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

The Perry Hotel & Marina Key West
CA $1,274
per person
Sep 26 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.4/10 Exceptional! (1,314 reviews)
Great Staff and nice environment, rooms, and amenities. The only shortcoming is that the hotel is about a 15-minute drive from where all the attractions are, but the staff and food were amazing
Reviewed on Aug 17, 2026

Southernmost House - Adult Exclusive
Old Town Key West
CA $2,295
per person
Nov 3 - Nov 7
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.4/10 Exceptional! (1,002 reviews)
Excellent place to stay and will absolutely stay there again! The staff was so helpful and friendly! The restaurant on the property has delicious food! I highly recommend staying at he Southern Most House, great pool, great location, great vacation!
Reviewed on Aug 16, 2026


Southernmost Beach Resort and Guesthouses
Old Town Key West
CA $2,247
per person
Nov 3 - Nov 7
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
8.8/10 Excellent! (3,469 reviews)
Everyone was pleasant. The resort offered things to do and kept you informed via email. Check in went smooth if you read all the information you will be prepared for the added expenses. The resort is in a great locale. I recommend not having a car rather rent bikes, use bus, trolley or uber. Yes, the seaweed was a problem but it’s not their fault! The free breakfast included with our package was excellent. We stayed in Avalon house and while the room was small it was newly redone and cute. It had everything we needed including a beach bag and towels. I think the weakest link in the resort was the room cleaning, while our room was not filthy the staff didn’t upkeep it as other resorts I have experienced. I felt that could use improvement and I think being at a beach resort sheets should be changed at least every three days. They offer you a great amount of towels because again, being at a beach locale frequent showers are taken. I know others blasted this resort but I found it to be a very pleasant experience and yes it is expensive but you are staying right in the heart of everything in Key West. Do your homework and you won’t be sidelined and be prepared for sargassum, had that not been a problem at that time of year it was a perfect stay.
Reviewed on Aug 18, 2026

The Marker Key West Harbor Resort
Key West Historic District
CA $1,877
per person
Sep 26 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.2/10 Wonderful! (1,002 reviews)
I enjoyed the location. The staff was friendly and helpful. The room was clean. The pool was a little too warm for my taste.
Reviewed on Aug 18, 2026
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The Perry Hotel & Marina Key West
CA $1,177
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,314 reviews)
Great Staff and nice environment, rooms, and amenities. The only shortcoming is that the hotel is about a 15-minute drive from where all the attractions are, but the staff and food were amazing
Reviewed on Aug 17, 2026

Pier House Resort & Spa
Key West Historic District
CA $1,625
per person
Sep 21 - Sep 24
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
9/10 Wonderful! (1,258 reviews)
Beautiful hotel with a great sand beach. Perfect location, right on Duval, but a quiet garden resort. The showers are to die for. Would stay here again.
Reviewed on Aug 18, 2026

Southernmost Beach Resort and Guesthouses
Old Town Key West
CA $2,829
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
8.8/10 Excellent! (3,469 reviews)
Everyone was pleasant. The resort offered things to do and kept you informed via email. Check in went smooth if you read all the information you will be prepared for the added expenses. The resort is in a great locale. I recommend not having a car rather rent bikes, use bus, trolley or uber. Yes, the seaweed was a problem but it’s not their fault! The free breakfast included with our package was excellent. We stayed in Avalon house and while the room was small it was newly redone and cute. It had everything we needed including a beach bag and towels. I think the weakest link in the resort was the room cleaning, while our room was not filthy the staff didn’t upkeep it as other resorts I have experienced. I felt that could use improvement and I think being at a beach resort sheets should be changed at least every three days. They offer you a great amount of towels because again, being at a beach locale frequent showers are taken. I know others blasted this resort but I found it to be a very pleasant experience and yes it is expensive but you are staying right in the heart of everything in Key West. Do your homework and you won’t be sidelined and be prepared for sargassum, had that not been a problem at that time of year it was a perfect stay.
Reviewed on Aug 18, 2026
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Hyatt Vacation Club at Windward Pointe, Key West
CA $1,172
per person
Sep 19 - Sep 23
found 1 hour ago
Roundtrip non-stop flight included
Montreal (YMQ) to Key West (EYW)
9.4/10 Exceptional! (1,214 reviews)
The property itself was very nice and well kept. The maintenance and cleaning staff were very creepy men and made me feel very uncomfortable during my stay. It’s something to think about if you are solo traveling. The area was nice, amenities were great, but I would not return here.
Reviewed on Aug 17, 2026

The Key West Hotel
Key West Historic District
CA $3,533
per person
Nov 3 - Nov 7
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.2/10 Wonderful! (561 reviews)
This is the best place to stay in Key West! It is a hotel but it has the quaint B&B vibes. The tiki bar by the pool is amazing and they are adding food soon which makes it literally perfect. Close to everything you’d want to do- walk or scooter. 10/10 recommend!
Reviewed on Jul 27, 2026

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View all tripsThings to do

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
CA $63
per adult
94% of travellers recommend

Historic Key West Old Town Trolley Hop-On Hop-Off Tour
CA $78
per adult
88% of travellers recommend

Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch
CA $85
per adult
86% of travellers recommend
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