Find Historic Hotels in Raccoon Key, FL
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on Raccoon Key Historic Hotels
Our top choices for Raccoon Key historic hotels
Charming cottages, dockage, pool, just minutes to Key West
Charming cottages, dockage, pool, just minutes to Key WestCudjoe Key
8.6 out of 10, Excellent, (120)
"Jennifer was very nice and accommodating."
Randy G.
The price is ￥24,763
￥50,997 total
includes taxes & fees
Dec 18 - Dec 19
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Just 20 miles from Key West! Oceanfront, dockage, swimming poolCutthroat Harbor Estates
8.4 out of 10, Very Good, (118)
"Great experience "
Peyton S.
Quaint cottage, pool, dockage just minutes to Key West!
Quaint cottage, pool, dockage just minutes to Key West!Cudjoe Key
9.0 out of 10, Wonderful, (146)
"great location, we are return visitors & will be back!"
Shannon W.
The price is ￥23,216
￥49,101 total
includes taxes & fees
Dec 19 - Dec 20
8.0 out of 10, Very Good, (1004)
"Great little hotel in the heart of Old Town."
Robert
The price is ￥15,506
￥24,407 total
includes taxes & fees
Dec 18 - Dec 19
Hyatt Centric Key West Resort and Spa
Hyatt Centric Key West Resort and SpaKey West Historic District
9.0 out of 10, Wonderful, (1011)
"Staff was courteous and the location is perfect for a weekend in Key West."
TIMOTHY
The price is ￥43,955
￥59,548 total
includes taxes & fees
Dec 18 - Dec 19
Simonton Court Historic Inn & Cottages
Simonton Court Historic Inn & CottagesKey West Historic District
9.8 out of 10, Exceptional, (880)
"The staff was really nice"
doug
The price is ￥25,894
￥29,131 total
includes taxes & fees
Dec 18 - Dec 19
9.0 out of 10, Wonderful, (1138)
"Great location and great staff "
Thomas
The price is ￥50,641
￥63,040 total
includes taxes & fees
Jan 4 - Jan 5, 2026
9.2 out of 10, Wonderful, (1024)
"Our stay was great!"
Richard
The price is ￥43,181
￥54,674 total
includes taxes & fees
Dec 18 - Dec 19
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 Raccoon Key Hotel Reviews
DoubleTree Resort by Hilton Grand Key - Key West
10/10 Excellent
Explore a world of travel with Expedia
- Casa Marina Hotels
- Scuba Diving Hotels in Old Town Key West
- All-Inclusive Hotel Hotels in Key West
- Luxury Hotels in Beachside
- All-Inclusive Hotel Hotels in Bahama Village
- Gay friendly Hotels in Key West
- Resorts in Key West
- Hotels near Sombrero Beach
- Hotels near Florida Keys National Marine Sanctuary
- Resorts in Duck Key
- Cheap Hotels in Casa Marina
- Historic Hotels in Key West
- Hotels near Key West Historic Seaport
- Hotels near Smathers Beach
- Hotels near South Beach
- Beach Hotels in Key West Historic District
- Coral Lagoon Hotels
- Pet-Friendly Hotels in Key West
- Aparthotels in Key Colony Beach
- Residences in Summerland Key
- Ryokans in Big Pine Key
- Hotels near Harry S. Truman Little White House
- Motels in Lower Florida Keys
- Cheap Hotels in Old Town Key West
- Resorts in Key Colony Beach
- Hotels near Florida Keys Beaches
- Rv Parks in Key West
- Farmstay in Marathon
- Adults Only Resorts & in Downtown Key West
- Inns in Duck Key
- Adults Only Resorts & in Key West
- Beach Hotels in Downtown Key West
- Aparthotels in Key West
- Resorts in No Name Key
- Guest Houses in Key West
- Hostels in Key West
- Rv Parks in Bahia Honda Key
- Resorts in Stock Island
- Apartments in Cow Key
- Gay friendly Hotels in Old Town Key West
- Hotels near Key West Naval Station
- Hotels near Calusa Beach
- Hotels near Duval Street
- Hotels near Simonton Beach
- Palaces in Key Colony Beach
- Apartments in Key West
- Waterpark Hotels in Key West
- Apartments in Big Pine Key
- Vacation Homes in Marathon
- Cheap Hotels in Beachside
- All-Inclusive Hotel Hotels in Downtown Key West
- Inns in Key Colony Beach
- Gay friendly Hotels in Key West Historic District
- Shopping Hotels in Sunset Key
- Beach Hotels in Key West
- Hotels near Florida Keys Eco - Discovery Center
- Hotels near Key West Intl.
- Cheap Hotels in Key West
- Ranches in Key West
- Luxury Hotels in Casa Marina
- Hotels near Florida Keys Marathon
- Resorts in Little Torch Key
- Hotels near Ernest Hemingway Home and Museum
- Holiday Park Resorts in Key West
- Cheap Hotels in Key West Historic District
- Luxury Hotels in Key West
- Cheap Hotels in Downtown Key West
- Lodges in Key West
- Big Pine Key Hotels
- Riads in Big Pine Key
- Hotels near Southernmost Point
- Beach Hotels in Midtown
- Vacation Homes in Big Pine Key
- Scuba Diving Hotels in Downtown Key West
- Resorts in Bahia Honda Key
- Marathon Hotels
- Resorts & Hotels with Spas in Beachside
- Lodges in Big Pine Key
- Scuba Diving Hotels in Key West
- Hotels with a Pool in Key West
- Condo Resorts in Key Colony Beach
- Cow Key Hotels
- Guest Houses in Cudjoe Key
- Key West Hotels
- Hotels near Fort Zachary Taylor Historic State Park