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Top Honeymoon Islamorada Hotels

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! (1,265 reviews)

Everything was awsome

Reviewed on 7 Dec 2025

Casa Morada

136 Madeira Road Islamorada FL

6 min drive from Theater of the Sea

Stay at this beach hotel in Islamorada. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular attractions ...

9.4/10 Exceptional! (412 reviews)

Room was clean. Facility beautiful. Staff wonderful!

Reviewed on 11 Dec 2025

Chesapeake Beach Resort

83409 Overseas Hwy Islamorada FL

22 min walk from Theater of the Sea

Stay at this beach hotel in Islamorada. Enjoy free breakfast, free Wi-Fi and 2 outdoor pools. Our guests praise the breakfast and the pool in their reviews. ...

9.2/10 Wonderful! (1,595 reviews)

Idyllic beautiful beach setting, clean comfortable rooms, lovely setting.

Reviewed on 14 Dec 2025

See all 2,223 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.