
Raccoon Key Vacations from $394
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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
per person
Sep 14 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (1,044 reviews)
Great experience overall! Clean hotel and pool, great local food and convenient shuttle service to downtown Key West.
We did on site laundry… were told one price for a bag of clothing and were charged another, even though all items fit into their laundry bag and closed.
We had the mimosa package special upon booking and it was never delivered upon, they stated we would get that refunded to us.
Those were our only two complaints!
Reviewed on Aug 5, 2025



Lighthouse Hotel - Key West Historic Inns
Old Town Key West
Save 100% on your flight
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (764 reviews)
Location is excellent. Very close to Duval st and easy to walk to most locations in the historic district. Plenty of good restaurants nearby. The hotel is typical old Key West style but very comfortable with good AC and spacious rooms. You can hang out by the pool after strolling around the streets and have a drink at the hotel bar. We got a two bedroom unit which was great for a family of four.
Reviewed on Aug 4, 2025

Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
per person
Sep 14 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (1,710 reviews)
There was scum along the waterline of the pool. Our “Ocean View” was a swamp mess and at closing there was a bunch of $600 charges on top of the $400 upon arrival and 2k prior.
Reviewed on Aug 5, 2025
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Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
$194 nightly
The price is $218 total per night from Aug 12 to Aug 13
$218 total
Aug 12 - Aug 13
Total includes taxes and fees
8.4/10 Very Good! (1,429 reviews)
"Very relaxing. We honestly never had to rely on to many people once we got there. Everything was nice."
Reviewed on Aug 6, 2025

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
$164 nightly
The price is $184 total per night from Sep 7 to Sep 8
$184 total
Sep 7 - Sep 8
Total includes taxes and fees
7.6/10 Good! (1,525 reviews)
"Just five minutes from the airport and the shuttle will take you into the Mallory Square area every hour. 10:30 is last shuttle back. Hopefully in the near future all the restaurants will be open and lobby bar but I didn’t have use any and didn’t know they weren’t done with renovations. Should have ..."
Reviewed on Aug 5, 2025

Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
Fully refundable
$237 nightly
The price is $266 total per night from Aug 24 to Aug 25
$266 total
Aug 24 - Aug 25
Total includes taxes and fees
8.6/10 Excellent! (2,662 reviews)
"Great spot for my teenager. Easy parking. Very clean grounds . Would book here again"
Reviewed on Aug 6, 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.
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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.