
Holiday rentals with a pool in Tortola
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Top-rated rentals with a pool in Tortola
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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.

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.

Sieben Apartment * Pool* next to Hiking trails
Sieben is a spacious 2 bedroom, 2 bathroom apartment with fully equipped kitchen and washer/dryer. Both bedrooms feature memory foam mattresses. Primary bedroom has a king bed with private en-suite bathroom. Second bedroom can be set up as two twin beds or one king. Smart TV with Netflix and streaming apps (no cable). 10 min drive to Cruz Bay, restaurants, and grocery stores. 25 min drive to North Shore Beaches. 4 ft shared pool with two other apartments and shared BBQ by the pool.

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.

1 Bed Villa, Pool, Stunning Views, 5 Mins To Beach
Makere Cottage is nestled on Soldier Hill with gentle breezes and breath taking views over Cane Garden Bay, surrounding islands and the Caribbean Sea. Situated within a tropical garden at the end of a short gated drive with a private 20-foot swimming pool and large sun terrace, Makere Cottage represents the ideal retreat in which to relax and unwind. To watch a video of the property please visit a well known video sharing platform and search for Makere Cottage Tortola!

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.

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.

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

Hillside House

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

Tranquil Desires, Villa

VIewtiful: Virgin Islands Views

Nirvana, Serene Stylish, Tropical Oasis

Anchorage Aweigh Villa
Condo rentals with a pool

BEAUTIFUL GRANDE BAY STUDIO CONDO W/ GREAT VIEWS

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

Seaside Studio Suite - at Grande Bay Resort, St. J

Coral @Serendip Vacation Condos

Upper Grande Bay-Studio King plus 1 foldout
Other holiday rentals with a pool

Seabreeze Cottage with private pool in Cruz bay

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

Water View, 2 King Primary Suites, pool, private

Down Yonder Pool Villa / Full Solar & Battery

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

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

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

Someday Soon has arrived! 2 bedroom large pool!
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- Rentals with pools British Virgin Islands
- Flamenco Beach
- Limetree Beach
- Magens Bay Beach
- Honeymoon Beach
- Coki Beach
- Secret Harbor Beach
- Cane Garden Beach
- Cinnamon Bay Beach
- Cane Bay Beach
- Virgin Islands National Park
- The Baths
- Maho Bay Beach
- Coral World Ocean Park
- Cane Bay
- Lindquist Beach
- Paradise Point Tranway
- Brewers Bay Beach
- Point Udall
- Cruz Bay
- Coki Point Beach





