Find Hotels with Free Parking in Key West Historic District, FL

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Check availability on Key West Historic District Hotels with Free Parking

Our top choices for Key West Historic District hotels with parking

2 outdoor pools, open 7:00 AM to 11:00 PM, cabanas (surcharge)
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.0 out of 10, Very Good, (1758)
"Loved staying here and would again next time we are in Key West!!"
Canada
David
The price is AED 403
AED 660 total
includes taxes & fees
15 Dec - 16 Dec
Blue Flamingo Resort Key West
Marina
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1171)
"great place to stay "
United States
michael
The price is AED 953
AED 1,297 total
includes taxes & fees
11 Jan - 12 January 2026
The Perry Hotel & Marina Key West
Building design
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only
3.0 star property
Old Town Key West
8.2 out of 10, Very Good, (1204)
"Great rooms, clean great friendly staff."
United States
Ryan
The price is AED 449
AED 670 total
includes taxes & fees
18 Dec - 19 Dec
The Southernmost Inn - Adults Only
Property grounds
Duval House

Duval House

Duval House
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1006)
"I loved this place the location was absolutely perfect "
United States
Frank
The price is AED 511
AED 653 total
includes taxes & fees
15 Dec - 16 Dec
Duval House
6 outdoor pools, free cabanas, pool umbrellas
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
Stock Island
9.0 out of 10, Wonderful, (1748)
"Clean room, great and friendly staff, great pools, easy parking, everything was great "
United States
Zidan
The price is AED 602
AED 899 total
includes taxes & fees
14 Dec - 15 Dec
Oceans Edge Key West Resort, Hotel & Marina
Couples treatment rooms, facials, massages
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.8 out of 10, Excellent, (2919)
"Great stay with an actual beach which is rare in Key West. "
United States
Robert
The price is AED 724
AED 1,083 total
includes taxes & fees
16 Dec - 17 Dec
Southernmost Beach Resort and Guesthouses
Lobby
Authors of Key West Guest House

Authors of Key West Guest House

Authors of Key West Guest House
3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1000)
"This guest house was excellent, breakfast was decent, had everything you needed."
Canada
David
Authors of Key West Guest House
Exterior
The Garden House

The Garden House

The Garden House
3.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (668)
"It a small convenient location and walkable to great areas. "
United States
Manuel
The price is AED 441
AED 575 total
includes taxes & fees
18 Dec - 19 Dec
The Garden House
Queen with Pool View | Minibar, in-room safe, individually decorated, individually furnished
Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages
2.5 star property
Key West Historic District
9.8 out of 10, Exceptional, (878)
"The staff was really nice"
United States
doug
The price is AED 621
AED 698 total
includes taxes & fees
17 Dec - 18 Dec
Simonton Court Historic Inn & Cottages
Bar (on property)
Southwinds Motel

Southwinds Motel

Southwinds Motel
2.0 star property
Old Town Key West
8.8 out of 10, Excellent, (1239)
"Everyone was so nice, great location. "
United States
Holly
The price is AED 566
AED 761 total
includes taxes & fees
14 Dec - 15 Dec
Southwinds Motel
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 Key West Historic District Hotel Reviews

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

10/10 Excellent
"Great rooms, clean great friendly staff."
Ryan 5-night trip
Posted 2 days ago
The Southernmost Inn - Adults Only

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