Search Guest Houses in Fleming Key

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Nov 14 - Nov 16
In two weeks
Nov 21 - Nov 23
In one month
Dec 5 - Dec 7
In two months
Jan 2 - Jan 4

Guest Houses in Fleming Key

Outdoor spa tub
NYAH Key West - Adults Only

NYAH Key West - Adults Only

3.0 star property
Key West Historic District
7.8 out of 10, Good, (1000)
"Clean great staff and perfect pool!! "
United States
Kristy
$122 nightly
The price is $138
Nov 12 - Nov 13
Total with taxes and fees
NYAH Key West - Adults Only
Front of property
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, (1001)
"Right in the middle of everything yet quiet at night. Beautiful room and helpful staff via text. "
United States
Kelly
$233 nightly
The price is $263
Nov 23 - Nov 24
Total with taxes and fees
Amsterdam's Curry Mansion Inn
Property grounds
The Palms Hotel

The Palms Hotel

3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (1000)
"Great stay, comfortable room and beds, perfect location! "
United States
Kristen
$197 nightly
The price is $221
Nov 11 - Nov 12
Total with taxes and fees
The Palms Hotel
Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, sun loungers
Heron House Court - Adult Only

Heron House Court - Adult Only

3.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1019)
"The stay was good and made it easier to explore nearby places."
United States
sandhya
$143 nightly
The price is $161
Nov 10 - Nov 11
Total with taxes and fees
Heron House Court - Adult Only
Fountain
Colors on White

Colors on White

3.0 star property
Old Town Key West
8.0 out of 10, Very Good, (370)
"Very nice place to be at. Close walking and biking distance "
United States
brad
$219 nightly
The price is $246
Dec 2 - Dec 3
Total with taxes and fees
Colors on White
Balcony
L'Habitation Guest House

L'Habitation Guest House

2.5 star property
Key West Historic District
9.4 out of 10, Exceptional, (911)
"Overall, it was a great stay. It would be nice to have parking closer and part of your stay…the closeness to walkable areas was nice."
United States
Terry
$166 nightly
The price is $186
Nov 11 - Nov 12
Total with taxes and fees
L'Habitation Guest House
Courtyard
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, (1001)
"Great location, great staff, great amenities, would highly recommend "
United States
Olivia
$172 nightly
The price is $194
Nov 12 - Nov 13
Total with taxes and fees
The Cabana Inn Key West - Adults Only
Porch
Wicker Guesthouse

Wicker Guesthouse

3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (1001)
"It was a great place and location to stay in Key West. One recommendation would be to get a room in the back due to music from the bar next door. "
United States
CAREY
$259 nightly
The price is $291
Dec 1 - Dec 2
Total with taxes and fees
Wicker Guesthouse
Exterior
The Grand Guesthouse

The Grand Guesthouse

2.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (1000)
"Every thing was wonderful "
United States
Charlene
$200 nightly
The price is $225
Nov 10 - Nov 11
Total with taxes and fees
The Grand Guesthouse
Superior Villa, 2 Bedrooms, Private Pool (Room 409) | Outdoor pool
New Orleans House - Gay Men Adult Resort

New Orleans House - Gay Men Adult Resort

2.5 star property
Old Town Key West
8.6 out of 10, Excellent, (338)
"Pool bar has very high prices. Otherwise a great place to stay."
United States
KEN
$221 nightly
The price is $247
Nov 12 - Nov 13
Total with taxes and fees
New Orleans House - Gay Men Adult Resort
Poolside bar
Duval Inn

Duval Inn

3.0 star property
Old Town Key West
8.6 out of 10, Excellent, (708)
"The pool and breakfast were good."
United States
Winston
$239 nightly
The price is $269
Nov 11 - Nov 12
Total with taxes and fees
Duval Inn
Exterior
Coco Plum Inn

Coco Plum Inn

3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (457)
"Loved the location and eating our breakfast on the patio. "
United States
Kelly
$224 nightly
The price is $252
Nov 16 - Nov 17
Total with taxes and fees
Coco Plum Inn
Garden
Douglas House

Douglas House

3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (197)
"Absolute awesome place to stay"
United States
Dennis
$198 nightly
The price is $223
Nov 12 - Nov 13
Total with taxes and fees
Douglas House
Outdoor pool
The Key West Hotel

The Key West Hotel

2.5 star property
Key West Historic District
9.2 out of 10, Wonderful, (502)
"Excellent location right in the heart of town super friendly staff and very nice property "
United States
Sean
$301 nightly
The price is $332
Nov 10 - Nov 11
Total with taxes and fees
The Key West Hotel
Classic Room, 1 Queen Bed, Balcony, Pool View (1) | Balcony view
Curry House

Curry House

2.0 star property
Old Town Key West
7.0 out of 10, Good, (44)
"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
$343 nightly
The price is $385
Nov 20 - Nov 21
Total with taxes and fees
Curry House
Outdoor pool, sun loungers
The Mermaid & Alligator

The Mermaid & Alligator

3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (264)
"Property had several areas to relax."
United States
Mateo
$216 nightly
The price is $243
Nov 11 - Nov 12
Total with taxes and fees
The Mermaid & Alligator
Sweet Caroline - Two Bedroom Spacious Apartment | Private kitchen | Microwave
Banana's Foster Guesthouse

Banana's Foster Guesthouse

2.0 star property
Key West Historic District
8.8 out of 10, Excellent, (6)
"The hotel is an old building built in the 1800s and it shows the condition of the rooms were not perfect. It was OK for the few days we needed to stay but for the price the chain hotel might be better."
United States
Charles
$315 nightly
The price is $354
Nov 19 - Nov 20
Total with taxes and fees
Banana's Foster Guesthouse
King Suite Pool View | Iron/ironing board, free WiFi, bed sheets
Kona Kai Oasis

Kona Kai Oasis

3.0 star property
Old Town Key West
8.2 out of 10, Very Good, (576)
"Great short stay! "
United States
Edward
$233 nightly
The price is $262
Nov 17 - Nov 18
Total with taxes and fees
Kona Kai Oasis
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

10/10 Excellent
"Wonderful place to stay. Uber pickup was easy. Trolly available across the street for trolly. We had great dining options."
Teresa Weatherford 4-night trip
Posted 20 hours ago
Southernmost Beach Resort and Guesthouses

Find out more about Fleming Key

Fleming Key Guest Houses information

Number of reviews
Accommodation
 Guest Houses
Lowest Price
Highest Price

Explore a world of travel with Expedia