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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, 5 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...

8/10 Very Good! (1,004 reviews)

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

Travelers say...

Overall great experience.

Reviewed on Jan 10, 2026

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

11 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 ...

8.6/10 Excellent! (3,008 reviews)

Room smelled musty all the time we were there and we ran the ac all the time. Also, breakfast was not served at guesthouse so we had to walk to main building every day. Not a big deal but it was not what we were told when we booked our stay. Otherwise, it was a very pleasant stay, all in all

Reviewed on Jan 12, 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! (1,005 reviews)

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

Travelers say...

So much luxury!

Reviewed on Jan 10, 2026

See all 8,367 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.