Holiday rentals with a pool in Road Town

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.

Lambert Beach Get Away

Wake Up to Ocean Views in a Beachfront Studio in Lambert, just seps from the sand, this bright beachfront studio offers an open-plan living space, a fully equipped kitchenette, and a private balcony with sweeping sea views. Ideal for singles or couples seeking a peaceful coastal escape, with easy access to resort-style amenities, including a spa restaurant, tennis court, and pool. Comfortable, stylish, and budget-friendly—your perfect home base for sun, surf, and most importantly relaxation.

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.

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!

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.

Fort Recovery Oceanfront 2BR Signature Villa

Fort Recovery’s signature 2BR oceanfront villa is our most spacious two-bedroom stay, set in a premier corner position directly on the water. This expansive villa features two bedrooms, two bathrooms, a large living area, full kitchen, and an oversized private terrace with sweeping panoramic Caribbean views. Wake to the sound of the sea, unwind outdoors, and enjoy a front-row oceanfront experience with space, privacy, and unforgettable scenery.

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.

Winter’s Nook - Caribbean Escape

Welcome to Winter’s Nook—a cozy studio in a secure Road Town enclave, perfect for solo travelers or couples. Steps from the financial district and walking distance to shops, banks, and restaurants. Enjoy a shared pool, coin laundry, and designated parking. With security cameras on-site and a peaceful vibe, it’s your ideal Caribbean base for work or play. Comfort, convenience and charm all in one.

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)!

Skytop Studio~Next to Hiking Trail~New Pool

Modern 1 bedroom apartment in Fish Bay Skytop with National Park hillside views. Fully equipped kitchen and Loom & Leaf memory foam mattress. Next to Great Sieben Trail with access to multiple hikes. 12 min to Cruz Bay, restaurants, and groceries. 4 min to Klein Bay a small pepple beach. Shared pool and BBQ with two other apartments. Smart TV with streaming apps (no Dish Network).

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.