Holiday rentals in Loblolly Bay

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Top-rated holiday rentals in Loblolly Bay

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Top guest favourite
An expansive villa is shown from an elevated viewpoint, surrounded by vibrant tropical vegetation and flowers. A shimmering pool is visible in the foreground, cascading into the deep blue Caribbean Sea, with distant islands outlined against a clear sky.
Home in Virgin Gorda
5 out of 5 average rating, 13 reviews

Island Spice, 2 BRs, Free Tennis, Squash, Gym

Dramatically sited above the Caribbean Sea, Island Spice villa treats guests to a memorable island holiday. Two matching bedroom/bathroom suites, furnished in island décor, flank the greatroom and are separately accessed from the deck. All rooms offer full sea and garden views through large sliding windows and doors. Spend casual hours on the villa’s long, spacious shaded deck with spectacular 180 degree panoramic vistas of the Sir Francis Drake Channel and the British Virgin chain of islands.

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, 77 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.

Guest favourite
A panoramic view captures the vibrant blues of the Caribbean Sea meeting the shoreline. Lush greenery frames the image, with rocks visible near the water's edge. In the background, distant islands emerge against a clear sky, scattered clouds providing texture.
Home in Nail Bay
4.87 out of 5 average rating, 82 reviews

Sunset Watch-Affordable luxury on a beachfront lot

A whimsical tropical mural hand painted by a local artist on the front wall welcomes you to Sunset Watch at Nail Bay. Incredible sunsets. Central air-conditioning. High speed fibre optic internet with 150 +/- tv channels. New modern gourmet kitchen. Large sundeck near a sparkling turquoise pool. Snorkeling equipment available. Complimentary access to Nail Bay Sports Club with a/c gym.Please note that Sunset Watch and 1 Paradise Lane share a pool when both villas are occupied. .

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
4.76 out of 5 average rating, 21 reviews

2 bedroom cottage on the beach! Full kitchen & AC

“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 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!

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, 81 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
Three colorful cottages are surrounded by lush greenery and positioned near the shoreline, with bright turquoise waters visible in the background. The clear sky is dotted with soft clouds, enhancing the vibrant setting of this tropical retreat.
Cottage in Anegada
4.9 out of 5 average rating, 21 reviews

Loblolly Beach Cottages: PEACH (2 bedroom/2bath)

“Peach 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!

Top 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
4.98 out of 5 average rating, 116 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.

Superhost
The expansive rooftop deck features plush synthetic grass carpeting and is adorned with comfortable outdoor furniture. A large dining table accommodates eight, surrounded by two lounge areas and a giant chess set. Retractable awnings provide shade, enhancing the space for relaxation or entertainment.
Villa in Nail Bay
4.78 out of 5 average rating, 18 reviews

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.

Superhost
The exterior view of Seaglass showcases a two-story residence set against a backdrop of lush greenery and a clear blue sky. A private saline pool is seen in the foreground, accompanied by lounge chairs. Expansive glass doors and balconies enhance the sense of openness.
Villa in Virgin Gorda

Seaglass, 4 guests, Pool, Views, Close to Beach

Seaglass, sits 400 feet above sea level at the base of Gorda Peak, and offers panoramic views of the Sir Francis Drake Channel and almost constant trade wind breezes. Designed and landscaped for privacy and relaxation, Seaglass consists of a two-bedroom, two-bath Main House and a Studio Suite, both fully furnished and have queen sized beds. In addition, they each boast their own separate saline pool, patio, and grill. The two units can be rented separately or together.

A sparkling pool features gently sloped steps leading into the clear water. Colorful floatation device rests on the water's surface. Two separate villas are visible in the background, nestled within green landscaping under a bright blue sky.
Hotel room 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 areas, balcony and fully equipped kitchen. The villas are conveniently located near beaches, restaurants, and shops. They are great for individuals, couples, families or corporate stay. Each villa can comfortably accommodate four persons.The main amenities include the pool, elevated gazebo, Wi-Fi, Barbeque grill and air conditioned bedrooms.

Guest favourite
An aerial view showcases the expansive layout of Boulder Crest Villa, featuring multiple pavilions surrounded by lush greenery and vibrant flowers. The private pool is visible alongside the terrace, complemented by shaded loungers and pathways that weave through the serene landscape.
Villa in Nail Bay
5 out of 5 average rating, 10 reviews

Boulder Crest, Pool, Private, AC Throughout

Welcome to Boulder Crest Villa. Located amidst large island boulders, this private Virgin Gorda villa offers discerning travelers a paradisiacal setting for their next island retreat. Located 70 feet above the sea, the oasis sits just ten minutes away by foot is the pristine beach, and is augmented by a serene island landscape.

An aerial view of Gordian Terrace showcases the boutique retreat's three-story building surrounded by lush greenery. The spacious parking area is visible, along with a single blue car on the winding road. The property features a welcoming entrance with vibrant landscaping.
Flat in Virgin Gorda
4.67 out of 5 average rating, 18 reviews

Gordian Terrace

Gordian Terrace is a Boutique Retreat situated on the Northern side of Virgin Gorda. It consist of seven condos decorated with our Caribbean charm. Full kitchen, amenities, has easy access to all the beaches and outer islands. Panoramic views of the Caribbean.

Popular amenities for Loblolly Bay holiday rentals