FR Lodging

Tap to Find Your Next Vacation Rental

Vacation Rentals by Historic Hideaways - The Best Vacation Rentals in Key West Florida!

Showing 1-40 of 40 Rentals

The Sanctuary (30 Night Min...
Home in Key West Florida
The Sanctuary
$6,000/month

Paradise Grand (30 Night Mi...
Home in Key West Florida
Paradise Grand
$9,500/month

Truman House
Home in Key West Florida
Truman House
$700/night

The Mermaid's Garden
Home in Key West Florida
Pool Area
$650/night

Admiral's Lane
Home in Key West Florida
Admiral's Lane
$4,550/week

Island Style
Home in Key West Florida
Island Style
$700/night

Blackbeard's Treasure (30 N...
Townhouse in Key West Florida
Blackbeard's Treasure
$5,200/month

Maximo Cabana (30 Night Min...
Home in Key West Florida
Maximo Cabana
$5,950/month

Kemp House
Home in Key West Florida
Kemp House
$495/night

Casa Angelina (30 Night Min...
Home in Key West Florida
Casa Angelina
$4,200/month

Ultimate Pool Cottage (30 N...
Home in Key West Florida
Ultimate Pool Cottage
$5,500/month

Anchor's Away (30 Night Min...
Home in Key West Florida
Pool with Waterfall
$5,500/month

Hemingway's Library (30 Nig...
Home in Key West Florida
Hemingway's Library
$5,700/month

Amelia Lane (30 Night Minim...
Home in Key West Florida
Amelia's Bungalow
$4,500/month

Azure Hideaway (30 Night Mi...
Cottage in Key West Florida
Azure Hideaway
$3,200/month

Duval Square
Townhouse in Key West Florida
Private Spa Patio
$250/night

The Meadows House
Home in Key West Florida
The Meadows House
$325/night

Duval Street Suite
Condo in Key West Florida
Duval Street Suite
$250/night

Banana Key
Condo in Key West Florida
Banana Key
$210/night

Royal Palm
Townhouse in Key West Florida
Royal Palm
$199/night

Havana Hideaway
Condo in Key West Florida
Havana Hideaway
$300/night

La Prive
Townhouse in Key West Florida
La Prive
$200/night

Anne's Hideaway (30 Night M...
Home in Key West Florida
Old Town Key West
$3,990/month

Quilted Giraffe
Home in Key West Florida
Quilted Giraffe
$375/night

Valhalla
Home in Key West Florida
Valhalla
$400/night

La Hacienda (30 Night Minim...
Home in Key West Florida
La Hacienda
$4,000/month

Shipyard
Condo in Key West Florida
Shipyard
$180/night

Hilltop Hideaway (30 Night...
Home in Key West Florida
Hilltop Hideaway
$2,100/month

En Plein Air (30 Night Mini...
Home in Key West Florida
Private Pool
$3,900/month

Poinciana House
Home in Key West Florida
Poinciana House
$325/night

Coral Condo
Condo in Key West Florida
Coral Condo
$160/night

Conch in Training
Condo in Key West Florida
Welcome to Paradise!
$180/night

Ann Street Gardens
Cottage in Key West Florida
Ann Street Gardens
$180/night

The Courtyard
Condo in Key West Florida
The Courtyard
$190/night

Campbell Suite
Condo in Key West Florida
Campbell Suite
$180/night

Solares (30 Night Minimum)
Home in Key West Florida
Solares
$1,950/month

Campbell Cottage (30 Night...
Home in Key West Florida
Living Area
$2,700/month

Writer's Retreat (30 Night...
Home in Key West Florida
Large Heated Pool
$2,500/month

Rose Treehouse
Home in Key West Florida
Rose Treehouse
$160/night

Bella Vita
Condo in Key West Florida
Bella Vita
$200/night