Holiday houses in Trunk Bay

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Top-rated holiday rentals in Trunk Bay

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
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

Guest favourite
A panoramic view of Cane Garden Bay is presented, showcasing turquoise waters meeting a sandy beach. Lush greenery lines the coastline, while hills in the background are dotted with residential homes, creating a serene landscape that captures the beauty of the island.
Apartment in Cane Garden Bay
4.89 out of 5 average rating, 102 reviews

Windy Hill Sea View

Windy Hill Sea View overlooks the stunning Cane Garden Bay, offering panoramic views of the ocean and neighboring islands. This spacious one-bedroom ocean-view apartment provides a comfortable and welcoming retreat for your stay in the British Virgin Islands. Located on Windy Hill in Tortola, the apartment sits in a quiet, low-traffic neighborhood, perfect for relaxation. Windy Hill Sea View is a non-smoking apartment, ideally suited for couples or solo travelers seeking a peaceful getaway.

Top Guest favourite
Cottage in East End
5 out of 5 average rating, 57 reviews

BEACHFRONT Cottage in Privateer Bay𓆉

Let us be your base camp as you have the adventure of a lifetime! The beach cottage is simple (2 bedroom/ 2.5bath) for those looking to explore everything the island of St. John has to offer. Here, swim in the crystal clear Caribbean waters just 75 steps away from your covered deck that overlooks Privateer Bay. The ends of the bay have fantastic small tide pools to explore. There's a full kitchen to prep meals on the deck. And fast wifi to stay connected. Solar power with back-up battery.

Guest favourite
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, 39 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

Guest favourite
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.

Guest favourite
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!

Guest favourite
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 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.

Guest favourite
Home in Trunk Bay
5 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.

Top Guest favourite
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)!

Guest favourite
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.

Guest favourite
A shaded terrace features two woven chairs and a small table, overlooking lush greenery and ocean views. A wooden swing hangs nearby, with a private pool beside it. The horizon displays vibrant hues of sunset, enhancing the serene atmosphere of the space.
Home in Trunk Bay
5 out of 5 average rating, 7 reviews

Nirvana, Serene Stylish, Tropical Oasis

Tucked into 1.1 acres of lush tropical gardens, Nirvana is a serene and stylish retreat in the exclusive Trunk Bay area of Tortola’s north shore. This thoughtfully designed three-bedroom villa blends sleek modern architecture with warm Caribbean charm — the perfect island escape for families or small groups seeking comfort, privacy, and barefoot luxury.

Top Guest favourite
A covered deck presents a large wooden dining table surrounded by mismatched chairs, offering panoramic views of the turquoise waters and nearby islands. The serene atmosphere is complemented by soft clouds drifting overhead and the expansive horizon.
Home in Wesley Will
4.95 out of 5 average rating, 167 reviews

Stylish, Secluded, Hot Tub and Amazing Views

Nestled on top of Cooten Bay in Tortola, British Virgin Islands, Cooten House has amazing views that will take your breath away. Whether you are looking for a romantic getaway, a place to relax and soak up the sun or all of that plus close proximity to great surfing spots, Cooten House will exceed your expectations.

Popular amenities for Trunk Bay holiday rentals