Florida Keys Kid friendly Vacations

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Top Kid friendly vacation packages in Florida Keys

Price found within the past 48 hours. Click for updated prices.
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

New Town
¥169,230
per person
Nov 7 - Nov 12
found 14 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Key West (EYW)
8.6/10 Excellent! (2,652 reviews)
Wish there were more options as far as eating, the staff was helpful in some ways, I think they were training a lot of them which is fine, I get it. Room was very clean. Would have been nice if there was an indoor eating area not just the outdoor bar areas but it was fine. Never were able to locate the other sister options to eat but that was ok. Food was very tasty. Beds were comfortable and pillows were firm and soft, great options, mini fridge and coffee w/water in the room, oh and the ear plugs were so cute!!!

Reviewed on Sep 23, 2026

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

Old Town Key West
Save 100% on your flight
¥287,588
per person
Nov 7 - Nov 12
found 14 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Key West (EYW)
8.6/10 Excellent! (3,560 reviews)
The facility was beautiful and the amenities were great! just keep in mind it is a walk to the seaport and the main part of Duval, which became a little too far to walk back in forth, which we knew it would be a walk when we booked it.

Reviewed on Sep 23, 2026

Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

¥193,306
per person
Nov 7 - Nov 12
found 14 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Key West (EYW)
9/10 Wonderful! (1,831 reviews)
Nice and comfortable

Reviewed on Sep 20, 2026

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

¥187,326
per person
Nov 7 - Nov 12
found 14 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Key West (EYW)
8.4/10 Very Good! (1,083 reviews)
Our room was always clean with clean towels. The night person (Michelle) was very personable! The only thing that was an inconvenient was the elevator being out of order to where out room was. It was a long walk for me to go to the other side to get in the elevator. My legs don't work very well. It was like that for 3 days

Reviewed on Sep 23, 2026

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Top Kid friendly Florida Keys Hotels

Hawks Cay Resort

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! (1,002 reviews)

Families like: Outdoor pools, waterslide, game room, on the beach

Travelers say...
"The village we were assigned has roaches and the main bedroom has the pain from the felling peeling which could be a hazard. Also, the water park that was supposed to be completed on September has a delay and that was the main reason a reserve this hotel."

Reviewed on Sep 21, 2026

Hawks Cay Resort
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL
  • 10 min walk from Duval Street
Book a stay at this spa 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! (3,615 reviews)
"The facility was beautiful and the amenities were great! just keep in mind it is a walk to the seaport and the main part of Duval, which became a little too far to walk back in forth, which we knew it would be a walk when we booked it."

Reviewed on Sep 23, 2026

Southernmost Beach Resort and Guesthouses
Islander Resort

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. ...
Islander Resort
See all 8,273 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.

Things to do

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

¥6,797
per adult
94% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Key West Parasailing Downtown

Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides

¥10,879
per traveler
92% of travellers recommend
Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides
Family navigating the sea on the glass bottom boat in Key West

Key West Sunset Cruise & Glass Bottom Eco Tour

¥11,198
per adult
76% of travellers recommend
Key West Sunset Cruise & Glass Bottom Eco Tour
See all activities in Florida Keys
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.