Vacation rentals in Leonards

Lush greenery fills the foreground, with banana plants and other tropical foliage creating a vibrant landscape. In the background, the coastline is visible, showcasing a serene beach and rolling hills leading to the ocean, under a bright blue sky with scattered clouds.

4.89 out of 5 average rating, 232 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!

A sweeping panoramic view captures the coastline and ocean, showcasing various shades of blue and green water. The lush hills surround the scene with vegetation, while clouds drift across the blue sky. A portion of a neighboring building is visible in the foreground.

5 out of 5 average rating, 18 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 spacious 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.

5 out of 5 average rating, 20 reviews

A private balcony offers a view of the tranquil water and surrounding greenery. Comfortable seating provides a relaxing space to enjoy the outdoors, complemented by a small table. The peaceful atmosphere invites moments of reflection and appreciation of the scenic marina.

Condo in Tortola

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.

Apartment in Mount Healthy

An outdoor grilling area features a modern gas grill set next to a spacious countertop. A sink is integrated into the design, allowing for food preparation. Lush greenery surrounds the area, with views of the distant sea visible through the trees.

5 out of 5 average rating, 32 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!

4.97 out of 5 average rating, 69 reviews

An outdoor terrace is visible, featuring a comfortable seating area and a dining table overlooking a scenic view of the ocean and nearby hills. Lush tropical plants frame the space, while sunlight reflects off the water, enhancing the tranquil atmosphere.

Guesthouse in Tortola

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.

Superhost

Guest suite in Tortola

4.88 out of 5 average rating, 146 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.

5 out of 5 average rating, 54 reviews

A rustic beach pavilion is nestled among palm trees, featuring a thatched roof and a white wooden railing. The structure overlooks a sandy area, with lounge chairs visible in the distance, surrounded by lush greenery and natural landscaping.

Guesthouse in Tortola

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.

Apartment in Cane Garden Bay

A sandy beach extends towards calm turquoise waters, framed by palm trees. A coconut palm leans over the shoreline with a swing made from a tire hanging from its trunk. Lush green hills rise in the distance, offering a serene coastal landscape.

4.89 out of 5 average rating, 76 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.

4.93 out of 5 average rating, 14 reviews

Hotel room in Leonards

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: 50% OFF: Book 5+ nights between August 1 and September 30, 2025, with a 100% refund guarantee for bad weather cancellation) Discounts apply automatically!

4.95 out of 5 average rating, 166 reviews

A small, secluded shack is partially hidden among lush greenery and large boulders. The building features large windows and a balcony, providing a connection to the natural surroundings. Vibrant foliage and a palm plant are visible in the foreground.

Hut in Tortola

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.

4.95 out of 5 average rating, 41 reviews

A shared swimming pool is framed by a wooden deck, surrounded by lush greenery and a low fence. The clear blue water reflects the sky, while the hillside in the background offers a glimpse of the local landscape.

Condo in Road Town

Modern condo with shared pool in Road Town-1 Room

Newly renovated 3 bedroom, 2 bathroom seaside condo located in Tobacco Wharf, Road Town; the capital of the British Virgin Islands. This property is located inside a lovely fenced yard with private parking, and beautiful gardens. It is in walking distance to the business center of town, shops, grocery stores, restaurants, banks, Tortola Sports Club etc.

A towel is artistically arranged in the shape of a friendly character, positioned on a spacious bed. Soft bedding is complemented by a brown decorative pillow, and a bedside lamp is visible, providing a cozy touch to the warm-toned room.

4.95 out of 5 average rating, 20 reviews

2 Bedroom Apartment in Great Mountain

Discover for yourself this spacious 2 bedroom 1 bathroom listing located in Great Mountain. Situated in the hills and only a 7 mintue drive to the capital "Road Town". This is truly home away from home, so kick back relax and enjoy this unique and peaceful apartment, where the view is breathtaking and nature's little secret has to offer.

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Popular amenities for Leonards vacation rentals

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Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Leonards

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 Bay

5 out of 5 average rating, 3 reviews

Cane Garden Bay 2 bed Apt

DanielRating, 5 stars2 weeks ago

Great spot. walking distance to bars and restaurants at cane garden. Great communication from the host. Neighbour was also very nice and helped us with some car troubles. Highly recommend!

A scenic view captures rolling green hills and distant mountains under a partially cloudy sky. Lush trees frame the foreground, while glimpses of the ocean and a nearby town are visible in the background, suggesting a peaceful natural setting.

5 out of 5 average rating, 4 reviews

Richardson Home

ShaniceRating, 5 stars2 months ago

We stayed for 1 night and it was perfect for my friend and I. The host was so helpful as well in helping us to get transportation.

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.

5 out of 5 average rating, 3 reviews

Papaya Inn rooms with a view

ShamikaRating, 5 stars3 months ago

I’ve stayed in many Airbnbs on Tortola and this was by far one of the best . Seanelle was very friendly and accommodating. The house is just as described. Modern , very clean and has great views! Also very easy to get there and not to far from Road Town. Will definitely rent again ! 5 Stars all around.

4.97 out of 5 average rating, 38 reviews

A black SUV is positioned at the center of a parking lot, displaying a distinctive grille design. The license plate is clearly visible at the front, with trees providing a lush green background. Nearby vehicles can be seen in varying colors, creating a lively atmosphere.

Home in Tortola

Seaside Townhome, Dock, 2 Bdrm

GlennRating, 5 stars1 week ago

Arrived at accommodation it was lovely, clean and ready for us. Had everything we needed and Elton & his team were very responsive to any questions or queries we had. Being there for two weeks was easy didn’t want to leave it was like being in your second home.

A wooden staircase descends towards the beach, framed by a palm leaf on the left. The calm turquoise ocean stretches out to meet a sandy shoreline, with gentle waves lapping at the beach. A clear blue sky adds to the serene coastal scene.

Condo in Tortola

4.86 out of 5 average rating, 104 reviews

GreenLeafOasis #2 | A Beach Lover’s Paradise

GaryRating, 5 stars2 weeks ago

Our first time staying in BVI, great location, just 15 minutes away from airport and ferries to other islands. . We thought it was on one of the nicest beaches in the islands. Went in May, which may be out of season but It was like having our own private beach. Unit has great view of beach and was only steps away. Unit included comfortable beach chairs that we used every day. Access to the Wyndham pool and open air restaurant was a great perk.

Two brown lounge chairs are positioned on a concrete balcony, overlooking a scenic bay filled with boats. The view captures the shimmering blue water and distant islands under a bright sky adorned with fluffy clouds.

Guesthouse in Threllfall

5 out of 5 average rating, 10 reviews

Hidden Gem Tucked Away

DevoraRating, 5 stars3 months ago

We loved our stay at this place. Waking up to the sound of roosters was priceless. The house is close to restaurants and the ferry terminal but secluded at the top of the hill so it feels private. Host was very responsive and AC was AMAZING! We would totally stay here again if we return.

A shaded outdoor space features a wooden table surrounded by chairs, offering a view of the sandy beach and calm waters. Lush greenery accents the area, with the horizon showcasing soft clouds and fading sunlight in the background.

Apartment in Tortola

4.55 out of 5 average rating, 11 reviews

Cozy beachfront Nook

JuirhonRating, 5 stars1 week ago

Nice place beach right out front, great host respond very quick, a nice person kind and understands, we had no problems at all everything was perfectly fine, and would definitely go again when going to Tortola 🙏🏽