Find hotels in Cow Key, FL from CA $245

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Our top choices for Cow Key hotels

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
Summerland Key
8.2 out of 10, Very good, (1,002 reviews)
"We would go back here again, view was amazing. Enjoyed staying there "
United States
Oyuntseren
The price is CA $218
CA $245 total
includes taxes & fees
Apr 30 - May 1
Sugar Loaf Lodge

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1,810 reviews)
"Nice place that offered great accommodations!"
United States
Penny
The price is CA $313
CA $439 total
includes taxes & fees
May 26 - May 27
Margaritaville Beach House Key West

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
10.0 out of 10, Exceptional, (2 reviews)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
The price is CA $766
CA $1,399 total
includes taxes & fees
May 3 - May 4
Atlantic View Luxury Villa with Pool

Heron House Court - Adult Only

Heron House Court - Adult Only
3.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,009 reviews)
"Loved this place really recommend it "
United States
Danielle
The price is CA $151
CA $216 total
includes taxes & fees
May 6 - May 7
Heron House Court - Adult Only

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very good, (635 reviews)
"great staff, great location, great property"
United States
Dave
The price is CA $458
CA $608 total
includes taxes & fees
May 13 - May 14
Casa Marina Key West, Curio Collection by Hilton

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1,367 reviews)
"Wonderful place to stay with family"
United States
Ashley
The price is CA $255
CA $365 total
includes taxes & fees
May 25 - May 26
Parrot Key Hotel & Villas

Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort
8.0 out of 10, Very good, (2,226 reviews)
"Excellent place to stay and good value "
United Kingdom
christine
The price is CA $296
CA $370 total
includes taxes & fees
May 3 - May 4
Ibis Bay Beach Resort

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (2,183 reviews)
"Enjoyed our stay"
United States
William Jennings
The price is CA $230
CA $389 total
includes taxes & fees
May 11 - May 12
Beachside Resort & Residences

Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (367 reviews)
"Clean cute hotel close to Duvall"
United States
Marsha
The price is CA $248
CA $307 total
includes taxes & fees
May 25 - May 26
Douglas House - Adults Only

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.4 out of 10, Very good, (2,151 reviews)
"Very nice stay, nice property & we will stay here again when visiting key west."
United States
Travis
The price is CA $233
CA $339 total
includes taxes & fees
May 25 - May 26
Blue Flamingo Resort Key West

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1,265 reviews)
"It was an ok stay ."
United States
Anwar
The price is CA $268
CA $385 total
includes taxes & fees
May 26 - May 27
The Perry Hotel & Marina Key West

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
9.0 out of 10, Wonderful, (182 reviews)
"Beautiful location, quick reply when you contact them. The bar and restaurant were so nice!! We would definitely stay again. "
United States
Stacy
The price is CA $183
CA $434 total
includes taxes & fees
May 7 - May 8
Aqua Lodges at Hurricane Hole Marina

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
3.5 star property
Key West
9.4 out of 10, Exceptional, (1,027 reviews)
"Great stay, very clean, spacious, easy to park, which was what we were after. "
United Kingdom
pascale
The price is CA $460
CA $579 total
includes taxes & fees
May 28 - May 29
Hyatt Vacation Club at Beach House, Key West

Heron House - Adult Only

Heron House - Adult Only
3.5 star property
Old Town Key West
9.2 out of 10, Wonderful, (1,147 reviews)
"Love the Heron House, it s quaint and very comfortable, we absolutely love our stays there. "
United States
Burt
The price is CA $186
CA $255 total
includes taxes & fees
May 6 - May 7
Heron House - Adult Only

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (1,006 reviews)
"The dining/room bar on the beach was great!"
United States
Scott
The price is CA $347
CA $482 total
includes taxes & fees
May 11 - May 12
The Reach Key West, Curio Collection by Hilton

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
Key West
8.2 out of 10, Very good, (1,012 reviews)
"restaurant was great!"
United States
Daniel
The price is CA $246
CA $323 total
includes taxes & fees
May 25 - May 26
DoubleTree Resort by Hilton Grand Key - Key West

NYAH Key West - Adults Only

NYAH Key West - Adults Only
3.0 star property
Key West Historic District
8.0 out of 10, Very good, (1,002 reviews)
"Best place to stay in KW. Always a good time when I stay there. "
United States
James
The price is CA $223
CA $312 total
includes taxes & fees
May 25 - May 26
NYAH Key West - Adults Only

Tropical Inn

Tropical Inn
3.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (395 reviews)
"We stayed for three nights and it was a great place. The room was lovely with a balcony overlooking the pool. It’s a great location, within walking distance of everything. Brandy was very helpful and accommodating, making sure everything went well with our stay. Would definitely come back again."
Canada
Lisa
The price is CA $325
CA $400 total
includes taxes & fees
May 3 - May 4
Tropical Inn

The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (1,006 reviews)
"Loved having breakfast and happy hour was amazing! The cabanas and pool were super cute!"
United States
allison
The price is CA $228
CA $318 total
includes taxes & fees
May 25 - May 26
The Cabana Inn Key West - Adults Only

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,003 reviews)
"Friendly staff, clean rooms, good pool and hot tub."
United States
Elizabeth
The price is CA $389
CA $533 total
includes taxes & fees
May 25 - May 26
Hyatt Centric Key West Resort and Spa
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Frequently asked questions

What is the best area to stay in Cow Key?
The best area to stay in Cow Key is the stretch of land directly accessible from the Overseas Highway, offering convenient access to both Key West and the natural surroundings.

This area is primarily defined by its proximity to the Overseas Highway (US-1), making it an ideal base for exploring the Lower Keys while staying close to the amenities of Key West. It's a narrow strip of land, so most accommodations offer direct water access or views, typically of the calm, shallow waters between Cow Key and the larger islands. You'll find a mix of larger resorts and smaller, more private rentals here.

For couples looking for a relaxed escape with easy access to adventure, this area is perfect. You can enjoy water activities right from your accommodation, whether it's kayaking, paddleboarding, or simply watching the sunrise over the water. The short drive into Key West means you can easily experience its dining and entertainment options without being in the middle of the bustle.

Families will also find Cow Key appealing due to the availability of larger accommodations, often with kitchen facilities and direct access to the water for children to play.
When is the best time to go to Cow Key?
The best time to go to Cow Key, Florida, is typically between November and May, when the weather is most pleasant and activities are in full swing.

During these months, you'll find comfortable temperatures, generally ranging from the low 20s to high 20s Celsius, and less humidity compared to the summer. This makes it ideal for enjoying outdoor activities like kayaking, paddleboarding, and exploring the natural beauty of the area without the intense heat. This period is particularly good for those looking for an active holiday with plenty of sunshine.

The shoulder seasons, particularly April and May, offer a nice balance. The weather remains excellent, and while it's still busy, it can be slightly less crowded than the peak winter months. You might also find some good value on accommodation and flights during these times. It's a great option for travellers who prefer a lively option but appreciate a bit more space.

The summer months, from June to October, bring higher temperatures, increased humidity, and the possibility of tropical storms or hurricanes. While there are fewer crowds and potentially lower prices, the weather can be a significant factor for those planning outdoor activities.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Cow Key.
How can I save on a Cow Key hotel booking with Expedia?
Members always get our best prices. Find our best Cow Key hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Cow Key hotel?
Prices for hotels in Cow Key often vary, but you can find a great deal from CA $245 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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