
Holiday houses in The Settlement
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Top-rated holiday rentals in The Settlement
Guests agree: these stays are highly rated for location, cleanliness and more.

Studio Cottage @ Botanica
Studio Cottage with kitchenette and outdoor deck, perfect for two. Five minutes drive away from Cane Garden Bay and ten minutes from town, Botanica is a garden oasis spanning over an acre, with four standalone houses. By day, you will be amazed by the views of the hills, the bay and neighbouring islands while you soak in the sun on the deck overlooking the lush garden. At night, you will be lulled to sleep by the sounds of nature - crickets, frogs and the whispering of the coconut fronds.

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. .

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!

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!

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.

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.

The Anchorage- Studio apt above Cane Garden Bay
We are back with a newly renovated guest room! Charming studio apartment on lower level of provencal estate, centrally located in the hills above Cane Garden Bay w/view of Jost Van Dyke & surf at Cane Garden Bay. Private terrace w/outdoor dining. Includes use of shared pool. Small trail through 1 acre of undeveloped but landscaped jungle. 4WD vehicle required. Property is 10 min drive to Road Town & Cane Garden Bay, 5 min to Nanny Cay. 30 min to airport & west end.

Long Bay Surf Shack
"Location, location, location!" This rustic yet charming guest studio is nestled on a hillside above one of the most sought-after and beautiful resorts in the Virgin Islands. Just a two-minute walk to Long Bay Beach and Resort, which offers an amazing spa, beach bar and restaurant. This guest studio is perfect for a couple or a family of three. Hosts have lived in the BVI for 30 years and love to share local insights.

Lambert Beach Oasis, Beachfront, Resort Amenities
A stunning 1-bedroom, 1-bath retreat just steps from the pristine waters and golden sands of Lambert Bay Beach. Enjoy breathtaking ocean views, serene sunrises, and vibrant sunsets from this secure, private location. Perfect for a tranquil and luxurious escape, this villa offers modern amenities including a fully-equipped kitchen, washer and dryer, and a comfortable living area.

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.

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.

2 Bedroom Apartment in Great Mountain
Discover for yourself this spacious 2 bedroom 1 bathroom listing located in Great Mountain. Situated in the hills and only a 7 mintue drive to the capital "Road Town". This is truly home away from home, so kick back relax and enjoy this unique and peaceful apartment, where the view is breathtaking and nature's little secret has to offer.
Popular amenities for The Settlement holiday rentals
Other great holiday rentals in The Settlement

Champagne Chalet

Two bed in Long Bay Beach Resort

BluEdge Villa • Ocean Views • VIP Resort Access

Seaside Townhome, Dock, 2 Bdrm

Panoramic Ocean Views and Secluded Beach

Aloe House BVI-Private Island Beach Front Villa

Zafira Luxe 1BR: Sauna, Steam, Sunset Ocean Views

Cow Wreck Beach Villa
Destinations to explore
- Punta Cana Holiday rentals
- San Juan Holiday rentals
- Bayahibe Holiday rentals
- Carolina Holiday rentals
- Sainte-Anne Holiday rentals
- Culebra Holiday rentals
- Saint Thomas Holiday rentals
- Saint Croix Holiday rentals
- Basse-Terre Island Holiday rentals
- Aguadilla Holiday rentals
- Tortola Holiday rentals
- Le Gosier Holiday rentals
- Limetree Beach
- Magens Bay Beach
- Cane Garden Beach
- Coki Beach
- Oppenheimer Beach
- Cinnamon Bay Beach
- Peter Bay Beach
- Secret Harbor Beach
- Gibney Beach
- Caneel Bay Beach
- Josiah's Bay
- Maho Bay Beach
- Virgin Islands National Park
- Trunk Beach
- Pineapple Beach
- Hull Bay Beach
- Mandahl Bay Beach
- Salt Pond Beach
- Morningstar Beach
- Haulover Beach
- Hansen Bay Beach
- Oil Nut Bay
- Bluebeard Beach
- Cocoloba Beach




