Road Town vacation rentals

We found 595 vacation rentals — enter your dates for availability

Welcome to the enchanting paradise of Road Town, where stunning beaches meet vibrant culture in the heart of the British Virgin Islands. With idyllic shores perfect for sunbathing and a lively Main Street brimming with local shops and eateries, adventure seekers and leisure travelers alike will find their perfect escape. Choose from a variety of accommodations, from charming villas to modern apartments, ensuring a comfortable and spacious home base for unforgettable family and group experiences. Embrace the warmth of island life while enjoying the amenities that make vacation rentals feel like a true home away from home.

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more

  • More for less

    More space, more privacy, more amenities — more value

  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

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 are the best areas to stay in a vacation rental in Road Town?
Finding the right area for your vacation rental in Road Town depends on your trip's focus, whether you're seeking beach access, family amenities, or a quiet escape. Vrbo offers a variety of whole homes, villas, and houseboats to help you settle in comfortably.
  • Horsepath: This area offers a selection of over 20 vacation rentals, including apartments and villas, with many providing beach and ocean views. It's a great choice for families, with several properties offering pools and kitchens, and it's within a 2-mile drive of Nanny Cay and Trunk Bay Beach.
  • Greenbank Estate: For those seeking a quieter setting, Greenbank Estate has several vacation rentals, primarily apartments and villas. Many properties here feature balconies and kitchens, and it's a short 1-mile drive to Brewers Bay Beach.
  • Wickhams Cay 1: If you're interested in a unique stay, Wickhams Cay 1 is home to several houseboats, many of which are family-friendly. This area provides easy access to shopping and is within a 1-mile drive of Trunk Bay Beach.
What are the most popular vacation rentals in Road Town?
Vacation rentals in Road Town are predominantly houseboats, villas, and apartments, offering diverse options for guests. Houseboats are particularly popular, with over 260 available, providing a unique stay right on the water. Villas, with nearly 30 properties, are favored by those seeking more space and privacy, often featuring multiple bedrooms and private outdoor areas. Apartments, with over 30 options, are a common choice for couples or smaller families looking for convenient access to local attractions. You'll find a good selection of these popular property types in areas like Horsepath and Greenbank Estate, which offer a mix of amenities and proximity to beaches and other points of interest.
What amenities do vacation rentals in Road Town usually offer?
Vacation rentals in Road Town come with a range of amenities designed for a comfortable and convenient stay. Many properties include fully equipped kitchens, allowing you to prepare meals and snacks at your leisure. You'll also find rentals with air conditioning, ensuring a cool retreat from the Caribbean sun. For added convenience, laundry facilities are often available, which is especially helpful for longer stays. Many vacation rentals feature balconies or terraces, perfect for enjoying ocean views or the tropical breeze. Free Wi-Fi is a common offering, keeping you connected, and parking is frequently provided for guests with vehicles. Additionally, a selection of properties offers private pools or hot tubs for relaxation.
Are there family-friendly vacation rentals in Road Town?
Yes, Road Town offers a selection of over 40 family-friendly vacation rentals, making it easy to plan a trip with your loved ones. You'll find a variety of property types suitable for families, including villas, apartments, and houseboats. Many of these rentals come equipped with essential amenities like full kitchens, laundry facilities, and separate living rooms, providing ample space for everyone. For families traveling with young children, some properties offer high chairs and travel cribs. Areas like Horsepath and Wickhams Cay 1 are popular choices for families, with several rentals featuring family-friendly amenities and proximity to local beaches and activities.
Are there pet-friendly vacation rentals in Road Town?
Yes, you can find a selection of pet-friendly vacation rentals in Road Town, allowing you to bring your furry companions along on your trip. These properties often include villas, apartments, and houseboats, providing comfortable stays for both you and your pets. While specific amenities vary, many pet-friendly rentals offer easy-clean floors and access to outdoor spaces. Horsepath and Wickhams Cay 1 are areas where you can find properties that welcome pets, ensuring your whole family can enjoy the Road Town experience together.
What are the best areas for group vacation rentals in Road Town?
Road Town provides many vacation rentals suitable for groups, with over 140 properties designed to accommodate larger parties. For groups seeking ample space and amenities, Horsepath is an excellent choice, offering a variety of apartments and villas. Wickhams Cay 1 also features several houseboats that are well-suited for groups. These group-friendly rentals often come with multiple bedrooms and bathrooms, large dining areas, and fully equipped kitchens, making it easy to share meals and create lasting memories. Many also include outdoor spaces like balconies or terraces, and parking for several vehicles, ensuring comfort and convenience for everyone.
What are the best luxury vacation rentals in Road Town?
For a luxurious escape in Road Town, you'll find over 20 high-end vacation rentals, primarily exquisite villas and private homes. These properties often feature premium amenities designed for an elevated stay. Horsepath and Greenbank Estate are notable areas for luxury rentals, offering stunning ocean views and private outdoor spaces. Many luxury vacation rentals in Road Town include private pools, hot tubs, and spacious balconies or terraces, providing an exclusive and comfortable experience for guests.
Are there any budget-friendly vacation rentals in Road Town?
Yes, Road Town offers a wide array of budget-friendly vacation rentals, with over 300 properties providing great value for your stay. Houseboats and apartments are common property types that offer excellent value, often featuring full kitchens and laundry facilities to help you save on dining and other expenses. You'll find many budget-friendly options across various neighborhoods, including Horsepath, Greenbank Estate, and Wickhams Cay 1. These areas provide comfortable accommodations that allow you to enjoy Road Town without compromising on quality, often including amenities like free Wi-Fi and parking.
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.

More Vacation Ideas