
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.

6080 Design Hotel by Eskape Collection
Mid Beach
Save 100% on your flight
Price was €1,383, price is now €856 per person
€856
per person
28 Feb - 7 Mar
found 12 hours ago
Return flight included
Dublin (DUB) to Miami (MIA)
8.4/10 Very Good! (1,002 reviews)
kitchen equipment with microwave, mini electric oven, dishwasher, mini fridge, dishwasher, paper towel, utensils, etc. NO electric hot plate! Room clean. Polite, profesional reception desk staff. Special thanks to Maurice for her help and attitude to guests requests and questions! She's a great asset to a hospitality team!
Reviewed on 4 Jan 2026


1 Hotel South Beach
South Beach
Save 100% on your flight
Price was €5,569, price is now €3,041 per person
€3,041
per person
28 Feb - 7 Mar
found 12 hours ago
Return flight included
Dublin (DUB) to Miami (MIA)
9.4/10 Exceptional! (1,365 reviews)
The hotel is super fancy and pretty. Our room was big, decent size. Everything you buy at the hotel is outrageously expensive. We ate at the restaurant, (Mediterranean) and it was super expensive for what you're getting and the menu is limited. Go across the street, (Tons of restaurants). They do have a cute coffee shop in the lobby but note the sandwiches are already made, but their pastries are yummy. Don't expect great service. The food by the pool is "meh".
Reviewed on 29 Dec 2025

Hotel Riu Plaza Miami Beach
Mid Beach
Save 100% on your flight
Price was €2,439, price is now €1,364 per person
€1,364
per person
28 Feb - 7 Mar
found 12 hours ago
Return flight included
Dublin (DUB) to Miami (MIA)
8/10 Very Good! (1,120 reviews)
Front desk staff was not very helpful. Even before the stay, I called to ask some questions. They were not helpful and lacked interest when asking basic questions (i.e. parking at the hotel). Also, there was a clump of hair in the bed upon check in. I wish I could attach the photo.
Reviewed on 3 Jan 2026
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 €333 per night from 20 Jan to 21 Jan
€333
20 Jan - 21 Jan
includes taxes & fees
8.8/10 Excellent! (122 reviews)
No balcony. We walked out right to the beach. IT WAS EVEN BETTER!!
Reviewed on 27 Dec 2025

Fisher Inn Resort & Marina
84951 Overseas Hwy Islamorada FL
The price is €184 per night from 11 Jan to 12 Jan
€184
11 Jan - 12 Jan
includes taxes & fees
8.2/10 Very Good! (1,009 reviews)
Todo ok
Reviewed on 4 Jan 2026

Coconut Cove Resort and Marina
84801 Overseas Highway Islamorada FL
The price is €207 per night from 8 Jan to 9 Jan
€207
8 Jan - 9 Jan
includes taxes & fees
9/10 Wonderful! (164 reviews)
Staff was amazing! Two couples manage this property, and they go above and beyond to make sure you enjoy this cute, old style Florida resort. Upon check in Crystal seemed like an old friend.
Reviewed on 2 Jan 2026
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
€426
per traveller
100% of travellers recommend
Frequently asked questions
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