Vacation Rentals & Villas in St. John

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46 villas

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Match: Climbing frame Private outdoor pool (heated) Tennis in town

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$1,276

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Westin St. John 3 Bdrm/ 3 Bath Thanksgiving Week

Cruz Bay villa

  • 4 bathrooms
  • sleeps 10

2 of 3 match: Tennis in town, Climbing frame, Private outdoor pool (heated)

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$985

Exclusive Peter Bay rental, now renting to the public

Maho Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

1 of 3 match: Tennis in town, Climbing frame, Private outdoor pool (heated)

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Price per night from

$3,264

Isla Vista

Cruz Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 3 match: Tennis in town, Climbing frame, Private outdoor pool (heated)

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$3,435

Brand New - Sleek, Ultra Modern, Cottage for Two

Cruz Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Private outdoor pool (heated), Climbing frame, Tennis in town

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Price per night from

$361

Escape Winter at Westin St. John Resort, USVI

Cruz Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 3 match: Private outdoor pool (heated), Climbing frame, Tennis in town

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Price per night from

$2,004

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!

1 of 3 match: Private outdoor pool (heated), Climbing frame, Tennis in town

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$1,465

Westin St. Johns, 2 Bedroom Bay Vista Villa Loft, April 21-28

Cruz Bay villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 3 match: Private outdoor pool (heated), Climbing frame, Tennis in town

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Price per night from

$1,015

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

Virgin Islands National Park villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 3 match: Private outdoor pool (heated), Climbing frame, Tennis in town

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Price per night from

$572

Villa L'Agave

Cruz Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 3 match: Private outdoor pool (heated), Climbing frame, Tennis in town

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Price per night from

$659

Gorgeous 3 bedroom villa on Fish Bay! Private pool and stunning views!

Virgin Islands National Park house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 3 match: Private outdoor pool (heated), Climbing frame, Tennis in town

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Price per night from

$911

Perfect 2BR Villa in the Heart of Cruz Bay

Cruz Bay villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 3 match: Private outdoor pool (heated), Climbing frame, Tennis in town

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Price per night from

$458

Comfortable Cruz Bay Condo with Awesome Views and Convenient Walk

Cruz Bay condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 3 match: Private outdoor pool (heated), Climbing frame, Tennis in town

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Price per night from

$401

Banana Grove Villa, Ocean Views and Pool!

Cruz Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Private outdoor pool (heated), Climbing frame, Tennis in town

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Price per night from

$257

Spectacular Sunsets & Ocean Views Remodeled Villa

Cruz Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

“Awesome View” We recently stayed here and it was perfect. The villa was very clean and well maintained. They have everything you need there (beach towels, cooler, chairs, pots, pans, appliances, wifi). There is a/c in both bedrooms and it cools the place off very nice at night. It has a large glass door that opens up to the deck where you have one of the best views of the island. The view is simply breath-taking. Relaxing in the evening on the deck with the view was one of my highlights of the vacation. The property is about 5 minutes from town. Their property management company met us at ferry dock and gave us tour of the town and villa. This is an awesome property and wouldn't hesitate to stay there again. I don't have one complaint about this villa. Highly recommended!

1 of 3 match: Private outdoor pool (heated), Climbing frame, Tennis in town

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Price per night from

$1,031

CASA DEL PALMAS - Perfectly Private Caribbean Comfort

Virgin Islands National Park villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

1 of 3 match: Private outdoor pool (heated), Climbing frame, Tennis in town

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Price per night from

$790

1 of 3 match: Private outdoor pool (heated), Climbing frame, Tennis in town

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Price per night from

$686

Romantic Beachfront Villa

Virgin Islands National Park house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Private outdoor pool (heated), Climbing frame, Tennis in town

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Price per night from

$330

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

Virgin Islands National Park villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Private outdoor pool (heated), Climbing frame, Tennis in town

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Price per night from

$735

An Enchanting Caribbean Interlude affordable 4 you

Cruz Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 3 match: Private outdoor pool (heated), Climbing frame, Tennis in town

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Price per night from

$166

Sale! $180/night Dec 18-23, 2023 Last minute cancellation.

Coral Bay cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 3 match: Private outdoor pool (heated), Climbing frame, Tennis in town

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Price per night from

$315

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.

1 of 3 match: Private outdoor pool (heated), Climbing frame, Tennis in town

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Price per night from

$1,145

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

1 of 3 match: Private outdoor pool (heated), Climbing frame, Tennis in town

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Price per night from

$602

“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!

1 of 3 match: Private outdoor pool (heated), Climbing frame, Tennis in town

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Price per night from

$457

A Place in the Sun

Coral Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 3 match: Private outdoor pool (heated), Climbing frame, Tennis in town

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Price per night from

$401

The Garden of Eden Cottage Collection - Caribbean

Virgin Islands National Park cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 3 match: Private outdoor pool (heated), Climbing frame, Tennis in town

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Price per night from

$400

The Garden of Eden Cottage Collection - Ocean

Virgin Islands National Park cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 3 match: Private outdoor pool (heated), Climbing frame, Tennis in town

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Price per night from

$400

Memory Daze

Coral Bay villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 of 3 match: Private outdoor pool (heated), Climbing frame, Tennis in town

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Price per night from

$619

Island Horizons | Million Dollar View

Coral Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

1 of 3 match: Private outdoor pool (heated), Climbing frame, Tennis in town

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Price per night from

$699

Bungalow Blue | Private Island Home

Coral Bay bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Private outdoor pool (heated), Climbing frame, Tennis in town

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Price per night from

$287

Caribbean Jewels

Coral Bay villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 of 3 match: Private outdoor pool (heated), Climbing frame, Tennis in town

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Price per night from

$567

Villa Circe

Coral Bay villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 3 match: Private outdoor pool (heated), Climbing frame, Tennis in town

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Price per night from

$1,105

Ada by the Sea

Coral Bay house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 3 match: Private outdoor pool (heated), Climbing frame, Tennis in town

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Price per night from

$693

“We didn't want to leave!” My husband and I stayed at Mooncottage for too short a time in april 2014. We loved it and will hope to go back one day. The layout of the cottage is perfect for a couple. Separate sleeping cottage allows for one to sleep-in undisturbed while the other makes coffee. The island/asian decor is very attractive and the house was fully equipped with everything we needed. But the very best feature is the view which is absolutely to die for. Once there, you will be happy to skip a day at the beach and just bask in the breezy air, taking an occasional dip in the tiny pool, positioned perfectly between the bedroom and the deck. The drive in is pretty hair-raising, but once you get the hang of the very steep and very rough roads (typical in Carol Bay and much of St. John) and the perilously steep driveway, you'll be so glad you made the journey!

1 of 3 match: Tennis in town, Climbing frame, Private outdoor pool (heated)

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Price per night from

$818

Chateau Margot

St. John villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

“Wonderful” Chateau Margot was perfect for a family celebration and holiday. The three seperate buildings gave privacy and comfort for the three different families on this trip. The terrace was perfect to enjoy the spectacular views and get together for breakfast and afternoon cocktails. The house is very well appointed, tastefully furnished and very quiet.

1 of 3 match: Tennis in town, Climbing frame, Private outdoor pool (heated)

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Price per night from

$1,057

Suite 8C - Gallows Point Resort Oceanfront Upper Level

Cruz Bay villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Private outdoor pool (heated), Climbing frame, Tennis in town

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Price per night from

$682

“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.

1 of 3 match: Private outdoor pool (heated), Climbing frame, Tennis in town

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Price per night from

$263

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

1 of 3 match: Private outdoor pool (heated), Climbing frame, Tennis in town

1 of 3 filters match

Price per night from

$457

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