Islamorada Cheap Holidays 2026

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Top Cheap Islamorada Hotels

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! (1,317 reviews)

We had an ocean front room in the new wing and can honestly say it was lovely. The staff were great, the hotel facilities were lovely and food and drinks all good.

Reviewed on 28 Apr 2026

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)

Not bad for a last-minute booking. Would consider staying here again. Near many restaurants and local adventures.

Reviewed on 27 Apr 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 2,204 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.