Lower Florida Keys Cheap Vacations

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Flight and Cheap hotel deals in Lower Florida Keys

Price found within the past 48 hours. Click for updated prices.
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

Old Town Key West
CA $1,736
per person
Dec 6 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
8.6/10 Excellent! (3,560 reviews)
The Gardens Hotel

The Gardens Hotel

Old Town Key West
Save 100% on your flight
CA $2,287
per person
Dec 6 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.8/10 Exceptional! (1,003 reviews)
Eden House

Eden House

Key West Historic District
CA $1,975
per person
Dec 6 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9/10 Wonderful! (1,003 reviews)
Unfortunately our first room was a disaster however the next day the GM immediately apologised and offered a superior room which was a delight. In general the staff were helpful and accommodating.

Reviewed on Sep 24, 2026

Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive

Old Town Key West
CA $2,162
per person
Dec 6 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,004 reviews)
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

Key West Historic District
CA $2,055
per person
Dec 6 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (1,003 reviews)
Don't see what you're looking for?
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3 Night Cheap holidays in Lower Florida Keys

Price found within the past 48 hours. Click for updated prices.
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

Key West Historic District
CA $1,643
per person
Nov 23 - Nov 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (1,003 reviews)
The Gardens Hotel

The Gardens Hotel

Old Town Key West
CA $1,907
per person
Oct 29 - Nov 1
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.8/10 Exceptional! (1,003 reviews)
Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive

Old Town Key West
CA $1,785
per person
Nov 23 - Nov 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,004 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Lower Florida Keys
View all trips

4 Night Cheap holidays in Lower Florida Keys

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

CA $1,965
per person
Dec 6 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,255 reviews)
.

Reviewed on Sep 25, 2026

The Key West Hotel

The Key West Hotel

Key West Historic District
Save 100% on your flight
CA $2,455
per person
Dec 6 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (562 reviews)
Great place to stay - highly recommend.

Reviewed on Aug 20, 2026

The Gardens Hotel

The Gardens Hotel

Old Town Key West
Save 100% on your flight
CA $2,287
per person
Dec 6 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.8/10 Exceptional! (1,003 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Lower Florida Keys
View all trips

Cheap Hotels in Lower Florida Keys

Seashell Motel

Seashell Motel

718 South Street Key West FL
  • 12 min walk from Duval Street
Stay at this hostel in Key West. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Seashell Motel
Ibis Bay Beach Resort

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL
  • 5 min drive from Duval Street
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. ...
8.2/10 Very good! (2,389 reviews)
"If your looking for an a good resort for a value price this is your place. It is full of character!! The staff is friendly, even let us check in early. Beautiful location on the water with lots of outdoor space, just to lounge around. Loved all the hammocks. Do yourself a favor and pay a little extra ..."

Reviewed on Sep 25, 2026

Ibis Bay Beach Resort
Southwinds Motel

Southwinds Motel

1321 Simonton Street Key West FL
  • 11 min walk from Duval Street
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
Southwinds Motel
See all 3,416 properties in Lower Florida Keys
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.

Things to do

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

CA $59
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 $78
per adult
88% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
Key West Premium Sunset Sail with Champagne, Wine & Tapas

Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar

CA $111
per adult
94% of travellers recommend
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
See all activities in Lower Florida Keys

More vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.