Holiday houses in The Settlement

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Top-rated holiday rentals in The Settlement

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Top Guest favourite
An infinity pool featuring a turquoise hue creates a seamless connection with the surrounding ocean views. The vibrant colors of the villa are complemented by the lush landscape. A covered terrace with dining furniture is visible, offering a relaxed outdoor space.
Villa in VG
4.98 out of 5 average rating, 58 reviews

Stunning Limeberry Villa, a designer's dream.

This fabulous villa is set high up in the prestigious Belmont Estate in the West End of Tortola British Virgin Islands. Like its smaller sister Limeberry House, it is a designer's dream with bright colors, Mexican tile, sun and moon sinks that wake you up even if you have been partying late at Bomba’s Shack!! The West Indian style 4 bedroom, 4 bath Villa nestles into the contours of the land, with bedrooms set in separate cottages maintaining maximum privacy. All bedrooms are air-conditioned.

Top 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.
Apartment in Road Town
4.9 out of 5 average rating, 245 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!

Top 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, 86 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 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
4.97 out of 5 average rating, 126 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.

Top Guest favourite
A shaded patio area features a long seating arrangement with blue cushions and decorative pillows, paired with a blue lounge chair that includes a yellow accent pillow. Nearby, a small round table in a deep blue color complements the surroundings.
Villa in Ballast Bay
4.93 out of 5 average rating, 82 reviews

Villa Almondeen- Peaceful 2bedroom villa with pool

Villa Almondeen sits about 100 feet from the water’s edge in a private and secured area. It is five minutes away from the popular Cane Garden Bay Beach and 15 minutes from other close-by beaches. You can enjoy views of Jost Van Dyke and the boating activities around the “Bay.” To the left is an area called “The Pointe,” a line-fishing and snorkeling area, and to the right is the famous “Smith’s Toe (pronounced “Smittoe”), another fishing area, and home to the blue parrot fish.

Guest favourite
Two wooden lounge chairs are positioned on a spacious terrace, offering unobstructed views of the lush green hills and calm blue waters below. The terrace features glass railings, allowing for an open view of the scenic surroundings under a partly cloudy sky.
Home in Brandywine Bay
5 out of 5 average rating, 12 reviews

Ocean View• Tortola Family Retreat• Outdoor Living

This brand-new 3-bedroom, 3-bathroom home is your private retreat in the Tortola, Virgin Islands, offering modern elegance, stunning ocean views, and unmatched comfort. Centrally located, this gem provides easy access to the island. A pristine beach and a top fine dining restaurant are also nearby. Designed for both relaxation and adventure, this home is perfect for families, groups, and business travelers seeking a high-end getaway.

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, 178 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 beautiful sun rises. Simple tiny room (8’x10’) with full size bed with a private bathroom + outdoor shower, NO hot water.. Outdoor kitchenette with mini fridge, stove, kettle, toaster. Electricity, solar lights, fan and WiFi.

Superhost
A shaded terrace features two woven chairs and a small table, overlooking lush greenery and ocean views. A wooden swing hangs nearby, with a private pool beside it. The horizon displays vibrant hues of sunset, enhancing the serene atmosphere of the space.
Home in Trunk Bay
5 out of 5 average rating, 5 reviews

Nirvana, Serene Stylish, Tropical Oasis

Tucked into 1.1 acres of lush tropical gardens, Nirvana is a serene and stylish retreat in the exclusive Trunk Bay area of Tortola’s north shore. This thoughtfully designed three-bedroom villa blends sleek modern architecture with warm Caribbean charm — the perfect island escape for families or small groups seeking comfort, privacy, and barefoot luxury.

Top 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 Wesley Will
4.94 out of 5 average rating, 160 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
Apartment in Long Bay
4.91 out of 5 average rating, 11 reviews

Long Bay Lookout II

A bright studio retreat overlooking Long Bay Resort with beautiful views of the beach, pool, and tennis courts. Perfect for couples, this stylish space features a king bed, full kitchen, and private balcony with outdoor seating for two. Just a short two-minute walk to the soft sands of Long Bay Beach.

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, 58 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
The villa features a vibrant blue exterior and a welcoming porch, enhanced by white railings and tropical landscaping. Two comfortable chairs are positioned on the porch, inviting relaxation while being surrounded by sandy grounds and greenery.
Tiny home in Anegada
4.73 out of 5 average rating, 11 reviews

Cow Wreck Beach Villa

Cow Wreck Beach SeaShell Villa is 20 ft away from the beach. There is a restaurant near the villa that you can get lunch and dinner from. There is also a bakery to get fresh morning sweets. No show policy will be charged first night fee plus taxes

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