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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! (1,004 reviews)

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

Travelers say...

Rooms at villas are a little small but loved staying there. The rooms at the main resort are spacious and the property is amazing.

Reviewed on 2025/12/25

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! (1,271 reviews)

Was very nice , Did order cookies and brownies for the room Christmas night and that never happened! Fishing pole rental was ridiculous Food was great and good Keylime dessert !

Reviewed on 2025/12/28

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 ...

8.6/10 Excellent! (1,001 reviews)

Beautiful resort with convenient parking and a great location. The kids loved the included kayaking and the pool. The bathroom was a bit outdated, and housekeeping could have been better, but overall we enjoyed our visit and would book again on future trips.

Reviewed on 2026/1/1

See all 2,211 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.