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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...

Great property. Our room was extremely cold so we turned the air off and used the ceiling fan.

Reviewed on Apr 28, 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! (3,259 reviews)

Delightful hotel well placed for the quieter end of Duval St. and the beaches. Staff were always helpful and thoughtful.

Reviewed on Apr 30, 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! (1,000 reviews)

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

Travelers say...

Wonderful resort. Immaculate grounds. Just a very happy place.

Reviewed on Apr 30, 2026

See all 8,305 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.