Road Town Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Road Town holiday rentals

Sailors Gem II: Experience Caribbean Life at this Spacious Apartment!

Sailors Gem II: Experience Caribbean Life at this Spacious Apartment!
Tortola
9.2 out of 10, Wonderful, (10 reviews)
"We had a fabulous time!! Plenty to do & see - all within walking distance. It was perfect for our trip. "
United States
Sue T.
The price is AU$245
includes taxes & fees
19 Jan - 20 Jan
Sailors Gem II: Experience Caribbean Life at this Spacious Apartment!

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

Family Friendly, centrally located - modern & spacious 2 bed 2 bath retreat.
2.0 star property
Tortola
10.0 out of 10, Exceptional, (4 reviews)
"The property is VERY nice. Spacious rooms, beautiful view of the Caribbean. The host is wonderful. Very friendly and helpful. The only thing that was a surprise was the very steep and narrow driveway to get down to the property. That, and the rooster that crowed at VERY early hours of the morning! Make sure to close the windows at night, to keep the noise down!!"
United States
Joe N.
The price is AU$456
includes taxes & fees
6 Feb - 7 Feb
Family Friendly, centrally located - modern & spacious 2 bed 2 bath retreat.

#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 AU$378
includes taxes & fees
22 Jan - 23 Jan
#7 Studio sunset islands view, queen bed, bath & kitchen 10 min to town & beach

Cozy Studio4 in serene Tortola with AC, WiFi. Enjoyable getaway with Sunset View

Cozy Studio4 in serene Tortola with AC, WiFi. Enjoyable getaway with Sunset View
Tortola
The price is AU$360
includes taxes & fees
18 Jan - 19 Jan
Cozy Studio4 in serene Tortola with AC, WiFi. Enjoyable getaway with Sunset View

Sailor's Gem I: Feel the Real Caribbean Life and Live Local at this Apartment!

Sailor's Gem I: Feel the Real Caribbean Life and Live Local at this Apartment!
Tortola
8.6 out of 10, Excellent, (15 reviews)
"Location was great! We were only there for one night before taking a sailing trip so it was perfect for us. "
United States
Anonymous traveller
The price is AU$245
includes taxes & fees
19 Jan - 20 Jan
Sailor's Gem I: Feel the Real Caribbean Life and Live Local at this Apartment!

#6 One Bedroom with AC and Bathroom - 10 Minutes from two beaches

#6 One Bedroom with AC and Bathroom - 10 Minutes from two beaches
Tortola
9.8 out of 10, Exceptional, (6 reviews)
"Great host safe quiet and clean apartment "
United States
Sovill
The price is AU$362
includes taxes & fees
18 Jan - 19 Jan
#6 One Bedroom with AC and Bathroom - 10 Minutes from two beaches

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, (3 reviews)
"Views, Views, Views! And great accomodations"
United States
Renato Bruno dos Santos
The price is AU$496
includes taxes & fees
17 Feb - 18 Feb
Zafira Luxe 1-bedroom villa with sauna, steam, sunset views, AC, WIFI in Tortola

SALE$Abigail's Entire 2 Bedroom Apartments SALE, SALE$$

SALE$Abigail's Entire 2 Bedroom Apartments SALE, SALE$$
Road Town
8.4 out of 10, Very good, (6 reviews)
"Felt vey safe and seccure"
United States
Albeadea
The price is AU$491
includes taxes & fees
18 Jan - 19 Jan
SALE$Abigail's Entire 2 Bedroom Apartments SALE, SALE$$

Nature's Hideaway

Nature's Hideaway
Horsepath
The price is AU$332
includes taxes & fees
18 Jan - 19 Jan
Nature's Hideaway

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 AU$451
includes taxes & fees
22 Jan - 23 Jan
5 Studio with queen bed & bathroom - 10 min to beach & town

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 AU$613
includes taxes & fees
18 Jan - 19 Jan
SUNFLOWER LANE APARTMENT #5 - OCEAN VIEW 7 mins from Capital

Eyrie Guest Cottage, Greenbank

Eyrie Guest Cottage, Greenbank
Greenbank Estate
The price is AU$2,939
includes taxes & fees
23 Jan - 24 Jan
Eyrie Guest Cottage, Greenbank

Coconut Breeze Villas

Coconut Breeze Villas
2.5 star property
Cane Garden Bay
9.8 out of 10, Exceptional, (20 reviews)
"Great service and great people. Beautiful place to stay!"
United States
William
The price is AU$503
includes taxes & fees
29 Jan - 30 Jan
Coconut Breeze Villas

Ocean View Villa

Ocean View Villa
3.5 star property
Jost Van Dyke
9.6 out of 10, Exceptional, (31 reviews)
"Great scenic view, Friendly owners. Comfortable in every way."
United States
Virginia
The price is AU$593
includes taxes & fees
19 Jan - 20 Jan
Ocean View Villa

Prettyview Villa above Wyndham Lambert Beach Resort

Prettyview Villa above Wyndham Lambert Beach Resort
East End
10.0 out of 10, Exceptional, (67 reviews)
"very nice house but not close to a safe shopping area."
United States
Mike M.
The price is AU$590
includes taxes & fees
9 Feb - 10 Feb
Prettyview Villa above Wyndham Lambert Beach Resort

Top of the Hill Blue Sunshine

Top of the Hill Blue Sunshine
Parham Town
10.0 out of 10, Exceptional, (12 reviews)
"What an awesome view we loved this place and it’s the only place I will stay the host was awesome !"
United States
john
The price is AU$499
includes taxes & fees
18 Jan - 19 Jan
Top of the Hill Blue Sunshine

Caribbean Oasis with Pools & Views Near World-Famous Snorkeling Sites | 3 Units

Caribbean Oasis with Pools & Views Near World-Famous Snorkeling Sites | 3 Units
Scrub Island
The price is AU$12,941
includes taxes & fees
10 Feb - 11 Feb
Caribbean Oasis with Pools & Views Near World-Famous Snorkeling Sites | 3 Units

Charming 1-bedroom apartment in welcoming Tortola with WiFi, AC

Charming 1-bedroom apartment in welcoming Tortola with WiFi, AC
Tortola
The price is AU$485
includes taxes & fees
24 Jan - 25 Jan
Charming 1-bedroom apartment in welcoming Tortola with WiFi, AC

Cameron's Paradise Villa

Cameron's Paradise Villa
Tortola
10.0 out of 10, Exceptional, (19 reviews)
"On Tortola for a sailing race"
United States
michael k.
The price is AU$835
includes taxes & fees
28 Jan - 29 Jan
Cameron's Paradise Villa

Private Luxury Villas

Private Luxury Villas
Tortola
9.6 out of 10, Exceptional, (15 reviews)
"Such a beautiful house. Very clean and spacious. "
United States
Brenda v.
The price is AU$1,461
includes taxes & fees
18 Jan - 19 Jan
Private Luxury Villas
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

Top Road Town Hotel Reviews

Find out more about Road Town

Everything you need to know about Road Town holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Road Town holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Road Town holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Road Town holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Road Town. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Road Town holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Road Town holiday rentals we have selected for you start as low as AU$245 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Road Town rentals

At Expedia, we put the best Road Town holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Road Town rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Road Town holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Road Town. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Family Friendly, centrally located - modern & spacious 2 bed 2 bath retreat. : This highly rated holiday home rental in Road Town offers a balcony, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave. Our travellers also rate MyALL Tortola, a dream villa on a dream island as a favourite home for rent in Road Town.

How many holiday rentals are there in Road Town?

With 5 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?

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 such as Virgin Islands National Park and Trunk Bay.

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.