Vacation Rentals by Historic Key West Vacation Rentals - Boutique Luxury Vacation Rentals in Key West Florida!
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Air Conditioning
Dishwasher
Fireplace
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Hot Tub (Private)
Luxury
Pets Allowed
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Ski-in/Ski-out
Washer/Dryer
Wheelchair Accessible
Activities and Interests
Beach
Biking
Boating
Canoeing
Casino
Corporate and Executive
Fishing
Deep Sea Fishing
For Sale
Golfing
Group and Reunion
Honeymoon
Horseback Riding
Hunting
Lake
Mountain Biking
State National Parks
Nightclub and Disco
Over 55 Community
Sailing
Scuba Diving
Skiing
Cross Country Skiing
Snowmobiling
Spa
Surfing
Theatre
Wedding
White Water Rafting
Wineries and Vineyards
Fly Fishing
Wind Surfing
Hang Gliding
Disney
LegoLand
Hiking
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Ultra Luxury
Family Vacations
Kayaking
$795/night
Home in
Key West Florida
6 Beds • 4 Full Baths • Sleeps 15
Historic Key West Vacation Rentals
$749/night
Home in
Key West Florida
4 Beds • 4 Full Baths • Sleeps 8
Historic Key West Vacation Rentals
$1,575/week
Home in
Key West Florida
4 Beds • 4 Full Baths • Sleeps 8
Historic Key West Vacation Rentals
Home in
Old Town Key West Florida
4 Beds • 3 Full Baths • Sleeps 8
Historic Key West Vacation Rentals
Home in
Truman Annex of Key West Florida
4 Beds • 2 Full Baths • Sleeps 8
Historic Key West Vacation Rentals
$510/night
Cottage in
Key West Florida
4 Beds • 2 Full Baths • Sleeps 7
Historic Key West Vacation Rentals
$299/night
Townhouse in
Key West Florida
3 Beds • 3 Full Baths • Sleeps 7
Historic Key West Vacation Rentals
$1,575/week
Condo in
Key West Florida
3 Beds • 3 Full Baths • Sleeps 7
Historic Key West Vacation Rentals
$1,575/week
Condo in
Key West Florida
3 Beds • 3 Full Baths • Sleeps 7
Historic Key West Vacation Rentals
$1,575/week
Condo in
Key West Florida
3 Beds • 3 Full Baths • Sleeps 7
Historic Key West Vacation Rentals
$1,575/week
Condo in
Key West Florida
3 Beds • 3 Full Baths • Sleeps 7
Historic Key West Vacation Rentals
$1,127/week
Home in
Key West Florida
3 Beds • 2 Full Baths • Sleeps 7
Historic Key West Vacation Rentals
$739/night
Home in
Key West Florida
3 Beds • 2 Full Baths • Sleeps 7
Historic Key West Vacation Rentals
$699/night
Home in
Key West Florida
3 Beds • 3 Full Baths • Sleeps 6
Historic Key West Vacation Rentals
$4,470/month
Home in
Key West Florida
3 Beds • 3 Full Baths • Sleeps 6
Historic Key West Vacation Rentals
Home in
Key West Florida
3 Beds • 3 Full Baths • Sleeps 6
Historic Key West Vacation Rentals
$499/night
Home in
Key West Florida
3 Beds • 2 Full Baths • Sleeps 6
Historic Key West Vacation Rentals
$1,463/week
Condo in
Key West Florida
2 Beds • 2 Full Baths • Sleeps 6
Historic Key West Vacation Rentals
$4,500/month
Home in
Key West Florida
2 Beds • 2 Full Baths • Sleeps 6
Historic Key West Vacation Rentals
Villa in
Old Town Key West Florida
2 Beds • 2 Full Baths • Sleeps 6
Historic Key West Vacation Rentals
$1,575/week
Condo in
Key West Florida
2 Beds • 3 Full Baths • Sleeps 5
Historic Key West Vacation Rentals
$399/night
Home in
Key West Florida
2 Beds • 2 Full Baths • Sleeps 5
Historic Key West Vacation Rentals
$1,127/week
Home in
Key West Florida
2 Beds • 2 Full Baths • Sleeps 5
Historic Key West Vacation Rentals
$1,001/week
Cottage in
Key West Florida
2 Beds • 2 Full Baths • Sleeps 5
Historic Key West Vacation Rentals
$875/week
Home in
Key West Florida
2 Beds • 2 Full Baths • Sleeps 5
Historic Key West Vacation Rentals
$269/night
Home in
Key West Florida
2 Beds • 1 Full Bath • Sleeps 5
Historic Key West Vacation Rentals
$289/night
Home in
Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Historic Key West Vacation Rentals
$3,570/month
Home in
Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Historic Key West Vacation Rentals
Home in
Old Town Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Historic Key West Vacation Rentals
Condo in
Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Historic Key West Vacation Rentals
$265/night
Home in
Key West Florida
2 Beds • 1 Full Bath • Sleeps 4
Historic Key West Vacation Rentals
$700/week
Home in
Key West Florida
2 Beds • 1 Full Bath • Sleeps 4
Historic Key West Vacation Rentals
$1,533/week
Condo in
Key West Florida
2 Beds • 1 Full Bath • Sleeps 4
Historic Key West Vacation Rentals
Townhouse in
Key West Florida
2 Beds • 1 Full Bath • Sleeps 4
Historic Key West Vacation Rentals
Home in
Old Town Key West Florida
2 Beds • 1 Full Bath • Sleeps 4
Historic Key West Vacation Rentals
Condo in
Old Town Key West Florida
1 Bed • 1 Full Bath • Sleeps 4
Historic Key West Vacation Rentals
$189/night
Home in
Key West Florida
1 Bed • 1 Full Bath • Sleeps 3
Historic Key West Vacation Rentals
$159/night
Home in
Key West Florida
1 Bed • 1 Full Bath • Sleeps 3
Historic Key West Vacation Rentals
$159/night
Home in
Key West Florida
1 Bed • 1 Full Bath • Sleeps 3
Historic Key West Vacation Rentals
$229/night
Condo in
Key West Florida
1 Bed • 1 Full Bath • Sleeps 3
Historic Key West Vacation Rentals
Home in
Old Town Key West Florida
1 Bed • 1 Full Bath • Sleeps 3
Historic Key West Vacation Rentals
$560/week
Cottage in
Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
Historic Key West Vacation Rentals
$149/night
Home in
Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
Historic Key West Vacation Rentals
$179/night
Condo in
Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
Historic Key West Vacation Rentals
Cottage in
Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
Historic Key West Vacation Rentals
