
Family-friendly holiday rentals in Wildwood
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Wildwood
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Wildwood family-friendly rentals
Family-friendly home rentals with a hot tub

Spacious Bungalow with Private Pool and Courtyard
We had a wonderful stay while visiting my mom in Clermont. This home is spacious and spotless with an absolutely dreamy enclosed porch that's perfect for relaxing and reading. The home's courtyard is full of beautiful florals and greenery, it felt like coming home to a garden paradise! Katelynn was a responsive and thoughtful host; the house was meticulously organized and prepared so guests would have everything they could possibly need, including a cooler and beach tote for outings. So thoughtful! Thank you for everything, Katelynn, we hope to return soon!

Magical Newly Renovated 10 minutes to Disney 2+2
Great check in process! Would boom again when in the area! Very clean, smelled good and great space!

Private Pool & Spa, Close Disney, Disney Playhouse
Very clean and convenient transportation

Cozy Townhouse in Kissimmee, near Orlando!
Maria's place was super cozy. It had everything we needed and then some. the property is beautiful. Pools were nice. and the staff at the gates were very welcoming. No problems. very relaxing.

King Bed Small Studio Disney World Universal
Laura’s place was very accommodating to our week trip to Disney World! Close to all of the parks as well as all sorts of restaurants and convenience stores surrounding! Cool AC, a hot shower and a cozy bed—hard to beat after a HOT day at any of the parks! Very responsive to messages and suggested lots of great recommendations! Definitely a “bang for your buck” at Laura’s place! Looking forward to referring all of our friends and planning our next trip soon! Thanks again, Laura and staff! 🙂

Fabulous condo-Bahama Bay Resort, Close to Disney
This was one of my best Airbnb stays in a while. The resort location, amenities, and clubhouse staff were very convenient. The host had very clear instructions and was very communicative. The apartment itself was very spacious. Much larger than I expected. Thanks!

🎣Withlacoochee Riverfront A-Frame🦆Boardwalk-Dock🐊
We really enjoyed our stay here. My young son especially enjoyed the little hot tub! There are tons of games which was awesome. We needed the place very last minute and they were able to accommodate us quickly which was much appreciated. The place was adorable but my only small complaint is that the pictures in the listing are stretched and make it appear much larger than it is. This is very common and not meant to be a complaint, per se. Just something to be aware of. The host was great and we enjoyed our stay! Thanks so much for the last minute hospitality!

5 local springs, Gated Resort in Ocala Forest
We visited for 3 nights. The RV had what we needed and was clean. The golf cart was a bonus making it easy to run down to the pool or over to the store.
Family- and pet-friendly home rentals

Rainbow River getaway - kayaks, tubes & golf cart
We found the house to be very clean and comfortable. It's in a very quiet neighborhood, but easy to get to stores and local attractions. We enjoyed a campfire and time on the screen porch. The access to the neighborhood park and the use of the golf cart and paddle boards added to the value. Overall it was a great spot for a family getaway.

OMG! Disney Area, Movie Theater, Game Room & Pool!
We had a great stay at this Airbnb in Orlando! The house was very clean, and the check-in process was smooth with clear, easy-to-follow instructions. The pool was a definite highlight, perfect for relaxing after a day out, though it’s worth noting it’s not super private as it’s close to neighboring homes. The space had all the basics, but be sure to bring your own essentials, as it’s lightly stocked with just the minimum. Overall, a comfortable and convenient place to stay.

Treehouse, Old Homosassa / On River
The treehouse bungalow is located rught on a canal. Three kayaks go along with the rental. Boat tours/ rentals are right on site along with a local artist/ ceramic shop and Two Pops sandwich shop. The setting was peaceful and beautiful. My grandsons fished all day. We had a very relaxing stay. We kayaked the canal and fished one day, than enjoyed a swim with the manatees adventure, the next day.

Blueberry Farm Country Cottage
We had the most wonderful stay at Blueberry Farm Country Cottage! Cassandra and Walt are the kindest hosts, and their cottage is a little slice of countryside heaven. It’s cozy, peaceful, and thoughtfully stocked with everything you need for a relaxing getaway.The location couldn’t be better just 30 minutes from some of Florida’s most beautiful springs like Silver Springs, Juniper, Silver Glen, and Salt Springs. We loved the private fenced yard and patio area it was perfect for unwinding in the evenings. The fire pit made for the best s’mores nights, and the outdoor shower was such a refreshing treat (seriously, don’t skip it!). They even provided charcoal and firewood, so we got the camping experience without sacrificing comfort. The chickens and fresh eggs were such a sweet bonus, and their dog and cat were absolutely adorable, so friendly and welcoming, just like their humans.All in all, it was the perfect mix of nature. We’re already dreaming about our next visit :)

Heaven on a horse farm !
We loved the location and being on the horse farm! The apartment was clean, communication was great and if you’re going to a wedding at Andalusian Oaks, it’s very close by.

Apt C -Modern Elegance in the Heart of Winter Park
Really enjoying the place. Very nice and homey. The place was very accommodating and more. Provided more than the normal Airbnb. My parents & I had a great time.

The Coach House- 2 bedroom/3 bath Orlando Getaway!
We had such a lovely stay! Space was super clean, spacious, and full of natural light with beautiful high ceilings. The walk up to the guest house was charming and peaceful too. Really enjoyed our time here! 🏡

Chassahowitzka River Cottage
We have stayed multiple times at Joann’s and it never disappoints. Clean, close to nature and oh so comfortable.
Family-friendly home rentals with a pool

Floating Cottage - Summer/Fall Rates Reduced
We loved feeding the turtles 🐢. You have to check out downtown Sanford, walk the Riverwalk & go to the Central Florida Zoo & Botanical Gardens. Don't forget to try the Jailhouse Restaurant - in a real old jailhouse, great food! She was an amazing host.

4BD/3BA Family Townhome near Disney
The property was very clean and smells good, also had everything we needed. Not too far from major parks.thanks to the host who is very kind and responsive. One of the best places we’ve stayed at. Highly recommend for a big family . Thanks so much.

Bright & Cozy Cottage Near Disney
Johann’s place was AMAZING! It was super nice and affordable and perfect for me and my husband’s trip to Disney. The private entrance made us feel safe and the place itself was clean and so cozy. We will definitely be trying to stay here again for future trips!

Amazing 4 bed home, large pool, Disney 12 miles!
This place was perfect for our family very spacious and open the safety of the pool and pool alarm was awesome! Quiet private area near everything would absolutely recommend to anyone

Great Full Apartment. Just 5' from Disney Orlando
The apartment is beautiful, large, comfortable, clean, has everything you need for the holidays and more! Nicolas always responded quickly and answered everything we asked. The pool is beautiful and large! Everything was great.

Disney Pool Villa, Cranberry South,
We enjoyed our time here! Marty was a kind and gracious host. Responsive on all our questions! The pictures of this place do not do it justice. It’s a lot bigger than it looks. We would definitely stay here again! The family loved the pool! Great times-Great memories!

Relaxing Resort Stay Hot Tub Lake View Near Disney
This was our second time staying at Nathalie’s place! We are just as happy as before. Thank you again and we will be back soon!

3 bedroom Orlando Florida pool home
This was a perfect family vacation spot we stayed 5 nights and enjoyed the pool.
Quick stats about holiday rentals that are family-friendly in Wildwood
Total rentals
840 properties
Nightly prices starting at
$50 NZD before taxes and fees
Total number of reviews
12K reviews
Pet-friendly rentals
350 properties allow pets
Rentals with a pool
330 properties have a pool
Rentals with dedicated workspaces
500 properties have a dedicated workspace
Destinations to explore
- Four Corners Holiday rentals
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- Universal Studios Florida
- Orange County Convention Center
- Weeki Wachee Springs
- Universal's Volcano Bay
- Old Town Kissimmee
- Discovery Cove
- Universal Orlando Resort
- SeaWorld Orlando
- Disney's Animal Kingdom Theme Park
- Disney Springs
- ESPN Wide World of Sports
- Amway Center
- Epcot
- Magic Kingdom Park
- Reunion West
- Aquatica
- Rainbow Springs State Park
- ChampionsGate Golf Club
- Disney's Hollywood Studios
- Walt Disney World Resort Golf
- Island H2O Water Park
- Blue Spring State Park
- ICON Park
- Universal CityWalk