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.
  • Jan 14 - Jan 17

    voco Sarasota by IHG + Flight

    Central Sarasota
    3 nights
    3.5 star property
    9.0/10 - Wonderful (1,000 reviews)
    Roundtrip • Toronto (YTO) - Tampa (TPA)
    YTZ - TPA • 1 stop TPA - YYZ • Nonstop
    CA $1,375
    CA $920
    per traveller
    found 1 day ago
    voco Sarasota by IHG
  • Jan 26 - Jan 31

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

    Vanderbilt Beach
    5 nights
    4.5 star property
    9.0/10 - Wonderful (1,001 reviews)
    "The property is beautiful!!!!! Staff always attentive and polite but never intrusive Food is good but drinks are weak and expensive…just get beer to get your $ worth"
    Reviewed November 13, 2026
    Roundtrip • Toronto (YTO) - Fort Myers (RSW)
    YYZ - RSW • 1 stop RSW - YYZ • 1 stop
    CA $5,830
    CA $3,780
    per traveller
    found 20 hours ago
    LaPlaya Beach & Golf Resort - A Noble House Resort
  • Jan 26 - Jan 31

    The Perry Hotel Naples + Flight

    Naples
    5 nights
    4.5 star property
    9.6/10 - Exceptional (1,265 reviews)
    "If you are looking for a fantastic resort that’s nearby everything SWFL has to offer. This is the resort for you! I wasn’t sure what to expect booking but it was great. From the staff, to the room, the food and private boat to the beach. Every detail was noted and appreciated. I cannot wait to return! Thank you for making a tough trip into a wonderful one!"
    Reviewed November 13, 2026
    Roundtrip • Toronto (YTO) - Fort Myers (RSW)
    YYZ - RSW • 1 stop RSW - YYZ • 1 stop
    CA $3,812
    CA $2,534
    per traveller
    found 20 hours ago
    The Perry Hotel Naples
  • Jan 14 - Jan 17

    Cedar Cove Resort and Cottages + Flight

    Holmes Beach
    3 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 • Toronto (YTO) - Tampa (TPA)
    YTZ - TPA • 1 stop TPA - YYZ • Nonstop
    CA $1,702
    CA $1,180
    per traveller
    found 1 day ago
    Cedar Cove Resort and Cottages
  • Dec 24 - Dec 27

    Hyatt Vacation Club at Coconut Cove, Bonita Springs + Flight

    Bonita Springs
    3 nights
    4.0 star property
    9.2/10 - Wonderful (1,001 reviews)
    Roundtrip • Toronto (YTO) - Fort Myers (RSW)
    YYZ - RSW • Nonstop RSW - YTZ • 1 stop
    CA $1,831
    CA $1,302
    per traveller
    found 15 hours ago
    Hyatt Vacation Club at Coconut Cove, Bonita Springs

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.

Plan the perfect family-friendly vacation in Southwest Florida with Expedia

What are some benefits of booking a family-friendly vacation?

Whether it's luxurious or cheap, family vacations in Southwest Florida are among the most memorable experiences you'll ever have with your family. It can be a great way to bond and explore new destinations with the people you love most. Plus, it's easy to keep an eye on your little ones without having to worry about how they are with a sitter back home. You may even meet some other families and establish long-lasting friendships.

How can I find the best family-friendly vacations?

Using search filters makes finding the perfect family-friendly vacation easy. You can implement the search filter for family-friendly accommodations specifically, but that's just the beginning. You'll also find search filters for price range along with the desired number of bedrooms, so you can ensure you have enough space for everyone you want to bring to Southwest Florida.

Are there cheap family vacations to Southwest Florida?

Price varies quite a bit, ranging from CA $920 to CA $3,780. The price you'll be paying depends on a variety of factors, and you can filter for them all. You can implement a filter for your budget limitations and also remove any 4- and 5-star stays from your search. You can even filter by accommodation type, which can present you with cheap alternatives to what is typically considered standard.

When should I book family-friendly vacation packages?

The right time to book family-friendly vacation packages in Southwest Florida depends on what you're looking for. If you're looking to save, booking during least popular month tends to be cheaper compared to the rest of the year, though that's not always a guarantee. Keep in mind that the off-season and the busy season differ from place to place, with family-friendly vacations in Canada being very different compared to options in France and Spain, for example.

Can I book an all-inclusive family vacation in Southwest Florida?

Yes, you'll find plenty of all-inclusive family vacation packages for Southwest Florida. To see what's available, just select the all-inclusive filter on your search.

How can I book the best family activity vacation?

If you're looking to make the most out of the available activities in Southwest Florida, you'll need to consider what your family likes to do. Cater your itinerary to your family's interests, and you'll create memories that you and your kids will hold on to for the rest of your lives whether it's family ski vacations in Southwest Florida or something a bit more relaxed.

Can I find luxury family vacations in Southwest Florida?

If you're looking for a luxury family vacation to Southwest Florida, you can use search filters to find the best options available. Activate the filter for 5-star packages to only see the best of the best. Plus, you'll find a range of first-class flights available to make even the journey there top-of-the-line.

How can I search for family vacation deals?

Finding deals is easy when you take advantage of the array of available search filters. You can set budget limitations and remove 4- and 5-star options from your search. If you don't want to miss out on your favourite amenities, however, you can consider travelling during , which often have lower prices because of the off-season in Southwest Florida.

Can I book a family vacation package that is fully refundable?

If you're looking for a fully refundable reservation, you won't have to look far on Expedia. Quite a few properties in Southwest Florida are fully refundable. You can search for this feature, but always make sure to check the specific property's policies and requirements before booking.

Why should I book my family trip with Expedia?

When you book with Expedia, you can book your accommodation and your flight together, with some discounts available for doing both at once. Additionally, you may be able to enjoy special discounts with Expedia Rewards that will earn you points you can then put toward discounts for subsequent bookings.