Vacation rentals in Trunk Bay

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Top-rated vacation rentals in Trunk Bay

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Top guest favorite
An outdoor area features a private pool surrounded by a deck with lounge chairs. Lush greenery and rocky landscaping create a natural setting, while the two-story house offers large glass windows that showcase scenic views of the hillside.
Villa in Wesley Will
5.0 out of 5 average rating, 69 reviews

Villa Naku, escape and relax.

Villa Naku is a perfect Tortola getaway, enjoy the neighborhood beach Rogues Bay or a quick drive to the the many other spots on Tortola. Situated on one of the most incredible spots on a point, facing east to capture the prevailing and often strong sea breezes, wake up to the majestic sunrise views from practically any room in the villa. The open plan kitchen, living and dining room are in the heart of the house, other areas to enjoy include an outdoor BBQ with lounge, pool and an upper sitting area with a fireplace, hammock and loungers, games and TV room, the whole house is equipped with Air Conditioning two bedrooms with private balconies and all bedrooms with king beds with quality mattresses. There is a Sonos system that can be controlled from your phone. The movie room below with a 65” TV and hidden 50” TV in the upper casual seating area. The house also has two Apple TVs, allowing you to sign in to your personal account or Naku’s. Naku recently completed was designed and is owned by one of the BVI’s local Architects striving to make the home as energy efficient as possible. Partnering with local craftsmen and Artisans most of the villa was constructed by hand. The friendly neighborhood of Rogues Point is unique, each property on the point is not less than an acre providing ample privacy. Albeit close to essential amenity, yet often feels as though you are the only ones on the serene point, perfect for those looking for inspiration and seclusion. The terrain is best explored with a 4WD vehicle, we have attached a list of rental agencies. Each room has a special, unique vibe, two of the three are en suite, the Master with two decks, has an exceptionally large bathroom with separate toilet room and laundry shoot, The second master bedroom below has a private deck and a shower with an outstanding view. The third bedroom has an incredible view with access directly to the pool deck. Whether you wish to cook or hire a chef Naku is equipped with Blue Star gas range & Napoleon grill for your use. The kitchen has a 60” Refrigerator freezer, appliances along with a Breville Barista Espresso machine.. Just off the upper seating area is a pergola space with a central fire pit surrounded by Adirondack chairs, overlooking is our gigantic Buda along with the other Bali sculptures, just up the garden is our King sized hammock for the afternoon siestas or just starring at the stars. Behind the upper seating area is the sheltered lounge and BBQ patio all surrounded by terraced gardens. The lower terraces are accessed through the movie room to the pool, the entire house was designed around monumental boulders, the pool is tucked in amongst them with a wind protected sun lounging area just beyond. There is a fully equipped laundry room for your use, we offer cleaning service’s two times a week, but we can organize more if required. The house is prepped and ready for your adventures with beach chairs, beach towels, and coolers. If you are traveling with small children, we can assist with a trundle bed or crib, car seat and other toys. Please let us know if you require any of these items ahead of time so we can have them prepared.

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Top guest favorite
The bedroom features a spacious bed with a light-colored blanket, complemented by wooden furniture, including a nightstand and wardrobe. Natural light enters through multiple windows, illuminating the room with a serene ambiance. A rustic decor adds charm, while a pet dog rests on the floor.
Cottage in Central
4.99 out of 5 average rating, 177 reviews

Caribbean Style Cottage

The 500sq. Tortuga Cottage is located in Fish Bay, St. John in the US Virgin Islands. The property is privately owned and adjacent to the National Park. This charming cottage places you within a 5 minute walk to Reef Bay beach and gives you access to many of St. John's greatest hiking trails. By car, we are 3 miles from town (Cruz Bay), where you will find all of your necessities. This is the ideal cottage for a couple or two friends. We have a full kitchen, a king Casper mattress, and much more

ValueLocationAir conditioning

Top guest favorite
An outdoor patio features tiled stones surrounding a small salt-system plunge pool. Two lounge chairs with cushions are positioned nearby, while lush green banana plants fill the background. A beige umbrella provides shade, and the sky is bright with scattered clouds.
Cottage in Coral Bay
4.99 out of 5 average rating, 157 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.

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Guest favorite
Shipping container in Ballast Bay
5.0 out of 5 average rating, 11 reviews

Cane Garden Skybox

A one-of-a-kind couples retreat overlooking the breathtaking waters of Cane Garden Bay. This beautifully designed container studio combines modern style with the natural beauty of Tortola, offering spectacular panoramic views, a well equipped outdoor kitchenette, and a charming porch swing perfect for relaxation. Peaceful and private, yet just minutes from the beach, restaurants, and vibrant energy of the bay, it’s the perfect place to unwind and enjoy the magic of the British Virgin Islands.

LocationNearbyGetting around

Top guest favorite
The modern villa is prominently positioned on a hillside, featuring a spacious terrace and an inviting pool. Large glass doors enhance the seamless connection between indoor and outdoor areas. Lush greenery surrounds the property, adding to its serene environment.
Villa in Road Town
5.0 out of 5 average rating, 33 reviews

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.

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Guest favorite
A spacious balcony offers sweeping views of the ocean and nearby islands. Comfortable rattan seating is arranged around a wooden coffee table, while a large dining table is set for gatherings. Natural light fills the area through open spaces, enhancing the inviting environment.
Guest suite in Brewers Bay
4.95 out of 5 average rating, 38 reviews

Newly updated, stunning views, footpath to beach

Highlights • 🌴 Prime location in the exclusive hillside of Brewer’s Bay • 🌊 5-minute hike down to a secluded white-sand beach • 🏡 Elevated setting with serene island views, gorgeous sunsets and cool breezes • 🥾 Walkable access to nearby national park for scenic hikes • ✨ Thoughtfully designed interiors with refined, modern finishes • 🕊️ Private, tranquil atmosphere—perfect for rest and reset or family time • 📍 Conveniently close to top beaches, dining, and island experiences

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Guest favorite
A spacious pool area is surrounded by lounge chairs, with lush greenery and hills in the background. The pool features distinct sections, including a shallow area. Bright blue skies and scattered clouds add to the inviting atmosphere.
Apartment in Tortola
4.93 out of 5 average rating, 45 reviews

Orchid Bloom pool/beach nest

Orchid bloom is privately owned nestled on the premises of Wyndham,Lambert Beach. This unit boast a comfortable, first floor, garden view, poolside side apartment. Fine dining Restaurant, tennis court, and a gym in a picturesque environment which lends itself to relaxation . Talk about relaxing, our porch is equipped with a remote control screen that improves your privacy for an even more relaxing feel. Ten minutes from the airport. Make Orchid Bloom the place for your next BVI vacation.

LocationValueWalkability

Guest favorite
A lush garden area offers a view of the turquoise sea and sandy beach beneath a partly cloudy sky. Green foliage and colorful flowers frame the scene, creating a vibrant contrast against the water's varying shades.
Apartment in Road Town
4.89 out of 5 average rating, 251 reviews

Trunk Bay Spring - downstairs self-contained room

Hi! We paused this listing after being badly damaged by Hurricane Irma, and then due to Covid 19, but we're back – repaired and upgraded! The outdoor shower that our guests loved is still there, only now it has hot water. There's also a new kitchen made of hardwood we were able to salvage after Irma. Great news! The beach is still there, too, and still a just ten minute walk away. Always popular for being simple and beautiful in a fantastic location, now it's the same, but even better!

LocationFamilyHiking

Guest favorite
A spacious outdoor area features a large private pool surrounded by a wooden deck. Comfortable lounge chairs are positioned for relaxation, and a dining table is arranged beneath a shaded pavilion, with lush tropical greenery framing the scene.
Home in Princess Quarters
5.0 out of 5 average rating, 5 reviews

Salt Spring Villa & Spa - Superb

This is the perfect sanctuary for one family or two couples. Separated by a beautiful and lush tropical Garden, Salt Spring Villa is the sister villa to Red Rock Villa and Spa. It was built by the same architect and decorated with a similar tropical and balinese style. The biggest pool of private villas invites you to take a swim anytime in total privacy. Two king size beds in spacious bedroom suites serve your longing for comfort and quiet. A special place indeed.

LocationFamilyView

Guest favorite
Home in Trunk Bay
5.0 out of 5 average rating, 5 reviews

Odyssea Oasis

Odyssea Oasis “the Playhouse” (1 Bedroom, 1 Bathroom, Rooftop Entertainment, and Outdoor Kitchen) Discover the Odyssea Oasis "the Playhouse", a charming addition to our villa collection. This one-bedroom retreat is perfect for those seeking intimacy and luxury, featuring a fully equipped kitchen, spacious living area with a large flat-screen TV, and direct access to an enchanting outdoor lawn.

LocationHot tubGetting around

Top guest favorite
An inviting plunge pool is situated on a wooden deck, surrounded by lush greenery and offering panoramic views of the turquoise waters below. The horizon showcases distant islands under a bright blue sky dotted with fluffy clouds.
Villa in Brewers Bay
4.88 out of 5 average rating, 86 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)!

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Guest favorite
A small, charming shack is nestled among large boulders, showcasing a wooden deck with seating. Light blue shutters frame the windows, allowing natural light to enter. Lush greenery surrounds the structure, while the sky is a bright blue with scattered clouds.
Hut in Tortola
4.95 out of 5 average rating, 188 reviews

Tiny Cozy Shack 8 minutes from Beef Island airport

Located in a breezy valley on the East End of Tortola overlooking Beef Island & Virgin Gorda. Nestled among boulders where you can enjoy beautiful sun rises. Simple tiny room (8’x10’) with full size bed with a private bathroom + outdoor shower, NO hot water.. Outdoor kitchenette with mini fridge, stove, kettle, toaster. Electricity, solar lights, fan and WiFi.

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Popular amenities for Trunk Bay vacation rentals