
Florida Keys Cheap Vacations
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Flight and Cheap hotel deals in Florida Keys
Price found within the past 48 hours. Click for updated prices.

Pier House Resort & Spa
Key West Historic District
Price was CA $1,421, price is now CA $1,283 per person
CA $1,283
per person
Jul 20 - Jul 23
found 10 hours ago
Roundtrip flight included
Montreal (YUL) to Key West (EYW)
9/10 Wonderful! (1,103 reviews)
This hotel was by far one of the best on the island. The pool and the little beach they have are amazing! Every staff member we encountered was friendly and helpful. The room was spacious and we got really lucky to have a sunset view room.
Reviewed on May 16, 2026

Amara Cay Resort
Matecumbe
Price was CA $2,324, price is now CA $1,655 per person
CA $1,655
per person
Jun 18 - Jun 23
found 12 hours ago
Roundtrip non-stop flight included
Thunder Bay (YQT) to Miami (MIA)
8.8/10 Excellent! (1,269 reviews)
Hotel is beautiful. My issues was manly my room was very hot. Ac seem to barely blow. We woke up some at times at night very hot.
Reviewed on May 17, 2026

Cheeca Lodge & Spa
Matecumbe
Price was CA $2,506, price is now CA $1,807 per person
CA $1,807
per person
Jun 18 - Jun 23
found 12 hours ago
Roundtrip non-stop flight included
Thunder Bay (YQT) to Miami (MIA)
9.2/10 Wonderful! (1,323 reviews)
checkin was bumpy. both rooms werent ready at the same time and we were initially put into different building. I objected and they obliged but still had to wait for 2nd room either way. 1st room in furthest corner of resort, fan broken, a/c was repaired during 1st night & also the sliding door lock was broken and took some effort of 1hr wait for engineer to fix. we never opened it again because he said it might not lock if we did. 2nd room guests were happy woth their room except the party separation & wait to get in and settled. We also asked for more towels mid day 2nd day …the towels never arrived informed checkout. they really didnt seem bothered by it. cost alot with little value in my opinion.
Reviewed on May 17, 2026

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
Price was CA $1,635, price is now CA $1,285 per person
CA $1,285
per person
Jun 19 - Jun 23
found 6 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Miami (MIA)
8.8/10 Excellent! (1,174 reviews)
There are two pools. We found that the pool closest to the hotel was more kid friendly than the other one by the restaurant. We had a wonderful time, but it was hard to get a hold of the front desk when we needed them and it was a pain to walk all the way there from the hotel rooms which is a separate building.
Reviewed on May 13, 2026

Hawks Cay Resort
Price was CA $1,996, price is now CA $1,605 per person
CA $1,605
per person
Jul 27 - Aug 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Miami (MIA)
8.2/10 Very Good! (1,008 reviews)
Our reservation was changed from a suite at the resort to a villa away from the resort amenities. The villa was sparsely stocked kitchen, very steep stairs and a queen bed verses the king we reserved.
Reviewed on May 16, 2026
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View all trips5* Cheap holidays in Florida Keys
Price found within the past 48 hours. Click for updated prices.

Cheeca Lodge & Spa
Matecumbe
Price was CA $2,506, price is now CA $1,807 per person
CA $1,807
per person
Jun 18 - Jun 23
found 12 hours ago
Roundtrip non-stop flight included
Thunder Bay (YQT) to Miami (MIA)
9.2/10 Wonderful! (1,323 reviews)
checkin was bumpy. both rooms werent ready at the same time and we were initially put into different building. I objected and they obliged but still had to wait for 2nd room either way. 1st room in furthest corner of resort, fan broken, a/c was repaired during 1st night & also the sliding door lock was broken and took some effort of 1hr wait for engineer to fix. we never opened it again because he said it might not lock if we did. 2nd room guests were happy woth their room except the party separation & wait to get in and settled. We also asked for more towels mid day 2nd day …the towels never arrived informed checkout. they really didnt seem bothered by it. cost alot with little value in my opinion.
Reviewed on May 17, 2026
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View all trips3 Night Cheap holidays in Florida Keys
Price found within the past 48 hours. Click for updated prices.

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
Price was CA $1,243, price is now CA $894 per person
CA $894
per person
Jul 2 - Jul 5
found 1 day ago
Roundtrip flight included
Detroit (DTT) to Miami (MIA)
8.8/10 Excellent! (1,174 reviews)
There are two pools. We found that the pool closest to the hotel was more kid friendly than the other one by the restaurant. We had a wonderful time, but it was hard to get a hold of the front desk when we needed them and it was a pain to walk all the way there from the hotel rooms which is a separate building.
Reviewed on May 13, 2026

Amara Cay Resort
Matecumbe
Price was CA $1,444, price is now CA $1,064 per person
CA $1,064
per person
Jul 5 - Jul 8
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Miami (MIA)
8.8/10 Excellent! (1,269 reviews)
Hotel is beautiful. My issues was manly my room was very hot. Ac seem to barely blow. We woke up some at times at night very hot.
Reviewed on May 17, 2026

Cheeca Lodge & Spa
Matecumbe
Price was CA $1,240, price is now CA $930 per person
CA $930
per person
Jul 5 - Jul 8
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Miami (MIA)
9.2/10 Wonderful! (1,323 reviews)
checkin was bumpy. both rooms werent ready at the same time and we were initially put into different building. I objected and they obliged but still had to wait for 2nd room either way. 1st room in furthest corner of resort, fan broken, a/c was repaired during 1st night & also the sliding door lock was broken and took some effort of 1hr wait for engineer to fix. we never opened it again because he said it might not lock if we did. 2nd room guests were happy woth their room except the party separation & wait to get in and settled. We also asked for more towels mid day 2nd day …the towels never arrived informed checkout. they really didnt seem bothered by it. cost alot with little value in my opinion.
Reviewed on May 17, 2026
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See all available trips from Columbus to Florida Keys
View all trips4 Night Cheap holidays in Florida Keys
Price found within the past 48 hours. Click for updated prices.

Creekside Inn
Price was CA $1,318, price is now CA $1,000 per person
CA $1,000
per person
Jun 19 - Jun 23
found 6 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Miami (MIA)
7.8/10 Good! (1,014 reviews)
Even though the place is not safe for children and is old the room was very clean and air conditioning was great. It’s like a motel just for a night!
Reviewed on May 15, 2026

Lime Tree Bay Resort
Price was CA $2,013, price is now CA $1,409 per person
CA $1,409
per person
Jun 19 - Jun 23
found 6 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Miami (MIA)
9.2/10 Wonderful! (1,264 reviews)
The room was amazing. Bed was the most comfortable bed ever! Property was beautiful but due to Mother Nature with the seaweed and smell that was completely out of their hands and impossible to deal with. Would definitely stay here again!
Reviewed on May 17, 2026

Amara Cay Resort
Matecumbe
Price was CA $2,115, price is now CA $1,593 per person
CA $1,593
per person
Jun 19 - Jun 23
found 6 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Miami (MIA)
8.8/10 Excellent! (1,269 reviews)
Hotel is beautiful. My issues was manly my room was very hot. Ac seem to barely blow. We woke up some at times at night very hot.
Reviewed on May 17, 2026
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View all tripsCheap Hotels in Florida Keys

Marina Del Mar Resort and Marina
527 Caribbean Drive Key Largo FL
Stay at this hotel in Key Largo. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
8.6/10 Excellent! (1,793 reviews)
Large spacious room , very clean , great location with nice Tiki bar and pool. Beautiful view of the marina
Reviewed on May 17, 2026

Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and a private beach. Our guests praise the breakfast and the pool in our reviews. ...
8/10 Very Good! (2,271 reviews)
Jetski tour was awesome. Staff is friendly n helpful. It was just perfect for our quick getaway.
Reviewed on May 17, 2026

Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (1,728 reviews)
Just show up and lay low. Forget all the noise you left behind...
Reviewed on May 17, 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.
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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.







