
Raccoon Key Vacations from $492
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The Latest Raccoon Key vacation packages
Price found within the past 48 hours. Click for updated prices.

Hyatt Vacation Club at Beach House, Key West
Save 100% on your flight
Price was $779, price is now $492 per person
$492
per person
Mar 4 - Mar 6
found 6 hours ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (1,002 reviews)
Absolutely loved it here! The room was big, clean, had everything we needed. Great place!
Reviewed on Jan 6, 2026

The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $3,288, price is now $1,929 per person
$1,929
per person
Mar 9 - Mar 14
found 8 hours ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (505 reviews)
Being right on Duval Street if city noise bothers you you might want to stay a block or two off Duval. But if you want all the action then this place is fantastic. Staff is great and the room was nicely appointed and very comfortable.
Reviewed on Dec 12, 2025

Hyatt Vacation Club at Windward Pointe, Key West
Save 100% on your flight
Price was $1,534, price is now $939 per person
$939
per person
Feb 28 - Mar 4
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.6/10 Exceptional! (1,002 reviews)
Spacious and comfortable
Reviewed on Jan 4, 2026

Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
Price was $1,946, price is now $1,244 per person
$1,244
per person
Mar 9 - Mar 14
found 8 hours ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (1,736 reviews)
Reception was courteous but housekeeping was terrible. Waitstaff was overwhelmed.
Reviewed on Jan 2, 2026

The Gardens Hotel
Old Town Key West
Save 100% on your flight
Price was $3,051, price is now $1,973 per person
$1,973
per person
Mar 9 - Mar 14
found 8 hours ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.8/10 Exceptional! (1,000 reviews)
We absolutely loved the hotel! The house was classic Key west, so spotless, the staff was fantastic, the tortises and birds were definately entertaining, the pool was heavenly and being greeted with a glass of Proscuitta definately started the vacation off perfectly. We will definately be back!!
Reviewed on Dec 27, 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
$307 nightly
The price is $346 total per night from Jan 19 to Jan 20
$346 total
Jan 19 - Jan 20
Total with taxes and fees
8.6/10 Excellent! (1,871 reviews)
Very awesome and accommodating place!
Reviewed on Jan 5, 2026

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$283 nightly
The price is $318 total per night from Jan 7 to Jan 8
$318 total
Jan 7 - Jan 8
Total with taxes and fees
8/10 Very Good! (1,831 reviews)
Room was clean. Amenities were great.
Reviewed on Jan 6, 2026

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
$289 nightly
The price is $325 total per night from Jan 8 to Jan 9
$325 total
Jan 8 - Jan 9
Total with taxes and fees
8.8/10 Excellent! (1,743 reviews)
Friendly staff
Reviewed on Jan 2, 2026
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.



















