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 WiFi, free parking, and daily housekeeping. Popular attractions Old Road Gallery and Florida Keys Dive Center are ...

Great little place to call home

"Overall great experience & owners were great. Only thing I would offer up is could use some new mattresses but everything else was more than expected! Would (or shouldsay will) stay again someday"

Reviewed on 6 Aug 2018

Islander Resort

82100 Overseas Highway, Islamorada, FL

7 min drive from Theater of the Sea

Stay at this 4-star beach hotel in Islamorada. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...

9/10 Wonderful! (1,004 reviews)

"My son and his new wife had an amazing time on their honeymoon! They said everything was top notch and have gone on & on about what an amazing time they had! ⭐️⭐️⭐️⭐️⭐️"

Reviewed on 6 Oct 2025

Fisher Inn Resort & Marina

84951 Overseas Hwy, Islamorada, FL

6 min walk from Theater of the Sea

Stay at this 3.5-star beach motel in Islamorada. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...

8/10 Very Good! (1,000 reviews)

Great view

"Two night stay . Advertised paddle boards and kayaks but although front desk employee was nice she didn’t get up or go out of her way to offer much additional info on anything. Never saw the kayaks or paddle boards and wasn’t an actual beach right there so no clue where you go to do that. Heard another ..."

Reviewed on 16 Sept 2025

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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.