Top Kid friendly vacation packages in Southwest Florida

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

Pink Shell Beach Resort and Marina

$625

per person

Jul 5 - Jul 8

found 1 day ago

Roundtrip flight included

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

9.4/10 Exceptional! (1,326 reviews)

The property was very nice/clean. Not to mention the special air filtration systems in the rooms which is great for anyone with allergies. We felt some of the restaurant options were a little pricey and just ordered take out from the Italian restaurant. The drinks/bar by the adult pool are expensive and then they charge you a resort fee. Didn't we pay enough for the room per night? For two Long Island Ice Teas with gratuity was about $45!! Bring your own beverages and put it in a travel cup to save you money.

Reviewed on May 4, 2026

Marriott Sanibel Harbour Resort & Spa

Punta Rassa

$744

per person

Jul 5 - Jul 8

just found

Roundtrip flight included

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

8.4/10 Very Good! (1,008 reviews)

Staff was amazing, rooms were clean and amenities were amazing.

Reviewed on May 2, 2026

Naples Beach Club, A Four Seasons Resort

Coquina Sands

Save 100% on your flight

$1,638

per person

Jun 3 - Jun 7

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Fort Myers (RSW)

9.2/10 Wonderful! (7 reviews)

Very courteous staff and the hotel was spotless

Reviewed on Apr 6, 2026

Sundial Beach Resort & Spa

Mid Island

$1,125

per person

Jun 3 - Jun 7

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Fort Myers (RSW)

8.6/10 Excellent! (2,627 reviews)

This property really had something for everyone. If you like action, they have pickle ball, kayaking, paddle boards for free. If you like to just lounge on the beach, chairs and umbrellas are at your disposal. Poolside bingo every afternoon was a plus for my 11 year-old. He even won himself a free ice cream. The on-site restaurants are excellent, but also close enough to check out the local cuisine off property.

Reviewed on Apr 30, 2026

Hyatt Regency Coconut Point Resort & Spa

$1,043

per person

Jun 6 - Jun 9

found 18 hours ago

Roundtrip non-stop flight included

Portland (PWM) to Fort Myers (RSW)

9/10 Wonderful! (1,001 reviews)

Wonderful property, especially if you have children. Not inexpensive, but definitely worth it.

Reviewed on Mar 30, 2026

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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

$1,125

per person

Jun 3 - Jun 7

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Fort Myers (RSW)

8.6/10 Excellent! (2,627 reviews)

This property really had something for everyone. If you like action, they have pickle ball, kayaking, paddle boards for free. If you like to just lounge on the beach, chairs and umbrellas are at your disposal. Poolside bingo every afternoon was a plus for my 11 year-old. He even won himself a free ice cream. The on-site restaurants are excellent, but also close enough to check out the local cuisine off property.

Reviewed on Apr 30, 2026

Naples Beach Club, A Four Seasons Resort

Coquina Sands

Save 100% on your flight

$1,638

per person

Jun 3 - Jun 7

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Fort Myers (RSW)

9.2/10 Wonderful! (7 reviews)

Very courteous staff and the hotel was spotless

Reviewed on Apr 6, 2026

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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

$625

per person

Jul 5 - Jul 8

found 1 day ago

Roundtrip flight included

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

9.4/10 Exceptional! (1,326 reviews)

The property was very nice/clean. Not to mention the special air filtration systems in the rooms which is great for anyone with allergies. We felt some of the restaurant options were a little pricey and just ordered take out from the Italian restaurant. The drinks/bar by the adult pool are expensive and then they charge you a resort fee. Didn't we pay enough for the room per night? For two Long Island Ice Teas with gratuity was about $45!! Bring your own beverages and put it in a travel cup to save you money.

Reviewed on May 4, 2026

Naples Beach Club, A Four Seasons Resort

Coquina Sands

Save 100% on your flight

$1,447

per person

Jul 6 - Jul 9

found 17 hours ago

Roundtrip flight included

Atlanta (ATL) to Fort Myers (RSW)

9.2/10 Wonderful! (7 reviews)

Very courteous staff and the hotel was spotless

Reviewed on Apr 6, 2026

Marriott Sanibel Harbour Resort & Spa

Punta Rassa

$744

per person

Jul 5 - Jul 8

just found

Roundtrip flight included

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

8.4/10 Very Good! (1,008 reviews)

Staff was amazing, rooms were clean and amenities were amazing.

Reviewed on May 2, 2026

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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.

Marriott Sanibel Harbour Resort & Spa

Punta Rassa

Save 100% on your flight

$614

per person

Jul 5 - Jul 9

found 14 hours ago

Roundtrip flight included

Columbus (CMH) to Fort Myers (RSW)

8.4/10 Very Good! (1,008 reviews)

Staff was amazing, rooms were clean and amenities were amazing.

Reviewed on May 2, 2026

Tropical Beach Resorts

South Village

$746

per person

Jun 7 - Jun 11

found 1 day ago

Roundtrip flight included

Cleveland (CLE) to Tampa (TPA)

9.4/10 Exceptional! (5,454 reviews)

Clean hotel with easy parking and great facilities. There were numerous areas to sit and grill, and rooms have a full kitchen as well. The property has two pools—one of them is brand new and absolutely gorgeous, with a true oasis feel. There’s also a walking path on-site that leads to a private beach, which was a huge plus. It’s a very easy drive to downtown Siesta Key as well. Would definitely recommend!

Reviewed on May 3, 2026

Tween Waters Island Resort & Spa

Save 100% on your flight

$864

per person

Jun 3 - Jun 7

found 1 hour ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

8.6/10 Excellent! (1,006 reviews)

👏👏wonderful resort .. loved the available bikes

Reviewed on Apr 24, 2026

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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 $614. 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 3 restaurants. Our guests praise the breakfast and the pool ...

9.4/10 Exceptional! (1,340 reviews)

The property was very nice/clean. Not to mention the special air filtration systems in the rooms which is great for anyone with allergies. We felt some of the restaurant options were a little pricey and just ordered take out from the Italian restaurant. The drinks/bar by the adult pool are expensive ...

Reviewed on May 4, 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! (2,640 reviews)

This property really had something for everyone. If you like action, they have pickle ball, kayaking, paddle boards for free. If you like to just lounge on the beach, chairs and umbrellas are at your disposal. Poolside bingo every afternoon was a plus for my 11 year-old. He even won himself a free ...

Reviewed on Apr 30, 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 3 outdoor pools, 5 restaurants, and a private beach. Popular attractions North Captiva Island Beach and Jungle ...

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

Grounds are under construction and renovation so it was busy with workers. Needed to navigate around construction vehicles and roped off work areas. That’s a temporary inconvenience. Booked a king bed room and given 2 queens so had to move. Used Google Maps for restaurants on the grounds to find ...

Reviewed on May 3, 2026

See all 47,004 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.