Road Town vacation rentals

We found 293 vacation rentals — enter your dates for availability

Discover a selection of 32 apartments, 30 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.

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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, Tortola, British Virgin Islands when booking a vacation rental?
When considering a vacation rental in Road Town, Tortola, the area around the waterfront is an excellent choice. This vibrant neighborhood offers stunning views of the harbor and easy access to a variety of local attractions. Visitors can explore the nearby Tortola Cruise Ship Terminal, which brings a lively option with shops, restaurants, and art galleries. Additionally, the charming area is close to the Sage Mountain National Park, great for those who enjoy hiking and experiencing the lush natural beauty of the island.

Another appealing option is the neighborhoods closer to the center of Road Town, where you can immerse yourself in the local culture. Here, you'll find the impressive 1780 Lower Estate Sugar Works Museum, which provides insight into the island's history and heritage. The area is also home to several local markets and eateries that showcase the flavors of the British Virgin Islands.

Overall, Road Town boasts a variety of properties, from cozy apartments to more spacious villas, providing plenty of options for travelers looking to enjoy the beauty and culture of Tortola.
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, consider the picturesque locations along Tortola's southwestern coast, particularly near the popular beaches of Cane Garden Bay and Brewer's Bay. These areas are known for their stunning sandy shores and vibrant local culture. Vacation rentals in Cane Garden Bay often include amenities such as spacious outdoor decks, private pools, and easy access to water sports activities like snorkeling and kayaking. Many properties also feature modern kitchens and comfortable living spaces, making them ideal for families or groups looking to enjoy a beach getaway.

In Brewer's Bay, travelers can find charming beachfront cottages and villas that offer breathtaking views of the Caribbean Sea. Many of these rentals come equipped with outdoor grills, shaded patios, and lush tropical gardens, providing a relaxing atmosphere for guests. The proximity to local restaurants and bars enhances the experience, allowing visitors to sample fresh seafood and local cuisine without traveling far.

Additionally, the area surrounding Road Town offers opportunities for exploring the island's natural beauty, with hiking trails and scenic viewpoints just a short drive away. Rentals in this region often provide a taste of island living, featuring amenities such as air conditioning, Wi-Fi, and access to communal facilities like beach volleyball courts or picnic areas.
Are there any houseboat rentals in Road Town?
In Road Town, Tortola, British Virgin Islands, several houseboat vacation rentals are available, providing a unique way to experience the stunning waterfront views and vibrant marine life. These houseboats typically feature amenities such as comfortable sleeping arrangements, fully equipped kitchens, and outdoor decks for soaking up the sun or enjoying meals al fresco. Many rentals are conveniently located near popular attractions like the Tortola Marina and local dining options, allowing guests to immerse themselves in the island's culture and natural beauty.
What is the most popular type of vacation rental accomodation in Road Town?
In Road Town, villas are the most common vacation rental option, with around 30 available throughout the area. These spacious properties often feature multiple bedrooms, private pools, and stunning views of the surrounding landscapes, making them ideal for families or groups looking for a luxurious getaway. Alongside villas, there are approximately 29 apartments, which provide a more compact and convenient stay. Most apartments come equipped with kitchens, living areas, and sometimes balconies to enjoy the tropical climate. Additionally, there are several houseboats, vacation houses, and condos available, each offering unique amenities and experiences.
Are there any family house rentals in Road Town?
In Road Town, Tortola, there are some family-friendly house rentals readily available, with around 43 options to choose from. This vibrant area offers a mix of accommodations that cater to families, featuring spacious living areas and fully equipped kitchens, superb for preparing meals together after a day of adventure. Many properties also include private outdoor spaces, allowing children to play freely while parents relax.

Visitors will find that Road Town is close to beautiful beaches such as Cane Garden Bay and Long Bay, where families can enjoy swimming, snorkeling, and soaking up the sun. Additionally, the local marketplace provides an opportunity to experience the culture and flavors of the British Virgin Islands.
Can I rent a vacation home with a pool or hot tub in Road Town?
In Road Town, Tortola, there are around 30 vacation homes available for rent that feature pools or hot tubs, making it a fantastic destination for travelers seeking relaxation and leisure. The area offers a mix of accommodations, from modern villas perched on hillsides with stunning ocean views to charming homes conveniently located near the vibrant town center. Many of these properties come equipped with private pools, inviting hot tubs, outdoor entertaining spaces, and fully equipped kitchens, ensuring a comfortable and enjoyable stay.

Travelers can also enjoy the beautiful surroundings, with easy access to local beaches, shops, and restaurants.
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, travelers can find several pet-friendly house rentals that cater to those looking to enjoy a tropical getaway with their furry companions. Many of these rentals are conveniently located near the picturesque coastline, offering stunning views of the Caribbean Sea. Expect amenities such as spacious outdoor patios, private pools, and fully equipped kitchens, making it easy to relax and unwind after a day of exploring the island.

The area around Road Town also features nearby beaches where pets are welcome, providing ample opportunities for fun in the sun. Additionally, local parks and pet-friendly cafes enhance the experience for travelers with pets, allowing for leisurely strolls and outdoor dining.
Are there any remote work vacation rentals in Road Town?
In Road Town, Tortola, there are plenty of remote work vacation rentals available, with around 66 options to choose from. The properties often cater to professionals looking for a conducive work environment, featuring amenities such as high-speed Wi-Fi, comfortable workspaces, and serene views that can inspire productivity. Many rentals provide free internet access and additional services like limo or town car options for easy transport to nearby locations.

Travelers can expect a variety of accommodations, from cozy apartments in the heart of the town to spacious villas offering more privacy and tranquility. Road Town itself is rich in culture and history, with local shops, restaurants, and attractions like the Tortola Marina and the nearby beaches just a short distance away. 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 kitchens, allowing travelers to prepare their own meals, and porches or lanais that provide a pleasant outdoor space to relax. Many rentals also feature balconies and decks or patios, superb for enjoying the tropical climate and stunning views. Additionally, coffee and tea makers are commonly available, suiting those who enjoy a morning brew.
When is the best time to visit Road Town for a vacation rental?
The best time to book a vacation rental in Road Town, Tortola, is during the month of September. This month falls within the peak season, which runs from July to September, attracting travelers eager to enjoy the stunning beaches and vibrant culture of the British Virgin Islands. September offers warm temperatures typically ranging from the mid-70s to low 90s Fahrenheit, making it ideal for outdoor activities such as snorkeling, sailing, and lounging by the sea.

During this time, you can experience the lively option of local festivals and events that showcase the rich heritage of the islands. The warm weather is great for exploring the picturesque coastline and indulging in delicious Caribbean cuisine at nearby restaurants that highlight fresh, local ingredients.

For those looking for a more budget-friendly option, consider visiting in May, when rates for vacation rentals are generally lower. This shoulder season is still pleasant, with temperatures in the mid-70s to mid-80s Fahrenheit, offering a quieter experience without compromising on the beauty of the surroundings. You can enjoy more personal space on the beaches and access to local attractions without the crowds.
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, Tortola, British Virgin Islands?
In Road Town, Tortola, visitors can engage in a variety of attractions that highlight the island's natural beauty and cultural heritage. The vibrant waterfront area features shops, restaurants, and lively markets, making it a great starting point for exploring the local scene. Notable attractions include the historic 1780 Lower Estate Sugar Works Museum, where guests can learn about the island's sugar production history.

For stunning views, visitors can hike to Sage Mountain National Park, the highest point on the island, which offers scenic trails and a chance to see various flora and fauna. The nearby J.R. O'Neal Botanic Gardens provide a peaceful retreat with diverse plant species and beautiful landscapes.

Additionally, the area around Road Town offers easy access to beaches such as Cane Garden Bay and Long Bay, where travelers can relax, swim, and enjoy water sports.
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 cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

Frequently asked questions

Can I find a vacation rental in Road Town?
Yes, we give you a choice of vacation rentals in Road Town near JR O'Neal Botanic Gardens, or you can choose a more secluded option if you want a relaxing stay. Discover why Road Town is known for its waterfront and seaside. Make sure you have time to check out the gardens while you're in the area.
How many vacation rentals are there in Road Town?
With 5 Expedia vacation rentals, you're sure to find just the right place for your Road Town stay.
What's there to see and do in Road Town?
Anegada Island and Trunk Bay Beach are a couple of scenic spots to enjoy the outdoors, whereas Her Majesty's Prison Museum is one of the cultural attractions. While in the area, you can also visit popular places like Trunk Bay and Sapphire Beach.
What's a vacation rental in Road Town like?
Vacation rentals are private properties you can stay in for several days or longer in Road Town. Vacation rentals feature amenities such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for a family trip.

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