Search Deals onRaccoon Key Vacation Packages
Raccoon Key Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Fitch Lodge - Key West Historic Inns
Price was $1,084, price is now $748 per person
$748
per person
Oct 30 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free WiFi, daily housekeeping, and concierge services. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.
Winslow's Bungalows - Key West Historic Inns
Save 100% on your flight
Price was $1,496, price is now $896 per person
$896
per person
Oct 30 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) 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 staff was fantastic and we loved the hotel!!! Great location!
Reviewed on Aug 13, 2026
The Key West Hotel
Save 100% on your flight
Price was $3,259, price is now $1,998 per person
$1,998
per person
Oct 30 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) 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.
This is the best place to stay in Key West! It is a hotel but it has the quaint B&B vibes. The tiki bar by the pool is amazing and they are adding food soon which makes it literally perfect. Close to everything you’d want to do- walk or scooter. 10/10 recommend!
Reviewed on Jul 27, 2026
Lighthouse Hotel - Key West Historic Inns
Save 100% on your flight
Price was $1,496, price is now $920 per person
$920
per person
Oct 30 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Me gusto todo, esta hermoso y muy centrico
Reviewed on Aug 11, 2026
Ella's Cottages - Key West Historic Inns
Save 100% on your flight
Price was $1,496, price is now $942 per person
$942
per person
Oct 30 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Key West (EYW)
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
We had a wonderful stay at Ella’s cottages. The staff were so wonderful. Happy hour at the pool was really fun. The only complaint I have is there was construction right behind our room, but that’s not the hotels fault.
Reviewed on Aug 11, 2026
Curry House
Price was $1,235, price is now $788 per person
$788
per person
Oct 5 - Oct 9
found 14 hours ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Key West (EYW)
Stay at this guesthouse in Key West. Enjoy free WiFi, cable TV channels, and premium bedding. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Coconut Beach Resort
Save 100% on your flight
Price was $1,157, price is now $791 per person
$791
per person
Sep 18 - Sep 21
found 18 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to Key West (EYW)
Book a stay at this beach resort in Key West. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Duval Street and South Beach are located nearby.
The Perry Hotel & Marina Key West
Save 100% on your flight
Price was $1,418, price is now $977 per person
$977
per person
Oct 30 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Key West (EYW)
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
We had a wonderful time. The staff was amazing. The place is very clean and beautiful.
Reviewed on Aug 13, 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.
Sun, Oct 18 - Wed, Oct 28
TPA
Tampa Intl.
EYW
Key West Intl.
$117 Roundtrip, found 6 hours ago
$117
Roundtrip
found 6 hours ago
Sun, Oct 18 - Wed, Oct 28
PIE
St. Petersburg-Clearwater Intl.
EYW
Key West Intl.
$122 Roundtrip, found 6 hours ago
$122
Roundtrip
found 6 hours ago
Sun, Sep 20 - Thu, Oct 1
ATL
Hartsfield-Jackson Atlanta Intl.
EYW
Key West Intl.
$263 Roundtrip, found 4 hours ago
$263
Roundtrip
found 4 hours ago
Tue, Nov 10 - Thu, Nov 26
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$299 Roundtrip, found 4 hours ago
$299
Roundtrip
found 4 hours ago
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