Vacation rentals in Loblolly Bay

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Top-rated vacation rentals in Loblolly Bay

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Superhost

A view from inside the villa displays two wicker chairs placed near a small table. A vibrant blue ocean and lush hills are framed by two open windows, allowing natural light to illuminate the space.

Villa in Jost Van Dyke

4.9 out of 5 average rating, 10 reviews

Hideaway Villa - Private, Old Caribbean

Old Caribbean charm with so many new world amenitites! Fully restorated since Hurricane Irma. 3 Bedrooms (two masters), both with outdoor showers! Outdoor dining terrace, kitchen and living room on one side of terrace, bedrooms on the other. 3rd bedroom is above kitchen with outdoor access from new Admirals Deck. Ample outdoor covered and uncovered space. One of eight houses on Sandy Ground Estate, with two beaches and boat dock. Walk to Foxy's Taboo, or dinghy over to B-Line Beach Bar.

Superhost

A bright fitness room features large windows allowing natural light and showcasing views of the ocean. Equipped with modern exercise machines, including treadmills and weight benches, the space promotes a healthy lifestyle while offering a serene backdrop of greenery.

Apartment in Tortola

4.9 out of 5 average rating, 10 reviews

Lambert Beach Oasis, Beachfront, Resort Amenities

A stunning 1-bedroom, 1-bath retreat just steps from the pristine waters and golden sands of Lambert Bay Beach. Enjoy breathtaking ocean views, serene sunrises, and vibrant sunsets from this secure, private location. Perfect for a tranquil and luxurious escape, this villa offers modern amenities including a fully-equipped kitchen, washer and dryer, and a comfortable living area. Amenities: Full use of the facilities at Wyndham Beach Resort, which includes a Pool, Gym, Spa, Restaurant/Bar.

Guest favorite

Guest suite in Brewers Bay

5 out of 5 average rating, 24 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.

Superhost

An aerial view captures a tranquil coastline lined with soft, sandy beach and clear turquoise waters. Several cottages are scattered amidst lush greenery, with paths leading to the shore. The surrounding landscape features vibrant vegetation and a distant horizon, showcasing the natural beauty of Anegada.

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, 72 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!

Superhost

The entrance to Bayview Vacation Apartments is framed by a natural stone wall, complimented by lush tropical gardens. Tall palm trees sway gently in the breeze under a clear blue sky, creating a serene and welcoming approach to the property.

Apartment in Virgin Gorda

4.93 out of 5 average rating, 43 reviews

Bayview Vacation Apartments - Two bedrooms

Full size apartments hidden between lush tropical gardens. Interior decorated in a fancied Caribbean style. Great location for quick access to let you get involved in all activities around the island but quiet and peaceful. location, location, location- 1 minute walk to Dixies fast food.- 30 seconds walk to Bath and Turtle Restaurant.- 2 minutes walk to ferry terminal.- 4 minutes Drive to ONLY airport (VIJ)- $3 pp taxi to the World Famous Baths.- 2 minutes walk to St.Thomas Bay Beach

Top guest favorite

The exterior view showcases the modern villa nestled amidst lush tropical landscaping, with palm trees and shrubs surrounding natural stone paths. A staircase leads to a rooftop deck, offering unobstructed views of the Caribbean Sea and nearby hills under a clear blue sky.

Villa in Leverick Bay

4.98 out of 5 average rating, 109 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

Villa in Nail Bay

4.75 out of 5 average rating, 16 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

A beachfront establishment features a turquoise roof and an outdoor seating area shaded by umbrellas. Sun loungers are arranged along the sandy shore, complemented by palm trees swaying in the gentle breeze. The backdrop includes lush greenery and white buildings situated on a hillside.

Guest suite in Tortola

4.88 out of 5 average rating, 146 reviews

Cane Gdn Villa 2 bd 2 bath for 2-6

Beautiful new 2 bdrm villa in Cane Garden Bay, steps to beach, restaurants & taverns. Villa has been totally renovated including split air conditioning in bdrms, fresh new baths kitchen w granite n stainless. Beach chairs. Price based on 2 guests using 1 bedroom, $40 per person per night extra using 2nd bedroom. Comprises upper level right side of house in pic, we have self contained water system and power if needed. WiFi working most of time.

Superhost

An infinity pool seamlessly blends with the ocean horizon, reflecting the sky and surrounding greenery. Two lounge chairs are positioned on a wooden deck, providing a serene space to relax and enjoy the panoramic views of the coastline and distant islands.

Home in Mount Healthy

4.94 out of 5 average rating, 103 reviews

Kerensa Villa

Stylish, secluded villa with pool and stunning views. Kerensa is close to gorgeous beaches and has panoramic views of the North coast and surrounding islands. You’ll love it because of the beautiful natural setting, the seclusion, the high end equipment and the quirky antiques and decor. It is ideal for romantic couples but can sleep up to 4 with a pull-out sofa-bed if required.

Guest favorite

A panoramic view of the ocean stretches across the horizon, with varying shades of blue reflecting the sky. Lush greenery frames the foreground, featuring a large papaya tree. The clear sky is dotted with a few white clouds, creating a serene backdrop.

Condo in Road Town

4.89 out of 5 average rating, 19 reviews

Cooper Bay View

Come spend your best vacation ever, here at Cooper Bay View, in the beautiful British Virgin Islands! We are centrally located on Fahie Hill, just off the ridge road, overlooking the gorgeous North Shore! Enjoy island living in this 2 Bedroom 2 Bathroom retreat. Just a 7-minute drive to Road Town where you will find great restaurants, shopping, and a local treat or two.

Superhost

Hotel room in Leonards

4.92 out of 5 average rating, 12 reviews

Cozy Beach Front Room In Cane Garden

Welcome to ELM Beach Suites in Cane Garden Bay! Our little slice of paradise is right on the beachfront, where you can hear the waves crashing on the shore right from your room's balcony. Special Offer: 50% OFF: Book 5+ nights between August 1 and September 30, 2025, with a 100% refund guarantee for bad weather cancellation) Discounts apply automatically!