Skip to content

Luxury rentals in Leeward Settlement

Find and book unique accommodation on Airbnb

Top-rated luxury holiday rentals in Leeward Settlement

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

Villa in Grace Bay
Amazing Grace
Neoclassical villa on 600 feet of white sandy beach
$9,487 SGD per night
LUXE
Villa in Grace Bay
Saving Grace
Plantation style villa on the beach
$5,964 SGD per night
LUXE
Villa in Grace Bay
Coral House
Classical revival villa on the beach
$11,520 SGD per night
LUXE

Luxury rentals for every style

The right home for your next dream getaway

  • Featured Homes
  • Flexible bookings
  • Ready to book homes

Popular amenities for Leeward Settlement luxury holiday rentals

Other great luxury holiday rentals in Leeward Settlement

Villa in Leeward
Big Chill Villa
$2,624 SGD per night
LUXE
Villa in Grace Bay
Turquoise Villa
$2,169 SGD per night
LUXE
Villa in Grace Bay
Hawksbill
$22,363 SGD per night
LUXE
Villa in Grace Bay
Milestone
$3,592 SGD per night
LUXE
Villa in Leeward Settlement
Seagrace
$2,033 SGD per night
LUXE
Villa in Leeward Settlement
Sugar Apple
$1,762 SGD per night
LUXE
Villa in Grace Bay
Villa Awa
$10,165 SGD per night
LUXE
Villa in Grace Bay
Coral Pavilion
$9,894 SGD per night
LUXE
Villa in Providenciales
Villa Portofino
$5,313 SGD per night
LUXE
Villa in Grace Bay
Beach House at Hawksbill
$3,659 SGD per night
LUXE
Villa in The Bight Settlement
Casa Grande
$4,879 SGD per night
LUXE
Villa in Long Bay Hills
Clevelander
$6,777 SGD per night
LUXE