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
4.94 out of 5 average rating, 80 reviews

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.

Top guest favourite
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.
Flat in Road Town
4.89 out of 5 average rating, 242 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!

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
4.94 out of 5 average rating, 84 reviews

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!

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
4.97 out of 5 average rating, 125 reviews

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.

Guest favourite
Home in Tortola
5 out of 5 average rating, 8 reviews

Rooftop Oasis w/Pool & Jacuzzi

Odyssea Villas consists of 3 bedrooms, 3.5 bathrooms in Tortola which offers a luxurious Caribbean retreat with stunning views of Trunk Bay. These elegant villas blend comfort with natural beauty, featuring spacious interiors and modern amenities. Guests can enjoy the sea breeze, relax by the pool, or explore the rooftop entertainment. Just a stroll away from the secluded Trunk Bay, Odyssea Villas are the perfect blend of luxury and tranquility for an unforgettable vacation.

Guest favourite
A spacious pool area is surrounded by lounge chairs, with lush greenery and hills in the background. The pool features distinct sections, including a shallow area. Bright blue skies and scattered clouds add to the inviting atmosphere.
Flat in Tortola
4.92 out of 5 average rating, 37 reviews

Orchid Bloom pool/beach nest

Orchid bloom is privately owned nestled on the premises of the magnificent Wyndham Resort Hotel on Lambert Beach. This unit boast a comfortable, private, first floor, garden view, poolside side apartment. Fine dining Restaurant on premises as well as, gym in a picturesque environment which lends itself to relaxation and rejuvenation. Just ten minutes drive from the airport, with magnificent hill and ocean views. Make Orchid Bloom the place for your next BVI vacation.

Guest favourite
A cozy bedroom features a spacious bed dressed in a bright blue quilt. Soft white linens complement the vibrant bedding, while a small accent pillow adds a touch of color. Natural light filters in through partially drawn curtains.
Flat in Virgin Gorda
4.86 out of 5 average rating, 22 reviews

The View Apartment

Welcome to "The View" apartment, your unique and tranquil getaway spot in Virgin Gorda. Our apartment is fully equipped with smart technology, ensuring that you have a comfortable and convenient stay. Whether you're looking to explore the island or simply relax and enjoy the tranquility of our apartment, we're confident that "The View" will provide you with everything you need for an enjoyable and rejuvenating stay.

Top guest favourite
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
4.87 out of 5 average rating, 79 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)!

Top guest favourite
Flat in Road Town
4.97 out of 5 average rating, 36 reviews

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.

Guest favourite
A contemporary cottage is surrounded by lush greenery, featuring a red roof and a wrap-around porch. French doors open to the veranda, providing views of the landscape. The cottage's architecture is complemented by tropical plants and smooth stone pathways.
Cottage in Lambert Bay
4.97 out of 5 average rating, 29 reviews

Ocean view cottage at Lambert Bay

10 minutes from the airport and 20 minutes from town, this contemporary 800 sq. ft cottage is located a short walk, or shorter drive from the Lambert Beach resort. As our guest, access to the restaurant, pool, gym, tennis court, chairs and cabanas is yours. Request the key for the gym at the front desk. Use the cottage's wrap-around porch to admire the ocean, dine in and relax.

Guest favourite
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, 178 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 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.

Superhost
A shaded terrace features two woven chairs and a small table, overlooking lush greenery and ocean views. A wooden swing hangs nearby, with a private pool beside it. The horizon displays vibrant hues of sunset, enhancing the serene atmosphere of the space.
Home in Trunk Bay
5 out of 5 average rating, 3 reviews

Nirvana, Serene Stylish, Tropical Oasis

Tucked into 1.1 acres of lush tropical gardens, Nirvana is a serene and stylish retreat in the exclusive Trunk Bay area of Tortola’s north shore. This thoughtfully designed three-bedroom villa blends sleek modern architecture with warm Caribbean charm — the perfect island escape for families or small groups seeking comfort, privacy, and barefoot luxury.

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