Holiday rentals in Leonards

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Top-rated holiday rentals in Leonards

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

Studio Cottage @ Botanica

Studio Cottage with kitchenette and outdoor deck, perfect for two. 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 while you soak in the sun on the deck overlooking the lush garden. At night, you will be lulled to sleep by the sounds of nature - crickets, frogs and the whispering of the coconut fronds.

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, 234 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!

Guest favourite
Flat in Tortola
5 out of 5 average rating, 6 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
An aerial view captures the lush green hillside and the serene white sandy beach of Brewer’s Bay. A private path leading from the property connects to the shoreline, providing access to the sparkling Caribbean waters. The surrounding landscape emphasizes the natural beauty of the area.
Guest suite in Brewers Bay
5 out of 5 average rating, 27 reviews

Newly updated, stunning views, footpath to beach

You will be close to everything when you stay at this centrally-located, stylish getaway. Situated on the hillside of Anderson Pt of Brewer’s Bay, 60ft above the white sandy beaches- you can take a forrest foot trail to the sparkling waters of the caribbean sea within 5 minutes. If you love to explore, you will find the entry to one of the islands national parks within 1 minute from our driveway. Bring the kids as there are netted hammocks below the avocado trees and a wooden playhouse.

Guest favourite
A rooftop terrace is showcased with modern wicker seating and a low table at the center. A door leads out to the terrace, while views of nearby trees and distant ocean are visible in the background. The space is shaded by a stylish pergola.
Guest house in Carrot Bay
5 out of 5 average rating, 5 reviews

1 Bdrm/1 Bath @ Kurt's Bayside Oasis

Relax with the whole family at this peaceful place to stay. Located in quaint Carrot Bay, Kurt's Bayside Oasis is nestled between the shores of Long Bay & Cane Garden Bay. A beach lover's dream & a surfer's paradise, minutes from the West End Ferry Dock, within walking distance to the white sandy beach & a 3 minute drive to the swollen surfs of Capoon's Bay. Directly across the street from the renowned D'Coal Pot Restaurant. The spacious primary bedroom opens onto a roof-top terrace.

Top guest favourite
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, 73 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.

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
4.76 out of 5 average rating, 17 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.

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.
Flat in Cane Garden Bay
4.89 out of 5 average rating, 83 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. The apartment is located on Windy Hill in Tortola, in a very quite low traffic neighborhood . Windy Hill Sea View is a no smoking apartment perfect for couples or just one person.

Top guest favourite
A serene sleeping area features a comfortable queen bed with white linens and decorative accents, including a textured throw. Wooden shelving units and hooks provide convenient storage. Air conditioning is available, and light colors enhance the airy atmosphere of the room.
Guest house in Tortola
5 out of 5 average rating, 71 reviews

Long Bay Surf Shack

"Location, location, location!" This rustic yet charming guest studio is nestled on a hillside above one of the most sought-after and beautiful resorts in the Virgin Islands. Just a two-minute walk to Long Bay Beach and Resort, which offers an amazing spa, beach bar and restaurant. This guest studio is perfect for a couple or a family of three. Hosts have lived in the BVI for 30 years and love to share local insights.

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
4.87 out of 5 average rating, 77 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)!

Guest favourite
A serene outdoor area is highlighted by an infinity pool reflecting the vibrant colors of a sunset sky. Two lounge chairs are positioned on a wooden deck, offering views of the ocean and nearby islands. The landscape is bordered by lush greenery.
Home in Mount Healthy
4.94 out of 5 average rating, 111 reviews

Kerensa Villa

Stylish, secluded villa with pool and stunning views. Kerensa is close to gorgeous beaches and has panoramic views of the North coast and surrounding islands. You’ll love it because of the beautiful natural setting, the seclusion, the high end equipment and the quirky antiques and decor. It is ideal for romantic couples but can sleep up to 4 with a pull-out sofa-bed if required.

Popular amenities for Leonards holiday rentals