Vacation rentals in The Settlement

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Top-rated vacation rentals in The Settlement

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

Villa in Anegada

Loblolly Beach Cottages: GREEN (1 bedroom/1 bath)

Just renovated! *All reviews before 2021 are pre-renovations. The same Caribbean cottage charm, but now with beautiful modern amenities. 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 Big Bamboo for a drink, stargazing, or taking an adventure tour. A private slice of heaven!

$275 per night

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Condo in East End Tortola

GreenLeafOasis #1 | Turquoise Ocean Views

We are a privately-owned beachfront condominium located within the boundaries of the Wyndham Lambert Beach Resort. Our space is perfect for those wanting to spend some time close to nature and away from the busyness that Life can sometimes bring. Enjoy the breathtaking views of the white sands of the Lambert beach and the stunning Caribbean sunsets from your private and secluded beachfront patio. This listing offers easy access to nearby restaurants and is a short 15 min drive to Road Town.

$175 per night

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Cottage in Loblolly Bay

2 bedroom cottage on the beach! Full kitchen & AC

Just opened 2022! 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!

$350 per night