Road Town Holiday Rentals

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Our top choices for Road Town holiday rentals

8.6 out of 10, Excellent, (17 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 NZ$273
includes taxes & fees
17 Mar - 18 Mar
Sailor's Gem I: Feel the Real Caribbean Life and Live Local at this Apartment!
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 NZ$273
includes taxes & fees
17 Mar - 18 Mar
Sailors Gem II: Experience Caribbean Life at this Spacious Apartment!
9.8 out of 10, Exceptional, (7 reviews)
"Great host safe quiet and clean apartment "
United States
Sovill
The price is NZ$408
includes taxes & fees
12 Mar - 13 Mar
#6 One Bedroom with AC and Bathroom - 10 Minutes from two beaches
10.0 out of 10, Exceptional, (5 reviews)
"Views, Views, Views! And great accomodations"
United States
Renato Bruno dos Santos
The price is NZ$575
includes taxes & fees
22 Mar - 23 Mar
Zafira Luxe 1-bedroom villa with sauna, steam, sunset views, AC, WIFI in 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.
Family Friendly, centrally located - modern & spacious 2 bed 2 bath retreat.
The price is NZ$700
includes taxes & fees
14 Mar - 15 Mar
SUNFLOWER LANE APARTMENT #5 - OCEAN VIEW 7 mins from Capital
The price is NZ$406
includes taxes & fees
21 Mar - 22 Mar
Cozy Studio4 in serene Tortola with AC, WiFi. Enjoyable getaway with Sunset View

Apartment in Horsepath

Nature's Hideaway
The price is NZ$374
includes taxes & fees
12 Mar - 13 Mar
Nature's Hideaway
The price is NZ$497
includes taxes & fees
12 Mar - 13 Mar
5 Studio with queen bed & bathroom - 10 min to beach & town
The price is NZ$423
includes taxes & fees
21 Mar - 22 Mar
#7 Studio sunset islands view, queen bed, bath & kitchen 10 min to town & beach

Aparthotel in Cane Garden Bay

Coconut Breeze Villas
2.5 star property
9.6 out of 10, Exceptional, (28 reviews)
"Staff was great. Place was clean. Outside seating was perfect. "
United States
Kathryn
The price is NZ$568
includes taxes & fees
12 Mar - 13 Mar
Coconut Breeze Villas
The price is NZ$13,482
includes taxes & fees
10 Apr - 11 Apr
Caribbean Oasis with Pools & Views Near World-Famous Snorkeling Sites | 3 Units

Holiday Home in Parham Town

Top of the Hill Blue Sunshine
10.0 out of 10, Exceptional, (13 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 NZ$568
includes taxes & fees
14 Mar - 15 Mar
Top of the Hill Blue Sunshine
9.8 out of 10, Exceptional, (16 reviews)
"We had a quick one night stay, but would definitely recommend. The secluded beach is so beautiful. Definitely coming back to explore more."
United States
Braxton H.
The price is NZ$1,123
includes taxes & fees
30 Mar - 31 Mar
Family-sized villa- 5 mins from secluded beach! 10 mins from city centre!
8.4 out of 10, Very good, (5 reviews)
"Great accommodations, clean well provision, and the views were spectacular. Best of all Justin was so accommodating and helpful as well as his father Brian. Thank you very much we appreciate everything and we will be back."
United States
Brenda B.
The price is NZ$1,133
includes taxes & fees
12 Mar - 13 Mar
Fort Recovery Beachfront Villa and Suites Hotel luxury 2BR

Villa in Jost Van Dyke

Ocean View Villa
3.5 star property
9.6 out of 10, Exceptional, (33 reviews)
"Very nice villa with great view. Friendly and helpful owner. Only minor issue was the HVAC was pretty loud."
United States
Chuck
The price is NZ$669
includes taxes & fees
2 Apr - 3 Apr
Ocean View Villa

Holiday Home in White bay jost van dyke

The view!!!
10.0 out of 10, Exceptional, (10 reviews)
"Great place!! Nice and quiet. Thought of everything….. fresh and clean. Beautiful decor. Host awesome….. thank you!!!!! "
United States
Jeremy B.
The price is NZ$577
includes taxes & fees
14 Mar - 15 Mar
The view!!!

Villa in Tortola

Cameron's Paradise Villa
10.0 out of 10, Exceptional, (22 reviews)
"This place is amazing. Nice sized bedrooms amazing sunsets. Everything was clean and comfortable."
United States
Ty M.
The price is NZ$1,028
includes taxes & fees
21 Mar - 22 Mar
Cameron's Paradise Villa
The price is NZ$545
includes taxes & fees
24 Mar - 25 Mar
1BR-1Bath Apt. - Little Harbour Mariner Villa
10.0 out of 10, Exceptional, (1 review)
"Excellent!!! Took us in with almost no notice! They were exceptionally friendly and helpful. Place very comfortable and immaculate! Would definitely stay again . "
United States
Garth
The price is NZ$597
includes taxes & fees
12 Mar - 13 Mar
Charming 1-bedroom apartment in welcoming Tortola with WiFi, 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

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$273 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?

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?

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. 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.