
Fleming Key Vacation Packages
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Top Fleming Key Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Cavalier Hotel South Beach
South Beach
Price was CA $1,568, price is now CA $799 per person
CA $799
per person
Nov 1 - Nov 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
8.4/10 Very Good! (1,000 reviews)
Loved the Art Deco look of the rooms, lobby and hallway. Staff was very kind and helpful.
Reviewed on Aug. 16, 2025



Bentley Hotel South Beach
South Beach
Price was CA $2,329, price is now CA $1,215 per person
CA $1,215
per person
Nov 1 - Nov 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
9.2/10 Wonderful! (294 reviews)
The room was amazing with ocean view, the staff super friendly and the breakfast included really good, memorable experience.
Reviewed on Aug. 17, 2025
Fleming Key Hotel Deals

Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $173 per night from Aug 25 to Aug 26
CA $173
CA $265 total
Aug 25 - Aug 26
includes taxes & fees
8.4/10 Very Good! (1,474 reviews)
"I decided to go with this property despite some negative reviews and I am so glad i did. The entire stay was perfect. Staff was so nice and helpful. Special shout out to Ro for making sure we were taken care of. Definitely book again!"
Reviewed on Aug. 20, 2025

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $232 per night from Sep 2 to Sep 3
CA $232
CA $341 total
Sep 2 - Sep 3
includes taxes & fees
8.8/10 Excellent! (1,716 reviews)
"I loved everything about this resort. So clean and easy to navigate our way around. Transportation offered worked well for us."
Reviewed on Aug. 18, 2025

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $140 per night from Sep 1 to Sep 2
CA $140
CA $196 total
Sep 1 - Sep 2
includes taxes & fees
7.8/10 Good! (1,070 reviews)
"Most excellent facility with very accommodating staff."
Reviewed on Aug. 18, 2025
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.