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.

Amazing Grace
LUXE
Entire villa · 10 guests · 5 beds · 5.5 baths
Amazing GraceNeoclassical villa on 600 feet of white sandy beach
From $8,500 / night
Saving Grace
LUXE
Entire villa · 8 guests · 6 beds · 3.5 baths
Saving GracePlantation style villa on the beach
From $4,550 / night
The Tuscany
LUXE
Entire villa · 6 guests · 4 beds · 3 baths
The TuscanyThe Tuscany - 3Br - Sleeps 6. Lower rates for fewer bedrooms may be available upon request.
From $2,050 / 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

LUXEEntire villaRating 4.8 out of 5; 20 reviews
Coral House
$8,500 / night
LUXEEntire villaRating 4.86 out of 5; 14 reviews
Villa Islander
$3,286 / night
LUXEEntire villaRating 5 out of 5; 7 reviews
Hawksbill
$14,500 / night
LUXEEntire villaRating 4.86 out of 5; 7 reviews
Turtle Ridge Villa
$1,999 / night
LUXEEntire villaRating 5 out of 5; 5 reviews
Big Chill Villa
$2,300 / night
LUXEEntire villaRating 4.86 out of 5; 7 reviews
Milestone
$3,250 / night
LUXEEntire villaRating 5 out of 5; 5 reviews
Turquoise Villa
$1,800 / night
LUXEEntire villaRating 4.71 out of 5; 7 reviews
Villa Del Sol
$2,050 / night
LUXEEntire villaRating 5 out of 5; 4 reviews
Villa Awa
$7,800 / night
LUXEEntire villaRating 5 out of 5; 3 reviews
Coral Pavilion
$7,250 / night
LUXEEntire villaRating 5 out of 5; 3 reviews
Beach House at Hawksbill
$2,600 / night
LUXEEntire villa
Estate Beach Level Residences at Grace Bay Club
$2,984 / night
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