4 Stars Hotels in Windley Key, Islamorada from CA $372

Name: Condo in the Keys
Rating: 8.6

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Top Windley Key 4 Star Hotels

32-inch LCD TV with satellite channels, TV, iPod dock

"Very island feel.The Staff was Helpful and very nice. "

CA $719 total

includes taxes & fees

Jan 7 - Jan 8, 2025

"Very small oceanfront, not access, hotel with a nice outside beach bar and pool with various beach seating spots. Small but cute for staying here for 1 night."

CA $841 total

includes taxes & fees

Dec 27 - Dec 28

"Great resort!!"

CA $804 total

includes taxes & fees

Dec 23 - Dec 24

Outdoor pool, cabanas (surcharge), pool umbrellas

"The people at the property were very accomidating. The food was amazing and pool and beach side drinks were terrific. "

CA $764 total

includes taxes & fees

Jan 5 - Jan 6, 2025

"The space is currently ongoing construction but don’t let that stop you from staying. Beautiful location and friendly staff from the initial security guard interaction onward. Would love to come back when the construction is complete "

CA $509 total

includes taxes & fees

Dec 23 - Dec 24

2 outdoor pools, open 8:00 AM to 6:00 PM, sun loungers

"We loved the entire experiences; especially the amenities on site (kayaks, paddle boards, swimming-pool & ocean, food & bar) and Emmanuel (person responsible kayaks and paddle boards)."

CA $805 total

includes taxes & fees

Jan 22 - Jan 23, 2025

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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Windley Key.

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL

CA $423

CA $573 total

includes taxes & fees

Jan 20 - Jan 21, 2025

9/10 Wonderful! (1,002 reviews)

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Pool Spa Hot tub Breakfast included Waterpark

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 out more about Windley Key

If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Windley Key are calling your name. Known for providing first-rate service in amazing locations, each of the Windley Key 4 Stars hotels lets discerning travelers bask in an unforgettable experience.

Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day.

It’s all waiting for you at the top four star hotels in Windley Key. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Windley Key, Islamorada, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Windley Key hotels with 4 Stars provide everything you need to unwind in style.