Vacation Rentals & Villas in St. John

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Escape Winter at Westin St. John Resort, USVI

Cruz Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 5 match: Hair dryer, Shared outdoor pool (heated), Private outdoor pool (unheated), Pool or snooker table, Water sports

1 of 5 filters match

Price per night from

$2,004

Starvilla--Walk to Cruz Bay!

Cruz Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 5 match: Water sports, Shared outdoor pool (heated), Hair dryer, Pool or snooker table, Private outdoor pool (unheated)

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Price per night from

$487

An Enchanting Caribbean Interlude affordable 4 you

Cruz Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 5 match: Hair dryer, Shared outdoor pool (heated), Private outdoor pool (unheated), Pool or snooker table, Water sports

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Price per night from

$166

Brand New - Sleek, Ultra Modern, Cottage for Two

Cruz Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 5 match: Hair dryer, Shared outdoor pool (heated), Private outdoor pool (unheated), Pool or snooker table, Water sports

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Price per night from

$361

Frangipani: Tropical haven in Cruz Bay!

Cruz Bay house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 5 match: Hair dryer, Shared outdoor pool (heated), Private outdoor pool (unheated), Pool or snooker table, Water sports

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Price per night from

$378

Villa Madeira

St. John villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 5 match: Water sports, Shared outdoor pool (heated), Hair dryer, Pool or snooker table, Private outdoor pool (unheated)

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Price per night from

$600

The Peter Bay 1BR Honeymoon Suite at St. John

St. John villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 5 match: Hair dryer, Shared outdoor pool (heated), Private outdoor pool (unheated), Pool or snooker table, Water sports

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Price per night from

$682

Suite 8C - Gallows Point Resort Oceanfront Upper Level

Cruz Bay villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

1 of 5 match: Hair dryer, Shared outdoor pool (heated), Private outdoor pool (unheated), Pool or snooker table, Water sports

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Price per night from

$682

Charming luxury villa/ Super views/ Sleeps 2-8

St. John house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

“My happy place” A beautiful and well maintained villa with a breathtaking view of Coral Bay and the Francis Drake channel. Not the hustle and bustle of Cruz Bay but still close to great restaurants in Coral Bay. Separate living and sleeping buildings isa great idea.

1 of 5 match: Water sports, Shared outdoor pool (heated), Hair dryer, Pool or snooker table, Private outdoor pool (unheated)

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Price per night from

$542

Satinwood: private, breezy eco-villa with an amazing View

Coral Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 5 match: Water sports, Shared outdoor pool (heated), Hair dryer, Pool or snooker table, Private outdoor pool (unheated)

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Price per night from

$418

Responds fast! avg. 3 hours 57 minutes

1 of 5 match: Water sports, Hair dryer, Private outdoor pool (unheated), Pool or snooker table, Shared outdoor pool (heated)

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Price per night from

$1,799

Lidskjalf at Annaberg - Walk to Francis Bay Beach!

Virgin Islands National Park villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 5 match: Hair dryer, Shared outdoor pool (heated), Private outdoor pool (unheated), Pool or snooker table, Water sports

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Price per night from

$500

Poi Pu St John Villa - great views & total privacy

Cruz Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“St John is just the best little island around.” The villa is wide open, very spacious. Open the big doors and you let the cool breezes in. There are always breezes at Poi Pu. It's great to have your own pool right there, even if you have spent the day at the beach. It's close to town for shopping and dinning, but there is nothing like dinning right there on the deck with the breezes and all those stars. I will be going back it's just the best place to be with friends. Carol

1 of 5 match: Water sports, Shared outdoor pool (heated), Hair dryer, Pool or snooker table, Private outdoor pool (unheated)

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Price per night from

$395

“A little slice of paradise!” When we were deciding on a rental in St. John I was fixated on having a great view...I can't imagine there's a much better view paired with a beautiful and clean house on the whole island! The pictures can't possibly do it justice. We couldn't stop taking pictures in hopes of capturing it the best we could. The house is very clean and well-equipped. We were able to eat some dinners in, using both the grill and the stove. We had Meredith at St. John Provisions shop for food for us and stock the house before we got there so that we didn't have to go back out once we got in the first night. Very convenient! The kids loved the pool. The beds are super comfortable and it seems that our host had thought of everything we might need - soap, shampoo, hair dryers, beach towels, chairs and coolers, etc. Our favorite beach was Cinnamon Bay since we were able to rent paddle boards and skim boards for the kids. All around it was an awesome vacation. Thank you, Michael!!

Responds fast! avg. 1 hour 21 minutes

1 of 5 match: Water sports, Shared outdoor pool (heated), Hair dryer, Pool or snooker table, Private outdoor pool (unheated)

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Price per night from

$624

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.

1 of 5 match: Hair dryer, Shared outdoor pool (heated), Private outdoor pool (unheated), Pool or snooker table, Water sports

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Price per night from

$911

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!

2 of 5 match: Hair dryer, Private outdoor pool (unheated), Pool or snooker table, Water sports, Shared outdoor pool (heated)

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Price per night from

$1,031

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

Coral Bay cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 5 match: Hair dryer, Shared outdoor pool (heated), Private outdoor pool (unheated), Pool or snooker table, Water sports

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Price per night from

$315

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 5 match: Water sports, Shared outdoor pool (heated), Hair dryer, Pool or snooker table, Private outdoor pool (unheated)

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Price per night from

$1,465

Westin St. John 3 Bdrm/ 3 Bath Thanksgiving Week

Cruz Bay villa

  • 4 bathrooms
  • sleeps 10

1 of 5 match: Water sports, Hair dryer, Private outdoor pool (unheated), Pool or snooker table, Shared outdoor pool (heated)

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Price per night from

$985

Eco Friendly Beachfront Villa

Virgin Islands National Park villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 5 match: Water sports, Shared outdoor pool (heated), Hair dryer, Pool or snooker table, Private outdoor pool (unheated)

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Price per night from

$745

“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 5 match: Hair dryer, Shared outdoor pool (heated), Private outdoor pool (unheated), Pool or snooker table, Water sports

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Price per night from

$263

Waterklip

Cruz Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 5 match: Water sports, Shared outdoor pool (heated), Hair dryer, Pool or snooker table, Private outdoor pool (unheated)

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Price per night from

$350

Eco Serendib Villa & Spa - Luxury in Harmony with Nature

Cruz Bay villa

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 16

“Want for nothing -- and I mean nothing!” From the incredibly spacious and luxurious suites to the world class swimming pool to the on-site massage therapy sanctuaries to the full on-site gym with sauna, steam and soaking tub to the Epicurean theater to the on-site fruit, vegetable and herb garden to the meeting facilities and beyond -- all served up astride one of the most amazing views on St. John -- it's not only possible to spend several weeks here without the need to leave the grounds, it's actually desirable. Still, see the parks and head downtown for some amazing cuisine just to round out the stay. And enjoy one of the best support staffs on the island. Well done, all!

2 of 5 match: Water sports, Shared outdoor pool (heated), Hair dryer, Private outdoor pool (unheated), Pool or snooker table

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Price per night from

$3,430

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.

2 of 5 match: Hair dryer, Shared outdoor pool (heated), Pool or snooker table, Water sports, Private outdoor pool (unheated)

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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

2 of 5 match: Hair dryer, Shared outdoor pool (heated), Pool or snooker table, Water sports, Private outdoor pool (unheated)

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Price per night from

$602

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 5 match: Hair dryer, Shared outdoor pool (heated), Private outdoor pool (unheated), Pool or snooker table, Water sports

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Price per night from

$457

Hart Bay Great House

St. John villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

“Our vacation was wonderful.” This was my fourteenth trip to St. John, tenth stay at Rendezview, excellent as always. Island Getaways always does a great job. The island of St. John is a wonderful place, as with the people of St. John.

1 of 5 match: Water sports, Shared outdoor pool (heated), Hair dryer, Pool or snooker table, Private outdoor pool (unheated)

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Price per night from

$714

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!

2 of 5 match: Hair dryer, Shared outdoor pool (heated), Pool or snooker table, Water sports, Private outdoor pool (unheated)

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Price per night from

$573

1 of 5 match: Hair dryer, Shared outdoor pool (heated), Private outdoor pool (unheated), Pool or snooker table, Water sports

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Price per night from

$686

Turtle's Nest Villa

Virgin Islands National Park cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 5 match: Hair dryer, Shared outdoor pool (heated), Private outdoor pool (unheated), Pool or snooker table, Water sports

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Price per night from

$327

Great Escape

St. John villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 5 match: Water sports, Shared outdoor pool (heated), Hair dryer, Pool or snooker table, Private outdoor pool (unheated)

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Price per night from

$1,000

Ocean Garden- Just For Two -SALE NOW

Cruz Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 17 minutes

1 of 5 match: Hair dryer, Shared outdoor pool (heated), Private outdoor pool (unheated), Pool or snooker table, Water sports

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Price per night from

$430

“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!

2 of 5 match: Hair dryer, Shared outdoor pool (heated), Pool or snooker table, Water sports, Private outdoor pool (unheated)

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Price per night from

$457

Easy Breezes - Family Luxury & Romantic Getaways

Coral Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 5 match: Hair dryer, Shared outdoor pool (heated), Pool or snooker table, Water sports, Private outdoor pool (unheated)

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Price per night from

$567

Coral Rays - Stunning Island Style Headquarters

Coral Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

1 of 5 match: Hair dryer, Shared outdoor pool (heated), Private outdoor pool (unheated), Pool or snooker table, Water sports

1 of 5 filters match

Price per night from

$859

Soulshine Charters

Virgin Islands National Park yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 5 match: Hair dryer, Shared outdoor pool (heated), Private outdoor pool (unheated), Pool or snooker table, Water sports

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Price per night from

$1,947

Villa Solemare | Exquisite Euro-inspired Luxury Villa | Coral Bay St John

Coral Bay villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 5 match: Water sports, Shared outdoor pool (heated), Hair dryer, Pool or snooker table, Private outdoor pool (unheated)

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Price per night from

$968

A Place in the Sun

Coral Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 5 match: Hair dryer, Shared outdoor pool (heated), Private outdoor pool (unheated), Pool or snooker table, Water sports

1 of 5 filters match

Price per night from

$401

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