Road Town vacation rentals

We found 285 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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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 most popular type of vacation rental accommodation in Road Town?
Villas are the most popular type of vacation rental in Road Town, according to our data. Even if you’ve got something a little different in mind, Vrbo has properties in all sizes and shapes. Take a look at our options to find your ideal fit.
How much does it cost to rent a vacation rental in Road Town?
A range of things can determine how much you pay for a vacation rental in Road Town, like the time of year, length of stay and property type. However, all of our vacation homes have something in common — amazing value. Just enter your travel dates to find your ideal match.
How much does it cost to rent a beach house in Road Town?
Prices for beach houses in Road Town can differ depending on the style and size of the property and time of year you’re traveling. All you have to do is enter your travel dates into Vrbo and the number of guests to see your options and prices. From there you can use the filters to narrow down your search by nearby activities, amenities, ratings and more.
What are popular rental amenities in Road Town?
When it comes to rental amenities that people search for in Road Town, a swimming pool, a water view and a chef rank the highest. With Vrbo vacation rentals, you’ll find options to fit your style and taste, whether you’re on a trip with friends, relatives or even pets.
What are the top attractions for families in Road Town?
There are lots of awesome things to see and do with the family in Road Town, including:

  • Nanny Cay
  • Anegada Island
  • Trunk Bay Beach

Can I find two-bedroom vacation rentals in Road Town?
Road Town has 11 two-bedroom vacation rentals for you to pick from. Go for a vacation home with all the space and comfort you’re looking for at an attractive price on Vrbo.
Are there vacation rentals with WiFi in Road Town?
Whether you’d like to keep up with the latest news, check emails or post a pic to social media, there are 22 vacation homes with WiFi in Road Town. Check the “WiFi” box when searching on Vrbo and stay connected on your getaway.
How old do you have to be to rent a vacation rental in Road Town?
The minimum age requirements can vary across properties on Vrbo, so look at the rules of the vacation home in Road Town you want. But typically, it’s 16, 18 or 21.
How long can I rent a vacation rental in Road Town for?
The length of time you can book a vacation rental in Road Town is up to the property. Simply enter your chosen dates to view a list of options offering extended stays. With lots of amenities like air conditioning and kitchens, as well as some offering discounted weekly or monthly prices, you’re sure to discover a terrific place to call your home away from home in Road Town.
Does Vrbo offer discounts for vacation homes in Road Town?
Weekend retreat or extended vacation, Vrbo has some fantastic deals and discounts in Road Town to suit your style and budget. Take a look at our weekly and monthly discounts on vacation rentals, or check out what’s recently been added with one of our newly listed homes. Whatever you’re after, you’ll find the perfect place to stay — without spending a fortune.

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