Vacation Rentals & Villas in St. John

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An Enchanting Caribbean Interlude affordable 4 you

Cruz Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$167

Drake's View: Voted Best View in the Caribbean

Coral Bay villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

“Awesome family vacation” This was our second visit to Drakes View and we again enjoyed everything the property has to offer...views, a well equpped kitchen, hot tub and ample space for our 3 generations to be together for Thanksgiving week. In spite of an abnormally rainy week, we made the best of our beach time and enjoyed the views from the villa when we were forced inside. We lovedbeing able to stay overlooking Coral Bay,our favorite side of St. Johns. We explored several new beaches and snorkeling apots. Thanks to the Roberts family and their wonderful concierge team of Dorothy and Fernando.

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Price per night from

$913

Great Expectations St. John vacation rental villa

Cruz Bay villa

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 20

“Re-impressed” I spent time at Great Expectations for one month, each, in 2010 and 2011 with family and friends. We had an amazing time. Its really a beautiful property, and its true, everything you need, they supply. in 2013 we tried a new place on a different island. What a mistake. the place did not live up to its on line review or pics. This year we went back to G E and were even more pleased (which none of us thought was possible)! The new pool is amazing. Infinity in style, large, with amazing views. Can't wait for next year!

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Price per night from

$1,468

Responds fast! avg. 1 hour 21 minutes

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Price per night from

$344

Westin St. John 3 Bdrm/ 3 Bath Thanksgiving Week

Cruz Bay villa

  • 4 bathrooms
  • sleeps 10

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Price per night from

$987

White Seagull -Just For Two- POOL SALE NOW

Cruz Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Spectacular View and Wonderful Hospitality!” We just returned from a wonderful 8-day stay in the White Seagull, at "Just For Two" on St. John. This was a return trip for us, having stayed there, last May, as well. We rarely return to the same location, preferring to seek new adventures. This was a rare exception and a testimony to the wonder of this place - both St. John and Jacqueline's hospitality. The room is wonderfully decorated and comfortable, with 270 degree views of the Caribbean. We overlook Great Cruz Bay and Chocolate Hole from our windows, with views of St. Thomas from the Sky Lounge. It's amazing to wake to the early sunrise and see the ocean view, by simply sitting up in the bed. We took wonderful photos of the sunsets from the rooftop Sky Lounge and our location near the top of a mountain, overlooking the island. Jacqueline readily gave us access to her private patio, as well, providing wonderful views of Great Cruz Bay and relaxing surroundings to talk or simply play cards, in paradise! The room is well decorated with antiques and personal items. There was good Wi-Fi access and a TV with limited channels, but we rarely used them. A fireplace was available, but we can't imagine using it, except in the dead of "winter"! The room offers a small kitchenette, suitable for simple breakfasts or lunch preparation. There is access to a grill in the courtyard, as well. However, we mostly enjoyed the wonderful food at all the restaurants on the island. You definitely need to rent a car and we have had great experience with Courtesy Rental. The roads are steep, somewhat narrow and you get the challenge of driving on the left side. It's a challenge, but quickly becomes comfortable. The roads Just For Two are steep, but enjoyable. There is a back way that allows a "less steep" option, if it is rainy. Next year is our 25th anniversary and we are planning to return, yet again. It's hard to argue with perfection - especially for a milestone date.

Responds fast! avg. 3 hours 17 minutes

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Price per night from

$603

Hart Bay Beach House

St. John villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Allesandra with friends” The villa view is spectacular, all day every day. It's an easy, short drive from Cruz Bay. The entrance and parking are easy and roomy. The house is well appointed, with a fully stocked kitchen in the great room space. Security is good for those that want to visit the beaches, and the deck and pool encourage villa-gravity. The 2 main bedrooms are ay oposite ends of the house providing a quite escape for 2 couples. As always, Kathy delivers a St John experience that delights the sights and senses.

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Price per night from

$559

Fantastic Ocean Views and Breezes

Cruz Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

“Can't wait to go back!” We loved Villa Mar de amores from the moment we got there. Amazing views, great vibes, lovely decorations, high ceilings, comfy beds, great kitchen, just perfect. It's even nicer than the pictures. We all started smiling when we climbed to the top of the hill in our Jeep. Perfect amount of space for the five of us. Could sit on that deck any time of day and be totally entranced. The owner is great, and the on island managers were also great. We booked the house again for next year before we left!

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$574

The Peter Bay 1BR Honeymoon Suite at St. John

St. John villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$683

Suite 8C - Gallows Point Resort Oceanfront Upper Level

Cruz Bay villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

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Price per night from

$683

A Place in the Sun

Coral Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$402

“Perfect getaway with a spectacular view” We absolutely loved our stay at Blue Palm Villa. The facilities are excellent and the location is beyond description! Waking up every morning to see the incredible blue of Coral Bay encircled by lush mountains was unbelievable. The Villa not only has an unbelievable view, but the facilities themselves are beautiful. The pictures do not do it justice. The pool is gorgeous. The amenities are modern and aesthetically wonderful. The gardens around the villa are exquisite. Honestly, it was hard to pull ourselves away from the Villa to go visit other places. It was so nice to relax in that little paradise. But the Villa is also close to many delicious restaurants and awesome beaches. Overall, we do not think there is a better way to see the Virgin Islands than by staying at Blue Palm Villa! We recommend it wholeheartedly!

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$458

Coral Rays - Stunning Island Style Headquarters

Coral Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

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Price per night from

$861

Soulshine Charters

Virgin Islands National Park yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$1,951

Turtle's Nest Villa

Virgin Islands National Park cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$327

Coral Cove | Oceanfront Retreat

Coral Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$1,722

Dahlia Villa

Cruz Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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$746

Luxury 4/4 Villa with Pool, Privacy, 180° Ocean Views! All on one level

Coral Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$967

Dancing Dolphins

Coral Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

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$804

Playcation in Paradise work away from the office with blue ocean & cool breezes.

Virgin Islands National Park villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$573

Perfect 2BR Villa in the Heart of Cruz Bay

Cruz Bay villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$459

Responds fast! avg. 16 minutes

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Price per night from

$1,279

Villa L'Agave

Cruz Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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$660

Villa Circe

Coral Bay villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

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$1,108

The Westin St. John Resort Premier Villa 2BRM Sleeps 6 with 2 Balconies

Cruz Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$804

Romantic Beachfront Villa

Virgin Islands National Park house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$331

Westin St. John Resort Villas, Beautiful One bedroom villas, well equipped

Virgin Islands National Park villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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$737

Banana Grove Villa, Ocean Views and Pool!

Cruz Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$257

Turtle Nest Villa - Chocolate Hole (2, 3 or 5 bedroom villa)

Virgin Islands National Park villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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$574

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Price per night from

$2,497

Stunning Ocean View Spacious Villa Private Pool - Cruz Bay St John USVI

Cruz Bay villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

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Price per night from

$1,492

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$746

“Great time at Bliss” Bliss is not large but perfect for 3 to 4 people. We enjoyed the view of Cruz Bay and the proximity to town. Cynthia has all the necessities in Bliss and it was nice to use the cooler and beach chairs. We rented a jeep from amalie at the airport in St Thomas, I would recommend renting a vehicle, as the walk to town and back is possible, but requires a lot of effort. The beaches around the island are beautiful and it is great to be able to explore. I would recommend going to Chateau Bordeaux for lunch, it has a great view of Coral Bay and wonderful food. Thanks Cynthia, you have a great villa and would love to stay again.

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Price per night from

$263

Easy Breezes - Family Luxury & Romantic Getaways

Coral Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$568

Calicaribe--hill top villa with views of Caribbean

Cruz Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Fantastic Villa” Your Review is Pending Please read and confirm your review for Property #284227 below. Review #4627412 Fantastic Villa Our family spent two unforgettable weeks in late July and early august at Calicaribe, celebrating our 50th wedding anniversary, We can't say enough about Calicaribe. We loved the villa -- its layout and tasteful decor. The views of St Thomas, other islands, and Cruz Bay from the property, especially the guest house and the pool area, are breathtaking. Although the heat and humidity were high during the peak hours of each day, temperatures and humidity lowered late in the afternoon so that we could enjoy wine and cheese and the view, including spectacular sunsets, on the patio and dinner on the verandah. Pictures of the property on various websites don't do it justice. Calicaribe is much better than we expected. It is clean and very well maintained. Calicaribe is blessed with an excellent local property manager, Steve Black, who has lived in Cruz Bay for 25 years and is a constructive civic activist. Whenever we needed anything, Steve was prompt in his response. St John is truly paradise. We were fortunate to have a rental jeep to get around the island and to have our daughter and her partner do all the driving. The roads are challenging because the island is very hilly and the roads have very sharp turns, which means that one does not need to worry about exceeding the 20 mph speed limit. Opportunities for snorkeling and scuba diving abound. The beaches (St John has 39 of them) are beautiful. We swam at four of them: Trunk Bay, Little Lameshur Bay, Hawksnest Bay, and Maho Bay. We ate out only three times because my daughter's partner loves to cook, and having dinner on the verandah was a pleasant experience. The Fish Trap and Zozo's are excellent restaurants in Cruz Bay, although the latter may be too expensive for some folks. We highly recommend a sojourn at Calicaribe. You'll get plenty of bang for your bucks.

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Price per night from

$1,148

Ada by the Sea

Coral Bay house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$695

Frangipani: Tropical haven in Cruz Bay!

Cruz Bay house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$379

Just For 2- Tropical Orchid Hot/Tub/SPA ~ SALE NOW

Cruz Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“spectacular views with affordable villa” My husband and I had wonderful time in the Tropical Garden villa we rented from Jacqueline. This is not the typical rental where you pick up your key and you're on your own. Jacqueline met us after we arrived on the ferry and rented our jeep to follow her up to the villa. Her home is part of the property to which her four rental villas are connected, and everything is well kept. She was so friendly and helpful providing advice and making sure we had everything we needed. By the end of the week, we had become friends. The Tropical Garden villa has a spectacular view overlooking Great Cruz Bay, Chocolate Hole, and Heart Bay, which you can enjoy from the deck, living room and bedroom. It is on the lower level and has a secluded feeling. It has a full kitchen and a gas grill in the garden. There is a hot tub with a view that you can find at the end of the path through the tropical garden. The beach chairs and cooler that were provided were very much appreciated during our many outings to different gorgeous beaches every day. We have fond memories of waking up and seeing that incredible view and enjoying our breakfast on the deck. We also enjoyed staying in the White Seagull villa for the latter part of the trip when it was available. We would stay in either one again. Jacqueline went above and beyond to make our stay extra special. We were sad to leave but very happy to have a new friend in St. John!

Responds fast! avg. 3 hours 17 minutes

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Price per night from

$458

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