Search Deals onKey West Vacation Packages
Key West Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Perry Hotel & Marina Key West
Save 100% on your flight
Price was $1,631, price is now $1,160 per person
$1,160
per person
Jul 3 - Jul 9
found 1 day ago
Roundtrip non-stop flight included
Jackson (JAN) to Key West (EYW)
Book a stay at this business-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 Smathers Beach are located nearby.
Hyatt Vacation Club at Windward Pointe, Key West
Save 100% on your flight
Price was $2,396, price is now $1,550 per person
$1,550
per person
Jul 3 - Jul 9
found 1 day ago
Roundtrip non-stop flight included
Jackson (JAN) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free WiFi, free parking, and a snack bar/deli. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
The Key West Hotel
Save 100% on your flight
Price was $2,609, price is now $1,716 per person
$1,716
per person
Jul 3 - Jul 9
found 1 day ago
Roundtrip non-stop flight included
Jackson (JAN) 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.
Hyatt Vacation Club at Sunset Harbor, Key West
Save 100% on your flight
Price was $2,341, price is now $1,548 per person
$1,548
per person
Jul 3 - Jul 9
found 1 day ago
Roundtrip non-stop flight included
Jackson (JAN) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free WiFi, parking (surcharge), and concierge services. Popular attractions Duval Street and Mallory Square are located nearby.
Hyatt Vacation Club at Beach House, Key West
Save 100% on your flight
Price was $2,465, price is now $1,648 per person
$1,648
per person
Jul 3 - Jul 9
found 1 day ago
Roundtrip non-stop flight included
Jackson (JAN) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free WiFi, parking (surcharge), and concierge services. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
The Gardens Hotel
Save 100% on your flight
Price was $2,396, price is now $1,637 per person
$1,637
per person
Jul 3 - Jul 9
found 1 day ago
Roundtrip non-stop flight included
Jackson (JAN) to Key West (EYW)
Book a stay at this business-friendly B&B in Key West. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Winslow's Bungalows - Key West Historic Inns
Save 100% on your flight
Price was $1,868, price is now $1,292 per person
$1,292
per person
Jul 3 - Jul 9
found 1 day ago
Roundtrip non-stop flight included
Jackson (JAN) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free breakfast, free WiFi, and 3 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!
Save 100% on your flight
Price was $2,890, price is now $2,092 per person
$2,092
per person
Jul 13 - Jul 19
found 1 day ago
Roundtrip non-stop 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.
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.
Mon, Jun 15 - Wed, Jul 1
TPA
Tampa Intl.
EYW
Key West Intl.
$104 Roundtrip, found 19 hours ago
$104
Roundtrip
found 19 hours ago
Tue, Jul 14 - Wed, Jul 29
BOS
Logan Intl.
EYW
Key West Intl.
$272 Roundtrip, found 7 hours ago
$272
Roundtrip
found 7 hours ago
Wed, Jun 3 - Wed, Jun 10
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$289 Roundtrip, found 5 days ago
$289
Roundtrip
found 5 days ago
Wed, Jul 29 - Sat, Aug 1
ORD
O'Hare Intl.
EYW
Key West Intl.
$319 Roundtrip, found 10 hours ago
$319
Roundtrip
found 10 hours ago
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