Vacation rentals in Loblolly Bay

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Top-rated vacation rentals in Loblolly Bay

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Villa in Virgin Gorda

4.93 out of 5 average rating, 74 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

An aerial view captures the lush green hillside and the serene white sandy beach of Brewer’s Bay. A private path leading from the property connects to the shoreline, providing access to the sparkling Caribbean waters. The surrounding landscape emphasizes the natural beauty of the area.

Guest suite in Brewers Bay

5 out of 5 average rating, 25 reviews

Newly updated, stunning views, footpath to beach

You will be close to everything when you stay at this centrally-located, stylish getaway. Situated on the hillside of Anderson Pt of Brewer’s Bay, 60ft above the white sandy beaches- you can take a forrest foot trail to the sparkling waters of the caribbean sea within 5 minutes. If you love to explore, you will find the entry to one of the islands national parks within 1 minute from our driveway. Bring the kids as there are netted hammocks below the avocado trees and a wooden playhouse.

Guest favorite

A rustic beach bar with a thatched roof is displayed, complemented by wooden stools arranged on a sandy patio. Soft lighting creates a welcoming ambiance. Surrounding foliage provides a natural backdrop, enhancing the atmosphere of relaxation and socialization in this outdoor space.

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 favorite

A charming outdoor dining area features a thatched roof and wooden structure. Barstools are arranged around a counter, illuminated by soft lighting. Surrounding sandy grounds are accompanied by lush greenery, creating a relaxed atmosphere that invites guests to enjoy the natural setting.

Villa in Anegada

4.93 out of 5 average rating, 76 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-plan living space is highlighted by wooden ceiling beams and large sliding glass doors that frame scenic ocean views. A modern kitchen is equipped with dark cabinetry, while a cozy seating area includes a light-colored sofa and woven chairs. A dining table can be seen in the foreground.

Villa in Leverick Bay

4.98 out of 5 average rating, 111 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

An infinity pool is situated on a spacious deck, offering unobstructed views of the azure ocean. White sun-loungers are placed nearby, surrounded by lush greenery. The tranquility of the scene is enhanced by the calm waters and distant sailboats on the horizon.

Villa in Trunk Bay

5 out of 5 average rating, 7 reviews

Ventana - modern villa, walk to Trunk Bay beach

Where every window frames Trunk Bay's beautiful rugged coastline, with its soft sandy beach & azure ocean. Elegant, minimalist & luxurious, Ventana is the perfect place to share quality time lounging by the pool or BBQing whilst the sun sinks below the horizon. Nestled lower on the mountainside than most in this prestigious estate, one of Tortola's most secluded & idyllic beaches is just a 4 min walk away. Remember to follow our socials @villasoftortola for all thing BVI!

Top guest favorite

A serene beach stretches along the coastline, featuring soft, golden sand meeting clear turquoise waters. Gentle waves lap at the shore, with a backdrop of lush greenery and distant islands visible on the horizon under a bright blue sky.

Guesthouse in Tortola

5 out of 5 average rating, 60 reviews

Long Bay Surf Shack

"Location, location, location!" This rustic yet charming guest studio is nestled on a hillside above one of the most sought-after and beautiful resorts in the Virgin Islands. Just a two-minute walk to Long Bay Beach and Resort, which offers an amazing spa, beach bar and restaurant. This guest studio is perfect for a couple or a family of three. Hosts have lived in the BVI for 30 years and love to share local insights.

Guest favorite

A serene plunge pool offers a refreshing escape while overlooking a stunning view of Brewers Bay and Jost Van Dyke. A wooden deck features two chairs shaded by a large umbrella, surrounded by lush greenery and a clear blue sky dotted with clouds.

Villa in Brewers Bay

4.85 out of 5 average rating, 68 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)!

Guest favorite

Hut in Tortola

4.95 out of 5 average rating, 167 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 the sun rise. Simple tiny room (8’x10’) with full size bed has a private bathroom + outdoor shower, no hot water.. Outdoor kitchenette with mini fridge, stove, kettle, toaster. Electricity, solar lights and WiFi available.

Superhost

A covered balcony offers a scenic view of the Caribbean Sea, featuring gentle waves and distant islands. A round glass table is set with coffee and flowers, surrounded by inviting seating. The surrounding greenery enhances the tranquil atmosphere, complemented by the bright blue sky.

Villa in Cane Garden Bay

4.94 out of 5 average rating, 16 reviews

1 Bed Villa, Pool, Stunning Views, 5 Mins To Beach

Makere Cottage is nestled on Soldier Hill with gentle breezes and breath taking views over Cane Garden Bay, surrounding islands and the Caribbean Sea. Situated within a tropical garden at the end of a short gated drive with a private 20-foot swimming pool and large sun terrace, Makere Cottage represents the ideal retreat in which to relax and unwind.

Guest favorite

A covered outdoor deck features a large wooden table surrounded by chairs, offering views of the ocean and nearby islands. The railing includes stainless steel accents, and lush greenery frames the picturesque scene against the clear blue sky.

Home in Tortola

4.94 out of 5 average rating, 146 reviews

Private One Bedroom Villa, HotTub, Amazing Views

Nestled on top of Cooten Bay in Tortola, British Virgin Islands, Cooten House has amazing views that will take your breath away. Whether you are looking for a romantic getaway, a place to relax and soak up the sun or all of that plus close proximity to great surfing spots, Cooten House will exceed your expectations.

Top guest favorite

Two wooden lounge chairs are positioned on a spacious deck, overlooking a serene bay. The vibrant colors of a sunset blend in the sky, with distant hills providing a peaceful backdrop. A natural rock formation adds texture to the outdoor space.

Villa in Wesley Will

5 out of 5 average rating, 51 reviews

Villa Naku, escape and relax.

Naku is a fantastic place to escape the hustle and bustle and really get back to nature. We are developing our guide book, but we have extensive knowledge and friends on island , so please let us know what your interests are and we will do our best to help. Please enjoy and let yourself escape.