Search Deals onRaccoon Key Vacation Packages
Raccoon Key Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Southernmost Beach Resort and Guesthouses
Price was $2,579, price is now $1,791 per person
$1,791
per person
Jan 20 - Jan 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Book a stay at this spa 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.
The entire stay was perfect! See you next year!!
Reviewed on Oct 29, 2026
The Key West Hotel
Price was $3,696, price is now $2,277 per person
$2,277
per person
Jan 20 - Jan 25
found 1 day ago
Roundtrip 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
The Marker Key West Harbor Resort
Price was $2,639, price is now $1,840 per person
$1,840
per person
Jan 20 - Jan 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
needs to be refurbished
Reviewed on Oct 27, 2026
Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front
Save 100% on your flight
Price was $3,362, price is now $2,444 per person
$2,444
per person
Dec 30 - Jan 5
found 22 hours ago
Roundtrip non-stop flight included
Akron (CAK) 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
Tropical Dreaming by Avantstay 4 Blks to Beach! Private Pool!
Price was $4,621, price is now $3,370 per person
$3,370
per person
Jan 20 - Jan 25
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
The Gardens Hotel
Price was $3,304, price is now $2,434 per person
$2,434
per person
Jan 20 - Jan 25
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.
Un hotel hermoso , limpio , con una localización insuperable . El servio de primera , volveré pronto
Reviewed on Oct 20, 2026
Duval Breeze by Avantstay Great Location Close to Beach & Nightlife Shared Pool! Week Long Stays
Price was $2,860, price is now $2,109 per person
$2,109
per person
Jan 20 - Jan 25
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 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
Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!
Price was $2,882, price is now $2,149 per person
$2,149
per person
Jan 20 - Jan 25
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 in-room washers/dryers. Popular attractions Duval Street and Southernmost Point are located nearby.
Absolutely loved the Privacy and that we were right next to Cuban Coffee Queen! This is a nice little place to stay with great privacy. It was clean, had the little things, like Q-Tips!
Will definitely stay there next year!
Reviewed on Aug 27, 2026
Raccoon Key Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Raccoon Key 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, Nov 2 - Tue, Nov 3
TPA
Tampa Intl.
EYW
Key West Intl.
$148 Roundtrip, found 3 hours ago
$148
Roundtrip
found 3 hours ago
Thu, Nov 5 - Sun, Nov 8
PIE
St. Petersburg-Clearwater Intl.
EYW
Key West Intl.
$173 Roundtrip, found 2 days ago
$173
Roundtrip
found 2 days ago
Tue, Feb 9 - Wed, Feb 17
ORD
O'Hare Intl.
EYW
Key West Intl.
$293 Roundtrip, found 1 hour ago
$293
Roundtrip
found 1 hour ago
Thu, Dec 31 - Tue, Jan 5
JFK
John F. Kennedy Intl.
EYW
Key West Intl.
$335 Roundtrip, found 1 hour ago
$335
Roundtrip
found 1 hour ago
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