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Fleming Key Vacation Packages
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Top Fleming Key Vacation Deals
Price found within the past 48 hours. Click for updated prices.
![Henrosa Hotel](https://images.trvl-media.com/lodging/13000000/12630000/12621700/12621689/e1e106c2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Henrosa Hotel
South Beach
Save 100% on your flight
per person
Aug. 20 - Aug. 27
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
8.4/10 Very Good! (651 reviews)
Great location and so close to the beach. You can walk on Ocean drive and explore the streets without being far from the hotel.
Reviewed on Jun. 1, 2024
![1 Hotel South Beach](https://images.trvl-media.com/lodging/2000000/1800000/1790100/1790087/5f494a59_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/2638eb6b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
![Pelican Grand Beach Resort - A Noble House Resort](https://images.trvl-media.com/lodging/1000000/50000/49900/49851/b7ce414b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Pelican Grand Beach Resort - A Noble House Resort
East Fort Lauderdale
Save 100% on your flight
per person
Jul. 27 - Aug. 2
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
8.4/10 Very Good! (1,015 reviews)
We have an amazing time, the premises and the staff! Everything was great. We will be back
Reviewed on Jun. 13, 2024
![Cavalier Hotel South Beach](https://images.trvl-media.com/lodging/1000000/20000/13600/13579/bbf0d33e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Cavalier Hotel South Beach
South Beach
Save 100% on your flight
per person
Aug. 20 - Aug. 27
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
8.2/10 Very Good! (1,002 reviews)
Juan at the front reception was amazingly professional and informative during my check in as well as during my entire stay of 8 nights. Housekeeping ladies amazing as well. Everyone at the Cavalier restaurant were great as well. Overall I had an excellent stay. Location was perfectly close to everything... I will stay here again.
Thank you,
Sergio G.
Las Vegas. NV
Reviewed on Jun. 13, 2024
Fleming Key Hotel Deals
![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $208 per night from Jun. 16 to Jun. 17
CA $208
CA $313 total
includes taxes & fees
Jun 16 - Jun 17
8.8/10 Excellent! (1,518 reviews)
"Very close to the action but far enough away when you want to relax."
Reviewed on Jun. 12, 2024
![Margaritaville Beach House Key West](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/638b50bb_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $259 per night from Jul. 7 to Jul. 8
CA $259
CA $378 total
includes taxes & fees
Jul 7 - Jul 8
8.4/10 Very Good! (1,800 reviews)
"WE LOVED THE STAFF, EVERYONE WAS SO NICE & HELPFUL. THE BREAKFAST WAS DELICIOUS. THE COURTESY SHUTTLE WAS THE BEST."
Reviewed on Jun. 11, 2024
![Southernmost Beach Resort](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/8db64b55_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Southernmost Beach Resort
1319 Duval Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $276 per night from Jun. 18 to Jun. 19
CA $276
CA $397 total
includes taxes & fees
Jun 18 - Jun 19
8.2/10 Very Good! (1,892 reviews)
"The resort itself was lovely, but the cleaning staff could do better. When they came, they refilled the water, made the beds and put new towels. However, they did not sweep up or vacuum the rooms at all - since we have access to beach and outside, dirt accumulates. We did our best by keeping shoes ..."
Reviewed on Jun. 10, 2024
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.
Frequently asked questions
Discover the most popular places to visit in Fleming Key
Duval Street
4.5/5(161 reviews)
Along one of the southernmost streets in the continental U.S., enjoy a lively area filled with shops, pubs, restaurants and lots of sidewalk acts and vendors.
Smathers Beach
4/5(56 reviews)
Key West’s popular party beach has an electric atmosphere on the weekends and is a destination for water sports lovers.
Mallory Square
4.5/5(148 reviews)
Arrive at this square at day’s end to find street performers, food carts and one of the most beautiful sunsets in the United States.
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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.