Vacation Rentals by Historic Hideaways - The Finest Vacation Rental Homes in Key West!

Book Direct Manager Profile
Number of Guests

Bedrooms

Bathrooms
more filters

Price Range

Amenities
  Air Conditioning
  Dishwasher
  Fireplace
  Grill
  Hot Tub (Private)
  Luxury
  Pets Allowed
  Pool (Private)
  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
  Rental Exchange
  Specials
  Ultra Luxury
  Family Vacations
  Kayaking


The Sanctuary
$8,000/month
Home in Key West Florida
5 Beds • 5 Full Baths • Sleeps 10
Historic Hideaways

Truman House
$985/night
Home in Key West Florida
4 Beds • 3 Full Baths • Sleeps 10
Historic Hideaways

Pool Area
$890/night
Home in Key West Florida
4 Beds • 3 Full Baths • Sleeps 8
Historic Hideaways

Admiral's Lane
$6,895/week
Home in Key West Florida
4 Beds • 3 Full Baths • Sleeps 8
Historic Hideaways

Kemp House
$700/night
Home in Key West Florida
3 Beds • 3 Full Baths • Sleeps 6
Historic Hideaways

Casa Angelina
$5,500/month
Home in Key West Florida
3 Beds • 3 Full Baths • Sleeps 6
Historic Hideaways

Ultimate Pool Cottage
$5,000/month
Home in Key West Florida
3 Beds • 3 Full Baths • Sleeps 6
Historic Hideaways

Noah's Retreat
$890/night
Key West Florida
3 Beds • 3 Full Baths • Sleeps 6
Historic Hideaways

Amelia's Bungalow
$4,990/month
Home in Key West Florida
3 Beds • 2 Full Baths • Sleeps 6
Historic Hideaways

Serenity Now
$5,500/month
Home in Key West Florida
3 Beds • 2 Full Baths • Sleeps 6
Historic Hideaways

Amelia by the Sea
$4,000/month
Key West Florida
3 Beds • 2 Full Baths • Sleeps 6
Historic Hideaways

Azure Hideaway
$2,990/month
Cottage in Key West Florida
2 Beds • 2 Full Baths • Sleeps 8
Historic Hideaways

Private Spa Patio
$350/night
Townhouse in Key West Florida
2 Beds • 2 Full Baths • Sleeps 6
Historic Hideaways

Duval Street Suite
$350/night
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 6
Historic Hideaways

Banana Key
$450/night
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 5
Historic Hideaways

Royal Palm
$300/night
Townhouse in Key West Florida
2 Beds • 2 Full Baths • Sleeps 5
Historic Hideaways

Havana Hideaway
$450/night
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 5
Historic Hideaways

La Prive
$350/night
Townhouse in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Historic Hideaways

The Meadows House
$500/night
Home in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Historic Hideaways

Old Town Key West
$4,900/month
Home in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Historic Hideaways

Quilted Giraffe
$500/night
Home in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Historic Hideaways

Valhalla
$500/night
Home in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Historic Hideaways

La Hacienda
$5,000/month
Home in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Historic Hideaways

Bahamian Rhapsody
$5,500/month
Home in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Historic Hideaways

La Buena Vida
$3,800/month
Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Historic Hideaways

Front of Home
$3,800/month
Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Historic Hideaways

Shipyard
$250/night
Condo in Key West Florida
2 Beds • 1 Full Bath • Sleeps 4
Historic Hideaways

Hilltop Hideaway
$2,000/month
Home in Key West Florida
2 Beds • 1 Full Bath • Sleeps 4
Historic Hideaways

Poinciana House
$450/night
Home in Key West Florida
1 Bed • 2 Full Baths • Sleeps 4
Historic Hideaways

Coral Condo
$225/night
Condo in Key West Florida
1 Bed • 1 Full Bath • Sleeps 4
Historic Hideaways

Ann Street Gardens
$235/night
Cottage in Key West Florida
1 Bed • 1 Full Bath • Sleeps 3
Historic Hideaways

The Courtyard
$250/night
Condo in Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
Historic Hideaways

Campbell Suite
$250/night
Condo in Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
Historic Hideaways

Solares
$1,800/month
Home in Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
Historic Hideaways

Living Area
$3,250/month
Home in Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
Historic Hideaways

Rose Treehouse
$180/night
Home in Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
Historic Hideaways

Bella Vita
$250/night
Condo in Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
Historic Hideaways