Find hotels in Cow Key, FL from CA $187

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May 16 - May 17
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May 17 - May 18
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May 17 - May 19
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Top 10 Cow Key hotels and places to stay

3 outdoor pools, pool umbrellas, sun loungers
Southernmost Beach Resort
4.0 star property
8.2 out of 10, Very good, (1849)
"The pool and beach were awesome. The bartenders/waitress were amazing. Autum (at the pool) made the vacation. Towel and chair service could have been better. Awesome they had live music everyday. Some better then others but enjoyable and felt like on vacation "
The price is CA $406
CA $542 total
includes taxes & fees
Jun 3 - Jun 4
Southernmost Beach Resort
Exterior
Beachside Resort & Residences
4.0 star property
8.4 out of 10, Very good, (1002)
"Hyatt sold this property 2 months ago, in March 2024. I'd say that since it's almost 20 years old, it's getting a little long in the tooth & that's why it was unloaded. We had the beachfront room. Huge, almost 1000 sq ft., super nice room. Because it's in the 100 building, Hwy 1 is only about 150-200 feet away so there's a LOT of traffic noise when you open a sliding door. The "beach" is only about 30 feet or so wide and the partitioned area of the water that you can go in is extremely small...
The price is CA $340
CA $551 total
includes taxes & fees
May 19 - May 20
Beachside Resort & Residences
Outdoor spa tub
NYAH Key West - Adults Only
3.0 star property
7.8 out of 10, Good, (1001)
"The staff was so kind and helpful! The place was delightful. Clean. So enjoyed everything. "
The price is CA $187
CA $272 total
includes taxes & fees
May 20 - May 21
NYAH Key West - Adults Only
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Courtyard
The Southernmost Inn - Adults Only
3.0 star property
7.8 out of 10, Good, (1004)
"Wonderful hotel with very nice staff. Very clean! "
The price is CA $231
CA $321 total
includes taxes & fees
May 27 - May 28
The Southernmost Inn - Adults Only
Outdoor pool, sun loungers
Ocean Key Resort - A Noble House Resort
4.0 star property
9.2 out of 10, Wonderful, (1004)
"Everything was fine "
The price is CA $545
CA $699 total
includes taxes & fees
Jun 2 - Jun 3
Ocean Key Resort - A Noble House Resort
Outdoor pool, pool umbrellas, sun loungers
Hampton Inn Key West FL
2.5 star property
8.8 out of 10, Excellent, (1093)
"Loved the pool -- free 2 drinks everyday -- breakfast large variety of food -- bar food was good -- loved loved the shuttle service "
The price is CA $271
CA $350 total
includes taxes & fees
May 29 - May 30
Hampton Inn Key West FL
Outdoor pool
Silver Palms Inn
3.5 star property
9.2 out of 10, Wonderful, (1006)
"This property was great. Everything was very clean and quiet. The staff were amazing and very helpful in regards to any questions we had. It is also extremely close to duval street which was a plus. The only “downside” would be the area did get a little loud at night but that’s out of the control of the hotel. Overall I enjoyed this hotel and would love to stay here again in the future. "
The price is CA $220
CA $324 total
includes taxes & fees
May 28 - May 29
Silver Palms Inn
3 outdoor pools, pool umbrellas, sun loungers
The Marker Key West Harbor Resort
4.0 star property
8.8 out of 10, Excellent, (1004)
"This was such a nice hotel. The staff was pleasant, rooms were clean. Will definitely book here again!"
The price is CA $353
CA $476 total
includes taxes & fees
Jun 5 - Jun 6
The Marker Key West Harbor Resort
Property grounds
Caribbean House
3.0 star property
9.2 out of 10, Wonderful, (82)
"Accidentally left my Keys in my room, but I called Mari's emergency number and was given a lock box code to get a key to get back in my room. The whole process took about 5 minutes. Mari has a great demeanor, great smile .Nice joyful personality. I will call Caribbean House on my Next trip down to Key West.🙂🙂🙂"
The price is CA $253
CA $318 total
includes taxes & fees
May 22 - May 23
Caribbean House
Courtyard
Santa Maria Suites
4.0 star property
9.6 out of 10, Exceptional, (1000)
"We had a great time! Hotel was amazing. We will definitely stay there again "
The price is CA $651
CA $794 total
includes taxes & fees
May 27 - May 28
Santa Maria Suites
Cottage, 2 Bedrooms (Royal Poinciana) | Terrace/patio
Paradise Inn Key West - Adults Only
3.5 star property
9.2 out of 10, Wonderful, (1002)
"We had a wonderful stay."
The price is CA $403
CA $514 total
includes taxes & fees
May 27 - May 28
Paradise Inn Key West - Adults Only
Fridge, cookware/dishes/utensils, dining tables
34’ Catamaran Sailboat
9.4 out of 10, Exceptional, (24)
"Friendly, easy access and close to desired destination "
34’ Catamaran Sailboat
Carey's Corner #10
The Galleria by Brightwild
3.0 star property
7.6 out of 10, Good, (20)
"Great two story condo with a water view. Really far better than I could have imagined. "
The price is CA $193
CA $324 total
includes taxes & fees
May 21 - May 22
The Galleria by Brightwild
Property entrance
The Guesthouses at Southernmost Beach Resort - Adults only
4.0 star property
9.2 out of 10, Wonderful, (880)
"We enjoyed staying at the Duval guest cottage. The room was very clean. Staff was friendly and very helpful. The breakfast each morning was perfect to get the day started. We would definitely return and recommend to others. Thank you!"
The price is CA $322
CA $478 total
includes taxes & fees
May 29 - May 30
The Guesthouses at Southernmost Beach Resort - Adults only
Exterior
The Grand Guesthouse
2.5 star property
9.6 out of 10, Exceptional, (891)
"Nice clean accommodations. Very friendly staff."
The price is CA $354
CA $432 total
includes taxes & fees
May 19 - May 20
The Grand Guesthouse
Free daily continental breakfast
Ridley House - Key West Historic Inns
3.5 star property
9.2 out of 10, Wonderful, (644)
"In a great area close to restaurants, shopping, activities and attractions in Key West, but sets itself apart with employees that provide an exceptional level of service. Chef Andrew provides the best hotel breakfast experience we have ever had at a Key West hotel. "
The price is CA $380
CA $485 total
includes taxes & fees
May 20 - May 21
Ridley House - Key West Historic Inns
Superior Villa, 2 Bedrooms, Private Pool (Room 409) | Outdoor pool
New Orleans House - Gay Men Adult Resort
2.5 star property
8.6 out of 10, Excellent, (292)
" Great spot if u want to be in the center of the action. Staff is extremely friendly and accommodating"
The price is CA $286
CA $336 total
includes taxes & fees
May 22 - May 23
New Orleans House - Gay Men Adult Resort
Outdoor pool
La Pensione Inn
3.5 star property
8.8 out of 10, Excellent, (1000)
"The place was real nice. The breakfast is real good to."
The price is CA $216
CA $320 total
includes taxes & fees
May 23 - May 24
La Pensione Inn
Deluxe Apartment, Ensuite, Pool View (Hemingway Retreat) | Exterior
Suite Dreams Inn by the Beach
4.0 star property
8.4 out of 10, Very good, (47)
"The property was off the beaten path, but with easy access to the beach, and walkable to all the interesting sites and experiences of Key West. Nice, private spaces to enjoy your morning coffee or a glass of wine in the evening. Oh, and the delicious Florida oranges were great too!"
Suite Dreams Inn by the Beach
Exterior
The Inn on Fleming
3.5 star property
9.2 out of 10, Wonderful, (569)
"Charming room. Clean and walking distance away from restaurants and Duval St. "
The price is CA $339
CA $381 total
includes taxes & fees
May 22 - May 23
The Inn on Fleming
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See all available properties in Cow Key
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.

More cheap stays in Cow Key

Ibis Bay Beach Resort

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd, Key West, FL
The price is CA $215 per night from May 20 to May 21
CA $215
CA $276 total
includes taxes & fees
May 20 - May 21
7.8/10 Good! (1,595 reviews)

Cow Key Travel Info

Number of hotels
2,983
Highest price
CA $651
Lowest price
CA $187
Known attractions
Smathers Beach, South Beach and Fort Zachary Taylor Historic State Park

Frequently asked questions

What's the best place to stay in Cow Key?

Havana Cabana at Key West - Adults Only, located 1.5 mi (2.4 km) from the heart of Cow Key, is a top choice for your stay based on our traveler data. Other good choices for your stay in the area are Oceans Edge Key West Resort, Hotel & Marina and Hilton Garden Inn Key West / The Keys Collection. See all available top hotels, or vacation rentals in Cow Key.

What are some of the best vacation home rentals in Cow Key?

Poolside Cottage #411: This vacation home rental outside of Cow Key offers an outdoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a selection of games and a spa tub. See all vacation rentals in Cow Key.

If I need to cancel my hotel reservation in Cow Key, will I receive a refund?

Yes, the majority of hotel bookings are fully refundable if you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If your reservation is non-refundable, you might still have the option to cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Cow Key.

Where can I learn more about changing or cancelling my trip to Cow Key?

For more details about changing or cancelling your trip to Cow Key, click here.

What are some accommodations with pools in Cow Key?

Margaritaville Beach House Key West: 4-star hotel located near Smathers Beach. Features a 24-hour fitness center, an outdoor pool, and TVs. Southernmost Beach Resort and Oceans Edge Key West Resort, Hotel & Marina are a couple of other choices with an onsite pool. View all hotels with pools in Cow Key.

What is the best hotel near Miami International Airport (MIA)?

Miami International Airport Hotel is a popular 3-star hotel featuring a restaurant and free WiFi. It's located a short 0.1 mi (0.1 km) from Miami Intl. Airport. Other accommodations within close proximity to the airport include Ramada by Wyndham Miami Springs/Miami International Airport and Comfort Suites Miami Airport North.

How is it staying in Cow Key?

Visitors can enjoy all that Cow Key has to offer including the restaurants, shopping, and beaches. A top sight in the area is Duval Street. There are 3041 hotels and other accommodations in the surrounding area. Find out more about Cow Key.

What should I see while I'm in Cow Key?

Duval Street is a notable place to visit in the area. You'll also find Robbie's and Key West Tropical Forest and Botanical Garden in the area. Check out what more to see and do in Expedia's Cow Key guide.

What's the weather like in Cow Key?

The hottest months are usually August and July with an average temp of 84°F, while the coldest months are January and February with an average of 73°F. Average annual precipitation for Cow Key is 38 inches.

Recent Reviews in Cow Key
Expedia verified reviews

24 North Hotel Key West

24 North Hotel Key West

5/5 Excellent
"Great hotel "
A verified traveller stayed at 24 North Hotel Key West
Posted 1 day ago
24 North Hotel Key West