Vacation Rentals & Villas in Long Bay, Tortola

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83 Houses

KAYAKS! - POOL! - AND THE BEST BEACH ON TORTOLA! 3 BEDROOM PRIVATE VILLA WITH AC

Sage Mountain National Park villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$377

Responds fast! avg. 1 hour 21 minutes

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$343

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

Coral Bay cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$315

Villa Towanda, Belmont Estates Tortola

West End villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$561

Responds fast! avg. 2 hours 51 minutes

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Price per night from

$1,260

Ocean Beach Suites and Villas Bedroom 2

Road Town villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

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Price per night from

$401

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

$457

“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!

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Price per night from

$818

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

$602

Ocean Beach Suites and Villas Bedroom 5

Road Town villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$401

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

Cruz Bay villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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Price per night from

$630

“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

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Price per night from

$624

Pink Conch Villa

Cruz Bay villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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Price per night from

$559

Ocean Beach Suites and Villas Bedroom 9

Road Town villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$401

Tea Treehouse: Most Romantic St. John Couples Cottage

Coral Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$567

4-3 bedroom Villa Del Mar Boat trips to out islands available

West End villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 51 minutes

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Price per night from

$1,123

AnaCapri Estate

Road Town villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$655

Starvilla--Walk to Cruz Bay!

Cruz Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$487

Great Escape

St. John villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$1,000

Spectacular Views Day & Eve in Treetop Apartment

Cruz Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$311

Ocean Beach Suites and Villas Bedroom 10

Road Town villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$401

Ocean Beach Suites and Villas Bedroom 12

Road Town villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$401

Ocean Beach Suites and Villas Bedroom 3

Road Town villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$401

Ocean Beach Suites and Villas Bedroom 7

Road Town villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$401

Coconuts: Panoramic ocean views and sunsets

Cruz Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$458

Newly refurbished Longview Villa with Heated 40ft pool and stunning views

West End villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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Price per night from

$572

Ocean Beach Suites and Villas Bedroom 11

Road Town villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$401

Ocean Beach Suites and Villas Bedroom 6

Road Town villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$401

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

$911

Ocean Beach Suites and Villas Bedroom 8

Road Town villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$401

Ocean Beach Suites and Villas Bedroom 4

Road Town villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$401

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

$1,145

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!

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Price per night from

$3,430

Coral Cove | Oceanfront Retreat

Coral Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$1,717

“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

Hideaway Villa

Jost Van Dyke house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 3 minutes

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Price per night from

$458

Ocean Beach Suites and Villas Bedroom 1

Road Town villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$401

Swogjan's Dragon 7A Carolina

Coral Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$400

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