Search Guest Houses in Florida Keys

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Check prices for these dates

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9 Jan - 11 Jan
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16 Jan - 18 Jan
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30 Jan - 1 Feb
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27 Feb - 1 Mar

Our top choices for Florida Keys guest houses

Exterior
Ragged Edge Resort & Marina

Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.4 out of 10, Exceptional, (210)
"The room was impeccable. The staff was very friendly and helpful"
United States
Kathryn
Ragged Edge Resort & Marina
Outdoor spa tub
NYAH Key West - Adults Only

NYAH Key West - Adults Only

NYAH Key West - Adults Only
3.0 star property
Key West Historic District
8.0 out of 10, Very good, (1003)
"Great stay"
United States
Venkata Durga Phanindra Reddy
NYAH Key West - Adults Only
Property grounds
The Palms Hotel

The Palms Hotel

The Palms Hotel
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (1004)
"Enjoy the stay"
United States
Kevin
The price is HK$1,916
HK$2,330 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Palms Hotel
Garden
Douglas House

Douglas House

Douglas House
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (238)
"Excellent spot, I definitely recommended"
United States
Paul
The price is HK$1,899
HK$2,350 total
includes taxes & fees
13 Jan - 14 Jan 2026
Douglas House
Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, pool loungers
Heron House Court - Adult Only

Heron House Court - Adult Only

Heron House Court - Adult Only
3.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1003)
"Great staff, very friendly. Oerfect location, short walk to Duval, but far enough to get sleep. "
United States
Chandler
The price is HK$1,299
HK$1,732 total
includes taxes & fees
14 Jan - 15 Jan 2026
Heron House Court - Adult Only
Exterior
The Grand Guesthouse

The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (1001)
"Great stay"
United States
Ginger
The Grand Guesthouse
Beach nearby
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!

HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!

HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!
Old Town Key West
9.6 out of 10, Exceptional, (152)
"Very laidback and quiet! "
United States
Amy
The price is HK$1,088
HK$2,457 total
includes taxes & fees
14 Jan - 15 Jan 2026
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!
Beach nearby
TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Shared Heated Pool

TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Shared Heated Pool

TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Shared Heated Pool
Old Town Key West
9.8 out of 10, Exceptional, (24)
"Amazing stay"
United States
Harnoor S.
The price is HK$1,189
HK$2,586 total
includes taxes & fees
6 Jan - 7 Jan 2026
TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Shared Heated Pool
Private kitchen
Banana's Foster Guesthouse

Banana's Foster Guesthouse

Banana's Foster Guesthouse
2.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (7)
"The room was spotless and very comfortable."
United States
KARLA
Banana's Foster Guesthouse
Poolside bar
Duval Inn

Duval Inn

Duval Inn
3.0 star property
Old Town Key West
8.6 out of 10, Excellent, (722)
"Property was clean and perfect location."
United States
Tracy
Duval Inn
Front of property
L'Habitation Guest House

L'Habitation Guest House

L'Habitation Guest House
2.5 star property
Key West Historic District
9.4 out of 10, Exceptional, (925)
"A great no hassle stay."
United States
Gary
The price is HK$1,896
HK$2,133 total
includes taxes & fees
8 Jan - 9 Jan 2026
L'Habitation Guest House
Front of property
Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn
3.0 star property
Key West Historic District
8.4 out of 10, Very good, (1003)
"Great location "
United States
Ronald
The price is HK$1,668
HK$2,664 total
includes taxes & fees
4 Jan - 5 Jan 2026
Amsterdam's Curry Mansion Inn
Beach nearby
JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn!

JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn!

JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn!
Old Town Key West
10.0 out of 10, Exceptional, (78)
"Great location, great pool, exactly as advertised, and clean. I would definitely stay there again."
United States
Preston H.
The price is HK$1,655
HK$3,466 total
includes taxes & fees
6 Jan - 7 Jan 2026
JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn!
Beach nearby
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!

GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!

GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
Old Town Key West
9.8 out of 10, Exceptional, (104)
"Perfect spot to relax away from crowds. Pool was lovely."
United States
Mychelle J.
The price is HK$1,578
HK$3,371 total
includes taxes & fees
6 Jan - 7 Jan 2026
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
Courtyard
The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (1004)
"The Cabana is is wonderful. I’m very hard to please as I travel for a living and this place is exceptional!"
United States
Stephen
The Cabana Inn Key West - Adults Only
Balcony view
Curry House

Curry House

Curry House
2.0 star property
Old Town Key West
7.0 out of 10, Good, (47)
"This was a great older home with an amazing location to all the action on Duval. Seriously considering heading back next weekend for my Wife's B-Day! "
United States
Steven
Curry House
Outdoor pool
The Key West Hotel

The Key West Hotel

The Key West Hotel
2.5 star property
Key West Historic District
9.2 out of 10, Wonderful, (514)
"location was great nice bar party vibe"
United States
Robert Howard
The price is HK$2,779
HK$3,554 total
includes taxes & fees
7 Jan - 8 Jan 2026
The Key West Hotel
Porch
Wicker Guesthouse

Wicker Guesthouse

Wicker Guesthouse
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (1006)
"Clean rooms, wonderful staff, good breakfast"
United States
Shelley
Wicker Guesthouse
Fountain
Colors on White

Colors on White

Colors on White
3.0 star property
Old Town Key West
8.0 out of 10, Very good, (386)
"They room was well cleaned each day. A/C unit worked well but did needed it’s filter replaced. We enjoyed our stay and was close to the nightlife! "
United States
Julie
Colors on White
Exterior
Coco Plum Inn

Coco Plum Inn

Coco Plum Inn
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (470)
"The Coco Plum Inn is a wonderful place to stay. Staff is fantastic and the location is perfect. We will definitely come back and stay at the Coco Plum Inn."
United States
Brent
The price is HK$2,441
HK$2,746 total
includes taxes & fees
4 Jan - 5 Jan 2026
Coco Plum Inn
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

Waterside Suites & Marina

Waterside Suites & Marina

10/10 Excellent
"Great place with amazing views! Having two levels and two bathrooms - a great benefit. Very clean. Perhaps couple more basic kitchen utensils/dishes would’ve been beneficial but we’re easy going. "
Margaret 1-night trip
Posted 1 day ago
Waterside Suites & Marina

Find out more about Florida Keys

Florida Keys Guest Houses information

Number of reviews
10,746
Accommodation
2 Guest Houses
Lowest Price
HK$1,732
Highest Price
HK$3,554

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