Find Historic Hotels in Florida Keys

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Check availability on Florida Keys Historic Hotels

Tonight
30 Mar - 31 Mar
Tomorrow
31 Mar - 1 Apr
This weekend
3 Apr - 5 Apr
Next weekend
10 Apr - 12 Apr

Our top choices for Florida Keys historic hotels

Sundeck

Pegasus International Hotel

Pegasus International Hotel
2.5 star property
Old Town Key West
8.2 out of 10, Very Good, (1,002 reviews)
"Staff was very helpful, room was clean, loved the hot tub."
United States
Rosemarie
The price is AED 969
AED 1,276 total
includes taxes & fees
31 Mar - 1 Apr
Pegasus International Hotel
Beach nearby, white sand, beach cabanas, sun loungers

Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn
3.0 star property
Key West Historic District
8.2 out of 10, Very Good, (1,006 reviews)
"Perfect central location with parking. Clean room with lovely private porch. "
United States
Karen
The price is AED 856
AED 963 total
includes taxes & fees
23 Apr - 24 Apr
Amsterdam's Curry Mansion Inn
Terrace/patio

CLARO ~ Adults Only, Pool View King Room in Azul Mansion!

CLARO ~ Adults Only, Pool View King Room in Azul Mansion!
Old Town Key West
9.8 out of 10, Exceptional, (152 reviews)
"Great location beautuful house!"
United States
Suzanne U.
The price is AED 591
AED 1,258 total
includes taxes & fees
31 Mar - 1 Apr
CLARO ~ Adults Only, Pool View King Room in Azul Mansion!
Exterior

The Saint Hotel Key West, Autograph Collection, Adult Only

The Saint Hotel Key West, Autograph Collection, Adult Only
3.5 star property
Key West Historic District
9.0 out of 10, Wonderful, (356 reviews)
"Fantastic spot, close to everything, but just far enough away. "
United States
Ruth
The price is AED 1,591
AED 1,789 total
includes taxes & fees
26 Apr - 27 Apr
The Saint Hotel Key West, Autograph Collection, Adult Only
Exterior detail

Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!

Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!
Old Town Key West
10.0 out of 10, Exceptional, (119 reviews)
"Brilliant location… very generous to leave bikes and chairs which was used every day. Well decorated and equipped room and comfy bed . Shower is hot and has great water pressure . Check in and out is easy . Thank you "
United Kingdom
Simon
The price is AED 933
AED 1,737 total
includes taxes & fees
19 Apr - 20 Apr
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!
Marina

Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!

Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!
Stock Island
9.4 out of 10, Exceptional, (43 reviews)
"Really neat lodging experience at reasonable price.Owner was extremely responsive & accommodating."
United States
Stephen C.
Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!
Indoor pool, outdoor pool

Ohana Cay 2brm/2bth - Book your getaway!

Ohana Cay 2brm/2bth - Book your getaway!
Rock Harbor
10.0 out of 10, Exceptional, (96 reviews)
"Perfect location and great community. Easy docking at the marina and nice amenities. "
United States
Gene Z.
The price is AED 826
AED 2,910 total
includes taxes & fees
27 Apr - 28 Apr
Ohana Cay 2brm/2bth - Book your getaway!
Property grounds

Cudjoe Cottages, swimming pool, just 20 miles from Key West

Cudjoe Cottages, swimming pool, just 20 miles from Key West
Cudjoe Key
8.8 out of 10, Excellent, (155 reviews)
"Great place with beautiful views, house could use some TLC so the trade out is location and outdoor space with nice yard and very peaceful. "
United States
Peggy H.
The price is AED 1,286
AED 2,563 total
includes taxes & fees
5 Apr - 6 Apr
Cudjoe Cottages, swimming pool, just 20 miles from Key West
Sun loungers, beach towels

Raphael Suite: 2/2 Studio Rooms - Pool, Patio w/grill, 2 blocks from Duval!

Raphael Suite: 2/2 Studio Rooms - Pool, Patio w/grill, 2 blocks from Duval!
Old Town Key West
9.2 out of 10, Wonderful, (296 reviews)
"Second time staying here. Perfect for what we needed, and close to everything! "
United States
Barb B.
The price is AED 1,561
AED 2,726 total
includes taxes & fees
31 Mar - 1 Apr
Raphael Suite: 2/2 Studio Rooms - Pool, Patio w/grill, 2 blocks from Duval!
Fridge, microwave, oven, stovetop

Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures

Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures
Tavernier
9.8 out of 10, Exceptional, (215 reviews)
"Absolutely wonderful property in every way!"
United States
Christopher K.
The price is AED 1,506
AED 2,357 total
includes taxes & fees
18 Apr - 19 Apr
Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures
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.
View all properties

Top Florida Keys Hotel Reviews

Bayside Inn Key Largo

Bayside Inn Key Largo

6/10 Okay
"It took a hour to check me in while other guest check in before me. The staff lady didn’t tell me What was going on while she check other guest that where after me. Se didn’t seem happy we were checking in with an attitude. I would not stay there again because of the front office staff. "
Juan 1-night trip
Posted 3 hours ago
Bayside Inn Key Largo

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