10 Best Motels in Windley Key: Find Cheap Motels in Windley Key 2026

A colorful building with a sign reading "Florida Keys Brewing Co." and a Santa Claus decoration.

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Our top choices for Windley Key motels

A covered outdoor seating area with wicker chairs and a table, overlooking a beach with palm trees and a wooden deck.

1. Fisher Inn Resort & Marina

Islamorada

Susan

₩260,329 total

includes taxes & fees

Nov 29 - Nov 30

A waterfront patio with outdoor seating, a yellow umbrella, and a view of the water.

2. Creekside Inn

Tavernier

MARIO

₩197,499 total

includes taxes & fees

Nov 16 - Nov 17

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Top Windley Key Hotel Reviews

Reefhouse Resort & Marina

10/10 Excellent

"Awesome resort! Loved the vibe. Definitely come in the "off season" (was here in early November). Enjoyed an afternoon by the pool and the Blackwater Sound beach. Enjoyed beautiful views of the sound upon Sunset and Sunrise! The resort has many amenities, was very clean and the staff was extremely accommodating! Definitely will return!"

Chesapeake Beach Resort

10/10 Excellent

"The room was very clean and comfortable, my only issue was it was close to the road so all you hear is road traffic. I asked to move rooms but we weren’t able to. The breakfast was nice- homemade omelet and waffles, a selections of items to toast. The bar tender Jose was super nice and very helpful as well as maintenance man Douglas- he was super Friendly. We thought the amenities were great and we would totally stay again!"

Coconut Cove Resort and Marina

10/10 Excellent

"This is my second time staying here. It's a laid-back, extremely quiet place, so if you're looking for the party vibe, definitely not for you. The "beach" is really no more than a mangrove swamp, but that's typical of the Keys. For beaches, look elsewhere in Florida. The pool makes up for it, though. It is absolutely beautiful, with a waterfall and a chiller, so the water is always cool and refreshing even at the height of summer. And best of all: the pool is open 24 hours! This place is super safe; I left my sliding glass door unlocked the whole time I was here and had no problems. They offer a free, very basic "grab and go" breakfast in the lobby every morning (toast, muffins, cereal, yogurt, coffee and OJ). There is no restaurant or bar on the premises, but plenty of options nearby. The people who own and run this place are some of the nicest, most helpful people you will ever meet. A friend of mine who joined us midway through our stay had booked his room for the wrong date (totally his fault), and they helped him straighten everything out and got him a room at no extra charge!"

Find out more about Windley Key

Windley Key Motels information

Number of reviews	2,025
Accommodation	3 Motels
Lowest Price	₩197,499
Highest Price	₩260,329

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Room 1

Change your mind

Treat yourself

Be picky

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Our top choices for Windley Key motels

1. Fisher Inn Resort & Marina

2. Creekside Inn

Top Windley Key Hotel Reviews

Reefhouse Resort & Marina

Chesapeake Beach Resort

Rock Reef Resort

Coconut Cove Resort and Marina

Sunset Cove Beach Resort

Fisher Inn Resort & Marina

Drop Anchor

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

The Pelican Key Largo Cottages

Find out more about Windley Key

Windley Key Motels information

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Search Motels in Windley Key

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Windley Key motels

1. Fisher Inn Resort & Marina

2. Creekside Inn

Top Windley Key Hotel Reviews

Reefhouse Resort & Marina

Find out more about Windley Key

Windley Key Motels information

Explore a world of travel with Expedia