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Search Guest Houses in Fleming Key from CA $269

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Check prices for these dates

Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8
In one month
Nov 20 - Nov 22
In two months
Dec 18 - Dec 20

Our top choices for Fleming Key guest houses

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1. The Independent Inn

The Independent Inn
3.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (64 reviews)
"We fully enjoyed our stay, Owner was very friendly and polite and we highly recommend The Independent Inn!"
United States
Michael
The price is CA $245
CA $332 total
includes taxes & fees
Oct 25 - Oct 26
The Independent Inn
A covered porch with wicker furniture, potted plants, and a sign for the "Office" at the Palm Hotel.

2. The Palms Hotel

The Palms Hotel
3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1,004 reviews)
"Loved the small hotel setting! Friendly staff, great location, nice to have breakfast."
United States
Jerry
The price is CA $211
CA $269 total
includes taxes & fees
Oct 28 - Oct 29
The Palms Hotel
A narrow outdoor pathway flanked by potted plants and a wooden staircase leading to a white door with shutters.

3. The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,000 reviews)
"Fun apartment style living in Key West…fun little patio with coffee and continental breakfast. Make sure you look at the check in hours :) great spot makes you feel local"
United States
Justyn
The price is CA $222
CA $285 total
includes taxes & fees
Oct 27 - Oct 28
The Grand Guesthouse
A breakfast setup with wine bottles, fruits, and pastries on a tray by a door with a view of a staircase and greenery.

4. 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, (1,002 reviews)
"Great location and quaint courtyard vibe"
United States
Donna
The price is CA $227
CA $318 total
includes taxes & fees
Oct 25 - Oct 26
The Cabana Inn Key West - Adults Only
A tropical outdoor area with palm trees, hanging plants, and string lights.

5. Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (564 reviews)
"Loved our stay! I would definitely stay there again."
United States
Maricela
The price is CA $221
CA $274 total
includes taxes & fees
Nov 3 - Nov 4
Douglas House - Adults Only
A white building with green shutters, surrounded by a white picket fence and palm trees.

6. Kona Kai Oasis

Kona Kai Oasis
3.0 star property
Old Town Key West
8.0 out of 10, Very good, (676 reviews)
"This place is a great location- right down the street from Duval, although it is about a 20 minute walk to the better bars. Very affordable and parking on location, highly recommend!"
United States
Leah
The price is CA $252
CA $284 total
includes taxes & fees
Oct 26 - Oct 27
Kona Kai Oasis
A pool area with a blue table and chairs, surrounded by palm trees and a white building.

7. Banana's Foster Guesthouse

Banana's Foster Guesthouse
2.0 star property
Key West Historic District
8.6 out of 10, Excellent, (24 reviews)
"Perfect location and lovely place!"
United States
michael
The price is CA $189
CA $442 total
includes taxes & fees
Nov 16 - Nov 17
Banana's Foster Guesthouse
A covered outdoor seating area with wicker chairs and a glass table, overlooking a lush garden with palm trees and a pool.

8. Curry House

Curry House
2.0 star property
Old Town Key West
7.0 out of 10, Good, (71 reviews)
"An excellent location in town for a visit. We were up on third floor great view especially from porch…tough getting up stairs w luggage. Overall a wonderful visit. Beautiful location and just antique enough! Cheers"
United States
donald
The price is CA $140
CA $387 total
includes taxes & fees
Nov 18 - Nov 19
Curry House
A green house with a white porch, a flag, and a sign advertising a property for sale.

9. L'Habitation Guest House - Adults Only

L'Habitation Guest House - Adults Only
2.5 star property
Key West Historic District
9.4 out of 10, Exceptional, (1,000 reviews)
"Loved the location, breakfast and clean room. Staff, Drew, very friendly and helpful. Will definitely stay here again."
United States
Richard
The price is CA $239
CA $269 total
includes taxes & fees
Oct 28 - Oct 29
L'Habitation Guest House - Adults Only
A covered porch with wicker furniture, a ceiling fan, and a view of the street.

10. FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Community Pool

FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Community Pool
Old Town Key West
10.0 out of 10, Exceptional, (49 reviews)
"The place is very cute. The pool was perfect."
United States
Jay
The price is CA $168
CA $408 total
includes taxes & fees
Oct 25 - Oct 26
FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Community Pool
A covered outdoor area with a table and chairs, surrounded by white railings and palm trees.

11. CORONA ~ Adults Only, 2nd Floor King Room w/ Community Pool at Azul Mansion!

CORONA ~ Adults Only, 2nd Floor King Room w/ Community Pool at Azul Mansion!
Old Town Key West
9.6 out of 10, Exceptional, (197 reviews)
"It was a nice weekend getaway. Great location."
United States
The Rogue P.
The price is CA $162
CA $401 total
includes taxes & fees
Oct 25 - Oct 26
CORONA ~ Adults Only, 2nd Floor King Room w/ Community Pool at Azul Mansion!
A gated entrance with a gazebo, palm trees, and a brick pathway leading to a building with a red roof.

12. Duval Inn

Duval Inn
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (839 reviews)
"The room was nice and quaint, pool was clean and well kept. The staff was friendly and very helpful. Would stay there again."
United States
Arnold J
The price is CA $270
CA $375 total
includes taxes & fees
Oct 28 - Oct 29
Duval Inn
A wooden boardwalk leading to a beach with palm trees and a clear sky.

13. Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn
3.0 star property
Key West Historic District
8.0 out of 10, Very good, (1,000 reviews)
"If you like an old historical place to stay, this is it. Great location, big rooms, great atmosphere, free parking (bonus)"
United States
chris
The price is CA $284
CA $319 total
includes taxes & fees
Oct 27 - Oct 28
Amsterdam's Curry Mansion Inn
A swimming pool with a blue mosaic wall and a waterfall feature.

14. Colors on White

Colors on White
3.0 star property
Old Town Key West
8.0 out of 10, Very good, (491 reviews)
"Nice updated room but could have been cleaned a little better. Pulled nightstand out to retrieve my eyeglasses and found someone's used dirty napkin. Website states that it's .6 of a mile from Duval, it's more like 1.2 miles. Good parking!"
United States
Lori
The price is CA $252
CA $283 total
includes taxes & fees
Oct 26 - Oct 27
Colors on White
A pool area with lounge chairs, a white fence, and tropical plants.

15. Wicker Guesthouse

Wicker Guesthouse
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (1,002 reviews)
"Location was great"
United States
Kathy
The price is CA $290
CA $326 total
includes taxes & fees
Oct 25 - Oct 26
Wicker Guesthouse
A room with a bed, a ceiling fan, and a window with blinds.

16. The Mermaid & Alligator

The Mermaid & Alligator
3.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (329 reviews)
"A great place to stay, a couple of blocks from the action."
United Kingdom
Adam
The price is CA $314
CA $353 total
includes taxes & fees
Oct 25 - Oct 26
The Mermaid & Alligator
A pool with a waterfall feature, surrounded by lush greenery and a white building with green shutters.

17. JULIE ~ Adult Only, 1st Floor King Bedroom w/ Community Pool!

JULIE ~ Adult Only, 1st Floor King Bedroom w/ Community Pool!
Old Town Key West
10.0 out of 10, Exceptional, (112 reviews)
"We loved the quiet nature of the property, the easy access to a relaxing pool, and the location being so perfect to be able to walk to virtually everything but still have peace and quiet away from the noise. We'd stay here again in a heartbeat."
United States
Jake
The price is CA $192
CA $493 total
includes taxes & fees
Oct 25 - Oct 26
JULIE ~ Adult Only, 1st Floor King Bedroom w/ Community Pool!
A two-story building with a white picket fence, palm trees, and a sign that reads 'DUVAL GARDENS.'

18. Duval Gardens - Adults Only

Duval Gardens - Adults Only
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (925 reviews)
"Great rooms and staff, the breakfast is amazing "
United States
JoAnn
The price is CA $283
CA $413 total
includes taxes & fees
Nov 16 - Nov 17
Duval Gardens - Adults Only
A gated entrance with lush green foliage and a white picket fence.

19. Coco Plum Inn

Coco Plum Inn
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (570 reviews)
"Location was perfect"
United States
August
The price is CA $283
CA $318 total
includes taxes & fees
Oct 25 - Oct 26
Coco Plum Inn
A covered porch with wicker furniture, a ceiling fan, and a view of the street.

20. GATO ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen w/ Community Pool!

GATO ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen w/ Community Pool!
Old Town Key West
9.6 out of 10, Exceptional, (30 reviews)
"House is in a great location, walking distance to shops and Historic Harbor."
United States
Kevin M.
The price is CA $159
CA $397 total
includes taxes & fees
Oct 25 - Oct 26
GATO ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen w/ Community Pool!
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 Fleming Key Hotel Reviews

Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Close to everything!!"
David S 5-night trip
Posted 10 hours ago
Pier House Resort & Spa

Find out more about Fleming Key

Fleming Key Guest Houses information

Number of reviews
6,054
Accommodation
72 Guest Houses
Lowest Price
CA $269
Highest Price
CA $493

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