50 Best Tortola Vacation rentals on Holiday Lettings - Villas

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Road Town
26 properties
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11 properties
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592 Vacation rentals

(1) Excellent 

23

Vacation villa rental

Tortola / Road Town

2 2 3 nights min

  • 2 bedrooms
  • Sleeps 2
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
From this home we can see: ST. JHON, NORMAN ISLAND, PETER ISLAND,DEAD CHEST, COOPER ISLAND. THIS HOME IS NEAR TO NANNY CAY(5 minutes) AND 10 MUNUTES FROM ROAD TOWN. I WILL COME TO PICK YOU UP AT THE FERRY DOCK in ROAD TOWN . THE VILLA IS VERY PRIVATE AND CONFORTABLE. TH …see more

from $300 / night

$2,100 / week

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from $300 / night

24

Vacation yacht in Road Town

Tortola / Road Town

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Child friendly
This is a Lagoon 45 catamaran Built in 2013 and has four double cabins with en suits and 1 single cabin in the peaks. The is the best platform to have when sailing and exploring the British virgin Island. Diving , Wake boarding, sight seeing wind surfing, so many things …see more

from $1,215 / night

$8,500 / week

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from $1,215 / night

29

Yacht rental in Brewers Bay with shared pool

Tortola / Brewers Bay

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
Sail La Vie 46 foot Catamaran a perfect blend of lavish & comfortable combined with speed & performance she is perfect for those looking for a luxury yacht vacation. Each Cabin has a Refined & Contemporary Interior. RATE is per cabin for 2 people min 7n. *********** …see more

from $2,240 / night

$8,953 / week

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from $2,240 / night

(4) Excellent 

25

Vacation villa in Tortola

British Virgin Isles / Tortola

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Privately situated on four gated acres, this brand new 5000 square foot, Balinese-inspired villa with four bedrooms and four and a half baths, features stunning 180 degree ocean views, heated infinity pool, hot tub, outdoor gas fire pit, second floor gallery with wet ba …see more

from $2,100 / night

$14,700 - $31,600 / week

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from $2,100 / night

(1) Excellent 

23

Tortola Vacation villa rental

British Virgin Isles / Tortola

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Located on the private Steele Point peninsula in West End Tortola, Blackbeards Cottage offers fabulous ocean views, cool tradewind breezes, beautifully manicured gardens and lush vegetation all around for optimal seclusion. New in December of 2006 this two bedroom villa …see more

from $700 / night

$4,900 - $9,800 / week

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from $700 / night

(9) Excellent 

Certificate of Excellence

48

Vacation villa with swimming pool in Sage Mountain National Park

Tortola / Sage Mountain National Park

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
HURRICANE IRMA UPDATE - MINOR DAMAGE, ALL REPAIRS COMPLETE! Located on Tortola's East End and Nestled in the Lambert Estates Hillside this 3 bedroom, 3 bath Villa offers gorgeous views of Lambert Beach, which is in walking distance below, and beautiful Guana Island in …see more

Certificate of Excellence

from $286 / night

$2,002 / week

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Responds fast!
avg. 2 hours 1 minutes

from $286 / night

(59) Excellent 

19

West End Vacation villa rental

Tortola / West End

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
LIMIN'HOUSE is a luxury rental Caribbean villa located on the lush West End of Tortola, in the BRITISH VIRGIN ISLANDS. The villa sits on a hillside, overlooking SOPER'S HOLE and MARINA set amidst jasmine and bougainvillea. Upon entering you will pass through grand wo …see more

from $715 / night

$5,000 / week

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Responds fast!
avg. 1 hour 9 minutes

from $715 / night

(6) Very Good 

26

Vacation cottage in Tortola

British Virgin Isles / Tortola

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
Cane Garden Bay Cottage #1 is comfortably sheltered in a beautiful coconut grove, just a few steps away from one of the most magnificent beaches on Tortola Island. The cottage is of the highest quality construction, with furnishings and amenities to match. The cottage …see more

from $182 / night

$1,155 / week

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from $182 / night

(14) Excellent 

13

Vacation villa in West End

Tortola / West End

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
This fabulous villa is set high up in the prestigious Belmont Estate in the West End of Tortola British Virgin Islands. Like its smaller sister Limeberry House, it is a designer's dream with bright colors, Mexican tile, sun and moon sinks that wake you up even if you h …see more

from $738 / night

$5,162 / week

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from $738 / night

(9) Very Good 

Certificate of Excellence

26

Road Town Vacation villa rental

Tortola / Road Town

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Child friendly
Overlooking the spectacular ocean at the front of the villa and surrounded by tropical forest, the breathtaking 360 degree panorama and the lush vegetation around the property will immerse you in tropical mood. Totally obscured from the world, your privacy is ensured as …see more

Certificate of Excellence

from $350 / night

$2,100 - $2,925 / week

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Responds fast!
avg. 3 hours 18 minutes

from $350 / night

(9) Very Good 

20

Vacation villa with swimming pool in Road Town

Tortola / Road Town

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Swimming pool
Sundowner House is a stylish villa conveniently located 8 minutes from Road Town and 15 minutes from beaches, ferries and the airport. Bars, restaurants, shopping, entertainment and the financial centre are all nearby. The property comprises a main house, 2 bedroom/1 …see more

from $443 / night

$3,100 / week

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from $443 / night

15

Villa rental in Tortola with shared pool

British Virgin Isles / Tortola

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Gestalt is nestled in lush, tropical gardens just over 100 feet above sea level on prestigious Steele Point, an exceptional private peninsula estate that crowns the West End. The entrance features stone walkways that wind through flowering gardens in a courtyard surr …see more

from $929 / night

$6,500 - $8,000 / week

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from $929 / night

37

Tortola Vacation villa rental

British Virgin Isles / Tortola

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Named after the gorgeous peninsula upon which it rests; this impressive home is located on the very western tip of Tortola, an island surround by the most beautiful sailing waters in the world. Built atop a 90 foot rock headland offering a 360 degree panorama of ocean a …see more

from $2,200 / night

$15,400 - $210,000 / week

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from $2,200 / night

38

Road Town Vacation villa rental

Tortola / Road Town

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Nearest beach 3 mi
  • Swimming pool
  • Child friendly
This centrally located property, just minutes from both the capital on the South side and stunning beaches on the North shore, enjoys a birds eye view of Road Harbour, Sir Francis Drake Channel and a host of outer islands. Harbour Heights has been completely rebuilt an …see more

from $400 / night

$2,400 - $3,450 / week

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Responds fast!
avg. 3 hours 18 minutes

from $400 / night

14

Vacation villa with shared pool in Carrot Bay

Tortola / Carrot Bay

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Settled into the hillside of Tortola's south shore is Summer Heights. As you descend upwards to this luxury villa, the vista unfolds and the islands come into view. Norman Island, Peter Island, Salt Island and more, separated by a sea of blue with sleek yachts tacking m …see more

from $900 / night

$6,300 - $9,100 / week

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from $900 / night

9

Vacation yacht in Road Town

Tortola / Road Town

4 6 7 nights min

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
A few items that are included in your 7 night sailing vacation: • Fully equipped luxury sailing aboard a 2014 44' Helio Fountaine Pajot with spacious Flybridge • 3 queen staterooms each with en-suite lavatory and separate shower. • Breakfast, lunch, , dinner and snack …see more

from $1,514 / night

$10,600 / week

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Responds fast!
avg. 2 hours 20 minutes

from $1,514 / night

19

Vacation villa with shared pool in Tortola

British Virgin Isles / Tortola

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Welcome to Canefield House, a uniquely sequestered 3 bedroom villa set in the hillsides overlooking Brewers Bay on Tortola's tranquil north side. This miniature complex sits on 10 luscious acres of old plantation grounds, suitable for up to 8 persons with quick driving …see more

from $793 / night

$5,551 - $8,771 / week

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from $793 / night

5

Vacation home in West End

Tortola / West End

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 0 mi
  • Child friendly
  • Air conditioning
Set directly on Little Apple Bay beach. Just steps to the sand! The view of the North shore is lovely and extends over to the point at Cane Garden Bay and Jost Van Dyke with St. Thomas in the distance. The deck is great surrounded by Sea Grape trees and coconut palms. T …see more

from $350 / night

$2,450 / week

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from $350 / night

8

Vacation villa accommodation

Tortola / Beef Island

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
Relax to the sound of gentle waves and enjoy breath-taking views from this elegant beachfront villa. Just steps away a perfect white-sand beach, Seashell offers spacious accommodations for up to 4 guests. Beautiful tropical gardens surround this villa. Two p …see more

from $880 / night

$6,160 - $8,750 / week

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from $880 / night

20

Vacation villa with swimming pool in Tortola

British Virgin Isles / Tortola

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
Villa Towanda is an elegant three bedroom villa that offers stunning views over Long Bay and Smuggler Cove beaches and the islands that line the north western horizon of Tortola. Designed around an open patio and covered porches, you will find privacy and shade when de …see more

from $710 / night

$4,970 / week

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from $710 / night

(1) Excellent 

12

Vacation home in West End

Tortola / West End

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
Sugar Apple is located hillside just above Little Apple Bay. The house offers two (2) AC, king bedrooms, ensuite baths, fully equipped and outfitted kitchen, open air (under roof) living and dining. Ceiling fans in every room. Wicker and rattan furnishing are enhanced w …see more

from $425 / night

$2,975 / week

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from $425 / night

(4) Excellent 

11

Vacation villa in West End

Tortola / West End

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Limeberry House is a wonderful 3 bedroom, 3 bathroom west Indian style villa nestled into the prestigious private estate of Belmont on the West End of Tortola in the British Virgin Islands. Set in mature gardens the villa offers everything you could need to make a wo …see more

from $567 / night

$3,972 / week

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from $567 / night

22

Vacation villa with shared pool in Belmont

Tortola / Belmont

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Sunny and painted in cheerful tropical colors, this new three-bedroom villa sits hillside, surveying a wide, breathtakingly beautiful expanse of islands and sea, with the graceful curve of sandy Long Bay Beach lying below in a grove of palm trees. Up a hilly …see more

from $922 / night

$6,455 - $9,680 / week

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from $922 / night

(2) Very Good 

25

Vacation villa in Long Bay, Tortola

Tortola / Long Bay, Tortola

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Child friendly
Vista do Mar is perfectly located on the North Shore of Tortola with gorgeous ocean views of Long, Apple and Carrot Bays. A five minute walk from the beautiful mile long white sand and turquoise water of Long Bay Beach, the villa is nestled in a cliff-like mountainside …see more

from $350 / night

$2,450 - $3,500 / week

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Responds fast!
avg. 2 hours 27 minutes

from $350 / night

(13) Excellent 

24

Vacation yacht in Road Town

Tortola / Road Town

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Extasea is a Luxury 47ft Catamaran sleeps 6 people sharing in 3 en suite cabins with Queen size beds and fully airconditioned. Luxury Sailing Catamaran Charters in the British Virgin Islands aboard EXTASEA. Overnight charters of any number of nights for up to 6 …see more

from $2,200 / night

$15,000 / week

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Responds fast!
avg. 33 minutes

from $2,200 / night

(2) Very Good 

20

West End Vacation villa rental

Tortola / West End

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
A Private Secluded Paradise right on the Steele Point Peninsula Gestalt villa features open-air Mediterranean architecture which showcases living and dining areas on two levels, where elegant furnishings lend a stylish, tropical air, and where shady seclusion looks out …see more

from $1,200 / night

$8,400 / week

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Responds fast!
avg. 2 hours 48 minutes

from $1,200 / night

(1) Excellent 

7

Vacation yacht in Road Town

Tortola / Road Town

4 10 1 night min

  • 4 bedrooms
  • Sleeps 10
  • 1 night min
  • Child friendly
  • Car not necessary
  • Air conditioning
Sea of Love an all-inclusive 44ft luxury charter catamaran with 4 queen size cabins, 4 en-suite heads for 4 to 8 guests in the beautiful BVI. Our all-inclusive rate includes all food (breakfast, lunch, dinner) beverages (both soft and adult) consumed on the boat. We w …see more

from $1,300 / night

$9,100 / week

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from $1,300 / night

26

Vacation villa in Tortola

British Virgin Isles / Tortola

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Ask about pets
Gazing out over Long Bay on the island of Tortola, one of the British Virgin Islands (BVIs), the appealing Villa Towanda offers you northwestern views which promise lovely sunsets and gorgeous glimpses of the neighboring islands. This three-bedroom property has been des …see more

from $362 / night

$2,540 - $6,150 / week

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from $362 / night

(6) Excellent 

26

Vacation villa with swimming pool in West End

Tortola / West End

5 10 4 nights min

  • 5 bedrooms
  • Sleeps 10
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
Steele Point Estate is a privately owned eight acre estate that occupies the entire western peninsula of Tortola. There are four villas on the estate, Blackbeard's Hideaway, Gestalt, the Treehouse and Steele Point - all of which are available individually or combined. N …see more

from $2,200 / night

$15,000 / week

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Responds fast!
avg. 2 hours 48 minutes

from $2,200 / night

23

Vacation villa in Belmont

Tortola / Belmont

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Ask about children
  • Ask about pets
Pirate or not, you’ll find a gorgeous Caribbean escape at Blackbeard’s Hideaway. This luxury vacation rental is nestled into the hillside on Steele Point on Tortola’s western edge and boasts both ocean views and water access. Two near-identical bedroom suites make this …see more

from $700 / night

$4,900 / week

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Responds fast!
avg. 2 minutes

from $700 / night

(1) Excellent 

19

Vacation villa in West End

Tortola / West End

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
Situated 300 feet above Long Bay Beach on a secluded hillside, this very private and romantic home is accessed via a scenic drive or staircase winding down the hill, and enjoys captivating long-distance sea vistas and constant 10-20 mph cool tradewinds. Nestled in garl …see more

from $399 / night

$2,793 - $7,000 / week

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Responds fast!
avg. 21 minutes

from $399 / night

(2) Excellent 

11

Vacation villa with shared pool in Carrot Bay

Tortola / Carrot Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Toa Toa House is tucked into the green hills of Tortola's south coast atop a breezy hill. A winding road leads up to this impressive property that offers unforgettable blue ocean views with a lovely sunset each evening. Built as five pavilions surrounding an infinity po …see more

from $600 / night

$4,200 - $7,000 / week

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from $600 / night

(1) Excellent 

23

Home rental in Road Town with swimming pool

Tortola / Road Town

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
Steele Point Estate is a privately owned eight acre estate that occupies the entire western peninsula of Tortola. There are three villas on the estate, Blackbeard's Hideaway, Gestalt, and Steele Point - all of which are available individually or combined. New in Februa …see more

from $915 / night

$6,400 / week

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Responds fast!
avg. 2 hours 48 minutes

from $915 / night

25

Vacation yacht with swimming pool in Road Town

Tortola / Road Town

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
This is charter "captain only". It´s means the price is excluding expenses. The expenses you are paying self and you have full controll over it. Approximate expenses for one week on the BVI: $200 total for moorings, 250$ - 450$ total for BVI custom & immigration fees (d …see more

from $650 / night

$4,550 / week

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from $650 / night

(1) Excellent 

13

Vacation villa in Road Town

Tortola / Road Town

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Anacapri Estate offers Italian-style architecture and one of the most beautiful panoramic views in the Caribbean. The 5000+ sq. foot estate includes 4 bedrooms (plus a queen size Murphy bed in the Office), 4.5 bathrooms, two-tiered pool deck with Infinity Pool, Gazebo, …see more

from $572 / night

$4,004 - $13,300 / week

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from $572 / night

(3) Excellent 

5

Vacation villa in Tortola

British Virgin Isles / Tortola

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
Simply elegant, serene, and tranquil, ALLAMANDA ESTATE is the ultimate dream villa for families and friends, small weddings, honeymoons, and yes, corporate retreats. Nestled on Little Mountain, Beef Island, Tortola, British Virgin Islands, on six-acres of lush flow …see more

from $1,135 / night

$7,945 - $12,670 / week

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from $1,135 / night

36

Vacation home with swimming pool in Belmont

Tortola / Belmont

5 13 3 nights min

  • 5 bedrooms
  • Sleeps 13
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
Nestled in the lush hills above long Bay, Sunset House offers you a most unique and intimate vacation experience. Over the years the house has been host to English Royalty, famous sports figures, and well known theatre personalities; as well as weddings, family reunions …see more

from $713 / night

$4,991 / week

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from $713 / night

(1) Excellent 

30

Vacation villa rental

Tortola / West End

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
Villa Del Mar is a sophisticated and elegantly furnished 1.8-acre hideaway with the most amazing views of the ocean and green islands beyond. The three pavilions begin with the palatial master suite. The master suite includes an indoor/outdoor shower, outdoor bistro set …see more

from $885 / night

$5,995 / week

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from $885 / night

14

Vacation villa in Sage Mountain National Park

Tortola / Sage Mountain National Park

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 0 mi
  • Air conditioning
Prettyview Villa is located at Lambert Estate, home of the new Turtle Bay Resort. The villa is a 5 minute walk to one of the most beautiful beaches on Tortola, Lambert Beach. The beach is palm fringes with powder white sand a half mile long. The villa is a romantic ge …see more

from $250 / night

$1,400 - $2,000 / week

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from $250 / night

16

Vacation villa in Belmont

Tortola / Belmont

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
Sunny and painted in cheerful tropical colors, this three-bedroom villa sits hillside, surveying a wide, breathtakingly beautiful expanse of islands and sea, with the graceful curve of sandy Long Bay Beach lying below in a grove of palm trees. Up a hilly road, Sunny Si …see more

from $534 / night

$3,740 - $9,680 / week

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from $534 / night