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Top Holiday Rentals in Road Town

A breathtaking waterfront spot with amazing views on the caribbean sea
Spa
A breathtaking waterfront spot with amazing views on the caribbean sea
10.0 out of 10, Exceptional, (1)
"It is hard to put into words how wonderful are staying was. From Katie the property manager who was there for any questions, along with suggestions on what to do and what to see, she was great. The home it’s self was everything that we expected and more. It was an incredibly relaxing vacation which is what we all needed."
A breathtaking waterfront spot with amazing views on the caribbean sea
Paradiso Ocean View. A perfect getaway. 10 mins walk from Smugglers Cove Beach..
Fridge, microwave, oven, stovetop
Paradiso Ocean View. A perfect getaway. 10 mins walk from Smugglers Cove Beach..
10.0 out of 10, Exceptional, (2)
"Let me start off by saying our host Rehanna was incredible. She picked us up welcomed us and just overall made trip so much better. The house was perfect for our group each room and its own en-suite which was very nice to have. The pool and outdoor living area was where we spent the most time. And the views from the house are so beautiful. I recommend this place 10/10 It was perfect"
Paradiso Ocean View. A perfect getaway. 10 mins walk from Smugglers Cove Beach..
VERY Private, Spectacular, Waterfront Location
Pool
VERY Private, Spectacular, Waterfront Location
10.0 out of 10, Exceptional, (59)
"We had a group of 10 adults that stayed at this villa in February 2024. The villa was clean and just a little dated. Chico and his wife were so easy to deal with and very helpful throughout our 10 day stay. The road to the villa was a bit hard to find and we probably should have rented 4x4 vehicles instead of vans. The beach area was lacking due to the trash, broken glass, cows, and goats everywhere. However, we were able to take a very short drive to a beach where we had a picnic and soaked up...
VERY Private, Spectacular, Waterfront Location
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Ocean and Island Views with Spectacular Sunsets and Alfresco Atmosphere
Pool | Outdoor pool
Ocean and Island Views with Spectacular Sunsets and Alfresco Atmosphere
10.0 out of 10, Exceptional, (100)
"Limeberry Villa was a fantastic place to retreat and reconnect on our wedding anniversary. Jonathan and Jude communicated really well in the days leading up to our arrival. Jude met us despite our late arrival and guided us up the road to the villa, where he gave a friendly orientation to the place before making himself available for any needs during our stay. The villa is very well supplied, quiet, and beautiful. It was easy to stare out over the hills, ocean, and nearby islands. The sunsets...
The price is £703
per night
6 May - 7 May
Ocean and Island Views with Spectacular Sunsets and Alfresco Atmosphere
Coconut Breeze Villas
Beach bar
Coconut Breeze Villas
3.5 star property
10.0 out of 10, Exceptional, (1)
The price is £213
per night
1 May - 2 May
Coconut Breeze Villas
Spectacularly situated Beach Front High Tide@ The Tides at Little Apple Bay.
Property grounds
Spectacularly situated Beach Front High Tide@ The Tides at Little Apple Bay.
10.0 out of 10, Exceptional, (13)
"Our group had a few days in Tortola and wanted to explore the island. We made a perfect choice with High Tide. Conveniently located near great natural beauty, good food and we received lots of helpful information from Michael. And thank you Val!"
Spectacularly situated Beach Front High Tide@ The Tides at Little Apple Bay.
Great House Villa
Property grounds
Great House Villa
10.0 out of 10, Exceptional, (59)
"I can't say enough about our stay at the Great House Villa. Property was beautiful in every way. Saga was such a great help with everything. And access to the dinghy have us access to some great places on the island."
Great House Villa
Spectacularly located beach front Spring Tide @ The Tides at Little Apple Bay
Property grounds
Spectacularly located beach front Spring Tide @ The Tides at Little Apple Bay
10.0 out of 10, Exceptional, (7)
"This is an easy place to stay. It’s as advertised - new and very clean. When we booked we were trying to decide between a place in road town on the hill or this location. As we went through the week - we were so happy to stay on the West end of the island. Sopers Hole is a short 10-15 drive, Smuggler’s Cove is 10 minutes, Long Bay Beach is literally over the hill and Cane Garden bay is about 20-25 minutes. So, there are plenty of restaurants and awesome beaches close by. Val, the property...
Spectacularly located beach front Spring Tide @ The Tides at Little Apple Bay
Prettyview Villa above Wyndham Lambert Beach Resort
A heated pool
Prettyview Villa above Wyndham Lambert Beach Resort
10.0 out of 10, Exceptional, (44)
"Property is amazing!! The views are incredible and the property was absolutely perfect for my husband and I. Loved having the pool overlooking the bay and it was so nice being close to the airport. We will definitely look at renting the property again!!!"
Prettyview Villa above Wyndham Lambert Beach Resort
*Renovated & Ready 3 Bedroom, 2 Bath Villa in the heart of The Valley- POOL
Sun-loungers, beach towels
*Renovated & Ready 3 Bedroom, 2 Bath Villa in the heart of The Valley- POOL
10.0 out of 10, Exceptional, (1)
"The property is great, just as advertised. It had everything we needed for our stay."
*Renovated & Ready 3 Bedroom, 2 Bath Villa in the heart of The Valley- POOL
The Beach House - stylish beach-chic 4 bedroom villa at Long Bay beach
Property grounds
The Beach House - stylish beach-chic 4 bedroom villa at Long Bay beach
10.0 out of 10, Exceptional, (16)
"My family of 5 stayed at this wonderful location in December. The house is lovely with all the amenities you will need for enjoying and entertaining. A car is necessary to get around. Very quiet on this end of the island. Beach is very nice but wavy while we were there. There is a new property being built next door but with the wind we didn’t even know anything was going on. Another sheltered beach is near by with 2 beach bars. Some great restaurants near by and also within walking distance. Did...
The Beach House - stylish beach-chic 4 bedroom villa at Long Bay beach
Villa Sirenetta-Minutes from the beach!
Outdoor pool
Villa Sirenetta-Minutes from the beach!
10.0 out of 10, Exceptional, (107)
"This is the property to stay in and leave all your troubles behind! Very well appointed with multiple balconies and a pool. We spent hours outside taking advantage of the balcony fans to keep most mosquitoes away. AC indoors was perfect when we wanted to cool down. The view from the house overlooks Long Bay beach and the surf. Having coffee and staring at the ocean or having drinks and watching the sunset - a great escape from winter!"
Villa Sirenetta-Minutes from the beach!
Breathtaking views , Jacuzzi , open plan house , 5 min to Nanny Cay Beach & Bar
Property grounds
Breathtaking views , Jacuzzi , open plan house , 5 min to Nanny Cay Beach & Bar
10.0 out of 10, Exceptional, (20)
"We had an amazing time vacationing in Tortola! Karen was so thoughtful and helpful throughout our stay. We spent most evenings at the house which was very comfortable, and had everything we needed for cooking meals and relaxing. Thanks so much Karen for all the great recommendations. The views from the house are spectacular and we hope to return soon!"
Breathtaking views , Jacuzzi , open plan house , 5 min to Nanny Cay Beach & Bar
CASA CARIBE SEA LEVEL OCEANFRONT VILLA, Air Conditioning, Beautiful Views!
Property grounds
CASA CARIBE SEA LEVEL OCEANFRONT VILLA, Air Conditioning, Beautiful Views!
9.8 out of 10, Exceptional, (72)
"My wife and I enjoyed our stay at Casa Caribe immensely. Very nicely appointed and well equipped little beach cottage in a good location right on the water with great views. The property manager, Sharlene, met us at the rental car place and helped us find the property. Which sometimes can be and issue. I definitely recommend Casa Caribe for a great couples getaway spot."
CASA CARIBE SEA LEVEL OCEANFRONT VILLA, Air Conditioning, Beautiful Views!
Stylish, Secluded Villa with Pool, Hot tub and Stunning Views
Pool | Outdoor pool
Stylish, Secluded Villa with Pool, Hot tub and Stunning Views
9.8 out of 10, Exceptional, (93)
"The pictures do not fully capture this paradise retreat! We had an amazing stay. It was so relaxing. The privacy is like nothing I have seen before. Great beaches are just a few minutes away. We absolutely loved our time here and we will be back!"
Stylish, Secluded Villa with Pool, Hot tub and Stunning Views
New Construction Oceanfront Home/Pool Private Walk To Beach
On the beach, sun-loungers, beach towels
New Construction Oceanfront Home/Pool Private Walk To Beach
9.8 out of 10, Exceptional, (14)
"Seamless experience. Our host provided us with very helpful recommendations and property manager (Mindy - a gem) was helpful from beginning to end. The location is as advertised and the nearby beach saw very few visitors. Thank you to all."
New Construction Oceanfront Home/Pool Private Walk To Beach
Private two bedroomed villa within Long Bay Beach Resort on Tortola, BVI
Outdoor dining
Private two bedroomed villa within Long Bay Beach Resort on Tortola, BVI
9.8 out of 10, Exceptional, (26)
"Villa is as described. Well appointed and beautifully decorated. Kitchen was well equipped. View is unmatched. However, please note that you do not have any access to the pool, tennis, pickle ball nor gym. On day 2 of our week long stay, were asked to leave the pool as this property is not part of the resort. Even though the listing states these amenities as included with the rental. Unfortunately we were told by the property manager that we had access if you spent $50 at the bar. Susan, the...
Private two bedroomed villa within Long Bay Beach Resort on Tortola, BVI
#6 One Bedroom with AC and Bathroom - 10 Minutes from two beaches
Exterior
#6 One Bedroom with AC and Bathroom - 10 Minutes from two beaches
9.6 out of 10, Exceptional, (5)
"Adequate as advertised. Shared Bath, but other rooms not occupied. Fridge and Microwave. Not much else. Need some sheets on the bed. No view from room 6."
The price is £178
per night
1 May - 2 May
#6 One Bedroom with AC and Bathroom - 10 Minutes from two beaches
White Bay Villas in the British Virgin Islands
View from property
White Bay Villas in the British Virgin Islands
4.0 star property
9.6 out of 10, Exceptional, (25)
"This place is a little slice of heaven. We slept beautifully with our AC on at night while listening to the buzz of the island life around us. The staff were incredible and stopped by every day to see if we needed anything. Our view of White Bay was INCREDIBLE. Perfect spot for 2 couples with our own sections of the villa, king sized beds, kitchen. We WILL be back!!"
White Bay Villas in the British Virgin Islands
Ocean View Villa
Terrace/patio
Ocean View Villa
3.5 star property
9.6 out of 10, Exceptional, (19)
"Loved the balcony view. The lady who welcomed us was very nice and helpful. Comfy bed and more room than expected. We had everything we needed."
The price is £218
per night
2 May - 3 May
Ocean View Villa
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See all available properties in Road Town
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.

Other types of properties in Road Town you may be interested in

Maria's By the Sea Hotel
In-room safe, individually decorated, desk, iron/ironing board
Maria's By the Sea Hotel
3.5 star property
8.8 out of 10, Excellent, (649)
"It’s a very nice place to stay and walkable to all the shopping. The room was large and very clean. "
The price is £195
per night
5 May - 6 May
Maria's By the Sea Hotel
The New View Inn
Desk, laptop workspace, blackout curtains, iron/ironing board
The New View Inn
2.5 star property
8.6 out of 10, Excellent, (24)
"Great place to stay and relax"
The price is £143
per night
20 May - 21 May
The New View Inn
Village Cay Hotel and Marina
Exterior
Village Cay Hotel and Marina
3.5 star property
8.2 out of 10, Very good, (414)
"Location was perfect. Room was comfortable. "
The price is £155
per night
5 May - 6 May
Village Cay Hotel and Marina
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.

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, apart-hotels, 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 £178 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?

Spectacularly located beach front Spring Tide @ The Tides at Little Apple Bay: This holiday home rental outside of 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 fridge and a stovetop.

How many holiday rentals are there in Road Town?

With 4 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.

Recent reviews of Road Town properties
Expedia verified reviews

Scrub Island Resort, Spa & Marina

Scrub Island Resort, Spa & Marina

5/5 Excellent
"We met an abundance of great people visiting and the staff, like Twin and many ithers were exceptiomal! we had a fabulous 4 days and friends for a lufetime! "
A verified traveller from Naples stayed at Scrub Island Resort, Spa & Marina
Posted 2 days ago
Scrub Island Resort, Spa & Marina