Vacation rentals in Leonards

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Top-rated vacation rentals in Leonards

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Guest favorite

Apartment in Tortola

Blue Horizon Studio Escape

Close to everything is this central renovated apartment. 8 mins to Road Town and 7 mins to Cane Garden and Brewers Bay beaches 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. This smoke-free 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 long-term stays.

4.93 out of 5 average rating, 15 reviews

Guest favorite

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

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.

5.0 out of 5 average rating, 15 reviews

Guest favorite

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 Beach

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.

4.89 out of 5 average rating, 103 reviews

Top guest favorite

The modern villa is prominently positioned on a hillside, featuring a spacious terrace and an inviting pool. Large glass doors enhance the seamless connection between indoor and outdoor areas. Lush greenery surrounds the property, adding to its serene environment.

Villa in Road Town

Luxurious 4 bed with pool and spectacular views

Welcome to The Lighthouse, our beautiful new build four bed, four bath villa, perched on the hillside overlooking the marinas of Road Town. This stylish, centrally located home, with its modern aspect, cool breezes, pool, ample entertaining space and work-from-home office has easy access to squash, tennis, gym and restaurant just two minutes away on the Pasea Estate at the Tortola Sports Club and is less than ten minutes to unspoiled pristine beaches and the upscale restaurants of Tortola.

5.0 out of 5 average rating, 34 reviews

Top guest favorite

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

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.

4.93 out of 5 average rating, 89 reviews

Guest favorite

Apartment in Meyers Estate

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. .

4.95 out of 5 average rating, 39 reviews

Top guest favorite

Apartment in Mount Healthy

Shark Bay Views

Peaceful with beautiful surroundings, if your ideal is serene, quaint and quiet, our home fits your bill! This "apartment" was actually our one bedroom home before building an adjacent bedroom/bathroom and our new home above. The stairway leads to your private abode, where you can just enjoy the breeze, sit back and relax. About a 10 minute drive to Road Town, nestled high in the mountains, you'll find a tranquil setting and a clean apartment. Hope to see you soon!

5.0 out of 5 average rating, 41 reviews

Guest favorite

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 Beach

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.

4.97 out of 5 average rating, 35 reviews

Top guest favorite

A serene ocean view captures surfers riding waves in the foreground, with a modern white villa perched on a hillside surrounded by lush greenery. The villa features multiple terraces and is positioned above the shoreline, providing a sense of elevation and connection to nature.

Home in Cane Garden Beach

Cannon Point: Surfside luxe villa

Welcome to Cannon Point Estate — a chic, family-friendly villa set on expansive, secluded grounds with 75ft of exclusive waterfront on one of the Caribbean’s top surf breaks. Enjoy seamless indoor-outdoor living with a stunning teak pool deck, spacious covered terraces, and floor-to-ceiling sliding glass doors. Soak in breathtaking 280° views of beaches, islands, and unforgettable sunsets. All just a short stroll from sandy beaches, restaurants, bars, and shops.

5.0 out of 5 average rating, 25 reviews

Top guest favorite

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

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.

5.0 out of 5 average rating, 16 reviews

Top guest favorite

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

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)!

4.89 out of 5 average rating, 87 reviews

Top guest favorite

Apartment in Road Town

2 Bedroom Apartment in Great Mountain

Your Tortola Escape 🌴 Relax in this spacious 2-bedroom, 1-bathroom retreat nestled in the peaceful hills of Great Mountain. Enjoy breathtaking Caribbean views, refreshing island breezes, and the perfect blend of comfort, privacy, and convenience. Your peaceful home away from home—where island charm meets comfort and tranquility. 🌊✨

4.98 out of 5 average rating, 51 reviews