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Top Cow Key hotels

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 25 to May 26
$245 total
May 25 - May 26
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 ...
We had a fantastic stay at Havana Cabana Key West! The pool area is truly the highlight—beautiful, spacious, and such a fun atmosphere with plenty of seating to relax and unwind. The food and drinks were excellent, with great poolside service that made it easy to settle in and enjoy the day without ...

Reviewed on Apr 27, 2026

Opens in a new windowHavana Cabana at Key West
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
$262 nightly
The price is $294 total per night from May 18 to May 19
$294 total
May 18 - May 19
Total with taxes and fees
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 free WiFi in public areas. ...
Nice place to stay, just expect a big unexpected fee at the end of your stay. There are hidden fees.

Reviewed on Apr 27, 2026

Opens in a new windowOceans Edge Key West Resort, Hotel & Marina
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
$381 nightly
The price is $429 total per night from May 25 to May 26
$429 total
May 25 - May 26
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. ...
We enjoyed the beach-pool area with restaurant and bar adjacent. We rented bikes from next door and road to a concert at the island amphitheater. The only minor suggestion would be to change the drawer and cupboard hardware. They were really difficult to open.

Reviewed on Apr 26, 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 Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$259 nightly
The price is $291 total per night from May 20 to May 21
$291 total
May 20 - May 21
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 ...
Most of the staff were friendly and helpful. Facilities very clean. Great shuttle to town and airport!

Reviewed on Apr 28, 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 refundableReserve now, pay when you stay
$323 nightly
The price is $364 total per night from May 26 to May 27
$364 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 ...
The $65 a day add on fee was ridiculous but after speaking to manager it was refunded . Beach had a lot of grass but I think k it’s just grass season . Food was very good but pricy . Room was nice until u had to look behind the bed for a lost earring then it was not so nice . For the cost I would ...

Reviewed on Apr 27, 2026

Opens in a new windowSouthernmost Beach Resort and Guesthouses
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
$254 nightly
The price is $286 total per night from May 11 to May 12
$286 total
May 11 - May 12
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 room size was great, full kitchen and 1.5 baths. Needs updating though...damaged tiles, squeaky doors and dishwasher door. Very difficult to reach the front desk by phone but staff was friendly when they answered. Restaurant service and food was great! I asked for a room with a nice view, it ...

Reviewed on Apr 27, 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
$219 nightly
The price is $247 total per night from May 27 to May 28
$247 total
May 27 - May 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 ...
Definitely it wasn’t happy that we paid $100 for an upgraded room with a view that had absolutely no view, but instead was facing a pillar

Reviewed on Apr 28, 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
$385 nightly
The price is $433 total per night from May 12 to May 13
$433 total
May 12 - May 13
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 ...
Property was nice with great beach location and close to downtown Key West. BUT they screw you with hidden charges. They 67+ per day resort fee was at least disclosed. But we had 2 100 per day (before tax) “beach” charges that were not disclosed and nobody ever mentioned to us. That is ridiculous ...

Reviewed on Apr 27, 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
$177 nightly
The price is $199 total per night from May 25 to May 26
$199 total
May 25 - May 26
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 ...
We were very pleased with the accommodations and service.

Reviewed on Apr 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 $199. 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.

Recent Cow Key hotel reviews by fellow wanderers

Margaritaville Beach House Key West

Margaritaville Beach House Key West

5 out of 5
Posted 2 hours ago
Travelocity Verified Review
"Most of the staff were friendly and helpful. Facilities very clean. Great shuttle to town and airport! "
A verified traveler stayed at Margaritaville Beach House Key West
Margaritaville Beach House Key West

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