A colorful building with a sign reading "Florida Keys Brewing Co." and a Santa Claus decoration.

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Check prices for these dates

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Sep 21 - Sep 22
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Sep 22 - Sep 23
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Sep 25 - Sep 27
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Oct 2 - Oct 4
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Top Windley Key Hotel Reviews

Reefhouse Resort & Marina

Reefhouse Resort & Marina

10/10 Excellent
"Opal takes pride ownership in running a customer service excellence resort The champagne touch is nice Thank you Dr Fajardo Garcia"
Onelia 1-night trip
Posted less than an hour ago
Reefhouse Resort & Marina
Waterside Suites & Marina

Waterside Suites & Marina

8/10 Good
"We stayed for three nights in a two-bedroom suite. For the price, the stay was reasonable, and there were definitely some positives. The suite was spacious, the bedding was clean and good quality, the beds and pillows were comfortable, and we had a nice view of the canal. Free parking was also a big plus — we had three cars in our group and received parking passes for all of them. However, there are quite a few details that could be improved. The suite was booked for four guests but was not really equipped for four: there were not enough dishes, chairs, or towels, and even the coffee maker was missing filters. The outdoor and BBQ areas looked somewhat dated and poorly maintained, the ice machines were not working, and the pool could have been better maintained. We also did not receive any housekeeping or check-ins during our three-day stay. Our room faced the restaurant across the canal, so weekend evenings were quite noisy. The canal view is nice, but if you are looking for peace and privacy, keep this in mind. Overall, considering the price, our stay was acceptable. If you are coming with a group or celebrating a special occasion and plan to cook, I would recommend bringing some of your own kitchen supplies. We came prepared and were able to enjoy our stay despite the shortcomings."
Irina 3-night trip
Posted 1 hour ago
Waterside Suites & Marina
Chesapeake Beach Resort

Chesapeake Beach Resort

8/10 Good
"They do strive to provide great customer service and promised to have clean rooms but there were some minor things I noticed after the staff assured me they pay attention to great detail. The wall in bathroom had some mysterious staining and the toilet seat was super loose on the verge of falling off. Overall, this hotel was by far the one of the better ones around and had a professional and friendly staff. We stayed here because the hotel we booked initially down the road had bugs in the bed, so it was a relief to stay here last minute as a backup without the pests."
Paul 2-night trip
Posted 3 hours ago
Chesapeake Beach Resort
Sunset Cove Beach Resort

Sunset Cove Beach Resort

10/10 Excellent
"I was very impressed with the property. It exceeded my expectations.I will definitely come back and stay here again. The nicest lady checked us in. She went on to make sure everything was perfect for us. I’m upset that I can not rember her name so she can get credit for being so kind and welcoming."
Epistimi 1-night trip
Posted 4 hours ago
Sunset Cove Beach Resort
Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"Loved the room, quiet vibe, designated parking, the water front area, and staff. Nice surrounding area. You need a car if you want to go to Key West or nearby cities. If you want activity recommend planning ahead. We were celebrating wedding anniversary and this fit the bill. Loved it and would come back. Things to be mindful of. Yes there is a resort fee and the property holds a fee per day for Incidentals. Having the ability to know it was negotiable would have been better than finding out when I checked out. Adult pool only was nice and relaxing. The other pools were nice but very lively, if you want to chill the other pools may not be your thing. We wanted to go to a night club with dancing but there were none in this area near the resort. We went to Hog heaven, live music was great but not a night club. The Cheeca Lodge and Spa was wonderful!"
Chrisandra 6-night trip
Posted 12 hours ago
Cheeca Lodge & Spa
Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"Super recomendado. Staff de primera amable y servicial. El local super limpio, y ordenado. Los servicios del hotel muy bueno. Disfrutamos mucho toda la familia."
Osmay 1-night trip
Posted 14 hours ago
Lime Tree Bay Resort
Rock Reef Resort

Rock Reef Resort

8/10 Good
"Perfect for our night stop down to Key West. Clean room and very friendly staff."
sharon 1-night trip
Posted 2 days ago
Rock Reef Resort
Islander Resort

Islander Resort

10/10 Excellent
"The property was well maintained and clean. All staff were friendly and helpful. Amenities were nice. Very relaxing atmosphere"
John 5-night trip
Posted 2 days ago
Islander Resort
Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

10/10 Excellent
"Clean and comfortable rooms. I love the location relative to things to do in the Keys. We used the bikes while there and have used kayak/paddleboards in past. The staff is absolutely amazing. I had messed up the dates of the reservation. Jamal worked really hard to get me a room at a rate i could afford. REALLY appreciate his efforts. We'll stay here again on our next trip to Islamorada"
Scott 6-night trip
Posted 3 days ago
Fisher Inn Resort & Marina

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