Find 5 Star Hotels in Windley Key, FL from $322

Check availability on Windley Key 5 Star Hotels

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Apr 2 - Apr 3
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Apr 3 - Apr 4
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Apr 3 - Apr 5
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Our top choices for Windley Key 5-star hotels

Balcony

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,304 reviews)
"Place was great!"
United States
Greg
$315 nightly
The price is $354
Apr 22 - Apr 23
Total with taxes and fees
Cheeca Lodge & Spa
Terrace/patio

Waterfront House with Boat Dock

Waterfront House with Boat Dock
5.0 star property
Hammer Point
6.0 out of 10, (3 reviews)
"Everything was fine except half way through the stay the water department came and shut off the water at the street. It came back on a few hours later, so it all worked out. The house was fine"
United States
Philip J
Waterfront House with Boat Dock
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Explore similar 4-star hotels

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

Reefhouse Resort & Marina

103800 Overseas Hwy Key Largo FL
$339 nightly
The price is $376 total per night from Apr 19 to Apr 20
$376 total
Apr 19 - Apr 20
Total with taxes and fees
9.4/10 Exceptional! (1,397 reviews)
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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.

Learn more about Windley Key

Check out the local area in Windley Key as you venture to sights like Windley Key Fossil Reef Geological State Park.

See all hotels in Windley Key

Top Windley Key Hotel Reviews

Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"From the moment we checked in with Jessica we knew we’d love Cheeca lodge. Great pools, fishing dock and rooms, along with the friendliest staff "
Laura 1-night trip
Posted 1 day ago
Cheeca Lodge & Spa

Find out more about Windley Key

Windley Key Five Star Hotel Information

If you’re searching for the celebrity treatment, the 5 star hotels in Windley Key are your dreams come true. From sprawling resorts to fancy hot spots, theseWindley Key 5 star hotels immerse each traveler in the most elite experience money can buy. Want to unwind with a VIP-worthy spa treatment? These hotels have the leisure you're looking for.

Interested in sampling world-class cuisine? The on-site restaurants at the 5 stars hotels in Windley Key, Islamorada, let you do just that. You’ll even be able to book a room (or perhaps a penthouse?) at first-rate hotels near the region’s can’t-miss sights and most bustling shopping centers. Plus, many globe-trotters who visit Windley Key five star hotels find incredible rates and deep discounts thanks to Expedia, so you can score a deal without sacrificing an ounce of quality.

Everything you could possibly want (and a few things you didn’t know you needed): That’s what you’ll receive when you stay at Windley Key 5 star hotels.

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