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.
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Save 100% on your flight
Price was $859, price is now $611 per person
$611
per person
Aug 2 - Aug 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
9/10 Wonderful! (198 reviews)
The property was beautiful as soon as we pulled up we were greeted by a woman on a golf cart. She was so happy and helpful. It made us feel comfortable right away, showed us to the front desk and she was also so very friendly. I wish I remembered their names. We got an ocean view. It also overlooked the pool and tiki bar and beach. The rooms were clean. Our balcony had very comfortable seating. We sat outside all night and walked to the property around the marina. I would definitely come back.
Reviewed on May 30, 2026
Cheeca Lodge & Spa
Matecumbe
Save 100% on your flight
Price was $898, price is now $614 per person
$614
per person
Aug 2 - Aug 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
9.2/10 Wonderful! (1,315 reviews)
Much batter than bigger hotels we were used to staying at. Staff was great and everything felt more purposeful and curated.
Reviewed on May 30, 2026
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
Price was $1,080, price is now $745 per person
$745
per person
Aug 2 - Aug 6
found 1 day ago
Roundtrip flight included
Kansas City (MCI) to Miami (MIA)
8.6/10 Excellent! (1,163 reviews)
The hot tub was not on the property but was accessible through the property next-door, which was a little bit of a walk. Would have given it five stars if it wasn’t for the terrible individual at check-in. I don’t remember his name, but he stayed in the room in the back, not in the front where he belonged. He checked me into a room with no view actually a view with the wood fence could not see anything it felt like a prison cell. Call down to change room and was given a room on the third floor with a much better view of the pool problem solved, but it was and seemed like he didn’t care at all about my concerns or needs. I then ask for two robes to be sent to my room and you sent me two rolls of toilet paper instead so obviously there’s something seriously wrong with somebody who doesn’t care to listen to what you’re saying or your needs. Other than that overall I would go back knowing that I would have to deal with this moron again.
Reviewed on Jun 1, 2026
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View all trips5* Kid friendly vacations in Florida Keys
Price found within the past 48 hours. Click for updated prices.
Cheeca Lodge & Spa
Matecumbe
Save 100% on your flight
Price was $898, price is now $614 per person
$614
per person
Aug 2 - Aug 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
9.2/10 Wonderful! (1,315 reviews)
Much batter than bigger hotels we were used to staying at. Staff was great and everything felt more purposeful and curated.
Reviewed on May 30, 2026
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View all trips3 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
Save 100% on your flight
Price was $828, price is now $539 per person
$539
per person
Aug 3 - Aug 6
found 3 hours ago
Roundtrip non-stop flight included
Madison (MSN) to Miami (MIA)
9/10 Wonderful! (198 reviews)
The property was beautiful as soon as we pulled up we were greeted by a woman on a golf cart. She was so happy and helpful. It made us feel comfortable right away, showed us to the front desk and she was also so very friendly. I wish I remembered their names. We got an ocean view. It also overlooked the pool and tiki bar and beach. The rooms were clean. Our balcony had very comfortable seating. We sat outside all night and walked to the property around the marina. I would definitely come back.
Reviewed on May 30, 2026
Cheeca Lodge & Spa
Matecumbe
Save 100% on your flight
Price was $1,658, price is now $1,132 per person
$1,132
per person
Jul 2 - Jul 5
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
9.2/10 Wonderful! (1,315 reviews)
Much batter than bigger hotels we were used to staying at. Staff was great and everything felt more purposeful and curated.
Reviewed on May 30, 2026
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
Price was $881, price is now $624 per person
$624
per person
Jul 2 - Jul 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Miami (MIA)
8.6/10 Excellent! (1,163 reviews)
The hot tub was not on the property but was accessible through the property next-door, which was a little bit of a walk. Would have given it five stars if it wasn’t for the terrible individual at check-in. I don’t remember his name, but he stayed in the room in the back, not in the front where he belonged. He checked me into a room with no view actually a view with the wood fence could not see anything it felt like a prison cell. Call down to change room and was given a room on the third floor with a much better view of the pool problem solved, but it was and seemed like he didn’t care at all about my concerns or needs. I then ask for two robes to be sent to my room and you sent me two rolls of toilet paper instead so obviously there’s something seriously wrong with somebody who doesn’t care to listen to what you’re saying or your needs. Other than that overall I would go back knowing that I would have to deal with this moron again.
Reviewed on Jun 1, 2026
Don't see what you're looking for?
See all available trips from Columbus to Florida Keys
View all trips4 Night Kid friendly vacations in Florida Keys
Price found within the past 48 hours. Click for updated prices.
Cheeca Lodge & Spa
Matecumbe
Save 100% on your flight
Price was $898, price is now $614 per person
$614
per person
Aug 2 - Aug 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
9.2/10 Wonderful! (1,315 reviews)
Much batter than bigger hotels we were used to staying at. Staff was great and everything felt more purposeful and curated.
Reviewed on May 30, 2026
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Save 100% on your flight
Price was $2,009, price is now $1,383 per person
$1,383
per person
Jul 2 - Jul 6
found 2 hours ago
Roundtrip non-stop flight included
Chattanooga (CHA) to Miami (MIA)
9/10 Wonderful! (198 reviews)
The property was beautiful as soon as we pulled up we were greeted by a woman on a golf cart. She was so happy and helpful. It made us feel comfortable right away, showed us to the front desk and she was also so very friendly. I wish I remembered their names. We got an ocean view. It also overlooked the pool and tiki bar and beach. The rooms were clean. Our balcony had very comfortable seating. We sat outside all night and walked to the property around the marina. I would definitely come back.
Reviewed on May 30, 2026
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
Price was $1,080, price is now $745 per person
$745
per person
Aug 2 - Aug 6
found 1 day ago
Roundtrip flight included
Kansas City (MCI) to Miami (MIA)
8.6/10 Excellent! (1,163 reviews)
The hot tub was not on the property but was accessible through the property next-door, which was a little bit of a walk. Would have given it five stars if it wasn’t for the terrible individual at check-in. I don’t remember his name, but he stayed in the room in the back, not in the front where he belonged. He checked me into a room with no view actually a view with the wood fence could not see anything it felt like a prison cell. Call down to change room and was given a room on the third floor with a much better view of the pool problem solved, but it was and seemed like he didn’t care at all about my concerns or needs. I then ask for two robes to be sent to my room and you sent me two rolls of toilet paper instead so obviously there’s something seriously wrong with somebody who doesn’t care to listen to what you’re saying or your needs. Other than that overall I would go back knowing that I would have to deal with this moron again.
Reviewed on Jun 1, 2026
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View all tripsFAQs: 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 $539. 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.
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
61 Hawks Cay Blvd Marathon FL
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! (1,008 reviews)
Families like: Outdoor pools, game room, on the beach, bicycle rentals nearby
Travelers say...
"Let’s start by saying I gave them months in advance that we were coming and plans and they managed to not fulfill their part of the deal. I paid for extra amenities to be delivered to the room before we got there for my in-laws 52nd anniversary. they fixed it still charged me ice machine didn’t work ..."
Reviewed on May 26, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
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! (3,350 reviews)
"Are room was ok. There was an unusable beach. The smell was terrible. The restaurants were not kid friendly and made no effort to accommodate a 10 year old. Had 3 different menus and wouldn't cook anything that was on the bar menu that used the same kitchen. All kinds of additional fees at checkout. ..."
Reviewed on Jun 1, 2026
Islander Resort
82100 Overseas Highway Islamorada FL
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! (1,025 reviews)
Families like: Outdoor pools, miniature golf, on the beach, bicycle rentals
Travelers say...
"Already booked our next stay. The place was amazing. Great staff and the property gorgeous."
Reviewed on Jun 2, 2026
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.
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.
