Search Deals onLower Keys Vacation Packages
Lower Keys Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Parrot Key Hotel & Villas
Price was $1,438, price is now $1,052 per person
$1,052
per person
Nov 13 - Nov 15
found 8 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Key West (EYW)
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 4 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the bar in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.

Winslow's Bungalows - Key West Historic Inns
Save 100% on your flight
Price was $1,873, price is now $1,229 per person
$1,229
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and breakfast (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.

The Key West Hotel
Save 100% on your flight
Price was $3,626, price is now $2,384 per person
$2,384
per person
Oct 15 - Oct 20
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

Amelia Home by Avantstay In Historic Old Town w/ Pool
Save 100% on your flight
Price was $3,997, price is now $2,882 per person
$2,882
per person
Nov 18 - Nov 24
found 1 day ago
Roundtrip flight included
Fargo (FAR) 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

Lighthouse Suites Collection
Save 100% on your flight
Price was $3,781, price is now $2,727 per person
$2,727
per person
Oct 17 - Oct 24
found 22 hours ago
Roundtrip flight included
Buffalo (BUF) to Key West (EYW)
Stay at this aparthotel in Key West. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.

Banana Split by Brightwild Pool Grill
Price was $1,989, price is now $1,442 per person
$1,442
per person
Oct 11 - Oct 16
found 4 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
Stay at this apartment in Key West. Enjoy free parking and a garden. Popular attractions Duval Street and Mallory Square are located nearby.

Kona Kai Oasis
Price was $1,946, price is now $1,414 per person
$1,414
per person
Oct 15 - Oct 20
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, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Duval Street and South Beach are located nearby.

Sky Loft by Brightwild Penthouse in Prime Spot
Price was $2,499, price is now $1,820 per person
$1,820
per person
Oct 11 - Oct 16
found 4 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
Stay at this apartment in Key West. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Lower Keys Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Lower Keys 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, Sep 14 - Thu, Sep 17
TPA
Tampa Intl.
EYW
Key West Intl.
$100 Roundtrip, found 4 hours ago
$100
Roundtrip
found 4 hours ago

Tue, Oct 27 - Thu, Nov 12
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$324 Roundtrip, found 7 hours ago
$324
Roundtrip
found 7 hours ago

Wed, Oct 7 - Wed, Oct 14
ATL
Hartsfield-Jackson Atlanta Intl.
EYW
Key West Intl.
$328 Roundtrip, found 8 hours ago
$328
Roundtrip
found 8 hours ago

Sat, Jan 30 - Wed, Feb 3
DTW
Detroit Metropolitan Wayne County
EYW
Key West Intl.
$333 Roundtrip, found 3 hours ago
$333
Roundtrip
found 3 hours ago
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