Vacation rentals in Loblolly Bay

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Top-rated vacation rentals in Loblolly Bay

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Top guest favorite
An outdoor area features a private pool surrounded by a deck with lounge chairs. Lush greenery and rocky landscaping create a natural setting, while the two-story house offers large glass windows that showcase scenic views of the hillside.
Villa in Wesley Will
5.0 out of 5 average rating, 68 reviews

Villa Naku, escape and relax.

Villa Naku is a perfect Tortola getaway, enjoy the neighborhood beach Rogues Bay or a quick drive to the the many other spots on Tortola. Situated on one of the most incredible spots on a point, facing east to capture the prevailing and often strong sea breezes, wake up to the majestic sunrise views from practically any room in the villa. The open plan kitchen, living and dining room are in the heart of the house, other areas to enjoy include an outdoor BBQ with lounge, pool and an upper sitting area with a fireplace, hammock and loungers, games and TV room, the whole house is equipped with Air Conditioning two bedrooms with private balconies and all bedrooms with king beds with quality mattresses. There is a Sonos system that can be controlled from your phone. The movie room below with a 65” TV and hidden 50” TV in the upper casual seating area. The house also has two Apple TVs, allowing you to sign in to your personal account or Naku’s. Naku recently completed was designed and is owned by one of the BVI’s local Architects striving to make the home as energy efficient as possible. Partnering with local craftsmen and Artisans most of the villa was constructed by hand. The friendly neighborhood of Rogues Point is unique, each property on the point is not less than an acre providing ample privacy. Albeit close to essential amenity, yet often feels as though you are the only ones on the serene point, perfect for those looking for inspiration and seclusion. The terrain is best explored with a 4WD vehicle, we have attached a list of rental agencies. Each room has a special, unique vibe, two of the three are en suite, the Master with two decks, has an exceptionally large bathroom with separate toilet room and laundry shoot, The second master bedroom below has a private deck and a shower with an outstanding view. The third bedroom has an incredible view with access directly to the pool deck. Whether you wish to cook or hire a chef Naku is equipped with Blue Star gas range & Napoleon grill for your use. The kitchen has a 60” Refrigerator freezer, appliances along with a Breville Barista Espresso machine.. Just off the upper seating area is a pergola space with a central fire pit surrounded by Adirondack chairs, overlooking is our gigantic Buda along with the other Bali sculptures, just up the garden is our King sized hammock for the afternoon siestas or just starring at the stars. Behind the upper seating area is the sheltered lounge and BBQ patio all surrounded by terraced gardens. The lower terraces are accessed through the movie room to the pool, the entire house was designed around monumental boulders, the pool is tucked in amongst them with a wind protected sun lounging area just beyond. There is a fully equipped laundry room for your use, we offer cleaning service’s two times a week, but we can organize more if required. The house is prepped and ready for your adventures with beach chairs, beach towels, and coolers. If you are traveling with small children, we can assist with a trundle bed or crib, car seat and other toys. Please let us know if you require any of these items ahead of time so we can have them prepared.

Home in Wesley Will

Villa Clementina at Lava Flow Beach -2 bed/2.5bath

Forget your worries in this spacious and serene space, featuring two en-suite bedrooms and private outdoor space. Set above the picturesque views of Guana Island, Anegade in the distance, and breathtaking views of Northeastern beaches and bays. Enjoy watching the pink flamingos in the salt pond in the distance. and private outdoor entertainment area. Villa CLEMENTINA affords you the opportunity to experience the vibrant flavours of the British Virgin Islands and be part of a unique experience.

Home in East End
New place to stay

Little Bay House, a luxury rental villa in the BVI

ESCAPE TO PARADISE at Little Bay House, a spectacular 4-bedroom, 4.5 bathroom villa, perched above the crystal-clear waters of Little Bay in Tortola. Designed for families, couples, and groups, this private Caribbean retreat comfortably sleeps 8 adults or up to 11 guests when including children. With sweeping panoramic ocean views, expansive indoor and outdoor living areas, and a pristine white-sand beach just minutes away, the villa offers everything needed for an unforgettable stay in BVI.

Guest favorite
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, 83 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 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
4.81 out of 5 average rating, 27 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 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!

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.

Top guest favorite
Guesthouse
5.0 out of 5 average rating, 37 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.

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, 89 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 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
4.97 out of 5 average rating, 130 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.

Apartment in Virgin Gorda
New place to stay

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.

Apartment in Mount Healthy
5.0 out of 5 average rating, 4 reviews

Panorama Garden Suite: Private 1-Bd w/Full Kitchen

The Panorama Garden Suite is a fully self-contained, luxurious 1-bedroom unit on the lower level of the villa, offering complete autonomy with a separate entrance and designated parking. Enjoy this relaxing setting just minutes from the heart of town and nearby beaches. Perfect for solo travelers, couples, or friends seeking extra seclusion, this suite provides a tranquil retreat with easy access to all the wonders of Tortola.

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
5.0 out of 5 average rating, 12 reviews

Boulder Crest, Pool, Private, Peaceful

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.

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