Road Town Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Road Town

Outdoor pool
Maxi Cooper Bay

Villa in Road Town

4.0 star property
10.0 out of 10, Exceptional, (2)
"You never want to leave. Beautiful house, amenities,and scenary"
United States
Todd
Maxi Cooper Bay
Beach nearby
The Lighthouse Villas

Apartment in Cane Garden Bay

3.5 star property
9.0 out of 10, Wonderful, (179)
"Unbeatable location, excellent host, comfortable & cleanliness."
United States
Anabel
The Lighthouse Villas
Terrace/patio
Coconut Breeze Villas

Aparthotel in Cane Garden Bay

2.5 star property
9.8 out of 10, Exceptional, (19)
"Excellent staff service. Room is big, bed is very good and view amazing!"
United States
Lisandra
The price is NT$8,406
NT$10,508 total
includes taxes & fees
Dec 8 - Dec 9
Coconut Breeze Villas
Villa, 2 Bedrooms, Ocean View (Hillside) | View from room
White Bay Villas and Beach Club

Villa in Jost Van Dyke

4.0 star property
9.4 out of 10, Exceptional, (33)
"Best views in the islands! "
United States
Duane
White Bay Villas and Beach Club
View from property
Ke Villas

Villa in West End

3.0 star property
9.6 out of 10, Exceptional, (110)
"Great stay"
United States
Nicole
Ke Villas
On the beach, white sand, sun loungers, beach umbrellas
Mango Bay Resort

Apartment in Virgin Gorda

3.5 star property
9.4 out of 10, Exceptional, (57)
"A truly great vacation spot"
Canada
Sandra
The price is NT$14,807
NT$22,256 total
includes taxes & fees
Dec 8 - Dec 9
Mango Bay Resort
Terrace/patio
Ocean View Villa

Villa in Jost Van Dyke

3.5 star property
9.6 out of 10, Exceptional, (31)
"Great scenic view, Friendly owners. Comfortable in every way."
United States
Virginia
The price is NT$11,246
NT$12,371 total
includes taxes & fees
Jan 1 - 2026/1/2
Ocean View Villa
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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Top Road Town Hotel Reviews

Nanny Cay Resort and Marina

Nanny Cay Resort and Marina

10/10 Excellent
"Great room, great staff at nanny cay. Loved it!!"
Kristie 4-night trip
Posted 2 days ago
Nanny Cay Resort and Marina

Find out more about Road Town

Search for holiday rentals in Road Town on Expedia! You can easily find your home rentals, villas, holiday apartments in Road Town using one of the methods below:

  • View our selection of featured holiday rentals in Road Town
  • Use the map to find apartments and other holiday homes in the Road Town neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Road Town while they last

Look no further and take a look at our great range of rental properties in Road Town!

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.

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 Virgin Islands Folk Museum and Her Majesty’s Prison Museum. While in the area, you can also visit popular places like Trunk Bay and Sapphire Beach.

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.