Florida Keys Kid friendly Vacations

Book a Kid friendly Hotel + Flight or Car together to unlock savings

Top Kid friendly vacation packages in Florida Keys

Price found within the past 48 hours. Click for updated prices.
Hawks Cay Resort

Hawks Cay Resort

$558
per person
Oct 24 - Oct 27
found 8 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Miami (MIA)
8.2/10 Very Good! (1,006 reviews)
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

Islander Resort

Islander Resort

Matecumbe
Save 100% on your flight
$729
per person
Nov 25 - Nov 28
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
9.4/10 Exceptional! (1,112 reviews)
Loved the property!!! So quiet and relaxing! Great bar, pools, beaches!!!! Would absolutely stay again!

Reviewed on Sep 22, 2026

Cheeca Lodge & Spa

Cheeca Lodge & Spa

Matecumbe
Save 100% on your flight
$1,129
per person
Nov 25 - Nov 28
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
9.2/10 Wonderful! (1,422 reviews)
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

$787
per person
Oct 24 - Oct 27
found 22 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Miami (MIA)
9/10 Wonderful! (258 reviews)
Room was OK with killer water view!

Reviewed on Sep 24, 2026

Tranquility Bay Beachfront Hotel and Resort

Tranquility Bay Beachfront Hotel and Resort

$577
per person
Oct 24 - Oct 27
found 8 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Miami (MIA)
8.8/10 Excellent! (1,009 reviews)
Everything was perfect and super clean. The only wish would be for more nightly options after 8pm. We loved our stay and the bed was super comfy too! Ty!

Reviewed on Sep 22, 2026

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5* Kid friendly vacations in Florida Keys

Price found within the past 48 hours. Click for updated prices.
Cheeca Lodge & Spa

Cheeca Lodge & Spa

Matecumbe
Save 100% on your flight
$1,129
per person
Nov 25 - Nov 28
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
9.2/10 Wonderful! (1,422 reviews)
Don't see what you're looking for?
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3 Night Kid friendly vacations in Florida Keys

Price found within the past 48 hours. Click for updated prices.
Hawks Cay Resort

Hawks Cay Resort

$558
per person
Oct 24 - Oct 27
found 8 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Miami (MIA)
8.2/10 Very Good! (1,006 reviews)
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

Islander Resort

Islander Resort

Matecumbe
Save 100% on your flight
$729
per person
Nov 25 - Nov 28
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
9.4/10 Exceptional! (1,112 reviews)
Loved the property!!! So quiet and relaxing! Great bar, pools, beaches!!!! Would absolutely stay again!

Reviewed on Sep 22, 2026

Cheeca Lodge & Spa

Cheeca Lodge & Spa

Matecumbe
Save 100% on your flight
$1,129
per person
Nov 25 - Nov 28
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
9.2/10 Wonderful! (1,422 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Florida Keys
View all trips

4 Night Kid friendly vacations in Florida Keys

Price found within the past 48 hours. Click for updated prices.
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Save 100% on your flight
$769
per person
Oct 24 - Oct 28
found 11 hours ago
Roundtrip flight included
Philadelphia (PHL) to Miami (MIA)
9/10 Wonderful! (258 reviews)
Room was OK with killer water view!

Reviewed on Sep 24, 2026

Lime Tree Bay Resort

Lime Tree Bay Resort

Save 100% on your flight
$937
per person
Nov 25 - Nov 29
found 23 hours ago
Roundtrip flight included
Baltimore (BWI) to Miami (MIA)
9.4/10 Exceptional! (1,479 reviews)
Islander Resort

Islander Resort

Matecumbe
Save 100% on your flight
$1,159
per person
Nov 25 - Nov 29
found 23 hours ago
Roundtrip flight included
Baltimore (BWI) to Miami (MIA)
9.4/10 Exceptional! (1,112 reviews)
Loved the property!!! So quiet and relaxing! Great bar, pools, beaches!!!! Would absolutely stay again!

Reviewed on Sep 22, 2026

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FAQs: family vacation packages in Florida Keys

How can I find the best family vacation packages in Florida Keys?

For fam-tastic vacation packages in Florida Keys, check the family-friendly filter and add child-charming amenities, like water parks and pools. Read reviews written by other broods to be sure your chosen stay packs plenty of rest and play.

How can I book family-friendly vacations in Florida Keys on a budget?

For family- and wallet-friendly trips, filter your search results by budget. You can also sort by price. When bringing the whole brigade on a budget, consider staying in low season or outside the city or. To save more coin, accommodation with a kitchen can be your friend—a bowl of pasta at home is always cheaper than feeding the team at a restaurant.

What does a family trip to Florida Keys cost?

You could book your amazing family trip to Florida Keys just $558. But with so many brilliant breaks on offer, there’s something for every wallet. Prices and availability are subject to change. Additional terms may apply.

When is the best time of year for family vacations to Florida Keys?

If you’re crowd-cautious, the quieter months of are positively perfect in Florida Keys. But it’s if you’d rather mingle with the masses. Match your wardrobe to the weather and it’s always a wonderful time to visit Florida Keys.

Can I book an all-inclusive Florida Keys family vacation package?

Check the all-inclusive filter for an all-you-could-ever-wish-for family vacay. Click more of your favorite filters for even more extravagance. Perhaps an ocean view, spa, or hot tub. Maybe a water park, epic kids club, or activities galore.

How can I plan a fun family vacation in Florida Keys?

Search for stays with kid-satisfying extras, like water parks, and teenage-friendly free Wi-Fi, so they can post about all their vacation adventures for all their buddies back home. Book up local attractions, excursions, and experiences—and they might even put their phone down for a few minutes.

How can I find Florida Keys family vacation deals?

Delightful deals often dwell outside high season, so move your travel dates around for top deals. You can also book up a little away from the major Florida Keys landmarks to save cash. Whenever you wish to travel, sort your search results by deals for the most brilliant bargains.

Can I book a Florida Keys family vacation package with free cancellation and/or flexible dates?

Free cancellation makes for a hassle-free family vacation. Filter by payment option to find fully flexible trips, including buy now, pay later options.

Why should I book my Florida Keys family trip with Expedia?

You can easily find fun for all the family with the super-handy filters. It’s easy to build your dream kid-friendly vacation in just a few clicks. And you can bundle your accommodation, airfare, and car rental in just a few more.

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. ...
9.4/10 Exceptional! (1,124 reviews)

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

Travelers say...
"Loved the property!!! So quiet and relaxing! Great bar, pools, beaches!!!! Would absolutely stay again!"

Reviewed on Sep 22, 2026

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

Key West Premium Sunset Sail with Champagne, Wine & Tapas

Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar

$79
per adult
94% of travellers recommend
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
Combo image of activity in Key West

Key West Rum & Reggae: Snorkel & Sunset Sail Combo

$69
per adult
88% of travellers recommend
Key West Rum & Reggae: Snorkel & Sunset Sail Combo
Passengers enjoying the shade on the Conch Tour Train in Key West

Key West Conch Tour Train

$41
per adult
88% of travellers recommend
Key West Conch Tour Train
See all activities in Florida Keys

More vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.