Southwest Florida Kid friendly Vacations 2026

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Top Kid friendly vacation packages in Southwest Florida

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

Marriott Sanibel Harbour Resort & Spa

Punta Rassa

$620

per person

Dec 26 - Dec 28

found 1 day ago

Roundtrip non-stop flight included

Pittsburgh (PIT) to Fort Myers (RSW)

8.6/10 Excellent! (1,002 reviews)

Naples Beach Club, A Four Seasons Resort

Coquina Sands

Save 100% on your flight

$6,364

per person

Dec 24 - Dec 30

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Fort Myers (RSW)

9.6/10 Exceptional! (41 reviews)

The only downside was the pool was cold and wish they heated it since there was more of a coldfront here this week.

Reviewed on Oct 21, 2026

Pink Shell Beach Resort and Marina

$861

per person

Nov 23 - Nov 26

found 5 hours ago

Roundtrip flight included

Atlanta (ATL) to Fort Myers (RSW)

9.4/10 Exceptional! (1,454 reviews)

It is a great place for families. Lots of activities for children. But we didnt have children. 3 pools and breakfast. They dont have any service at the pool you have to go to the bar. Too many bees. The beach was disappointing. Very few lounges with umbrellas and you can walk miles and the water never is higher than your knees. The staff was very nice and allowed us to check in early. I stepped on a piece of glass in the room and although they did send someone up to vacuum, I think a free drink would have been nice. They give out these really nice shopping bags. If you go into town to eat parking is $5 an hour. But not a bad walk. Too many people leave towels on chairs with no bodies.

Reviewed on Oct 22, 2026

Sundial Beach Resort & Spa

Mid Island

$1,283

per person

Dec 24 - Dec 27

found 9 hours ago

Roundtrip flight included

Minneapolis (MSP) to Fort Myers (RSW)

8.6/10 Excellent! (2,703 reviews)

Gotta get rid of the sand chiggers.

Reviewed on Oct 17, 2026

Hyatt Regency Coconut Point Resort & Spa

$2,690

per person

Dec 26 - Dec 29

found 11 hours ago

Roundtrip flight included

Flint (FNT) to Fort Myers (RSW)

9/10 Wonderful! (1,006 reviews)

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5* Kid friendly vacations in Southwest Florida

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

Sundial Beach Resort & Spa

Mid Island

$1,283

per person

Dec 24 - Dec 27

found 9 hours ago

Roundtrip flight included

Minneapolis (MSP) to Fort Myers (RSW)

8.6/10 Excellent! (2,703 reviews)

Gotta get rid of the sand chiggers.

Reviewed on Oct 17, 2026

Naples Beach Club, A Four Seasons Resort

Coquina Sands

Save 100% on your flight

$6,364

per person

Dec 24 - Dec 30

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Fort Myers (RSW)

9.6/10 Exceptional! (41 reviews)

The only downside was the pool was cold and wish they heated it since there was more of a coldfront here this week.

Reviewed on Oct 21, 2026

Don't see what you're looking for?

See all available trips from Columbus to Southwest Florida

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3 Night Kid friendly vacations in Southwest Florida

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

Pink Shell Beach Resort and Marina

$861

per person

Nov 23 - Nov 26

found 5 hours ago

Roundtrip flight included

Atlanta (ATL) to Fort Myers (RSW)

9.4/10 Exceptional! (1,454 reviews)

Reviewed on Oct 22, 2026

Marriott Sanibel Harbour Resort & Spa

Punta Rassa

$1,448

per person

Dec 26 - Dec 29

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

8.6/10 Excellent! (1,002 reviews)

Naples Beach Club, A Four Seasons Resort

Coquina Sands

Save 100% on your flight

$2,388

per person

Jan 4 - Jan 7

found 1 day ago

Roundtrip flight included

Cincinnati (CVG) to Fort Myers (RSW)

9.6/10 Exceptional! (41 reviews)

The only downside was the pool was cold and wish they heated it since there was more of a coldfront here this week.

Reviewed on Oct 21, 2026

Don't see what you're looking for?

See all available trips from Columbus to Southwest Florida

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4 Night Kid friendly vacations in Southwest Florida

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

Tween Waters Island Resort & Spa

Save 100% on your flight

$680

per person

Jan 4 - Jan 8

found 1 day ago

Roundtrip flight included

Sioux Falls (FSD) to Fort Myers (RSW)

8.6/10 Excellent! (1,003 reviews)

The Lighthouse Resort Inn & Suites

Save 100% on your flight

$789

per person

Nov 23 - Nov 27

found 7 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)

8.6/10 Excellent! (1,800 reviews)

Don’t trust the photos online; the shower curtain was disgusting and covered in mold, there was hair on the bed, and the TV was cracked down the middle—and they never replaced it. I do not recommend it.

Reviewed on Oct 24, 2026

GullWing Beach Resort

South Island

Save 100% on your flight

$1,570

per person

Dec 28 - Jan 1

found 16 hours ago

Roundtrip flight included

Kansas City (MCI) to Fort Myers (RSW)

9.4/10 Exceptional! (976 reviews)

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

For fam-tastic vacation packages in Southwest Florida, 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 Southwest Florida 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 Southwest Florida cost?

You could book your amazing family trip to Southwest Florida just $620. 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 Southwest Florida 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 Southwest Florida?

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 Southwest Florida 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 Southwest Florida landmarks to save cash. Whenever you wish to travel, sort your search results by deals for the most brilliant bargains.

Can I book a Southwest Florida 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 Southwest Florida 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 Southwest Florida Hotels

Pink Shell Beach Resort and Marina

275 Estero Blvd Fort Myers Beach FL

2 hours drive from Siesta Key Beach

Book a stay at this beach resort in Fort Myers Beach. Enjoy free breakfast, 3 outdoor pools, and a full-service spa. Our guests praise the breakfast and the ...

9.4/10 Exceptional! (1,480 reviews)

"It is a great place for families. Lots of activities for children. But we didnt have children. 3 pools and breakfast. They dont have any service at the pool you have to go to the bar. Too many bees. The beach was disappointing. Very few lounges with umbrellas and you can walk miles and the water ..."

Reviewed on Oct 22, 2026

Sundial Beach Resort & Spa

1451 Middle Gulf Drive Sanibel FL

2 hours drive from Siesta Key Beach

Book a stay at this luxury aparthotel in Sanibel. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the property condition in our reviews. ...

8.6/10 Excellent! (2,716 reviews)

"Gotta get rid of the sand chiggers."

Reviewed on Oct 17, 2026

South Seas

5400 South Seas Plantation Rd Captiva FL

2 hours drive from Siesta Key Beach

Book a stay at this beach resort in Captiva. Enjoy 6 outdoor pools, 5 restaurants, and a private beach. Popular attractions McCarthy's Marina and Captiva Chapel ...

8.4/10 Very Good! (1,001 reviews)

"We weren’t notified in time to change our plans that the Captiva landing with the waterpark and other amenities would be closed for refurbishing during our stay. Otherwise, the island is quaint, quiet, and we saw plenty of wildlife. The staff was wonderful. The beach was clean with soft sand and ..."

Reviewed on Oct 23, 2026

See all 48,200 properties in Southwest Florida

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.