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Vacation Rentals by Managing and Renting the Finest Vacation Rental Homes in Key West, Florida!
Vacation Rentals from Historic Hideaways
Displaying 1-33 of 33 Rentals
$113/night
Condo in
Truman Annex of Key West Florida
1 Bed • 1 Full Bath • Sleeps 4
$480/night
Home in
Mid Town Florida
4 Beds • 4 Full Baths • Sleeps 8
$500/night
Home in
The Meadows Florida
5 Beds • 4 Full Baths • Sleeps 10
$130/night
Condo in
Truman Annex of Key West Florida
2 Beds • 2 Full Baths • Sleeps 5
$910/night
Home in
Old Town Key West Florida
3 Beds • 3 Full Baths • Sleeps 6
$233/night
Home in
The Meadows Florida
4 Beds • 2 Full Baths • Sleeps 8
$120/night
Condo in
Old Town Key West Florida
2 Beds • 1 Full Bath • Sleeps 4
$333/night
Home in
Truman Annex of Key West Florida
3 Beds • 3 Full Baths • Sleeps 6
$150/night
Home in
The Meadows Florida
2 Beds • 2 Full Baths • Sleeps 4
$106/night
Condo in
Old Town Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
$250/night
Cottage in
The Meadows Florida
3 Beds • 3 Full Baths • Sleeps 6
$116/night
Condo in
Truman Annex of Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
$110/night
Condo in
Old Town Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
$103/night
Condo in
Truman Annex of Key West Florida
2 Beds • 1 Full Bath • Sleeps 4
$325/night
Condo in
Old Town Key West Florida
2 Beds • 2 Full Baths • Sleeps 6
$260/night
Condo in
Old Town Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
$166/night
Home in
Old Town Key West Florida
3 Beds • 2 Full Baths • Sleeps 6
$150/night
Home in
Old Town Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
$234/night
Condo in
Old Town Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
$325/night
Townhouse in
Old Town Key West Florida
2 Beds • 2 Full Baths • Sleeps 6
$200/night
Home in
Old Town Key West Florida
3 Beds • 2 Full Baths • Sleeps 6
$143/night
Home in
Old Town Key West Florida
3 Beds • 2 Full Baths • Sleeps 6
$127/night
Condo in
Old Town Key West Florida
2 Beds • 1 Full Bath • Sleeps 3
$488/night
Home in
Old Town Key West Florida
1 Bed • 2 Full Baths • Sleeps 4
$618/night
Home in
Old Town Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
$73/night
Condo in
Old Town Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
$150/night
Home in
Old Town Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
$225/night
Condo in
Old Town Key West Florida
1 Bed • 2 Full Baths • Sleeps 2
$103/night
Condo in
Old Town Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
$389/night
Condo in
Old Town Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
$150/night
Home in
Old Town Key West Florida
2 Beds • 2 Full Baths • Sleeps 5
$215/night
Cottage in
Old Town Key West Florida
1 Bed • 1 Full Bath • Sleeps 3
$1,040/night
Home in
Old Town Key West Florida
4 Beds • 3 Full Baths • Sleeps 10
Historic Hideaways Key West