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Vacation rentals in Leonards

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Top-rated vacation rentals in Leonards

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

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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, 150 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
Shipping container in Ballast Bay
5 out of 5 average rating, 7 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.

Top guest favourite
A spacious living area features high vaulted ceilings with wooden beams. A large dining table accommodates guests, surrounded by cozy seating options. Along one wall, an extensive book library is displayed, complemented by vibrant artworks. Soft rugs enhance the inviting atmosphere of the room.
Villa in Charlotte Amalie
4.99 out of 5 average rating, 151 reviews

Tropical Modern Loft | SoHo Style | Concierge

Single night bookings welcome! A luxe art loft experience in the heart of St. Thomas, this exclusive space in a convenient central location provides a chic home base, with sleek design, concierge options, + creative vibes. Perfect for both adventure and serenity. Ample space to lounge, with a balanced historic/contemporary aesthetic, and near beaches, restaurants, historic landmarks, boutiques, + ferry/airport/transportation. Private gated parking and a cafe and art gallery right downstairs.

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.

Top guest favourite
A modern living area features a comfortable seating arrangement with a dark sectional sofa and light accent chairs. Natural light filters through large windows, highlighting the room's stylish decor, including a unique chandelier and a tasteful area rug, all with views of the harbor.
Apartment in Charlotte Amalie
4.96 out of 5 average rating, 142 reviews

Stylish & Luminous 2BR-spectacular water views!

Welcome to a newly renovated 1,800 sq foot 2 bedroom located in the heart of historic Charlotte Amalie! Our space is perfect for travelers who wish to experience the beauty of the US Virgin Island. Each room is oversized, with tall ceilings, and boasts stunning panoramic views of the Caribbean that are sure to take your breath away. The space is as stylish as it is comfortable, with modern furnishings and luxurious touches throughout, yet contextually appropriate for the historic setting.

Guest favourite
Apartment in Tortola
5 out of 5 average rating, 11 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.

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, 30 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.

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
4.89 out of 5 average rating, 158 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!

Guest favourite
Apartment in Road Town
4.98 out of 5 average rating, 43 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.

Guest favourite
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, 185 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 beautiful sun rises. Simple tiny room (8’x10’) with full size bed with a private bathroom + outdoor shower, NO hot water.. Outdoor kitchenette with mini fridge, stove, kettle, toaster. Electricity, solar lights, fan and WiFi.

Top guest favourite
An outdoor lounge area features comfortable seating arranged around a wooden table. Large windows and an open deck provide panoramic views of the ocean and nearby islands. Lush greenery frames the scene, enhancing the connection to nature and the surrounding landscape.
Home in Wesley Will
4.94 out of 5 average rating, 163 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 vacation rentals