Name: Beachside Resort & Residences
Price range: CA $388
Rating: 8.6

Your Cow Key Vacation

When you book a vacation package to Cow Key, you can relax and enjoy your escape knowing that all your travel arrangements have been worked out ahead of time. Uncover the wonders of this lively city from your base in a neighborhood like Sunset Key, which is good for coastal beaches. If your trip to Cow Key includes some sightseeing, check out famous attractions like Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens and Mallory Square. Your ideal Cow Key vacation is only clicks away. Explore hotels, flights and more on Expedia for an adventure that's tailored to suit your travel style.

Top Cow Key Vacation Deals

Price found within the past 48 hours. Click for updated prices.

Creekside Inn

CA $989

per person

May 28 - May 31

found 13 hours ago

Roundtrip flight included

Montreal (YMQ) to Miami (MIA)

7.8/10 Good! (1,027 reviews)

Good location. Beds were uncomfortable and pillows were very hard. The worse part was, you could hear right thru the walls. I could hear the people in the neighboring room. Had a hard time sleeping due to the noise. I would not stay here again.

Reviewed on Mar 22, 2026

Casablanca Miami Beach

North Beach

CA $4,328

per person

May 5 - May 12

found 7 hours ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

5.8/10 (321 reviews)

Room was clean and great location beside the beach. Room had kitchette and big fridge, microwave etc. so was great. It was dated and internet didn't work in our room but worked well in the lobby. Great value for money :) happy with it.

Reviewed on Feb 22, 2026

Cavalier Hotel South Beach

South Beach

CA $1,496

per person

Jun 11 - Jun 16

found 1 day ago

Roundtrip flight included

Montreal (YMQ) to Miami (MIA)

8.6/10 Excellent! (1,007 reviews)

Everything was perfect . I would stay there again

Reviewed on Mar 16, 2026

Ready to book your vacation to Cow Key?

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Cow Key Hotel Deals

Margaritaville Beach House Key West

2001 South Roosevelt Boulevard Key West FL

Fully refundableReserve now, pay when you stay

CA $443

CA $587 total

Apr 20 - Apr 21

includes taxes & fees

8.8/10 Excellent! (1,800 reviews)

This Margaritaville has different amenities than others, so our expectations might have been high. We were bummed to learn they do not have pool side or beach service. The pool was small, but they do have a small hot tub, however, it is older and not the best. The room we stayed in was a 2 bedroom ...

Reviewed on Mar 25, 2026

Blue Flamingo Resort Key West

3820 North Roosevelt Boulevard Key West FL

Fully refundableReserve now, pay when you stay

CA $357

CA $479 total

Apr 19 - Apr 20

includes taxes & fees

8.2/10 Very Good! (1,996 reviews)

Check in staff was great!

Reviewed on Mar 25, 2026

Beachside Resort & Residences

3841 N Roosevelt Blvd Key West FL

Fully refundableReserve now, pay when you stay

CA $388

CA $568 total

Apr 13 - Apr 14

includes taxes & fees

8.6/10 Excellent! (2,086 reviews)

Shuttle times are extremely accurate. Beautfil place with friendly staff. Only wish checkout time was a bit later. Elevators were out our entire stay. We were on third floor. The staff did offer to help carry our luggage up.

Reviewed on Mar 22, 2026

See all 3,130 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.