Leeward Key vacation rentals

We found 41 vacation rentals — enter your dates for availability

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value
  • A place for everyone
    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about Leeward Key

More Vacation Rentals ideas

Seascape Resort Vacation Rentals
Standard Link for Seascape Resort
Tops'l Beach & Racquet Resort Vacation Rentals
Standard Link for Tops'l Beach & Racquet Resort
Alerio Vacation Rentals
Standard Link for Alerio
Seacove Vacation Rentals
Standard Link for Seacove
Beach House Vacation Rentals
Standard Link for Beach House
Gulfview Condominiums Vacation Rentals
Standard Link for Gulfview Condominiums
Beach Resort Vacation Rentals
Standard Link for Beach Resort
Huntington by the Sea Vacation Rentals
Standard Link for Huntington by the Sea
Luau Vacation Rentals
Standard Link for Luau
Beachside Two Vacation Rentals
Standard Link for Beachside Two
Emerald Shores Vacation Rentals
Standard Link for Emerald Shores
Mainsail Vacation Rentals
Standard Link for Mainsail
Tops'l The Tides Vacation Rentals
Standard Link for Tops'l The Tides
Surfside Vacation Rentals
Standard Link for Surfside
The Crescent Vacation Rentals
Standard Link for The Crescent
Beach Retreat Vacation Rentals
Standard Link for Beach Retreat
Sandestin Golf & Beach Resort Vacation Rentals
Standard Link for Sandestin Golf & Beach Resort
Windancer Vacation Rentals
Standard Link for Windancer
Ariel Dunes Vacation Rentals
Standard Link for Ariel Dunes
Hidden Dunes Vacation Rentals
Standard Link for Hidden Dunes
Edgewater Beach Condominium Vacation Rentals
Standard Link for Edgewater Beach Condominium
Beachside I Vacation Rentals
Standard Link for Beachside I
Westwinds Vacation Rentals
Standard Link for Westwinds
Mediterranea of Destin Vacation Rentals
Standard Link for Mediterranea of Destin
Maravilla Vacation Rentals
Standard Link for Maravilla
Amalfi Coast Resort Vacation Rentals
Standard Link for Amalfi Coast Resort
Tops'l Beach Manor Vacation Rentals
Standard Link for Tops'l Beach Manor
Ariel Dunes II Vacation Rentals
Standard Link for Ariel Dunes II
Majestic Sun Vacation Rentals
Standard Link for Majestic Sun

People also search for

Beach vacation rentals near Sandestin Golf & Beach Resort
Standard Link for Sandestin Golf & Beach Resort