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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
Fully refundableReserve now, pay when you stay
$184 nightly
The price is $207 total per night from May 25 to May 26
$207 total
May 25 - May 26
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 ...
Excellent facility, very nice view of the sea, but it doesn’t have a gym. Not within walking distance of town center.

Reviewed on May 12, 2026

Opens in a new windowThe Laureate Key West
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
$218 nightly
The price is $245 total per night from May 27 to May 28
$245 total
May 27 - May 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 ...
The pool is infested with large iguanas that will eat your food if you leave it unattended. The iguanas fecal droppings are found around the pool as well as inside the pool making the experience disgusting.

Reviewed on May 11, 2026

Opens in a new windowHavana Cabana at Key West
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
$222 nightly
The price is $250 total per night from Jun 8 to Jun 9
$250 total
Jun 8 - Jun 9
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 ...
Staff was okay. The best wait staff was Hemanth. 10 stars! Above and beyond in service! Said margarita would be waiting for us when we arrived and we had to ask for it. No one really went the extra mile except Hemanth!

Reviewed on May 11, 2026

Opens in a new windowMargaritaville Beach House Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundable
$283 nightly
The price is $319 total per night from May 26 to May 27
$319 total
May 26 - May 27
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 ...
Let me start by saying the little room was ok but for 2 peolpe not really, there was way too much lighting for that little space, for instance the bright spot light outside the room at night kept us woke, we had to put towels over the door to block out some of the light which didn't help that much ...

Reviewed on May 12, 2026

Opens in a new windowSouthernmost Beach Resort and Guesthouses
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

4 out of 5
430 Duval St Key West FL
Fully refundableReserve now, pay when you stay
$208 nightly
The price is $234 total per night from May 26 to May 27
$234 total
May 26 - May 27
Total with taxes and fees
This smoke-free hotel includes 3 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas, express ...
We went to dining area for dinner. Were told they were closed& were offered a bar menu. No thank you. If I wanted to eat at the bar, that is where I would have gone. No breakfast offered by 11am on May 11. Did not have an opportunity to use our $15 per day.

Reviewed on May 12, 2026

Opens in a new windowLa Concha Key West, Autograph Collection
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
$252 nightly
The price is $283 total per night from May 26 to May 27
$283 total
May 26 - May 27
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 hotel, rooms were clean and spacious. Shuttle takes you to town. Nice pool but beach is not swimmable. Friendly and helpful staff. Highly recommend.

Reviewed on May 12, 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
$203 nightly
The price is $228 total per night from Jun 11 to Jun 12
$228 total
Jun 11 - Jun 12
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 ...
The staff was amazing & so sweet. the rooms are adorable & clean! both hotels have pools and bars and food plus cabanas. will be coming back again!

Reviewed on May 12, 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
$335 nightly
The price is $377 total per night from May 25 to May 26
$377 total
May 25 - May 26
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 ...
Seating was good. We had an obstructed view, but that’s what we paid for.

Reviewed on May 12, 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
$156 nightly
The price is $175 total per night from Jun 2 to Jun 3
$175 total
Jun 2 - Jun 3
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 ...
Rooms are dark! Worst Hilton I have ever stayed in. The floor tiles were lifted. Our TVs volume did not work. The pool and bar area was nice.

Reviewed on May 12, 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 $175. 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 3,106 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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