Holiday houses in Leonards

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!

5 out of 5 average rating, 23 reviews

Cottage in Tortola

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.

Superhost

Condo in Tortola

4.77 out of 5 average rating, 53 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.

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

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

5 out of 5 average rating, 33 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, 70 reviews

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, 57 reviews

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

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.

Superhost

Home in Mount Healthy

4.94 out of 5 average rating, 104 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.

4.88 out of 5 average rating, 17 reviews

Hotel room in Tortola

Right on the Beach, Cozy Cane Garden Bay Room

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!

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Other great holiday rentals in Leonards

4.85 out of 5 average rating, 55 reviews

WilChe Cottage - Walking Distance to Road Town

NancyRating, 5 stars1 month ago

Great cottage and location was perfect - away from the main town but close enough to walk. Free shuttle stop was just down the main road. Beautiful surroundings, peaceful & quiet. Small grocery store was also in walking distance along with a couple of great food choices. Definitely would stay here again!

4.97 out of 5 average rating, 38 reviews

Home in Tortola

Seaside Townhome, Dock, 2 Bdrm

GlennRating, 5 stars2 weeks 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.

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.

Condo in East End Tortola

4.81 out of 5 average rating, 178 reviews

GreenLeafOasis #1 | Turquoise Ocean Views

PaulRating, 5 stars1 month ago

This condo is right on a beautiful Caribbean beach. The water is calm and easy to play in. The pool space was also very nice as was the hotel restaurant. The condo, while small, was clean when we arrived and ready for our 2 night stay. The grounds of this hotel (Wyndham) are a little rustic and tired BUT the beach, pool, restaurant and view more than made up for that.

Guesthouse in Brandywine Bay

5 out of 5 average rating, 4 reviews

Modern 1BR Hideaway | Near Beach | With Workspace

SudarshanieRating, 5 stars4 weeks ago

Our stay in Tortola was absolutely incredible, and Chantal and Lincoln’s apartment made it even more memorable. From the very beginning, communication was excellent. Even before we finalized the booking, Chantal and Lincoln were quick to respond, super helpful, and made everything feel easy and straightforward. The apartment itself is absolutely spectacular. Spotlessly clean, beautifully designed, and incredibly comfortable—it had everything we needed for a relaxing, stress-free stay. The space was quiet and peaceful, and every detail felt thoughtfully prepared. It truly felt like a home away from home. Throughout our visit, Chantal and Lincoln continued to be amazing hosts. We had zero issues the entire time, and the whole experience—from booking to check-out—was seamless. We can’t thank Chantal and Lincoln enough for their hospitality. We would absolutely stay here again and highly recommend this apartment to anyone visiting Tortola. It was truly a five-star experience in every way

Apartment in Tortola

4.55 out of 5 average rating, 11 reviews

Cozy beachfront Nook

JuirhonRating, 5 stars2 weeks 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 🙏🏽

5 out of 5 average rating, 5 reviews

Apartment in Tortola

Papaya Inn rooms with a view

AejahRating, 5 stars1 week ago

Loveddddd this Airbnb! Literally so pretty and the view is AMAZING!! 10/10