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
CA $2,232
per person
Oct 9 - Oct 16
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,204 reviews)
Property was clean. Room was spacious. Watch charges from the Tiki bar. Not run by the hotel but offer drinks and food by the pool. The prices seemed higher on my bill than advertized.
Reviewed on Aug 29, 2026
Southernmost House - Adult Exclusive
Old Town Key West
CA $3,456
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,004 reviews)
Super nice and clean, staff was wonderful w knowledge of the history of the mansion
Reviewed on Aug 24, 2026
The Marker Key West Harbor Resort
Key West Historic District
CA $4,205
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (1,024 reviews)
The room was clean and had necessities like lotion, bath gel, shampoo and conditioner available for daily use and a blow dryer. We did have to call for extra bath clothes and towels, but they were delivered promptly. Several pools for our enjoyment with daily activities and live afternoon music performers. Also had a bar convenient to pool. Would recommend to others to stay at The Marker. Our room had a balcony, but no view of anything but trees and an alleyway. Don’t spend extra for a balcony, was not worth it!
Reviewed on Aug 28, 2026
Ready to book your vacation to Raccoon Key?
Raccoon Key Hotel Deals
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
CA $202
CA $329 total
Sep 8 - Sep 9
includes taxes & fees
8.6/10 Excellent! (3,548 reviews)
"Everything was wonderful except the private beer area. We could not use it because of the sargassum and I wish they would have sent a message so we could have planned better. It was one of the reasons I booked there. If we could have used the beach it would have been a 10/10. Cleaning took a while ..."
Reviewed on Aug 30, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
CA $134
CA $284 total
Aug 31 - Sep 1
includes taxes & fees
8.6/10 Excellent! (2,482 reviews)
"I loved the ocean view from the pool and the shuttle service. Bob the bartender was amazing, great personality!"
Reviewed on Aug 30, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
CA $161
CA $260 total
Aug 31 - Sep 1
includes taxes & fees
8.6/10 Excellent! (2,649 reviews)
"Clean, comfortable. Pools were excellent and a super nice and helpful staff."
Reviewed on Aug 30, 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.
What to do in Raccoon Key
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
CA $59
per adult
94% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
CA $77
per adult
88% of travellers recommend
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
CA $109
per adult
94% of travellers recommend
Frequently asked questions
How much does a Raccoon Key vacation package cost?
Starting from a low CA $2,232, 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.
Explore a world of travel with Expedia
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- Flights to Raccoon Key
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- Flights from Stock Island
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- Flights from Cancun (CUN) to Key West (EYW)
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- Flights from Richmond (RIC) to Key West (EYW)
- Flights to Key West
- Flights from Kailua-Kona (KOA) to Key West (EYW)
- Flights from Calgary (YYC) to Key West (EYW)
- Flights from Detroit (DTW) to Key West (EYW)
- Flights from Syracuse (SYR) to Key West (EYW)
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- Flights from Raleigh (RDU) to Key West (EYW)
- Flights from Regina (YQR) to Key West (EYW)
- Flights from Boston (BOS) to Key West (EYW)
- Flights from Tampa (TPA) to Key West (EYW)
- Flights from Key West Intl.
- Flights from Sarasota (SRQ) to Key West (EYW)
- Flights from Fort Myers (RSW) to Key West (EYW)
- Flights from Naples (APF) to Key West (EYW)
- South Beach
- Mallory Square
- Curry Hammock State Park
- Southernmost Point
- Key West Lighthouse and Keeper's Quarters Museum
- Key West Vacations
- Mel Fisher Maritime Museum
- Clarence S. Higgs Memorial Beach Park
- Marathon Vacations
- Seven Mile Bridge
- Harry S. Truman Little White House
- Key West Shipwreck Museum
- Smathers Beach
- Boca Chica Nude Beach
- Calusa Beach
- Sunset Park Beach
- Sombrero Beach
- Crane Point Museum and Nature Center
- Veterans Memorial Park & Beach
- Visit Cow Key
- Florida Keys Eco - Discovery Center
- Visit Key West
- Duval Street
- Fort East Martello Museum and Gallery
- Fort Zachary Taylor Historic State Park
- All inclusive Vacation Packages Key West
- Visit Downtown Key West
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
