Islamorada Adventure Holidays 2026

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Top Adventure 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! (1,306 reviews)

Terrific staff, room, amenities. 100% heavenly

Reviewed on 8 Mar 2026

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

84001 Overseas Hwy Islamorada FL

10 min walk from Theater of the Sea

Stay at this beach resort in Islamorada. Enjoy free Wi-Fi, 3 outdoor pools and 4 restaurants. Our guests praise the helpful staff and the clean rooms in their ...

9/10 Wonderful! (165 reviews)

Overpriced for a view of the parking lot on the ground floor.

Reviewed on 7 Mar 2026

Amara Cay Resort

80001 Overseas Hwy Islamorada FL

12 min drive from Theater of the Sea

Stay at this beach resort in Islamorada. Enjoy 2 restaurants, a private beach and 3 bars/lounges. Our guests praise the pool and the helpful staff in their reviews. ...

8.8/10 Excellent! (1,266 reviews)

Room was clean but empty and very dark. Only a couple dim lights. We were given a handicapped room even though we didn’t need it. 2 light fixtures were broken, one without a lightbulb. The safe was not working so I could not lock things up. When we requested a new room they said nothing was available. ...

Reviewed on 8 Mar 2026

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.