Search Deals onRaccoon Key Vacation Packages
Raccoon Key Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Kona Kai Oasis
Price was $1,177, price is now $762 per person
$762
per person
Oct 5 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) 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.
The management was awesome! Very helpful and accommodating to say the least. Myself and 8year old daughter were displaced temporarily while transitioning from one apartment to another. Seeing as I had just had to fork over a considerable sum of money for the new place ( 1st, last, security) , I was feeling the pinch.
Reviewed on Aug 10, 2026

The Key West Hotel
Save 100% on your flight
Price was $3,698, price is now $2,202 per person
$2,202
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) 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

Ibis Bay Beach Resort
Price was $1,224, price is now $787 per person
$787
per person
Oct 5 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and a private beach. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Nice property. Didn't love that it was on a busy street but overall a great place to stay. Not close to downtown but if you rent a golf cart it's no problem.
Reviewed on Aug 10, 2026

The Southernmost Inn - Adults Only
Price was $1,148, price is now $791 per person
$791
per person
Oct 5 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and South Beach are located nearby.
Excellent Inn for a quick getaway.
Reviewed on Aug 10, 2026

Southernmost House - Adult Exclusive
Price was $1,321, price is now $915 per person
$915
per person
Oct 5 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Duval Street and South Beach are located nearby.

The Palms Hotel
Price was $1,210, price is now $841 per person
$841
per person
Oct 5 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
Stay at this guesthouse in Key West. Enjoy free breakfast, daily housekeeping, and a garden. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Fantastic experience, from the staff, the property, neighborhood and everything.
10/10. Nice and quiet. Greet people and very relaxing.
Reviewed on Aug 10, 2026

Pier House Resort & Spa
Save 100% on your flight
Price was $1,635, price is now $1,153 per person
$1,153
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.
The pool and the beach are excellent. The place could use a little updating. No live music was played by the bar in the afternoon
Reviewed on Aug 10, 2026

Coconut Beach Resort
Save 100% on your flight
Price was $1,538, price is now $1,099 per person
$1,099
per person
Sep 11 - Sep 15
found 23 hours ago
Roundtrip non-stop flight included
Detroit (DTW) 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.
booked last minute so we knew rooms were slim picking. Ended up getting a studio, had to walk 41 steps up and down, no elevators. not that big of a deal. The AC would blast cold air for 1-2 minutes, unbearable without all your blankets, then two minutes later you were sweating and had to remove sheets and blankets.....all night long. The beach was full of rotten seaweed, smelled like a sewage facility inside and outside
Reviewed on Aug 10, 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.

Thu, Aug 20 - Sun, Aug 23
TPA
Tampa Intl.
EYW
Key West Intl.
$133 Roundtrip, found 4 days ago
$133
Roundtrip
found 4 days ago

Thu, Aug 20 - Sun, Aug 23
PIE
St. Petersburg-Clearwater Intl.
EYW
Key West Intl.
$157 Roundtrip, found 6 days ago
$157
Roundtrip
found 6 days ago

Sun, Sep 20 - Thu, Oct 1
ATL
Hartsfield-Jackson Atlanta Intl.
EYW
Key West Intl.
$263 Roundtrip, found 10 hours ago
$263
Roundtrip
found 10 hours ago

Thu, Nov 5 - Tue, Nov 10
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$319 Roundtrip, found 4 hours ago
$319
Roundtrip
found 4 hours ago
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