Search Deals onKey West Vacation Packages
Key West Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Grand Maloney Hotel
Price was $979, price is now $648 per person
$648
per person
Jan 7 - Jan 10
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free WiFi, laundry facilities, and premium bedding. Popular attractions Duval Street and Mallory Square are located nearby.
Excellent location in old town. Quiet room away from street.
Reviewed on Jan 1, 2026
The Key West Hotel
Price was $2,841, price is now $1,923 per person
$1,923
per person
Jan 16 - Jan 19
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.
Clean, clean, clean. Hidden! Elite Backyard Oasis. Top Tier bar and fantastic nightly entertainment. If your traveling with anyone under 25, choose different. Will be back, no doubt!
Reviewed on Oct 29, 2026
Tropical Dreaming by Avantstay 4 Blks to Beach! Private Pool!
Price was $4,683, price is now $3,533 per person
$3,533
per person
Jan 14 - Jan 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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
Atlantic Paradise by Avantstay Great Location w/ Balcony, Outdoor Dining & Shared Pool & Hot Tub!
Price was $3,190, price is now $2,421 per person
$2,421
per person
Jan 27 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Key West (EYW)
Book a stay at this beach cottage in Key West. Enjoy free parking, a beach locale, and balconies. Popular attractions Duval Street and Mallory Square are located nearby.
Pictures represented a beach view when that was entirely not the case.
The sliders on the bedrooms were nice to have but made that part of the room much warmer. In the heat of summer it was not a good feel.
Carpeting in the hallway was dirty.
The shower function was odd to say the least. It was like having to crack a code. Tub not operational??? Why have it? I think a face lift is in order. Remove the mirrors -made it creepy.
Reviewed on Jul 11, 2026
Beachfront 2bdr Condo, Pool & Hot Tub w/ Ocean Views Papaya Place by Avantstay
Price was $2,883, price is now $2,192 per person
$2,192
per person
Dec 18 - Dec 23
found 5 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
Book a stay at this beach cottage in Key West. Enjoy free parking, a beach locale, and balconies. Popular attractions Duval Street and Smathers Beach are located nearby.
Duval Breeze by Avantstay Great Location Close to Beach & Nightlife Shared Pool! Week Long Stays
Price was $3,266, price is now $2,492 per person
$2,492
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 Mallory Square 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
Tranquility by Avantstay Close to Duval St w/ BBQ & Shared Pool
Price was $2,209, price is now $1,687 per person
$1,687
per person
Jan 21 - Jan 26
found 6 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Key West (EYW)
Stay at this cottage in Key West. Enjoy patios, in-room washers/dryers, and an in-room coffeemaker. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Staff were awesome. Loved the trees and foliage and privacy.
Reviewed on Feb 17, 2026
The Gardens Hotel
Price was $2,825, price is now $2,159 per person
$2,159
per person
Dec 31 - Jan 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Wonderful location, great room, cozy property. Check in and out was very easy. Would definitely stay here again the next time Im in Key West
Reviewed on Nov 8, 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.
Mon, Dec 7 - Sat, Dec 12
PIE
St. Petersburg-Clearwater Intl.
EYW
Key West Intl.
$90 Roundtrip, found 3 days ago
$90
Roundtrip
found 3 days ago
Mon, Dec 7 - Sat, Dec 12
TPA
Tampa Intl.
EYW
Key West Intl.
$152 Roundtrip, found 3 days ago
$152
Roundtrip
found 3 days ago
Sun, Dec 6 - Fri, Dec 18
BOS
Logan Intl.
EYW
Key West Intl.
$309 Roundtrip, found 9 hours ago
$309
Roundtrip
found 9 hours ago
Mon, Jan 25 - Tue, Feb 2
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$369 Roundtrip, found 15 hours ago
$369
Roundtrip
found 15 hours ago
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