
Raccoon Key Vacations from $464
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The Latest Raccoon Key vacation packages
Price found within the past 48 hours. Click for updated prices.

The Perry Hotel & Marina Key West
Save 100% on your flight
Price was $809, price is now $464 per person
$464
per person
Feb 9 - Feb 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (1,151 reviews)
The hotel is wonderful and most of all free shuttle service to downtown. We really enjoyed our time there. Looking forward to visiting again!!
Reviewed on Dec 2, 2025

Oceans Edge Key West Resort, Hotel & Marina
Price was $1,394, price is now $702 per person
$702
per person
Feb 9 - Feb 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (1,736 reviews)
The staff was courteous. The room was beautiful n spotless. But the refrigerators weren't working correctly n my food that I brought was spoiled. Ms. Gwendolyn, provided excellent service and Ms. Sophia, provided discount for my stayed. Also the showers needs to be repaired, it leaked when taking showers. Water was all over the floors, so we put towels on the floor to soak up the water. *At the restaurant Alex was an awesome server, highly recommend him*.
Reviewed on Dec 3, 2025

Ella's Cottages - Key West Historic Inns
Old Town Key West
Price was $1,367, price is now $689 per person
$689
per person
Feb 9 - Feb 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (390 reviews)
Everything was great. Staff were all super helpful.
Location fantastic.
Breakfast served outside the room on the verander we loved (the health shots were a lovely touch).
We had a great stay.
Would definitely recommend.
Reviewed on Nov 22, 2025


Winslow's Bungalows - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $1,117, price is now $636 per person
$636
per person
Feb 9 - Feb 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (1,044 reviews)
Beautiful property, nice clean bungalows and great staff!
Reviewed on Dec 5, 2025
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View all tripsRaccoon Key Hotel Deals

Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$222 nightly
The price is $250 total per night from Dec 16 to Dec 17
$250 total
Dec 16 - Dec 17
Total with taxes and fees
8.6/10 Excellent! (1,734 reviews)
Staff very courteous! We arrived very early- hoping we could at least chk our bags before going to lunch ( 2 couples- booking two rooms). Our friends' room was already available .We were told ours would be ready soon. We had a lovely, long, leisurely lunch at Chicken Walk. Our room still wasnt ready ...
Reviewed on Dec 3, 2025

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $191 total per night from Dec 14 to Dec 15
$191 total
Dec 14 - Dec 15
Total with taxes and fees
8/10 Very Good! (1,747 reviews)
Grate stay...only thing is our room at the end of property a little far from the pool and breakfast bar. Next time will ask for a closer one.
Reviewed on Dec 3, 2025

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
$202 nightly
The price is $227 total per night from Dec 8 to Dec 9
$227 total
Dec 8 - Dec 9
Total with taxes and fees
8.8/10 Excellent! (1,747 reviews)
Very nice clean and big room. Great view over the pools and harbor.
Reviewed on Dec 4, 2025
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.
Find the Best Raccoon Key Vacation Packages
Raccoon Key Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Key West Intl. Airport (EYW) |
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