
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.

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.

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 Bistro (open seasonally and located on the property) as well as a 24 hour fitness center and community 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.

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.

Park View Villa
Park View Villa is located at the West End of the island of Tortola. The Villa is nestled on the slopes of the lush, forested area overlooking Romney Park and the Caribbean Sea. The nearest local “village shop”, C&D Superette, is 0.70 miles downslope the concrete road that leads to the property. The nearest Port of Entry is the West End Ferry Terminal approximately 2.5 miles west of the Villa. Riteway Supermarket, Omar’s Café, Pussers Restaurant along with the Admirals Pub,.

Seaside Serenity apt
Relax at this unique and tranquil getaway. This location is perfect for anyone wanting the local experience. Walking distance from where the local fisherman comes in with the fresh catch of the day (lobster included.) It's also near some of the best restaurants on the island!!! (Ask me about D'Coal Pot Restaurant.) Immerse yourself in the local seaside swimming pool or ride the waves when the surf's up. Enjoy every little thing our beautiful piece of paradise has to offer!!!

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.

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.

The Anchorage- Studio apt above Cane Garden Bay
We are back with a newly renovated guest room! Charming studio apartment on lower level of provencal estate, centrally located in the hills above Cane Garden Bay w/view of Jost Van Dyke & surf at Cane Garden Bay. Private terrace w/outdoor dining. Includes use of shared pool. Small trail through 1 acre of undeveloped but landscaped jungle. 4WD vehicle required. Property is 10 min drive to Road Town & Cane Garden Bay, 5 min to Nanny Cay. 30 min to airport & west end.

Luxury Villa near Beach~ Private Estate~ Pool
This listing highlights Odyssea House, our 2-bedroom sanctuary within Odyssea Villas in Tortola. Enjoy luxury with stunning Trunk Bay views, modern amenities, and pool access. Perfect for those seeking tranquility and natural beauty, it's a short stroll from secluded beaches. Interested in more space? Explore our 3-bedroom option in our other listing, with the addition of the nearby "Odyssea Oasis" - a one bed unit with rooftop entertainment, lawn and jaccuzi.

Sieben Apartment * Pool* next to Hiking trails
Spacious Luxury 2 Bedroom, 2 bathroom apartment with fully equipped kitchen and washer/dryer. Both rooms have memory foam mattresses from Loom & Leaf. The master bedroom has 1 King bed with private bathroom, and the second bedroom can be set up as 2 Twin beds or 1 King bed. 10 min drive from Cruzbay, Restaurants and grocery Stores. Shared brand Pool (4ft deep) with two other apartments. Shared BBQ by the Pool.

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

Down Yonder Pool Villa / Full Solar & Battery

Tortola, Turpentine House, pool+sunset+aircon

Sundowner

Hillside House

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

Tranquil Desires, Villa

VIewtiful: Virgin Islands Views

Satori Villa
Apartment rentals with a pool

BEAUTIFUL GRANDE BAY STUDIO CONDO W/ GREAT VIEWS

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

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

Bethel Vista

Coral @Serendip Vacation Condos

Tropical Breeze: Comfortable Downtown Vacationing

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

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

Water View, 2 King Primary Suites, pool, private

Sol~Azul Cozy Studio Cottage w/ Pool & Ocean View

Villa Hermosa - Beautiful with Pool & Ocean Views

Pool - Ocean View - Large Deck & Pergola - Private

The yellow flamingo

EdgeWater Villas/king bed; 10min easy walk to town

Oceanfront - Perfect couple only romantic getaway

NEW Spacious 3 bed villa w/t Pool & Ocean View
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- 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