
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.


Cavalier Hotel South Beach
South Beach
Price was €4,618, price is now €2,414 per person
€2,414
per person
29 Dec - 5 Jan
found 1 day ago
Return flight included
Zagreb (ZAG) to Miami (MIA)
16.8/10 Exceptional! (1,001 reviews)
The room was not well soundproofed. Too much noise late at night and early in the morning made it difficult to rest.
Reviewed on 22 Nov 2025


Bentley Hotel South Beach
South Beach
Price was €4,545, price is now €2,798 per person
€2,798
per person
29 Dec - 5 Jan
found 1 day ago
Return flight included
Zagreb (ZAG) to Miami (MIA)
18.4/10 Exceptional! (466 reviews)
Clean nicely furnished room, complementary bikes and beach chairs, great staff, just across the beach, dog friendly, just perfect! We extended the stay :-)
Reviewed on 20 Nov 2025

Park Central South Beach
South Beach
Price was €3,539, price is now €2,253 per person
€2,253
per person
29 Dec - 5 Jan
found 1 day ago
Return flight included
Zagreb (ZAG) to Miami (MIA)
17.2/10 Exceptional! (385 reviews)
We had a great stay at the hotel. The room was clean and perfect. My only complaint is that we had 3 registered guests, but were given only 2 towels for the first night. I turned in the used towels with housekeeping the next morning, because there was no reason for them to have to clean out room, and asked for 3 new towels, plus a couple of hand towels as replacements but they never came… we had to call down to front desk when we arrived back from the beach at 6pm to ask again, and wait to shower. No big deal, but I think that when you check in 3 guests, you should be getting at least 3 towels. Otherwise the staff was fantastic, and the amenities exactly what we needed.
Reviewed on 22 Nov 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 €256 per night from 30 Nov to 1 Dec
€256
30 Nov - 1 Dec
includes taxes & fees
8.8/10 Excellent! (111 reviews)
Beautiful room, stunning views
Reviewed on 19 Nov 2025

Fisher Inn Resort & Marina
84951 Overseas Hwy Islamorada FL
Fully refundable
The price is €101 per night from 18 Dec to 19 Dec
€101
18 Dec - 19 Dec
includes taxes & fees
8/10 Very Good! (1,004 reviews)
We stay here about 3-4 times a year. Always great. Nice rooms. Parking is easy and right in front of the rooms. Comp breakfast. Can fish from anywhere on the property and spot to clean your catch, hands and rods. Dog friendly! We love this spot.
Reviewed on 11 Nov 2025

Coconut Cove Resort and Marina
84801 Overseas Highway Islamorada FL
The price is €149 per night from 24 Nov to 25 Nov
€149
24 Nov - 25 Nov
includes taxes & fees
9/10 Wonderful! (140 reviews)
I just got back from spending a week at the Coconut Cove Resort & Marina and it was seriously the best vacation ever! I was so impressed with everything. Our room was super clean, which was awesome, and the whole resort looked amazing the entire time we were there. Mandy at the front desk was so ...
Reviewed on 16 Nov 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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