Windley Key Vacations from $471
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The Latest Windley Key vacation packages
Price found within the past 48 hours. Click for updated prices.
Brickell Bay 3505
Brickell
Price was $1,934, price is now $656 per person
$656
per person
Jul 15 - Jul 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9/10 Wonderful! (2 reviews)
The room was clean, there was a problem at the check out time as all the guest have the same check out and all the elevators collapse, it took us more than an hour to get down.
The parking is really a problem as we had to go up almost 20 floors.
Location is pretty good.
Reviewed on Apr 14, 2026
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Windley Key Fossil Reef Geological State Park
4.5/5(20 reviews)
Explore the fossilized reef of a former quarry in this island park, as you learn about the history and ecology from the interpretive trails.
Windley Key Hotel Deals
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$313 nightly
The price is $352 total per night from Jun 1 to Jun 2
$352 total
Jun 1 - Jun 2
Total with taxes and fees
9/10 Wonderful! (192 reviews)
Clean updated room, great view and balcony! Loved the property and amenities.
Reviewed on Apr 25, 2026
Fisher Inn Resort & Marina
84951 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$173 nightly
The price is $194 total per night from Jun 1 to Jun 2
$194 total
Jun 1 - Jun 2
Total with taxes and fees
8.2/10 Very Good! (1,001 reviews)
Breakfast was very nice but I was expecting a little more effort.
Reviewed on Apr 30, 2026
Coconut Cove Resort and Marina
84801 Overseas Highway Islamorada FL
$289 nightly
The price is $325 total per night from May 18 to May 19
$325 total
May 18 - May 19
Total with taxes and fees
9/10 Wonderful! (256 reviews)
Ac was noice a bit , staff was very friendly and professional,nice location with great views.
Reviewed on Apr 30, 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.
Find the Best Windley Key Vacation Packages
Windley Key Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Key West Intl. Airport (EYW) |
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
