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Holiday rentals 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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Superhost
A breathtaking aerial view showcases the clear blue waters of Brewers Bay Beach, framed by lush greenery and gentle hills. The shoreline curves gracefully along the beach, with a few scattered houses visible among the vibrant tropical landscape. The shimmering ocean reflects the tranquil sky.
Flat in Road Town
5 out of 5 average rating, 3 reviews

Papaya Inn rooms with a view

Your serene retreat in Meyers Estate! Perched on a hillside, our inn offers views of Brewers Bay Beach and tropical surroundings, perfect for relaxation. Enjoy access to the island's best beaches, including Cane Garden Bay Beach just 5 minutes away and the capital, Road Town, minutes away. With nearby food stops and a supermarket, everything needed for a comfortable stay is at your fingertips. Whether you seek adventure or tranquility, this is your ideal choice for a perfect island experience.

Top guest favourite
The bedroom features a spacious bed with a light-colored blanket, complemented by wooden furniture, including a nightstand and wardrobe. Natural light enters through multiple windows, illuminating the room with a serene ambiance. A rustic decor adds charm, while a pet dog rests on the floor.
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 favourite
An entrance is framed by wooden fencing, leading into a lush landscape. Vibrant greenery and flowering plants can be seen, with gravel paths guiding visitors towards the tiny cottage. The backdrop features rolling hills, enhancing the tranquil island setting.
Cottage in Coral Bay
4.97 out of 5 average rating, 229 reviews

Little Spice: A Modern Tiny Cottage in Coral Bay

Come stay in your own private tiny cottage in Coral Bay, on the quiet side of St. John! Little Spice is the perfect base camp for up to two active, adventurous adults interested in exploring the island. No kids, please. While the space is small, it definitely packs a BIG punch including SOLAR POWER, kitchenette, a/c, wifi, queen bed, full bath, valley views, and a private outside lounging space with a grill. And for the beach? Beach chairs, noodle floats and a cooler. What are you waiting for?

Guest favourite
A lush garden area offers a view of the turquoise sea and sandy beach beneath a partly cloudy sky. Green foliage and colorful flowers frame the scene, creating a vibrant contrast against the water's varying shades.
Flat in Road Town
4.89 out of 5 average rating, 231 reviews

Trunk Bay Spring - downstairs self-contained room

Hi! We paused this listing after being 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!

Superhost
A serene view of rolling hills and a colorful, illuminated town is captured at dusk. The foreground features a garden with blooming yellow flowers, while the distant hills display a scattering of residential buildings under a softly lit sky.
Apartment in Tortola
4.78 out of 5 average rating, 55 reviews

Condo Suite in George's Hollow, Tortola, BVI

Casa Mia overlooks the beautiful capital of Road Town. This 1-1 condo suite offers a comfortable atmosphere to stay in during your visit to the BVI. This property is ideal for vacations and business trips. It is close to restaurants, shopping areas, and the ferry terminal. Utilities provided include electricity, Wi-Fi, hot water and gas. Kitchen area is equipped with a microwave, toaster, pots, glasses, plate set, and cutlery. We also offer a Smart TV and a smart lock entry system.

Top guest favourite
Cottage in Tortola
5 out of 5 average rating, 31 reviews

One Bedroom Cottage @ Botanica

Whole cottage set in a lush, tropical garden, with gorgeous views of Brewer's Bay, for your private use and enjoyment. Five minutes drive away from Cane Garden Bay and ten minutes from town, Botanica is a garden oasis spanning over an acre, with four standalone houses. By day, you will be amazed by the views of the hills, the bay and neighbouring islands. At night, you will be lulled to sleep by the sounds of nature - crickets, frogs and the whispering of the coconut fronds.

Top guest favourite
A panoramic view of the ocean captures calm blue waters stretching to the horizon. Gentle waves create a serene surface, while a few sailboats can be seen in the distance. Lush greenery frames the foreground, enhancing the tranquil atmosphere of the coastal setting.
Flat in Mount Healthy
5 out of 5 average rating, 34 reviews

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!

Top guest favourite
An outdoor pool area is framed by a stone arch, offering expansive views of the ocean and islands in the distance. A wooden bench and two lounge chairs are positioned on a sunny terrace with light-colored stone flooring.
Guest house in Tortola
4.97 out of 5 average rating, 71 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.

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.
Flat in Cane Garden Bay
5 out of 5 average rating, 12 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
A modern living area features a sleek black leather sofa paired with a geometric accent pillow. A round coffee table sits on a patterned rug, complemented by a small decorative plant. Two framed wall artworks add a touch of elegance to the muted grey walls.
Flat in Leonards
5 out of 5 average rating, 11 reviews

Deep Sea Xcape -Mahi-Tortola

This listing highlights our Unit "Mahi," a one-bedroom sanctuary within our Airbnbs in Diamond Estate, Tortola. Enjoy lush green views, modern amenities, and tranquility. Perfect for those seeking a peaceful retreat and a home away from home. This special place is just 5 minutes from the capital city, Road Town, providing easy access to major supermarkets, restaurants, the ferry dock, and beautiful beaches, all accessible by car.

Superhost
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.
Flat in Cane Garden Bay
4.89 out of 5 average rating, 79 reviews

Windy Hill Sea View

Windy Hill Sea View over looks the beautiful Cane Garden Bay with a panoramic view of the ocean and neighboring islands. This spacious one bedroom ocean view apartment offers a comfortable atmosphere to stay in during your visit to the BVI. This apartment is located on Windy Hill in Tortola, in a very quite low traffic neighborhood . Windy Hill Sea View is perfect for couples or just one person.

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, 168 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 the sun rise. Simple tiny room (8’x10’) with full size bed has a private bathroom + outdoor shower, no hot water.. Outdoor kitchenette with mini fridge, stove, kettle, toaster. Electricity, solar lights and WiFi available.

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