
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

Casa Tua - Saint John

Hillside House

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

Long Bay Murry House, ocean views and breezes

Stone Cottage with a pool and gorgeous view

VIewtiful: Virgin Islands Views

Villa Carolina. Views for miles! Peaceful. Private

Modern Villa w/ Private Pool
Condo rentals with a pool

BEAUTIFUL GRANDE BAY STUDIO CONDO W/ GREAT VIEWS

Villa w/ Pool, AC, 2 King BR, views, Back up power

1 mile to town, comfortable, steps from the pool.

Twilight

Sunset Villa Studio Condo at The Hills Saint John

Tropical Breeze: Comfortable Downtown Vacationing

Upper Grande Bay-Studio King plus 1 foldout

2 Bdrm w/ Car, Pool, & AC in Cruz Bay, STJ
Quick stats about holiday rentals with a pool in Road Town
Total rentals
20 properties
Nightly prices starting at
$115 NZD before taxes and fees
Total number of reviews
300 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
20 properties include access to Wi-Fi
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- Flamenco Beach
- Honeymoon Beach
- Magens Bay Beach
- Limetree Beach
- Oppenheimer Beach
- Cane Garden Beach
- Coki Beach
- Cinnamon Bay Beach
- Cane Bay Beach
- Peter Bay Beach
- Pelican Cove Beach
- Gibney Beach
- Josiah's Bay
- Caneel Bay Beach
- Maho Bay Beach
- Virgin Islands National Park
- Secret Harbor Beach
- Oil Nut Bay
- Grapetree Beach
- Hull Bay Beach
- Mandahl Bay Beach
- Morningstar Beach
- Trunk Beach
- Buccaneer Beach