Holiday Rentals

Florida Keys

Villas and Holiday Rentals in Florida Keys, FL

Florida Keys Holiday Rentals

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The 10 Best Holiday Rentals in Florida Keys

Family-Friendly Holiday Rentals in Florida Keys

Pet-Friendly Holiday Rentals in Florida Keys

Relax by Florida Keys Beaches, just a 7-min drive away
Sleeps 5 • 1 bathroom
Dock, Htd 80' Pool, Deep Channel, 15 Min To Key West
Sleeps 4 • 2 bathrooms
Cudjoe Cottages, swimming pool, just 20 miles from Key West
Sleeps 6 • 2 bathrooms
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Sleeps 6 • 2 bathrooms
Petite Maison - Key West Cottage: Sleeps 4 Steps from Everything! Parking Too
Sleeps 4 • 2 bathrooms
THE OLD SAPODILLA HOUSE ~ Pet Friendly Home in Historic Bahama Village
Sleeps 6 • 3 bathrooms
Sunny Condo w/ Entertainment, Balcony, & Great Location Near Beach - Dogs OK
Sleeps 4 • 1 bathroom
Architect's Personal Residence, Private Pool, 1 Blk. to Duval
Sleeps 6 • 3 bathrooms
Dog-friendly condo with pool, hot tub, balcony, central AC, W/D, & fitness room
Sleeps 6 • 2 bathrooms
Contemporary Dog-Friendly Cottage with Easy Beach Access & Shared Pool
Sleeps 4 • 2 bathrooms

The Top 10 Rated Holiday Rentals in Florida Keys

All Florida Keys Holiday Rentals

Islamorada

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Lower Keys

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Long Key

Layton (44)

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Key Largo

Tavernier (1586)

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Marathon

Grassy Key (1)

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