30 Best Vacation Rentals in Road Town - Holiday Lettings - Cabins

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31 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

$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

(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 45 minutes

from $250 / 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. 4 minutes

from $514 / night

13

Vacation villa rental

Tortola / Road Town

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Ask about pets
Complete with panoramic views of the sea from atop charming little Havers Hill on the island of Tortola is the villa known affectionately as Summer Heights. This luxury vacation estate contains six bedrooms, alongside plenty of indoor and outdoor spaces for living and p …see more

from $550 / night

$3850 / week

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avg. 4 minutes

from $550 / 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. 4 minutes

from $457 / night

13

Vacation villa in Road Town

Tortola / Road Town

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Ask about pets
Complete with panoramic views of the sea from atop charming little Havers Hill on the island of Tortola is the villa known affectionately as Summer Heights. This luxury vacation estate contains six bedrooms, alongside plenty of indoor and outdoor spaces for living and p …see more

from $600 / night

$4200 / week

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avg. 4 minutes

from $600 / 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

(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 $410 / night

$2900 - $3600 / week

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from $410 / night

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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Responds fast!
avg. 4 minutes

from $400 / night

13

Vacation villa rental

Tortola / Road Town

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
  • Ask about pets
Complete with panoramic views of the sea from atop charming little Havers Hill on the island of Tortola is the villa known affectionately as Summer Heights. This luxury vacation estate contains six bedrooms, alongside plenty of indoor and outdoor spaces for living and p …see more

from $700 / night

$4900 / week

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Responds fast!
avg. 4 minutes

from $700 / night

13

Vacation villa rental

Tortola / Road Town

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask about children
  • Ask about pets
Complete with panoramic views of the sea from atop charming little Havers Hill on the island of Tortola is the villa known affectionately as Summer Heights. This luxury vacation estate contains six bedrooms, alongside plenty of indoor and outdoor spaces for living and p …see more

from $500 / night

$3500 / week

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Responds fast!
avg. 4 minutes

from $500 / night

(8) Excellent 

21

Yacht rental in Road Town

Tortola / Road Town

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Majestic Spirit is an award winning, luxury Royal Cape Catamaran offering vacations of a lifetime in the British and US Virgin Islands. The price quoted is fully inclusive for 8 people, sharing 4 cabins and includes all meals, drinks, water sports and diving on board f …see more

from $2500 / night

$17500 / week

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from $2500 / night

23

Road Town Vacation villa rental

Tortola / Road Town

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
Looking out to the Atlantic from its own 4-acre promontory on Tortola's northeast shore and flanked by Little Bay Beach, Golden Pavilion has set new high standards amongst Tortola's portfolio of villas. Artfully constructed in Asian-Indonesian style in this dramatic loc …see more

from $1875 / night

$13125 - $27000 / week

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from $1875 / night

10

Road Town ski yacht to rent.

Tortola / Road Town

10 20 7 nights min

  • 10 bedrooms
  • Sleeps 20
  • 7 nights min
  • Beach/lakeside relaxation
  • Ski
  • Child friendly
The most luxurious scuba diving liveaboard in the British Virgin Islands (BVI) Cuan Law has joined All Star Liveaboards as a member. The British Virgin Islands are home to some of the most spectacular landscapes in the Caribbean. Traveling by sea allows you to experie …see more

from $407 / night

$2845 - $397855 / week

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from $407 / night

8

Vacation villa rental

Tortola / Road Town

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
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 stunning villa and to one of the island's most magnificent seascapes. Toa-Toa is built a …see more

from $600 / night

$4200 - $7000 / week

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from $600 / night

(1) Excellent 

23

Home rental in Road Town with swimming pool

Tortola / Road Town

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • 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 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 $700 / night

$4900 - $9800 / week

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from $700 / 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

$4004 - $6664 / week

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from $572 / 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

(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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Responds fast!
avg. 3 hours 29 minutes

from $145 / 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

14

Road Town Vacation yacht rental

Tortola / Road Town

5 12 5 nights min

  • 5 bedrooms
  • Sleeps 12
  • 5 nights min
  • Child friendly
  • Air conditioning
Floating Villa that tours BVI's. 7 night/8 day cruise. Luxury Yacht that is built by the world's premium brand from Lagoon Catamarans. The yacht is equal to a 5 star resort similar to the ritz carlton. However this luxury floating villa is on the crystal clear waters …see more

from $2000 / night

$14000 / week

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from $2000 / night

38

Road Town Vacation villa rental

Tortola / Road Town

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
New to the market in October 2016, 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 Hei …see more

from $200 / night

$1800 - $3450 / week

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Responds fast!
avg. 2 hours 45 minutes

from $200 / night

4

Vacation yacht in Road Town

Tortola / Road Town

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
We have a beautiful Custom Catamaran with 6 cabins all with en-suites. We are anchored right on the the beach for easy access to the beach and the nightlife. We would love to share our boat with you, your friends and/or your family. We will pick you up and sail around …see more

from $300 / night

$2100 / week

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from $300 / night

25

Vacation yacht with swimming pool in Road Town

Tortola / Road Town

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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

$4550 / week

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from $650 / night

(5) Excellent 

17

Road Town Vacation villa rental

Tortola / Road Town

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
The Refuge is home to your ultimate luxury oceanfront villa. Nestled in the secluded beachfront hillside of Brewers Bay, it's where tranquility and comfort coexist. At 60 feet above sea level, you're close enough to experience seaside living while enjoying majestic Ca …see more

from $613 / night

$4285 - $9690 / week

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Responds fast!
avg. 3 hours 56 minutes

from $613 / night

15

Vacation villa with swimming pool in Road Town

Tortola / Road Town

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
AnaCapri Estate offers Italian style architecture and one of the most beautiful panoramic views in the Caribbean. The 5000+ sq. foot estate includes four bedrooms (plus a queen size Murphy bed in the Office), four and a half bathrooms, two tiered pool deck with infinity …see more

from $786 / night

$5502 - $9800 / week

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from $786 / 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 $1514 / night

$10600 - $13640 / week

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Responds fast!
avg. 3 hours 25 minutes

from $1514 / night

7

Vacation yacht in Road Town

Tortola / Road Town

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • 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 $1300 / night

$9100 - $12000 / week

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from $1300 / night

29

Vacation villa in Road Town

Tortola / Road Town

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Ask about pets
Villa Rhumb House Tortola. The Rhumb House on the British Virgin Islands is an amazing estate home with over 6,000 square feet of interior space, six bedrooms and panoramic ocean views. Every detail is designed for a true tropical island experience reflecting a vibrant …see more

from $1242 / night

$8700 - $20650 / week

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from $1242 / night

12

Yacht rental in Road Town

Tortola / Road Town

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Child friendly
  • Air conditioning
„SHANTIES” is a Leopard 46 catamaran: a blue water cruising catamaran and the perfect charter boat that combines spacious living accommodations, high quality fittings and great performance. Leopard 46 have won Cruising World 2008 Boat of The Year award and have been pra …see more

from $1090 / night

$7630 / week

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from $1090 / night

1