Holiday rentals in Leonards

Sweet Spice: A Nifty Little Cottage. With A Pool!

This very small 1 BR cottage lives BIG with a screened porch, SOLAR POWER, valley views, ac, dishwasher, outdoor fitness, and plunge pool. With a clean modern vibe, Sweet Spice is more laidback getaway than luxury villa. It’s an ideal HQ for 2 active STJ adventurers - but with a few extra amenities! Located off the beaten path on the quiet side of STJ, it feels secluded but is only a 5 minute drive to the shops of Coral Bay. Note: road is rough and requires a 4WD and there are LOTS of stairs.

Cane Garden Skybox

A one-of-a-kind couples retreat overlooking the breathtaking waters of Cane Garden Bay. This beautifully designed container studio combines modern style with the natural beauty of Tortola, offering spectacular panoramic views, a well equipped outdoor kitchenette, and a charming porch swing perfect for relaxation. Peaceful and private, yet just minutes from the beach, restaurants, and vibrant energy of the bay, it’s the perfect place to unwind and enjoy the magic of the British Virgin Islands.

Tropical Modern Loft | SoHo Style | Concierge

Single night bookings welcome! A luxe art loft experience in the heart of St. Thomas, this exclusive space in a convenient central location provides a chic home base, with sleek design, concierge options, + creative vibes. Perfect for both adventure and serenity. Ample space to lounge, with a balanced historic/contemporary aesthetic, and near beaches, restaurants, historic landmarks, boutiques, + ferry/airport/transportation. Private gated parking and a cafe and art gallery right downstairs.

Zafira Luxe 1BR: Sauna, Steam, Sunset Ocean Views

Zafira Luxe is a stunning luxury retreat in the British Virgin Islands offering uninterrupted beach, ocean, and mountain views with glowing sunsets. Blending architecture excellence with ultra-modern elegance, it offers seamless indoor-outdoor living for comfort. The private one-bedroom guest suite features a spacious living room, walk-in closet, sauna, and steam room. The outdoor kitchen sets the stage for intimate dining or BBQ under a starlit sky - Perfect for relaxation and celebrations.

Blue Horizon Studio Escape (newly renovated)

Close to everything is this central newly-renovated studio apartment. 8 mins to Road Town and 7 mins to Cane Garden and Brewers Bay and Sage Mountain National Park. There's no need for a/c on this mountain, it's cool and breezy most of the time but one is provided for when it's not. The property is bound by two major roads, Joe's Hill and Ridge Road, so there's some street noise from passing vehicles. This listing is great for beach goers, business travelers, and longer term stays.

1 Bdrm/1 Bath @ Kurt's Bayside Oasis

Relax with the whole family at this peaceful place to stay. Located in quaint Carrot Bay, Kurt's Bayside Oasis is nestled between the shores of Long Bay & Cane Garden Bay. A beach lover's dream & a surfer's paradise, minutes from the West End Ferry Dock, within walking distance to the white sandy beach & a 3 minute drive to the swollen surfs of Capoon's Bay. Directly across the street from the renowned D'Coal Pot Restaurant. The spacious primary bedroom opens onto a roof-top terrace.

Seascape Guest House, Leverick Bay, Virgin Gorda

Seascape Guest House is an exquisitely designed one bedroom villa on Virgin Gorda in the British Virgin Islands. Just completed, the spacious 650 SF villa is sustainably designed and features an open plan kitchen and living area with master bedroom and ensuite bathroom. The screened in patio and roof deck provide additional outdoor space to relax and take in the stunning ocean views. A short walk from all the amenities of Leverick Bay Resort, Seascape is a one of a kind BVI retreat.

Cane Garden Bay 2 bed Apt

Just a short walk to the beach and vibrant local restaurants, this cozy and modern retreat offers breathtaking views of the bay and unforgettable sunsets. The apartment is equipped with modern amenities, including two flat-screen TVs, washer/dryer, and a fully stocked kitchen. Perfect for couples, families, or friends seeking comfort and convenience in a beautiful, tropical setting. Your island getaway awaits! Rental cars available at an additional $70-80 per day.

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.

Seaside Townhome, Dock, 2 Bdrm

Escape to your own private paradise at Coconut Tree, a one-of-a-kind vacation with a style all its own. Nestled on the water's edge just 15 minutes from Road Town this idyllic retreat offers breathtaking ocean views and an atmosphere of pure relaxation. Whether you're seeking adventure, romance, or simply a chance to unwind and recharge, Coconut Tree is the perfect destination for your next getaway. Book now and discover the magic!

2 Bedroom Apartment in Great Mountain

Experience this spacious 2-bedroom, 1-bathroom apartment nestled in the peaceful hills of Great Mountain. Just a 7-minute drive from the capital, Road Town, this inviting retreat offers the perfect blend of comfort and convenience. Unwind and feel at home as you take in the breathtaking views and enjoy the tranquility of nature in this hidden gem your perfect home away from home.

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 beautiful sun rises. Simple tiny room (8’x10’) with full size bed with a private bathroom + outdoor shower, NO hot water.. Outdoor kitchenette with mini fridge, stove, kettle, toaster. Electricity, solar lights, fan and WiFi.