Vacation rentals in Loblolly Bay

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Top-rated vacation rentals in Loblolly Bay

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Top guest favorite
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 favorite
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
4.86 out of 5 average rating, 86 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. .

Home in Great Camanoe
New place to stay

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.

Top guest favorite
Guesthouse in Tortola
5 out of 5 average rating, 35 reviews

King Bed, Panoramic Ocean Views and Secluded Beach

The Guesthouse @ Villa Zenaida is off the beaten path in Little Bay, Tortola. If you are looking for a neighborhood with bars and night life, this is not the area for you. If you are looking for solitude in a beautiful setting, then definitely book us. Little Bay beach is in walking distance or a quick drive. A 4WD vehicle is necessary as our property is situated high in the hills of Little Bay. We look forward to welcoming you and your guests to the BVI and to our lovely home.

Guest favorite
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
4.78 out of 5 average rating, 23 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 favorite
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, 82 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!

Top guest favorite
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, 120 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 favorite
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
4.81 out of 5 average rating, 21 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.

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.

An outdoor pool is framed by a sunlit patio, complete with multiple lounge chairs arranged for relaxation. Lush greenery and palm trees surround the pool area, offering a scenic view of the ocean in the background under a clear blue sky.
Hotel room in Scrub Island

Island Retreat Near Kayak & Dive Tours

Discover an island paradise offering luxury and adventure just minutes from Trellis Bay Dock and airport. Enjoy thrilling water sports, relaxing spa treatments, and gourmet dining. Explore nearby Cam Bay National Park and East End Community Park for stunning natural beauty and adventure. With spacious rooms and private beaches, you're guaranteed an exclusive escape perfect for unwinding or exploring.

Guest favorite
A private deck is surrounded by lush greenery, featuring two wicker chairs with yellow cushions and a small glass table. The view showcases distant hills under a partly cloudy sky, highlighting the natural beauty of the landscape.
Home in Great Camanoe
5 out of 5 average rating, 9 reviews

Private Hilltop Villa with Boat

Enjoy our gorgeous hilltop paradise with easy access to beautiful swimming beaches, fantastic snorkeling reefs, and almost every form of water recreation imaginable. With a sweeping 280-degree panoramic view, the villa is designed to showcase the extraordinary beauty of the surrounding islands. An SUV and boat are included in the rental, ideal for exploring Camanoe and the surrounding islands.

Guest favorite
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.

Popular amenities for Loblolly Bay vacation rentals