Holiday rentals in Leonards

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!

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.

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.

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.

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.

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.

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.

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.

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.