Road Town Holiday Rentals

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Holiday Rentals in Road Town

Sailors Delight: Experience Caribbean Life in our Apartment!

9.0 out of 10, Wonderful, (4)
"The apartment was nice and clean, the air conditioning works great, furniture is comfortable, beds are comfortable, and the host is amazing! The roosters on the other hand woke me up everyday at 6:30. I am not an early riser, so this was a bit of a challenge for me. I did enjoy staying here and if you're pretty good sleeper, you'll be just fine. Say hi to Nelly and Ella for me!"
The price is AU$261
includes taxes & fees
10 Mar - 11 Mar
Sailors Delight: Experience Caribbean Life in our Apartment!

Abigail Diamond Next to Nanny Cay Marina

10.0 out of 10, Exceptional, (2)
"Everything was just as it was on the website. Thank you for opening your home to us and if I’m ever in the area again I will book with you. "
Abigail Diamond Next to Nanny Cay Marina

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

10.0 out of 10, Exceptional, (4)
"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..

Smuggler's Cove Villa at SeaScape

Smuggler's Cove Villa at SeaScape

Ocean Breeze Comfort

2.0 star property
10.0 out of 10, Exceptional, (1)
"This is exactly what we were looking for: Outstanding views, lots of space, and an easy experience while NOT being inundated in the froth of the cruise-ship churn. We always travel under our own steam and had a car, which you will need to properly enjoy this location. Our host went above and beyond to meet us by the car rental place and lead us up the hill. The property was equipped with everything we needed, not least of which was one of the best views you can get on the island. You can see...
The price is AU$636
includes taxes & fees
15 Feb - 16 Feb
Ocean Breeze Comfort

Frenchman's Cay Villa at SeaScape

8.0 out of 10, Very good, (1)
"Property host very responsive. Be sure to check on location as Google maps had me above Road Town when the property is towards West End and Soper’s Hole. Convenient location close to Long Beach and Smugglers. Good AC, comfortable and clean. Not on the water."
Frenchman's Cay Villa at SeaScape

#6 One Bedroom with AC and Bathroom - 10 Minutes from two beaches

9.8 out of 10, Exceptional, (6)
"Great host safe quiet and clean apartment "
The price is AU$360
includes taxes & fees
15 Feb - 16 Feb
#6 One Bedroom with AC and Bathroom - 10 Minutes from two beaches

The Lighthouse Villas

3.5 star property
8.8 out of 10, Excellent, (160)
"Lighthouse Villas was perfect for us. Our studio apt had everything we needed and more. Sitting on our deck, watching the ocean and surrounding islands was magical. The beach was close, there were many choices of places to eat and a neighborhood grocery store. We plan to return next year. My only caution is that there is a short hill to climb to the villas and the studio apts require 1 or 2 flights to stairs. It height makes for fantastic views but it does require mobility. "
The Lighthouse Villas

Coconut Breeze Villas

4.0 star property
10.0 out of 10, Exceptional, (11)
"My stay was peaceful, however, there was no television or basic written instructions on taking out the trash or procedures at the end of your stay! Also there is not a lot of space for parking a rental car."
Coconut Breeze Villas

White Bay Villas and Beach Club

4.0 star property
9.6 out of 10, Exceptional, (27)
"Beyond gorgeous property and the customer service is before and during our stay was top notch. "
White Bay Villas and Beach Club

Ke Villas

3.0 star property
9.6 out of 10, Exceptional, (97)
"Jarrod was awesome. The minute we pulled in he was addressing us like long lost friends! Super clean villa, great resource for where to go and provided super service!"
Ke Villas

Mango Bay Resort

3.5 star property
9.4 out of 10, Exceptional, (55)
"MaryBeth is a fantastic host. We really enjoyed this property. "
Mango Bay Resort

Amazing Water Front Villa West End Tortola

10.0 out of 10, Exceptional, (79)
"We had an amazing stay! Being able to go to other islands and beaches for the day and coming home to watch the sunset and listen to the water was amazing! Ivet's cooking was fabulous! I recommend the jerk chicken!!!! Thank you!!"
Amazing Water Front Villa West End Tortola

Great House Villa

10.0 out of 10, Exceptional, (64)
"My family thoroughly enjoyed our stay at the villa. The photos and description are very accurate. Having the inflatable dinghy was an added bonus, allowing us to explore the area by water and enjoy going to Foxy’s Taboo and Sandy Spit. The private beach was spectacular! Cathryn was a great communicator before check in, providing detailed information before arrival and Saga, the property manager was extremely helpful, assisting us with every need. Tuna the cat was a special visitor that stopped...
Great House Villa

VERY Private, Spectacular, Waterfront Location

10.0 out of 10, Exceptional, (60)
"Family of 6 had plenty of room to spread out! The home sits above a beautiful cove, with some construction of a tennis court underway. The cove is very pretty, appears to be shallow water, but with the weather there was quite a bit of debris. The cows enjoy the beach every morning during their grazing time. Humorous to see! The beds were very comfortable, with house management cleaning mid-week, linens were always fresh. AC units worked very well during a very hot spell. Air circulation was...
VERY Private, Spectacular, Waterfront Location

Oceanfront - 3 Bedroom Villa - BEST VIEW IN TORTOLA

10.0 out of 10, Exceptional, (34)
"We loved our stay and the view after walking in front door never gets old. Were able to walk to our favorite beach (Smugglers Cove) and local restaurants. Sebastian’s and both restaurants at Long Bay resort were all very much enjoyed. Would highly recommend."
Oceanfront - 3 Bedroom Villa - BEST VIEW IN TORTOLA

Stylish, Secluded Villa with Pool, Hot tub and Stunning Views

10.0 out of 10, Exceptional, (104)
"Everything was perfect! I've stayed on the island many times and never have I ever had such a view! The house was beautifully appointed and our host was so helpful and accommodating. We'll be back for sure!"
Stylish, Secluded Villa with Pool, Hot tub and Stunning Views

Ocean and Island Views with Spectacular Sunsets and Alfresco Atmosphere

10.0 out of 10, Exceptional, (114)
"Most stunning views I’ve seen in my many travels. So very beautiful and relaxing. "
Ocean and Island Views with Spectacular Sunsets and Alfresco Atmosphere

Spectacularly located beach front Spring Tide @ The Tides at Little Apple Bay

10.0 out of 10, Exceptional, (19)
"Property manager Val was great. He met us and answered all our questions and went out of his way to help us doing our stay. View is great, patio has plenty of room and a new gas grill.Beds are very comfortable. Decor is nice. A/C works great. Each room has its own split unit so you can control the temperature. In January you really only need the A/C doing mid day.Kitchen is well stocked. Only 3 issues, the floors are thin so the people above you sounds like they are stomping around. The shower...
Spectacularly located beach front Spring Tide @ The Tides at Little Apple Bay

New Construction Oceanfront Home/Pool Private Walk To Beach

10.0 out of 10, Exceptional, (21)
"What a beautiful home and location. Our host Mindy was wonderful!! The home is recently renovated, so clean and has everything you need to enjoy your stay. A close drive to great restaurants and sites to see. You must go and stay at Drakes View. We will be back next year for some more fun. "
New Construction Oceanfront Home/Pool Private Walk To Beach
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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Other types of properties in Road Town you may be interested in

Village Cay Hotel and Marina

3.5 star property
8.2 out of 10, Very good, (605)
"It was fine for a one night stay, but the area seems very congested. We had a lovely room with a view but only enough hot water for one shower! The staff were all excellent. While the food was very good at the restaurant, we found it to be extremely pricey for the choices available. "
The price is AU$385
includes taxes & fees
9 Feb - 10 Feb
Village Cay Hotel and Marina

Maria's By the Sea Hotel

3.5 star property
8.8 out of 10, Excellent, (798)
"The hotel is located very near the arrival pier for the St Thomas ferry. The staff are friendly, professional and helpful. Room was spacious, clean with comfortable beds. Bathroom large."
The price is AU$477
includes taxes & fees
8 Mar - 9 Mar
Maria's By the Sea Hotel

Fort Burt Hotel

3.5 star property
6.4 out of 10, (339)
"Good hotel, service and location but cockroaches are not acceptable "
The price is AU$347
includes taxes & fees
8 Mar - 9 Mar
Fort Burt Hotel
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.

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?

Modern, newly constructed property, cradled amidst nature 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 6 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 Virgin Islands National Park and Trunk Bay.

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.