Road Town Holiday Rentals

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Holiday Rentals in Road Town

Apartment in Tortola

The price is NZ$437
includes taxes & fees
3 Jan - 4 Jan 2026
#7 Studio sunset islands view, queen bed, bath & kitchen 10 min to town & beach

Apartment in Tortola

9.8 out of 10, Exceptional, (6)
"Great host safe quiet and clean apartment "
United States
Sovill
The price is NZ$401
includes taxes & fees
21 Dec - 22 Dec
#6 One Bedroom with AC and Bathroom - 10 Minutes from two beaches

Apartment in Tortola

9.4 out of 10, Exceptional, (8)
"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 NZ$280
includes taxes & fees
9 Dec - 10 Dec
Sailors Gem II: Experience Caribbean Life at this Spacious Apartment!

Holiday Home in Tortola

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$514
includes taxes & fees
14 Dec - 15 Dec
Family Friendly, centrally located - modern & spacious 2 bed 2 bath retreat.

Apartment in Road Town

8.4 out of 10, Very good, (6)
"Felt vey safe and seccure"
United States
Albeadea
The price is NZ$524
includes taxes & fees
10 Dec - 11 Dec
SALE$Abigail's Entire 2 Bedroom Apartments SALE, SALE$$

Apartment in Tortola

The price is NZ$414
includes taxes & fees
9 Dec - 10 Dec
Cozy Studio4 in serene Tortola with AC, WiFi. Enjoyable getaway with Sunset View

Apartment in Tortola

8.6 out of 10, Excellent, (15)
"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 NZ$280
includes taxes & fees
5 Jan - 6 Jan 2026
Sailor's Gem I: Feel the Real Caribbean Life and Live Local at this Apartment!

Apartment in Tortola

The price is NZ$514
includes taxes & fees
9 Dec - 10 Dec
5 Studio with queen bed & bathroom - 10 min to beach & town

Apartment in Horsepath

The price is NZ$381
includes taxes & fees
31 Dec - 1 Jan 2026
Nature's Hideaway

Holiday Home in Tortola

10.0 out of 10, Exceptional, (1)
"Villa Odyssea was a great place for our family vacation. We enjoyed going down to trunk bay beach and evening dinners on the patio. "
United States
Jeffrey D.
The price is NZ$3,385
includes taxes & fees
2 Jan - 3 Jan 2026
Modern Luxury Villas in Trunk Bay, Tortola

Villa in Leonards

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$539
includes taxes & fees
9 Dec - 10 Dec
Zafira Luxe 1-bedroom villa with sauna, steam, sunset views, AC, WIFI in Tortola

Apartment in Tortola

2.0 star property
10.0 out of 10, Exceptional, (2)
"Francis and Simone were the best hosts. Everett hung was really clean and nice and the view was amazing. Would stay there every time. "
United States
Kami M.
The price is NZ$1,089
includes taxes & fees
9 Dec - 10 Dec
Ocean Breeze Comfort

Apartment in Road Town

The price is NZ$731
includes taxes & fees
13 Dec - 14 Dec
SUNFLOWER LANE APARTMENT #5 - OCEAN VIEW 7 mins from Capital

Holiday Home in Greenbank Estate

The price is NZ$2,663
includes taxes & fees
14 Dec - 15 Dec
Eyrie Guest Cottage, Greenbank

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 NZ$1,168
includes taxes & fees
14 Dec - 15 Dec
Mango Bay Resort

Holiday Home in Parham Town

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$587
includes taxes & fees
9 Dec - 10 Dec
Top of the Hill Blue Sunshine

Apartment in Scrub Island

The price is NZ$13,317
includes taxes & fees
9 Dec - 10 Dec
Divine, Secluded Villa w/ Endless Views Near Top BVI Water Activities | 3 Units

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 NZ$582
includes taxes & fees
9 Dec - 10 Dec
Coconut Breeze Villas

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 NZ$686
includes taxes & fees
1 Jan - 2 Jan 2026
Ocean View Villa

Villa in Tortola

9.6 out of 10, Exceptional, (15)
"Such a beautiful house. Very clean and spacious. "
United States
Brenda v.
The price is NZ$1,889
includes taxes & fees
9 Dec - 10 Dec
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.
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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$280 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 a Smart TV 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 Virgin Islands Folk Museum and Her Majesty’s Prison Museum. While in the area, you can also visit popular places such as Trunk Bay and Sapphire Beach.

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.