Vacation rentals with a pool in Road Town

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Top-rated rentals with a pool in Road Town

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Guest favorite

Home in Tortola

5 out of 5 average rating, 14 reviews

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!

Guest favorite

Cottage in Coral Bay

4.99 out of 5 average rating, 125 reviews

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.

Superhost

Home in Coral Bay

5 out of 5 average rating, 4 reviews

Seascape Villa w/ Private Pool

Discover the ultimate tropical retreat at this exclusive 3-bedroom, 3-bathroom villa, perched high above the pristine waters of St. John’s East End. Indulge in luxury accommodations complete with a fully equipped kitchen, spacious indoor & outdoor living areas, and both SOLAR power & backup generator Step out to a private saltwater pool, where you can bask in the Caribbean sun while enjoying the tranquility of this serene hideaway all just minutes from local restaurants, shops and 3 markets

Guest favorite

Condo in Cruz Bay

4.94 out of 5 average rating, 109 reviews

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.

Guest favorite

Villa in Tortola

5 out of 5 average rating, 32 reviews

Beautiful 4 bed villa above the surf of Apple Bay

Welcome to 21 Spyglass, our beautiful 4 bed, 3 bath villa perched on the picturesque forest hillside above and overlooking Apple Bay at the West End of Tortola. We are sure you will love this home, with its cool breezes, large pool and ample entertaining space. The living area is designed to take advantage of the views and breezes and is indoor/outdoor with doors opening onto a balcony and onto the open air sitting and dining area. The bedrooms all have air conditioning.

Guest favorite

Apartment in Tortola

4.95 out of 5 average rating, 20 reviews

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.

Guest favorite

Villa in Trunk Bay

4.95 out of 5 average rating, 21 reviews

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.

Top guest favorite

Apartment in Saint John

5 out of 5 average rating, 100 reviews

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 & 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.

Top guest favorite

Apartment in Cruz Bay

5 out of 5 average rating, 151 reviews

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.

Guest favorite

Villa in Brewers Bay

4.86 out of 5 average rating, 70 reviews

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)!

Superhost

Home in Mount Healthy

4.93 out of 5 average rating, 105 reviews

Kerensa Villa

Stylish, secluded villa with pool and stunning views. Kerensa is close to gorgeous beaches and has panoramic views of the North coast and surrounding islands. You’ll love it because of the beautiful natural setting, the seclusion, the high end equipment and the quirky antiques and decor. It is ideal for romantic couples but can sleep up to 4 with a pull-out sofa-bed if required.

Top guest favorite

Condo in Road Town

4.95 out of 5 average rating, 43 reviews

Modern condo with shared pool in Road Town-1 Room

Newly renovated 3 bedroom, 2 bathroom seaside condo located in Tobacco Wharf, Road Town; the capital of the British Virgin Islands. This property is located inside a lovely fenced yard with private parking, and beautiful gardens. It is in walking distance to the business center of town, shops, grocery stores, restaurants, banks, Tortola Sports Club etc.