Default HTG hotel image

Search Guest Houses in Fleming Key

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1
In one month
Nov 13 - Nov 15
In two months
Dec 11 - Dec 13

Our top choices for Fleming Key guest houses

Lobby

1. The Independent Inn-Adults only

The Independent Inn-Adults only
3.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (63 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 ₩201,379
₩272,620 total
includes taxes & fees
Oct 18 - Oct 19
The Independent Inn-Adults only
A tropical outdoor area with palm trees, hanging plants, and string lights.

2. Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (558 reviews)
"Loved our stay! I would definitely stay there again."
United States
Maricela
The price is ₩211,062
₩261,189 total
includes taxes & fees
Oct 19 - Oct 20
Douglas House - Adults Only
A covered porch with wicker furniture, potted plants, and a sign for the "Office" at the Palm Hotel.

3. The Palms Hotel

The Palms Hotel
3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1,002 reviews)
"Loved the small hotel setting! Friendly staff, great location, nice to have breakfast."
United States
Jerry
The price is ₩213,980
₩270,748 total
includes taxes & fees
Oct 25 - Oct 26
The Palms Hotel
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, (1,001 reviews)
"Great location and quaint courtyard vibe"
United States
Donna
The price is ₩216,035
₩303,371 total
includes taxes & fees
Oct 25 - Oct 26
The Cabana Inn Key West - Adults Only
A narrow outdoor pathway flanked by potted plants and a wooden staircase leading to a white door with shutters.

5. The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,003 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 ₩211,048
₩270,955 total
includes taxes & fees
Oct 27 - Oct 28
The Grand Guesthouse
A covered outdoor seating area with wicker chairs and a glass table, overlooking a lush garden with palm trees and a pool.

6. 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 ₩170,518
₩409,481 total
includes taxes & fees
Oct 27 - Oct 28
Curry House
A green house with a white porch, a flag, and a sign advertising a property for sale.

7. 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 ₩226,956
₩255,335 total
includes taxes & fees
Oct 28 - Oct 29
L'Habitation Guest House - Adults Only
A wooden boardwalk leading to a beach with palm trees and a clear sky.

8. 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, (1,001 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 ₩342,902
₩385,765 total
includes taxes & fees
Oct 28 - Oct 29
Amsterdam's Curry Mansion Inn
A gated entrance with lush green foliage and a white picket fence.

9. Coco Plum Inn

Coco Plum Inn
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (567 reviews)
"Great stay! Great location"
United States
Riley
The price is ₩267,197
₩300,593 total
includes taxes & fees
Oct 18 - Oct 19
Coco Plum Inn
A pool area with a blue table and chairs, surrounded by palm trees and a white building.

10. 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 ₩190,931
₩432,446 total
includes taxes & fees
Nov 16 - Nov 17
Banana's Foster Guesthouse
A room with a bed, a ceiling fan, and a window with blinds.

11. 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 ₩319,419
₩359,346 total
includes taxes & fees
Oct 19 - Oct 20
The Mermaid & Alligator
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 ₩318,886
₩426,293 total
includes taxes & fees
Oct 25 - Oct 26
Duval Inn
A two-story building with a white picket fence, palm trees, and a sign that reads 'DUVAL GARDENS.'

13. 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 ₩311,014
₩439,959 total
includes taxes & fees
Oct 25 - Oct 26
Duval Gardens - Adults Only
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)
"The property is very attractive and well maintained. It is a very good value for the reasonable price. Free adjacent parking is a great convenience and money saver. Although there is no staff on the property since there is only 5 units, the staff is at a nearby property and very helpful. Easy walking to restaurants and stores. We had a very favorable stay and will book again."
United States
Harvey
The price is ₩238,964
₩268,851 total
includes taxes & fees
Oct 18 - Oct 19
Colors on White
A white building with green shutters, surrounded by a white picket fence and palm trees.

15. Kona Kai Oasis

Kona Kai Oasis
3.0 star property
Old Town Key West
8.0 out of 10, Very good, (673 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 ₩288,449
₩324,505 total
includes taxes & fees
Oct 26 - Oct 27
Kona Kai Oasis
A pool area with lounge chairs, a white fence, and tropical plants.

16. Wicker Guesthouse

Wicker Guesthouse
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (1,003 reviews)
"Location was great"
United States
Kathy
The price is ₩274,989
₩309,373 total
includes taxes & fees
Oct 25 - Oct 26
Wicker Guesthouse
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Fleming Key Hotel Reviews

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

8/10 Good
"👍"
Peter 1-night trip
Posted 11 hours ago
Southernmost Beach Resort and Guesthouses

Find out more about Fleming Key

Fleming Key Guest Houses information

Number of reviews
5,655
Accommodation
27 Guest Houses
Lowest Price
₩255,335
Highest Price
₩439,959