
Holiday 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.

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.

Lloyd Hill Villas Holiday Suite
Welcome to your new sanctuary! This fully furnished two-bedroom, two-bath suite is located at the Lloyd Hill Villas and offers the ideal blend of sea breeze and sun, and quiet comfortable living. With the added luxury of a swimming pool and a view of nearby Guana Island a lifetime trip awaits you. Step into a space designed for relaxation and functionality. The suite is enhanced with Internet, Satellite Dish, and TV. Washing facilities available. Book your stay today!

Into the Mystic Lower Suite with POOL and VIEWS!
Into the Mystic Lower Suite is a beautifully finished suite located in peaceful Coral Bay, St. John. Offering every amenity you need for a perfect vacation - Salt water pool, high speed Wi-Fi, DISH TV, electric grill, solar with back up batteries & more. Our lower-level suite is your own private escape after a day exploring St. John's beaches and hiking trails. We offer a beautiful indoor living space & a peaceful balcony which showcases our view of Coral Bay & beyond.

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.

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.
Popular amenities for Tortola rentals with a pool
House rentals with a pool

Villa Rosa

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

Hillside House

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

Tranquil Desires, Villa

VIewtiful: Virgin Islands Views

Nirvana, Serene Stylish, Tropical Oasis

Someday Soon has arrived! 2 bedroom large pool!
Condo rentals with a pool

El Nido, a beautiful place to stay in paradise!

BEAUTIFUL GRANDE BAY STUDIO CONDO W/ GREAT VIEWS

Indigo @Serendip Vacation Condos

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

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

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

Seaview Suite, Vista do Mar Villa

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

Seabreeze Cottage with private pool in Cruz bay

Down Yonder Pool Villa / Full Solar & Battery

Villa Hermosa - Beautiful with Pool & Ocean Views

The yellow flamingo

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

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

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

Caribbean Cottage Near the Sea
Destinations to explore
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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





