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Top Cow Key hotels

The Laureate Key West

The Laureate Key West

3.5 out of 5
3444 N Roosevelt Boulevard Key West FL
$184 nightly
The price is $207 total per night from Jun 11 to Jun 12
$207 total
Jun 11 - Jun 12
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. If you want to take your pet along, this pet-friendly property offers everything you'll need for your ...
"HORRIBLE! They do not care about their guests at all. I have never been to Key West before and there was a flash flood I am Assuming it was almost 4ft deep and it was me and my daughter. So naturally I wanted off the island and go to marathon. But they would not budge on giving me any of the money ..."

Reviewed on Jun 7, 2026

Opens in a new windowThe Laureate Key West
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4 out of 5
601 Front St Key West FL
Fully refundableReserve now, pay when you stay
$290 nightly
The price is $326 total per night from Jun 21 to Jun 22
$326 total
Jun 21 - Jun 22
Total with taxes and fees
This smoke-free resort features a full-service spa, a marina, and a restaurant. Enjoy the outdoor pool and perks like free WiFi. Enjoy the 24-hour gym and unwind ...
"While the property was clean & well maintained, the pool was closed for three of the five days we were there (bummer). However, staff were quick to let us know that the pool of an adjacent property could be utilized instead. Everyone was cheerful, friendly & quick to assist. Our room was comfortable, ..."

Reviewed on Jun 1, 2026

Opens in a new windowHyatt Centric Key West Resort and Spa
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
$214 nightly
The price is $240 total per night from Jun 23 to Jun 24
$240 total
Jun 23 - Jun 24
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 ...
"Very clean rooms and property.. food was excellent and the pool was fantastic!"

Reviewed on Jun 8, 2026

Opens in a new windowHavana Cabana at Key West
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
$324 nightly
The price is $364 total per night from Jun 22 to Jun 23
$364 total
Jun 22 - Jun 23
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. ...
"This was an excellent resort experience! We have been to Key West several times, and found this resort to be the best! Private beach, lovely pool, and the bar area was very convenient for lunch and drinks. Staff was very friendly and helpful. The rooms were very clean, maybe an update in the future. ..."

Reviewed on Jun 8, 2026

Opens in a new windowPier House Resort & Spa
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
$261 nightly
The price is $294 total per night from Jun 29 to Jun 30
$294 total
Jun 29 - Jun 30
Total with taxes and fees
This hotel features a full-service spa, 3 outdoor pools, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling ...
"Check out was quick. Check in not so much. Pineapple pool bar was great, especially Constantine. Housekeeping was prompt and provided extra towels. Steel drum band guy was great. Waters in lobby and room were excellent. Bike rentals were easy and readily available. Rooms were spacious and easy access ..."

Reviewed on Jun 8, 2026

Opens in a new windowSouthernmost Beach Resort and Guesthouses
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
$268 nightly
The price is $302 total per night from Jul 6 to Jul 7
$302 total
Jul 6 - Jul 7
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll ...
"Nice hotel and convenient to Smather's beach right across the street and the view was amazing. All the staff were helpful and friendly. My daughter and I enjoyed our stay. Convenient shuttle to downtown and to the airport. Drinks from the bar were awesome but the food we had was just average but ..."

Reviewed on Jun 8, 2026

Opens in a new windowMargaritaville Beach House Key West
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
$179 nightly
The price is $201 total per night from Jul 8 to Jul 9
$201 total
Jul 8 - Jul 9
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 ...
"Pool is open to the public making it impossible to get a lounge chair or towel on the weekends. Lots of room staff spoke no English. Music is played at the pool by the resort starting at 7:20 am daily till 11:00 pm."

Reviewed on Jun 8, 2026

Opens in a new windowBlue Flamingo Resort 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
$283 nightly
The price is $319 total per night from Jun 23 to Jun 24
$319 total
Jun 23 - Jun 24
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 ...
"We arrived to the property, the room we originally booked which was the ocean front room was not available. They placed us in a different room that was supposed to be complimentary to the room we booked for the first night and it was not. We were told the oceanfront room would be ready the next day ..."

Reviewed on Jun 8, 2026

Opens in a new windowCasa Marina Key West, Curio Collection by Hilton
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd Key West FL
$140 nightly
The price is $157 total per night from Jun 21 to Jun 22
$157 total
Jun 21 - Jun 22
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public ...
Opens in a new windowHilton Garden Inn Key West / The Keys Collection
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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 $157. 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 3,091 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.

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