Road Town vacation rentals

KAYAK searches hundreds of travel sites at once for vacation home deals in Road Town

Here is why travelers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Recommended by KAYAK
Booking Insights
Recommended by KAYAK

Best Road Town vacation rentals

Go to map

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by price

$101 - $1,168$1,168 - $2,235$2,235 - $3,302$3,302 - $4,368$4,368+ per night

Property Types

ApartmentCondoCottageHouse

Search by freebies

Free cancellationFree breakfastFree parkingFree internet

Most recommended vacation rentals in Road Town

Show all
Saleabigail's Entire 2 Bedroom Apartments Sale, Sale - Road Town - Balcony
Saleabigail's Entire 2 Bedroom Apartments Sale, Sale
Road Town, British Virgin Islands
8.7Very good(10)
Free Wi-Fi
$236+
Check availability
Abigail's Splendor -2 Bedroom Entire Apartment - Road Town - Building
Abigail's Splendor -2 Bedroom Entire Apartment
Road Town, British Virgin Islands
7.6Good(7)
Parking
Free Wi-Fi
$226+
Check availability
Sailors Gem II: Experience Caribbean Life at this Spacious Apartment! - Road Town - Beach
Sailors Gem II: Experience Caribbean Life at this Spacious Apartment!
Road Town, British Virgin Islands
9.2Wonderful(10)
Free Wi-Fi
$162+
Check availability
Charming Cottage Near Road Town - Road Town
Charming Cottage Near Road Town
Road Town, British Virgin Islands
8.8Very good(7)
Free Wi-Fi
$186+
Check availability
Stylish, Secluded Villa With Pool, Hot Tub And Stunning Views - Road Town - Pool
Stylish, Secluded Villa With Pool, Hot Tub And Stunning Views
Road Town, British Virgin Islands
9.8Wonderful(51)
Free Wi-Fi
Pool
Pet friendly
Spa
$428+
Check availability
Spectacular clifftop house with hot tub next to sandy beach, stunning sea views - Road Town - Living room
Spectacular clifftop house with hot tub next to sandy beach, stunning sea views
Road Town, British Virgin Islands
9.7Wonderful(27)
Free Wi-Fi
$312+
Check availability
Myall Tortola - Road Town - Pool
Myall Tortola
Road Town, British Virgin Islands
$2,209+
Check availability
BVI - Yacht Vacation with Captain & Chef for up to 10 Guests - Road Town - Balcony
BVI - Yacht Vacation with Captain & Chef for up to 10 Guests
Road Town, British Virgin Islands
Free Wi-Fi
$4,484+
Check availability
Stylish, Secluded, Hot Tub and Amazing Views - Road Town - Balcony
Stylish, Secluded, Hot Tub and Amazing Views
Road Town, British Virgin Islands
9.8Wonderful(47)
Spa
$264+
Check availability
Little Mermaid - quaint, spacious one bedroom rental on Beef Island, BVI. - Road Town - Balcony
Little Mermaid - quaint, spacious one bedroom rental on Beef Island, BVI.
Road Town, British Virgin Islands
10Wonderful(11)
Free Wi-Fi
$169+
Check availability
Summervillebvi - Road Town
Summervillebvi
Road Town, British Virgin Islands
8.8Very good(41)
Parking
Free Wi-Fi
$174+
Check availability
The North Look Out - Road Town
The North Look Out
Road Town, British Virgin Islands
9.4Wonderful(7)
Parking
Free Wi-Fi
Pet friendly
$145+
Check availability
The Refuge - Road Town
The Refuge
Road Town, British Virgin Islands
Free Wi-Fi
$660+
Check availability
Abigail Diamond 2 bedroom apt Near Nanny Cay marina - Road Town
Abigail Diamond 2 bedroom apt Near Nanny Cay marina
Road Town, British Virgin Islands
8.8Very good(5)
Parking
Free Wi-Fi
$225+
Check availability
Villa jaden #2 - Road Town
Villa jaden #2
Road Town, British Virgin Islands
7.0Good(6)
Parking
Free Wi-Fi
$296+
Check availability
1 Bedroom Private Studio Apartment - Road Town
1 Bedroom Private Studio Apartment
Road Town, British Virgin Islands
Free Wi-Fi
Pet friendly
$101+
Check availability
Booking Insights

KAYAK’s insights for vacation rentals in Road Town

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Road Town with confidence.

Which month has the cheapest vacation rental rates in Road Town?

Vacation rentals are cheapest in Road Town in November, with average rates of $161. In comparison, January is the most expensive month, with prices at $2,356.

What is the cheapest day of the week to book a vacation rental in Road Town?

Friday offers the lowest rates in Road Town, with an average nightly price of $284. The highest prices are found on Monday, with average rates at $2,842.
Find deals

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

November
January
$1,340
$542
Cheapest month to stay with an average 81% drop in price.
Most expensive month to stay with an average 181% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Road Town vacation rental deals

  • Beachfront is the most popular vacation rental property amenity in Road Town
  • Vacation rentals in Road Town are around 15% more expensive than hotels on average. Search here to compare prices for all accommodation types in Road Town.
  • The best vacation rental properties in Road Town are Ocean And Island Views With Spectacular Sunsets And Alfresco Atmosphere (9.9, 42 reviews), Prettyview Villa at Lambert Beach/Turtle Bay Resort (9.9, 42), and Stylish, Secluded, Hot Tub and Amazing Views (9.8, 47), based on ratings and reviews from real travelers.
  • If you’re looking for a cheap vacation rental in Road Town, you should consider visiting during the low season. The cheapest vacation homes in Road Town can be found in November and February.
  • The cheapest night for renting a vacation home in Road Town is Friday. In contrast, the most expensive is Monday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Road Town for 6 days.

FAQs when booking a vacation home in Road Town

  • What types of vacation rentals are available in Road Town?

    There are loads of different property types that you can make your vacation home in Road Town. You’ll find apartments, cabins, condos, cottages, houses, houseboats, lodges and villas.

  • Are there any pet-friendly vacation rentals in Road Town?

    There are a number of dog and pet-friendly Road Town vacation rentals, with around 8% allowing you to bring your pet along with you.

  • How can I find vacation rentals near me in Road Town?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

Where to stay in Road Town?

Our map will help you find the perfect place to stay in Road Town by showing you the exact location of each vacation rental.

Everything you need to know for your stay in Road Town

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.