Plan, book, travel with confidence
Better together
Save up to NZ$616 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

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 ...

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 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! (1,007 reviews)

Rooms are clean, staff is friendly and the place is beautifull

Reviewed on 12 Jan 2026

Fisher Inn Resort & Marina

84951 Overseas Hwy Islamorada FL

6 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! (1,005 reviews)

This place is a very cute little stay. Easy in and out and convenient parking. Breakfast was good with your basic continental items. The shower had no water pressure but we managed. Bring your own shampoo and conditioner and soap. Room and bathroom was very clean. The beach section is great but could ...

Reviewed on 10 Jan 2026

See all 2,220 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.