Holiday rentals in Trunk Bay

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.

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

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.

Private Oceanfront Villa for Two in St. John, USVI

Eco Haute is a private oceanfront villa for two on the edge of St. John with direct shoreline access, a plunge pool and a cliffside setting overlooking the British Virgin Islands. Ideal for anniversaries, honeymoons, and couples looking for a romantic escape with more of a private-island feel than a typical stay. Snorkel below the villa, kayak the shoreline, or spend the day on the deck above the Caribbean. Fully off-grid with solar, battery and generator for reliable power and internet.

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.

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!

Peaceful 1 bed/Lush gardens/Plunge pools

Experience ocean views, AC-cooled comfort, solar power and a spacious deck in this new solar-powered cottage. Part of a unique collection, it shares an infinity waterfall plunge pool with "Caribbean" cottage (two more cottages coming in 2026). Enjoy constant breezes, afternoon shade, and magical moonrises from the “Ocean” cottage. Guests have 24/7 on-site concierge service and assistance, with full vacation planning by a Superhost experienced in welcoming first-timers to St. John.

Villa Almondeen- Peaceful 2bedroom villa with pool

Villa Almondeen sits about 100 feet from the water’s edge in a private and secured area. It is five minutes away from the popular Cane Garden Bay Beach and 15 minutes from other close-by beaches. You can enjoy views of Jost Van Dyke and the boating activities around the “Bay.” To the left is an area called “The Pointe,” a line-fishing and snorkeling area, and to the right is the famous “Smith’s Toe (pronounced “Smittoe”), another fishing area, and home to the blue parrot fish.

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.

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)!

Island Life With the Comforts of Home

Here Comes the Sun is a short drive from Coral Bay shops, restaurants, and bars. It's an island escape a little off the beaten path yet conveniently located to some of the best beaches and trails St. John offers. Its hillside perch allows breezes, magnificent sunrises and ocean views of the East End and BVIs. Relax on the deck and listen to sounds from the bordering jungle. (4WD required.)

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.