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Holiday rentals in Trunk Bay

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Top-rated holiday rentals in Trunk Bay

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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, 158 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
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, 127 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.

Top guest favourite
A coastal view captures the vibrant turquoise waters of the Caribbean Sea meeting rugged rocky shores. Lush green hills rise in the background, bordered by scattered homes and palm trees under a clear blue sky with wispy clouds.
Villa in Cruz Bay
5 out of 5 average rating, 134 reviews

BLUE VIEW VILLA - Bluest View - Brand New...

Blue View is brand new construction! A classic soft modern Caribbean architecture set on a full acre with sweeping views from sunrise over Ram Head peninsula to sunset over St. Thomas. It is a very special property sited with the utmost care to capture Leeward breezes with an unobstructed view to St. Croix 40mi away. Find the perfect amount of sun or shade you desire at any time during the day. Blue View is a separate villa located adjacent to our main Villa and 6 minutes to Cruz Bay

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.
Flat in Road Town
4.89 out of 5 average rating, 231 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!

Top guest favourite
A tranquil pool area features a glistening pool surrounded by a tiled deck. Two wooden lounge chairs and several sun loungers are positioned nearby, complemented by a textured stone wall adorned with green plants. The setting invites relaxation in a serene environment.
Flat in Cruz Bay
5 out of 5 average rating, 113 reviews

Skytop Studio~Next to Hiking Trail~New Pool

Modern 1 bedroom apartment In Fish Bay Skytop with Hillside View of the National Park, fully equipped kitchen, Saatva Loom & Leaf memory foam mattress. The property is right next to the National Park Great Sieben Trail, which connects to several major hiking trails. Cruz Bay, Grocery Stores and restaurants are 12min drive away. Klein Bay a beautiful Private rocky beach great for snorkeling is 4 min drive away. Shared brand new Pool with two other apartments. Shared BBQ by the Pool.

Guest favourite
An aerial view of Odyssea House reveals a modern villa surrounded by lush greenery. A spacious deck with lounge chairs frames an inviting pool, and an outdoor dining area is positioned nearby, enhancing the serene retreat atmosphere.
Home in Tortola
5 out of 5 average rating, 7 reviews

Rooftop Oasis w/Pool & Jacuzzi

Odyssea Villas consists of 3 bedrooms, 3.5 bathrooms in Tortola which offers a luxurious Caribbean retreat with stunning views of Trunk Bay. These elegant villas blend comfort with natural beauty, featuring spacious interiors and modern amenities. Guests can enjoy the sea breeze, relax by the pool, or explore the rooftop entertainment. Just a stroll away from the secluded Trunk Bay, Odyssea Villas are the perfect blend of luxury and tranquility for an unforgettable vacation.

Guest favourite
The infinity pool extends along the deck, offering stunning views of the rugged coastline and azure ocean. A minimalist outdoor seating area is visible, set against lush greenery and the backdrop of rolling hills. Light clouds float in a bright blue sky.
Villa in Trunk Bay
5 out of 5 average rating, 7 reviews

Ventana - modern villa, walk to Trunk Bay beach

Where every window frames Trunk Bay's beautiful rugged coastline, with its soft sandy beach & azure ocean. Elegant, minimalist & luxurious, Ventana is the perfect place to share quality time lounging by the pool or BBQing whilst the sun sinks below the horizon. Nestled lower on the mountainside than most in this prestigious estate, one of Tortola's most secluded & idyllic beaches is just a 4 min walk away. Remember to follow our socials @villasoftortola for all thing BVI!

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.
Flat in Tortola
4.95 out of 5 average rating, 21 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.

Top guest favourite
An outdoor pool area is framed by a stone arch, offering expansive views of the ocean and islands in the distance. A wooden bench and two lounge chairs are positioned on a sunny terrace with light-colored stone flooring.
Guest house in Tortola
4.97 out of 5 average rating, 71 reviews

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.

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
4.86 out of 5 average rating, 72 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
A view from the porch is presented, featuring comfortable seating and lush greenery. The serene ocean stretches in the background, with gentle waves lapping against the shore. A distant island is visible on the horizon under a partially cloudy sky.
Flat in Tortola
4.91 out of 5 average rating, 11 reviews

Lambert Beach Oasis, Beachfront, Resort Amenities

A stunning 1-bedroom, 1-bath retreat just steps from the pristine waters and golden sands of Lambert Bay Beach. Enjoy breathtaking ocean views, serene sunrises, and vibrant sunsets from this secure, private location. Perfect for a tranquil and luxurious escape, this villa offers modern amenities including a fully-equipped kitchen, washer and dryer, and a comfortable living area.

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, 168 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 the sun rise. Simple tiny room (8’x10’) with full size bed has a private bathroom + outdoor shower, no hot water.. Outdoor kitchenette with mini fridge, stove, kettle, toaster. Electricity, solar lights and WiFi available.

Popular amenities for Trunk Bay holiday rentals