Holiday houses in Leonards

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Top-rated holiday rentals in Leonards

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Top 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, 144 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 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, 11 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.

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, 90 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.

Guest favourite
Apartment in Tortola
5 out of 5 average rating, 10 reviews

Blue Horizon Studio Escape (newly renovated)

Close to everything is this central newly-renovated studio apartment. 8 mins to Road Town and 7 mins to Cane Garden and Brewers Bay and Sage Mountain National Park. There's no need for a/c on this mountain, it's cool and breezy most of the time but one is provided for when it's not. The property is bound by two major roads, Joe's Hill and Ridge Road, so there's some street noise from passing vehicles. This listing is great for beach goers, business travelers, and longer term stays.

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, 82 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.

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
4.96 out of 5 average rating, 24 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.

Top Guest favourite
Home in Sea Cow Bay
5 out of 5 average rating, 11 reviews

Modern Villa | Panoramic views|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.

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, 156 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.

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, 51 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!

Top Guest favourite
Apartment in Road Town
4.97 out of 5 average rating, 38 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.

Top Guest favourite
A seaside condo is shown with multiple levels and a light-colored exterior. The structure features a swimming pool surrounded by a wooden deck. Lush tropical plants and trees are visible, enhancing the outdoor setting. A cloudy sky looms above, contributing to the tranquil atmosphere.
Condo in Road Town
4.97 out of 5 average rating, 60 reviews

Modern condo with shared pool in Road Town-3 Rooms

Newly renovated 3 bedroom, 2 bathroom seaside condo located in Tobacco Wharf, Road Town; the capital of the British Virgin Islands. This property is located inside a lovely fenced yard with private parking, and beautiful gardens. It is in walking distance to the business center of town, shops, grocery stores, restaurants, banks, Tortola Sports Club etc.

Top Guest favourite
A covered deck presents a large wooden dining table surrounded by mismatched chairs, offering panoramic views of the turquoise waters and nearby islands. The serene atmosphere is complemented by soft clouds drifting overhead and the expansive horizon.
Home in Wesley Will
4.94 out of 5 average rating, 160 reviews

Stylish, Secluded, Hot Tub and Amazing Views

Nestled on top of Cooten Bay in Tortola, British Virgin Islands, Cooten House has amazing views that will take your breath away. Whether you are looking for a romantic getaway, a place to relax and soak up the sun or all of that plus close proximity to great surfing spots, Cooten House will exceed your expectations.

Popular amenities for Leonards holiday rentals