
Holiday rentals with a pool in Tortola
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Tortola
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Periwinkle Cottage in Coral Bay w/Pool, and Views🏝
Periwinkle Cottage of Coral Bay is a perfect rendition of a traditional West Indian cottage with modern amenities. 🌴 Ceiling fans, large screened in porch and open air porch areas. Located at the end of a private road, Periwinkle has a Million Dollar view of Coral Bay! Located only minutes from grocery stores, shopping & dining in Coral Bay. This cottage offers privacy & sits on over a half acre lot! You are right near the Virgin Islands National Park and some of the best beaches in the world

Sweet Spice: A Nifty Little Cottage. With A Pool!
This very small 1 BR cottage lives BIG with a screened porch, SOLAR POWER, valley views, ac, dishwasher, outdoor fitness, and plunge pool. With a clean modern vibe, Sweet Spice is more laidback getaway than luxury villa. It’s an ideal HQ for 2 active STJ adventurers - but with a few extra amenities! Located off the beaten path on the quiet side of STJ, it feels secluded but is only a 5 minute drive to the shops of Coral Bay. Note: road is rough and requires a 4WD and there are LOTS of stairs.

Long Bay Murry House, ocean views and breezes
Exceptional design with a spacious covered decks you'll love, this elegant villa with three air-conditioned bedroom suites. Beautiful beach, ocean and island views from its breezy hillside locale within Long Bay Estate on Tortola's scenic North Shore. The ocean facing side of the Great Room offers a wide, shady verandah set with plush chairs for admiring the view or evening cocktails. Just around the corner is the kitchen pavilion. Here is the profession Blaze BBQ ready for the fresh fish .

Gorgeous 4 bed villa with pool and amazing views
'Twin Oceans on Spyglass' is our beautiful 4 bed/4 bath villa at the West End of Tortola. Standing majestically on the hillside with beautiful views across the ocean to St John on one side and to Jost on the other. We are sure you will love this home, with its cool breezes, gorgeous pool and spacious entertaining areas. Just a few mins drive to Long Bay, Smugglers or any of the pristine deserted beaches on the North shore and just a five mins to the world renowned surf break at Apple Bay.

Peaceful 1 bed/Lush gardens/Plunge pools
Experience ocean views, AC-cooled comfort, solar power and a spacious deck in this new solar-powered cottage. Part of a unique collection, it shares an infinity waterfall plunge pool with "Caribbean" cottage (two more cottages coming in 2026). Enjoy constant breezes, afternoon shade, and magical moonrises from the “Ocean” cottage. Guests have 24/7 on-site concierge service and assistance, with full vacation planning by a Superhost experienced in welcoming first-timers to St. John.

Tranquil Desires, Villa
Indulge in ultimate tropical bliss at our modern villa. Our sanctuary boasts a sleek interior, a private infinity pool, and breath-taking sunset views stretching across Tortola, and the US Virgin Islands. Perfect for couples or small groups, complete with his-and-her robes and slippers for your comfort. Unwind our cushioned outdoor chairs. Beaches, harbour walks, and adventure are just steps away from your doorstep. Make every moment unforgettable in your luxury island escape!

Villa Almondeen- Peaceful 2bedroom villa with pool
Villa Almondeen sits about 100 feet from the water’s edge in a private and secured area. It is five minutes away from the popular Cane Garden Bay Beach and 15 minutes from other close-by beaches. You can enjoy views of Jost Van Dyke and the boating activities around the “Bay.” To the left is an area called “The Pointe,” a line-fishing and snorkeling area, and to the right is the famous “Smith’s Toe (pronounced “Smittoe”), another fishing area, and home to the blue parrot fish.

Orchid Bloom pool/beach nest
Orchid bloom is privately owned nestled on the premises of the magnificent Wyndham Resort Hotel on Lambert Beach. This unit boast a comfortable, private, first floor, garden view, poolside side apartment. Fine dining Restaurant on premises as well as, gym in a picturesque environment which lends itself to relaxation and rejuvenation. Just ten minutes drive from the airport, with magnificent hill and ocean views. Make Orchid Bloom the place for your next BVI vacation.

Fort Recovery Oceanfront 1BR Villa
Fort Recovery’s oceanfront 1BR villa is set just steps from the shoreline and offers a relaxed Caribbean stay with sweeping sea views. These charming one-bedroom villas feature a private patio or balcony, comfortable living area, full kitchen, separate bedroom, and private bathroom. French doors open to views of the Caribbean and nearby St. John. Available in both ground-level and upstairs layouts, each designed for comfort, privacy, and easy indoor-outdoor living.

Paradisea 2 Bedroom w/ Pool & Backup Solar Power
2 cozy bedrooms, fully equipped kitchen, large decks, pool, solar and backup battery power. Everything you need for a day at the beach: chairs, umbrella, coolers, toys, towels all provided. Close to Coral Bay restaurants and shops. North Shore beaches and hiking trails are only a short drive away. Quiet setting in the hills above Coral Bay. Close to it all with a far away feel. good for couples, solo adventurers, and families with children over the age of 8.

Esperance~Pool~New~National Park
Spacious 2BR, 2BA luxury apartment in Fish Bay Skytop with full kitchen and washer/dryer. Both bedrooms feature Loom & Leaf memory foam mattresses. King bedroom with en-suite bath, second bedroom with queen bed and bathroom across the hallway. Smart TV with Netflix and streaming apps (no cable). 10 min drive to Cruz Bay dining, shopping, groceries, 25 min to North Shore beaches. 4 ft shared pool and BBQ with two other apartments.

Villa Matija
Villa Matija is nestled comfortably into the hillside overlooking Brewers Bay on Tortola in the British Virgin Islands. Allow yourself a little luxury and be eco-friendly at the same time! Villa Matija (pronounced ma-TEE-ya) sits above Brewers Bay with an outstanding view of Jost Van Dyke and several other smaller cays & islands. On a clear day you can see Puerto Rico (about 70 miles away)!
Popular amenities for Tortola rentals with a pool
House rentals with a pool

Villa Rosa

Tortola, Turpentine House, pool+sunset+aircon

Flannagan's Peak Cozy 1 Bdrm Home-New Pool!

Hillside House

The yellow flamingo

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

Nirvana, Serene Stylish, Tropical Oasis

Anchorage Aweigh Villa
Apartment rentals with a pool

El Nido, a beautiful place to stay in paradise!

Rockroom One Bedroom Condo at The Hills Saint John

Indigo @Serendip Vacation Condos

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

Modern condo with shared pool in Road Town-3 Rooms

Moonstone Garden Suite, apt w/pool, walk to beach

Seaview Suite, Vista do Mar Villa

Villa Mango-views, pool, 2 King BR, Back up power
Other holiday rentals with a pool

Coconut Breeze, Mesmerizing Views, Gen., Full A/C

Villa Hermosa - Beautiful with Pool & Ocean Views

Water Cliff Villa

SOLAR! Gorgeous views from every room, Pool, A/C

VIewtiful: Virgin Islands Views

Welcome to Toti Bella!

Amazing Views, Private Pool, Close To Beaches!!!

Caribbean Cottage Near the Sea
Destinations to explore
- Punta Cana Holiday rentals
- San Juan Holiday rentals
- Bayahibe Holiday rentals
- La Romana Holiday rentals
- Carolina Holiday rentals
- Culebra Holiday rentals
- Sainte-Anne Holiday rentals
- Little Saint James Holiday rentals
- Saint Thomas Holiday rentals
- Saint Croix Holiday rentals
- Aguadilla Holiday rentals
- Basse-Terre Island Holiday rentals
- Hotel rooms Tortola
- Rentals with a firepit Tortola
- Villa rentals Tortola
- Flat rentals Tortola
- Rentals with a washing machine and dryer Tortola
- Apartment rentals Tortola
- Pet-friendly rentals Tortola
- Rentals with a patio Tortola
- Boat rentals Tortola
- Rentals with beach access Tortola
- Rentals with a hot tub Tortola
- Fitness-friendly rentals Tortola
- Luxury rentals Tortola
- Rentals with outdoor seating Tortola
- Waterfront rentals Tortola
- Private suite rentals Tortola
- Cottage rentals Tortola
- Beachfront rentals Tortola
- Family-friendly rentals Tortola
- Rentals with a kayak Tortola
- House rentals Tortola
- Smoking-friendly rentals Tortola
- Rentals with pools British Virgin Islands
- Flamenco Beach
- Limetree Beach
- Honeymoon Beach
- Magens Bay Beach
- Coki Beach
- Secret Harbor Beach
- Cane Garden Beach
- Cinnamon Bay Beach
- Cane Bay Beach
- Virgin Islands National Park
- Peter Bay Beach
- Josiah's Bay
- Sugar Beach
- Maho Bay Beach
- The Baths
- Coral World Ocean Park
- Cane Bay
- Lindquist Beach
- Brewers Bay Beach
- Paradise Point Tranway
- Point Udall
- Chocolate Hole
- Cruz Bay





