
Raccoon Key Honeymoon Vacations
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Flight and Honeymoon 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 $1,616, price is now CA $1,183 per person
CA $1,183
per person
Oct 25 - Oct 29
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Key West (EYW)
9.4/10 Exceptional! (1,083 reviews)
We loved the Perry hotel! Great pool and clean updated rooms! Perfect spot next to the marina. Still smiling from our trip to Key west
Reviewed on Sep. 6, 2025

Bishop Hotel Key West
Old Town Key West
Price was CA $1,957, price is now CA $1,528 per person
CA $1,528
per person
Nov 17 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.8/10 Exceptional! (230 reviews)
Pleasantly impressed. It was clean, spacious, and the staff made it a great experience. I will be booking at Bishop again.
Reviewed on Sep. 4, 2025

The Gardens Hotel
Old Town Key West
Price was CA $1,835, price is now CA $1,451 per person
CA $1,451
per person
Oct 9 - Oct 12
found 8 hours ago
Roundtrip flight included
Edmonton (YEG) to Key West (EYW)
9.8/10 Exceptional! (1,004 reviews)
Loved it here! Annette was amazing!!!! Only complaint was that it sounded like they were pressure washing the furniture on the second floor deck at night!
Reviewed on Aug. 31, 2025

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
Price was CA $2,091, price is now CA $1,388 per person
CA $1,388
per person
Nov 9 - Nov 12
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Key West (EYW)
9.2/10 Wonderful! (1,017 reviews)
Continental breakfast was poor. Not many choices.
Property was quaint and very clean.
Staff very friendly and accommodating. I would definitely stay here again. Easy walk to Duval only 1 1/2 blocks.
Reviewed on Sep. 3, 2025

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
Price was CA $2,280, price is now CA $1,718 per person
CA $1,718
per person
Oct 25 - Oct 29
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Key West (EYW)
8.4/10 Very Good! (319 reviews)
If you want a clean room, that is not the right hotel.
Reviewed on Sep. 6, 2025
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Price found within the past 48 hours. Click for updated prices.

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
Price was CA $1,997, price is now CA $1,362 per person
CA $1,362
per person
Oct 9 - Oct 12
found 8 hours ago
Roundtrip flight included
Edmonton (YEG) to Key West (EYW)
9.2/10 Wonderful! (1,017 reviews)
Continental breakfast was poor. Not many choices.
Property was quaint and very clean.
Staff very friendly and accommodating. I would definitely stay here again. Easy walk to Duval only 1 1/2 blocks.
Reviewed on Sep. 3, 2025

Pier House Resort & Spa
Key West Historic District
Price was CA $2,100, price is now CA $1,581 per person
CA $1,581
per person
Oct 9 - Oct 12
found 8 hours ago
Roundtrip flight included
Edmonton (YEG) to Key West (EYW)
9/10 Wonderful! (1,004 reviews)
They say they upgraded us when we checked in, they stuck us in a room next to the bar which was loud until about 1 in the morning. The facilities were nice and close to everything. Be careful with your bill because they overcharge us everyday on our breakfast and lunch bill.
Reviewed on Aug. 28, 2025

Southernmost Beach Resort and Guesthouses
Old Town Key West
Price was CA $2,062, price is now CA $1,560 per person
CA $1,560
per person
Oct 9 - Oct 12
found 8 hours ago
Roundtrip flight included
Edmonton (YEG) to Key West (EYW)
8.6/10 Excellent! (2,726 reviews)
Overall we enjoyed our stay at the Southermost Resort. It was my 50th birthday and overall we had a good time. A few things to note. I was under the impression that we had reserved a room with a balcony or porch space and we did not receive that. Not a big deal but kind of a bummer. The hotel was only half full the whole time we were there. The room was adequate and clean with updated furnishings but the area rug near the bed appeared worn and dirty, one lamp was broken on the desk but still worked and the other floor lamp's bulb was out. In all fairness, we did not notify the front desk of these issues. The bathroom was nice but had very dim lighting which may or may not be an issue for some. The water pressure in the shower was horrible and the sink did not drain well in the bathroom sink. The bed was clean and comfortable. Our room was on the ground level overlooking the street in the front of the building so noise was somewhat of an issue at times. The staff was ok. One of the female pool nar
Reviewed on Sep. 4, 2025
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Price found within the past 48 hours. Click for updated prices.

Douglas House
Old Town Key West
Price was CA $1,507, price is now CA $1,249 per person
CA $1,249
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
9.6/10 Exceptional! (161 reviews)
Location was excellent. 1 minute walk to Duval. We booked the loft apartment. Apt exceeded our expectations. Very clean, well decorated with beautiful hard wood floors. The grounds are very lush and tropical. There is a small pool too. The staff were very friendly and helpful. Big plus is FREE parking. (rare in Key West).Highly recommend! We will definitely return.
Reviewed on Sep. 6, 2025

Orchid Key Inn - Adults Only
Old Town Key West
Price was CA $1,892, price is now CA $1,412 per person
CA $1,412
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
9.8/10 Exceptional! (1,003 reviews)
Property was in a great location! Cindy was awesome and arranged a golf cart rental for the week for us. Morning breakfast was nice and evening happy hour was great as well. Would definitely recommend this place.
Reviewed on Aug. 31, 2025

Fitch Lodge - Key West Historic Inns
Key West Historic District
Price was CA $1,857, price is now CA $1,534 per person
CA $1,534
per person
Oct 29 - Nov 2
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
8.8/10 Excellent! (481 reviews)
Property has a very cozy feel
Very nice lobby area breakfast was cute and fun. Parking is very limited. Flash flooding made it a tad bit difficult to reach out room.
Reviewed on Aug. 24, 2025
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