Road Town Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Jul 28 - Jul 29
Tomorrow
Jul 29 - Jul 30
This weekend
Aug 1 - Aug 3
Next weekend
Aug 8 - Aug 10

Vacation Rentals in Road Town

Zafira Luxe 1-bedroom villa with sauna, steam, sunset views, AC, WIFI in Tortola
Enjoy a serene ocean view from this hotel's spacious balcony with a seating area and glass railing.

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

The price is CA $323
CA $370 total
includes taxes & fees
Jul 29 - Jul 30
Zafira Luxe 1-bedroom villa with sauna, steam, sunset views, AC, WIFI in Tortola
VENTANA stunning contemporary beach house, 5min walk to stunning Trunk Bay beach
Relax by the serene infinity pool overlooking the ocean, surrounded by lush greenery and comfortable lounge chairs.

VENTANA stunning contemporary beach house, 5min walk to stunning Trunk Bay beach

10.0 out of 10, Exceptional, (9)
"Wonderful property in a fabulous location. It's our 5th trip to Tortola and we've stayed at numerous locations. Trunk Bay is quite special. Great place to completely unwind. "
VENTANA stunning contemporary beach house, 5min walk to stunning Trunk Bay beach
Maxi Cooper Bay
Relax by the ocean-view infinity pool surrounded by lush greenery and natural rocks.

Maxi Cooper Bay

4.0 star property
10.0 out of 10, Exceptional, (1)
Maxi Cooper Bay
Paradiso Ocean View. A perfect getaway. 10 mins drive to Smugglers Cove Beach..
Enjoy cooking in this well-equipped kitchen with a large island, sink, and stainless steel appliances.

Paradiso Ocean View. A perfect getaway. 10 mins drive to Smugglers Cove Beach..

9.6 out of 10, Exceptional, (9)
"Beautiful property. 8 of us stayed before our charter SaiL The Villa was fabulous! Never felt crowed together. I recommend the Villa. "
Paradiso Ocean View. A perfect getaway. 10 mins drive to Smugglers Cove Beach..
Family Friendly, centrally located - modern & spacious 2 bed 2 bath retreat.
Enjoy the ocean view from this covered outdoor space with a tiled floor and wooden railing.

Family Friendly, centrally located - modern & spacious 2 bed 2 bath retreat.

2.0 star property
10.0 out of 10, Exceptional, (3)
"We were very pleased with our friendly accommodating host. The house provided everything we needed plus more! It is very spacious and cleanliness was top notch. I would definitely return and plan to stay longer next time!"
The price is CA $274
CA $455 total
includes taxes & fees
Jul 31 - Aug 1
Family Friendly, centrally located - modern & spacious 2 bed 2 bath retreat.
MyALL Tortola
Relax by the oceanfront infinity pool surrounded by lush tropical plants and natural rock formations.

MyALL Tortola

4.0 star property
MyALL Tortola
Coconut Breeze Villas
Apartment, 1 King Bed, Ocean View | Terrace/patio

Coconut Breeze Villas

2.5 star property
10.0 out of 10, Exceptional, (15)
"Great service and great people. Beautiful place to stay!"
The price is CA $314
CA $392 total
includes taxes & fees
Jul 30 - Jul 31
Coconut Breeze Villas
Great House Villa, Jost Van Dyke
Enjoy serene coastal views, swim in the clear waters, and explore the nearby marina.

Great House Villa, Jost Van Dyke

10.0 out of 10, Exceptional, (72)
"Our family had an incredible week here. The property was perfect for us and had the best views. Loved everything about it. Saga was amazing and extremely helpful. Cathryn was very helpful with details and recommendations on transport/provisioning/etc. We plan to return again as soon as we can!"
Great House Villa, Jost Van Dyke
White Bay Villas and Beach Club
Enjoy breathtaking views of turquoise waters from this beachfront property's balcony.

White Bay Villas and Beach Club

4.0 star property
9.4 out of 10, Exceptional, (33)
"Best views in the islands! "
White Bay Villas and Beach Club
The Lighthouse Villas
Enjoy breathtaking views of the turquoise waters and surrounding hills.

The Lighthouse Villas

3.5 star property
9.0 out of 10, Wonderful, (174)
"We loved this property. It is conveniently located in Cane Garden Bay. The staff were very friendly and checked on us daily to make sure everything was perfect. We highly recommend staying here."
The Lighthouse Villas
Villa Sirenetta-Minutes from the beach! SUMMER SAVINGS IN JULY AND AUGUST 2025!
Relax by the pool overlooking a serene body of water and distant island.

Villa Sirenetta-Minutes from the beach! SUMMER SAVINGS IN JULY AND AUGUST 2025!

9.8 out of 10, Exceptional, (116)
"Nice place, could use some minor u"
Villa Sirenetta-Minutes from the beach! SUMMER SAVINGS IN JULY AND AUGUST 2025!
Ocean and Island Views with Spectacular Sunsets and Alfresco Atmosphere
Enjoy a tranquil ocean view from the infinity pool, where the water meets the horizon.

Ocean and Island Views with Spectacular Sunsets and Alfresco Atmosphere

10.0 out of 10, Exceptional, (122)
"Incredible house with outdoor vibe. Clean and comfy with a stunning view! Pool was great and everyone in our party was blown away. Will return asap! "
Ocean and Island Views with Spectacular Sunsets and Alfresco Atmosphere
Amazing Water Front Villa West End Tortola
Enjoy the serene beachfront setting with a walkway leading to the sandy shore, a palm tree, and a bench for taking in the tranquil views.

Amazing Water Front Villa West End Tortola

10.0 out of 10, Exceptional, (95)
"Everyone was very communicative. The place was cozy and clean and packed with amenities and treats.There was also a ton of info on places to go, eat, directions to beaches.Loved it!!"
Amazing Water Front Villa West End Tortola
Ocean View Villa
Relax on the beach with a clear ocean view, lounge chairs, and a dining area under a thatched roof.

Ocean View Villa

3.5 star property
9.6 out of 10, Exceptional, (30)
"We are so glad to have stayed at the Ocean View Villa. The property was beautiful. We were able to drop our luggage off early in the morning so we didn't have to bring it to Soggy Dollar with us. We walked a lot to both White Bay and Great Harbor. It probably took about 10-15 minutes. The best part was how quiet it was. We could not hear a noise other than the goats and wind. So relaxing."
The price is CA $432
CA $475 total
includes taxes & fees
Aug 3 - Aug 4
Ocean View Villa
Ke Villas
Enjoy breathtaking ocean views from this beachfront location.

Ke Villas

3.0 star property
9.6 out of 10, Exceptional, (108)
"Great stay"
Ke Villas
Spacious 1 Bedroom Villa, Private 20ft Pool, Stunning Views, 5 Mins To Beaches
Enjoy the breathtaking view of the turquoise coastline and distant mountains from this balcony.

Spacious 1 Bedroom Villa, Private 20ft Pool, Stunning Views, 5 Mins To Beaches

10.0 out of 10, Exceptional, (83)
"The cottage was perfect for our family. Spacious and clean one bedroom. Our kids lived in the pool and we couldn't get enough of the balcony view. Location was just far enough away from the ferry for day trips and to go to Cane Gardens for dinner easily and avoid the mid-day cruise crowds."
Spacious 1 Bedroom Villa, Private 20ft Pool, Stunning Views, 5 Mins To Beaches
Exceptional design, spacious covered decks, super views, set in Long Bay Estate
Relax by the ocean with a serene pool surrounded by a patio and lounge chairs.

Exceptional design, spacious covered decks, super views, set in Long Bay Estate

10.0 out of 10, Exceptional, (27)
"The property was wonderful! Can’t wait to come back here again!"
Exceptional design, spacious covered decks, super views, set in Long Bay Estate
Mango Bay Resort
Relax on the beach with lounge chairs and palm trees surrounding a serene ocean view.

Mango Bay Resort

3.5 star property
9.4 out of 10, Exceptional, (56)
"Nice property with beautiful beach just steps away from your door. "
Mango Bay Resort
Stylish, Secluded Villa with Pool, Hot tub and Stunning Views
Relax on the spacious deck with a panoramic ocean view, featuring comfortable lounge chairs and a cozy seating area.

Stylish, Secluded Villa with Pool, Hot tub and Stunning Views

9.8 out of 10, Exceptional, (117)
"An overall excellent experience. The views were outstanding in a very secluded area. "
Stylish, Secluded Villa with Pool, Hot tub and Stunning Views
Stylish, Secluded, Hot Tub and Amazing Views
Escape to a serene beach surrounded by lush greenery and calm ocean waters.

Stylish, Secluded, Hot Tub and Amazing Views

10.0 out of 10, Exceptional, (94)
"Awesome place to get away! "
Stylish, Secluded, Hot Tub and Amazing Views
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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

Paradiso Ocean View. A perfect getaway. 10 mins drive to Smugglers Cove Beach..

Paradiso Ocean View. A perfect getaway. 10 mins drive to Smugglers Cove Beach..

10/10 Excellent
"This is a BEAUTIFUL property with incredible views and a short drive to many stunning beaches. We had four couples and two young children on the trip. There was plenty of room for all of us and every bedroom is a clean and spacious master suite. This is a wonderful property and Rehanna was excellent to work with. Our concierge, Sylvia, met us at our rental car agency and directed us to the home. She had painkillers and a charcuterie board waiting for us at the villa. We had everything we needed and the host/concierge were always readily available. I'm looking forward to staying here again! "
Shelby F. 8-night trip
Posted 3 days ago
Paradiso Ocean View. A perfect getaway. 10 mins drive to Smugglers Cove Beach..

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?

Experience Tranquility with Breathtaking Hillside Views overlooking Nanny Cay: This highly rated vacation home rental in Road Town has air-conditioning and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Our travelers also rate Family Friendly, centrally located - modern & spacious 2 bed 2 bath retreat. as a favorite home for rent in Road Town.

How many vacation rentals are there in Road Town?

With 5 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?

Enjoy the outdoors at Anegada Island and Trunk Bay Beach, or simply take in cultural attractions like Her Majesty’s Prison Museum and Virgin Islands Folk Museum. 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.