Road Town Holiday Rentals

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Holiday Rentals in Road Town

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..
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
Property grounds
Amazing Water Front Villa West End Tortola
10.0 out of 10, Exceptional, (62)
"This property is the perfect tropical getaway. Situated right on the water, we had our own private beach, stunning views, and tranquil waves to lull us to sleep each night. The villa is furnished comfortably. Each bedroom has a king size bed and ample storage for belongings. Two bedrooms are en suite and the third has a bathroom in the hallway (3 bathrooms total). Bathrooms and showers are squeaky clean and updated. Plenty of towels provided, including beach towels. The kitchen is equipped with...
Amazing Water Front Villa West End Tortola
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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
Beach bar
Coconut Breeze Villas
3.5 star property
10.0 out of 10, Exceptional, (2)
"The view was spectacular from Ocean View Villa! The villa has been has been nicely renovated with many amenities. We were delighted to find coffee, milk and fresh baked banana bread for our first morning breakfast. We learned the bananas were grown on the properties. We would encourage using drivers recommended by the property as the driveway is step especially to the top."
The price is NZ$436
per night
17 May - 18 May
Coconut Breeze Villas
Pool
Ocean and Island Views with Spectacular Sunsets and Alfresco Atmosphere
10.0 out of 10, Exceptional, (102)
"Property manager was easy to contact, communicated well, and was pleasant to deal with. The property itself was beautiful, everything worked well. This was a great place for us to relax before we all went on excursions. Would recommend to anyone looking for a remote place to just enjoy the natural beauty and property."
The price is NZ$1,132
per night
3 Jun - 4 Jun
Ocean and Island Views with Spectacular Sunsets and Alfresco Atmosphere
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.
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
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
A heated pool
Prettyview Villa above Wyndham Lambert Beach Resort
10.0 out of 10, Exceptional, (45)
"Fantastic time!!! Bananakeete and Brandywine both amazing, cool hike Sage Mountain, enjoyed Cane Garden Bay beach swim(don’t miss Indigo Beach House). Scrub Island(Ixora Spa) and Virgin Gorda(Saba Rock) were awesome day trips. So nice to come back to the pool at Prettyview and enjoy …. The View. Gorgeous property!!!"
Prettyview Villa above Wyndham Lambert Beach Resort
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
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
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!
Pool
Stylish, Secluded Villa with Pool, Hot tub and Stunning Views
9.8 out of 10, Exceptional, (93)
"4th stay... I here the internet service will be poppin' by the time we return : ) Thanks Ben!"
Stylish, Secluded Villa with Pool, Hot tub and Stunning Views
On the beach, sun-loungers, beach towels
New Construction Oceanfront Home/Pool Private Walk To Beach
9.8 out of 10, Exceptional, (15)
"We loved Drake’s View … that view! We loved the home, the pool, the grounds and that fabulous beach! Mindy was fabulous and took great care of us! A true gem!"
New Construction Oceanfront Home/Pool Private Walk To Beach
Outdoor dining
Private two bedroomed villa within Long Bay Beach Resort on Tortola, BVI
9.8 out of 10, Exceptional, (28)
"Our host, Caroline, was by far the best host we have ever encountered anywhere!! She went out of her way, literally, to make sure we had what we needed. From helping to get groceries delivered, to refilling propane to grill, to arranging transportation…we could not have asked for more. And the villa was absolutely perfect. Amazing views, equipped with everything we needed and very comfortable and relaxing. "
Private two bedroomed villa within Long Bay Beach Resort on Tortola, BVI
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 NZ$365
per night
21 May - 22 May
#6 One Bedroom with AC and Bathroom - 10 Minutes from two beaches
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
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 NZ$481
per night
17 May - 18 May
Ocean View Villa
Pool
Villa Matija - Eco-Friendly, Luxurious Getaway
9.6 out of 10, Exceptional, (80)
"Loved the property/location! 5 min drive to the beach at Brewers Bay. Great outside space at the house with amazing views- particularly sunset! Tom was a great host- our plane in was late and he was great about meeting us later to take us up to the house. We like to cook and the kitchen was well equipped! Pool was awesome as well! Easy to get into Road Town for provisions/shopping. Perfect location if you like quiet and peaceful!"
Villa Matija - Eco-Friendly, Luxurious Getaway
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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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Road Town holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Road Town. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Road Town. Seeing all the best attractions is bound to make you fall in love with Road Town. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Road Town short-term rentals, that won’t be hard to do.

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

Maria's By the Sea Hotel

Maria's By the Sea Hotel

5/5 Excellent
"Staff was very accommodating and friendly. The rooms were clean and comfortable with large balconies. It’s located close to many businesses and restaurants. The food at the restaurant was pretty good, but better in years past. "
A verified traveller stayed at Maria's By the Sea Hotel
Posted 2 days ago
Maria's By the Sea Hotel