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Jun 26 - Jun 28
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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
$347 nightly
The price is $390 total per night from Jul 8 to Jul 9
$390 total
Jul 8 - Jul 9
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. ...
"Our stay was amazing. I’ve wanted to stay at the Pier House for a long time for a few reasons. The location on the water and the history the property has with the late Jimmy Buffett. The Chart Room bar is a must visit for all who like old fashioned bars that haven’t changed in 55 years. The beach ..."

Reviewed on Jun 26, 2026

Opens in a new windowPier House Resort & Spa
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
$269 nightly
The price is $303 total per night from Jul 12 to Jul 13
$303 total
Jul 12 - Jul 13
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 ...
"The stay was superb. The views were absolutely spectacular and breathtaking. The staff was amazing especially Sasha. I took a lot of luggage and he was able to carry it all."

Reviewed on Jun 26, 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
$196 nightly
The price is $221 total per night from Jun 29 to Jun 30
$221 total
Jun 29 - Jun 30
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 ...
"The hotel has a beautiful pool. However, the rooms are rather small, the lighting is poor, and there are no mirrors outside of the bathroom. The hotel has a poolside bar which apparently accommodates all of your meals, coffee alcoholic beverages, etc. The hotel offers a food truck service only it’s ..."

Reviewed on Jun 26, 2026

Opens in a new windowHavana Cabana at 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
$254 nightly
The price is $286 total per night from Jul 6 to Jul 7
$286 total
Jul 6 - Jul 7
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 ...
"Disappointing that the breakfasts were not included as per their website. Found upon arrival that you had to be staying in the "Guest House" to get the free breakfast. $65.00 per day resort fees seems exorbitant as did the $50.00 per night to park our golf cart. Had a ceiling fan malfunction that ..."

Reviewed on Jun 25, 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
Fully refundableReserve now, pay when you stay
$275 nightly
The price is $309 total per night from Jul 12 to Jul 13
$309 total
Jul 12 - Jul 13
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 ...
"Beautiful property! Very well maintained. Rooms are spacious, clean and very quiet. Very friendly staff. Excellent restaurant. We loved the pool as the beach had sargassum and was unusable. We booked this hotel bc of the proximity to the beach. We were still happy that we booked it as it is very ..."

Reviewed on Jun 26, 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
$212 nightly
The price is $239 total per night from Jun 28 to Jun 29
$239 total
Jun 28 - Jun 29
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 ...
"The elevator was broken my whole stay and the beach it’s dirty and very small. The pool was good and the food at the pool area was excellent."

Reviewed on Jun 26, 2026

Opens in a new windowBeachside Resort & Residences
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
$175 nightly
The price is $197 total per night from Jun 28 to Jun 29
$197 total
Jun 28 - Jun 29
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 ...
"Great"

Reviewed on Jun 26, 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
$267 nightly
The price is $301 total per night from Jul 5 to Jul 6
$301 total
Jul 5 - Jul 6
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 ...
"The resort itself was beautiful, and our room was spacious and comfortable. The property has a lot to offer, and we were looking forward to a relaxing vacation. Unfortunately, the first three nights of our stay were anything but relaxing due to a business event being held at the resort. Our room ..."

Reviewed on Jun 21, 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
Fully refundableReserve now, pay when you stay
$140 nightly
The price is $157 total per night from Jul 5 to Jul 6
$157 total
Jul 5 - Jul 6
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 ...
"This property is write down and was traditionally over priced for the stay. The gives run down Dexter vibes and was less than fabulous in its remodeling. One sad elevator and just a general sad run down hotel that might have been nice several decades ago even with the location. Parking was 100% full ..."

Reviewed on Jun 26, 2026

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 3,062 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

Pier House Resort & Spa

Pier House Resort & Spa

5 out of 5
Posted 1 hour ago
Travelocity Verified Review
"Our stay was amazing. I’ve wanted to stay at the Pier House for a long time for a few reasons. The location on the water and the history the property has with the late Jimmy Buffett. The Chart Room bar is a must visit for all who like old fashioned bars that haven’t changed in 55 years. The beach area and bar was wonderful as was the rest of the lush jungle like property. We will be back! The staff was attentive and professional!"
A verified traveler stayed at Pier House Resort & Spa
Pier House Resort & Spa

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