Road Town Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

    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

Holiday Rentals in Road Town

SALE$Abigail's Entire 2 Bedroom Apartments SALE, SALE$$
8.4 out of 10, Very good, (6)
"Felt vey safe and seccure"
United States
Albeadea
The price is NZ$528
includes taxes & fees
24 Nov - 25 Nov
SALE$Abigail's Entire 2 Bedroom Apartments SALE, SALE$$
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."
United States
Najla D.
The price is NZ$644
includes taxes & fees
25 Oct - 26 Oct
Zafira Luxe 1-bedroom villa with sauna, steam, sunset views, AC, WIFI in Tortola
Hidden Gem Tucked Away in the Bay - Kings Kove
9.0 out of 10, Wonderful, (7)
"Host was great. Prompt to respond. Great view of the ocean and mountains "
United States
Anonymous traveller
Hidden Gem Tucked Away in the Bay - Kings Kove
Paradiso Ocean View. A perfect getaway. 10 mins drive to Smugglers Cove Beach..
9.6 out of 10, Exceptional, (9)
"This is a BEAUTIFUL property with incredible views and a short drive to many stunning beaches. We had four couples and two young children on the trip. There was plenty of room for all of us and every bedroom is a clean and spacious master suite. This is a wonderful property and Rehanna was excellent to work with. Our concierge, Sylvia, met us at our rental car agency and directed us to the home. She had painkillers and a charcuterie board waiting for us at the villa. We had everything we needed...
United States
Shelby F.
Paradiso Ocean View. A perfect getaway. 10 mins drive to Smugglers Cove Beach..
Maxi Cooper Bay
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
#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 "
United States
Sovill
The price is NZ$409
includes taxes & fees
6 Nov - 7 Nov
#6 One Bedroom with AC and Bathroom - 10 Minutes from two beaches
M&M Cooper Bay - The Cooper Bay Villas
4.0 star property
M&M Cooper Bay - The Cooper Bay Villas
Family Friendly, centrally located - modern & spacious 2 bed 2 bath retreat.
2.0 star property
10.0 out of 10, Exceptional, (3)
"We were very pleased with our friendly accommodating host. The house provided everything we needed plus more! It is very spacious and cleanliness was top notch. I would definitely return and plan to stay longer next time!"
Canada
Carmen S.
The price is NZ$567
includes taxes & fees
24 Nov - 25 Nov
Family Friendly, centrally located - modern & spacious 2 bed 2 bath retreat.
A breathtaking waterfront spot with amazing views on the caribbean sea
10.0 out of 10, Exceptional, (2)
"Simply amazing. Perfection."
United States
Jared S.
A breathtaking waterfront spot with amazing views on the caribbean sea
VENTANA stunning contemporary beach house, 5min walk to stunning Trunk Bay beach
10.0 out of 10, Exceptional, (9)
"Words cannot describe how amazing this house, location and the Host were! We loved every second at this Villa. The Host went above and beyond to make sure everything was perfect and that each detail was looked after. The house was perfect and all areas were in superb working order. Five Stars for everything!"
United States
T S.
VENTANA stunning contemporary beach house, 5min walk to stunning Trunk Bay beach
Modern, private, serene
10.0 out of 10, Exceptional, (3)
"Truly amazing and peaceful."
United States
Todd G.
Modern, private, serene
Cozy Studio4 in serene Tortola with AC, WiFi. Enjoyable getaway with Sunset View
The price is NZ$411
includes taxes & fees
25 Oct - 26 Oct
Cozy Studio4 in serene Tortola with AC, WiFi. Enjoyable getaway with Sunset View
The Lighthouse Villas
3.5 star property
9.0 out of 10, Wonderful, (177)
"Unbeatable location, excellent host, comfortable & cleanliness."
United States
Anabel
The Lighthouse Villas
Coconut Breeze Villas
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 NZ$448
includes taxes & fees
31 Oct - 1 Nov
Coconut Breeze Villas
Ke Villas
3.0 star property
9.6 out of 10, Exceptional, (110)
"Comfortable, clean spot convenient to cane garden and other west end activities. Would stay again."
United States
Anonymous traveller
Ke Villas
Ocean and Island Views with Spectacular Sunsets and Alfresco Atmosphere
10.0 out of 10, Exceptional, (124)
"We had a great time island hopping through out the week & touring Tortola then coming home for a dip in the wonderful infinity pool. The property was perfect and Jon our host was very attentive! Thanks for the memories!"
United States
Kathleen T.
Ocean and Island Views with Spectacular Sunsets and Alfresco Atmosphere
Mango Bay Resort
3.5 star property
9.4 out of 10, Exceptional, (57)
"Nice property with beautiful beach just steps away from your door. "
United States
Wendy
The price is NZ$1,698
includes taxes & fees
24 Nov - 25 Nov
Mango Bay Resort
VERY Private, Spectacular, Waterfront Location
10.0 out of 10, Exceptional, (61)
"Absolutely amazing, and the managers came and gave us suggestions for our stay. "
United States
Anusha R.
VERY Private, Spectacular, Waterfront Location
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!"
United States
Matt L.
Great House Villa
Top of the Hill Blue Sunshine
9.8 out of 10, Exceptional, (10)
"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 NZ$589
includes taxes & fees
5 Nov - 6 Nov
Top of the Hill Blue Sunshine
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 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$409 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. 

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?

Experience Tranquility with Breathtaking Hillside Views overlooking Nanny Cay: This highly rated holiday home rental in Road Town has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. 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.