Raccoon Key Vacation Packages

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Top Raccoon Key Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

3.5 out of 5
per person
Oct 9 - Oct 13
found 8 hours ago
Roundtrip flight included
Ottawa (YOW) to Key West (EYW)
9.2/10 Wonderful! (1,004 reviews)
Not a hotel. This is more of a timeshare set up with minimal services. Parking was a challenge and there are not really any restaurants etc. near the facility. The beach is not great and very small. That being said it is very clean, spacious, full kitchen, washer/dryer, cold ac, well maintained property and very comfortable. It was nice for everyone to have their own space, be able to prepare some meals, and quiet except for the roosters roaming the property.

Reviewed on Aug. 8, 2025

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
per person
Oct 9 - Oct 13
found 8 hours ago
Roundtrip flight included
Ottawa (YOW) to Key West (EYW)
9.6/10 Exceptional! (1,015 reviews)
Bed comfort was good

Reviewed on Aug. 7, 2025

Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only

3.5 out of 5
Old Town Key West
per person
Oct 9 - Oct 13
found 8 hours ago
Roundtrip flight included
Ottawa (YOW) to Key West (EYW)
10/10 Exceptional! (1,005 reviews)
Really close to Duvall but still quiet. Great Cuban restaurant and dessert bar just down the street.

Reviewed on Aug. 6, 2025

Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only

3.5 out of 5
Old Town Key West
per person
Oct 9 - Oct 13
found 8 hours ago
Roundtrip flight included
Ottawa (YOW) to Key West (EYW)
9.8/10 Exceptional! (1,006 reviews)
We loved the decor on the interior and exterior of the property. Most of all, we loved the staff. They made us feel like we were the most important people on the property. Will definitely stay there again on our next trip.

Reviewed on Aug. 8, 2025

The Key West Hotel

The Key West Hotel

2.5 out of 5
Key West Historic District
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
9.2/10 Wonderful! (491 reviews)
Excellent location right in the heart of town super friendly staff and very nice property

Reviewed on Aug. 3, 2025

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Raccoon Key Hotel Deals

Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $184 per night from Sep 8 to Sep 9
CA $184
CA $277 total
Sep 8 - Sep 9
includes taxes & fees
8.4/10 Very Good! (1,437 reviews)
"Beautiful and plenty of room"

Reviewed on Aug. 8, 2025

Beachside Resort & Residences
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $157 per night from Sep 8 to Sep 9
CA $157
CA $254 total
Sep 8 - Sep 9
includes taxes & fees
7.6/10 Good! (1,530 reviews)
"All ok"

Reviewed on Aug. 8, 2025

Blue Flamingo Resort Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street, Key West, FL
Fully refundable
The price is CA $243 per night from Aug 24 to Aug 25
CA $243
CA $367 total
Aug 24 - Aug 25
includes taxes & fees
8.6/10 Excellent! (2,662 reviews)
"We really enjoyed our stay. We loved the location, as it was close to the action but also being at the end of the street, felt private still. There were a couple things broken in our room, like the blinds and a light in our room and the water pressure was awful, otherwise I would have given it 5 ..."

Reviewed on Aug. 8, 2025

Southernmost Beach Resort and Guesthouses
See all 3,182 properties in Raccoon Key
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.
All Inclusive Vacations
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Beach Vacations
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Family Vacations
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Frequently asked questions

How much does a Raccoon Key vacation package cost?
Starting from a low CA $1,882, a vacation package is your portal to low-cost travel. Build your own Raccoon Key escape by choosing from our great range of flights, hotels and rental cars.
How do I get a cheap travel package to Raccoon Key?
Book everything in one place with our Raccoon Key vacation packages. You'll find deals on hotels, flights and more that'll keep your budget happy and your adventurous spirit full. And, with more than 550 air carriers and 1,000,000 properties across the globe to choose from, you'll have endless opportunities to mix and match as you want.
Where should I stay in Raccoon Key?
With popular attractions such as Key West Art and Historical Society and Key West Golf Club in this neighborhood, look for a hotel positioned near either of them. Stock Island Yacht Club & Marina is another sight in Raccoon Key that lures the crowds.
What are the top hotels in Raccoon Key?
Get your trip off to an excellent start by booking a room at Luxurious, Elegant Home. It's one of most sought-after properties in Raccoon Key. Another comfortable option is Modern Keys.
How far in advance should I book my Raccoon Key vacation?
To score cheap prices, book as early as you can. Air carriers generally advertise flights, along with some of the lowest fares, up to a year prior to departure. Hotels, experiences and car rental should also be booked well in advance to avoid disappointment. If you've decided on a last-minute getaway in Raccoon Key, there are always lots of great deals to be had on Expedia. Book something in today!
What does an Expedia Raccoon Key travel package include?
You can select from a combination of flights, rental cars and hotels. Once you've made your booking, you can add experiences and activities. Want to pick your fare class? That's easy to do too. The choice is yours when it comes to organizing your ideal Raccoon Key escape.
What should I know before booking a Raccoon Key travel package?
An Expedia travel package can be customized for your budget and is an easy way to make your budget go further. How much you include is completely up to you. Hotels, rental cars and flights — mix and match whatever combination works with your plans.
Can I choose my airline with a Raccoon Key Expedia vacation package?
You can, and with over 550 airlines to pick from worldwide, you've got lots of choice. Browse the available options and see which airline best suits your needs and budget.
If I'm not able to travel, can I cancel my Raccoon Key vacation package?
Because we know life can throw you a few curveballs, the answer is yes. For more information, visit our Customer Service Portal. But generally speaking, if you've made your booking in the last 24 hours, you may be able to change or cancel it for free. Your airline, hotel or car rental company may charge a fee if your booking is older than that.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.