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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

Stay at this 4-star luxury hotel in Marathon. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...

8/10 Very Good! (1,017 reviews)

Families like: Outdoor pools, kids club, playground, game room

Travelers say...

Clean, super friendly staff, knowledgeable and keen to help. Fabulous food. Beautiful pools. And so close to the dolphin connection facility. Priceless memories.

Reviewed on Oct 25, 2025

Southernmost Beach Resort and Guesthouses

1319 Duval Street, Key West, FL

11 min walk from Duval Street

Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...

8.6/10 Excellent! (2,840 reviews)

Billed me for parking when I didn’t have a car. Took several calls to try and resolve. Still haven’t received a refund. They were quick to take my money when I paid for the room but not so responsive in processing my refund.

Reviewed on Nov 1, 2025

Islander Resort

82100 Overseas Highway, Islamorada, FL

3 hours drive from Duval Street

Stay at this 4-star 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. ...

9/10 Wonderful! (1,014 reviews)

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

Travelers say...

What a consistent top performance from everyone on the staff! The grounds are immaculate and totally beautiful. Both a salt water pool and a fresh water pool kept everyone happy. And, our room was a delight with a private outside patio. We will return …….

Reviewed on Nov 2, 2025

See all 8,381 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.