A sunny street lined with historic buildings, a 'ONE WAY' sign, and a flagpole with flags.

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Key West cottages

A two-story building with balconies, surrounded by lush greenery and palm trees.

1. The Dancing Rooster: Newly Renovated Key West Retreat, One Block to Duval!

The Dancing Rooster: Newly Renovated Key West Retreat, One Block to Duval!
Old Town Key West
9.8 out of 10, Exceptional, (154 reviews)
"Perfect for what we needed. Close to Duval and all the action."
United States
Jonnye W.
The price is NZ$1,535
includes taxes & fees
12 Nov - 13 Nov
The Dancing Rooster: Newly Renovated Key West Retreat, One Block to Duval!
A stationary houseboat with a covered deck, named 'Aqua Lodge', featuring a lounge area with chairs and tables.

2. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (380 reviews)
"Great view , clean room and excellent staff ( Mr. shaggy )"
United States
Jordan
The price is NZ$483
includes taxes & fees
5 Nov - 6 Nov
Old Wooden Bridge Resort and Marina
A mobile home with a green door, a small attached structure, and a recreational vehicle parked nearby.

3. Breezy Point - Venture Out Unit 199

Breezy Point - Venture Out Unit 199
Cudjoe Key
Breezy Point - Venture Out Unit 199
A white building with large windows and a balcony, featuring outdoor furniture and a covered area.

4. Canal Front home with easy Ocean access

Canal Front home with easy Ocean access
Cudjoe Key
8.8 out of 10, Excellent, (190 reviews)
"Porsche Berry Duty"
United States
Rafael G.
The price is NZ$643
includes taxes & fees
26 Nov - 27 Nov
Canal Front home with easy Ocean access
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 Key West Hotel Reviews

Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

10/10 Excellent
"Great property. Our room smelled slightly like mold or wetness. But other than that it was perfect for a short getaway"
Sarah 2-night trip
Posted 1 hour ago
Hilton Key West Resort & Marina

Find out more about Key West

Key West Cottages information

Number of reviews
724
Accommodation
111 Cottages
Lowest Price
NZ$483
Highest Price
NZ$1,535

Frequently asked questions

How much do cottages in Key West cost?
Cottages in Key West range between NZ$483 and NZ$1,535 per night. These retreats offer a chance to touch base with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Key West?
Stay in touch with nature in one of the 111 cottages waiting for you in Key West. To help you choose an ideal property, make use of our handy filters to search for must-have perks or amenities.
What is there to do in Key West near my cottage?
Key West has enough experiences and activities to keep you amused for weeks, starting with Nancy Forrester's Secret Garden. Donkey Milk House, Clarence S. Higgs Memorial Beach Park and Duval Street are other wonderful attractions. If you have more time, Smathers Beach and Mallory Square will add the finishing touches to your itinerary.

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