Road Town Holiday Rentals

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Tonight
26 June - 27 June
Tomorrow
27 June - 28 June
This weekend
27 June - 29 June
Next weekend
4 July - 6 July

Holiday Rentals in Road Town

VENTANA stunning contemporary beach house, 5min walk to stunning Trunk Bay beach
Outdoor pool

VENTANA stunning contemporary beach house, 5min walk to stunning Trunk Bay beach

10.0 out of 10, Exceptional, (8)
"Wonderful property in a fabulous location. It's our 5th trip to Tortola and we've stayed at numerous locations. Trunk Bay is quite special. Great place to completely unwind. "
VENTANA stunning contemporary beach house, 5min walk to stunning Trunk Bay beach
Maxi Cooper Bay
Outdoor pool

Maxi Cooper Bay

4.0 star property
10.0 out of 10, Exceptional, (1)
Maxi Cooper Bay
Paradiso Ocean View. A perfect getaway. 10 mins drive to Smugglers Cove Beach..
Fridge, microwave, oven, stovetop

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

9.6 out of 10, Exceptional, (8)
"We (extended family of 7 adults) spent 5-days at this house. Everything about this location was great…the house, pool, views. Driving on the island and especially in the hills on the west end takes some time getting used to, but we enjoyed the serenity and proximity to Smugglers Cove (the address on the listing I think is the property management office, not the location of the house). The grocery store at the marina was very convenient. We preferred getting there from the west (near the marina)...
Paradiso Ocean View. A perfect getaway. 10 mins drive to Smugglers Cove Beach..
Family Friendly, centrally located - modern & spacious 2 bed 2 bath retreat.
Property grounds

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!"
The price is AU$477
includes taxes & fees
3 July - 4 July
Family Friendly, centrally located - modern & spacious 2 bed 2 bath retreat.
Captained, or bareboat, yacht for island hopping and dining in the amazing BVI!
Marina

Captained, or bareboat, yacht for island hopping and dining in the amazing BVI!

10.0 out of 10, Exceptional, (1)
Captained, or bareboat, yacht for island hopping and dining in the amazing BVI!
M@M Cooper - The Cooper Bay Villas Tortola BVI
Terrace/patio

M@M Cooper - The Cooper Bay Villas Tortola BVI

10.0 out of 10, Exceptional, (1)
"Our Villa was everything advertised and more. The pictures of the property and landscapes does not compare to being there in person. We woke every morning to coffee, breakfast, and stunning sunrises from the terrace balcony. Evenings consisted of cocktails and breathtaking sunsets. Our group of 8 had plenty of room to congregate comfortably without feeling crowded. I have been to the USVI and BVI multiple times with large groups and this Villa and Staff outshined them all. We will be back !!!!!"
M@M Cooper - The Cooper Bay Villas Tortola BVI
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
The Lighthouse Villas
Beach nearby

The Lighthouse Villas

3.5 star property
9.0 out of 10, Wonderful, (173)
"Unbeatable location, excellent host, comfortable & cleanliness."
The Lighthouse Villas
White Bay Villas and Beach Club
Villa, 2 Bedrooms, Ocean View (Hillside) | View from room

White Bay Villas and Beach Club

4.0 star property
9.4 out of 10, Exceptional, (31)
"Best views in the islands! "
White Bay Villas and Beach Club
Stylish, Secluded, Hot Tub and Amazing Views
Beach nearby

Stylish, Secluded, Hot Tub and Amazing Views

10.0 out of 10, Exceptional, (94)
"Awesome place to get away! "
Stylish, Secluded, Hot Tub and Amazing Views
Private Luxury Villas
Outdoor pool

Private Luxury Villas

9.6 out of 10, Exceptional, (15)
"Very accommodating "
The price is AU$1,736
includes taxes & fees
27 June - 28 June
Private Luxury Villas
Private two bedroomed villa within Long Bay Beach Resort on Tortola, BVI
2 bedrooms, desk, iron/ironing board, travel cot

Private two bedroomed villa within Long Bay Beach Resort on Tortola, BVI

9.8 out of 10, Exceptional, (46)
"Fantastic place. "
Private two bedroomed villa within Long Bay Beach Resort on Tortola, BVI
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
Ocean View Villa
Terrace/patio

Ocean View Villa

3.5 star property
9.6 out of 10, Exceptional, (27)
"Amazing views, easily the most beautiful place I've ever been."
The price is AU$480
includes taxes & fees
1 July - 2 July
Ocean View Villa
Great House Villa
Aerial view

Great House Villa

10.0 out of 10, Exceptional, (72)
"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, (28)
"Stayed for 5 nights with a friend and it was absolutely perfect! Spent most of our time there on the back porch drinking coffee in the morning and cocktails in the evening. Val, the property manager, was amazing and super responsive. Loved that coffee AND milk were provided! Great location with beach and restaurants a short walk away."
Spectacularly situated Beach Front High Tide@ The Tides at Little Apple Bay.
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, (93)
"My daughter and her friend stayed and had an absolutely wonderful time at Stone Beach House. Gayle and Ivet were fantastic and welcoming hosts, and what a beautiful house in a stunning location! Thank you so much!"
Amazing Water Front Villa West End Tortola
Spectacular clifftop house with hot tub next to sandy beach, stunning sea views
Sun-loungers

Spectacular clifftop house with hot tub next to sandy beach, stunning sea views

9.6 out of 10, Exceptional, (38)
"Dont pass this one up."
Spectacular clifftop house with hot tub next to sandy beach, stunning sea views
Beautiful beach house steps from a secluded section of beautiful Brewers Bay.
Outdoor dining

Beautiful beach house steps from a secluded section of beautiful Brewers Bay.

10.0 out of 10, Exceptional, (60)
"Everything about this vacation was simply amazing! The house is beautiful and so close to the water. The views are breathtaking. My family snorkled almost everyday. This is my absolute most favorite place ever! "
Beautiful beach house steps from a secluded section of beautiful Brewers Bay.
WHALE WATCH - breathtaking peaceful & private villa overlooking Brewers Bay
Outdoor pool

WHALE WATCH - breathtaking peaceful & private villa overlooking Brewers Bay

9.8 out of 10, Exceptional, (33)
"The view of the sea is amazing. Watching the sail boats going and coming from Anegada was fun. They were improving the gravel/dirt road during our stay much better but would still get 4wd vehicle.The villa is a little dated but still wonderful."
WHALE WATCH - breathtaking peaceful & private villa overlooking Brewers Bay
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
Sign in
Sign up, it's free

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 is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a stovetop and a microwave.

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. 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.