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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! (1,012 reviews)

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

Travelers say...

We stayed 6 nights at Hawks Cay Resort in the Family Oasis with our two kids and overall enjoyed our stay. The resort felt like a 5-star property from arrival. Check-in was quick, the bellhop was helpful, and our room was clean, well-located near the pool, and ready early. The family atmosphere was ...

Reviewed on Feb 19, 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 ...

8.8/10 Excellent! (3,094 reviews)

Clean room and efficient check-in.

Reviewed on Feb 19, 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! (1,007 reviews)

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

Travelers say...

We had an incredible time at the Islander! We were expecting a regular big hotel on the beach kind of stay, but The Islander offers bungalow-style accommodations with private lanai/patios for every room! It made the place feel so much more chill. The grounds were beautiful with abundant landscaping, ...

Reviewed on Feb 17, 2026

See all 8,296 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.