Raccoon Key Vacation Packages

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Top Raccoon Key Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
Save 100% on your flight
per person
Aug 23 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
8.8/10 Excellent! (1,668 reviews)
The only negative thing I can say; is that the A/C in our room didn’t work to well or it was just that hot!

Reviewed on Jul. 20, 2025

Hyatt Vacation Club at Sunset Harbor, Key West

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 out of 5
Old Town Key West
Save 100% on your flight
per person
Aug 30 - Sep 6
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Key West (EYW)
8.4/10 Very Good! (304 reviews)
Kathy needs to get a raise !!! Pay that woman !!!

Reviewed on Jun. 9, 2025

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
Save 100% on your flight
per person
Aug 23 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.6/10 Exceptional! (1,002 reviews)
the pool area and onsite outdoor activities are the best! we love the sand volleyball pit next to the pool and always take advantage of the outside grills. Every room has a great view from the balcony. The property 1 mile from downtown but nice and quiet. perfect for some R&R

Reviewed on Jul. 20, 2025

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

3.5 out of 5
Save 100% on your flight
per person
Aug 23 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.2/10 Wonderful! (1,003 reviews)
Excellent customer service and we love the place

Reviewed on Jul. 17, 2025

Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only

3.5 out of 5
Old Town Key West
Save 100% on your flight
per person
Aug 30 - Sep 6
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Key West (EYW)
9.2/10 Wonderful! (1,002 reviews)
Thank you for all the staff. This is an amazing property and definitely we will stay there again

Reviewed on Jul. 17, 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 Aug 3 to Aug 4
CA $184
CA $277 total
Aug 3 - Aug 4
includes taxes & fees
8.4/10 Very Good! (1,348 reviews)
"Like the resort.a little mixed with residential residents & hotel. Over all very well. My dislike that there's nothing walkable distance during the hot temperatures"

Reviewed on Jul. 18, 2025

Beachside Resort & Residences
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 $273 per night from Aug 4 to Aug 5
CA $273
CA $400 total
Aug 4 - Aug 5
includes taxes & fees
8.6/10 Excellent! (2,613 reviews)
"Enjoyed our stay very much."

Reviewed on Jul. 18, 2025

Southernmost Beach Resort and Guesthouses
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 $167 per night from Aug 19 to Aug 20
CA $167
CA $265 total
Aug 19 - Aug 20
includes taxes & fees
7.6/10 Good! (1,468 reviews)
"Pools little bus"

Reviewed on Jul. 17, 2025

Blue Flamingo Resort Key West
See all 3,180 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

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Raccoon Key vacation package cost?
Starting from a low CA $969, 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.