Road Town vacation rentals

We found 306 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 9 - Jan 16

Image gallery for USVI CATAMARAN CHARTERS, DAY SAILING AND SNORKRLING, enjoy the best of the USVI.

Beach
9.6 out of 10, Exceptional, (10 reviews)
Exceptional
(10 reviews)

USVI CATAMARAN CHARTERS, DAY SAILING AND SNORKRLING, enjoy the best of the USVI.

Beef Island, Other Islands

10% off
Price is CA $1,893
CA $14,237 total
includes taxes & fees
USVI CATAMARAN CHARTERS, DAY SAILING AND SNORKRLING, enjoy the best of the USVI.

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more

  • More for less

    More space, more privacy, more amenities — more value

Find out more about Road Town

Why visit Road Town

  1. Beautiful Beaches: Enjoy pristine beaches with clear waters, perfect for swimming and sunbathing.
  2. Cultural Experiences: Immerse yourself in local culture through vibrant markets and traditional events.
  3. Outdoor Adventures: Engage in thrilling activities like hiking, snorkeling, and sailing around the islands.
  4. Scenic Waterfront: Stroll along the charming waterfront, enjoying stunning views of Road Harbour.
  5. Variety of Accommodations: Choose from cozy villas, vacation homes, and hotels to suit your preferences.

Popular types of accommodation in Road Town

If you're looking for the perfect vacation rental in Road Town, you've come to the right place! Our most popular accommodations include charming villas, houses, and comfortable apartments. Whether you prefer a hotel with an outdoor pool, a cozy bed and breakfast, or a self-catering option, we have a variety of choices to suit your needs. Plus, enjoy the convenience of nearby flights to get you here effortlessly!

  • Villas: Luxurious and spacious, villas in Road Town offer a perfect blend of comfort and elegance for an unforgettable stay.
  • Houses: Ideal for families or groups, these homes provide a personal touch and a home-like atmosphere during your visit.
  • Apartments: Convenient and affordable, apartments are a great choice for those seeking a more urban experience in Road Town.
  • Cottages: Quaint and charming, cottages provide a cozy retreat for a relaxing getaway.
  • Condos: Offering modern amenities, condos are perfect for travelers who enjoy a blend of style and comfort.**

Top attractions in Road Town

Road Town, Tortola, offers a delightful blend of beach, outdoor activities, and stunning scenery, making it an ideal vacation spot. Explore the beautiful islands, bays, and beaches, while indulging in cultural experiences. Consider engaging in local sights, shore excursions, and sightseeing tours of Tortola to fully appreciate what this Caribbean gem has to offer. Whether you're travelling solo or with family, Road Town promises memorable adventures and relaxation.

  1. Anegada Island: Experience the serene beauty of Anegada Island, known for its stunning beaches and outdoor vibes. Explore the island's unique flat landscape, vibrant coral reefs, and delicious fresh seafood, offering a true taste of island life.
  2. Trunk Bay Beach: Relax at Trunk Bay Beach, renowned for its pristine sands and crystal-clear waters. Enjoy sunbathing, swimming, or snorkelling in a picturesque setting that embodies the Caribbean beach vibe.
  3. Virgin Islands Folk Museum: Discover the rich culture at the Virgin Islands Folk Museum. This museum showcases local history, art, and traditions, giving visitors a deeper understanding of the vibrant heritage of the British Virgin Islands.

Things to do recommended for couples

Ready for a romantic getaway in Road Town? Dive into adventure with underwater sports at Fearless Wreck, RMS Rhone, and Wreck Alley, all offering thrilling experiences just a few miles away. Enjoy the vibrant marine life together and create unforgettable memories in this tropical paradise.

Things to do recommended for groups

Experience the stunning Biras Creek Trail and Trail of Palms for breathtaking hikes surrounded by nature. For a unique twist, visit the Callwood Rum Distillery, only 4.8km from Road Town, where you can enjoy local spirits in a romantic and entertaining atmosphere.

What do I need to keep in mind when booking a vacation in Road Town

If you're planning a trip with a group, family, or pets, or if you're considering extended stays, it's important to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Road Town with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor area for group gatherings. Thankfully, you can easily refine your search for all these options and more on Vrbo.
  • Traveling to Road Town with young kids: Traveling with young children can present some challenges. It's important to prioritize their comfort and safety, along with ensuring access to suitable amenities like a private swimming pool. Additionally, considering your distance to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Road Town: For many families, a getaway wouldn’t feel complete without their furry companions. If that resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of your family feels at home.
  • Planning for a long term stay visiting Road Town: If you’re in search of vacation rentals that offer discounts for stays of a month or more, you’ve come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don’t forget to include amenities like a parking space, a well-appointed kitchen, or even a private pool in your search criteria.

Where to stay in Road Town

Road Town, the vibrant capital of Tortola, offers a perfect blend of beach, outdoor adventures, and stunning scenery. Explore the charming waterfront, indulge in local culture, and embark on thrilling excursions. Nearby, you'll find picturesque beaches and lush landscapes, making it an ideal spot for romantic getaways or family adventures. Whether you're wandering through Road Harbour or soaking up the sun, Road Town promises an unforgettable Caribbean experience.

  • Great Mountain: Nestled in the charming area of Road Town, Great Mountain is a picturesque village that offers visitors a perfect blend of beachside relaxation and outdoor adventure. With its stunning scenery, Great Mountain is an ideal spot for sailing, boating, and diving enthusiasts. The proximity to pristine beaches and a welcoming marina enhances the travel experience, making it easy for tourists to explore the beautiful islands nearby. Whether you're lounging on the beach or engaging in water sports, Great Mountain promises an unforgettable escape in the British Virgin Islands.
  • Waterfront: The Waterfront neighborhood is a vibrant area around Road Town, known for its stunning coastal views and bustling atmosphere. This lively locale attracts travelers looking for a mix of beach fun and shopping experiences. With local shops and dining options nearby, visitors can indulge in the vibrant culture of Tortola while enjoying the scenic waterfront. Strolling along the beach and marina, you'll find an array of activities that cater to both relaxation and adventure, making Waterfront a must-visit destination for any vacationer.
  • Wickhams Cay 1: Wickhams Cay 1 is a delightful neighborhood located near Road Town, celebrated for its beach access and outdoor activities. This area is perfect for visitors seeking a luxurious resort experience, complete with stunning views and easy access to local attractions. The nearby marina offers a gateway to exploring the surrounding islands, while the beautiful beaches invite relaxation and leisure. With its blend of natural beauty and modern amenities, Wickhams Cay 1 is an exquisite choice for travelers looking to unwind and explore the wonders of the British Virgin Islands.

Best time to go to Road Town

If you're planning a trip to Road Town, it's a good idea to check both the weather and property rates. The warmest month is September. Peak season runs in September and December to January, while off-peak times, like May to June and October tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January78.4°F (25.8°C)No Rain (Dry)Mostly SunnySlightly HighSlightly High
February77.9°F (25.5°C)No Rain (Dry)Mostly SunnyAverageAverage
March77.5°F (25.3°C)No Rain (Dry)Mostly SunnyAverageSlightly High
April78.4°F (25.8°C)No Rain (Dry)Mostly SunnyAverageAverage
May80.1°F (26.7°C)Light RainMostly CloudySlightly LowAverage
June81.5°F (27.5°C)Light RainMostly SunnySlightly LowAverage
July82.0°F (27.8°C)Light RainMostly SunnyAverageAverage
August82.8°F (28.2°C)Light RainMostly CloudyAverageSlightly Low
September83.1°F (28.4°C)Light RainMostly SunnySlightly HighSlightly Low
October82.8°F (28.2°C)Light RainMostly SunnySlightly LowSlightly Low
November81.3°F (27.4°C)Light RainMostly CloudyAverageAverage
December79.7°F (26.5°C)No Rain (Dry)Mostly SunnySlightly HighSlightly High

Booking with Vrbo is simple

Are you eager to save on your upcoming journey? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, consider booking a longer stay to take advantage of substantial discounts. To discover a Vrbo property that aligns with your budget, feel free to use our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's unique Trip Board offers you a convenient way to plan new adventures, pick up right where you left off, or manage and arrange your travel plans. You can easily access the properties you've saved and booked in the sections for Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

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, Vrbo 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:

  • 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

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:

  • 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)

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 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 vacation rental?
When considering a vacation rental in Road Town, Tortola, the area around the waterfront is an excellent choice. This vibrant neighbourhood offers a mix of stunning views, easy access to local attractions, and a lively atmosphere. Staying here puts you in close proximity to the Tortola Cruise Ship Pier, where you can enjoy the bustling activity of arriving ships and the vibrant local market, great for picking up souvenirs and experiencing the local culture.

Another great option is the area near Main Street. This section of Road Town is known for its charming shops, eateries, and historical sites. You can easily explore the 1780 Lower Estate Sugar Works Museum, which provides fascinating insights into the island's history and sugar production. Additionally, the nearby Queen Elizabeth II Park offers a serene space for relaxation and picnics, along with stunning views of the surrounding harbour.
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 travelling 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.
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, consider the stunning coastline along the south-western shores of the island. The area around Cane Garden Bay is particularly popular, known for its beautiful sandy beach and vibrant atmosphere. Here, travellers can find beachfront properties that often feature amenities such as private balconies with sea views, outdoor dining areas, and easy access to the beach, great for sunbathing or water sports.

Additionally, the nearby area of Brewer's Bay offers a more tranquil setting, where vacation rentals typically include spacious gardens and outdoor pools, ideal for relaxing after a day of exploring. Many properties in this region come equipped with fully stocked kitchens and communal barbecue facilities, allowing guests to enjoy home-cooked meals in a picturesque environment.
Are there any houseboat rentals in Road Town?
In Road Town, there are several houseboat vacation rentals available, providing a unique way to experience the beauty of the British Virgin Islands. These houseboats are typically located in picturesque marinas or near the waterfront, allowing easy access to the stunning beaches and local attractions. Travellers can expect amenities such as comfortable living spaces, fully equipped kitchens for self-catering, and outdoor decks superb for sunbathing or enjoying the sunset. Additionally, many houseboats include air conditioning, Wi-Fi, and sometimes even additional water sports equipment for those looking to explore the surrounding waters.
What is the most popular type of vacation rental accomodation in Road Town?
In Road Town, villas are the most popular type of vacation rental, with about 29 available across the area. These properties often feature luxurious amenities such as private pools, spacious terraces, and stunning ocean views, making them ideal for travellers seeking a relaxing getaway. Apartments follow closely behind, with around 28 rooms scattered throughout the town, usually equipped with fully equipped kitchens, comfortable living areas, and access to communal facilities.
Are there any family house rentals in Road Town?
In Road Town, Tortola, there are numerous family-friendly vacation rentals available, with around 46 options to choose from. This vibrant capital of the British Virgin Islands offers a variety of accommodations that cater to families, featuring spacious living areas and fully equipped kitchens, which are superb for preparing meals together after a day of exploring. Many properties also include outdoor spaces where children can play and adults can relax, often with stunning views of the surrounding landscape.
Can I rent a vacation home with a pool or hot tub in Road Town?
In Road Town, Tortola, there are a variety of vacation homes available for rent that feature pools and hot tubs, with around 33 options to consider. This charming capital of the British Virgin Islands offers beautiful coastal views and a vibrant local culture. Many of these properties can be found in neighbourhoods close to the waterfront, providing easy access to beaches and local attractions.
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. 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 a suitable destination for travellers wishing to bring their furry companions along. Many of these vacation homes offer amenities such as private pools, outdoor spaces for pets to roam, and fully equipped kitchens, allowing guests to enjoy a comfortable stay while suiting their needs.

The area is known for its beautiful beaches and vibrant local culture, with easy access to nearby attractions. While in Road Town, visitors can explore the picturesque surroundings, including the stunning beaches like Cane Garden Bay, which is just a short drive away and offers pet-friendly areas where you can enjoy the sun and sand.
Are there any remote work vacation rentals in Road Town?
In Road Town, Tortola, there are numerous options for remote work vacation rentals, with around 61 available. This vibrant capital of the British Virgin Islands offers a range of properties that cater to the needs of remote workers. Many of these rentals come equipped with essential amenities such as desks, high-speed Wi-Fi, and dedicated office spaces, allowing for a productive work environment.

Travellers can expect comfortable living spaces with features like laptop workstations, safe storage for valuables, and even coworking spaces in some properties. Additionally, many rentals boast stunning views of the surrounding Caribbean Sea, creating an inspiring backdrop for work and relaxation. 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 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 vacation 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.
When is the best time to visit Road Town for a vacation rental?
September is the most popular time to visit Road Town, Tortola, as it offers a delightful blend of warm weather and vibrant local culture. During this peak season, which runs from July to September, travellers can enjoy the beautiful beaches, partake in water sports, and explore the lush landscapes that the British Virgin Islands are known for. The average temperatures hover around 29°C, creating a friendly space for outdoor activities and sightseeing.

While July and August are bustling with tourists, September tends to see a slight dip in crowds, making it an excellent time for those seeking a bit more tranquillity while still enjoying the lively energy of the islands. It's great for visitors who want to relax on the beach or take a leisurely stroll through the charming streets of Road Town, where local markets and shops abound.

For those looking for a cost-effective option, May is often the cheapest month to visit. This month allows travellers to experience the stunning beauty of the islands without the hustle and bustle of peak season. You can enjoy the serene beaches and explore the natural wonders at your own pace, with the added benefit of lower accommodation rates.
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, Tortola, visitors can experience firsthand a variety of attractions that showcase the island's charm. The picturesque waterfront is a highlight, where you can find vibrant markets and local eateries offering fresh seafood and Caribbean cuisine. The nearby Tortola Cruise Ship Terminal is a bustling hub for visitors arriving by sea, providing easy access to shopping and dining options.

For those interested in history and culture, the 1780 Lower Estate Sugar Works Museum offers insights into the island's historic past and sugar production. Just a short distance away, the local botanical gardens provide a serene setting with lush tropical plants and stunning views of the surrounding area.
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 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 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.

More Vacation Ideas