Vacation rentals in Leonards

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Top-rated vacation rentals in Leonards

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Guest favorite

Rental unit in Road Town

4.86 out of 5 average rating, 164 reviews

Secret Heaven

Stay safe and cozy, while experiencing everything this island has to offer. Immerse yourself in the sights and sounds of the island. Take a 5-10 minute walk to the supermarket, movie theatre, restaurants, pubs, museums, banks and stores. Feel like a local while being only a short drive away from the world's most beautiful beaches. Walk to the Ferry dock and take the local ferries to other islands; Anegada, Virgin Gorda, Peter Island, St. Thomas etc. Come Enjoy the Ultimate Island Experience.

Guest favorite

Rental unit in Road Town

4.88 out of 5 average rating, 214 reviews

Trunk Bay downstairs self-contained room

Hi! We paused this listing first because it was 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 favorite

Cottage in Tortola

5 out of 5 average rating, 7 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 favorite

Home in Tortola

5 out of 5 average rating, 11 reviews

Mango Manor Serenity Villa - Private 2 Bedroom

After many requests we are once again Entering the Vacation Rentals on this Wonderful En-Suites Guest House which is privately situated. This perfectly appointed home is a Great Room Plan with Eat-In Kitchen, Patio Dining, Access to Estate Gym. Located above the powdery, white beaches of Cane Garden Bay & the turquoise waters of the Atlantic. This sprawling manor lies engulfed in a lush, tropical setting, spectacular views of the Atlantic & Jost Van Dyke. Sunsets are some of the best in BVI!

Superhost

Cottage in Coral Bay

4.97 out of 5 average rating, 196 reviews

Little Spice: A Modern Tiny Cottage in Coral Bay

Come stay in your very own private tiny cottage in Coral Bay, on the quiet side of St. John! Little Spice is the perfect base camp for an active and adventurous couple interested in exploring the island. 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 completely private outside lounging space with a grill. And for the beach? Beach chairs, noodle floats and a cooler . What are you waiting for?!

Guest favorite

Rental unit in Coral Bay

4.99 out of 5 average rating, 140 reviews

5*****AFFORDABLE LUXURY STUDIOW/ JEEP RENTAL AVAIL

5 ★★★★★ LUXURY AT AN AFFORDABLE PRICE In Coral Bay- the quiet side of St. John. Deluxe private entry studio w/ A/C, king size bed & kitchenette. AUTOMATIC BACK UP GENERATOR. 5 minute walk to restaurants, grocery stores, shopping. 220 degree view of the Bay from your covered deck -100 ft. above the Bay. Paved road & driveway. 4WD, Auto., Jeep Wrangler & Liberty for rent. Reserved beach space -East End (15-18 m. Dr.) Room Service Menu Avail. Race, religion, & LGBTQ friendly.

Guest favorite

Rental unit in Mount Healthy

5 out of 5 average rating, 18 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!

Superhost

Guest suite in Tortola

4.88 out of 5 average rating, 139 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 favorite

Villa in Greenbanks Estate

5 out of 5 average rating, 8 reviews

Canefield House, 3 BR'S, JUNE 25% OFF JULY 20% OFF

Welcome to Canefield House, a luxury three-bedroom villa, located high above Brewers Bay. Its ten acres of 17th century sugar plantation grounds, the original steps where the island’s world-famous rums were born, now offer breathtaking views of local tropical forest and dramatic “ghut”, the jewel-like crescent bay, and the expansive open Atlantic Ocean. Accommodation for up to 6 adults and 4 children.

Guest favorite

Rental unit in Cane Garden Bay

4.93 out of 5 average rating, 56 reviews

Windy Hill Sea View

Windy Hill Sea View overlooks 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.

Superhost

Villa in Brewers Bay

4.82 out of 5 average rating, 49 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 favorite

Home in Tortola

4.93 out of 5 average rating, 125 reviews

Private One Bedroom Villa, HotTub, 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.