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Vacation Rentals by Historic Hideaways - The Finest in Property Management and Vacation Rental Homes in Key West, Florida!

All Vacation Rentals from Historic Hideaways

Paradise Grand
$600/night
Home in Key West Florida
5 Beds • 4 Full Baths • Sleeps 10
Historic Hideaways Key West

Truman House
$1,170/night
Home in Key West Florida
4 Beds • 3 Full Baths • Sleeps 10
Historic Hideaways Key West

Sea Stone
$400/night
Home in Key West Florida
4 Beds • 4 Full Baths • Sleeps 8
Historic Hideaways Key West

Boomerang Boathouse
$233/night
Home in Key West Florida
4 Beds • 2 Full Baths • Sleeps 8
Historic Hideaways Key West

Kemp House
$1,105/night
Home in Key West Florida
3 Beds • 3 Full Baths • Sleeps 6
Historic Hideaways Key West

Ultimate Pool Cottage
$250/night
Home in Key West Florida
3 Beds • 3 Full Baths • Sleeps 6
Historic Hideaways Key West

Noah Lane
$1,157/night
Home in Key West Florida
3 Beds • 3 Full Baths • Sleeps 6
Historic Hideaways Key West

Anchor's Away
$150/night
Home in Key West Florida
3 Beds • 2 Full Baths • Sleeps 6
Historic Hideaways Key West

Amelia by The Sea
$150/night
Home in Key West Florida
3 Beds • 2 Full Baths • Sleeps 6
Historic Hideaways Key West

Private Spa Patio
$650/night
Townhouse in Key West Florida
2 Beds • 2 Full Baths • Sleeps 6
Historic Hideaways Key West

Duval Street Suite
$650/night
Townhouse in Key West Florida
2 Beds • 2 Full Baths • Sleeps 6
Historic Hideaways Key West

Banana Key
$553/night
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 5
Historic Hideaways Key West

Royal Palm
$455/night
Townhouse in Key West Florida
2 Beds • 2 Full Baths • Sleeps 5
Historic Hideaways Key West

Havana Hideaway
$553/night
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 5
Historic Hideaways Key West

La Isla Vita
$144/night
Home in Key West Florida
2 Beds • 2 Full Baths • Sleeps 5
Historic Hideaways Key West

Quilted Giraffe
$650/night
Home in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Historic Hideaways Key West

Valhalla
$780/night
Home in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Historic Hideaways Key West

La Hacienda
$200/night
Home in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Historic Hideaways Key West

Conch Republic Retreat
$150/night
Home in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Historic Hideaways Key West

Lazy Lane Cottage
$183/night
Home in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Historic Hideaways Key West

Poolside Palms
$488/night
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Historic Hideaways Key West

Welcome to Margaretaville
$150/night
Home in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Historic Hideaways Key West

Shipyard
$397/night
Condo in Key West Florida
2 Beds • 1 Full Bath • Sleeps 4
Historic Hideaways Key West

Island Time
$150/night
Condo in Key West Florida
2 Beds • 1 Full Bath • Sleeps 4
Historic Hideaways Key West

Poinciana House
$585/night
Home in Key West Florida
1 Bed • 2 Full Baths • Sleeps 4
Historic Hideaways Key West

Conch in Training
$384/night
Condo in Key West Florida
1 Bed • 1 Full Bath • Sleeps 4
Historic Hideaways Key West

Ann Street Gardens
$462/night
Cottage in Key West Florida
1 Bed • 1 Full Bath • Sleeps 3
Historic Hideaways Key West

Coral Condo
$390/night
Condo in Key West Florida
1 Bed • 1 Full Bath • Sleeps 3
Historic Hideaways Key West

Campbell Eyebrow House
$225/night
Home in Key West Florida
1 Bed • 2 Full Baths • Sleeps 2
Historic Hideaways Key West

The Courtyard
$514/night
Condo in Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
Historic Hideaways Key West

Campbell Suite
$514/night
Condo in Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
Historic Hideaways Key West

Campbell Cottage
$117/night
Home in Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
Historic Hideaways Key West

Bella Vita
$325/night
Condo in Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
Historic Hideaways Key West

Shared Pool
$106/night
Condo in Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
Historic Hideaways Key West

Cubana Casita
$110/night
Condo in Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
Historic Hideaways Key West

Author's Retreat
$150/night
Condo in Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
Historic Hideaways Key West