
Holiday 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.
Holiday 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

Lizard's Lounge

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

Tranquil Desires, Villa

Long Bay Murry House, ocean views and breezes

Stone Cottage with a pool and gorgeous view

VIewtiful: Virgin Islands Views
Apartment rentals with a pool

Stunning Ocean View w/Balcony~Shades of Sapphire~

BEST REVIEWS on the East End - HANDS DOWN!

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

Villa in Paradise with Private Pool and Generator

Luxury 1/1 Oceanfront @ Sapphire Beach Resort

Romantic Private Pool Villa@Sapphire

Your Perfect Beachfront Condo in Paradise

Sapphire Village Resort Getaway
Other holiday rentals with a pool

Sol~Azul Cozy Studio Cottage w/ Pool & Ocean View

Sapphire Beach Escape VIEWS! HGTV

Hillside House

The yellow flamingo

Casita Tropical 30 second walk to Sapphire beach

Affordable, Private Cottage w/ a Pool, WIFI and AC

Private Pool Getaway in Smith Bay (Beach Nextdoor)

Tropical Sands | Elysian Beach Resort | St. Thomas
Quick stats about holiday rentals with a pool in Road Town
Total rentals
20 properties
Nightly prices starting at
$90 SGD 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
- Flamenco Beach
- Honeymoon Beach
- Limetree Beach
- Magens Bay Beach
- Coki Beach
- Cane Garden Beach
- Oppenheimer Beach
- Cinnamon Bay Beach
- Cane Bay Beach
- Peter Bay Beach
- Pelican Cove Beach
- Gibney Beach
- Josiah's Bay
- Caneel Bay Beach
- Secret Harbor Beach
- Maho Bay Beach
- Virgin Islands National Park
- Buccaneer Beach
- Mandahl Bay Beach
- Trunk Beach
- Pineapple Beach
- Hull Bay Beach
- Morningstar Beach
- Johns Folly Beach