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

Ibis Bay Beach Resort

2.5 out of 5
Northside Resort
Price was CA $1,216, price is now CA $926 per person
CA $926
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Key West (EYW)
8/10 Very good! (2,299 reviews)
Placid place

Reviewed on Jun 25, 2026

The Key West Hotel

The Key West Hotel

3 out of 5
Key West Historic District
Price was CA $2,126, price is now CA $1,644 per person
CA $1,644
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Key West (EYW)
9.2/10 Wonderful! (559 reviews)
We loved staying here and highly recommended it. Only thing that people might not like is the solo musicians play till 11pm every night. We didn’t mind it since we are not early birds.

Reviewed on Jun 7, 2026

Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front

Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front

3 out of 5
Price was CA $4,384, price is now CA $3,403 per person
CA $3,403
per person
Aug 22 - Aug 29
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (3 reviews)
Key west is a vibe! My teenagers had a blast. No complaints. A lot of elders which is fine. I do have teens and they seems less than pleased while at he pool. We didn’t care though! We will be back, can not beat the location .

Reviewed on Mar 26, 2026

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
Price was CA $2,269, price is now CA $1,789 per person
CA $1,789
per person
Sep 3 - Sep 7
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,282 reviews)
Great

Reviewed on Jun 27, 2026

Coconut Beach Resort

Coconut Beach Resort

2.5 out of 5
Old Town Key West
Price was CA $1,852, price is now CA $1,498 per person
CA $1,498
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Key West (EYW)
8.8/10 Excellent! (195 reviews)
Me gustó mucho ,muy lindo, buena ubicación, lastima la playa llena de salgaso ,pero era en todas las playas de cayo hueso ,muy limpio,me encantó.

Reviewed on Jun 30, 2026

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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 $195 per night from Jul 7 to Jul 8
CA $195
CA $356 total
Jul 7 - Jul 8
includes taxes & fees
8.6/10 Excellent! (2,316 reviews)
"The hotel overall looked like it needs an overhaul. None of the elevators were working.. it was past 4 pm and our room still wasn’t ready! The check in person really tried to assist.. but luckily it was only one night .."

Reviewed on Jun 29, 2026

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 $190 per night from Jul 5 to Jul 6
CA $190
CA $294 total
Jul 5 - Jul 6
includes taxes & fees
8.4/10 Very good! (2,462 reviews)
"Disappointed that there was no dining - only a cafe from 7 am - 4 pm and a food truck for dinner. There was no information in the room - just a poster in the (slow) elevator, instructing us to use the QR code. I felt it was over-priced and lacked services. The free shuttle was a long walk to the ..."

Reviewed on Jun 30, 2026

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 refundableReserve now, pay when you stay
The price is CA $262 per night from Jul 6 to Jul 7
CA $262
CA $398 total
Jul 6 - Jul 7
includes taxes & fees
8.8/10 Excellent! (3,414 reviews)
"First, let me say how amazing the staff was. Everyone we encountered was so friendly and helpful. The room and beds were updated and comfortable. It was nice to have 3 pool options, each with its own vibe. Unfortanitly, the sargassum was so bad, it made the beach inaccessible. The overwhelming smell ..."

Reviewed on Jun 30, 2026

Southernmost Beach Resort and Guesthouses
See all 3,098 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.
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What to do in Raccoon Key

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

CA $62
per adult
94% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Aboard the trolley in Key West

Historic Key West Old Town Trolley Hop-On Hop-Off Tour

CA $36
per child
88% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
Shark and Wildlife Viewing Adventure in Key West

Shark and Wildlife Viewing Adventure in Key West

CA $137
per adult
100% of travellers recommend
Shark and Wildlife Viewing Adventure in Key West
See all activities in Raccoon Key

Frequently asked questions

How much does a Raccoon Key vacation package cost?
Starting from a low CA $926, 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.

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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.