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Top Kid friendly Florida Keys Hotels

Hawks Cay Resort

61 Hawks Cay Blvd Marathon FL

2 hours drive from Duval Street

Book a stay at this luxury hotel in Marathon. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...

8.2/10 Very Good! (1,015 reviews)

Families like: Outdoor pools, game room, on the beach, bicycle rentals nearby

Travelers say...

The place is amazing.. the pool front room was on point. The only thing I disliked was for the amount of money spent on the room (which was over $310, and I stayed 5 days) they did not provide breakfast. All meals need to be purchased and they are not cheap by any means. Now I will say that the food ...

Reviewed on May 9, 2026

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

10 min walk from Duval Street

Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...

8.8/10 Excellent! (3,291 reviews)

Check in was a long line. Front desk gave me wrong information

Reviewed on May 7, 2026

Islander Resort

82100 Overseas Highway Islamorada FL

3 hours drive from Duval Street

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! (1,009 reviews)

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

Travelers say...

The resort is truly a tropical paradise.

Reviewed on May 8, 2026

See all 8,334 properties in Florida Keys

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.