Find Ski Hotels in Florida Keys

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Top Florida Keys Ski Hotels

Direct Ocean View from Your Condo-No Contact Check-In
9.4 out of 10, Exceptional, (145)
"3 of us have birthdays this past week. Had a awesome experience and will definitely book this property again…"
Direct Ocean View from Your Condo-No Contact Check-In
Historic District-Pool View-Duval Street-Beach Nearby-No Contact Check-In
9.6 out of 10, Exceptional, (121)
"Roberta was wonderful to work with. Extremely responsive. The unit was spectacularly clean. We could not have asked for a better location."
Historic District-Pool View-Duval Street-Beach Nearby-No Contact Check-In
Havana Daydream; Spacious Waterfront 4 Bedroom Home With Private Heated Pool
9.6 out of 10, Exceptional, (72)
"Great property - would definitely stay again!"
Havana Daydream; Spacious Waterfront 4 Bedroom Home With Private Heated Pool
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.
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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.