Book Hotels in Cow Key, FL

Wander wisely with the Travelocity Price Match Guarantee

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check hotel availability in Cow Key

Tonight
Check prices in Cow Key for tonight, Mar 21 - Mar 22
Mar 21 - Mar 22
Tomorrow night
Check prices in Cow Key for tomorrow night, Mar 22 - Mar 23
Mar 22 - Mar 23
This weekend
Check prices in Cow Key for this weekend, Mar 24 - Mar 26
Mar 24 - Mar 26
Next weekend
Check prices in Cow Key for next weekend, Mar 31 - Apr 2
Mar 31 - Apr 2

Most frequently booked Cow Key hotels

Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard, Key West, FL, 33040
Free Cancellation
Reserve now, pay when you stay
2.02 mi from city center
The price is $439 per night
$439
per night
Apr 16 - Apr 17
This hotel features a restaurant, an outdoor pool, and a bar/lounge. There's a 24-hour gym on site, and a 24-hour front desk and dry cleaning are also provided.
Southernmost Beach Resort

Southernmost Beach Resort

4 out of 5
1319 Duval Street, Key West, FL, 33040
Free Cancellation
Reserve now, pay when you stay
3.58 mi from city center
The price is $439 per night
$439
per night
Apr 16 - Apr 17
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 for business? Take advantage of the 24-hour business center, laundry service, and conference space.
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd, Key West, FL, 33040
Free Cancellation
Reserve now, pay when you stay
1.5 mi from city center
The price is $294 per night
$294
per night
Apr 16 - Apr 17
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the laundry service and WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
24 North Hotel Key West

24 North Hotel Key West

4 out of 5
3820 North Roosevelt Boulevard, Key West, FL, 33040
Free Cancellation
Reserve now, pay when you stay
1.21 mi from city center
The price is $297 per night
$297
per night
Mar 26 - Mar 27
This smoke-free hotel includes 3 restaurants, an outdoor pool, and a 24-hour gym. Business travelers can take advantage of the laundry service. There's a poolside bar on site, and laundry facilities and concierge services are also provided.
The Laureate Key West

The Laureate Key West

3.5 out of 5
3444 N Roosevelt Boulevard, Key West, FL, 33040
Free Cancellation
Reserve now, pay when you stay
1.41 mi from city center
The price is $359 per night
$359
per night
Apr 16 - Apr 17
An outdoor pool is featured at this hotel, along with express check-out and a computer station. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. A 24-hour business center, dry cleaning, and luggage storage are also on offer.
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue, Key West, FL, 33040
Free Cancellation
Reserve now, pay when you stay
0.83 mi from city center
The price is $407 per night
$407
per night
Apr 10 - Apr 11
A marina, 6 outdoor pools, and a 24-hour gym are all featured at this smoke-free hotel. Business travelers can take advantage of the laundry service. There's a restaurant and a bar/lounge for dining and drinks, and also a gym on site.
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

3 out of 5
525 United Street, Key West, FL, 33040
Free Cancellation
Reserve now, pay when you stay
3.55 mi from city center
The price is $321 per night
$321
per night
Apr 9 - Apr 10
This hotel's 2 outdoor pools and spa tub are among the featured amenities. Enjoy the free continental breakfast each morning. A coffee shop, a terrace, and a garden are also on offer.
The Gates Hotel Key West

The Gates Hotel Key West

4 out of 5
3824 N Roosevelt Blvd, Key West, FL, 33040
Free Cancellation
Reserve now, pay when you stay
1.11 mi from city center
The price is $297 per night
$297
per night
Apr 9 - Apr 10
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 need for your pet including food and water bowls and an off-leash area. You'll appreciate the gym, poolside bar, and coffee shop.
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

4 out of 5
245 Front Street, Key West, FL, 33040
Free Cancellation
Reserve now, pay when you stay
4.11 mi from city center
The price is $549 per night
$549
per night
Mar 23 - Mar 24
A marina, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Enjoy the outdoor pool and visit the 3 bars/lounges and poolside bar for drinks.
Don't see what you're looking for?
See all available properties in Cow Key
View all properties
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.

Top hotels in Cow Key for Extended Stay

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.

Seize your some day

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?
From fun amenities to extra room, kid-friendly hotels are equipped with features that can help turn a good family vacation into an extraordinary one. These Cow Key options make traveling with children a piece of cake: The entire crew will enjoy their time at NEW! Luxury Charter Catamaran Yacht Sleeps 6!. A barbecue grill and a fridge are just a couple of the things that help make this property a winner. Also consider The Perry Hotel & Marina Key West. It comes with beach sun loungers, beach loungers and plenty of opportunities for family time.
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 $294. 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 2,881 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 . If you’d prefer the peace of off-season, book a stay during quieter months, such as .
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

  • Heron House - Adult Only

    Heron House - Adult Only

    5 out of 5
    Posted 4 hours ago
    Travelocity Verified Review
    "Friendly staff and available! Place is really cute and walking distance from the main area ( Duval St. ) Only downside is no parking assigned for your stay! "
    A verified traveler stayed at Heron House - Adult Only
    Heron House - Adult Only

Types of hotels

Hotels near…

Hotels by star rating

Areas of Cow Key