Florida Keys Kid friendly Holidays

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Hawks Cay Resort

Hawks Cay Resort

4 out of 5
61 Hawks Cay Blvd Marathon FL
  • 2 hours drive from Duval Street
Stay at this luxury hotel in Marathon. Enjoy free Wi-Fi, 5 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
8/10 Very Good! (1,002 reviews)

Families like: Outdoor pools, children's club, playground, games room

Travellers say...
Outstanding in every wat

Reviewed on 15 Dec, 2025

Hawks Cay Resort
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
  • 11 min walk from Duval Street
Stay at this beach hotel in Key West. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
8.6/10 Excellent! (2,943 reviews)
Wonderful stay!

Reviewed on 23 Dec, 2025

Southernmost Beach Resort and Guesthouses
Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway Islamorada FL
  • 3 hours drive from Duval Street
Stay at this beach hotel in Islamorada. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the pool and the helpful staff in their reviews. ...
9.2/10 Wonderful! (1,004 reviews)

Families like: Outdoor pools, mini golf, on the beach, bike rentals

Travellers say...
Rooms at villas are a little small but loved staying there. The rooms at the main resort are spacious and the property is amazing.

Reviewed on 25 Dec, 2025

Islander Resort
See all 8,409 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.