pool. It was...
    Reviewed 11 January 2017
    We only have great reviews for Ristaba! The views are incredible, the bedrooms and living areas very spacious, the pool area awesome and the distance into town a quick cab ride...
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    About this property
    Ristaba has fabulous views stretching from the south shore at Hart Bay to the West and North through Chocolate Hole, Great Cruz Bay and Cruz Bay- on a clear day you can see beyond St Thomas to Puerto Rico and St Croix. Rates posted are for 12 persons using 6BR, Call for lower rates Instant quotes...
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    Location Information
    00831, Cruz Bay, St. John
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 12
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The owners of Sunset Vista had the first choice of all the lots in the 72 acre neighborhood that is the Virgin Grand Estates. They chose well, and Sunset Vista is the finest lot in this neighborhood of luxury homes. Sunset Vista sits on a knoll about 575 feet above the Westin Resort and the...
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    Location Information
    00830, Cruz Bay, St. John
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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