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Luxury rentals in Leeward Settlement

Find and book unique accommodations on Airbnb

Top-rated luxury vacation rentals in Leeward Settlement

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

LUXE
Villa in Grace Bay
Amazing Grace
Neoclassical villa on 600 feet of white sandy beach
Professional Host
LUXE
Villa in The Bight Settlement
Turtle Ridge Villa
Tropical postmodernism near Grace Bay Beach
LUXE
Villa in The Bight
Villa Islander
Tropical Brutalist architecture near the beach
Individual Host

Other great luxury vacation rentals in Leeward Settlement

LUXE
Villa in Leeward
Big Chill Villa
Individual Host
LUXE
Villa in Grace Bay
Turquoise Villa
Professional Host
LUXE
Villa in Leeward Settlement
Seagrace
Professional Host
LUXE
Villa in Grace Bay
Hawksbill
Professional Host
LUXE
Villa in Leeward Settlement
Sugar Apple
Professional Host
LUXE
Villa in The Bight Settlement
Casa Grande
Individual Host
LUXE
Villa in Grace Bay
Villa Awa
Professional Host
LUXE
Villa in Long Bay Hills
Clevelander
Professional Host
LUXE
Villa in Grace Bay
Coral Pavilion
Professional Host
LUXE
Villa in Providenciales
Villa Portofino
Professional Host
LUXE
Villa in Grace Bay
Beach House at Hawksbill
Professional Host
LUXE
Villa in Leeward Settlement
Below Deck
Professional Host