Holiday rentals in Loblolly Bay

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Top-rated holiday rentals in Loblolly Bay

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Guest favourite
Aerial view of the villa showcasing the circular covered deck and its inviting private plunge pool. Adjacent lounge chairs and a small table are visible on the wooden patio. Lush greenery surrounds the space, blending architecture with the natural environment.
Villa in Nail Bay

Sundowner romantic 1BR beachfrontvilla privatepool

Sundowner reigns as Virgin Gorda's most sought-after honeymoon villa. This majestic yet romantic beachfront villa, with a street address of 1 Paradise Lane within Nail Bay Estate, impresses guests with its royally inviting decor. Sliding glass doors on this villa's private patio lead to the inside dining and living areas, and the open-plan spacious gourmet kitchen. The view from the throne bed overlooks the turquoise sea and the cloud-strewn azure sky with colors custom-made in the Caribbean.

4.94 out of 5 average rating, 85 reviews
Flat in Virgin Gorda

Windy Hill Retreat

This new apartment is well-appointed and fully AC. Perfect for a couple's getaway, or a family of 4. Offers all the amenities needed for a luxurious island vacation including snorkel gear, beach chairs, umbrellas and cooler. Located on the ground level it allows for drive-up to the entrance so is perfect for those with mobility concerns. Situated in a quiet neighborhood, that is 5 minutes' drive from the ferry terminal, and the airport. All guests enjoy complimentary concierge and pick-up.

Guest favourite
A bright living space features a blue sofa and wooden coffee table, surrounded by light-colored flooring. A dining table with a blue runner is set for four, while the kitchen area is visible in the background, showcasing modern appliances and cabinetry. Natural light filters through open doors.
Cottage in Loblolly Bay

Loblolly Beach Cottages: Purple (2 bedroom/1 bath)

“Purple Cottage” Caribbean cottage charm that is unique to Anegada, but now with beautiful modern amenities and a property with lots to do! Location is everything here. Step out of your cottage and into the sand at beautiful Loblolly Bay. We are located on one of the most beautiful beaches and coral reefs in the Caribbean (and on most days, you will have it all to yourself). Snorkeling, relaxing, walking to get a drink, stargazing, or taking an adventure tour. A private slice of heaven!

4.82 out of 5 average rating, 28 reviews
Home in Great Camanoe

A Place Called Kokomo

Kokomo sits high above the Caribbean Sea in the beautiful BVI. Away from the crowds, Kokomo is perfectly placed on the ridge of Great Camanoe Island, with spectacular scenery in all directions. A classic Caribbean villa, open to the tropical breeze, with 14' high ceilings throughout and extensive use of hardwoods and local rock for construction, Kokomo sleeps six in three en-suite bedrooms, each with its own secluded outdoor shower. The rental includes the use of a boat and Kawasaki Mule.

A refreshing pool is surrounded by a spacious deck with loungers positioned for relaxation. Villas are visible in the background, featuring large windows and distinctive rooftops. Lush greenery and clear blue skies enhance the serene setting.
Villa in Anegada

Four Diamonds Park Villas - Villa Gabrielle

Four Diamonds Park Villas consists of four separate villas each with two bedrooms, bath, living and dining area, balcony and fully equipped kitchen. Each villa can comfortably accommodate four persons - entire property, 16 persons. Villas are listed individually for booking convenience - Villa Gabrielle, Villa Sabriya, Villa Alesha, Villa Denali. Four Diamonds Park Villas provides accommodation for individuals, couples, friends, families, and are great for vacation, retreats or reunions.

Top guest favourite
An aerial view captures the serene landscape of Anegada, showcasing sandy beaches meeting clear, turquoise waters. The green vegetation surrounds several cottages set along the shoreline, with winding paths leading through the property, emphasizing the peaceful and remote atmosphere.
Villa in Anegada

Loblolly Beach Cottages: GREEN (1 bedroom/1 bath)

“Green Cottage” Caribbean cottage charm that is unique to Anegada, but now with beautiful modern amenities and a property with lots to do! Location is everything here. Step out of your cottage and into the sand at beautiful Loblolly Bay. We located on one of the most beautiful beaches and coral reefs in the Caribbean (and on most days you will have it all to yourself). Snorkeling, relaxing, walking to get a drink, stargazing, or taking an adventure tour. A private slice of heaven!

4.93 out of 5 average rating, 90 reviews
Guest favourite
An open living area features retractable sliding glass doors that offer stunning views of the blue Caribbean Sea and nearby sailboats. Natural wood ceilings complement sleek concrete floors. Comfortable seating arrangements include a sofa, chairs, and a workspace, enhancing the inviting atmosphere.
Villa in Leverick Bay

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.

4.97 out of 5 average rating, 132 reviews
Guest favourite
Villa in Nail Bay

1 Paradise Lane-A Modern Tropical Beachfront Oasis

Our street address is indeed 1 Paradise Lane. This centrally air-conditioned 2-BR 2.5 bath villa is situated within a lush tropical garden bordering the private Nail Bay Golf Course & the sea. Our 1,000+/- sq. ft roof top deck with glass railings is perfectly situated to capture the best sunset views and the never-ending boating traffic on the Sir Francis Drake Channel. Please note that Sunset Watch and 1 Paradise Lane share a pool and they can be rented together as a 3 BR villa.

4.84 out of 5 average rating, 25 reviews
Home in Nail Bay

2br beachside villa w/ pool and stunning views

Moonlit Sea is a beachside 2BR villa with stunning ocean and sunset views from the large deck and attached pool. Charming and eco-friendly, the villa has a living room, two bathrooms, the master bedroom, guest bedroom and fully-equipped kitchen. Cable TV, with ability to connect your Netflix and Prime accounts, plus strong wi-fi connection. Just steps from secluded Mountain Trunk beach renowned for its snorkeling, and from Nail Bay resort's Sugarcane restaurant and pool.

New place to stay
Flat in Virgin Gorda

Hideaway — In the Heart of North Sound

Hideaway is a beautifully appointed one-bedroom hillside retreat on Virgin Gorda in the British Virgin Islands. Enjoy scenic hillside and ocean views, a fully equipped kitchen, comfortable living spaces, and an inviting outdoor BBQ area. Just minutes from Leverick Bay and perfectly located for exploring Virgin Gorda’s must-see destinations like Saba Rock, Bitter End, Gorda Peak, Savannah Bay, and The Baths. Hideaway is your ideal home away from home in paradise.

New place to stay
Guest favourite
A patio area features two lounge chairs and a small table, offering sweeping panoramic views of the ocean and surrounding islands. The landscape is lush with greenery, and the calm water reflects the clouds above, creating a serene environment for relaxation.
Home in Virgin Gorda

Seaglass, 2 Pools, 3 bd's, August-October Offers

Seaglass is perched 400 feet above sea level at the base of Gorda Peak, providing sweeping views of the Sir Francis Drake Channel and enjoying near-constant trade wind breezes. Thoughtfully designed and landscaped to prioritize privacy and relaxation, Seaglass features a two-bedroom, two-bathroom Main House with king-sized beds and a fully furnished Studio Suite with a queen-sized bed. Each unit comes with its own private saline pool, patio, and grill.

5.0 out of 5 average rating, 6 reviews
Top guest favourite
Villa in Marina Cay

Aloe House BVI-Private Island Beach Front Villa

Experience pure island luxury at Aloe House BVI — a 3BR waterfront villa on a private island, just 100 steps from the sea. Enjoy sweeping views of the Seven Sisters with no other homes in sight. Snorkel Diamond Reef, unwind on the veranda, or explore nearby beach bars just 5 minutes away. Includes paddle boards, kayak, snorkel gear, a small SUV for island transport, and an 18’ boat for trips to Scrub Island, Trellis Bay, and Marina Cay.

5.0 out of 5 average rating, 11 reviews

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