Find Hotels with smoking rooms in Key West Historic District, FL

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Pick from 25 Key West Historic District Hotels with smoking rooms and compare room rates, reviews, and availability. Most hotels are fully refundable.

Artist House Key West
Front of property
Artist House Key West
3.5 star property
9.8 out of 10, Exceptional, (372)
"Staff warm , friendly and helpful….so much so that my partner and I became engaged on the staircase going to second floor. Sean was an absolute delight. "
The price is SAR 1,355
SAR 1,524 total
includes taxes & fees
13 Jum. II - 14 Jum. II
Artist House Key West
Orchid Key Inn - Adults Only
Outdoor pool
Orchid Key Inn - Adults Only
3.5 star property
9.8 out of 10, Exceptional, (1004)
"This property is on Duval Street but is still very quiet. Close to everything and the entire staff is phenomenal. It’s adults only which makes it even better. Property doesn’t have a lot of rooms so it never feels over crowded. Would definitely stay here again. "
The price is SAR 1,241
SAR 1,368 total
includes taxes & fees
4 Jum. II - 5 Jum. II
Orchid Key Inn - Adults Only
The Marquesa Hotel
Front of property
The Marquesa Hotel
3.5 star property
9.8 out of 10, Exceptional, (869)
"We would definitely stay here again. Lovely and quiet yet only a block from Duval St. Wonderful staff and comfortable bed!"
The price is SAR 1,309
SAR 1,641 total
includes taxes & fees
3 Jum. II - 4 Jum. II
The Marquesa Hotel
Island City House Hotel
Front of property
Island City House Hotel
3.0 star property
9.6 out of 10, Exceptional, (1001)
"Excellent location, friendly staff and beautiful gardens!"
The price is SAR 907
SAR 1,000 total
includes taxes & fees
9 Jum. II - 10 Jum. II
Island City House Hotel
The Gardens Hotel
Exterior
The Gardens Hotel
4.0 star property
9.6 out of 10, Exceptional, (919)
"Everything was fantastic! It was our first stay at The Gardens, but it will definitely not be our last! Every aspect was done to perfection. We enjoyed the fabulous location, the decor and ambiance of the hotel and grounds, the pool, the wine bar and of course the thoughtful, and gracious staff! It was very easy to just relax and have fun - just what we wanted from our long weekend away. "
The price is SAR 851
SAR 930 total
includes taxes & fees
4 Jum. II - 5 Jum. II
The Gardens Hotel
The Grand Guesthouse
Property grounds
The Grand Guesthouse
2.5 star property
9.6 out of 10, Exceptional, (903)
"Uber easy to Duval "
The price is SAR 553
SAR 703 total
includes taxes & fees
3 Jum. II - 4 Jum. II
The Grand Guesthouse
Tropical Inn
Room
Tropical Inn
3.5 star property
9.6 out of 10, Exceptional, (242)
"My girlfriend and I spent two nights here and we will definitely stay again on our next visit to key west. The host and staff are incredibly helpful and accommodating. Awesome place to stay. "
The price is SAR 611
SAR 781 total
includes taxes & fees
3 Jum. II - 4 Jum. II
Tropical Inn
Speakeasy Inn – Adults Only
Room
Speakeasy Inn – Adults Only
3.0 star property
9.4 out of 10, Exceptional, (565)
"The Speakeasy Inn is in a good location on Duval Street, although it is many blocks from the area around Mallory Square... it is closer to the Southernmost Point buoy and Hemmingway House. The hotel staff was great ( especially Nicole) so checkin was a breeze. The bar staff seemed indifferent and the drinks were good but high-priced, but since you could hang out on the porch and have a front-row seat to Duval St. it was worth it. The room we had was on ground level so it was nice to go in/out...
The price is SAR 784
SAR 882 total
includes taxes & fees
3 Jum. II - 4 Jum. II
Speakeasy Inn – Adults Only
Travelers Palm
Living area
Travelers Palm
2.5 star property
9.4 out of 10, Exceptional, (268)
"The property was beautiful and relaxing. The landscaping and pool were exquisite.It was a great little hideaway. We will definitely stay again. The only thing I didn’t love was the shared door between the suites and the studio. They need more soundproofing. If you rented the whole cottage for a family it would be fine, but you can hear everything your suite mates say. They need to rent as a whole property or close up the door with a wall and make them truly separate units. We were fortunate and...
Travelers Palm
The Inn on Fleming
Exterior
The Inn on Fleming
3.5 star property
9.2 out of 10, Wonderful, (569)
"Charming room. Clean and walking distance away from restaurants and Duval St. "
The price is SAR 859
SAR 966 total
includes taxes & fees
3 Jum. II - 4 Jum. II
The Inn on Fleming
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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.

Recent reviews of Key West Historic District hotels
Expedia verified reviews

Southwinds Motel

Southwinds Motel

5/5 Excellent
"Great time was had by all. Staff was very nice and accommodating, moved us closer to friends that were also staying there. If you needed something they we’re quick to remedy. Bar/liquor store with live music and ice cream on corner of property these were great. Close to Duval street was an added bonus. Time there was great. "
A verified traveler stayed at Southwinds Motel
Posted 2 days ago
Southwinds Motel