Search Key West Cottage Accommodations
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Key West cottages
Cottage in Old Town Key West
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!9.8 out of 10, Exceptional, (33)
"Good place to stay loved it"
Charles I.
The price is AU$603
includes taxes & fees
20 Dec - 21 Dec
The price is AU$945
includes taxes & fees
4 Jan - 5 Jan 2026
Cottage in Old Town Key West
The Dancing Rooster: 2 Blocks from Duval in Old Town.10.0 out of 10, Exceptional, (131)
"Great place to stay"
JEFFREY Z.
The price is AU$1,042
includes taxes & fees
19 Dec - 20 Dec
Cottage in Old Town Key West
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location9.6 out of 10, Exceptional, (10)
"This was the perfect cottage for our stay. Very clean, nicely remodeled, great location to everything. It had everything we needed for or stay."
Michael M.
The price is AU$1,162
includes taxes & fees
9 Jan - 10 Jan 2026
Cottage in Old Town Key West
Find your zen at HIDDEN TREASURE8.8 out of 10, Excellent, (10)
"Great place to stay! "
sarah R.
Cottage in Old Town Key West
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!9.8 out of 10, Exceptional, (26)
"Great location! Fun place to stay! Responses to our questions/needs very promptly! "
Teressa S.
The price is AU$572
includes taxes & fees
17 Dec - 18 Dec
Cottage in Old Town Key West
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!10.0 out of 10, Exceptional, (27)
"Clean room, amazing location, the host was very communicative and helpful. They had a car service ready to pick us up at the airport which was phenomenal. "
Lauren S.
The price is AU$572
includes taxes & fees
17 Dec - 18 Dec
Cottage in Old Town Key West
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!9.8 out of 10, Exceptional, (23)
"Great little place, perfect for southernmost area."
Lee G.
The price is AU$578
includes taxes & fees
18 Dec - 19 Dec
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Key West Hotel Reviews
Fairfield Inn and Suites by Marriott Key West
10/10 Excellent
Find out more about Key West
Key West Cottages information
Number of reviews | 1,217 |
|---|---|
Accommodation | 124 Cottages |
Lowest Price | AU$483 |
Highest Price | AU$1,162 |
Frequently asked questions
Explore a world of travel with Expedia
- Luxury Hotels in Bahama Village
- Holiday Homes in Bahia Honda Key
- B&B in Big Pine Key
- Cabin Rentals in Big Pine Key
- Motels in Big Pine Key
- Ranches in Big Pine Key
- Town Houses in Boca Chica Key
- Casa Marina Hotels
- Motels in Cow Key
- Holiday Homes in Cudjoe Key
- Monroe County Hotels
- Beach Hotels in Downtown Key West
- Business Hotels in Downtown Key West
- Family Hotels in Downtown Key West
- Historic Hotels in Downtown Key West
- Hotels with Parking in Downtown Key West
- Luxury Hotels in Downtown Key West
- Dredgers Key Hotels
- Resort in Duck Key
- Hotels near Duval Street
- Hotels near Ernest Hemingway Home and Museum
- Caravan Parks in Flamingo
- Holiday Parks in Flamingo
- Resort in Flamingo
- Villas in Flamingo
- Fleming Key Hotels
- Hotels near Fort East Martello Museum and Gallery
- Hotels near Fort Zachary Taylor Historic State Park
- Resort in Grassy Key
- Historic Hotels in Historic Seaport
- Hostels in Islamorada
- Motels in Islamorada
- Resort in Islamorada
- Villas in Islamorada
- Condo Rentals in Key Colony Beach
- Holiday Homes in Key Colony Beach
- Motels in Key Colony Beach
- All Inclusive Hotels in Key West Historic District
- Cheap Hotels in Key West Historic District
- Family Hotels in Key West Historic District
- Key West Historic District Hotels
- Hotels near Key West Historic Seaport
- Hotels near Key West Lighthouse and Keeper's Quarters Museum
- B&B in Lower Florida Keys
- Holiday Homes in Lower Florida Keys
- Cottages in Marathon
- Midtown Hotels
- New Town Hotels
- Holiday Homes in No Name Key
- Adults Only Hotels in Old Town Key West
- Beach Hotels in Old Town Key West
- Cheap Hotels in Old Town Key West
- Historic Hotels in Old Town Key West
- Luxury Hotels in Old Town Key West
- Old Town Key West Hotels
- Holiday Homes in Raccoon Key
- Hotels near Smathers Beach
- Hotels near Southernmost Point
- Hostels in Stock Island
- Hotels near Studios of Key West
- B&B in Sugarloaf Key
- Villas in Sugarloaf Key
- Condo Rentals in Summerland Key
- Boutique Hotels in Sunset Key
- Luxury Hotels in Sunset Key
- The Meadows Hotels
- Cheap Hotels in Truman Annex
- Truman Annex Hotels
- Flights to Dredgers Key
- Flights from Key West Intl.
- Flights from Cancun (CUN) to Key West (EYW)
- Flights from Dallas (DAL) to Key West (EYW)
- Flights from Washington (DCA) to Key West (EYW)
- Flights from Dallas (DFW) to Key West (EYW)
- Flights from Newark Liberty Intl. Airport (EWR) to Key West (EYW)
- Flights from Fort Lauderdale (FLL) to Key West (EYW)
- Flights from Genoa (GOA) to Key West (EYW)
- Flights from New York (JFK) to Key West (EYW)
- Flights from Los Angeles (LAX) to Key West (EYW)
- Flights from Orlando (MCO) to Key West (EYW)
- Flights from Melbourne (MEL) to Key West (EYW)
- Flights from Miami (MIA) to Key West (EYW)
- Flights from Melbourne (MLB) to Key West (EYW)
- Flights from Smyrna (MQY) to Key West (EYW)
- Flights from New Orleans (MSY) to Key West (EYW)
- Flights from Chicago (ORD) to Key West (EYW)
- Flights from Perth (PER) to Key West (EYW)
- Flights from San Francisco (SFO) to Key West (EYW)
- Flights from Sarasota (SRQ) to Key West (EYW)
- Flights from Sydney (SYD) to Key West (EYW)
- Flights from Tampa (TPA) to Key West (EYW)