Road Town holiday lettings

We found 318 holiday rentals — enter your dates for availability

Discover a selection of 31 apartments, 30 villas and other holiday rentals in Road Town that are perfect for your trip. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll find the best amenities for hanging out with the people that matter most, which might include a hot tub and garden. No matter what you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Road Town

Showing deals for:5 Dec - 12 Dec

Image gallery for 5 bedroom villa with pool in stunning clifftop location next to gorgeous beach

sitting are and pool deck
10 out of 10 rating
Exceptional
(23 reviews)

5 bedroom villa with pool in stunning clifftop location next to gorgeous beach

East End, Tortola

8% off
Price is £8,337
for 7 nights, 1 villa
£1,191 nightly
Includes taxes & fees
5 bedroom villa with pool in stunning clifftop location next to gorgeous beach

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    Enjoy full kitchens, pools, gardens and more

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Find out more about Road Town

Find out more about Road Town

The charming area of Road Town awaits your stay

The island views and gardens provide a pleasant backdrop to your holiday home in Road Town. Travellers appreciate the sailing in this romantic city. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in and around Road Town

Do you want to discover attractions to visit in the city? Venture out of your cosy holiday rental and experience everything that makes Road Town a one-of-a-kind holiday spot. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Virgin Gorda Peak (14.7 mi / 23.7 km)
  • The Self Centre (12.3 mi / 19.8 km)

Exploring the natural landscape of Road Town

Travellers enjoy Road Town for its island views and seaside. Whether you're an active traveller or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Road Town. Here are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Sapphire Beach (16.4 mi / 26.5 km)
  • Anegada Island (1.1 mi / 1.7 km)
  • Trunk Bay Beach (1.4 mi / 2.3 km)
  • Nanny Cay (2.2 mi / 3.5 km)
  • Cane Garden Bay Beach (2.6 mi / 4.2 km)
  • Long Bay Beach (5.5 mi / 8.8 km)

Travelling to and around Road Town

The nearest airport is in Tortola (EIS-Terrance B. Lettsome Intl.), located 5.4 mi (8.8 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into Spanish Town (VIJ-Virgin Gorda), which is 12.6 mi (20.2 km) away.

Frequently asked questions

What is the best area to stay in Road Town when booking a holiday rental?
When considering a holiday rental in Road Town, Tortola, a popular area to stay is the historic district. This charming neighbourhood is steeped in history and offers an array of properties that provide easy access to the vibrant local culture. You'll find a variety of accommodations, from quaint cottages to modern apartments, ensuring there is something to suit every traveller's taste.

Staying in the historic district places you within walking distance of top attractions such as the Tortola Cruise Ship Terminal, where you can immerse yourself in the lively atmosphere and enjoy local crafts and cuisine. Additionally, the nearby J.R. O'Neal Botanic Gardens offers a serene escape and a chance to appreciate the natural beauty of the islands, showcasing a collection of tropical plants and stunning landscapes.

Another excellent area to consider is the waterfront, where you can enjoy breathtaking views of the harbour. This area features numerous rental options, reflecting a mix of modern amenities and Caribbean charm. Here, you can easily access the vibrant local dining scene and enjoy leisurely strolls along the water, making it an ideal choice for those looking to relax and soak in the sun.
How much does it cost to rent a holiday home in Road Town?
Prices for holiday rentals in Road Town vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Road Town to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Road Town holiday house rentals?
You can find great discounts on house rentals in Road Town on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Road Town?
For renting a beach house in Road Town, Tortola, the area around the picturesque Cane Garden Bay is highly recommended. This beach offers stunning views and a vibrant atmosphere, making it a favourite among travellers. Many properties in this region feature amenities such as private balconies or terraces with ocean views, outdoor grills, and easy access to the sandy beach, great for those looking to enjoy sunbathing and water sports.

Additionally, the nearby Long Bay Beach is another excellent option for holiday rentals. Here, you can find charming villas and beachfront cottages that often come with amenities like well-equipped kitchens, swimming pools, and direct beach access, providing a great setting for relaxation and family gatherings. The area also boasts local restaurants and beach bars, adding to the convenience of your stay.
Are there any houseboat rentals in Road Town?
In Road Town, houseboat rentals are available, with several options to choose from. These unique accommodations are typically located near the marina, providing easy access to the stunning waters of the British Virgin Islands. Travellers can expect amenities such as comfortable sleeping areas, kitchen facilities for preparing meals, and outdoor decks for enjoying the beautiful views and sunsets.
What is the most popular type of holiday rental accomodation in Road Town?
In Road Town, the most popular types of holiday rentals are villas and apartments, with approximately 29 villas and 28 apartments available throughout the area. These accommodations are often situated in charming neighbourhoods close to local attractions, allowing guests easy access to the vibrant culture and stunning scenery of Tortola. Most villas come with spacious outdoor areas, private pools, and fully equipped kitchens, making them ideal for families or groups looking for a luxurious experience. Similarly, the apartments typically feature modern amenities, cosy living spaces, and some may even offer balconies with views of the harbour. Additionally, there are several houseboats, holiday houses, and condos available, providing a variety of options to suit different preferences.
Are there any family house rentals in Road Town?
In Road Town, Tortola, there are an impressive number of family-friendly house rentals available, with around 46 options for visitors to consider. The area is known for its stunning waterfront views and vibrant local culture, making it an excellent base for families looking to explore the British Virgin Islands. Many of these homes feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces great for children to play and enjoy the tropical climate.
Can I rent a holiday home with a pool or hot tub in Road Town?
In Road Town, Tortola, there are plenty of holiday homes available for rent that feature pools and hot tubs, with around 33 options to choose from. This picturesque capital offers a range of neighbourhoods where these properties can be found, from the bustling waterfront area with its vibrant atmosphere to the more serene spots that provide stunning views of the surrounding islands.
Can I find long-stay holiday rentals in Road Town?
A long-stay holiday rental in Road Town is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Road Town?
In Road Town, Tortola, there are several pet-friendly house rentals available, making it an excellent choice for travellers who wish to bring their furry companions along. These holiday rentals often feature amenities such as outdoor spaces, private pools, and fully equipped kitchens, providing comfort and convenience for families or groups. Many properties also boast stunning views of the surrounding sea and lush landscapes, allowing for a relaxing atmosphere.
Are there any remote work holiday rentals in Road Town?
In Road Town, Tortola, there are numerous options for remote work holiday rentals, with around 61 available. This vibrant capital of the British Virgin Islands provides a unique blend of relaxation and productivity. Many properties are equipped with dedicated workspaces, including desks and ergonomic chairs, superb for those needing to stay connected while enjoying the island's beauty. You'll also find amenities such as high-speed Wi-Fi, laptop-friendly workspaces, and even access to coworking spaces, allowing for a seamless work experience. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Road Town holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Road Town with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Road Town?
In Road Town, popular holiday rental amenities include essential kitchen facilities such as microwaves, refrigerators, and cookware, allowing guests to prepare their own meals during their stay. Many rooms also feature coffee makers, which are particularly appreciated by travellers looking to enjoy a fresh brew in the comfort of their accommodation.
How early should I book a Road Town holiday rental?
Book your Road Town holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Road Town?
In Road Town, Tortola, visitors can discover a variety of attractions that showcase the island's natural beauty and cultural heritage. The bustling main street is lined with shops and restaurants, great for sampling local cuisine and picking up souvenirs. One of the highlights is the 1780 Lower Estate Sugar Works Museum, which offers insights into the island's sugar production history.
Can I change or cancel my Road Town home rental booking on Vrbo?
To find Road Town holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Road Town holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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