
Vacation rentals with a pool in Tortola
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Top-rated rentals with a pool in Tortola
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Sundowner
Kick back and relax in this calm, stylish villa. "Sundowner" is situated on a beautifully landscaped 1-acre residential site overlooking Brewer's Bay on Tortola's North Shore. The beach is a 3-minute drive down the hill and Road Town 10 minutes away. The villa was completely renovated in 2022 with the addition of a pool, the latest Mid-Century Modern furnishings, Caribbean Artwork, beautifully renovated modern bathrooms, and a gorgeous well-equipped kitchen. The sunsets are second to none!

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.

Esperance~Pool~New~National Park
Spacious freshly built 2 Bedroom, 2 bathroom luxury apartment with fully equipped Kitchen and washer/dryer. Both Rooms have a memory foam mattress from Loom and Leaf. One king bedroom with en-suite bathroom, the second bedroom has a queen bed with a bathroom right across the room. Conveniently located 10min drive from Cruzbay's world class dining, shopping, grocery markets, and entrance to the North Shore Beaches. 4ft deep, shared new Pool with 2 other Apartments. shared BBQ by the Pool.

Modern, Serene, and a view you must see. Modere’
Welcome to the most modern Villa in the Caribbean. Villa Modere’. Please inquiry as we can help with flight arrangements. We are centrally located on a private estate. Once you arrive you’ll be treated to natures finest ambiance. We have created the perfect environment to relax however not leave convenience behind. Modere is Nestled at the perfect view height on the North western side of Luck Hill, between Cane and Brewers Bay beaches only 5-8 min away respectively. What are you waiting on?

Luxurious 4 bed with pool and spectacular views
Welcome to The Lighthouse, our beautiful new build four bed, four bath villa, perched on the hillside overlooking the marinas of Road Town. This stylish, centrally located home, with its modern aspect, cool breezes, pool, ample entertaining space and work-from-home office has easy access to squash, tennis, gym and restaurant just two minutes away on the Pasea Estate at the Tortola Sports Club and is less than ten minutes to unspoiled pristine beaches and the upscale restaurants of Tortola.

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.

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.

Rockroom One Bedroom Condo at The Hills Saint John
"The Rockroom" is a one bedroom apartment located within The Hills Saint John. This large space with amazing views of Cruz Bay and St Thomas features a large bedroom with King bed, two full baths, a large living area and a full kitchen. There is also a large private patio with a gas grill and patio furniture. Guests staying at Rockroom will also have access to The Clubhouse Bar (open seasonally and located on the property) as well as a 24 hour fitness center and community pool.

This view from Limeberry Cottage could be yours
This view could be yours, Limeberry Apartment is a dream of an oasis for you relax and unwind. Just a few steps, to the beautiful mile long, white powered sand "Long bay Beach" Limeberry is set the prestigious private "Belmont Estate"s quiet roads with great hiking and running 2 air conditioned bedrooms with private bathrooms, large living room and dinning room, stunning views, private patio with BBQ and alfresco dinning, leading to the flower and palm fringed shared pool.

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.

Tortola, Turpentine House, pool+sunset+aircon
Turpentine House is locateted on one of the highest points of Havers, located on the largest island of the BVI‘s , Tortola. The view leads over the Sir Francis Drake Channel and Cooper Island in the east, than Salt,- Peter-, and Norman Island to St. John and St. Thomas in the west. At the back you can enjoy a view over Sea Cows Bay. You will enjoy the fascinating sunrise as well as you will love the spectacular sunsets.

Villa Rosa
Villa Rosa has great views of the sunrise/sunset, easterly views to Peter Island and westerly views to St. Thomas, 10 minutes walk to restaurants and shops, 5 minutes walk to St Thomas ferry terminal, 15 minutes walk to Smuggler's This villa is popular because of the setting, mature gardens, great views and the convenient location. It’s ideal for families, small groups, and business travelers who like space and privacy.
Popular amenities for Tortola rentals with a pool
House rentals with a pool

Hillside House

Lizard's Lounge

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

Tranquil Desires, Villa

Nirvana, Serene Stylish, Tropical Oasis

Panoramic Ocean views and off Grid

Peaceful Island Getaway w/ Pool & Tropical Charm

Palladio's View - Private Villa With Pool & AC!
Condo rentals with a pool

BEAUTIFUL GRANDE BAY STUDIO CONDO W/ GREAT VIEWS

El Nido, a beautiful place to stay in paradise!

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

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

Tropical Breeze: Comfortable Downtown Vacationing
Other vacation rentals with a pool

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

The yellow flamingo

The Penthouse suite is a Modern Luxury, sleeps 2

Villa La Mer

2 Bed ⭐️ STAR VILLA HOME ⭐️ 5 Min walk to CRUZ BAY

Villa Flamboyant

Welcome to Toti Bella!

Caribbean Cottage Near the Sea
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