A pier extending into calm water with a backdrop of a hilly landscape and buildings.

Road Town Holiday Rentals

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Road Town holiday rentals

A two-story building with a light blue exterior, a white door, and a small balcony.

1. Peaceful Studio Retreat w/ Full Kitchen near Great Mountain • 5 Min to Road Town

Peaceful Studio Retreat w/ Full Kitchen near Great Mountain • 5 Min to Road Town
Road Town
The price is NZ$294
includes taxes & fees
27 Oct - 28 Oct
Peaceful Studio Retreat w/ Full Kitchen near Great Mountain • 5 Min to Road Town
A boat interior with a white ceiling, a view of a green landscape through windows, and a dark floor.

2. #4 One Studio with AC and Bathroom - 10 Minutes from two beaches

#4 One Studio with AC and Bathroom - 10 Minutes from two beaches
Tortola
9.8 out of 10, Exceptional, (7 reviews)
"Great host safe quiet and clean apartment "
United States
Sovill
The price is NZ$381
includes taxes & fees
27 Oct - 28 Oct
#4 One Studio with AC and Bathroom - 10 Minutes from two beaches
A neatly made bed with a white and maroon bedspread, two nightstands with potted plants, and a plain wall with a light switch.

3. Nature's Hideaway

Nature's Hideaway
Horsepath
10.0 out of 10, Exceptional, (1 review)
"Naja is the best! "
United States
John
The price is NZ$288
includes taxes & fees
16 Nov - 17 Nov
Nature's Hideaway
A two-story house with a garage, a red car parked outside, and a clear sky.

4. #7 Studio sunset islands view, queen bed, bath & kitchen 10 min to town & beach

#7 Studio sunset islands view, queen bed, bath & kitchen 10 min to town & beach
Tortola
The price is NZ$396
includes taxes & fees
27 Oct - 28 Oct
#7 Studio sunset islands view, queen bed, bath & kitchen 10 min to town & beach
A boat interior with a white ceiling, a view of a green landscape through windows, and a dark floor.

5. #4 Cozy Studio in Tortola with AC, WiFi. Enjoyable getaway with Sunset View

#4 Cozy Studio in Tortola with AC, WiFi. Enjoyable getaway with Sunset View
Tortola
6.0 out of 10, (1 review)
"Tough to find location even with the directions provided, poor signage overall. The bedding left some to be desired (one small blanket barely large enough for 1 person, the roosters and barking dogs made impossible to sleep without closing the windows making using the air conditioner necessary, communication was ok"
United States
Michael
The price is NZ$379
includes taxes & fees
27 Oct - 28 Oct
#4 Cozy Studio in Tortola with AC, WiFi. Enjoyable getaway with Sunset View
A hotel room with a checkered floor, a bed with a wooden headboard, a black sofa with a brown cushion, a ceiling fan, and a large mirror.

6. 5 Studio with queen bed & bathroom - 10 min to beach & town

5 Studio with queen bed & bathroom - 10 min to beach & town
Tortola
The price is NZ$444
includes taxes & fees
27 Oct - 28 Oct
5 Studio with queen bed & bathroom - 10 min to beach & town
A modern building with a glass facade, outdoor seating area, and a view of the sunset over the water.

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

Zafira Luxe 1-bedroom villa with sauna, steam, sunset views, AC, WIFI in Tortola
Leonards
10.0 out of 10, Exceptional, (9 reviews)
"Perfect for both a little sightseeing and a lot of relaxing."
United States
Michael
The price is NZ$612
includes taxes & fees
27 Oct - 28 Oct
Zafira Luxe 1-bedroom villa with sauna, steam, sunset views, AC, WIFI in Tortola
A yellow building with a staircase leading to a door, surrounded by greenery and a clear sky.

8. SUNFLOWER LANE APARTMENT #5 - OCEAN VIEW 7 mins from Capital

SUNFLOWER LANE APARTMENT #5 - OCEAN VIEW 7 mins from Capital
Road Town
The price is NZ$718
includes taxes & fees
31 Oct - 1 Nov
SUNFLOWER LANE APARTMENT #5 - OCEAN VIEW 7 mins from Capital
A bedroom with a bed, a chair, a dresser, and a view of a balcony with a railing.

9. Fort Recovery Beachfront Resort

Fort Recovery Beachfront Resort
4.0 star property
West End
9.6 out of 10, Exceptional, (7 reviews)
"Enjoyed."
United States
Alberta
The price is NZ$442
includes taxes & fees
28 Oct - 29 Oct
Fort Recovery Beachfront Resort
A balcony with a view of the sea and distant islands.

10. Haversville Canary Studio with stunning ocean views on Tortola, Virgin Islands

Haversville Canary Studio with stunning ocean views on Tortola, Virgin Islands
Tortola
The price is NZ$360
includes taxes & fees
2 Nov - 3 Nov
Haversville Canary Studio with stunning ocean views on Tortola, Virgin Islands
A balcony with a view of the ocean and dense foliage.

11. Lovely 3 bedroom house overlooking Brewers Bay can be your home away from home.

Lovely 3 bedroom house overlooking Brewers Bay can be your home away from home.
Tortola
The price is NZ$553
includes taxes & fees
31 Oct - 1 Nov
Lovely 3 bedroom house overlooking Brewers Bay can be your home away from home.
A room with a view of a beach, a wooden deck, and a sofa with a lamp.

12. Beachfront 1-Bedroom Signature Villa

Beachfront 1-Bedroom Signature Villa
Tortola
9.6 out of 10, Exceptional, (17 reviews)
"This property is beautiful. "
United States
Charles F.
The price is NZ$635
includes taxes & fees
27 Oct - 28 Oct
Beachfront 1-Bedroom Signature Villa
A two-story house with a balcony, a patio with a table and chairs, and a stone wall.

13. Oceanfront 1-Bedroom Premium Corner Villa

Oceanfront 1-Bedroom Premium Corner Villa
Tortola
10.0 out of 10, Exceptional, (21 reviews)
"I only hope I get to stay there again! View is perfect every night and every morning!"
United States
Natalie J.
The price is NZ$605
includes taxes & fees
27 Oct - 28 Oct
Oceanfront 1-Bedroom Premium Corner Villa
A balcony with a clear view of the ocean and hills.

14. 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
9.8 out of 10, Exceptional, (19 reviews)
"Beautiful views, Roger is a gracious and helpful host. Nearby access to secluded and beautiful beaches."
United States
Melissa A.
The price is NZ$1,139
includes taxes & fees
28 Oct - 29 Oct
Family-sized villa- 5 mins from secluded beach! 10 mins from city centre!
A balcony with a view of a marina and the sea.

15. Top of the Hill Blue Sunshine

Top of the Hill Blue Sunshine
Parham Town
10.0 out of 10, Exceptional, (16 reviews)
"Great location with an amazing view, our host was really nice and helpful with places to go and visit. Super clean, we recommend this place 100% !"
United States
aurelie A.
The price is NZ$583
includes taxes & fees
27 Oct - 28 Oct
Top of the Hill Blue Sunshine
A bedroom with a bed, a chair, a small table, and a view of the sea.

16. Oceanfront 2 Bedroom Signature Villa

Oceanfront 2 Bedroom Signature Villa
Tortola
8.6 out of 10, Excellent, (8 reviews)
"Clean. It was a little tired. Great view. "
United States
Jennifer G.
The price is NZ$953
includes taxes & fees
27 Oct - 28 Oct
Oceanfront 2 Bedroom Signature Villa
A room with a sofa, dining table, chairs, and a view of the ocean.

17. Oceanfront 2 Bedroom Premium Villa

Oceanfront 2 Bedroom Premium Villa
Tortola
The price is NZ$888
includes taxes & fees
28 Oct - 29 Oct
Oceanfront 2 Bedroom Premium Villa
A wooden deck with a wicker sofa and dining set overlooking a beach.

18. Oceanfront 3 Bedroom Signature Villa

Oceanfront 3 Bedroom Signature Villa
Tortola
9.4 out of 10, Exceptional, (11 reviews)
"Very nice place, great views and access to the beach. Host was very responsive and helpful as well!"
United States
Brian S.
The price is NZ$1,404
includes taxes & fees
27 Oct - 28 Oct
Oceanfront 3 Bedroom Signature Villa
A table set for dining with a view of the sea and hills.

19. Ocean View Villa

Ocean View Villa
3.5 star property
Jost Van Dyke
9.4 out of 10, Exceptional, (35 reviews)
"Great scenic view, Friendly owners. Comfortable in every way."
United States
Virginia
The price is NZ$695
includes taxes & fees
28 Oct - 29 Oct
Ocean View Villa
A compact kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a gas stove. There are two bar stools and a small island with a coffee maker and a toaster.

20. Cozy 1-bedroom villa in tranquil Jost Van Dyke with AC

Cozy 1-bedroom villa in tranquil Jost Van Dyke with AC
Jost Van Dyke
10.0 out of 10, Exceptional, (2 reviews)
"The views where beautiful Nigel was an excellent host very friendly and welcoming this is one of the best spots in the bvi "
United States
Jake P.
The price is NZ$819
includes taxes & fees
27 Oct - 28 Oct
Cozy 1-bedroom villa in tranquil Jost Van Dyke with AC
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

Cane Garden Bay Beach Hotel

Cane Garden Bay Beach Hotel

8/10 Good
"Great location! Beach access was so easy and beautiful water. The staff was excellent. Especially Nicole at the front desk. She was so accommodating, friendly and helpful. She made our trip even better. Only negative was the restaurant was closed the entire week we were there, which gave us limited dining at hotel. But there were other places to eat breakfast, lunch and dinner close by The balcony was awesome with comfortsble hanging wicker chairs."
Larry Dwayne 6-night trip
Posted 10 hours ago
Cane Garden Bay Beach Hotel

Find out more about Road Town

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Road Town holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Road Town. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Road Town. Seeing all the best attractions is bound to make you fall in love with Road Town. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Road Town short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Road Town?

Yes, there are holiday rentals in Road Town close to JR O’Neal Botanic Gardens, or you can select a more secluded option if you're looking for 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 holiday rentals that Road Town has to offer?

MyALL Tortola, a dream villa on a dream island: This highly rated holiday home rental in Road Town is located by the ocean, and has an outdoor pool, a balcony and a BBQ 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 that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Road Town?

With 6 Expedia holiday rentals, you're guaranteed 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 holiday rental in Road Town like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Road Town. Holiday rentals feature amenities like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety away from shared hotel lifts and lobbies packed with people while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for family trips.