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.

Top guest favorite

A panoramic view of the azure ocean features a ferry moving across the water, creating gentle ripples. In the background, lush green islands rise from the sea, complemented by a clear blue sky. The scene captures the tranquility of the coastal landscape.

Apartment in Mount Sage

5 out of 5 average rating, 45 reviews

Breezy Villa- Your HOME-Away-From-HOME

This cozy, upscale villa at Sage Mountain, Tortola is ideal for a staycation, or business trip. What's great about this property is simple - It's clean, well appointed, and provides all the amenities guests are used to finding in a hotel/suite. It is close to the business center, restaurants, beaches, offers an inviting atmosphere and has a gourmet kitchen that's perfect for cooking all your favorite meals. The outdoor space offers a front row seat for the early mornings' sunrise experience.

Guest favorite

Guest suite in Brewers Bay

5 out of 5 average rating, 23 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

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

4.93 out of 5 average rating, 70 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, 41 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

Superhost

Villa in Nail Bay

4.73 out of 5 average rating, 15 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.

Guest favorite

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, 145 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 Road Town

4.94 out of 5 average rating, 102 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.

Home in Road Town

4.89 out of 5 average rating, 18 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!

Top guest favorite

An outdoor living space features comfortable seating adorned with colorful cushions, set against a backdrop of tropical greenery and ocean views. A hot tub is positioned nearby, with stone flooring and overhead beams enhancing the relaxed atmosphere.

Home in Tortola

4.94 out of 5 average rating, 141 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.