Raccoon Key Vacation Packages
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Top Raccoon Key Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Ibis Bay Beach Resort
Northside Resort
CA $822
per person
Sep 18 - Sep 21
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
8.2/10 Very good! (2,319 reviews)
Nice property. Didn't love that it was on a busy street but overall a great place to stay. Not close to downtown but if you rent a golf cart it's no problem.
Reviewed on Aug 10, 2026
The Key West Hotel
Key West Historic District
CA $3,463
per person
Nov 2 - Nov 6
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Key West (EYW)
9.2/10 Wonderful! (561 reviews)
This is the best place to stay in Key West! It is a hotel but it has the quaint B&B vibes. The tiki bar by the pool is amazing and they are adding food soon which makes it literally perfect. Close to everything you’d want to do- walk or scooter. 10/10 recommend!
Reviewed on Jul 27, 2026
Hyatt Vacation Club at Windward Pointe, Key West
CA $1,447
per person
Sep 13 - Sep 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,219 reviews)
Beautiful resort! Well kept, great staff! Only downfall of the on resort restaurant….. service fees are STEEP!
Reviewed on Aug 9, 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 $192
CA $318 total
Sep 1 - Sep 2
includes taxes & fees
8.8/10 Excellent! (3,500 reviews)
"Phenomenal stay! Gorgeous views and amenities. Staff was so attentive and went above and beyond for everything. Will absolutely be coming back!"
Reviewed on Aug 10, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
CA $149
CA $301 total
Aug 11 - Aug 12
includes taxes & fees
8.6/10 Excellent! (2,418 reviews)
"It was a great place, the furniture and deco very nice and high end, the shuttle to downtown a big plus. The beach OK, but you must realize that you don't go to Key West for the beach, you go for the environment in town, the people, the shopping, the food and the most amazing sunset."
Reviewed on Aug 10, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
CA $168
CA $268 total
Sep 9 - Sep 10
includes taxes & fees
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 $63
per adult
94% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
CA $78
per adult
88% of travellers recommend
Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch
CA $85
per adult
86% of travellers recommend
Frequently asked questions
How much does a Raccoon Key vacation package cost?
Starting from a low CA $822, 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 from Buffalo (BUF) to Key West (EYW)
- Flights to Raccoon Key
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- Flights from Stock Island
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- Flights from Cancun (CUN) to Key West (EYW)
- Flights from London (YXU) 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)
- Flights from Edmonton (YEG) 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.
