Search Deals onKey West Vacation Packages
Key West Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Ibis Bay Beach Resort
Price was $631, price is now $461 per person
$461
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and a private beach. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.

The Key West Hotel
Price was $3,643, price is now $2,398 per person
$2,398
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Stay at this guesthouse in Key West. Enjoy free WiFi, room service, and daily housekeeping. Popular attractions Duval Street and Mallory Square are located nearby.
Clean, clean, clean. Hidden! Elite Backyard Oasis. Top Tier bar and fantastic nightly entertainment. If your traveling with anyone under 25, choose different. Will be back, no doubt!
Reviewed on Oct 29, 2026

Coconut Beach Resort
Price was $1,324, price is now $936 per person
$936
per person
Dec 17 - Dec 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Book a stay at this beach resort in Key West. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Duval Street and South Beach are located nearby.

Orchid Key Inn - Adults Only
Price was $1,072, price is now $764 per person
$764
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free breakfast, parking (surcharge), and a 24-hour front desk. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.

Paradise Place by Avantstay Key West Old Town Condo w/ Shared Pool
Save 100% on your flight
Price was $2,399, price is now $1,724 per person
$1,724
per person
Jan 17 - Jan 23
found 20 hours ago
Roundtrip flight included
Minneapolis (MSP) to Key West (EYW)
Stay at this cottage in Key West. Enjoy patios, in-room washers/dryers, and an in-room coffeemaker. Popular attractions Duval Street and Mallory Square are located nearby.
The listing says this property is “on beach property,” but it is not on the beach or even close to a beach, which was very misleading.
While we were staying there, the pool was also resurfaced. We were told that it was a “last-minute” discovery that the pool needed to be closed, but this significantly affected our stay.
We also had trouble getting ahold of anyone when we had questions or concerns. Calls to the management/maintenance contact went unanswered, and no one returned our calls.
Another issue was the condition of the balconies. We were on one of the lower floors, and whenever the guests above us used their deck, dirt and sand would fall down onto ours while we were sitting outside. It made it very unpleasant to actually use the outdoor space.
Overall, the property description was misleading, the unexpected pool closure was disappointing, communication was poor, and the balcony situation made the stay less enjoyable than expected.
Reviewed on Sep 12, 2026

Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!
Price was $2,980, price is now $2,242 per person
$2,242
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Key West (EYW)
Stay at this cottage in Key West. Enjoy a beach locale, patios, and in-room washers/dryers. Popular attractions Duval Street and Southernmost Point are located nearby.

Duval Sea Turtle by Avantstay Great Location Close to Shops Shared Pool!
Price was $3,080, price is now $2,346 per person
$2,346
per person
Jan 19 - Jan 25
found 22 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Key West (EYW)
Stay at this cottage in Key West. Enjoy free parking, a beach locale, and concierge services. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
The location to the things we wanted to do was perfect
Reviewed on May 1, 2026

Floralee House in Key West
Price was $14,918, price is now $11,374 per person
$11,374
per person
Dec 31 - Jan 3
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Stay at this vacation home in Key West. Enjoy free parking and a garden. Popular attractions Duval Street and Mallory Square are located nearby.
Key West Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Key West Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.



Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Fri, Dec 18 - Mon, Dec 21
PIE
St. Petersburg-Clearwater Intl.
EYW
Key West Intl.
$136 Roundtrip, found 3 days ago
$136
Roundtrip
found 3 days ago

Mon, Nov 9 - Tue, Nov 10
TPA
Tampa Intl.
EYW
Key West Intl.
$148 Roundtrip, found 2 hours ago
$148
Roundtrip
found 2 hours ago

Mon, Jan 25 - Tue, Feb 2
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$369 Roundtrip, found 3 hours ago
$369
Roundtrip
found 3 hours ago

Tue, Nov 10 - Wed, Nov 18
ORD
O'Hare Intl.
EYW
Key West Intl.
$374 Roundtrip, found 2 hours ago
$374
Roundtrip
found 2 hours ago
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