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Top Pet-friendly Islamorada Hotels

Conch On Inn Motel

103 Caloosa Street Tavernier FL

11 min drive from Theater of the Sea

Stay at this motel in Tavernier. Enjoy free Wi-Fi, free parking and daily housekeeping. Popular attractions Old Road Gallery and Florida Keys Dive Center are ...

Islander Resort

82100 Overseas Highway Islamorada FL

7 min drive from Theater of the Sea

Stay at this beach hotel in Islamorada. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the pool and the helpful staff in their reviews. ...

9.2/10 Wonderful! (1,001 reviews)

Beautiful resort, but we had roaches in our room. The manager did not appear to really care.

Reviewed on 16 Apr 2026

Fisher Inn Resort & Marina

84951 Overseas Hwy Islamorada FL

5 min walk from Theater of the Sea

Stay at this beach motel in Islamorada. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in their reviews. ...

8.2/10 Very Good! (1,003 reviews)

Wonderful stay! We loved all the activities on the grounds! We enjoyed so much as a family, Grilling, Kayaking, biking, giant legos, corn hole, ping pong, table jenga! The pool was clean & relaxing. Will definitely stay again the future :)

Reviewed on 16 Apr 2026

See all 2,190 properties in Islamorada

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.