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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

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)

The staff was friendly and laid back. The resort was absolutely beautiful!

Reviewed on 2026/3/27

Casa Morada

136 Madeira Road Islamorada FL

6 min drive from Theater of the Sea

Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...

9.4/10 Exceptional! (430 reviews)

Easily accessible from the highway - but tucked away in quiet corner - Casa Morada is a peaceful retreat. Good parking. Clean beautiful room/suite. Easy access to pool and lounging area. No beach.

Reviewed on 2026/3/22

Chesapeake Beach Resort

83409 Overseas Hwy Islamorada FL

22 min walk from Theater of the Sea

Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. ...

9.2/10 Wonderful! (1,673 reviews)

Staff was very helpful!

Reviewed on 2026/3/28

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.