The Best Hotels with a Pool in Cudjoe Key, FL from ￥17,224 in 2026

A tropical island with clear blue waters, palm trees, and a thatched-roof hut.

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Our top choices for Cudjoe Key hotels with a pool

A residential property with a swimming pool, a covered patio, and a view of the ocean.

1. Atlantic View Luxury Villa with Pool

Summerland Key

Preetam

￥153,769 total

includes taxes & fees

Nov 15 - Nov 16

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Choose what matters most at hotels with a pool in Cudjoe Key

Breakfast included

4 stars

Top Cudjoe Key Hotel Reviews

DoubleTree Resort by Hilton Grand Key - Key West

8/10 Good

"El hotel esta muy bien lo mejor se todo es que llegamos a la 1 y tenían ya una habitación disponible para nosotros muy atentos, el unico inconveniente y no es una gran cosa es que el ventilador de techo de la habitación que nos tocó no funcionaba pero no fue un problema porque el aire acocionado funcionaba perfecto."

Hilton Key West Resort & Marina

8/10 Good

"The property and our stay was great - - - until check out, where we were presented with a surprise $578 bill for Taxes, Fees, and taxes on fees for a 3-day stay. They claim that since we booked thru a booking agent, Expedia, that those fees were not collected, and would not have been charged if we had booked direct. Basically, a penalty for booking thru Expedia. I had been aware of this Hotel if not for Expedia."