
Raccoon Key Vacations from $921
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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 $1,729, price is now $921 per person
$921
per person
Jan 5 - Jan 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
19.2/10 Exceptional! (1,002 reviews)
Will be back again. Excellent location and the room was wonderful.
Reviewed on Nov 21, 2025


Ella's Cottages - Key West Historic Inns
Old Town Key West
Price was $3,150, price is now $1,604 per person
$1,604
per person
Feb 7 - Feb 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
18.8/10 Exceptional! (390 reviews)
I absolutely loved my stay at Ella’s Cottage. The location was perfect, the rooms and outdoor areas were stunning. Really great service with breakfast baskets and super friendly staff. The only downside was that my room was located very close to the maintenance staff office/storage so unfortunately in the morning I was woken up and could hear everything going on.
Side note beware that the roosters will wake you up at sunrise!
Reviewed on Nov 16, 2025

Hyatt Vacation Club at Beach House, Key West
Save 100% on your flight
Price was $1,874, price is now $988 per person
$988
per person
Jan 5 - Jan 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
18.8/10 Exceptional! (1,002 reviews)
The room was amazing, spotless. The resort was clean and the pool was nice. I could not give this a five star because of the following reasons…
Don’t go there for any type of beach (there is none) the tiki bar is old, it needs a face lift.
If you arrive early and you want to go to the pool, you can but you have to change in the bathroom on a wet floors outside the resort. They will hold onto your luggage.
Most hotels that I stay at offer one free bottle of water in your room, this one does not.
The last thing I would say is, I found that one of the girls working at the front desk was not the friendliest.
She was a little bit snooty, and short with me.
I think it is important to have someone at the front desk that makes you feel welcome.
Again, I must say our room with spectacular and very clean.
Reviewed on Nov 12, 2025

The Key West Hotel
Key West Historic District
Price was $3,755, price is now $2,056 per person
$2,056
per person
Feb 11 - Feb 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
18.4/10 Exceptional! (505 reviews)
Everything was awesome at the Key West Hotel. My girlfriend and I enjoyed the our stay very much. Booked a room for a birthday trip for her, first time stay and we will definitely be back. I would have to say that we may have found our forever Key West hotel. Close to everything easy to walk and the staff is top notch. We could not have asked for a better stay. I would highly recommend this hotel, especially if it’s an adult trip. All the places you want to go are within walking distance.
Reviewed on Nov 21, 2025
Raccoon Key Hotel Deals

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$202 nightly
The price is $227 total per night from Dec 1 to Dec 2
$227 total
Dec 1 - Dec 2
Total with taxes and fees
7.8/10 Good! (1,708 reviews)
Good location, nice property with outdoor games and etc. Would recommend this stay.
Reviewed on Nov 19, 2025

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$112 nightly
The price is $126 total per night from Dec 1 to Dec 2
$126 total
Dec 1 - Dec 2
Total with taxes and fees
7.8/10 Good! (1,129 reviews)
Parking was easy
Reviewed on Nov 21, 2025

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
$217 nightly
The price is $244 total per night from Nov 30 to Dec 1
$244 total
Nov 30 - Dec 1
Total with taxes and fees
8.8/10 Excellent! (1,740 reviews)
We thoroughly enjoyed our stay at Oceans Edge. It was a beautiful relaxing oasis for us to spend a few days. The weather was not great (windy & a little chilly) so we couldn't use the paddleboards or kayaks. The food at the restaurant was delicious and we ended up eating there for almost all our ...
Reviewed on Nov 18, 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.



















