Search Deals onKey West Vacation Packages
Key West Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Amsterdam's Curry Mansion Inn
Save 100% on your flight
Price was $1,298, price is now $947 per person
$947
per person
Nov 18 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Key West (EYW)
Book a stay at this historic guesthouse in Key West. Enjoy free WiFi, beach cabanas (surcharge), and a business center. Our guests praise the pool and the clean rooms in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.
The Key West Hotel
Save 100% on your flight
Price was $3,135, price is now $1,921 per person
$1,921
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) 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.
Great place to stay - highly recommend.
Reviewed on Aug 20, 2026
The Gardens Hotel
Save 100% on your flight
Price was $2,313, price is now $1,530 per person
$1,530
per person
Nov 18 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) 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.
Duval Breeze by Avantstay Great Location Close to Beach & Nightlife Shared Pool! Week Long Stays
Save 100% on your flight
Price was $2,596, price is now $1,918 per person
$1,918
per person
Nov 18 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) 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 Ernest Hemingway Home and Museum 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
Tropical Dreaming by Avantstay 4 Blks to Beach! Private Pool!
Save 100% on your flight
Price was $3,224, price is now $2,388 per person
$2,388
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Key West (EYW)
Stay at this cottage in Key West. Enjoy a beach locale, patios, and an in-room coffeemaker. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Loved the closeness to Duval st and the privacy
Reviewed on Oct 17, 2025
Island City House Hotel
Price was $1,725, price is now $1,280 per person
$1,280
per person
Dec 14 - Dec 18
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free WiFi, a rooftop terrace, and daily housekeeping. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.
Staff was amazing
Took us to our room and showed us around
Place was amazing
Great location
Reviewed on Sep 23, 2026
The Marker Key West Harbor Resort
Save 100% on your flight
Price was $2,145, price is now $1,601 per person
$1,601
per person
Nov 18 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) 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.
Second stay always good
Reviewed on Sep 24, 2026
Amelia Home by Avantstay In Historic Old Town w/ Pool
Save 100% on your flight
Price was $2,897, price is now $2,171 per person
$2,171
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Key West (EYW)
Stay at this cottage in Key West. Enjoy a beach locale, patios, and an in-room coffeemaker. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Loved it
Reviewed on Mar 20, 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
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.
Sun, Oct 18 - Wed, Oct 28
PIE
St. Petersburg-Clearwater Intl.
EYW
Key West Intl.
$86 Roundtrip, found 14 hours ago
$86
Roundtrip
found 14 hours ago
Sat, Oct 17 - Tue, Oct 27
TPA
Tampa Intl.
EYW
Key West Intl.
$87 Roundtrip, found 14 hours ago
$87
Roundtrip
found 14 hours ago
Mon, Nov 9 - Thu, Nov 26
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$344 Roundtrip, found 13 hours ago
$344
Roundtrip
found 13 hours ago
Sun, Feb 14 - Thu, Feb 25
ATL
Hartsfield-Jackson Atlanta Intl.
EYW
Key West Intl.
$349 Roundtrip, found 13 hours ago
$349
Roundtrip
found 13 hours ago
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