
Windley Key Holidays
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Top Flight + Hotel Deals in Windley Key
Price found within the past 48 hours. Click for updated prices.

The Penguin Hotel
South Beach
Price was €1,071, price is now €810 per person
€810
per person
1 Oct - 6 Oct
found 1 day ago
Return flight included
Tirana (TIA) to Miami (MIA)
8.2/10 Very Good! (1,414 reviews)
The only thing missing was breakfast. We were given drink vouchers, however we don’t drink.
Reviewed on 21 Aug 2025

Park Central South Beach
South Beach
Price was €1,408, price is now €952 per person
€952
per person
1 Oct - 6 Oct
found 1 day ago
Return flight included
Tirana (TIA) to Miami (MIA)
8.2/10 Very Good! (930 reviews)
I appreciated the close location to the beach. We were literally a walk across the street to the beach. Everything was walkable.
The staff were attentive & present. Very helpful and friendly & accommodating. The lobby area always was clean smelling. I liked they provided complimentary bikes to ride, beach chairs & bottled water.
What I did not like were the little bit of channels available on the tv. The stations they did have did not have service so it did not work.
Would also recommend a full length mirror.
Reviewed on 23 Aug 2025



Mondrian South Beach
South Beach
Price was €1,085, price is now €857 per person
€857
per person
1 Oct - 6 Oct
found 1 day ago
Return flight included
Tirana (TIA) to Miami (MIA)
7.8/10 Good! (2,354 reviews)
Our room had a lot of “minor” but noticeable things needing to be fixed giving it a bad look. I’ve stayed at hotels with less stars that had better conditions than our room at the Mondrian. We’ve stayed here before and did not have this same experience, but from the moment we walked in, the desk staff did not greet us, explain why she was running my card, didn’t offer the complimentary water or glass of champagne, or tell us to enjoy our stay and just walked away.
Reviewed on 23 Aug 2025
Top hotels in Windley Key

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is €235 per night from 26 Aug to 27 Aug
€235
26 Aug - 27 Aug
includes taxes & fees
9/10 Wonderful! (62 reviews)
"Super agradable"
Reviewed on 20 Aug 2025

Fisher Inn Resort & Marina
84951 Overseas Hwy, Islamorada, FL
Fully refundable
The price is €122 per night from 14 Sept to 15 Sept
€122
14 Sept - 15 Sept
includes taxes & fees
8/10 Very Good! (999 reviews)
"Overall great experience"
Reviewed on 20 Aug 2025

Coconut Cove Resort and Marina
84801 Overseas Highway, Islamorada, FL
The price is €120 per night from 25 Aug to 26 Aug
€120
25 Aug - 26 Aug
includes taxes & fees
7.6/10 Good! (815 reviews)
"Staff were very nice and welcoming. Nice pool and view. Room was nice clean and comfortable. Definitely would stay again"
Reviewed on 15 Aug 2025
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.
What to do in Windley Key

Private 3-Hour Islamorada Sandbar Tour
€432
per traveller
100% of travellers recommend
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