
Holiday houses in Nanny Cay
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Top-rated holiday rentals in Nanny Cay
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Windy Hill Sea View
Windy Hill Sea View overlooks the stunning Cane Garden Bay, offering panoramic views of the ocean and neighboring islands. This spacious one-bedroom ocean-view apartment provides a comfortable and welcoming retreat for your stay in the British Virgin Islands. Located on Windy Hill in Tortola, the apartment sits in a quiet, low-traffic neighborhood, perfect for relaxation. Windy Hill Sea View is a non-smoking apartment, ideally suited for couples or solo travelers seeking a peaceful getaway.
4.89 out of 5 average rating, 102 reviews
Luxurious 4 bed with pool and spectacular views
Welcome to The Lighthouse, our beautiful new build four bed, four bath villa, perched on the hillside overlooking the marinas of Road Town. This stylish, centrally located home, with its modern aspect, cool breezes, pool, ample entertaining space and work-from-home office has easy access to squash, tennis, gym and restaurant just two minutes away on the Pasea Estate at the Tortola Sports Club and is less than ten minutes to unspoiled pristine beaches and the upscale restaurants of Tortola.
5.0 out of 5 average rating, 34 reviews
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.
4.97 out of 5 average rating, 34 reviews
Cannon Point: Surfside luxe villa
Welcome to Cannon Point Estate — a chic, family-friendly villa set on expansive, secluded grounds with 75ft of exclusive waterfront on one of the Caribbean’s top surf breaks. Enjoy seamless indoor-outdoor living with a stunning teak pool deck, spacious covered terraces, and floor-to-ceiling sliding glass doors. Soak in breathtaking 280° views of beaches, islands, and unforgettable sunsets. All just a short stroll from sandy beaches, restaurants, bars, and shops.
5.0 out of 5 average rating, 25 reviews
Nanny Cay Hillside Villa|On-site car rental
Welcome to your island home away from home—a spacious 3-bedroom retreat with stunning island views. Perched above Nanny Cay, our mahogany-crafted modern villa offers panoramic views from Virgin Gorda to St. John, USVI. Whether you're grilling with family, soaking in the scenery, or working remotely with high-speed fibre-optic internet and a cozy office nook, DenJen Villa offers the perfect blend of comfort, style, and tranquility for a truly memorable stay.
5.0 out of 5 average rating, 16 reviews
Fort Recovery Oceanfront 2BR Signature Villa
Fort Recovery’s signature 2BR oceanfront villa is our most spacious two-bedroom stay, set in a premier corner position directly on the water. This expansive villa features two bedrooms, two bathrooms, a large living area, full kitchen, and an oversized private terrace with sweeping panoramic Caribbean views. Wake to the sound of the sea, unwind outdoors, and enjoy a front-row oceanfront experience with space, privacy, and unforgettable scenery.
5.0 out of 5 average rating, 4 reviews
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!
4.96 out of 5 average rating, 52 reviews
Tortola, Turpentine House, pool+sunset+aircon
Turpentine House is locateted on one of the highest points of Havers, located on the largest island of the BVI‘s , Tortola. The view leads over the Sir Francis Drake Channel and Cooper Island in the east, than Salt,- Peter-, and Norman Island to St. John and St. Thomas in the west. At the back you can enjoy a view over Sea Cows Bay. You will enjoy the fascinating sunrise as well as you will love the spectacular sunsets.
4.87 out of 5 average rating, 46 reviews
Nanny Cay Condo, Pool, Shops, Marina
Welcome to our charming Condo #13, located in the beautiful Nanny Cay Marina, Tortola, British Virgin Islands. This lovely two-bedroom, two-bathroom retreat has recently been renovated to ensure a comfortable stay for our valued guests. The property features a fully-equipped kitchen and a spacious living room, offering modern comforts in a tasteful setting.
5.0 out of 5 average rating, 14 reviews
Modern condo with shared pool in Road Town-3 Rooms
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.
4.97 out of 5 average rating, 66 reviews
2 Bedroom Apartment in Great Mountain
Your Tortola Escape 🌴 Relax in this spacious 2-bedroom, 1-bathroom retreat nestled in the peaceful hills of Great Mountain. Enjoy breathtaking Caribbean views, refreshing island breezes, and the perfect blend of comfort, privacy, and convenience. Your peaceful home away from home—where island charm meets comfort and tranquility. 🌊✨
4.98 out of 5 average rating, 50 reviews
Stylish, Secluded, Hot Tub and Amazing Views
Nestled on top of Cooten Bay in Tortola, British Virgin Islands, Cooten House has amazing views that will take your breath away. Whether you are looking for a romantic getaway, a place to relax and soak up the sun or all of that plus close proximity to great surfing spots, Cooten House will exceed your expectations.
4.95 out of 5 average rating, 168 reviewsPopular amenities for Nanny Cay holiday rentals
Other great holiday rentals in Nanny Cay

Zafira Luxe 1BR: Sauna, Steam, Sunset Ocean Views
5.0 out of 5 average rating, 15 reviews
La Azul Villa- Cheerful 3bedroom villa with a pool
4.95 out of 5 average rating, 21 reviews
Luxury LongView Villa with Stunning Sea views
4.98 out of 5 average rating, 96 reviews
Villa Naku, escape and relax.
5.0 out of 5 average rating, 69 reviews
Villa Matija
4.88 out of 5 average rating, 86 reviews
Road Town Marina 2BR Condo
4.91 out of 5 average rating, 64 reviews
Abigail’s Diamond near Nanny Cay Marina 2 Bedrooms
5.0 out of 5 average rating, 4 reviews
The Simpson's
5.0 out of 5 average rating, 88 reviewsDestinations to explore
- Flamenco Beach
- Magens Bay Beach
- Coki Beach
- Cane Garden Beach
- Secret Harbor Beach
- Honeymoon Beach
- Cinnamon Bay Beach
- Virgin Islands National Park
- Cane Bay Beach
- Limetree Beach
- The Baths
- Peter Bay Beach
- Josiah's Bay
- Coral World Ocean Park
- Maho Bay Beach
- Cane Bay
- Brewers Bay Beach
- Paradise Point Tranway
- Cruz Bay
- Lindquist Beach
- Point Udall
- Culebrita Beach
- Coki Point Beach





