Islamorada Kid friendly Holidays

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Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway Islamorada FL
  • 7 min drive from Theater of the Sea
Stay at this beach hotel in Islamorada. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the pool and the helpful staff in their reviews. ...
9.2/10 Wonderful! (1,006 reviews)

Families like: Outdoor pools, mini golf, on the beach, bike rentals

Travellers say...
We had an incredible time at the Islander! We were expecting a regular big hotel on the beach kind of stay, but The Islander offers bungalow-style accommodations with private lanai/patios for every room! It made the place feel so much more chill. The grounds were beautiful with abundant landscaping, ...

Reviewed on 17 Feb 2026

Islander Resort
Amara Cay Resort

Amara Cay Resort

4 out of 5
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! (1,257 reviews)
The employees were incompetent, and our credit cards were charged twice. We ordered breakfast, that never came and they charged us anyway. The resort was being rehabbed, which not one told us, and the van that was supposed to be free for transport was broken down. Nice resort, horrible service.

Reviewed on 17 Feb 2026

Amara Cay Resort
La Siesta Resort & Villas

La Siesta Resort & Villas

4 out of 5
80241 Overseas Highway Islamorada FL
  • 11 min drive from Theater of the Sea
Stay at this beach resort in Islamorada. Enjoy a private beach, a marina and breakfast (surcharge). Our guests praise the helpful staff and the spacious rooms ...
8.8/10 Excellent! (1,005 reviews)
Room neglected (the floors were unclean, the sofa was very soiled, hole in a chair, peeling paint in bathroom shower ceiling and door frames, many ants in the kitchen area). Staff: The front desk staff did not seem to care how our stay was going. When checking out, did not even ask how our stay was. ...

Reviewed on 16 Feb 2026

La Siesta Resort & Villas
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.
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