Windley Key Vacations

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Find the Best Windley Key Vacation Packages

Windley Key Hotel Deals

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

3.5 out of 5
84001 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is ₩212,523 per night from Sep 29 to Sep 30
₩212,523
₩331,808 total
Sep 29 - Sep 30
includes taxes & fees
8.8/10 Excellent! (81 reviews)
"We had a fantastic time here! The room was spotless- clean bed, fresh towels, and a great shower. Room service breakfast was delicious. The resort has everything you need, so no need to leave. We loved all the onsite restaurants, and the tiki bar was a total vibe. Big shoutout to our favorite bartender, ..."

Reviewed on Sep 8, 2025

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

3.5 out of 5
84951 Overseas Hwy, Islamorada, FL
Fully refundable
The price is ₩141,286 per night from Sep 25 to Sep 26
₩141,286
₩204,534 total
Sep 25 - Sep 26
includes taxes & fees
8/10 Very Good! (1,002 reviews)
Great view
"Two night stay . Advertised paddle boards and kayaks but although front desk employee was nice she didn’t get up or go out of her way to offer much additional info on anything. Never saw the kayaks or paddle boards and wasn’t an actual beach right there so no clue where you go to do that. Heard another ..."

Reviewed on Sep 16, 2025

Fisher Inn Resort & Marina
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

3 out of 5
84801 Overseas Highway, Islamorada, FL
The price is ₩162,168 per night from Sep 21 to Sep 22
₩162,168
₩182,440 total
Sep 21 - Sep 22
includes taxes & fees
7.6/10 Good! (816 reviews)
"Staff were very nice and welcoming. Nice pool and view. Room was nice clean and comfortable. Definitely would stay again"

Reviewed on Aug 15, 2025

Coconut Cove Resort and Marina
See all 2,746 properties in Windley Key
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.