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
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

Our top choices for Key West cottages

Exterior

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (355 reviews)
"We had a great time! It was family, friendly, and we saw a ton of key deer. Pool was perfect as well!"
United States
Maya
$239 nightly
The price is $269
Aug 3 - Aug 4
Total with taxes and fees
Old Wooden Bridge Resort and Marina
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

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

8/10 Good
"Hotel was great! Perfect location for quiet. Complimentary hotel shuttle a plus. Golf cart rental option also nice. Gripes…we had 2 kids and 2 adults but always had to ask for a 4th towel and wash cloth. We were put in a handicapped accessible room which needed some minor updates, but perfectly functional. Aesthetically, the non-handicapped rooms were nicer. A/C was turned off late mid-day by hotel, but ceiling fan would work. Florida is HOT. Would I stay again….probably."
Autumn 4-night trip
Posted 1 hour ago
The Perry Hotel & Marina Key West

Find out more about Key West

Key West Cottages information

Number of reviews
355
Accommodation
111 Cottages
Lowest Price
$269
Highest Price
$269

Frequently asked questions

How much do cottages in Key West cost?
Cottages in Key West range between $269 and $269 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.
What are the best cottages in Key West?
Select from multiple cottages in Key West with a total average guest review rating of 8.6. Simonton Court Cottages is an ideal place to rest your feet between adventures. This 3.5-star cottage also comes with a garden and a nearby beach. Casa Manana Key West Monthly: 2 Br is another leading option with visitors in this area. It has a 3-star rating and amenities including a king-sized bed and a swimming pool.
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.
Are there any family-friendly cottages in Key West?
A trip with the family in Key West is simple at Casa Manana Key West Monthly: 2 Br. With amenities including a king-sized bed and a barbecue grill, you'll find all the comforts of home at this 3-star cottage. Simonton Court Cottages is another family-friendly stay where you and your squad can escape the hustle and bustle of city life. This cottage has a 3-star rating and amenities including housekeeping services and WiFi. Key West boasts plenty of family-friendly attractions to check out that'll entertain the kids. Smathers Beach and South Beach promise a fun day out for both young and old.
Why book your cottage in Key West with Expedia?
We think a getaway should be simple, so if you're seeking cottages in Key West at the perfect price, Expedia has you covered. Keep the budget in check and check in to a cheap option far from the hustle and bustle, or splurge on a 5-star cottage to spoil the ones you love most.
How can I find cheap cottages in Key West?
A good way to spot cheap cottages in Key West is with Expedia's handy filter tool. Tailor your search results by amenities, star rating and budget to land unbeatable deals in a couple of clicks.
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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