Cow Key, FL

Travel Guide

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

Explore the area near Cow Key and other popular areas in Key West

Find the best Cow Key areas and neighborhoods for the activities you enjoy most. Learn more about Cow Key
Learn more about Cow Key
A palm tree on a sandy beach with clear blue water and a bright blue sky.
Photo by Ganesh Dubal
Open Photo by Ganesh Dubal

Beachside

If you're spending some time in Beachside, Florida Keys Beaches and Smathers Beach are top sights worth seeing.

A beach with rocky shoreline, palm trees, and a sailboat in the distance.
Photo by monika Galang
Open Photo by monika Galang

White St. Gallery

While White St. Gallery might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Duval Street and Clarence S. Higgs Memorial Beach Park.

A white building with a large arched entrance and multiple windows.

White Street Gallery District

When in White Street Gallery District, you can plan a visit to Duval Street and Clarence S. Higgs Memorial Beach Park, some noteworthy sights in the nearby area.

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
The price is $237 total per night from Sep 13 to Sep 14
$237 total
per night
Sep 13 - Sep 14
Book a stay at this spa hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.6/10 Excellent! (3,569 reviews)
"N/a"

Reviewed on Sep 5, 2026

Southernmost Beach Resort and Guesthouses
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
The price is $219 total per night from Sep 7 to Sep 8
$219 total
per night
Sep 7 - Sep 8
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
8.6/10 Excellent! (2,488 reviews)
"Clean, friendly staff, awesome views, awesome shuttles. Great dinner. Only thing is breakfast was underwhelming"

Reviewed on Sep 4, 2026

Beachside Resort & Residences
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Blvd Key West FL
The price is $263 total per night from Sep 20 to Sep 21
$263 total
per night
Sep 20 - Sep 21
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
Margaritaville Beach House Key West
See all 3,052 properties in Cow Key
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.
Sugarloaf Key RV Resort & Cottages

Sugarloaf Key RV Resort & Cottages

3 out of 5
311 Johnson Rd Summerland Key FL
Stay at this vacation home in Summerland Key. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Florida Keys Beaches and Upper Sugarloaf ...
9.4/10 Exceptional! (29 reviews)
"It was close to Key West and the price was fair. The room was clean. Although I would put blinds on the windows, it's too bright in the morning for sleeping in. And although it showed the tiki bar area open at 4pm. It wasn't opened either night we were there which was very disappointing."

Reviewed on Aug 28, 2026

Sugarloaf Key RV Resort & Cottages
Steps from Duval, Pool on Site & Bikes Included!

Steps from Duval, Pool on Site & Bikes Included!

Key West FL
Stay at this apartment in Key West. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Duval Street and Ernest Hemingway Home and Museum are ...
9.6/10 Exceptional! (453 reviews)
"Had everything you could need from sunscreen to bicycles. Perfect location!"

Reviewed on Sep 2, 2026

Steps from Duval, Pool on Site & Bikes Included!
3-bedroom house boat in tranquil Key West with AC

3-bedroom house boat in tranquil Key West with AC

Key West FL
Stay at this vacation home in Key West. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Duval Street and Smathers Beach are located ...
3-bedroom house boat in tranquil Key West with AC
See all properties in Cow Key
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.

Frequently asked questions

When is the best time to visit Cow Key?
The best time to visit Cow Key is from November through March, when travelers can enjoy mild and pleasant weather. For those looking for fewer crowds and better value, the warmer, quieter months of June through September are a good option.
Can I book a refundable hotel in Cow Key?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Cow Key by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Cow Key with Expedia?
Expedia makes it easier to plan your Cow Key trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Cow Key?
The best choice depends on your travel style. Hotels in Cow Key can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Cow Key trip on Expedia?
Once you've booked your Cow Key trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Cow Key trip?
Expedia offers customer support before, during, and after your Cow Key trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Cow Key?
If it's your first trip to Cow Key, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Cow Key hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Cow Key hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Cities near Cow Key

A beach with palm trees, people sunbathing, and a resort in the background.

Key West

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