Vacation rentals in Trunk Bay

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Trunk Bay

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

0 of 0 items showing

1 of 3 pages

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, 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

Top guest favorite

The villa's unique round structure is framed by lush tropical foliage and vibrant flowers. A pathway leads to the entrance, with the sun setting behind distant islands in the background, casting warm hues over the landscape.

Villa in St. John

4.99 out of 5 average rating, 168 reviews

Penthouse Great Views Full AC Coral Bay St John VI

Picturesque TRADEWINDS TERRACE is a penthouse sitting directly above Coral Bay's restaurants, bars, shops, and grocery/convenience stores. This uniquely designed round villa sits in a tropical setting on a hillside overlooking water and islands, providing a panoramic view for miles around. Conveniently located on a fully paved road (Rt. 108) immediately accessible to the main road (Rt. 10/Centerline) leading to St John island’s beaches & Virgin Islands National Park. EASY & free parking on site.

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, 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 favorite

A serene view of Coral Bay at sunset captures the calm water reflecting vibrant hues of orange and yellow. Sailboats are gently anchored in the bay, while lush greenery lines the shoreline, creating a tranquil atmosphere.

Apartment in Coral Bay

4.98 out of 5 average rating, 174 reviews

5*****AFFORDABLE LUXURY STUDIOW/ JEEP RENTAL AVAIL

5 ★★★★★ LUXURY AT AN AFFORDABLE PRICE In Coral Bay- the quiet side of St. John. Deluxe private entry studio w/ A/C, king size bed & kitchenette. AUTOMATIC BACK UP GENERATOR. 5 minutes to restaurants & grocery stores. 220 degree view of the Bay from your covered deck -100 ft. above the Bay. Paved road & driveway. 4WD, Auto., Jeep Wrangler & Liberty for rent. Reserved beach space -East End (15-18 m. Dr.) Room Service Menu Avail. Race, religion, & LGBTQ friendly. NON-SMOKING/NON-VAPING

Top guest favorite

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, 128 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 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, 232 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!

Superhost

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 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

4.95 out of 5 average rating, 20 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 favorite

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.

Guesthouse 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 favorite

An outdoor dining area features a wooden pergola providing shade over a large table and chairs, complemented by a hammock nearby. A sparkling pool is set against a backdrop of breathtaking ocean views, while lush greenery and decorative plants enhance the tranquil setting.

Villa in Trunk Bay

4.95 out of 5 average rating, 22 reviews

Luxury Villa near Beach~ Private Estate~ Pool

This listing highlights Odyssea House, our 2-bedroom sanctuary within Odyssea Villas in Tortola. Enjoy luxury with stunning Trunk Bay views, modern amenities, and pool access. Perfect for those seeking tranquility and natural beauty, it's a short stroll from secluded beaches. Interested in more space? Explore our 3-bedroom option in our other listing, with the addition of the nearby "Odyssea Oasis" - a one bed unit with rooftop entertainment, lawn and jaccuzi.

Top guest favorite

An outdoor seating area is showcased, featuring two cushioned armchairs and a wooden coffee table. The space offers views of lush greenery and a pool below, framed by a wrought iron railing. Bright skies and distant hills enhance the tranquil ambiance.

Apartment in Cruz Bay

5 out of 5 average rating, 151 reviews

Sieben Apartment * Pool* next to Hiking trails

Spacious Luxury 2 Bedroom, 2 bathroom apartment with fully equipped kitchen and washer/dryer. Both rooms have memory foam mattresses from Loom & Leaf. The master bedroom has 1 King bed with private bathroom, and the second bedroom can be set up as 2 Twin beds or 1 King bed. 10 min drive from Cruzbay, Restaurants and grocery Stores. Shared brand Pool (4ft deep) with two other apartments. Shared BBQ by the Pool.

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, 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.