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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

Other great vacation rentals in The Settlement

Home in VG
Sunset Watch-Affordable luxury on a beachfront lot
$495 per night
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Villa in Virgin Gorda
Sundowner romantic 1BR beachfrontvilla privatepool
$707 per night
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Rental unit in Virgin Gorda
Sea La Vie, The Retreat at Nail Bay
$293 per night
Home in Roadtown
Kerensa Villa
$373 per night
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Cottage in Rogues Bay
Lowena Cottage
$218 per night
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Condo in Tortola
GreenLeafOasis #2 | A Beach Lover’s Paradise
$166 per night
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Rental unit in Virgin Gorda
Bayview Vacation Apartments - One Bedroom
$240 per night
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Private room in Spanish Town
Jerry's "No Worries" Guest Room
$115 per night
Home in Virgin Gorda
Island Spice, 2 BR's, Pool (Tennis, Gym access)
$624 per night
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Home in Tortola
Private Villa, HotTub,Amazing Views
$283 per night
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Tiny home in Anegada
Cow Wreck Beach Villa
$250 per night
Cottage in Anegada
Loblolly Beach Cottages: PEACH (2 bedroom/2bath)
$375 per night
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