50 Best Tortola Vacation rentals on Holiday Lettings - Villas

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Road Town
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123 Vacation rentals

26

Villa rental in Carrot Bay with swimming pool

Tortola / Carrot Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly
FOUR WINDS is a beautifully renovated West Indian house comprised of three cottages; The Main house, Stone house and Lime house. Situated on Soldier Hill between Cane Garden and Brewers Bay, FOUR WINDS provides you with the ultimate escape surrounded by lush gardens and …see more

from $285 / night

$2000 - $4480 / week

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from $285 / night

(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

$2100 / 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 $1215 / night

$8500 / week

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from $1215 / 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 $2096 / night

$8378 / week

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avg. 20 minutes

from $2096 / night

(9) Very Good 

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

from $250 / night

$1500 - $2625 / week

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avg. 2 hours 47 minutes

from $250 / night

(1) Excellent 

27

Vacation villa in Trunk Bay

Tortola / Trunk Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Ask about pets
AnaCapri on Tortola, British Virgin Islands, is a charming Mediterranean-style villa with breathtaking views of the sea, the shoreline and close neighboring islands. This new, richly decorated gem offers traditional decor and architecture that captures water views and i …see more

from $572 / night

$4004 - $9800 / week

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from $572 / night

(1) Excellent 

15

Vacation cottage in Tortola

British Virgin Isles / Tortola

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Beach/lakeside relaxation
  • Car not necessary
Imagine You on Tortola. Escape, Rejuvenate, Relax…Create memories of love and laughter. Throw a few things in your bag, grab your shades and sunscreen, you will be deep in the Islands in no time. Feel the soft Caribbean trade winds as the palms sway and the calypso pla …see more

from $225 / night

$1575 / week

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from $225 / night

11

Vacation villa in Carrot Bay

Tortola / Carrot Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
Villa Toa-Toa on Tortola offers unforgettable blue ocean views with a lovely sunset each evening are yours at this impressive property. A road winds up into the breezy, green hills of Tortola's south coast to this charming villa and to one of the island's most magnifice …see more

from $400 / night

$2800 - $7000 / week

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from $400 / night

7

Vacation villa in Road Town

Tortola / Road Town

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask about children
  • Ask about pets
On the southern coast of the Caribbean island of Tortola, atop Havers Hill, is the Toa Toa House. A truly remarkable masterpiece of design and architecture in the field of luxury vacation homes, this estate is composed of five separate pavilions, housing four bedrooms f …see more

from $457 / night

$3199 / week

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avg. 2 minutes

from $457 / night

8

Vacation villa accommodation

Tortola / Beef Island

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
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 $695 / night

$4865 - $8750 / week

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from $695 / night

28

Vacation home with shared pool in Tortola

British Virgin Isles / Tortola

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
This is a beautiful and spacious 3 bedroom, 2.5 bathroom, vacation villa known as 'Kingston House",  located on Tortola in the British Virgin Islands.(BVIs). This recently renovated property possesses a private in-ground pool, and modern amenities, including new kitchen …see more

from $300 / night

$2100 - $2700 / week

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from $300 / 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

$3100 - $4500 / week

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from $443 / night

12

Vacation villa in Beef Island

Tortola / Beef Island

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Ask about children
  • Ask about pets
Located within prestigious “Little Mountain” on the island paradise of Tortola, Allamanda Estate is situated on a breezy six-acre hilltop among lush, flowering gardens. The official residence of the Governor of the British Virgin Islands from 1998 to 2004, this property …see more

from $912 / night

$6384 / week

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avg. 2 minutes

from $912 / night

(1) Excellent 

7

Vacation villa accommodation

Tortola / Road Town

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask about children
  • Ask about pets
On the southern coast of the Caribbean island of Tortola, atop Havers Hill, is the Toa Toa House. A truly remarkable masterpiece of design and architecture in the field of luxury vacation homes, this estate is composed of five separate pavilions, housing four bedrooms f …see more

from $400 / night

$2800 / week

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avg. 2 minutes

from $400 / night

7

Vacation villa in Road Town

Tortola / Road Town

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Ask about pets
On the southern coast of the Caribbean island of Tortola, atop Havers Hill, is the Toa Toa House. A truly remarkable masterpiece of design and architecture in the field of luxury vacation homes, this estate is composed of five separate pavilions, housing four bedrooms f …see more

from $514 / night

$3598 / week

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avg. 2 minutes

from $514 / night

(5) Very Good 

33

Vacation apartment rental

Tortola / Long Bay, Tortola

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.8 mi
  • Ask about children
White sand beach, ocean view & nature trail accessible condo: All rooms completely furnished condo-type apartments with private laundry, has spacious bedrooms (12x12) each with a double bed, dressing table, night stand with lamp & adequate floor space. A full size kitc …see more

from $211 / night

$1470 / week

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from $211 / 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

$2450 - $3500 / week

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from $350 / night

14

Tortola Vacation villa rental

British Virgin Isles / Tortola

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask about children
  • Ask about pets
As its name suggests, Refuge is the place to go for a ‘get-away-from-it-all’ vacation. Private and peaceful, it’s ideally suited to families, couples and small groups of friends looking for a stylish retreat with direct access to a virgin beach. Just 60 feet up from the …see more

from $612 / night

$4284 / week

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avg. 2 minutes

from $612 / night

(2) Excellent 

67

Vacation home in Road Town

Tortola / Road Town

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
High on a ridge, this lovely 3 bedroom villa in the Romney Park neighborhood on the West End of Tortola overlooks BOTH the North and South sides of the island, with spectacular views of Sir Francis Drake Channel and St. John,  AND the North Shore beaches and Jost Van Dy …see more

from $331 / night

$2320 - $3600 / week

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from $331 / 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

$2540 - $6150 / week

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from $362 / night

12

Belmont Vacation villa rental

Tortola / Belmont

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask about children
  • Ask about pets
As its name suggests, this fun island villa is painted in cheerful tropical colors. It sits hillside, surveying a wide and beautiful expanse of islands and sea, overlooking the graceful curve of sandy Long Bay Beach spread out below in a grove of palm trees. Terraced ga …see more

from $534 / night

$3738 / week

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avg. 2 minutes

from $534 / night

(2) Very Good 

20

West End Vacation villa rental

Tortola / West End

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • 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 $928 / night

$6500 - $11800 / week

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from $928 / night

12

Belmont Vacation villa rental

Tortola / Belmont

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Ask about children
  • Ask about pets
As its name suggests, this fun island villa is painted in cheerful tropical colors. It sits hillside, surveying a wide and beautiful expanse of islands and sea, overlooking the graceful curve of sandy Long Bay Beach spread out below in a grove of palm trees. Terraced ga …see more

from $765 / night

$5355 / week

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avg. 2 minutes

from $765 / night

14

Vacation villa in Carrot Bay

Tortola / Carrot Bay

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Child friendly
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 $500 / night

$3500 - $9100 / week

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from $500 / night

(6) Good 

14

Vacation apartment with shared pool in Road Town

Tortola / Road Town

1 5 2 nights min

  • 1 bedroom
  • Sleeps 5
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
The Allamanda Apartment is located on a beautiful private community of apartments called Tobacco Wharf situated right in the water's edge in the heart of Road Town. This beautifully furnished one bedroom apartment has its own private 750sq ft deck over looking Road Town …see more

from $145 / night

$875 - $1400 / week

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avg. 3 hours 41 minutes

from $145 / night

(4) Very Good 

7

Vacation villa in Tortola

British Virgin Isles / Tortola

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Ask about pets
On the southern coast of the Caribbean island of Tortola, atop Havers Hill, is the Toa Toa House. A truly remarkable masterpiece of design and architecture in the field of luxury vacation homes, this estate is composed of five separate pavilions, housing four bedrooms f …see more

from $600 / night

$4200 / week

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avg. 2 minutes

from $600 / 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

$5995 / week

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from $885 / night

12

Belmont Vacation villa accommodation

Tortola / Belmont

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask about children
  • Ask about pets
As its name suggests, this fun island villa is painted in cheerful tropical colors. It sits hillside, surveying a wide and beautiful expanse of islands and sea, overlooking the graceful curve of sandy Long Bay Beach spread out below in a grove of palm trees. Terraced ga …see more

from $624 / night

$4368 / week

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avg. 2 minutes

from $624 / night

11

Vacation villa with swimming pool in Belmont

Tortola / Belmont

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Beautifully designed in the West Indian style and very well equipped, Tara sits at the end of a tranquil neighborhood road for excellent seclusion. Overlooking lovely sea views and perfectly sited to refreshing tradewinds, this four-pavilion property is arranged hillsid …see more

from $575 / night

$4025 - $7350 / week

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from $575 / night

22

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 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 $534 / night

$3740 - $9680 / week

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from $534 / night

(2) Excellent 

11

Vacation villa in Carrot Bay

Tortola / Carrot Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
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 $400 / night

$2800 - $7000 / week

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from $400 / night

16

Vacation villa in Road Town

Tortola / Road Town

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
The house is equipped with state of the art sound. Flat screen TV's and cable in every room. Wireless internet throughout the property. The sunset is breathtaking and the sound of the sea puts you to sleep at night or during the day. Ideally located in the beautiful C …see more

from $700 / night

$4500 / week

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from $700 / night

12

Belmont Vacation villa rental

Tortola / Belmont

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Ask about pets
As its name suggests, this fun island villa is painted in cheerful tropical colors. It sits hillside, surveying a wide and beautiful expanse of islands and sea, overlooking the graceful curve of sandy Long Bay Beach spread out below in a grove of palm trees. Terraced ga …see more

from $817 / night

$5719 / week

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avg. 2 minutes

from $817 / night

12

Tortola Vacation villa rental

British Virgin Isles / Tortola

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask about children
  • Ask about pets
With sweeping views of Long Bay Beach and a private hillside location, Alfresco is one of our best situated Tortola villas. Part of the British Virgin Islands, the island of Tortola is famous for its sandy beaches and lush mountainside. The large tiled pool deck with lo …see more

from $540 / night

$3780 / week

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avg. 2 minutes

from $540 / night

15

Road Town Vacation yacht rental

Tortola / Road Town

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
A like new condition 62' Privilege Catamaran with every amenity and comfort from home awaits you upon entering. A licensed captain and trained chef (who was also a nutritionist for a Major league baseball team) will see to your group's every need as they guide you throu …see more

from $3285 / night

$23000 - $27500 / week

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avg. 3 hours 25 minutes

from $3285 / night

23

Vacation villa with swimming pool in West End

Tortola / West End

5 13 Min stay varies

  • 5 bedrooms
  • Sleeps 13
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
Commanding an utterly breathtaking view of the mile-long strand of Long Bay Beach, this impressive mansion sits hilltop just above the idyllic stretch of white sand and aqua ocean. Photographs of this incredible view look wonderful, but photos cannot equal your walking …see more

from $1143 / night

$8001 - $11501 / week

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from $1143 / night

(6) Excellent 

14

Vacation villa in Tortola

British Virgin Isles / Tortola

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Ask about pets
As its name suggests, Refuge is the place to go for a ‘get-away-from-it-all’ vacation. Private and peaceful, it’s ideally suited to families, couples and small groups of friends looking for a stylish retreat with direct access to a virgin beach. Just 60 feet up from the …see more

from $815 / night

$5705 / week

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avg. 2 minutes

from $815 / night

(6) Excellent 

26

Vacation villa with swimming pool in West End

Tortola / West End

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • 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 $2200 / night

$15000 - $30000 / week

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from $2200 / night

14

Road Town Vacation yacht rental

Tortola / Road Town

5 12 5 nights min

  • 5 bedrooms
  • Sleeps 12
  • 5 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
The Lagoon 52, the latest model developed by the world's leading builder of cruising catamarans, marks a whole new era in the design of such boats. With its diamond-shaped vertical bows, bevelled hulls, its as if levitated deckhouse and tall rig, the Lagoon 52 is no ord …see more

from $1478 / night

$10349 / week

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from $1478 / night

(6) Excellent 

Certificate of Excellence

48

Vacation villa with swimming pool in Sage Mountain National Park

Tortola / Sage Mountain National Park

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
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 the distance. A mature tropical garden gives you a sense of p …see more

Certificate of Excellence

from $286 / night

$2002 / week

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avg. 1 hour 43 minutes

from $286 / night