Road Town holiday lettings

We found 296 holiday rentals — enter your dates for availability

Discover a selection of 32 apartments, 31 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.

Find spaces that suit your style

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. Trunk Bay and Sapphire Beach are just a couple of the must-see attractions in the area. 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:

  • Trunk Bay (11.1 mi / 17.9 km)
  • 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)

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 great area to stay is the historic waterfront district. This vibrant neighbourhood offers a charming blend of local culture and breathtaking views of the harbour. The waterfront is particularly appealing, as it is home to a variety of shops, restaurants, and cafes, making it easy to immerse yourself in the local lifestyle.

One of the top attractions in this area is the Museum of Tortola, where visitors can learn about the rich history and heritage of the British Virgin Islands. Additionally, the nearby Virgin Islands National Park offers stunning hiking trails and beautiful beaches, great for those looking to explore the natural beauty of the islands.

In terms of accommodation options, the waterfront district features a range of properties, from quaint guesthouses to more upscale rentals, suiting various preferences and budgets.
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, consider the picturesque waterfront areas close to the capital's main attractions. The stretch along Cane Garden Bay is particularly popular, offering stunning views of the ocean and easy access to sandy beaches. Many beachfront properties in this area come with amenities such as outdoor terraces, swimming pools, and direct beach access, making them ideal for families and groups seeking a relaxing getaway.

In addition, the area around the historic waterfront near the main harbour offers charming holiday rentals, often featuring modern kitchens, spacious living areas, and balconies overlooking the marina. This location provides convenient access to local shops, restaurants, and activities such as sailing and water sports.

Another appealing option is the nearby area of Brewer's Bay, where you can find more secluded beach houses surrounded by lush tropical surroundings. These properties typically include amenities like private gardens, barbecues, and easy access to quieter beach spots, great for those looking to unwind in a tranquil setting.
Are there any houseboat rentals in Road Town?
In Road Town, there are about 28 houseboat holiday rentals available, offering a unique and scenic way to experience the British Virgin Islands. These houseboats are typically moored in picturesque locations, allowing guests to enjoy stunning views of the surrounding waters and nearby islands. Most rentals come equipped with essential amenities such as fully functional kitchens, private bathrooms, and comfortable living areas, making for a convenient and enjoyable stay. Additionally, many houseboats feature outdoor decks or patios, superb for relaxing in the sun or enjoying the sunset.
What is the most popular type of holiday rental accomodation in Road Town?
In Road Town, villas and apartments are the most popular types of holiday rentals, with approximately 120 villas and 116 apartments available throughout the area. These accommodations are often located close to key attractions such as the Tortola Cruise Ship Dock and the vibrant local markets. Most villas feature luxurious amenities, including private pools, expansive outdoor spaces, and fully equipped kitchens, making them superb for families or groups looking for a lavish stay.

Apartments, on the other hand, provide a more budget-friendly alternative with essential amenities such as kitchen facilities, living areas, and easy access to local shops and restaurants. Additionally, there are around 28 houseboats and 20 holiday houses, which offer great experiences for travellers seeking something different, often with stunning waterfront views and a relaxed atmosphere.
Are there any family house rentals in Road Town?
In Road Town, Tortola, there are numerous family-friendly holiday rentals available, with around 43 options to choose from. This vibrant capital offers a variety of homes suitable for families, often featuring spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces where children can play safely. Many properties also come with amenities such as Wi-Fi and air conditioning, ensuring a comfortable stay.

Visitors will appreciate the proximity to beautiful beaches like Cane Garden Bay and the scenic allure of the surrounding hills. Additionally, local attractions such as the Virgin Islands Museum and the bustling Road Town Market provide a taste of the island's culture and history.
Can I rent a holiday home with a pool or hot tub in Road Town?
In Road Town, Tortola, there are around 30 holiday homes available for rent that come with pools or hot tubs. This picturesque capital of the British Virgin Islands offers a variety of properties, many of which are located on hillsides or along the waterfront, providing stunning views of the Caribbean Sea.

Travellers can expect a range of amenities in these rentals, including private swimming pools, relaxing hot tubs, outdoor terraces for sunbathing, and fully equipped kitchens ideal for preparing meals after a day of exploring. Some properties may also feature spacious living areas, barbecue facilities, and easy access to local beaches, enhancing the overall experience of staying in this tropical paradise.
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, providing an excellent base for exploring the beautiful British Virgin Islands. Holiday rentals in this area often come equipped with amenities such as private patios or balconies, fully equipped kitchens, and spacious living areas, making them superb for families or groups travelling with pets.

The rentals are ideally situated near various local attractions, including beautiful beaches and vibrant markets. For pet owners, the nearby beaches offer opportunities for leisurely walks and playtime with pets in the sun and sand. Additionally, the scenic coastal paths and surrounding nature provide ample outdoor activities for both travellers and their furry companions.
Are there any remote work holiday rentals in Road Town?
In Road Town, Tortola, you will find a substantial selection of remote work holiday rentals, with approximately 264 options available. This vibrant capital of the British Virgin Islands offers a range of properties that cater to the needs of remote workers. Many rentals come equipped with high-speed internet and Wi-Fi, ensuring seamless connectivity for work-related tasks.

In addition to reliable internet services, these properties often feature comfortable workspaces, such as dedicated desks or inviting living areas that can be adapted for productivity. Many rentals also include amenities like safes for securing your belongings, as well as air conditioning to keep the environment pleasant.

When you're not working, Road Town presents a wealth of attractions, including local markets, stunning beaches, and various dining options. 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 kitchens, which allow guests to prepare their own meals and enjoy the local produce. Many rentals also feature porches or lanais, providing a great spot to relax and take in the tropical surroundings. Balconies and decks or patios are common as well, ideal for enjoying the warm evenings or soaking up the sun. Additionally, travellers can expect amenities like coffee and tea makers, ensuring a comforting start to their day.
When is the best time to visit Road Town for a holiday rental?
The most popular time to visit Road Town, Tortola, is during the peak season from July to September, when the island buzzes with activity and offers a vibrant setting. This period is ideal for travellers seeking sunny weather, with average temperatures ranging from 25 to 30 degrees Celsius, great for enjoying the stunning beaches and engaging in water sports like snorkelling and sailing.

September stands out as a particularly appealing month for visitors, as the summer crowds begin to thin while the weather remains delightful. This is an excellent time to explore the charming shops and local eateries, where you can savour authentic Caribbean cuisine.

For those looking for more budget-friendly options, May is a fantastic alternative. This month marks the beginning of the low season, allowing you to take advantage of lower rental rates while still enjoying pleasant temperatures and fewer tourists. It's a great time to relax at the beach or embark on leisurely hikes through the lush landscapes of the island.

Ultimately, the best time to book your holiday rental in Road Town hinges on your preferences.
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 explore several captivating attractions. The vibrant waterfront area is a hub for local culture, featuring the Tortola Cruise Ship Terminal and various shops and restaurants that showcase Caribbean cuisine. The nearby Sir Olva Georges Plaza offers a mix of local crafts and souvenirs, ideal for those seeking a taste of the island's artistry.

For a touch of history, the Virgin Islands Museum provides insights into the region's rich maritime heritage, while the nearby Government House, with its historic architecture, is also worth a visit.

Nature lovers can take a short trip to the nearby Sage Mountain National Park, where hiking trails offer scenic views and the chance to experience the island's lush flora and fauna.
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 cabin or a beach house, 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 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.
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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, 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 organising 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.

More holiday ideas