Book Holiday Homes in Road Town

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Featured Holiday Homes in Road Town

Spectacularly located beach front Spring Tide @ The Tides at Little Apple Bay

Spectacularly located beach front Spring Tide @ The Tides at Little Apple Bay

Tortola
With a stay at this vacation home in West End, you'll be on the beach, within a 15-minute drive of Tortola Cruise Ship Port and Long Bay.
Opens in a new windowSpectacularly located beach front Spring Tide @ The Tides at Little Apple Bay
"Your Caribbean Haven: Where Comfort Meets Local Charm"

"Your Caribbean Haven: Where Comfort Meets Local Charm"

2 out of 5
Parham Town Tortola
With a stay at this vacation home in East End, you'll be within a 15-minute drive of Tortola Cruise Ship Port and Hodge's Creek Marina.
Opens in a new window"Your Caribbean Haven: Where Comfort Meets Local Charm"
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 Tortola
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.
Opens in a new windowFamily-sized villa- 5 mins from secluded beach! 10 mins from city centre!
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Experience Tranquility with Breathtaking Hillside Views overlooking Nanny Cay

Experience Tranquility with Breathtaking Hillside Views overlooking Nanny Cay

Tortola 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.
Opens in a new windowExperience Tranquility with Breathtaking Hillside Views overlooking Nanny Cay
Top of the Hill Blue Sunshine

Top of the Hill Blue Sunshine

Parham Town Tortola
The price is AU$518 per night from 10 Jan to 11 Jan
AU$518
10 Jan - 11 Jan 2026
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.
Opens in a new windowTop 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.
Opens in a new windowNew Construction Oceanfront Home/Pool Private Walk To Beach
Cozy Waterfront Cottage Sleeps 6

Cozy Waterfront Cottage Sleeps 6

Belle Vue Jost Van Dyke
Located in Jost Van Dyke, this vacation home is by the ocean, within a 15-minute drive of Smuggler's Cove Beach and Long Bay Beach.
Opens in a new windowCozy Waterfront Cottage Sleeps 6
Charming 2-bedroom house with WiFi, AC in amazing Cane Garden Bay

Charming 2-bedroom house with WiFi, AC in amazing Cane Garden Bay

Cane Garden Bay Tortola
With a stay at this vacation home in Brewers Bay, you'll be within a 10-minute drive of Tortola Cruise Ship Port and Cane Garden Bay Beach.
Opens in a new windowCharming 2-bedroom house with WiFi, AC in amazing Cane Garden Bay
The view!!!

The view!!!

2 out of 5
White bay jost van dyke British Virgin Islands
The price is AU$552 per night from 28 Dec to 29 Dec
AU$552
28 Dec - 29 Dec
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.
Opens in a new windowThe view!!!
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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
32 Holiday Homes
Lowest Price
AU$309
Highest Price
AU$552
Popular accommodation
Spectacularly located beach front Spring Tide @ The Tides at Little Apple Bay, "Your Caribbean Haven: Where Comfort Meets Local Charm", 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, Cozy Waterfront Cottage Sleeps 6, Charming 2-bedroom house with WiFi, AC in amazing Cane Garden Bay, The view!!!

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
The price is AU$309 per night from 31 Dec to 1 Jan
AU$309
31 Dec - 1 Jan 2026
includes taxes & fees
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 Main Street.
Opens in a new windowVillage Cay Hotel and Marina
Nanny Cay Resort and Marina

Nanny Cay Resort and Marina

3 out of 5
Nanny Cay Road Town NA
The price is AU$338 per night from 28 Dec to 29 Dec
AU$338
28 Dec - 29 Dec
includes taxes & fees
With a stay at Nanny Cay Resort and Marina in Road Town, you'll be on the beach, within a 10-minute drive of Tortola Cruise Ship Port and Nanny Cay.
Opens in a new windowNanny Cay Resort 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$448 per night from 13 Jan to 14 Jan
AU$448
13 Jan - 14 Jan 2026
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 Main Street.
Opens in a new windowMaria's By the Sea Hotel
Save an average of 15% on thousands of hotels when you're signed in
Fort Burt Hotel

Fort Burt Hotel

3.5 out of 5
Road Town Road Town Tortola
Fully refundableReserve now, pay when you stay
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.
Opens in a new windowFort Burt Hotel
Don't see what you're looking for?
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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.