Islamorada Cheap Holidays 2026

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Top Cheap Islamorada Hotels

Creekside Inn

90611 Old Highway Tavernier FL

15 min drive from Theater of the Sea

Stay at this motel in Tavernier. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in their reviews. ...

7.8/10 Good! (1,000 reviews)

The staff were very friendly and helpful

Reviewed on 5 Jan 2026

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL

8 min drive from Theater of the Sea

Stay at this 5-star luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff ...

9.2/10 Wonderful! (1,288 reviews)

For a five star hotel, the grounds should be kept up better

Reviewed on 14 Jan 2026

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

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.