Vacation rentals in The Settlement

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Top-rated vacation rentals in The Settlement

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Top guest favorite
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
5.0 out of 5 average rating, 69 reviews

Villa Naku, escape and relax.

Villa Naku is a perfect Tortola getaway, enjoy the neighborhood beach Rogues Bay or a quick drive to the the many other spots on Tortola. Situated on one of the most incredible spots on a point, facing east to capture the prevailing and often strong sea breezes, wake up to the majestic sunrise views from practically any room in the villa. The open plan kitchen, living and dining room are in the heart of the house, other areas to enjoy include an outdoor BBQ with lounge, pool and an upper sitting area with a fireplace, hammock and loungers, games and TV room, the whole house is equipped with Air Conditioning two bedrooms with private balconies and all bedrooms with king beds with quality mattresses. There is a Sonos system that can be controlled from your phone. The movie room below with a 65” TV and hidden 50” TV in the upper casual seating area. The house also has two Apple TVs, allowing you to sign in to your personal account or Naku’s. Naku recently completed was designed and is owned by one of the BVI’s local Architects striving to make the home as energy efficient as possible. Partnering with local craftsmen and Artisans most of the villa was constructed by hand. The friendly neighborhood of Rogues Point is unique, each property on the point is not less than an acre providing ample privacy. Albeit close to essential amenity, yet often feels as though you are the only ones on the serene point, perfect for those looking for inspiration and seclusion. The terrain is best explored with a 4WD vehicle, we have attached a list of rental agencies. Each room has a special, unique vibe, two of the three are en suite, the Master with two decks, has an exceptionally large bathroom with separate toilet room and laundry shoot, The second master bedroom below has a private deck and a shower with an outstanding view. The third bedroom has an incredible view with access directly to the pool deck. Whether you wish to cook or hire a chef Naku is equipped with Blue Star gas range & Napoleon grill for your use. The kitchen has a 60” Refrigerator freezer, appliances along with a Breville Barista Espresso machine.. Just off the upper seating area is a pergola space with a central fire pit surrounded by Adirondack chairs, overlooking is our gigantic Buda along with the other Bali sculptures, just up the garden is our King sized hammock for the afternoon siestas or just starring at the stars. Behind the upper seating area is the sheltered lounge and BBQ patio all surrounded by terraced gardens. The lower terraces are accessed through the movie room to the pool, the entire house was designed around monumental boulders, the pool is tucked in amongst them with a wind protected sun lounging area just beyond. There is a fully equipped laundry room for your use, we offer cleaning service’s two times a week, but we can organize more if required. The house is prepped and ready for your adventures with beach chairs, beach towels, and coolers. If you are traveling with small children, we can assist with a trundle bed or crib, car seat and other toys. Please let us know if you require any of these items ahead of time so we can have them prepared.

Guest favorite
Aerial view of the villa showcasing the circular covered deck and its inviting private plunge pool. Adjacent lounge chairs and a small table are visible on the wooden patio. Lush greenery surrounds the space, blending architecture with the natural environment.
Villa in Nail Bay
4.94 out of 5 average rating, 85 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
A panoramic view of Cane Garden Bay is presented, showcasing turquoise waters meeting a sandy beach. Lush greenery lines the coastline, while hills in the background are dotted with residential homes, creating a serene landscape that captures the beauty of the island.
Apartment in Cane Garden Beach
4.89 out of 5 average rating, 102 reviews

Windy Hill Sea View

Windy Hill Sea View overlooks the stunning Cane Garden Bay, offering panoramic views of the ocean and neighboring islands. This spacious one-bedroom ocean-view apartment provides a comfortable and welcoming retreat for your stay in the British Virgin Islands. Located on Windy Hill in Tortola, the apartment sits in a quiet, low-traffic neighborhood, perfect for relaxation. Windy Hill Sea View is a non-smoking apartment, ideally suited for couples or solo travelers seeking a peaceful getaway.

Top guest favorite
The modern villa is prominently positioned on a hillside, featuring a spacious terrace and an inviting pool. Large glass doors enhance the seamless connection between indoor and outdoor areas. Lush greenery surrounds the property, adding to its serene environment.
Villa in Road Town
5.0 out of 5 average rating, 33 reviews

Luxurious 4 bed with pool and spectacular views

Welcome to The Lighthouse, our beautiful new build four bed, four bath villa, perched on the hillside overlooking the marinas of Road Town. This stylish, centrally located home, with its modern aspect, cool breezes, pool, ample entertaining space and work-from-home office has easy access to squash, tennis, gym and restaurant just two minutes away on the Pasea Estate at the Tortola Sports Club and is less than ten minutes to unspoiled pristine beaches and the upscale restaurants of Tortola.

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
4.94 out of 5 average rating, 89 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 favorite
The entrance features a stone wall with the sign "Bayview Vacation Apartments". Lush tropical plants and palm trees surround the area, while a two-story building with large windows is visible beyond the entrance, all under a clear blue sky.
Apartment in Virgin Gorda
4.94 out of 5 average rating, 78 reviews

Bayview Vacation Apartments - One Bedroom

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

Guest favorite
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, 132 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 favorite
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, 88 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 favorite
A spacious outdoor area features a large private pool surrounded by a wooden deck. Comfortable lounge chairs are positioned for relaxation, and a dining table is arranged beneath a shaded pavilion, with lush tropical greenery framing the scene.
Home in Princess Quarters
5.0 out of 5 average rating, 5 reviews

Salt Spring Villa & Spa - Superb

This is the perfect sanctuary for one family or two couples. Separated by a beautiful and lush tropical Garden, Salt Spring Villa is the sister villa to Red Rock Villa and Spa. It was built by the same architect and decorated with a similar tropical and balinese style. The biggest pool of private villas invites you to take a swim anytime in total privacy. Two king size beds in spacious bedroom suites serve your longing for comfort and quiet. A special place indeed.

Top guest favorite
A serene ocean view captures surfers riding waves in the foreground, with a modern white villa perched on a hillside surrounded by lush greenery. The villa features multiple terraces and is positioned above the shoreline, providing a sense of elevation and connection to nature.
Home in Cane Garden Beach
5.0 out of 5 average rating, 25 reviews

Cannon Point: Surfside luxe villa

Welcome to Cannon Point Estate — a chic, family-friendly villa set on expansive, secluded grounds with 75ft of exclusive waterfront on one of the Caribbean’s top surf breaks. Enjoy seamless indoor-outdoor living with a stunning teak pool deck, spacious covered terraces, and floor-to-ceiling sliding glass doors. Soak in breathtaking 280° views of beaches, islands, and unforgettable sunsets. All just a short stroll from sandy beaches, restaurants, bars, and shops.

Top guest favorite
An inviting plunge pool is situated on a wooden deck, surrounded by lush greenery and offering panoramic views of the turquoise waters below. The horizon showcases distant islands under a bright blue sky dotted with fluffy clouds.
Villa in Brewers Bay
4.88 out of 5 average rating, 86 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
A serene outdoor area is highlighted by an infinity pool reflecting the vibrant colors of a sunset sky. Two lounge chairs are positioned on a wooden deck, offering views of the ocean and nearby islands. The landscape is bordered by lush greenery.
Home in Mount Healthy
4.93 out of 5 average rating, 117 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.

Popular amenities for The Settlement vacation rentals