Raccoon Key Vacations from $581
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The Latest Raccoon Key vacation packages
Price found within the past 48 hours. Click for updated prices.
Winslow's Bungalows - Key West Historic Inns
Old Town Key West
$710
per person
Oct 28 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Key West (EYW)
9.2/10 Wonderful! (1,389 reviews)
Our stay was absolutely amazing from beginning to end! The service was truly over the top—everyone went above and beyond to make sure we had an incredible experience. The hospitality and attention to detail were exceptional.
We loved all the amenities, including the bicycle rental option, complimentary breakfast, three beautiful pools, and the bar. There was always something to enjoy, and the live music created such a fun and relaxing atmosphere.
Everything was wonderful—the service, amenities, atmosphere, and overall experience. We honestly didn’t want to leave! We would absolutely stay here again and highly recommend this place to anyone looking for a memorable getaway.
Five stars all the way!
Reviewed on Aug 25, 2026
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View all tripsWhat to do in Raccoon Key
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
$79
per adult
94% of travellers recommend
Key West Rum & Reggae: Snorkel & Sunset Sail Combo
$69
per adult
88% of travellers recommend
Raccoon Key Hotel Deals
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
$203 nightly
$228 total
Sep 1 - Sep 2
Total with taxes and fees
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
$136 nightly
$153 total
Aug 26 - Aug 27
Total with taxes and fees
8.2/10 Very Good! (2,362 reviews)
"The resort itself was amazing , the views are Everything , however I made a mistake whiles booking my ticket and I had to leave one night earlier so I asked the receptionist for assistance since I called Expedia and they told me it’s up to the property , her response was “I cannot help you , you ..."
Reviewed on Aug 24, 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$200 nightly
$225 total
Sep 9 - Sep 10
Total with taxes and fees
9/10 Wonderful! (1,867 reviews)
"I enjoyed every minute of our stay. From when our plane arrived, we only had to wait about 20 minutes for the van to pick us up. The driver was very helpful and got us to the property and checked in quickly with no issues. We even got into our room over an hour early. Once we got situated we spoke ..."
Reviewed on Aug 25, 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.
Find the Best Raccoon Key Vacation Packages
Raccoon Key Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Key West Intl. Airport (EYW) |
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- Museum of Art & History at the Custom House
- Mallory Square
- Fort East Martello Museum and Gallery
- Key West Golf Club
- Sunset Key Vacations
- Key West National Wildlife Refuge
- Smathers Beach
- Clarence S. Higgs Memorial Beach Park
- Bahama Village Vacations
- Mel Fisher Maritime Museum
- Boca Chica Nude Beach
- Sails To Rails Museum at Flagler Station
- Key West Butterfly and Nature Conservatory
- Key West Historic District Vacations
- Key West Firehouse Museum
- Duval Street
- Visit Downtown Key West
- Tennessee Williams Key West Exhibit
- Old Town Key West Vacations
- Key West Shipwreck Museum
- Harry S. Truman Little White House
- Jackson Square
- Mallory Dock
- Key West Burlesque Theater
- Key West Lighthouse and Keeper's Quarters Museum
- Robbie's
- Cow Key Vacations
- South Beach
- Ernest Hemingway Home and Museum
- Key West Tropical Forest and Botanical Garden
- The Kite House
- Key West Vacations
- Saint Mary Star of the Sea
- San Carlos Institute - Casa Cuba
- Fort Zachary Taylor Historic State Park
- Waterfront Playhouse
- Key West Cemetery
- Stock Island Yacht Club & Marina
- Southernmost Point
- All inclusive Vacation Packages Key West
- Schooner Western Union
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
