Book Holiday Homes in Road Town

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Featured Holiday Homes in Road Town

Unique beach front property steps away from the beautiful waters of brewers bay.

Unique beach front property steps away from the beautiful waters of brewers bay.

Brewers Bay
With a stay at this vacation home in Brewers Bay, you'll be on the beach, within a 10-minute drive of Tortola Cruise Ship Port and Brewers Bay Beach.
Unique beach front property steps away from the beautiful waters of brewers bay.
Spectacular clifftop house with hot tub next to sandy beach, stunning sea views

Spectacular clifftop house with hot tub next to sandy beach, stunning sea views

Rogues Bay
With a stay at this vacation home in East End, you'll be by the ocean, within a 10-minute drive of Tortola Cruise Ship Port and Cooten Bay.
Spectacular clifftop house with hot tub next to sandy beach, stunning sea views
Serenity Suite 1Bed 1Bath

Serenity Suite 1Bed 1Bath

East End
With a stay at this vacation home in East End, you'll be within a 15-minute drive of Tortola Cruise Ship Port and Long Bay Beach.
Serenity Suite 1Bed 1Bath
Save an average of 15% on thousands of hotels when you're signed in
Family-sized villa- 5 mins from secluded beach! 10 mins from city centre!

Family-sized villa- 5 mins from secluded beach! 10 mins from city centre!

Road Town
The price is AU$1,044 per night from 15 Aug to 16 Aug
AU$1,044
15 Aug - 16 Aug
includes taxes & fees
With a stay at this vacation home in East End, you'll be within a 10-minute drive of Tortola Cruise Ship Port and Cooten Bay.
Family-sized villa- 5 mins from secluded beach! 10 mins from city centre!
Experience Tranquility with Breathtaking Hillside Views overlooking Nanny Cay

Experience Tranquility with Breathtaking Hillside Views overlooking Nanny Cay

Tortola
With a stay at this vacation home in Road Town, you'll be within a 10-minute drive of Tortola Cruise Ship Port and Nanny Cay.
Experience Tranquility with Breathtaking Hillside Views overlooking Nanny Cay
Top of the Hill Blue Sunshine

Top of the Hill Blue Sunshine

Parham Town
The price is AU$517 per night from 9 Sept to 10 Sept
AU$517
9 Sept - 10 Sept
includes taxes & fees
With a stay at this vacation home in East End, you'll be within a 15-minute drive of Tortola Cruise Ship Port and Buck Island.
Top of the Hill Blue Sunshine
New Construction Oceanfront Home/Pool Private Walk To Beach

New Construction Oceanfront Home/Pool Private Walk To Beach

Virgin Gorda
When you a stay at this vacation home in Virgin Gorda, you'll be on the beach, within a 5-minute walk of Nail Bay Beach and Nail Bay.
New Construction Oceanfront Home/Pool Private Walk To Beach
The view!!!

The view!!!

2 out of 5
White bay jost van dyke
The price is AU$534 per night from 14 Aug to 15 Aug
AU$534
14 Aug - 15 Aug
includes taxes & fees
With a stay at this vacation home in Jost Van Dyke, you'll be within a 10-minute walk of White Bay Beach and White Bay.
The view!!!
Direct from Owner - Amazing Ocean Views - Walk to beach

Direct from Owner - Amazing Ocean Views - Walk to beach

Apple Bay
With a stay at this vacation home in West End, you'll be by the sea, within a 15-minute drive of Tortola Cruise Ship Port and Long Bay.
Direct from Owner - Amazing Ocean Views - Walk to beach
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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.

Road Town Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Road Town vacation homes are the perfect way for you to wing it.

Holiday houses in Road Town let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Road Town in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Road Town adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Road Town with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Road Town vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Road Town Holiday Homes essential information

Accommodation
43 Holiday Homes
Lowest Price
AU$385
Highest Price
AU$1,044
Popular accommodation
Unique beach front property steps away from the beautiful waters of brewers bay., Spectacular clifftop house with hot tub next to sandy beach, stunning sea views, Serenity Suite 1Bed 1Bath, Family-sized villa- 5 mins from secluded beach! 10 mins from city centre!, Experience Tranquility with Breathtaking Hillside Views overlooking Nanny Cay, Top of the Hill Blue Sunshine, New Construction Oceanfront Home/Pool Private Walk To Beach, The view!!! , Direct from Owner - Amazing Ocean Views - Walk to beach

Top trending hotels in Road Town

Village Cay Hotel and Marina

Village Cay Hotel and Marina

3.5 out of 5
Nibbs St, Road Town, Tortola
Fully refundableReserve now, pay when you stay
With a stay at Village Cay Hotel and Marina in Road Town (Wickhams Cay 1), you'll be within a 10-minute walk of Tortola Cruise Ship Port and Virgin Islands Folk ...
Village Cay Hotel and Marina
Maria's By the Sea Hotel

Maria's By the Sea Hotel

3.5 out of 5
Road Town, Road Town, Tortola
The price is AU$385 per night from 14 Aug to 15 Aug
AU$385
14 Aug - 15 Aug
includes taxes & fees
With a stay at Maria's By the Sea Hotel in Road Town (Wickhams Cay 1), you'll be within a 10-minute walk of Tortola Cruise Ship Port and Virgin Islands Folk ...
Maria's By the Sea Hotel
Fort Burt Hotel

Fort Burt Hotel

3.5 out of 5
Road Town, P.O. Box 3380, Road Town, Tortola
With a stay at Fort Burt Hotel in Road Town (Waterfront), you'll be within a 5-minute drive of Tortola Cruise Ship Port and Government House.
Fort Burt Hotel
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Maxi Cooper Bay

Maxi Cooper Bay

4 out of 5
Trunk Bay, Road Town, Tortola
With a stay at this villa in Road Town, you'll be near the beach, within a 10-minute drive of Tortola Cruise Ship Port and Trunk Bay.
Maxi Cooper Bay
Don't see what you're looking for?
See all available properties in Road Town
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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.

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^Subject to availability and chosen travel dates.