Holiday rentals in The Settlement

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in The Settlement

Guests agree: these stays are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Guest favourite
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 favourite
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
4.87 out of 5 average rating, 82 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. .

Guest favourite
A lush garden area offers a view of the turquoise sea and sandy beach beneath a partly cloudy sky. Green foliage and colorful flowers frame the scene, creating a vibrant contrast against the water's varying shades.
Flat in Road Town
4.89 out of 5 average rating, 231 reviews

Trunk Bay Spring - downstairs self-contained room

Hi! We paused this listing after being badly damaged by Hurricane Irma, and then due to Covid 19, but we're back – repaired and upgraded! The outdoor shower that our guests loved is still there, only now it has hot water. There's also a new kitchen made of hardwood we were able to salvage after Irma. Great news! The beach is still there, too, and still a just ten minute walk away. Always popular for being simple and beautiful in a fantastic location, now it's the same, but even better!

Guest favourite
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, 80 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 favourite
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, 114 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 favourite
A spacious pool area is surrounded by lounge chairs, with lush greenery and hills in the background. The pool features distinct sections, including a shallow area. Bright blue skies and scattered clouds add to the inviting atmosphere.
Flat in Tortola
4.95 out of 5 average rating, 21 reviews

Orchid Bloom pool/beach nest

Orchid bloom is privately owned nestled on the premises of the magnificent Wyndham Resort Hotel on Lambert Beach. This unit boast a comfortable, private, first floor, garden view, poolside side apartment. Fine dining Restaurant on premises as well as, gym in a picturesque environment which lends itself to relaxation and rejuvenation. Just ten minutes drive from the airport, with magnificent hill and ocean views. Make Orchid Bloom the place for your next BVI vacation.

Guest favourite
An outdoor dining area features a wooden pergola providing shade over a large table and chairs, complemented by a hammock nearby. A sparkling pool is set against a backdrop of breathtaking ocean views, while lush greenery and decorative plants enhance the tranquil setting.
Villa in Trunk Bay
4.95 out of 5 average rating, 22 reviews

Luxury Villa near Beach~ Private Estate~ Pool

This listing highlights Odyssea House, our 2-bedroom sanctuary within Odyssea Villas in Tortola. Enjoy luxury with stunning Trunk Bay views, modern amenities, and pool access. Perfect for those seeking tranquility and natural beauty, it's a short stroll from secluded beaches. Interested in more space? Explore our 3-bedroom option in our other listing, with the addition of the nearby "Odyssea Oasis" - a one bed unit with rooftop entertainment, lawn and jaccuzi.

Superhost
A cozy bedroom features a spacious bed dressed in a bright blue quilt. Soft white linens complement the vibrant bedding, while a small accent pillow adds a touch of color. Natural light filters in through partially drawn curtains.
Flat in Virgin Gorda
4.84 out of 5 average rating, 19 reviews

The View Apartment

Welcome to "The View" apartment, your unique and tranquil getaway spot in Virgin Gorda. Our apartment is fully equipped with smart technology, ensuring that you have a comfortable and convenient stay. Whether you're looking to explore the island or simply relax and enjoy the tranquility of our apartment, we're confident that "The View" will provide you with everything you need for an enjoyable and rejuvenating stay.

Guest favourite
A small, charming shack is nestled among large boulders, showcasing a wooden deck with seating. Light blue shutters frame the windows, allowing natural light to enter. Lush greenery surrounds the structure, while the sky is a bright blue with scattered clouds.
Hut in Tortola
4.95 out of 5 average rating, 168 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.

Guest favourite
A covered deck presents a large wooden dining table surrounded by mismatched chairs, offering panoramic views of the turquoise waters and nearby islands. The serene atmosphere is complemented by soft clouds drifting overhead and the expansive horizon.
Home in Tortola
4.94 out of 5 average rating, 153 reviews

Stylish, Secluded, Hot Tub and 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 favourite
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 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.

Superhost
A well-appointed sleeping area features a spacious bed with a decorative throw laid across the white linens. Natural light filters through the large window, complemented by soft curtains. Nightstands with lamps provide additional lighting, enhancing the inviting ambiance.
Hotel room in Cane Garden Bay
4.88 out of 5 average rating, 16 reviews

Steps From The Beach 1 Bedrrom On Cane Garden Bay

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.

Popular amenities for The Settlement holiday rentals