Road Town Holiday Rentals

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Check prices for these dates

In two weeks
19 Sept - 21 Sept
In one month
3 Oct - 5 Oct
In two months
31 Oct - 2 Nov
In three months
28 Nov - 30 Nov

Holiday Rentals in Road Town

Zafira Luxe 1-bedroom villa with sauna, steam, sunset views, AC, WIFI in Tortola
Terrace/patio

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

10.0 out of 10, Exceptional, (2)
"Our host was awesome and really accommodating. 10 out of 10. We will stay again."
The price is NZ$576
includes taxes & fees
9 Sept - 10 Sept
Zafira Luxe 1-bedroom villa with sauna, steam, sunset views, AC, WIFI in Tortola
Paradiso Ocean View. A perfect getaway. 10 mins drive to Smugglers Cove Beach..
Outdoor pool

Paradiso Ocean View. A perfect getaway. 10 mins drive to Smugglers Cove Beach..

9.6 out of 10, Exceptional, (9)
"Beautiful property. 8 of us stayed before our charter SaiL The Villa was fabulous! Never felt crowed together. I recommend the Villa. "
Paradiso Ocean View. A perfect getaway. 10 mins drive to Smugglers Cove Beach..
Newly-updated, spacious, private foot path to beachfront, stunning ocean views
Beach

Newly-updated, spacious, private foot path to beachfront, stunning ocean views

10.0 out of 10, Exceptional, (4)
"Absolutely excellent place to stay. I can’t say enough about the host and how helpful and friendly she was. Location was beautiful and clean. Outstanding!!! "
Newly-updated, spacious, private foot path to beachfront, stunning ocean views
Maxi Cooper Bay
Outdoor pool

Maxi Cooper Bay

4.0 star property
10.0 out of 10, Exceptional, (2)
"You never want to leave. Beautiful house, amenities,and scenary"
Maxi Cooper Bay
A breathtaking waterfront spot with amazing views on the caribbean sea
Outdoor pool

A breathtaking waterfront spot with amazing views on the caribbean sea

10.0 out of 10, Exceptional, (2)
"Simply amazing. Perfection."
A breathtaking waterfront spot with amazing views on the caribbean sea
Modern, private, serene
Outdoor pool

Modern, private, serene

10.0 out of 10, Exceptional, (3)
"Truly amazing and peaceful."
Modern, private, serene
#6 One Bedroom with AC and Bathroom - 10 Minutes from two beaches
Terrace/patio

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

9.8 out of 10, Exceptional, (6)
"Great host safe quiet and clean apartment "
The price is NZ$381
includes taxes & fees
8 Sept - 9 Sept
#6 One Bedroom with AC and Bathroom - 10 Minutes from two beaches
M&M Cooper Bay - The Cooper Bay Villas
Exterior

M&M Cooper Bay - The Cooper Bay Villas

4.0 star property
M&M Cooper Bay - The Cooper Bay Villas
MyALL Tortola, a dream villa on a dream island
Outdoor spa tub

MyALL Tortola, a dream villa on a dream island

10.0 out of 10, Exceptional, (1)
"Lovely grounds and plenty of space to spread out. Would stay again—just a couple minor issues. Half of hot tub jets were not working, pool struggled to stay clear and one bungalow had faulty AC. Immigration workers questioned our address as being incomplete but we had no further details to give them. Property manager Katie is so kind and welcoming."
MyALL Tortola, a dream villa on a dream island
Abigail Diamond 2 bedrooms Next to Nanny Cay Marina
Dining

Abigail Diamond 2 bedrooms Next to Nanny Cay Marina

10.0 out of 10, Exceptional, (2)
"Kindness and Availability "
Abigail Diamond 2 bedrooms Next to Nanny Cay Marina
Cozy Studio4 in serene Tortola with AC, WiFi. Enjoyable getaway with Sunset View
Property grounds

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

The price is NZ$333
includes taxes & fees
7 Sept - 8 Sept
Cozy Studio4 in serene Tortola with AC, WiFi. Enjoyable getaway with Sunset View
MyALL Tortola
Outdoor pool

MyALL Tortola

4.0 star property
MyALL Tortola
Coconut Breeze Villas
Terrace/patio

Coconut Breeze Villas

2.5 star property
10.0 out of 10, Exceptional, (17)
"Excellent staff service. Room is big, bed is very good and view amazing!"
The price is NZ$486
includes taxes & fees
4 Oct - 5 Oct
Coconut Breeze Villas
Ke Villas
View from property

Ke Villas

3.0 star property
9.6 out of 10, Exceptional, (109)
"Great stay"
Ke Villas
Amazing Water Front Villa West End Tortola
On the beach, sun-loungers, beach towels

Amazing Water Front Villa West End Tortola

10.0 out of 10, Exceptional, (98)
"Pleasant stay. Relaxing. Stocked with everything you would need from cooking to beaching. Loved the view and being on the water. Enjoyed our daily swims and sunsets. Convenient location. It was perfect!"
Amazing Water Front Villa West End Tortola
VERY Private, Spectacular, Waterfront Location
Exterior

VERY Private, Spectacular, Waterfront Location

10.0 out of 10, Exceptional, (61)
"This is a great place for a family vacation. The house is in great condition and has all the amenities you may need. It is located in a place to itself but at the same time, close to everything. Virgin Gorda is amazing. Owners were great in helping us get there, and with many tips that made our vacation great!"
VERY Private, Spectacular, Waterfront Location
Mango Bay Resort
On the beach, white sand, sun-loungers, beach umbrellas

Mango Bay Resort

3.5 star property
9.4 out of 10, Exceptional, (56)
"Nice property with beautiful beach just steps away from your door. "
Mango Bay Resort
Great House Villa
Aerial view

Great House Villa

10.0 out of 10, Exceptional, (73)
"Our family had an incredible week here. The property was perfect for us and had the best views. Loved everything about it. Saga was amazing and extremely helpful. Cathryn was very helpful with details and recommendations on transport/provisioning/etc. We plan to return again as soon as we can!"
Great House Villa
Spectacularly situated Beach Front High Tide@ The Tides at Little Apple Bay.
Outdoor dining

Spectacularly situated Beach Front High Tide@ The Tides at Little Apple Bay.

10.0 out of 10, Exceptional, (33)
"the stay was amazing i would recommend the property to anyone "
Spectacularly situated Beach Front High Tide@ The Tides at Little Apple Bay.
Oceanfront - 3 Bedroom Villa - BEST VIEW IN TORTOLA
On the beach, sun-loungers, beach towels

Oceanfront - 3 Bedroom Villa - BEST VIEW IN TORTOLA

10.0 out of 10, Exceptional, (40)
"The house was perfect for our two families including two teenagers and 4 adults. Beach access and the beautiful view could not be beaten and the host and house manager were extremely helpful and responsive."
Oceanfront - 3 Bedroom Villa - BEST VIEW IN TORTOLA
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

Find out more about Road Town

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 favorite 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 depends 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 NZ$333 per night. Entering your travel dates in the search wizard you might find 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. 

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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. Our travellers also rate Family Friendly, centrally located - modern & spacious 2 bed 2 bath retreat. 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 Her Majesty’s Prison Museum and Virgin Islands Folk Museum. 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.