Vacation rentals in Leonards

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Top-rated vacation rentals in Leonards

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Top guest favorite

The bedroom features a spacious bed with a light-colored blanket, complemented by wooden furniture, including a nightstand and wardrobe. Natural light enters through multiple windows, illuminating the room with a serene ambiance. A rustic decor adds charm, while a pet dog rests on the floor.

Cottage in Central

4.99 out of 5 average rating, 158 reviews

Caribbean Style Cottage

The 500sq. Tortuga Cottage is located in Fish Bay, St. John in the US Virgin Islands. The property is privately owned and adjacent to the National Park. This charming cottage places you within a 5 minute walk to Reef Bay beach and gives you access to many of St. John's greatest hiking trails. By car, we are 3 miles from town (Cruz Bay), where you will find all of your necessities. This is the ideal cottage for a couple or two friends. We have a full kitchen, a king Casper mattress, and much more

Top guest favorite

The studio cottage features a high, wooden ceiling with a ceiling fan, creating an open and airy feel. Two armchairs and a coffee table are positioned in the center. A kitchenette is visible in the background, with large windows allowing natural light and garden views.

Cottage in Tortola

5 out of 5 average rating, 28 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

An entrance is framed by wooden fencing, leading into a lush landscape. Vibrant greenery and flowering plants can be seen, with gravel paths guiding visitors towards the tiny cottage. The backdrop features rolling hills, enhancing the tranquil island setting.

Cottage in Coral Bay

4.97 out of 5 average rating, 229 reviews

Little Spice: A Modern Tiny Cottage in Coral Bay

Come stay in your own private tiny cottage in Coral Bay, on the quiet side of St. John! Little Spice is the perfect base camp for up to two active, adventurous adults interested in exploring the island. No kids, please. 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 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

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

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

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)!

Guest favorite

A well-appointed sleeping area features a spacious bed with a decorative throw laid across the white linens. Natural light filters through the large window, complemented by soft curtains. Nightstands with lamps provide additional lighting, enhancing the inviting ambiance.

Hotel room

4.92 out of 5 average rating, 13 reviews

Steps From The Beach 1 Bedrrom On Cane Garden Bay

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.

Guest favorite

A small, charming shack is nestled among large boulders, showcasing a wooden deck with seating. Light blue shutters frame the windows, allowing natural light to enter. Lush greenery surrounds the structure, while the sky is a bright blue with scattered clouds.

Hut in Tortola

4.95 out of 5 average rating, 168 reviews

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.