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

Blue Flamingo Resort Key West
Save 100% on your flight
Price was $1,590, price is now $1,157 per person
$1,157
per person
Dec 31 - Jan 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.
Very relaxed vibe day and night. Both bars were well staffed and quick to serve. Everything was kept immaculately clean.
Reviewed on Nov 4, 2026

The Key West Hotel
Save 100% on your flight
Price was $3,525, price is now $2,200 per person
$2,200
per person
Dec 31 - Jan 4
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

Duval Breeze by Avantstay Great Location Close to Beach & Nightlife Shared Pool! Week Long Stays
Save 100% on your flight
Price was $4,382, price is now $3,168 per person
$3,168
per person
Dec 31 - Jan 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Stay at this cottage in Key West. Enjoy free parking, balconies, and in-room washers/dryers. Popular attractions Duval Street and Mallory Square are located nearby.
Location, comfort and great customer service! A great place for a family to stay and share in some fun together!!
Reviewed on Jul 26, 2026

The Marker Key West Harbor Resort
Save 100% on your flight
Price was $2,555, price is now $1,858 per person
$1,858
per person
Dec 31 - Jan 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.
Really nice boutique hotel with a great location, delicious food, pleasant service and lovely pool area. Will definitely return and recommend to others.
Reviewed on Nov 3, 2026

Southernmost Beach Resort and Guesthouses
Save 100% on your flight
Price was $2,244, price is now $1,636 per person
$1,636
per person
Dec 31 - Jan 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Book a stay at this spa hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and South Beach are located nearby.

Paradise Place by Avantstay Key West Old Town Condo w/ Shared Pool
Price was $3,305, price is now $2,433 per person
$2,433
per person
Jan 26 - Feb 2
found 24 hours ago
Roundtrip non-stop flight included
Columbus (CMH) 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!
Save 100% on your flight
Price was $3,040, price is now $2,239 per person
$2,239
per person
Dec 31 - Jan 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.

Ibis Bay Beach Resort
Save 100% on your flight
Price was $1,689, price is now $1,252 per person
$1,252
per person
Dec 31 - Jan 4
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 only thing that was kind of disappointing was the shower it was a very little stand up shower but the bed was really comfortable and the amenities were fantastic. Golf carts, scooters, Beach, the stone crab restaurant so overall It was really nice and comfortable
Reviewed on Nov 3, 2026
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
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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.
$128 Roundtrip, found 2 days ago
$128
Roundtrip
found 2 days ago

Fri, Dec 18 - Mon, Dec 21
TPA
Tampa Intl.
EYW
Key West Intl.
$185 Roundtrip, found 4 hours ago
$185
Roundtrip
found 4 hours ago

Tue, Feb 9 - Thu, Feb 18
ORD
O'Hare Intl.
EYW
Key West Intl.
$303 Roundtrip, just found
$303
Roundtrip
just found

Sun, Feb 14 - Thu, Feb 25
ATL
Hartsfield-Jackson Atlanta Intl.
EYW
Key West Intl.
$364 Roundtrip, just found
$364
Roundtrip
just found
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