A crowded beach with people sunbathing and swimming.

Southwest Florida Kid friendly Vacations

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Top Kid friendly vacation packages in Southwest Florida

Price found within the past 48 hours. Click for updated prices.
  • Dec 14 - Dec 17

    Marriott Sanibel Harbour Resort & Spa + Flight

    Punta Rassa
    3 nights
    4.0 star property
    8.6/10 - Excellent (1,000 reviews)
    "I just received a $200 charge on my CC post stay for “Resort Fees” which include things I did not use. Additionally, the resort charges $25/day just to park at a place you already paid to stay at. My room was at the Captiva bldg which is not near the main building. The Captiva building does have a pool…but it was closed the ENTIRE time of my stay. I called for shuttles to the main building several times and was never picked up after waiting 30 minutes..The mail buildings pool does not look..."
    Reviewed November 10, 2026
    Roundtrip • Boston (BOS) - Fort Myers (RSW)
    PSM - PGD • Nonstop PGD - PSM • Nonstop
    $628
    $457
    per traveler
    found 1 day ago
    Marriott Sanibel Harbour Resort & Spa
  • Jan 13 - Jan 17

    The Perry Hotel Naples + Flight

    Naples
    4 nights
    4.5 star property
    9.6/10 - Exceptional (1,262 reviews)
    Roundtrip • New York (NYC) - Fort Myers (RSW)
    JFK - RSW • Nonstop RSW - JFK • Nonstop
    $2,317
    $1,422
    per traveler
    found 1 day ago
    The Perry Hotel Naples
  • Jan 13 - Jan 17

    LaPlaya Beach & Golf Resort - A Noble House Resort + Flight

    Vanderbilt Beach
    4 nights
    4.5 star property
    9.0/10 - Wonderful (1,000 reviews)
    "Great resort. Probably the nicest on the entire run of resorts on this beach. And that includes the Ritz-Carlton just upo the way. Obviously, the Ritz is classier, but La Playa felt more exclusive and comfortable. The beach experience is top-notch, with complimentary umbrellas and beach chairs upon request. The bar and restaurant were very good. Drinks are pricey, to be sure, which can add up if you're ordering while relaxing on the beach for days on end. About a 25 minute drive to the best..."
    Reviewed November 9, 2026
    Roundtrip • New York (NYC) - Fort Myers (RSW)
    JFK - RSW • Nonstop RSW - JFK • Nonstop
    $3,058
    $1,935
    per traveler
    found 1 day ago
    LaPlaya Beach & Golf Resort - A Noble House Resort
  • Jan 12 - Jan 17

    Cedar Cove Resort and Cottages + Flight

    Holmes Beach
    5 nights
    3.0 star property
    9.4/10 - Exceptional (623 reviews)
    "What a treat for us Minnesotans!!! Special place to stay. Clean, comfy, and cozy! We stayed in the Violet Cottage. Staff allowed us to hang for a bit on the beach (plus parking for our rental) after check-out. There is even a shower available for this exact purpose, which is extra handy and appreciated. Thank you! We hope to be back some day!"
    Reviewed November 9, 2026
    Roundtrip • Philadelphia (PHL) - Tampa (TPA)
    PHL - TPA • Nonstop PIE - TTN • Nonstop
    $1,832
    $1,205
    per traveler
    found 1 day ago
    Cedar Cove Resort and Cottages
  • Jan 13 - Jan 17

    Hyatt House Naples/5th Avenue + Flight

    Old Naples
    4 nights
    3.5 star property
    9.2/10 - Wonderful (2,176 reviews)
    Roundtrip • New York (NYC) - Fort Myers (RSW)
    JFK - RSW • Nonstop RSW - JFK • Nonstop
    $1,249
    $938
    per traveler
    found 1 day ago
    Hyatt House Naples/5th Avenue

Discover the most popular places to visit in Southwest Florida

What to do in Southwest Florida

Top Kid friendly Southwest Florida Hotels

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.

FAQs: family vacation packages in Southwest Florida

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 $457. 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.