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Luxury rentals in Leeward Settlement

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.

Saving Grace
LUXE
Entire villa · 12 guests · 6 beds · 3.5 baths

Saving GracePlantation style villa on the beach

From $3,500 / night
Footprints on the Beach
LUXE
Entire villa · 12 guests · 6 beds · 6 baths

Footprints on the BeachFootprints on the Beach

From $4,800 / night
Turquoise Villa
LUXE
Entire villa · 8 guests · 7 beds · 4.5 baths

Turquoise VillaSleek modern villa near Grace Bay Beach

From $1,800 / night

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 vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning
  • Gated property

Other great luxury vacation rentals in Leeward Settlement

Milestone
LUXEEntire villa
Milestone
Price:$3,250 / night
Hawksbill
LUXEEntire villa
Hawksbill
Price:$14,500 / night
White Coral Villa
LUXEEntire villa
White Coral Villa
Price:$2,000 / night
Big Chill Villa
LUXEEntire villa
Big Chill Villa
Price:$2,300 / night
Beach House at Hawksbill
LUXEEntire villa
Beach House at Hawksbill
Price:$2,500 / night
Villa Awa
LUXEEntire villa
Villa Awa
Price:$7,200 / night
Villa Del Sol
LUXEEntire villa
Villa Del Sol
Price:$1,950 / night
Edge of Paradise
LUXEEntire villa
Edge of Paradise
Price:$1,950 / night
Pelican Vista
LUXEEntire villa
Pelican Vista
Price:$1,945 / night
Seafoam Villa
LUXEEntire villa
Seafoam Villa
Price:$2,000 / night
Villa Viatu
LUXEEntire villa
Villa Viatu
Price:$2,760 / night
Sentosa
LUXEEntire villa
Sentosa
Price:$15,000 / night
Show all