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Sep 25 - Sep 27
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Top Cow Key hotels

Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
1 Duval St Key West FL
Fully refundableReserve now, pay when you stay
$291 nightly
The price is $327 total per night from Oct 4 to Oct 5
$327 total
Oct 4 - Oct 5
Total with taxes and fees
This smoke-free resort features a private beach, a full-service spa, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. ...
"La ubicacion es excelente, solo que el hotel esta un poco dejado, le falta cariño, pero el personal es muy atento y hemos tenido una muy buena estancia en Key West,"

Reviewed on Sep 23, 2026

Opens in a new windowPier House Resort & Spa
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$234 nightly
The price is $263 total per night from Oct 7 to Oct 8
$263 total
Oct 7 - Oct 8
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like a free airport shuttle. You'll appreciate the hot tub, ...
"The room was fantastic, the staff excellent , the frozen drinks weak. We had lots of fun at the pool feeding the iguanas…would definitely recommend"

Reviewed on Sep 23, 2026

Opens in a new windowMargaritaville Beach House Key West
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$185 nightly
The price is $208 total per night from Sep 27 to Sep 28
$208 total
Sep 27 - Sep 28
Total with taxes and fees
This smoke-free hotel features a private beach, a marina, and 2 restaurants. Enjoy a day at the beach kayaking, or relax with sun loungers. Unwind with a drink ...
"Nice vibe throughout the property."

Reviewed on Sep 24, 2026

Opens in a new windowBeachside Resort & Residences
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $146 total per night from Sep 27 to Sep 28
$146 total
Sep 27 - Sep 28
Total with taxes and fees
This Art Deco hotel features a private beach, a marina, and a restaurant. Enjoy a day at the beach kayaking, or relax with sun loungers. Enjoy the outdoor pool ...
"An older resort but had a Key West vibe. Aaron at the activity desk was great, and we rented a golf cart for 2 days. Gave us tips on what to see and do. Was a value stay and we enjoyed our time."

Reviewed on Sep 24, 2026

Opens in a new windowIbis Bay Beach Resort
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$168 nightly
The price is $189 total per night from Sep 27 to Sep 28
$189 total
Sep 27 - Sep 28
Total with taxes and fees
This hotel features 2 restaurants, 2 outdoor pools, and a 24-hour gym. There's fun for all ages with mini golf and a playground, and families will appreciate ...
Opens in a new windowBlue Flamingo Resort Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
$229 nightly
The price is $258 total per night from Sep 28 to Sep 29
$258 total
Sep 28 - Sep 29
Total with taxes and fees
A full-service spa, 3 outdoor pools, and a restaurant are all featured at this hotel. Traveling on business? Take advantage of the 2 conference rooms, free WiFi ...
Opens in a new windowSouthernmost Beach Resort and Guesthouses
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$167 nightly
The price is $188 total per night from Sep 27 to Sep 28
$188 total
Sep 27 - Sep 28
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot tub ...
Opens in a new windowHavana Cabana at Key West
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
1500 Reynolds Street Key West FL
Fully refundableReserve now, pay when you stay
$296 nightly
The price is $333 total per night from Sep 30 to Oct 1
$333 total
Sep 30 - Oct 1
Total with taxes and fees
A private beach, a full-service spa, and 2 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off ...
Opens in a new windowCasa Marina Key West, Curio Collection by Hilton
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
3675 South Roosevelt Boulevard Key West FL
$206 nightly
The price is $232 total per night from Oct 4 to Oct 5
$232 total
Oct 4 - Oct 5
Total with taxes and fees
This hotel features an outdoor pool, a hot tub, and a restaurant. Guests will appreciate free perks like free self parking and WiFi in public areas. A snack ...
Opens in a new windowHyatt Vacation Club at Windward Pointe, Key West
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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.

Cow Key Hotel & Travel Guide\n

Apartment and hotel alternatives are in abundance in Cow Key. At least 93 hotels and apartments await discovery on Travelocity inside a 6-mile (10-kilometer) radius of Cow Key's downtown.

Enlightened explorers keeping their eyes peeled for a great place to stay that's not far from the center of Cow Key, can use Travelocity to find Hyatt Windward Pointe, A Hyatt Residence Club Resort and Best Western Key Ambassador Resort Inn.

The Sunset Key Cottages, a Luxury Collection Resort, Key West is about 4 miles (7 kilometers) from the downtown area of Cow Key. On the other hand, the La Mer Hotel & Dewey House is 4 miles (6 kilometers) away. More hotel options around this area include the Santa Maria Suites along with the Ocean Key Resort - A Noble House Resort.

Once you have seen the sights in Cow Key, ensure you allow time to investigate the other great attractions South Florida has to offer. Photograph South Florida's beaches and everglades. In addition you could explore a selection of the region's lighthouses. Sporty travelers may also love hiking and cycling here.

Marathon is 45 miles (75 kilometers) to the east of Cow Key and boasts Sombrero Beach and Curry Hammock State Park. The Coral Lagoon Resort Villas & Marina by Keys Caribbean and Indigo Reef Resort Villas & Marina are just some of the Travelocity lodging choices in Marathon. 3 miles (5 kilometers) to the northeast of Cow Key, you'll also find Key West, which features the Key West Harbour Oceanfront Suites and Sail Florida Adventures. If you're staying in Key West, set aside some time to check out the Smathers Beach and Key West Art and Historical Society.

Key West International Airport is a primary airport, and is 1 mile (1.6 kilometers) away from central Cow Key. Conveniently located hotel options are Key West Vacation Rentals and Southernmost Beach Resort.

Frequently asked questions

What are the top kid-friendly hotels in Cow Key?
Take some of the stress out of traveling with little ones by opting for a family-friendly hotel in Cow Key. From useful amenities to more services, these properties offer perks that'll make your visit run smoothly: Your crew will love staying at Reduced Rate! 50' Yacht located in a Beautiful Resort!. A swimming pool and a nearby beach are among the things that help make this place a popular option. Otherwise, spend your Cow Key getaway at 40yacht in Paradise Awaits You!. Take advantage of a swimming pool, a sauna and more here.
Where can I find cheap hotels in Cow Key?
At Travelocity you'll find really nice hotels in Cow Key at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Cow Key rather than in Cow Key. We may find you even better rates, too.
How do I find the best Cow Key hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Cow Key then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Cow Key?
The cheapest hotel in Cow Key is $146. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Cow Key?
There are 3,038 hotels in Cow Key on Travelocity.
What are the best hotels in Cow Key?
Cow Key has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Cow Key for you!
When is the best time to visit Cow Key?
If you want the joy of a fun-filled trip in peak season, visit Cow Key during January, February and March. If you'd prefer the peace of off-season, book a stay during quieter months, such as August, September and October.
When is the cheapest time to stay in Cow Key?
Based on historic data is usually the cheapest month to visit Cow Key. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Cow Key?
There are multiple hotels in Cow Key that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Cow Key. We have plenty of kid-friendly hotels in Cow Key to choose from on Travelocity!
Why book a hotel in Cow Key through Travelocity?
Because we have the top hotels in Cow Key! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Cow Key on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Cow Key hotel reviews by fellow wanderers

Beachside Resort & Residences

Beachside Resort & Residences

5 out of 5
Posted 1 hour ago
Travelocity Verified Review
"Nice vibe throughout the property."
A verified traveler stayed at Beachside Resort & Residences
Beachside Resort & Residences

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