
Deals on vacations and trips to Raccoon Key
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Raccoon Key flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

The Marker Key West Harbor Resort
Key West Historic District
Price was $3,496, price is now $2,524 per person
$2,524
per person
Jan 10 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
This smoke-free hotel features 3 outdoor pools, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.

The Key West Hotel
Key West Historic District
Price was $5,553, price is now $3,450 per person
$3,450
per person
Jan 23 - Jan 29
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
An outdoor pool is featured at this guesthouse, along with free WiFi in public areas and a garden. Luggage storage and concierge services are also provided.

Tropical Dreaming by Avantstay 4 Blks to Beach! Private Pool!
Old Town Key West
Price was $6,287, price is now $4,522 per person
$4,522
per person
Jan 10 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
An outdoor pool is featured at this cottage, along with free WiFi in public areas.

The Gardens Hotel
Old Town Key West
Price was $4,351, price is now $3,172 per person
$3,172
per person
Jan 23 - Jan 29
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
2 outdoor pools, 2 bars/lounges, and a restaurant are among this bed & breakfast's featured amenities. Business travelers can take advantage of the free WiFi in public areas. Relax with a drink at the poolside bar and enjoy the free cooked-to-order breakfast each morning.

Duval Breeze by Avantstay Great Location Close to Beach & Nightlife Shared Pool! Week Long Stays
Old Town Key West
Price was $4,666, price is now $3,433 per person
$3,433
per person
Dec 31 - Jan 4
found 6 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool is also provided.
Top Raccoon Key hotels deals

Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
$285 nightly
The price is $321 total per night
$321 total
Nov 17 - Nov 18
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like a free airport shuttle. You'll appreciate the hot tub, poolside bar, and concierge services.
Pool
Hot Tub

Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
$200 nightly
The price is $225 total per night
$225 total
Nov 19 - Nov 20
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot tub and perks like free self parking.
Pool
Hot Tub

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Free Cancellation
Reserve now, pay when you stay
$179 nightly
The price is $201 total per night
$201 total
Dec 3 - Dec 4
Total with taxes and fees
This hotel features 2 restaurants, 2 outdoor pools, and a 24-hour gym. There's fun for all ages with mini golf and a playground, and families will appreciate the picnic area. Unwind with a drink at one of the 2 poolside bars and enjoy freebies like WiFi in public areas and an area shuttle.
Pool
Pet friendly

Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
This smoke-free hotel features a private beach, a marina, and 2 restaurants. Enjoy a day at the beach kayaking, or relax with sun loungers. Unwind with a drink at one of the 2 bars/lounges and enjoy freebies like WiFi in public areas and an area shuttle.
On private beach
Pool

Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
$264 nightly
The price is $297 total per night
$297 total
Dec 5 - Dec 6
Total with taxes and fees
This Art Deco hotel features a private beach, a marina, and a restaurant. Enjoy a day at the beach kayaking, or relax with sun loungers. Enjoy the outdoor pool and free perks like continental breakfast and WiFi in public areas.
On private beach
Pool

Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Free Cancellation
Reserve now, pay when you stay
$259 nightly
The price is $292 total per night
$292 total
Nov 23 - Nov 24
Total with taxes and fees
A private beach, a full-service spa, and 2 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Enjoy the gym and perks like free WiFi.
On private beach
Pool
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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