Search Deals onKey West Vacation Packages
Key West Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Island City House Hotel
Price was $1,239, price is now $921 per person
$921
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
We stayed in the Cigar House at Island City House Hotel. It was like a treehouse retreat, and very spacious for a DT Key West hotel! The outdoor balcony area was also very private and nice.
Reviewed on Sep 8, 2026
The Key West Hotel
Save 100% on your flight
Price was $1,942, price is now $1,309 per person
$1,309
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip non-stop 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.
Great place to stay - highly recommend.
Reviewed on Aug 20, 2026
Amsterdam's Curry Mansion Inn
Save 100% on your flight
Price was $1,537, price is now $1,107 per person
$1,107
per person
Nov 22 - Nov 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Lighthouse Suites Collection
Save 100% on your flight
Price was $2,750, price is now $1,993 per person
$1,993
per person
Nov 22 - Nov 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front
Save 100% on your flight
Price was $2,871, price is now $2,127 per person
$2,127
per person
Nov 20 - Nov 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Book a stay at this beach cottage in Key West. Enjoy a beach locale, balconies, and in-room washers/dryers. Popular attractions Duval Street and Smathers Beach are located nearby.
Key west is a vibe! My teenagers had a blast. No complaints. A lot of elders which is fine. I do have teens and they seems less than pleased while at he pool. We didn’t care though! We will be back, can not beat the location .
Reviewed on Mar 26, 2026
Duval Breeze by Avantstay Great Location Close to Beach & Nightlife Shared Pool! Week Long Stays
Save 100% on your flight
Price was $1,970, price is now $1,475 per person
$1,475
per person
Nov 23 - Nov 27
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 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
Duval s Duet on Duval by Brightwild
Save 100% on your flight
Price was $9,818, price is now $7,457 per person
$7,457
per person
Nov 25 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Stay at this apartment in Key West. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Sky Suites Retreat by Brightwild 2 Stunning Condos
Save 100% on your flight
Price was $8,066, price is now $6,129 per person
$6,129
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Stay at this apartment in Key West. Enjoy free parking. Popular attractions Duval Street and Ernest Hemingway Home and Museum 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, Sep 14 - Thu, Sep 17
PIE
St. Petersburg-Clearwater Intl.
EYW
Key West Intl.
$86 Roundtrip, found 1 day ago
$86
Roundtrip
found 1 day ago
Mon, Sep 14 - Thu, Sep 17
TPA
Tampa Intl.
EYW
Key West Intl.
$125 Roundtrip, found 12 hours ago
$125
Roundtrip
found 12 hours ago
Tue, Feb 2 - Wed, Feb 10
DTW
Detroit Metropolitan Wayne County
EYW
Key West Intl.
$333 Roundtrip, found 8 hours ago
$333
Roundtrip
found 8 hours ago
Tue, Nov 10 - Wed, Nov 18
ORD
O'Hare Intl.
EYW
Key West Intl.
$339 Roundtrip, found 4 days ago
$339
Roundtrip
found 4 days ago
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