Road Town Vacation Rentals

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Check prices for these dates

Tonight
Dec 29 - Dec 30
Tomorrow
Dec 30 - Dec 31
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Road Town vacation rentals

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

Apartment in Tortola

#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 "
United States
Sovill
$228 nightly
The price is $237
Jan 4 - Jan 5, 2026
Total with taxes and fees
#6 One Bedroom with AC and Bathroom - 10 Minutes from two beaches
Terrace/patio
#7 Studio sunset islands view, queen bed, bath & kitchen 10 min to town & beach

Apartment in Tortola

#7 Studio sunset islands view, queen bed, bath & kitchen 10 min to town & beach
$242 nightly
The price is $250
Jan 2 - Jan 3, 2026
Total with taxes and fees
#7 Studio sunset islands view, queen bed, bath & kitchen 10 min to town & beach
Beach
Sailors Gem II: Experience Caribbean Life at this Spacious Apartment!

Apartment in Tortola

Sailors Gem II: Experience Caribbean Life at this Spacious Apartment!
9.4 out of 10, Exceptional, (8)
"We had a fabulous time!! Plenty to do & see - all within walking distance. It was perfect for our trip. "
United States
Sue T.
$149 nightly
The price is $162
Dec 31 - Jan 1, 2026
Total with taxes and fees
Sailors Gem II: Experience Caribbean Life at this Spacious Apartment!
Property grounds
Family Friendly, centrally located - modern & spacious 2 bed 2 bath retreat.

Vacation Home in Tortola

Family Friendly, centrally located - modern & spacious 2 bed 2 bath retreat.
2.0 star property
10.0 out of 10, Exceptional, (4)
"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.
$289 nightly
The price is $307
Jan 19 - Jan 20, 2026
Total with taxes and fees
Family Friendly, centrally located - modern & spacious 2 bed 2 bath retreat.
Interior
SALE$Abigail's Entire 2 Bedroom Apartments SALE, SALE$$

Apartment in Road Town

SALE$Abigail's Entire 2 Bedroom Apartments SALE, SALE$$
8.4 out of 10, Very Good, (6)
"Felt vey safe and seccure"
United States
Albeadea
$308 nightly
The price is $324
Dec 31 - Jan 1, 2026
Total with taxes and fees
SALE$Abigail's Entire 2 Bedroom Apartments SALE, SALE$$
Fridge, microwave, stovetop, coffee/tea maker
Sailor's Gem I: Feel the Real Caribbean Life and Live Local at this Apartment!

Apartment in Tortola

Sailor's Gem I: Feel the Real Caribbean Life and Live Local at this Apartment!
8.6 out of 10, Excellent, (15)
"Location was great! We were only there for one night before taking a sailing trip so it was perfect for us. "
United States
Anonymous traveler
$149 nightly
The price is $162
Jan 5 - Jan 6, 2026
Total with taxes and fees
Sailor's Gem I: Feel the Real Caribbean Life and Live Local at this Apartment!
Property grounds
Cozy Studio4 in serene Tortola with AC, WiFi. Enjoyable getaway with Sunset View

Apartment in Tortola

Cozy Studio4 in serene Tortola with AC, WiFi. Enjoyable getaway with Sunset View
$230 nightly
The price is $240
Dec 31 - Jan 1, 2026
Total with taxes and fees
Cozy Studio4 in serene Tortola with AC, WiFi. Enjoyable getaway with Sunset View
Property grounds
5 Studio with queen bed & bathroom - 10 min to beach & town

Apartment in Tortola

5 Studio with queen bed & bathroom - 10 min to beach & town
$284 nightly
The price is $295
Jan 5 - Jan 6, 2026
Total with taxes and fees
5 Studio with queen bed & bathroom - 10 min to beach & town
Dining
Nature's Hideaway

Apartment in Horsepath

Nature's Hideaway
$223 nightly
The price is $223
Dec 31 - Jan 1, 2026
Total with taxes and fees
Nature's Hideaway
Property grounds
SUNFLOWER LANE APARTMENT #5 - OCEAN VIEW 7 mins from Capital

Apartment in Road Town

SUNFLOWER LANE APARTMENT #5 - OCEAN VIEW 7 mins from Capital
$398 nightly
The price is $414
Jan 3 - Jan 4, 2026
Total with taxes and fees
SUNFLOWER LANE APARTMENT #5 - OCEAN VIEW 7 mins from Capital
Terrace/patio
Zafira Luxe 1-bedroom villa with sauna, steam, sunset views, AC, WIFI in Tortola

Villa in Leonards

Zafira Luxe 1-bedroom villa with sauna, steam, sunset views, AC, WIFI in Tortola
10.0 out of 10, Exceptional, (2)
"Our host was awesome and really accommodating. 10 out of 10. We will stay again."
United States
Najla D.
$313 nightly
The price is $313
Jan 5 - Jan 6, 2026
Total with taxes and fees
Zafira Luxe 1-bedroom villa with sauna, steam, sunset views, AC, WIFI in Tortola
Spa
Modern Luxury Villas in Trunk Bay, Tortola

Vacation Home in Tortola

Modern Luxury Villas in Trunk Bay, Tortola
10.0 out of 10, Exceptional, (1)
"Villa Odyssea was a great place for our family vacation. We enjoyed going down to trunk bay beach and evening dinners on the patio. "
United States
Jeffrey D.
$1,725 nightly
The price is $1,788
Jan 2 - Jan 3, 2026
Total with taxes and fees
Modern Luxury Villas in Trunk Bay, Tortola
Outdoor pool, a heated pool
Eyrie Guest Cottage, Greenbank

Vacation Home in Greenbank Estate

Eyrie Guest Cottage, Greenbank
$1,884 nightly
The price is $1,997
Jan 3 - Jan 4, 2026
Total with taxes and fees
Eyrie Guest Cottage, Greenbank
Interior
Top of the Hill Blue Sunshine

Vacation Home in Parham Town

Top of the Hill Blue Sunshine
10.0 out of 10, Exceptional, (11)
"What an awesome view we loved this place and it’s the only place I will stay the host was awesome !"
United States
john
$343 nightly
The price is $343
Jan 6 - Jan 7, 2026
Total with taxes and fees
Top of the Hill Blue Sunshine
Terrace/patio
Coconut Breeze Villas

Aparthotel in Cane Garden Bay

Coconut Breeze Villas
2.5 star property
9.8 out of 10, Exceptional, (19)
"Excellent staff service. Room is big, bed is very good and view amazing!"
United States
Lisandra
$309 nightly
The price is $336
Jan 29 - Jan 30, 2026
Total with taxes and fees
Coconut Breeze Villas
Exterior
Charming 1-bedroom apartment in welcoming Tortola with WiFi, AC

Apartment in Tortola

Charming 1-bedroom apartment in welcoming Tortola with WiFi, AC
$322 nightly
The price is $322
Dec 31 - Jan 1, 2026
Total with taxes and fees
Charming 1-bedroom apartment in welcoming Tortola with WiFi, AC
Terrace/patio
Ocean View Villa

Villa in Jost Van Dyke

Ocean View Villa
3.5 star property
9.6 out of 10, Exceptional, (31)
"Great scenic view, Friendly owners. Comfortable in every way."
United States
Virginia
$360 nightly
The price is $396
Jan 3 - Jan 4, 2026
Total with taxes and fees
Ocean View Villa
Beach towels
Cameron's Paradise Villa

Villa in Tortola

Cameron's Paradise Villa
10.0 out of 10, Exceptional, (19)
"On Tortola for a sailing race"
United States
michael k.
$571 nightly
The price is $571
Dec 31 - Jan 1, 2026
Total with taxes and fees
Cameron's Paradise Villa
Terrace/patio
Cozy 1-bedroom villa in tranquil Jost Van Dyke with AC

Villa in Jost Van Dyke

Cozy 1-bedroom villa in tranquil Jost Van Dyke with AC
2.0 star property
$396 nightly
The price is $432
Jan 3 - Jan 4, 2026
Total with taxes and fees
Cozy 1-bedroom villa in tranquil Jost Van Dyke with AC
4 bedrooms, iron/ironing board, WiFi, bed sheets
Private Luxury Villas

Villa in Tortola

Private Luxury Villas
9.6 out of 10, Exceptional, (15)
"Such a beautiful house. Very clean and spacious. "
United States
Brenda v.
$1,023 nightly
The price is $1,113
Jan 3 - Jan 4, 2026
Total with taxes and fees
Private Luxury Villas
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

Sebastian's on the Beach

Sebastian's on the Beach

10/10 Excellent
"Great "
Zene 1-night trip
Posted 6 days ago
Sebastian's on the Beach

Find out more about Road Town

Everything you need to know about Road Town vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Road Town vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Road Town vacation 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 low season months. For more hustle and bustle, you may prefer to visit Road Town in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $162 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Road Town rentals

At Expedia, we put the best Road Town vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Road Town?

Yes, we give you a choice of vacation rentals in Road Town near JR O’Neal Botanic Gardens, or you can choose a more secluded option if you want 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 vacation home rentals in Road Town?

Experience Tranquility with Breathtaking Hillside Views overlooking Nanny Cay: This highly rated vacation home rental in Road Town has air-conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Our travelers also rate Family Friendly, centrally located - modern & spacious 2 bed 2 bath retreat. as a favorite home for rent in Road Town.

How many vacation rentals are there in Road Town?

With 5 Expedia vacation rentals, you're sure 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 Virgin Islands Folk Museum and Her Majesty’s Prison Museum. While in the area, you can also visit popular places like Trunk Bay and Sapphire Beach.

What’s a vacation rental in Road Town like?

Vacation rentals are private properties you can stay in for several days or longer in Road Town. Vacation rentals feature amenities such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for a family trip.