Vacation rentals in Trunk Bay

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Top-rated vacation rentals in Trunk Bay

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Guest favorite

Lush greenery fills the foreground, with banana plants and other tropical foliage creating a vibrant landscape. In the background, the coastline is visible, showcasing a serene beach and rolling hills leading to the ocean, under a bright blue sky with scattered clouds.

Apartment in Road Town

4.89 out of 5 average rating, 232 reviews

Trunk Bay downstairs self-contained room

Hi! We paused this listing first because it was 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 favorite

A small outdoor seating area features a round marble table with two elegantly designed chairs. Fresh greenery and tropical plants provide a natural backdrop. Light curtains gently drape, adding privacy while allowing glimpses of the surrounding landscape.

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 favorite

A winding brick pathway leads to a small cottage surrounded by lush greenery and vibrant flowers. The scenic valley views are framed by hills in the background, under a partly cloudy sky, offering a sense of tranquility and seclusion.

Cottage in Coral Bay

4.99 out of 5 average rating, 120 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.

Guest favorite

Lush tropical plants surround a wooden deck, featuring vibrant foliage in shades of green, red, and yellow. In the background, expansive views of the ocean and distant islands are visible, framed by the vibrant vegetation.

Guest suite in St. John

4.96 out of 5 average rating, 107 reviews

Coral Bay Suite Ocean and Tropical Island Views

With stunning OCEAN VIEWS, this Coral Bay bedroom suite in St John is tucked in the countryside, yet convenient to beaches. Kitchenette for light meals, indoor powder room (outdoor shower), BBQ, AC, TV, Wifi. Great for hikers, nature lovers & other travelers looking for a cozy, tropical little hideaway while seeking outdoor adventure as you visit St John USVI island. 500 ft elevation, fully paved road, convenient drive to all St John beaches, above Coral Bay restaurants/bars, shops, grocery.

Guest favorite

A serene beach scene showcases soft white sand meeting calm turquoise waters. Lush greenery frames the shore, offering shade. Gentle waves are visible, along with distant hills that create a tranquil backdrop, highlighting the peaceful nature of this lesser-known location.

Villa in St. Thomas

4.87 out of 5 average rating, 129 reviews

NEW WATERFRONt Villa at Magens Bay, hot tub, Jeep

This new waterfront villa is conveniently located steps away from the Platform beach and 5 min. drive to famous Magens Bay Beach. Enjoy morning coffee watching turtles or Eagle rays flying above the turquoise water right from your balcony. This extraordinary furnishing and modern feel will provide cozy and exceptional vacation for your family and friends. The outdoor space offers great relaxing area overlooking the Caribbean sea. Hot tub brings the resort feel with the privacy you deserve.

Top guest favorite

A spacious bedroom features vaulted ceilings with exposed beams. A king-size bed is positioned to offer views through large sliding glass doors, which open to a balcony overlooking the ocean. A television stands beside the bed, and sheer white curtains frame the doors.

Villa in Cruz Bay

5 out of 5 average rating, 123 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

Top guest favorite

The master bedroom features a king canopy bed with soft linens and decorative pillows, framed by spacious windows that overlook the ocean. Natural wood details enhance the serene space, while a comfortable bench sits at the foot of the bed.

Villa in Leverick Bay

4.98 out of 5 average rating, 111 reviews

Seascape Guest House, Leverick Bay, Virgin Gorda

Seascape Guest House is an exquisitely designed one bedroom villa on Virgin Gorda in the British Virgin Islands. Just completed, the spacious 650 SF villa is sustainably designed and features an open plan kitchen and living area with master bedroom and ensuite bathroom. The screened in patio and roof deck provide additional outdoor space to relax and take in the stunning ocean views. A short walk from all the amenities of Leverick Bay Resort, Seascape is a one of a kind BVI retreat.

Superhost

A dining table is set for an alfresco meal, featuring inviting white plates and glasses filled with water. Bottles of wine are neatly arranged in the center, with a backdrop of the sparkling azure ocean and distant sailboats visible through the railing.

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!

Top guest favorite

A panoramic view captures the shimmering turquoise waters of Coral Bay, bordered by lush green hills. The rocky shoreline is complemented by patches of sand, creating a tranquil atmosphere. The clear sky is filled with scattered clouds, enhancing the natural beauty of the landscape.

Cottage in Saint John

5 out of 5 average rating, 31 reviews

One bedroom cottage on the water

Take it easy at this unique and tranquil getaway. The property is on the water, and is located in Coral Bay. Brand new, and boasts a king size memory foam bed, custom kitchen with quartz countertops and a two burner Miele stove, full bathroom, air conditioning and deck overlooking a salt pond and coral bay. Vaulted Cyprus ceiling, Kohler faucets, 600 thread count cotton sheets and a 60″ tv, and gas grill. Solar power with batteries and generator for consistent power!

Top guest favorite

Guesthouse in Tortola

4.97 out of 5 average rating, 70 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.

Superhost

Villa in Trunk Bay

4.95 out of 5 average rating, 21 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

A serene beach stretches along the coastline, with soft white sand meeting calm turquoise waters. Gentle waves lap at the shore under a clear blue sky. Palm trees gently sway in the breeze, and distant islands are visible on the horizon, contributing to the tranquil seaside atmosphere.

Guesthouse in Tortola

5 out of 5 average rating, 58 reviews

Long Bay Surf Shack

"Location, location, location!" This rustic yet charming guest studio is nestled on a hillside above one of the most sought-after and beautiful resorts in the Virgin Islands. Just a two-minute walk to Long Bay Beach and Resort, which offers an amazing spa, beach bar and restaurant. This guest studio is perfect for a couple or a family of three. Hosts have lived in the BVI for 30 years and love to share local insights.