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

The Perry Hotel & Marina Key West
Price was CA $1,858, price is now CA $1,485 per person
CA $1,485
per person
Sep 5 - Sep 9
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Key West (EYW)
9.4/10 Exceptional! (1,282 reviews)
Nice hotel. 5 days/4 nights stay. Free parking, but no free breakfast The room came with a fridge and a coffee maker, no microwave. 2 Restaurants in the property, but food is very expensive. Staff at check in don’t even smile at you, when they do it feels forced. Concierges were very nice. The shuttle to Key West is a great feature. One of the two pools was closed. The one pool was packed full every day. Room was great. Tile on the floors, hubby found bed uncomfortable. Our room had one King bed and a coffee table. It felt unfinished. It needs a small sofa or something, so you don’t have to use the bed to sit to eat or work on your laptop. Every room has a very spacious balcony. The gym is very well equipped.
Reviewed on Jun 22, 2026

Pier House Resort & Spa
Key West Historic District
Price was CA $2,980, price is now CA $2,389 per person
CA $2,389
per person
Aug 10 - Aug 17
found 19 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Key West (EYW)
9/10 Wonderful! (1,180 reviews)
Excellent location and great property to stay at!
Reviewed on Jun 26, 2026

Parrot Key Hotel & Villas
Northside Resort
Price was CA $2,218, price is now CA $1,836 per person
CA $1,836
per person
Aug 10 - Aug 17
found 19 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Key West (EYW)
9/10 Wonderful! (1,431 reviews)
Our fourth time staying here and it’s always great!!!
Reviewed on Jun 25, 2026

The Marker Key West Harbor Resort
Key West Historic District
Price was CA $2,650, price is now CA $2,214 per person
CA $2,214
per person
Aug 10 - Aug 17
found 19 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Key West (EYW)
9.2/10 Wonderful! (1,012 reviews)
Beautiful resort and excellent location
Parking facility a little expensive
Reviewed on Jun 25, 2026

Southernmost Beach Resort and Guesthouses
Old Town Key West
Price was CA $2,518, price is now CA $2,121 per person
CA $2,121
per person
Aug 10 - Aug 17
found 19 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Key West (EYW)
8.8/10 Excellent! (3,399 reviews)
Disappointing that the breakfasts were not included as per their website. Found upon arrival that you had to be staying in the "Guest House" to get the free breakfast. $65.00 per day resort fees seems exorbitant as did the $50.00 per night to park our golf cart. Had a ceiling fan malfunction that we had to address with the front desk four different times. Hotel was nice but these issues would give us pause to stay there ever again.
Reviewed on Jun 25, 2026
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See all available trips from Columbus to Raccoon Key
View all trips3 Night Cheap holidays in Raccoon Key
Price found within the past 48 hours. Click for updated prices.

The Perry Hotel & Marina Key West
Price was CA $905, price is now CA $762 per person
CA $762
per person
Aug 10 - Aug 13
found 11 hours ago
Roundtrip flight included
Toronto (YYZ) to Key West (EYW)
9.4/10 Exceptional! (1,282 reviews)
Nice hotel. 5 days/4 nights stay. Free parking, but no free breakfast The room came with a fridge and a coffee maker, no microwave. 2 Restaurants in the property, but food is very expensive. Staff at check in don’t even smile at you, when they do it feels forced. Concierges were very nice. The shuttle to Key West is a great feature. One of the two pools was closed. The one pool was packed full every day. Room was great. Tile on the floors, hubby found bed uncomfortable. Our room had one King bed and a coffee table. It felt unfinished. It needs a small sofa or something, so you don’t have to use the bed to sit to eat or work on your laptop. Every room has a very spacious balcony. The gym is very well equipped.
Reviewed on Jun 22, 2026

Pier House Resort & Spa
Key West Historic District
Price was CA $1,973, price is now CA $1,646 per person
CA $1,646
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9/10 Wonderful! (1,180 reviews)
Excellent location and great property to stay at!
Reviewed on Jun 26, 2026

The Marker Key West Harbor Resort
Key West Historic District
Price was CA $1,762, price is now CA $1,528 per person
CA $1,528
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (1,012 reviews)
Beautiful resort and excellent location
Parking facility a little expensive
Reviewed on Jun 25, 2026
Don't see what you're looking for?
See all available trips from Columbus to Raccoon Key
View all trips4 Night Cheap holidays in Raccoon Key
Price found within the past 48 hours. Click for updated prices.

The Perry Hotel & Marina Key West
Price was CA $1,858, price is now CA $1,485 per person
CA $1,485
per person
Sep 5 - Sep 9
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Key West (EYW)
9.4/10 Exceptional! (1,282 reviews)
Nice hotel. 5 days/4 nights stay. Free parking, but no free breakfast The room came with a fridge and a coffee maker, no microwave. 2 Restaurants in the property, but food is very expensive. Staff at check in don’t even smile at you, when they do it feels forced. Concierges were very nice. The shuttle to Key West is a great feature. One of the two pools was closed. The one pool was packed full every day. Room was great. Tile on the floors, hubby found bed uncomfortable. Our room had one King bed and a coffee table. It felt unfinished. It needs a small sofa or something, so you don’t have to use the bed to sit to eat or work on your laptop. Every room has a very spacious balcony. The gym is very well equipped.
Reviewed on Jun 22, 2026

The Key West Hotel
Key West Historic District
Price was CA $2,928, price is now CA $2,310 per person
CA $2,310
per person
Aug 21 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
9.2/10 Wonderful! (559 reviews)
We loved staying here and highly recommended it. Only thing that people might not like is the solo musicians play till 11pm every night. We didn’t mind it since we are not early birds.
Reviewed on Jun 7, 2026

Coconut Beach Resort
Old Town Key West
Price was CA $2,529, price is now CA $2,084 per person
CA $2,084
per person
Sep 5 - Sep 9
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Key West (EYW)
8.8/10 Excellent! (195 reviews)
Clean room, helpful staff, good suggestions about local restaurants and areas to visit that you may not find on regular trip forums or AI.
Beach view was not pretty due to sea weed deposits and smell of dead seaweed, but that’s seasonal.
Reviewed on Jun 22, 2026
Don't see what you're looking for?
See all available trips from Columbus to Raccoon Key
View all tripsThings to do

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
CA $62
per adult
94% of travellers recommend

Historic Key West Old Town Trolley Hop-On Hop-Off Tour
CA $36
per child
88% of travellers recommend

Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch
CA $76
per adult
86% of travellers recommend
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