Top Kid friendly vacation packages in Florida Keys

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

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Save 100% on your flight

$304

per person

Aug 5 - Aug 7

found 1 day ago

Roundtrip flight included

Raleigh (RDU) to Miami (MIA)

8.6/10 Excellent! (1,161 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

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

$763

per person

Aug 5 - Aug 8

found 2 hours ago

Roundtrip non-stop flight included

Wichita (ICT) to Miami (MIA)

9/10 Wonderful! (198 reviews)

This hotel was my favorite. If I come to the keys I will be returning to this hotel and this hotel only. We stayed in the cove (21 age plus) and loved it. So quiet and you even had your own pool and gym. Even the other amenities were great.

Reviewed on Jun 3, 2026

La Siesta Resort & Villas

Matecumbe

$492

per person

Jul 5 - Jul 8

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Miami (MIA)

8.6/10 Excellent! (1,003 reviews)

Muy buen lugar y acogedor

Reviewed on Jun 4, 2026

Hawks Cay Resort

$684

per person

Aug 5 - Aug 8

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.2/10 Very Good! (1,008 reviews)

This is really neat and a unique find. The dinner at salt and ash we had was amazing! We were upgraded to a villa and it was decent but the downstairs bathroom was locked and it needed some better cleaning in the bathrooms upstairs and towel racks!!! It wasn’t horrible, but not the best…. I didn’t like also that we couldn’t use cash on property and when we upgraded we had to then take a golf cart back and forth to the main building and we never could get singles or $5s to tip the golf cart drivers. A few of them had Zelle so we tipped that way or couldn’t at all :/ The Asian tiki hut had great sushi! Also the pools and lagoon were nice! And the coffee shop and chia pudding was good! Dolphins are not on property right now -apparently they’re getting new ownership for the dolphin area. I would come back:)

Reviewed on Jun 3, 2026

Amara Cay Resort

Matecumbe

$510

per person

Jul 5 - Jul 8

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Miami (MIA)

8.8/10 Excellent! (1,280 reviews)

En la habitación habían moscas es lo que no me gustó

Reviewed on Jun 5, 2026

Don't see what you're looking for?

See all available trips from Columbus to Florida Keys

View all trips

5* Kid friendly vacations in Florida Keys

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

Cheeca Lodge & Spa

Matecumbe

$599

per person

Jul 5 - Jul 8

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Miami (MIA)

9.2/10 Wonderful! (1,315 reviews)

Cheeca Lodge is my absolute favorite place in The Keys The property is gorgeous, I love the amenities, the complimentary kayaking, bikes & champagne for Mother’s Day was such a nice touch The rooms are so cozy, just love it there. Ask for Rob at the pool bar, he makes a great drink!

Reviewed on Jun 4, 2026

Don't see what you're looking for?

See all available trips from Columbus to Florida Keys

View all trips

3 Night Kid friendly vacations in Florida Keys

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

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

$400

per person

Jul 6 - Jul 9

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Miami (MIA)

8.6/10 Excellent! (1,161 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

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

$763

per person

Aug 5 - Aug 8

found 2 hours ago

Roundtrip non-stop flight included

Wichita (ICT) to Miami (MIA)

9/10 Wonderful! (198 reviews)

This hotel was my favorite. If I come to the keys I will be returning to this hotel and this hotel only. We stayed in the cove (21 age plus) and loved it. So quiet and you even had your own pool and gym. Even the other amenities were great.

Reviewed on Jun 3, 2026

La Siesta Resort & Villas

Matecumbe

$492

per person

Jul 5 - Jul 8

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Miami (MIA)

8.6/10 Excellent! (1,003 reviews)

Muy buen lugar y acogedor

Reviewed on Jun 4, 2026

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.

La Siesta Resort & Villas

Matecumbe

Save 100% on your flight

$703

per person

Aug 5 - Aug 9

found 5 hours ago

Roundtrip flight included

Austin (AUS) to Miami (MIA)

8.6/10 Excellent! (1,003 reviews)

Muy buen lugar y acogedor

Reviewed on Jun 4, 2026

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

Save 100% on your flight

$863

per person

Aug 5 - Aug 9

found 5 hours ago

Roundtrip flight included

Austin (AUS) to Miami (MIA)

9/10 Wonderful! (198 reviews)

This hotel was my favorite. If I come to the keys I will be returning to this hotel and this hotel only. We stayed in the cove (21 age plus) and loved it. So quiet and you even had your own pool and gym. Even the other amenities were great.

Reviewed on Jun 3, 2026

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

$734

per person

Aug 6 - Aug 10

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Miami (MIA)

8.6/10 Excellent! (1,161 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 trips

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 $304. 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

2 hours drive from Florida Keys Beaches

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! (1,010 reviews)

Families like: Outdoor pools, game room, on the beach, bicycle rentals nearby

Travelers say...

"This is really neat and a unique find. The dinner at salt and ash we had was amazing! We were upgraded to a villa and it was decent but the downstairs bathroom was locked and it needed some better cleaning in the bathrooms upstairs and towel racks!!! It wasn’t horrible, but not the best…. I didn’t ..."

Reviewed on Jun 3, 2026

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

36 min drive from Florida Keys Beaches

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! (3,362 reviews)

"Look, we had a nice time. I put "OK" for your survey questions which may seem like we didn't enjoy. But, it would be hard to put "Good" for your survey answers. The beach was unusable due to dead, smelly seaweed that permeated the main pool, overall exterior (stairs, pool area, etc.) rooster poop, ..."

Reviewed on Jun 5, 2026

Islander Resort

82100 Overseas Highway Islamorada FL

3 hours drive from Florida Keys Beaches

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! (1,035 reviews)

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

Travelers say...

"Un poco costosa para lo que era pero todo bien"

Reviewed on Jun 5, 2026

See all 8,288 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.