Islamorada Cheap Vacations 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 WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. ...

7.8/10 Good! (1,016 reviews)

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

Reviewed on 2026/3/5

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL

8 min drive from Theater of the Sea

Book a 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 ...

9.2/10 Wonderful! (1,300 reviews)

Simone and Aisha at the front desk were amazing! The staff were kind, friendly and helpful. A little island gem!

Reviewed on 2026/3/5

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 ...

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.