
Vacation rentals with a pool in Road Town
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Road Town
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Road Town rentals with a pool
House rentals with a pool

Tortola, Turpentine House, pool+sunset+aircon

Sundowner

Hillside House

La Sirena Secluded Villa w/Pool+NEW Solar backup!

Long Bay Murry House, ocean views and breezes

Windchime-Gorgeous View, Pool, Generator-Sleeps 10

Modern Villa w/ Private Pool

Caribbean Cottage Near the Sea
Condo rentals with a pool

Sapphire in the Sand

Stunning Ocean View w/Balcony~Shades of Sapphire~

"H2Oh What a Beach!" condo: Walk-out Beach Access!

Sea-N-Dipity 1 by the Sea @ Sapphire Resort

Villa in Paradise with Private Pool and Generator

Sail Away II-WOW Beachfront to Paradise Remodeled

Luxury 1/1 Oceanfront @ Sapphire Beach Resort

Romantic Private Pool Villa@Sapphire
Other vacation rentals with a pool

Memory Daze

Water View, 2 King Primary Suites, pool, private

Villa Almondeen- Peaceful 2bedroom villa with pool

Gorgeous views from every room, Pool, A/C

Private Pool 1 bedroom Ocean view

2025 Renovated • On Sapphire Beach • King Bed

VIewtiful: Virgin Islands Views

Satori Villa
Quick stats about vacation rentals with a pool in Road Town
Total rentals
20 properties
Nightly prices starting at
$96 CAD before taxes and fees
Total number of reviews
340 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Destinations to explore
- Punta Cana Vacation rentals
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- Culebra Vacation rentals
- Sainte-Anne Vacation rentals
- Saint Thomas Vacation rentals
- St. Croix Vacation rentals
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- Flamenco Beach
- Honeymoon Beach
- Magens Bay Beach
- Limetree Beach
- Coki Beach
- Oppenheimer Beach
- Cane Garden Beach
- Cinnamon Bay Beach
- Cane Bay Beach
- Peter Bay Beach
- Pelican Cove Beach
- Gibney Beach
- Josiah's Bay
- Caneel Bay Beach
- Maho Bay Beach
- Secret Harbor Beach
- Virgin Islands National Park
- Trunk Beach
- Buccaneer Beach
- Mandahl Bay Beach
- Pineapple Beach
- Morningstar Beach
- Hull Bay Beach
- Johns Folly Beach