Holiday houses in Leonards

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Top-rated holiday rentals in Leonards

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

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Top Guest favourite

Shipping container in Ballast Bay

5 out of 5 average rating, 11 reviews

Cane Garden Skybox

A one-of-a-kind couples retreat overlooking the breathtaking waters of Cane Garden Bay. This beautifully designed container studio combines modern style with the natural beauty of Tortola, offering spectacular panoramic views, a well equipped outdoor kitchenette, and a charming porch swing perfect for relaxation. Peaceful and private, yet just minutes from the beach, restaurants, and vibrant energy of the bay, it’s the perfect place to unwind and enjoy the magic of the British Virgin Islands.

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Top Guest favourite

A private saltwater pool surrounded by a spacious deck offers stunning views of the turquoise waters and lush hills. Beach lounge chairs are present for relaxation, accompanied by vibrant potted plants, enhancing the serene outdoor space.

Home in Coral Bay

5 out of 5 average rating, 22 reviews

Seascape Villa w/ Private Pool & Spectacular Views

Discover the ultimate tropical retreat at this exclusive 3-bedroom, 3-bathroom villa, perched high above the pristine waters of St. John’s East End. Indulge in luxury accommodations complete with a fully equipped kitchen, spacious indoor & outdoor living areas, and both SOLAR power & backup generator Step out to a private saltwater pool, where you can bask in the Caribbean sun while enjoying the tranquility of this serene hideaway all just minutes from local restaurants, shops and 3 markets

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Guest favourite

An expansive deck is illuminated by soft lighting, offering sweeping views of the ocean and vibrant sunset hues of orange and purple. Lounge chairs are positioned to enjoy the scenic landscape, with lush greenery thoughtfully placed to enhance the outdoor space.

Guest suite in Leonards

5 out of 5 average rating, 15 reviews

Zafira Luxe 1BR: Sauna, Steam, Sunset Ocean Views

Zafira Luxe is a stunning luxury retreat in the British Virgin Islands offering uninterrupted beach, ocean, and mountain views with glowing sunsets. Blending architecture excellence with ultra-modern elegance, it offers seamless indoor-outdoor living for comfort. The private one-bedroom guest suite features a spacious living room, walk-in closet, sauna, and steam room. The outdoor kitchen sets the stage for intimate dining or BBQ under a starlit sky - Perfect for relaxation and celebrations.

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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, 101 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.

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Top Guest favourite

A shaded patio area features a long seating arrangement with blue cushions and decorative pillows, paired with a blue lounge chair that includes a yellow accent pillow. Nearby, a small round table in a deep blue color complements the surroundings.

Villa in Ballast Bay

4.93 out of 5 average rating, 88 reviews

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.

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Guest favourite

Apartment in Meyers Estate

4.95 out of 5 average rating, 39 reviews

Greenbank Modern Apartment: Your Restful Haven

Welcome to our cozy and charming Airbnb unit, the perfect place to relax and recharge! Nestled in a peaceful neighborhood, this space offers everything you need for a comfortable stay. Our unit features 2 bedrooms, a modern bathroom, and a fully equipped kitchen. The living area is designed for unwinding, complete with a comfy sofa and a smart TV. Step outside to enjoy the sea view from the comfort of the balcony, where you can savor a cup of coffee or a glass of wine. .

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Guest favourite

A swing is situated beneath a white trellis, surrounded by lush greenery and overlooking the bay with moored boats. The sunset casts a warm glow over the scene, highlighting the peaceful atmosphere and natural beauty of the tropical landscape.

Apartment in Cane Garden Bay

4.97 out of 5 average rating, 34 reviews

Cane Garden Bay 2 bed Apt

Just a short walk to the beach and vibrant local restaurants, this cozy and modern retreat offers breathtaking views of the bay and unforgettable sunsets. The apartment is equipped with modern amenities, including two flat-screen TVs, washer/dryer, and a fully stocked kitchen. Perfect for couples, families, or friends seeking comfort and convenience in a beautiful, tropical setting. Your island getaway awaits! Rental cars available at an additional $70-80 per day.

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Top Guest favourite

A spacious outdoor terrace offers stunning views of the ocean and marina below. The setting features a comfortable seating area with wicker furniture, allowing guests to relax while enjoying the expansive panorama of the horizon and surrounding islands.

Home in Nanny Cay

5 out of 5 average rating, 16 reviews

Nanny Cay Hillside Villa|On-site car rental

Welcome to your island home away from home—a spacious 3-bedroom retreat with stunning island views. Perched above Nanny Cay, our mahogany-crafted modern villa offers panoramic views from Virgin Gorda to St. John, USVI. Whether you're grilling with family, soaking in the scenery, or working remotely with high-speed fibre-optic internet and a cozy office nook, DenJen Villa offers the perfect blend of comfort, style, and tranquility for a truly memorable stay.

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Guest favourite

The villa is positioned on a hillside, surrounded by lush greenery and palm trees. The white structure features a covered balcony with arches, offering views of the landscape. Nearby, colorful buildings are nestled amongst vibrant foliage, highlighting the tropical setting of Cane Garden Bay.

Guest suite in Tortola

4.88 out of 5 average rating, 159 reviews

Cane Gdn Villa 2 bd 2 bath for 2-6

Beautiful new 2 bdrm villa in Cane Garden Bay, steps to beach, restaurants & taverns. Villa has been totally renovated including split air conditioning in bdrms, fresh new baths kitchen w granite n stainless. Beach chairs. Price based on 2 guests using 1 bedroom, $40 per person per night extra using 2nd bedroom. Comprises upper level right side of house in pic, we have self contained water system and power if needed. WiFi working most of time.

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Guest favourite

A balcony railing is prominently displayed, framing a serene view of calm waters and distant islands under a clear blue sky. The sunlight reflects off the water's surface, creating a peaceful atmosphere. Green vegetation can be seen emerging from the water.

Home in Tortola

4.96 out of 5 average rating, 52 reviews

Seaside Townhome, Dock, 2 Bdrm

Escape to your own private paradise at Coconut Tree, a one-of-a-kind vacation with a style all its own. Nestled on the water's edge just 15 minutes from Road Town this idyllic retreat offers breathtaking ocean views and an atmosphere of pure relaxation. Whether you're seeking adventure, romance, or simply a chance to unwind and recharge, Coconut Tree is the perfect destination for your next getaway. Book now and discover the magic!

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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)!

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Top Guest favourite

Apartment in Road Town

4.98 out of 5 average rating, 49 reviews

2 Bedroom Apartment in Great Mountain

Experience this spacious 2-bedroom, 1-bathroom apartment nestled in the peaceful hills of Great Mountain. Just a 7-minute drive from the capital, Road Town, this inviting retreat offers the perfect blend of comfort and convenience. Unwind and feel at home as you take in the breathtaking views and enjoy the tranquility of nature in this hidden gem your perfect home away from home.

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