Key West Cottages from CA $363

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

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Our top choices for Key West cottages

OSPREY STUDIO @ The Colony-Sleeps up to 4

Old Town Key West

Donald

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

Old Town Key West

Mercedes A.

CA $919 total

includes taxes & fees

Aug 1 - Aug 2

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

Old Town Key West

Juleigh N.

CA $843 total

includes taxes & fees

Aug 5 - Aug 6

HIDDEN OASIS 3 blocks from Duval

Old Town Key West

Daniel M.

CA $908 total

includes taxes & fees

Jul 12 - Jul 13

Find your zen at HIDDEN TREASURE

Old Town Key West

Karen B.

Old Wooden Bridge Resort and Marina

Punta Brisa

Sofia

CA $363 total

includes taxes & fees

Jul 19 - Jul 20

Cottage with Pool and Dockage, just minutes to Key West

Cudjoe Key

David

CA $543 total

includes taxes & fees

Jul 15 - Jul 16

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cudjoe Key

Anthony

CA $571 total

includes taxes & fees

Aug 1 - Aug 2

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Top Key West Hotel Reviews

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent

"This is a very nice place to stay. The staff is very friendly and the property is top notch."

Pier House Resort & Spa

10/10 Excellent

"This place is a lush paradise. I loved having a private beach onsite. There are good dining options on the property, but it’s also a short walk to tons of bars and restaurants. It was quiet and peaceful, but also close enough to the action. The pool area is great and the entire property is clean and well maintained. I really enjoyed my stay here and would absolutely choose this property again. It’s really beautiful and the rooms are spacious and comfortable."

The Reach Key West, Curio Collection by Hilton

8/10 Good

"Everything was wonderful except for thee seaweed smell, which Iater on found out, they have the option to clean up. It was a consent smell like an outhouse and yes, it did reach past the hotel beach, swimming pool, court yard, and up to my room that I could smell it whenever I opened my balcony door. They tried to say its the time a year. They need to post this then on the site. Due to this smell/seaweed I did not see 1 person get in the water/ocean (you couldn't). Only time anyone was on the Reach's beach was when the pool was packed and no lounge chairs available. This is part of the experience (white sand and beach), is why I picked this destiny. Everything else was wonderful. I won't go back ONLY because of this horrific smell, and that is the only reason."

Find out more about Key West

Key West Cottages information

Number of reviews	1,054
Accommodation	115 Cottages
Lowest Price	CA $363
Highest Price	CA $1,748

Frequently asked questions

How much do cottages in Key West cost?

Cottages in Key West range between CA $363 and CA $1,748 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 9.4. 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 115 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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Key West Vacation Rentals

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Key West cottages

OSPREY STUDIO @ The Colony-Sleeps up to 4

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