
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

Hillside House

The yellow flamingo

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

BEAUTIFUL GRANDE BAY STUDIO CONDO W/ GREAT VIEWS

The Westin St. John Resort Villas - 4P Studio

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

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

Twilight

Tropical Breeze: Comfortable Downtown Vacationing

2 Bdrm w/ Free Car, Pool, & AC in Cruz Bay, STJ

Studio villa at Westin St. John, Virgin Grand.
Other holiday rentals with a pool

Ginger Thomas Villa in Cruz Bay

Pool - Ocean View - Large Deck & Pergola - Private

SunDancer Villa-St John USVI

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

Villa La Mer

Gorgeous views from every room, Pool, A/C

Welcome to Tòti Bella!

EdgeWater Villas/king bed; 10min easy walk to town
Quick stats about holiday rentals with a pool in Road Town
Total rentals
20 properties
Nightly prices starting at
£52 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
- Salt Pond Beach