Cow Key Vacations from $358
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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.
The Latest Cow Key Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Broadmore Miami Beach
North Beach
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
5.4/10 (227 reviews)
The hotel is definitely outdated but i love the nostalgia.Elevator was super slow but atleast it worked..My balcony room was excellent and better than expected. The smell all around each floors was so fresh. Richie was so patient and amazing and Panela was my savior and went over and beyond to accommodate to my needs and very pleasant.Housekeeping turn over was awful and had to still go to desk to get my missing items..I am definitely coming back..Thanks guys for a wonderful vacation!
Reviewed on Apr 24, 2025
iCoconutGrove Vacation Rentals
Coconut Grove
Save 100% on your flight
per person
Jul 11 - Jul 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.2/10 Wonderful! (1,000 reviews)
Great location for our visit around Miami. Very easy check in and parking was very convenient. Loved the gift card - which was close by and good food. Will recommend and stay here again!
Reviewed on Apr 28, 2025
Sunrise in Miami Suites
South Beach
per person
Jul 12 - Jul 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
10/10 Exceptional! (1 review)
The property was clean, in a walkable area, and conveniently located near shops and dining options. The neighborhood felt safe and quiet, which made it a peaceful place to stay. Communication with the host was smooth during booking and check-in. It’s a solid choice if you’re looking for easy access to local attractions and a comfortable stay.
Reviewed on Apr 22, 2025
Eden Roc Miami Beach
Mid Beach
Save 100% on your flight
per person
Jul 12 - Jul 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (2,387 reviews)
Overall, the experience was good. Hotel is very good.
Couple things that we were not happy about. We chose resort view room but it wasn’t resort view at all, there was no view at all. It was rough roof view. My husband even asked for a better room, they said it’s already an upgraded room but then where’s the view.
Also, the shower faucet was so tight that we initially thought it’s stuck and called maintenance.
Reviewed on Apr 29, 2025
Find the Best Cow Key Vacation Packages
Cow Key Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Key West Intl. Airport (EYW) |
Max Temp Winter | 75ºF |
Max Temp Summer | 85ºF |
Top Sights | Smathers Beach, Fort Zachary Taylor Historic State Park and South Beach |
Cow Key Hotel Deals
Southernmost Beach Resort
1319 Duval Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $390 per night from May 11 to May 12
$390
includes taxes & fees
$346 per night
May 11 - May 12
8.6/10 Excellent! (2,450 reviews)
"I love they had a daily itinerary. My room is always clean and I also think they had to turn down service."
Reviewed on Apr 29, 2025
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $333 per night from May 18 to May 19
$333
includes taxes & fees
$296 per night
May 18 - May 19
8.6/10 Excellent! (1,708 reviews)
"Love the place."
Reviewed on Apr 27, 2025
Fairfield Inn and Suites by Marriott Key West
2400 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $236 per night from May 26 to May 27
$236
includes taxes & fees
$210 per night
May 26 - May 27
7.8/10 Good! (1,095 reviews)
"I was very excited about visiting this property and hanging out by the pool. However, we weren’t impressed with the friendliness of the staff who drove the shuttle and the pool bartender who closed the bar early with my husband standing there ready to order drinks during Spring Break week. The housekeeping ..."
Reviewed on Apr 20, 2025
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.
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Vacation Rentals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.