Cow Key, FL Cottage Rentals from $131

A sunset over a beach with a wooden pier and a small structure on it.

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Our top choices for Cow Key cottages

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

Cudjoe Key

Anthony

$364 nightly

Aug 2 - Aug 3

Total with taxes and fees

Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!

Cudjoe Key

Bryan M.

$533 nightly

Jul 24 - Jul 25

Total with taxes and fees

Canal front, dockage, 2 bedroom, 2 bath

Cudjoe Key

Anonymous traveler

$554 nightly

Aug 2 - Aug 3

Total with taxes and fees

OSPREY STUDIO @ The Colony-Sleeps up to 4

Old Town Key West

Donald

$519 nightly

Jul 21 - Jul 22

Total with taxes and fees

2BR,2BA w KING Master,35' SeaWall-SS and Quartz Kitchen,Bikes, Kayaks and VIEWS

Cudjoe Key

BRIAN S.

$741 nightly

Aug 4 - Aug 5

Total with taxes and fees

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

Old Town Key West

Mercedes A.

$559 nightly

Aug 1 - Aug 2

Total with taxes and fees

HIDDEN OASIS 3 blocks from Duval

Old Town Key West

Daniel M.

$565 nightly

Jul 22 - Jul 23

Total with taxes and fees

Get your ISLAND STLYE on!

Old Town Key West

Mary S.

$555 nightly

Jul 18 - Jul 19

Total with taxes and fees

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Top Cow Key Hotel Reviews

Southernmost Beach Resort and Guesthouses

10/10 Excellent

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Beachside Resort & Residences

8/10 Good

"Check in could have been better. We arrived early and was told we would be notified when our room was ready but no one notified us. I had to check again on my own after waiting for hours in the lobby. Room was clean, but the bathroom door handle came off when I tried to close the door, the sink had a poor drain, elevator didnt work, no ice machine nearby you have to go to lobby to request ice, and no microwave anywhere on premises. The private beach, pool, and hot tub were awesome and they did accommodate late check out. Overall good stay"

Blue Flamingo Resort Key West

8/10 Good

"Wonderful hotel! A lot of things to do there. Shuttle bus was a plus. The only thing that I had a problem with was housekeeping. I had to call consistently for towels and also for them to pick up the garbage. And it will take a long time for them to come to the room. They never clean the bathroom nor mop the floor. And it had a lot of sand in the room. Other than that, the food and the stuff at the bar were great"

Oceans Edge Key West Resort, Hotel & Marina

8/10 Good

"Beautiful property, restaurant was great, only thing to be aware of is that the location is really not that close to anything so you are limited to the shuttle provided by hotel to downtown Key West or utilize uber/lyft. Also, we did not take advantage of the free rental for kayak or paddle boarding as the water was very brown and smelled."

The Laureate Key West

10/10 Excellent

"El hotel excelente muy buenos servicios buena atención el personal muy amable todo muy limpio la habitación muy cómoda y súper amplia todos los utensilios de cosina que se necesitan el refrigerador grande muy bueno y enfría súper todo la verdad muy bueno yo diría excelente y enfría especial para familias 10% recomedado"

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent

"I really enjoyed my stay. The staff went out of their way to make you feel welcome and cared for. I want to make special mention of Ann - Marie at the front desk, Robert in the breakfast dining area, and Gabor from in he breakfast dining area, who went out of their way to make sure my stay was comfortable and catered to. I would definitely recommend this stay to others."

Find out more about Cow Key

Cow Key Cottages information

Number of reviews	16,096
Accommodation	159 Cottages
Lowest Price	$131
Highest Price	$314

Frequently asked questions

How much do cottages in Cow Key cost?

Cottages in Cow Key range between $131 and $314 per night. These properties offer a chance to get reacquainted 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 Cow Key?

Cow Key offers multiple cottages with a total average guest review rating of 9.0. Simonton Court Cottages is a superb option if you like natural surroundings and an unhurried pace. Travelers staying at this 3-star stay will have use of WiFi and pet-friendly facilities. Casa Manana Key West Monthly: 2 Br is another popular choice. This 3-star cottage has a swimming pool and a barbecue grill.

How many cottages are there in Cow Key?

Reconnect with nature in one of the 159 cottages on offer in Cow Key. To help you reserve your ideal stay, use our filter tool to search for perks or amenities you need.

Are there any family-friendly cottages in Cow Key?

Many travelers needing a family-friendly cottage in Cow Key choose Simonton Court Cottages. With a 3-star rating and amenities including housekeeping services and WiFi, it'll feel like your home away from home. Another excellent option for traveling families is Casa Manana Key West Monthly: 2 Br. An oven and a king-sized bed help make this 3-star cottage a comfy base for your Cow Key trip. Once you've checked in and dropped off your things, there's no shortage of family-friendly attractions to visit in and around Cow Key. Smathers Beach and South Beach are two of our top suggestions.

Why book your cottage in Cow Key with Expedia?

Expedia has some wonderful cottages in Cow Key, so start packing for a memorable vacation on nature's doorstep. If you have a budget in mind, click on how much you'd like to spend and your preferred property star rating. Or, make your way to the filters to search for cottages with a pool or a hot tub. We'll help you find the right place whatever your plans or style of travel.

How can I find cheap cottages in Cow Key?

A great way to locate cheap cottages in Cow Key is with Expedia's handy filter tool. Fine-tune your search results by amenities, star rating and budget to access unbeatable deals with only a few clicks.

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Our top choices for Cow Key cottages

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