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
Book a stay at this beach 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! (1,010 reviews)

Families like: Outdoor pools, playground, games room, babysitting

Travellers say...
"So fun. Loved my room and having Dolphin Connection right there for my kids. Food at all the restaurants from poolside to fancy was delicious."

Reviewed on 10 Aug, 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 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! (2,675 reviews)
"Best resort!! My boyfriend just said “ I would say there 100 more times”. The staff was great, upgraded our rooms since it was a big family trip. Walkable distance to everything. Special shoutout the the restaurant chef on the property who cooked us the most unforgettable meal after we brought her ..."

Reviewed on 12 Aug, 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 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! (1,012 reviews)

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

Travellers say...
"La propiedad es bella la vista al mar espectacular las habitaciones super comodas y bonitas al igual que la como y huele muy bien todo es perfecto hasta que se ve empañado por el servicio al cliente tan deficiente es una lastima los empleados tienen una actitud que no les importa nada a excepcion ..."

Reviewed on 13 Aug, 2025

Islander Resort
See all 8,287 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.