Road Town vacation rentals

We found 305 vacation rentals — enter your dates for availability

Discover a selection of 31 apartments, 31 villas, and other vacation rentals in Road Town that are perfect for your trip. Whether you’re staying in a vacation home with family or friends, you'll find the amenities you need and want, which might include WiFi and a washer and dryer. Whatever you're looking for, you'll find a rental that has what everyone needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - Road Town

Showing deals for:Jan 2 - Jan 9

Image gallery for Fort Recovery Beachfront Villa and Suites Hotel 3BR

Room
9.2 out of 10, Wonderful, (10 reviews)
Wonderful
(10 reviews)

Fort Recovery Beachfront Villa and Suites Hotel 3BR

West End, Tortola

9% off
Price is $794
$5,556 for 7 nights
All fees included
Fort Recovery Beachfront Villa and Suites Hotel 3BR

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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 vacation home in Road Town. Travelers appreciate the sailing in this romantic city. Whether you're planning a family vacation, friends trip or romantic retreat, HomeAway has a great selection of vacation 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

Are you hoping to discover things to do during your stay? Venture out of your cozy vacation rental and experience everything that Road Town has to offer. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

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

See Road Town from air and sea

If you've got deep pockets, the best introduction to the island is a pleasure flight on a helicopter, to take it all in from above. If that sounds a little wallet-busting, you could always hop aboard one of the daily catamaran departures which cruise along the sunny Tortola coast. Ever fancied learning to sail yourself? There are few better places to learn how to hoist the main sail. Alternatively, when you stay at a Road Town vacation rental, you can tick off that all-important bucket list activity: swimming with wild dolphins. Close off any day of adventure with a dinner of barbecued spiny lobster. Bliss.

Exploring the natural landscape of Road Town

Travelers enjoy Road Town for its island views and seaside. Whether you're looking for adventure or just want to appreciate the scenery, Road Town is a great place to spend some time outside. Here are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city center:

  • 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 (4.9 mi / 7.8 km)
  • Long Bay Beach (5.5 mi / 8.8 km)

Traveling to and around Road Town

The nearest airport is in Terrance B. Lettsome Intl. Airport (EIS), located 5.4 mi (8.8 km) from the city center. If you're unable to find a flight that fits your schedule, you could also fly into Cyril E. King Airport (STT), which is 24 mi (38.6 km) away.

Frequently asked questions

What is the best area to stay in Road Town when booking a vacation rental?
When planning a vacation in Road Town, Tortola, one of the best areas to consider for your rental stay is the picturesque neighborhood of Wickham's Cay. This area offers a delightful blend of convenience and charm, with a range of properties available, from cozy apartments to more luxurious options. One of the top attractions nearby is the vibrant Tortola Cruise Ship Dock, where you can enjoy the lively atmosphere, local shops, and waterfront dining. Additionally, the nearby Virgin Islands Museum provides insight into the rich history and culture of the British Virgin Islands.

Another appealing area is the charming neighborhood of Fish Bay. This area is known for its stunning views and serene environment, making it a great retreat for those looking to relax. Here, you can explore the beautiful beaches, such as the popular Smuggler's Cove, which is just a short drive away. Fish Bay offers a more laid-back vibe while still being close to Road Town's amenities and attractions.

Both of these neighborhoods provide a range of rental properties, allowing visitors to find accommodations that suit their style and budget, all while being conveniently located near some of the best highlights of Road Town.
How much does it cost to rent a vacation home in Road Town?
Prices for vacation 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 vacation 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, British Virgin Islands, the area around Cane Garden Bay is highly recommended. This picturesque bay is known for its stunning sandy beaches and vibrant atmosphere. Many vacation rentals in this location come equipped with amenities such as outdoor terraces, private pools, and easy beach access, making them superb for enjoying the tropical climate and ocean views.

Additionally, properties near the historic town center offer a blend of culture and convenience. Travelers can find charming villas and cottages that often feature modern kitchens, spacious living areas, and balconies for soaking in the views of the harbor. This area is also close to local shops, restaurants, and attractions, providing guests with a rich experience of Tortola's hospitality.

For those seeking a more tranquil setting, consider the rentals along the shores of Brewer's Bay or the nearby Long Bay Beach. These properties typically offer serene surroundings, with amenities such as private beach access, outdoor dining areas, and lush gardens, ideal for a peaceful retreat.
Are there any houseboat rentals in Road Town?
In Road Town, Tortola, travelers can find around 10 houseboat vacation rentals. These unique accommodations are typically moored in scenic spots, providing stunning views of the harbor and surrounding islands. Most houseboats come equipped with essential amenities such as kitchens for preparing meals, comfortable living areas for relaxation, and outdoor decks for enjoying the tropical weather.
What is the most popular type of vacation rental accomodation in Road Town?
In Road Town, villas are the most popular vacation rental option, with about 30 available in the area. These villas typically feature spacious layouts, private pools, and stunning views of the Caribbean Sea, making them ideal for travelers seeking luxury and comfort. The next most common option is apartments, with around 28 rooms scattered throughout the town, often located near local attractions and the waterfront. These apartments generally include fully equipped kitchens, cozy living areas, and balconies for enjoying the tropical ambiance.

Additionally, there are around 10 unique houseboats available, offering a distinctive experience for those looking to stay right on the water. For larger groups or families, several vacation houses and condos are also available, which usually come with multiple bedrooms, outdoor spaces, and amenities like BBQ grills.
Are there any family house rentals in Road Town?
In Road Town, Tortola, families will find a variety of rental homes—there are 46 available that cater to groups of different sizes. This vibrant capital offers properties in neighborhoods that are both convenient and picturesque. Many of these homes feature spacious living areas, fully equipped kitchens for preparing meals, and outdoor spaces for relaxation or play.

Visitors can expect amenities such as private pools, game rooms, and access to beautiful gardens, providing a superb setting for family bonding. The proximity to local attractions like the picturesque beaches of Cane Garden Bay and the historical sites in the area makes it easy to explore.

Additionally, nearby points of interest include outdoor markets and local eateries where families can enjoy the flavors of the Virgin Islands.
Can I rent a vacation home with a pool or hot tub in Road Town?
In Road Town, Tortola, there are several vacation homes available for rent that come with pools and hot tubs, with around 33 options to choose from. This vibrant area is known for its stunning Caribbean views and proximity to beautiful beaches. Travelers can find properties in various neighborhoods, including those overlooking the harbor and more secluded spots that offer privacy and tranquility.

Many of these vacation rentals feature amenities such as private pools, outdoor hot tubs, spacious patios for sunbathing, and fully equipped kitchens, making them great for both relaxation and entertaining. Some homes may also include additional features like outdoor dining areas, lush gardens, and easy access to local attractions, enhancing the overall vacation experience.
Can I find long-stay vacation rentals in Road Town?
A long-stay vacation rental in Road Town is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Road Town?
In Road Town, Tortola, several pet-friendly house rentals are available, providing options for travelers looking to enjoy a vacation with their furry companions. Many of these rentals come equipped with amenities such as private pools, spacious outdoor areas, and fully equipped kitchens, making them suitable for families or groups seeking comfort and convenience.

The area around Road Town offers beautiful views of the harbor and easy access to various local attractions, including beaches and water activities. Pet-friendly options are available near popular spots like Cane Garden Bay, where you can enjoy soft sandy beaches and calm waters. This beach is great for a day out with pets, as well as nearby trails that allow for scenic walks and exploration.
Are there any remote work vacation rentals in Road Town?
In Road Town, Tortola, there are numerous remote work vacation rentals available, with around 60 options to choose from. This vibrant capital of the British Virgin Islands offers a mix of modern conveniences and tropical charm, making it an ideal location for remote work. Many of these properties feature dedicated workspaces, including desks and comfortable chairs, as well as reliable Wi-Fi to ensure productivity.

Travelers can expect amenities such as laptop-friendly spaces, safe storage for valuables, and sometimes access to coworking areas. In addition to work-related comforts, many rentals provide beautiful views of the surrounding landscape, outdoor patios, and proximity to local attractions like the bustling Road Town market and picturesque beaches. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Road Town vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Road Town with parking available—perfect for families or travelers 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 vacation rental amenities include WiFi, allowing travelers to stay connected, and fully-equipped kitchens where guests can prepare meals at their convenience. Many rentals also feature coffee and tea makers for a quick morning boost, along with blenders for those looking to whip up smoothies or cocktails.
When is the best time to visit Road Town for a vacation rental?
The most popular time to visit Road Town, Tortola, is from July to September, when travelers flock to this picturesque destination for sun-soaked vacations. This peak season coincides with warm temperatures, typically ranging from the mid-70s to low 90s Fahrenheit, making it ideal for beachgoers and water sports enthusiasts. With the inviting Caribbean waters, visitors can indulge in snorkeling, sailing, and exploring the stunning beaches that Tortola has to offer.

September stands out as a particularly vibrant month, attracting tourists who wish to experience the local culture and enjoy lively events. The festive atmosphere, paired with the island's lush landscapes, creates a superb backdrop for both relaxation and adventure.

If you're looking for a more budget-friendly time to visit, consider planning your trip in May. This month offers a delightful balance of pleasant weather and fewer crowds, allowing for a more intimate experience of Road Town's charm. You can still enjoy the island's beauty and engage in activities like hiking and exploring local markets without the hustle and bustle of peak tourist season.

Ultimately, your choice of when to visit will depend on your preference for vibrant summer activities or a quieter, more relaxed getaway.
How early should I book a Road Town vacation rental?
Book your Road Town vacation 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 vacation 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, visitors can take part in the vibrant local culture and explore several attractions. The historic area of Main Street offers a range of shops, restaurants, and galleries, allowing travelers to experience the local art and cuisine. Near the waterfront, the Tortola Cruise Ship Port is bustling with activity and provides access to various boat tours and water sports activities.

For those interested in history, the Virgin Islands Museum is a must-visit, showcasing the islands' rich heritage and artifacts. The nearby Sage Mountain National Park offers hiking trails and breathtaking views of the surrounding landscape, making it a great spot for nature enthusiasts. Additionally, the picturesque beaches of Cane Garden Bay are just a short drive away, providing opportunities for relaxation and water activities.
Can I change or cancel my Road Town home rental booking on Vrbo?
To find Road Town vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy 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 vacation 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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