
Raccoon Key Vacations from $787
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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 Windward Pointe, Key West
Save 100% on your flight
Price was $1,570, price is now $969 per person
$969
per person
May 4 - May 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.6/10 Exceptional! (1,002 reviews)
The staff was amazing and it was a quick uber from everything! Beautiful view, beautiful room! We will be back!
Reviewed on Feb 25, 2026

Oceans Edge Key West Resort, Hotel & Marina
Price was $1,917, price is now $1,311 per person
$1,311
per person
Mar 30 - Apr 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (1,736 reviews)
The room was spotless, the employees all courteous, friendly and helpful. The food was delicious and overall it was an exceptional experience.
Reviewed on Feb 27, 2026

The Key West Hotel
Key West Historic District
Price was $1,711, price is now $1,213 per person
$1,213
per person
Mar 30 - Apr 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (505 reviews)
My boyfriend and I had such an incredible, relaxing stay. Everyone was very nice but our front desk gentleman, Chris, really stood out. The pool was clean and the sun hit there most of the day. The bar was fun and the live music was very enjoyable. Thank you Key West Hotel. 10/10 recommend.
Reviewed on Feb 20, 2026

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Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundable
$529 nightly
The price is $595 total per night from Mar 30 to Mar 31
$595 total
Mar 30 - Mar 31
Total with taxes and fees
8.8/10 Excellent! (3,097 reviews)
Location was great! Breakfast, pools, friendly attentive staff.
Reviewed on Feb 27, 2026

Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$374 nightly
The price is $420 total per night from Mar 1 to Mar 2
$420 total
Mar 1 - Mar 2
Total with taxes and fees
8/10 Very Good! (2,113 reviews)
Outdated room (bathroom)
Reviewed on Feb 28, 2026

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$364 nightly
The price is $410 total per night from Mar 10 to Mar 11
$410 total
Mar 10 - Mar 11
Total with taxes and fees
8.2/10 Very Good! (1,960 reviews)
We booked this hotel because they had a hot tub, breakfast NOT included. Turns out the hot tub was in the hotel next door, Hilton Garden Inn, which does have free breakfast. We should have booked there instead. The room was equipped with ear plugs because of the chickens the crow and roam about. ...
Reviewed on Feb 28, 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.




















