Holiday rentals in The Settlement

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.

Modern, Serene, and a view you must see. Modere’

Welcome to the most modern Villa in the Caribbean. Villa Modere’. Please inquiry as we can help with flight arrangements. We are centrally located on a private estate. Once you arrive you’ll be treated to natures finest ambiance. We have created the perfect environment to relax however not leave convenience behind. Modere is Nestled at the perfect view height on the North western side of Luck Hill, between Cane and Brewers Bay beaches only 5-8 min away respectively. What are you waiting on?

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.

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.

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!

Cheerful two bedroom cottage in quiet neighborhood

Private, comfortable cottage on the eastern end of Tortola with breathtaking views of the Sir Francis Drake Channel, Peter Island and Norman Island. Lots of outdoor space for relaxing, gardening or outdoor events. Modern interior with the usual amenities and lots of storage space. 12 minutes from the main airport and 15 minutes to the capital city Road Town, this property is also a comfortable distance by car from supermarkets, bakeries, restaurants, ferry docks and beautiful beaches.

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.

Cane Garden Bay 2 bed Apt

Just a short walk to the beach and vibrant local restaurants, this cozy and modern retreat offers breathtaking views of the bay and unforgettable sunsets. The apartment is equipped with modern amenities, including two flat-screen TVs, washer/dryer, and a fully stocked kitchen. Perfect for couples, families, or friends seeking comfort and convenience in a beautiful, tropical setting. Your island getaway awaits! Rental cars available at an additional $70-80 per day.

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.

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.

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)!

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.