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

Havana Cabana at Key West
Save 100% on your flight
Price was $1,384, price is now $934 per person
$934
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip non-stop flight included
Charleston (CHS) to Key West (EYW)
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). 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 $3,415, price is now $1,990 per person
$1,990
per person
May 28 - Jun 4
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) 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 Beach House, Key West
Save 100% on your flight
Price was $1,925, price is now $1,179 per person
$1,179
per person
May 17 - May 23
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) 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.

Lighthouse Hotel - Key West Historic Inns
Save 100% on your flight
Price was $4,915, price is now $3,374 per person
$3,374
per person
Apr 23 - Apr 28
found 13 hours ago
Roundtrip non-stop flight included
Charleston (CHS) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.

Southernmost Beach Resort and Guesthouses
Save 100% on your flight
Price was $1,750, price is now $1,234 per person
$1,234
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip non-stop flight included
Charleston (CHS) to Key West (EYW)
Book a stay at this beach 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.

Palmgale House in Key West
Save 100% on your flight
Price was $17,026, price is now $12,130 per person
$12,130
per person
May 15 - May 22
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Key West (EYW)
Stay at this vacation home in Key West. Enjoy free parking and an outdoor pool. Popular attractions Duval Street and Smathers Beach are located nearby.

New Crestwood House by Brightwild Huge Pool
Save 100% on your flight
Price was $16,011, price is now $11,421 per person
$11,421
per person
May 15 - May 22
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Key West (EYW)
Stay at this vacation home in Key West. Enjoy free parking and a garden. Popular attractions Duval Street and Smathers Beach are located nearby.

Waterlane House by Brightwild Pool Boat Dock
Save 100% on your flight
Price was $11,993, price is now $8,577 per person
$8,577
per person
May 15 - May 22
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Key West (EYW)
Stay at this vacation home in Key West. Enjoy free parking. Popular attractions Duval Street and Smathers Beach 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.
$87 Roundtrip, found 3 hours ago
$87
Roundtrip
found 3 hours ago

Mon, Mar 30 - Wed, Apr 8
ATL
Hartsfield-Jackson Atlanta Intl.
EYW
Key West Intl.
$214 Roundtrip, found 5 hours ago
$214
Roundtrip
found 5 hours ago

Tue, Apr 14 - Wed, Apr 22
ORD
O'Hare Intl.
EYW
Key West Intl.
$228 Roundtrip, found 2 days ago
$228
Roundtrip
found 2 days ago

Tue, Mar 31 - Thu, Apr 16
BOS
Logan Intl.
EYW
Key West Intl.
$257 Roundtrip, found 23 hours ago
$257
Roundtrip
found 23 hours ago
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