
Florida Keys Cheap Holidays
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Top flight + Cheap hotel deals in Florida Keys
Price found within the past 48 hours. Click for updated prices.

Parrot Key Hotel & Villas
Northside Resort
Price was £775, price is now £726 per person
£726
per person
12 Dec - 16 Dec
found 1 day ago
Return direct flight included
Montreal (YUL) to Key West (EYW)
9/10 Wonderful! (1,482 reviews)
Nice hotel and room, great location, very helpful and gracious staff….👍
Reviewed on 11 Nov 2026

Pier House Resort & Spa
Key West Historic District
Price was £1,446, price is now £1,243 per person
£1,243
per person
12 Dec - 16 Dec
found 1 day ago
Return direct flight included
Montreal (YUL) to Key West (EYW)
9/10 Wonderful! (1,363 reviews)
The room was not cleaned properly. The staff was rude and not helpful in getting a new room. In addition, one of the elevators did not have any lights and the other would not open properly most of the time.
Reviewed on 11 Nov 2026
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See all available trips from Montreal to Florida Keys
View all trips3 Night Cheap holidays in Florida Keys
Price found within the past 48 hours. Click for updated prices.

Pier House Resort & Spa
Key West Historic District
Price was £1,963, price is now £1,612 per person
£1,612
per person
26 Dec - 29 Dec
found 1 day ago
Return direct flight included
Orlando (MCO) to Key West (EYW)
9/10 Wonderful! (1,363 reviews)
The room was not cleaned properly. The staff was rude and not helpful in getting a new room. In addition, one of the elevators did not have any lights and the other would not open properly most of the time.
Reviewed on 11 Nov 2026

Parrot Key Hotel & Villas
Northside Resort
Price was £1,928, price is now £1,658 per person
£1,658
per person
26 Dec - 29 Dec
found 1 day ago
Return direct flight included
Orlando (MCO) to Key West (EYW)
9/10 Wonderful! (1,482 reviews)
Nice hotel and room, great location, very helpful and gracious staff….👍
Reviewed on 11 Nov 2026
Don't see what you're looking for?
See all available trips from Orlando to Florida Keys
View all trips4 Night Cheap holidays in Florida Keys
Price found within the past 48 hours. Click for updated prices.

Ibis Bay Beach Resort
Northside Resort
Price was £905, price is now £768 per person
£768
per person
12 Dec - 16 Dec
found 1 day ago
Return direct flight included
Montreal (YUL) to Key West (EYW)
8.2/10 Very good! (2,408 reviews)
I must admit that the room was clean and the bed was super-comfy. They also had a relatively nice complimentary continental breakfast, but it didn't start until 8:00 am, which was rather late and inconvenient. The biggest issue was the room was small. Really small. I've seen prison cells that had more space. The two-foot by two-foot shower was essentially the size of one of the old accordion phone booths. Finding an outlet for my phone charger and laptop was challenging. A folding metal chair would have been better - and larger - than the metal chair in the room, not to mention the super-tiny metal table. They've doon a pretty good job trying to spruce up this old property, but at the end of the day everything is old. I'm sure they have larger rooms on the property.
Reviewed on 12 Nov 2026

Pier House Resort & Spa
Key West Historic District
Price was £1,446, price is now £1,243 per person
£1,243
per person
12 Dec - 16 Dec
found 1 day ago
Return direct flight included
Montreal (YUL) to Key West (EYW)
9/10 Wonderful! (1,363 reviews)
The room was not cleaned properly. The staff was rude and not helpful in getting a new room. In addition, one of the elevators did not have any lights and the other would not open properly most of the time.
Reviewed on 11 Nov 2026

Almond Tree Inn Hotel - Adults Only
Old Town Key West
Price was £1,139, price is now £1,036 per person
£1,036
per person
12 Dec - 16 Dec
found 1 day ago
Return direct flight included
Montreal (YUL) to Key West (EYW)
10/10 Exceptional! (1,002 reviews)
If you are looking for the ultimate Key West getaway, The Almond Tree Inn is absolute perfection. Tucked away on a quiet, historic side street just steps from Duval Street, it offers the rare combination of a lively central location and a completely peaceful, secluded sanctuary.
From the moment you arrive, the lush, gorgeous courtyard welcomes you into a true island paradise. Towering palms, vibrant tropical flowers, and a stunning pool area make it the ideal spot to unwind with a morning coffee or a sunset cocktail. The rooms are spotless, beautifully appointed, and full of charming Key West character while offering every modern comfort.
What truly sets the Almond Tree Inn apart, though, is the incredible hospitality. The staff goes above and beyond to make every guest feel like family, providing top-notch recommendations and taking care of every detail. Starting your morning with their wonderful complimentary breakfast by the pool is simply unbeatable.
Whether you're exploring the historic watering holes and vibrant nightlife just down the block or just lounging under the palms, this is hands-down the best place to stay in Key West. Five stars all around—we can't wait to come back!
Reviewed on 9 Nov 2026
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View all tripsTop Cheap Florida Keys Hotels

Floating Sea Cove Resort & Marina
12685 Overseas Highway Marathon FL
Stay at this hotel in Marathon. Enjoy free parking and air conditioning. Our guests praise the helpful staff and the clean rooms in their reviews. Popular attractions ...
5.4/10 (999 reviews)
"Room was dirty, crumbs all over the floor, towels and sheets had stains and hair on them. There was a bunch of ants in the bathroom, the deadbolt on the entrance door was broken so its just a cheap door handle securing the room. The smoke detector was missing, the shower barely drained. They were ..."
Reviewed on 10 Nov 2026

Bayside Inn Key Largo
99490 Overseas Hwy Key Largo FL
Stay at this beach hotel in Key Largo. Enjoy free Wi-Fi, free parking and a private beach. Our guests praise the pool and the helpful staff in their reviews. ...
8.4/10 Very good! (1,865 reviews)
"The property is beautiful and parking was convenient. Enjoyed the 10% off at the restaurant nearby a few times. The bed was very hard, had some mold on shower, and very little water pressure. We were there 5 nights and had room serviced only one day and did not put clean sheets on bed, just made ..."
Reviewed on 11 Nov 2026

Southwinds Motel
1321 Simonton Street Key West FL
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 their reviews. ...
8.6/10 Excellent! (1,406 reviews)
"We have been in Key West many times and love this end of Duval. The hotel was perfect, very basic room but clean and has everything you need. Loved the little bar Tipsy Rooster."
Reviewed on 12 Nov 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.
Things to do

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
£34
per adult
94% of travellers recommend

Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
£25
per adult
82% of travellers recommend

Key Largo Coral Reef Glass Bottom Boat Adventure
£50
per adult
96% of travellers recommend
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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. Flight-inclusive packages are ATOL protected.










