Vacation Rentals & Villas in St. John

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

Virgin Islands National Park villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

2 of 5 match: City breaks, Shared indoor pool, Video player, Housekeeping Included, Towels provided

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Price per night from

$574

1 of 5 match: City breaks, Shared indoor pool, Housekeeping Included, Video player, Towels provided

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Price per night from

$1,177

2 of 5 match: City breaks, Shared indoor pool, Video player, Housekeeping Included, Towels provided

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Price per night from

$2,496

Island Breeze- Central Location - Easy Access - New AC - Spa

Coral Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 5 match: City breaks, Shared indoor pool, Housekeeping Included, Video player, Towels provided

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Price per night from

$373

Mayan Sky

Coral Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 5 match: City breaks, Shared indoor pool, Housekeeping Included, Video player, Towels provided

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Price per night from

$621

Retreat Along the Coral Bay Shore of St. John

Virgin Islands National Park villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 5 match: City breaks, Shared indoor pool, Housekeeping Included, Video player, Towels provided

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Price per night from

$632

Villa Ventosa

Coral Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 5 match: City breaks, Shared indoor pool, Housekeeping Included, Video player, Towels provided

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Price per night from

$569

Escape Winter at Westin St. John Resort, USVI

Cruz Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 5 match: City breaks, Shared indoor pool, Video player, Housekeeping Included, Towels provided

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Price per night from

$2,004

An Enchanting Caribbean Interlude affordable 4 you

Cruz Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 5 match: City breaks, Shared indoor pool, Housekeeping Included, Video player, Towels provided

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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: City breaks, Shared indoor pool, Housekeeping Included, Video player, Towels provided

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Price per night from

$361

Spectacular Views Day & Eve in Treetop Apartment

Cruz Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 5 match: City breaks, Shared indoor pool, Housekeeping Included, Video player, Towels provided

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Price per night from

$311

Villa Madeira

St. John villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 5 match: City breaks, Shared indoor pool, Housekeeping Included, Video player, Towels provided

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Price per night from

$600

Suite 8C - Gallows Point Resort Oceanfront Upper Level

Cruz Bay villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

2 of 5 match: City breaks, Shared indoor pool, Video player, Housekeeping Included, Towels provided

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Price per night from

$682

Swogjan's Dragon 7A Carolina

Coral Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 5 match: City breaks, Shared indoor pool, Housekeeping Included, Video player, Towels provided

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Price per night from

$400

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: City breaks, Shared indoor pool, Housekeeping Included, Video player, Towels provided

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Price per night from

$542

Coconuts: Panoramic ocean views and sunsets

Cruz Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 5 match: City breaks, Shared indoor pool, Housekeeping Included, Video player, Towels provided

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Price per night from

$458

Sweet Wind Villa overlooking Hurricane Hole

Coral Bay house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

“Sweet Wind is outstanding” We just returned from 9 wonderful days at Nina"s Sweet Wind Villa. The view is spectacular, the trade winds always kept the villa very comfortable and the location to great snorkeling and beautiful beaches is a big plus. Nina is a great hostess and close by if you need any hints on where to go or places to eat but she is never in the way. She even was so kind to fillet a Mahi Mahi I bought in Cruz Bay!! The "Pod" set up of the Villa makes it really nice. The living, dinning and kitchen area is separate but right next to two pods that are the sleeping and bathroom areas. Great for 3 couples or a family. The East end of the Island is also very peaceful and quiet. We certainly plan to return.

1 of 5 match: City breaks, Shared indoor pool, Housekeeping Included, Video player, Towels provided

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Price per night from

$686

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

Coral Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 5 match: City breaks, Shared indoor pool, Housekeeping Included, Video player, Towels provided

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Price per night from

$418

Responds fast! avg. 3 hours 57 minutes

1 of 5 match: City breaks, Shared indoor pool, Housekeeping Included, Video player, Towels provided

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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

2 of 5 match: City breaks, Shared indoor pool, Video player, Housekeeping Included, Towels provided

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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: City breaks, Shared indoor pool, Housekeeping Included, Video player, Towels provided

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Price per night from

$395

“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 5 match: City breaks, Shared indoor pool, Housekeeping Included, Video player, Towels provided

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$818

“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: City breaks, Shared indoor pool, Housekeeping Included, Video player, Towels provided

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Price per night from

$624

“Week in paradise!” Our stay in the Little Palm Suite was wonderful! The suite was exactly as described in the posting and was accurately displayed in the photos. The view of Fish Bay off the deck was amazing! It was a beautiful sight to look forward to every morning. The suite was very clean and well-stocked with necessities. Both the inside and outside (grounds) at the suite were extremely well-maintained. We appreciated having beach towels and beach chairs provided for us to use for our daily trip(s) to the beaches. Michael was a wonderful host! The information he provided to prior to our trip was extremely helpful as we made our plans. He was so helpful to us during our stay as well with directions and with restaurant and beach recommendations. We enjoyed all of the restaurants that he recommended. Our personal favorites were the Sun Dog Cafe for breakfast/lunch and the Lime Inn and Fish Trap for dinner. We loved being able to eat every meal outside for an entire week! The ice cream shop at the end of Mongoose Junction was also a favorite. Our favorite north side beaches were Hawksnest (smaller and not very busy) and Trunk Bay (busier, but so beautiful and picturesque). We really enjoyed the laid-back pace on St. John and had a truly relaxing week. I really enjoyed staying a little bit outside of Cruz Bay and the location in Fish Bay was perfect. We would highly recommend Little Palm Suite! Thank you, Michael for sharing your home with us and for helping us enjoy our week in paradise!

Responds fast! avg. 1 hour 21 minutes

1 of 5 match: City breaks, Shared indoor pool, Housekeeping Included, Video player, Towels provided

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Price per night from

$327

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.

2 of 5 match: Housekeeping Included, Shared indoor pool, Video player, City breaks, Towels provided

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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!

1 of 5 match: City breaks, Shared indoor pool, Housekeeping Included, Video player, Towels provided

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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: City breaks, Shared indoor pool, Housekeeping Included, Video player, Towels provided

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Price per night from

$315

Pura Vida: Large Deck w/ Pergola and Pool Overlooking Ocean

Cruz Bay villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 of 5 match: City breaks, Shared indoor pool, Housekeeping Included, Video player, Towels provided

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Price per night from

$630

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: City breaks, Shared indoor pool, Housekeeping Included, Video player, Towels provided

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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: City breaks, Shared indoor pool, Housekeeping Included, Video player, Towels provided

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Price per night from

$985

Westin St. John Luxury -- Three-Bedroom Pool Villa

Cruz Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 5 match: City breaks, Shared indoor pool, Housekeeping Included, Video player, Towels provided

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Price per night from

$2,290

Eco Friendly Beachfront Villa

Virgin Islands National Park villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 5 match: City breaks, Shared indoor pool, Housekeeping Included, Video player, Towels provided

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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: City breaks, Shared indoor pool, Housekeeping Included, Video player, Towels provided

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Price per night from

$263

Waterklip

Cruz Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 5 match: City breaks, Shared indoor pool, Housekeeping Included, Video player, Towels provided

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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: City breaks, Shared indoor pool, Video player, Housekeeping Included, Towels provided

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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.

1 of 5 match: City breaks, Shared indoor pool, Housekeeping Included, Video player, Towels provided

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Price per night from

$1,145

Honeymoon Hikers Cottage- Coral Bay,USVI- St. John

Coral Bay villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

“Amazing Vacation Rental” I have stayed at this property owner's other rental and did not think I could top that..I was wrong! This property was just as, if not more gorgeous than her other place, Mimosa. The views were amazing and we always felt like we exploring the island, even if we never left the villa. One thing that made this great was how easy it was to talk to and work with the owner, easiest vacation I have ever planned. The place was clean and bug/dirt free. I have stayed in quite a few places around St. John and this is by far the nicest. I already booked my vacation for next winter at this property and can't wait. It is private but still has easy access to hiking, swimming, getting to town, it is just an all around great place and I cannot wait to go back. I highly recommend this rental, and I'm picky!

1 of 5 match: City breaks, Shared indoor pool, Housekeeping Included, Video player, Towels provided

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Price per night from

$401

Eco-friendly Stonegarden Cottage ~ Awesome View in Coral Bay, Sleeps 4-6

Coral Bay cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“we loved Stonegarden Cottage” My wife and I had a wonderful stay at Stonegarden Cottage.We really love Coral Bay and this has been our favorite rental.The property is just as the photos show it.It was immaculate and and everything he could have wanted. The kitchen had everything we needed. The deck is lovely and has a great view.Our host were very nice and very helpful. We would happilt recommend Stonegared Cottage to our friends.

1 of 5 match: City breaks, Shared indoor pool, Housekeeping Included, Video player, Towels provided

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Price per night from

$853

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