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Check availability on Florida Keys Historic Hotels

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, (1,014 reviews)
"The woman at the front desk was very nice. "
United States
Ronald
The price is AED 580
AED 838 total
includes taxes & fees
17 May - 18 May
Pegasus International Hotel
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, (364 reviews)
"We loved the Saint Hotel and the staff was amazing! Will definitely be back! Perfect location. "
United States
Tunya
The price is AED 966
AED 1,087 total
includes taxes & fees
31 May - 1 Jun
The Saint Hotel Key West, Autograph Collection, Adult Only
Terrace/patio

FONTANA ~ Adults Only, Poolside King Room at Azul Mansion!

FONTANA ~ Adults Only, Poolside King Room at Azul Mansion!
Old Town Key West
9.4 out of 10, Exceptional, (146 reviews)
"All was great. Very convenient location and Key West vibe. "
United States
laurie y.
The price is AED 460
AED 1,092 total
includes taxes & fees
3 Jun - 4 Jun
FONTANA ~ Adults Only, Poolside King Room at Azul Mansion!
Beach

May Special 9-13 & 17 -19 & 29-1st 30$ off a ngt @169 lod + extras

May Special 9-13 & 17 -19 & 29-1st 30$ off a ngt @169 lod + extras
Old Town Key West
9.6 out of 10, Exceptional, (249 reviews)
"The condo/room was very clean and put together, the location is a nice neighborhood."
United States
Bonnie R.
The price is AED 559
AED 1,292 total
includes taxes & fees
18 May - 19 May
May Special 9-13 & 17 -19 & 29-1st 30$ off a ngt @169 lod + extras
Front of property

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, (1,001 reviews)
"This is our favorite place to stay! Great location and perfect accommodations for a trip to Key West!"
United States
Patti
The price is AED 884
AED 994 total
includes taxes & fees
19 May - 20 May
Amsterdam's Curry Mansion Inn
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, (120 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 714
AED 1,464 total
includes taxes & fees
8 Jun - 9 Jun
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!
Beach towels

STEPS TO DUVAL! OLD TOWN! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLOCKS TO SOUTH BEACH!

STEPS TO DUVAL! OLD TOWN! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLOCKS TO SOUTH BEACH!
Old Town Key West
9.8 out of 10, Exceptional, (44 reviews)
"Great location, one block from Duval Street but still quiet, clean and comfortable. "
United States
Jackie H.
The price is AED 617
AED 1,579 total
includes taxes & fees
30 May - 31 May
STEPS TO DUVAL! OLD TOWN! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLOCKS TO SOUTH BEACH!
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, (217 reviews)
"Our stay was amazing, I highly recommend Heidi and this location!"
United States
Becky S.
The price is AED 909
AED 1,601 total
includes taxes & fees
17 May - 18 May
Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures
Smart TV

Key Largo Kawama villa K1, 3/3

Key Largo Kawama villa K1, 3/3
Key Largo
9.8 out of 10, Exceptional, (188 reviews)
"Great place, the lake outside was amazing. Would stay here again. "
United States
Spencer H.
The price is AED 1,234
AED 2,431 total
includes taxes & fees
10 Jun - 11 Jun
Key Largo Kawama villa K1, 3/3
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, (156 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 1,194
AED 2,445 total
includes taxes & fees
2 Jun - 3 Jun
Cudjoe Cottages, swimming pool, just 20 miles from Key West
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.
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Top Florida Keys Hotel Reviews

Islander Resort

Islander Resort

10/10 Excellent
"Beautiful property. Best part is it’s very pet friendly. Will be back very soon"
Milena 1-night trip
Posted 4 hours ago
Islander Resort
Bayside Inn Key Largo

Bayside Inn Key Largo

10/10 Excellent
"Area was very nice. Staff was wonderful and friendly. Has a nice little outside restaurant/ bar with music on property. Pets were welcome everywhere. Pool was very relaxing.We definitely mark this on our map to stay again when visiting."
Susan e 1-night trip
Posted 10 hours ago
Bayside Inn Key Largo

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