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Check prices for these dates

In two weeks
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for Fleming Key cottages

Exterior

Get your ISLAND STLYE on!

Get your ISLAND STLYE on!
Old Town Key West
9.6 out of 10, Exceptional, (84 reviews)
"Good location. Provided everything that was listed. The unit was very clean."
United States
Mary S.
$591 nightly
The price is $647
Jul 23 - Jul 24
Total with taxes and fees
Get your ISLAND STLYE on!
Exterior

The Dancing Rooster: 2 Blocks from Duval in Old Town.

The Dancing Rooster: 2 Blocks from Duval in Old Town.
Old Town Key West
9.8 out of 10, Exceptional, (148 reviews)
"Such a great stay. A nice walk to duval for nightlife!"
United States
Mercedes A.
$593 nightly
The price is $658
Jul 27 - Jul 28
Total with taxes and fees
The Dancing Rooster: 2 Blocks from Duval in Old Town.
Exterior

NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location

NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
Old Town Key West
10.0 out of 10, Exceptional, (31 reviews)
"Great location, super clean. Great host communication. Thanks for a terrific stay!"
United States
Juleigh N.
$534 nightly
The price is $593
Aug 5 - Aug 6
Total with taxes and fees
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
Outdoor dining

HIDDEN OASIS 3 blocks from Duval

HIDDEN OASIS 3 blocks from Duval
Old Town Key West
9.6 out of 10, Exceptional, (101 reviews)
"All around amazing place! Location was perfect! "
United States
Daniel M.
$587 nightly
The price is $642
Jul 12 - Jul 13
Total with taxes and fees
HIDDEN OASIS 3 blocks from Duval
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

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"Amazing is all I can say. Everything was amazing- the room, the water pressure, the beds, the staff, the food, the beach and pools! We rented a scooter- which was the best decisions ever!"
Constance 4-night trip
Posted 1 hour ago
Casa Marina Key West, Curio Collection by Hilton

Find out more about Fleming Key

Fleming Key Cottages information

Number of reviews
364
Accommodation
57 Cottages
Lowest Price
$593
Highest Price
$658

Frequently asked questions

Why book your cottage in Fleming Key with Expedia?
Expedia has some superb cottages in Fleming Key, so start packing for a memorable stay on nature's doorstep. If you have a budget, choose how much you'd like to spend and the preferred star rating of your property. Or, use our filters to search for cottages with a kitchen or a pool. We'll help you find the right fit whatever your bank balance or plans.
How can I find cheap cottages in Fleming Key?
With Expedia's convenient filter tool, getting your hands on cheap cottages in Fleming Key couldn't be simpler. To find properties that'll make your bank balance smile, narrow down your search by star rating, budget and amenities.

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