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

Close

View larger map

Road Town

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this vacation rental you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

573 Vacation rentals

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

Book View

from $1,215 / 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

$2,100 / week

Book View

from $300 / night

11

Road Town Vacation home rental

Tortola / Road Town

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 0.5 mi
  • Child friendly
  • Air conditioning
This is a Spacious private bedroom and bathroom in a house (a private residence). The room is air-conditioned, has a spacious walk-in closet. Guests have access to a fully furnished kitchen, living room. The apartment is situated in a typical residential area, less than …see more

from $75 / night

$525 / week

Book View

Responds fast!
avg. 2 hours 14 minutes

from $75 / 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

Book View

from $1,300 / 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

$3,100 / week

Book View

from $443 / 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 $350 / night

$2,450 / week

Book View

Responds fast!
avg. 3 hours 18 minutes

from $350 / 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

$2,800 / week

Book View

Responds fast!
avg. 3 hours 18 minutes

from $400 / 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

Book View

from $2,200 / 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

Book View

from $650 / 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

Book View

from $915 / night

32

Vacation villa in Road Town

Tortola / Road Town

2 2 2 nights min

  • 2 bedrooms
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Your stay is made complete when you can retire and rise to the luxurious comfort of your home away from home and that’s what we offer at Ocean Beach Suites and Villas. We are conveniently located at Lambert Estate in a very tranquil setting, just 10 minutes from the air …see more

from $250 / night

$1,750 / week

Book View

from $250 / 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

Book View

Responds fast!
avg. 2 hours 20 minutes

from $1,514 / night

15

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

$2,845 - $397,855 / week

Book View

from $407 / night

7

Vacation villa with shared pool in Road Town

Tortola / Road Town

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Your stay is made complete when you can retire and rise to the luxurious comfort of your home away from home and that’s what we offer at Ocean Beach Suites and Villas. We are conveniently located at Lambert Estate in a very tranquil setting, just 10 minutes from the air …see more

from $250 / night

$1,750 / week

Book View

from $250 / night

7

Vacation villa with shared pool in Road Town

Tortola / Road Town

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Your stay is made complete when you can retire and rise to the luxurious comfort of your home away from home and that’s what we offer at Ocean Beach Suites and Villas. We are conveniently located at Lambert Estate in a very tranquil setting, just 10 minutes from the air …see more

from $250 / night

$1,750 / week

Book View

from $250 / night

7

Vacation villa with shared pool in Road Town

Tortola / Road Town

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Your stay is made complete when you can retire and rise to the luxurious comfort of your home away from home and that’s what we offer at Ocean Beach Suites and Villas. We are conveniently located at Lambert Estate in a very tranquil setting, just 10 minutes from the air …see more

from $250 / night

$1,750 / week

Book View

from $250 / 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 $1,090 / night

$7,630 / week

Book View

from $1,090 / 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

Book View

from $572 / night

7

Vacation villa with shared pool in Road Town

Tortola / Road Town

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Your stay is made complete when you can retire and rise to the luxurious comfort of your home away from home and that’s what we offer at Ocean Beach Suites and Villas. We are conveniently located at Lambert Estate in a very tranquil setting, just 10 minutes from the air …see more

from $250 / night

$1,750 / week

Book View

from $250 / night

7

Vacation villa with shared pool in Road Town

Tortola / Road Town

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Your stay is made complete when you can retire and rise to the luxurious comfort of your home away from home and that’s what we offer at Ocean Beach Suites and Villas. We are conveniently located at Lambert Estate in a very tranquil setting, just 10 minutes from the air …see more

from $250 / night

$1,750 / week

Book View

from $250 / night

7

Vacation villa with shared pool in Road Town

Tortola / Road Town

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Your stay is made complete when you can retire and rise to the luxurious comfort of your home away from home and that’s what we offer at Ocean Beach Suites and Villas. We are conveniently located at Lambert Estate in a very tranquil setting, just 10 minutes from the air …see more

from $250 / night

$1,750 / week

Book View

from $250 / night

7

Vacation villa with shared pool in Road Town

Tortola / Road Town

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Your stay is made complete when you can retire and rise to the luxurious comfort of your home away from home and that’s what we offer at Ocean Beach Suites and Villas. We are conveniently located at Lambert Estate in a very tranquil setting, just 10 minutes from the air …see more

from $250 / night

$1,750 / week

Book View

from $250 / night

7

Vacation villa with shared pool in Road Town

Tortola / Road Town

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Your stay is made complete when you can retire and rise to the luxurious comfort of your home away from home and that’s what we offer at Ocean Beach Suites and Villas. We are conveniently located at Lambert Estate in a very tranquil setting, just 10 minutes from the air …see more

from $250 / night

$1,750 / week

Book View

from $250 / night

7

Vacation villa with shared pool in Road Town

Tortola / Road Town

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Your stay is made complete when you can retire and rise to the luxurious comfort of your home away from home and that’s what we offer at Ocean Beach Suites and Villas. We are conveniently located at Lambert Estate in a very tranquil setting, just 10 minutes from the air …see more

from $250 / night

$1,750 / week

Book View

from $250 / night

7

Vacation villa with shared pool in Road Town

Tortola / Road Town

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Your stay is made complete when you can retire and rise to the luxurious comfort of your home away from home and that’s what we offer at Ocean Beach Suites and Villas. We are conveniently located at Lambert Estate in a very tranquil setting, just 10 minutes from the air …see more

from $250 / night

$1,750 / week

Book View

from $250 / night

7

Vacation villa with shared pool in Road Town

Tortola / Road Town

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Your stay is made complete when you can retire and rise to the luxurious comfort of your home away from home and that’s what we offer at Ocean Beach Suites and Villas. We are conveniently located at Lambert Estate in a very tranquil setting, just 10 minutes from the air …see more

from $250 / night

$1,750 / week

Book View

from $250 / night