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! (1,016 reviews)

Room had a view and was very big. Great location.

Reviewed on 5 Mar 2026

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL

8 min drive from Theater of the Sea

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

9.2/10 Wonderful! (1,299 reviews)

This Resort is unbelievable from the rooms to the beach, walking & biking trails, golf course 27 acres of lush property. Lots of shops & restaurants nearby including Bass Pro Shop, small artists shops & brewery within walking/biking distance.

Reviewed on 25 Feb 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 ...

See all 2,203 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.