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Top Kid friendly Islamorada Hotels

Islander Resort

82100 Overseas Highway Islamorada FL

7 min drive from Theater of the Sea

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

9.2/10 Wonderful! (1,002 reviews)

Families like: Outdoor pools, miniature golf, on the beach, bicycle rentals

Travelers say...

The resort itself was beautiful. Really felt like a caribbean vacation. Spent a week in February, they said the resort was fully booked but never felt crowded. Always found a lounge by the pool or waterside. The fire pits at night were very nice - would have liked music or some entertainment in the ...

Reviewed on 2026/2/26

Amara Cay Resort

80001 Overseas Hwy Islamorada FL

12 min drive from Theater of the Sea

Book a 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 ...

8.8/10 Excellent! (1,252 reviews)

Everything was fantastic and I would highly suggest for anyone to stay at AMARA CAY. friendly, clean, nice folks - it was wxcellent

Reviewed on 2026/2/26

La Siesta Resort & Villas

80241 Overseas Highway Islamorada FL

11 min drive from Theater of the Sea

Book a 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 ...

8.8/10 Excellent! (1,000 reviews)

Our favorite part was the Rum Runner boat taxi. Captain Jen and Mate Bruce weee wonderful.

Reviewed on 2026/2/21

See all 2,203 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.