Road Town Vacation Rentals from $245: Search Short-Term Rentals

Q: What are some of the best vacation home rentals in Road Town?

MyALL Tortola, a dream villa on a dream island : This highly rated vacation home rental in Road Town is located by the ocean and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Road Town vacation rentals

A bedroom with a bed, a chair, a dresser, and a view of a balcony with a railing.

1. Fort Recovery Beachfront Resort

West End

Alberta

$223 nightly

Oct 3 - Oct 4

Total with taxes and fees

A beachside view with lounge chairs, a table, and umbrellas.

2. Ocean View Villa

Jost Van Dyke

Virginia

$315 nightly

Oct 2 - Oct 3

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Villas

Houseboats

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Road Town Hotel Reviews

Cane Garden Bay Beach Hotel

10/10 Excellent

"The staff was phenomenal , Nicole is an absolute gem!!! The rooms were clean and kept, The staff was helpful and attentive to any and all needs i.e.: restaurants, boat trips, taxis etc.. The beach was beyond beautiful. We traveled a bit off season so some places were closed but everywhere we went was wonderful and the beach was almost exclusively ours at times. We would chose this time again!"

Hidden Gem Tucked Away in the Bay - Kings Kove

8/10 Good

"Overall I would recommend this guest house. It had a nice patio with a great view and a very friendly neighboring dog that greeted us each time! The AC was in the bedroom and kept it cool. The shower was large and had good water pressure, there were hair and skin products under the sink to use which I appreciated. The tap water wasn’t for drinking but the host left bottled water in the fridge for our arrival. The house was up a series of steep roads and somewhat difficult for taxi services to find. It was a 20 minute walk to Nanny Cay which had restaurants, coffee shop and a small marina grocery store that we used. Going to Roadtown required a 20 taxi and getting to West End Marina was a 40 taxi. We rented a scooter for 45/day and toured the island which was a highlight.The kitchen was well equipped and clean although the longer we stayed the more small sugar ants found their way inside, even after cleaning all counters and storing all food in the fridge, I would sweep them into the sink each day, sweep them off the floor each day and they always found their way back. A small issue to deal with but irritating nonetheless! If I came back to Tortola I would rent this guest house again. The manager/host was easily reachable through the VRBO chat and assisted with connecting us to a taxi service (of which there are many on the island). Thanks for a great stay!"

AnaCapri Estate-Beautiful Caribbean Villa with pool and sea views

10/10 Excellent

"This was a truly wonderful property. It exceeded our expectations in every respect. One note of warning: the roads are steep and windy with some hairpin turns as we drove around the island, and all wheel drive was essential. Also, the gate at the place opens and closes quite quickly, so we learned to have one of us get out and hold a foot in front of the sensor while our car was going through. To that end, we also strongly advise getting the rental insurance *without a deductible* because branches scratched the car once as we drove around the island and the gate scratched the car our first time through! Luckily, we had decided to get it. Lori, the host was super helpful with everything we needed, including a fishing charter. We hope to return to this beautiful place."

Scrub Island Resort, Spa & Marina

10/10 Excellent

"Scrub Island is a top tier resort with beautiful amenities and amazing customer service from the time your flight lands, the ferry arrives to the dock, the check-in was flawless-even making sure our rooms were ready on time based on our arrival. Every staff member went above and beyond!"

Zafira Luxe 1-bedroom villa with sauna, steam, sunset views, AC, WIFI in Tortola

10/10 Excellent

"Such an amazing place and such an amazing host! I really don't want to write anything here because I want it all to myself but this is truly the spot to be. Its a little bit out of town so a rental car was the way to go. Whenever we had questions she was quite attentive. You will be treated well if you stay here!"

Find out more about Road Town

Everything you need to know about Road Town vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Road Town vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Road Town vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Road Town vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Road Town. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Road Town in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $245 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Road Town rentals

At Expedia, we put the best Road Town vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Road Town rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Road Town vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Road Town. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.

What are some of the best vacation home rentals in Road Town?

MyALL Tortola, a dream villa on a dream island: This highly rated vacation home rental in Road Town is located by the ocean and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Road Town?

With 6 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. Tortola Cruise Ship Port and Nanny Cay are other places to visit while you're in town.

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.

Room 1

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Road Town vacation rentals

1. Fort Recovery Beachfront Resort

2. Ocean View Villa

Find vacation rentals that suit your style

Top Road Town Hotel Reviews

Cane Garden Bay Beach Hotel

The Heritage Inn

Fort Burt Hotel

Hidden Gem Tucked Away in the Bay - Kings Kove

AnaCapri Estate-Beautiful Caribbean Villa with pool and sea views

Rosewood Little Dix Bay

Scrub Island Resort, Spa & Marina

Zafira Luxe 1-bedroom villa with sauna, steam, sunset views, AC, WIFI in Tortola

Find out more about Road Town

Explore a world of travel with Expedia

Frequently asked questions

Expedia's Latest Trends

Go further with the Expedia app