Vacation rentals in Leonards

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Top-rated vacation rentals in Leonards

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Guest favorite

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.

Apartment in Road Town

4.89 out of 5 average rating, 232 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.

Condo 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 favorite

The spacious bedroom features a king-sized bed with a medium soft-firm mattress and four pillows. Large windows with white curtains frame a stunning view of the bay and hills, while a ceiling fan circulates air throughout the space.

Cottage in Tortola

5 out of 5 average rating, 29 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 favorite

A serene marina scene is captured during sunset, featuring sailboats gently bobbing on the water. The hillside is adorned with colorful buildings, while the sky showcases soft hues of orange and blue, reflecting the tranquility of the waterfront.

Condo in Tortola

5 out of 5 average rating, 25 reviews

Modern Waterfront

Wake up to gentle breezes and sparkling water as you step onto the amazing balcony. Breathe in the fresh air and soak up the incredible sea views at this relaxing oasis for solo travelers, couples or small families seeking an amazing escape. Close to shops, reasturants, a supermarket and public transportation. After a day of exploring, unwind in the quiet, cool comfort of the air conditioning. Fantastic living room with sea views, 65" Smart TV, cable and fully equipped kitchen.

Top guest favorite

A living area is presented with a dark sofa adorned with vibrant cushions. A white vase holding artificial orchids is centered alongside a textured pot featuring greenery. Natural light filters through sheer yellow curtains, creating a bright and airy atmosphere.

Apartment in Meyers Estate

5 out of 5 average rating, 21 reviews

Greenbank Modern Apartment- Home Away from Home

Welcome to our cozy and charming Airbnb unit, your perfect home away from home! 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 relaxation, 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 unwind with a cup of coffee or a glass of wine.

Guest favorite

A spacious pool area is surrounded by lounge chairs, with lush greenery and hills in the background. The pool features distinct sections, including a shallow area. Bright blue skies and scattered clouds add to the inviting atmosphere.

Apartment in Tortola

4.95 out of 5 average rating, 20 reviews

Orchid Bloom pool/beach nest

Orchid bloom is privately owned nestled on the premises of the magnificent Wyndham Resort Hotel on Lambert Beach. This unit boast a comfortable, private, first floor, garden view, poolside side apartment. Fine dining Restaurant on premises as well as, gym in a picturesque environment which lends itself to relaxation and rejuvenation. Just ten minutes drive from the airport, with magnificent hill and ocean views. Make Orchid Bloom the place for your next BVI vacation.

Top guest favorite

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.

Guesthouse 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.

Top guest favorite

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.

Guesthouse in Tortola

5 out of 5 average rating, 61 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.

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 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 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

4.86 out of 5 average rating, 70 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)!

Superhost

A spacious bedroom features a large king-size bed with crisp white linens and a decorative throw. Soft natural light fills the room through a window adorned with sheer curtains, while a bedside lamp provides additional illumination. A small seating area is also visible.

Hotel room in Leonards

4.83 out of 5 average rating, 18 reviews

Cozy Beach Front Room In Cane Garden

Welcome to ELM Beach Suites in Cane Garden Bay! Our little slice of paradise is right on the beachfront, where you can hear the waves crashing on the shore right from your room's balcony. Special Offer: Get 20% OFF: Book 5+ nights in October to get 20% off your stay. Book anytime from August 1 and September 30 2025, and get our 100% refund guarantee for bad weather cancellation.

Superhost

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

4.93 out of 5 average rating, 106 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.