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Family-friendly holiday rentals in Wildwood

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Wildwood family-friendly rentals

Family-friendly home rentals with a hot tub

Top Guest favourite
Home in Clermont
4.92 out of 5 average rating, 113 reviews

Spacious Bungalow with Private Pool and Courtyard

RachelRating, 5 stars1 month ago
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!
Guest favourite
Apartment in CHAMPIONS GT
4.88 out of 5 average rating, 203 reviews

Magical Newly Renovated 10 minutes to Disney 2+2

JazzRating, 5 stars1 month ago
Great check in process! Would boom again when in the area! Very clean, smelled good and great space!
Top Guest favourite
Home in Kissimmee
4.92 out of 5 average rating, 144 reviews

Private Pool & Spa, Close Disney, Disney Playhouse

SarahRating, 5 stars3 weeks ago
Very clean and convenient transportation
Superhost
Townhouse in Kissimmee
4.71 out of 5 average rating, 167 reviews

Cozy Townhouse in Kissimmee, near Orlando!

LynnRating, 5 stars2 months ago
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.
Superhost
Condo in Kissimmee
4.76 out of 5 average rating, 256 reviews

King Bed Small Studio Disney World Universal

EvanRating, 5 stars5 days ago
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! 🙂
Top Guest favourite
Condo in Davenport
4.93 out of 5 average rating, 107 reviews

Fabulous condo-Bahama Bay Resort, Close to Disney

AndrewRating, 5 stars5 days ago
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!
Superhost
Home in Dunnellon
4.86 out of 5 average rating, 208 reviews

🎣Withlacoochee Riverfront A-Frame🦆Boardwalk-Dock🐊

MeganRating, 5 stars2 weeks ago
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!
Guest favourite
Campervan/RV in Fort McCoy
4.87 out of 5 average rating, 321 reviews

5 local springs, Gated Resort in Ocala Forest

MelanieRating, 5 stars2 weeks ago
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

Superhost
Cabin in Dunnellon
4.85 out of 5 average rating, 262 reviews

Rainbow River getaway - kayaks, tubes & golf cart

BonnieRating, 5 stars1 week ago
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.
Top Guest favourite
Villa in Kissimmee
4.86 out of 5 average rating, 412 reviews

OMG! Disney Area, Movie Theater, Game Room & Pool!

RosanneRating, 5 stars1 day ago
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.
Superhost
Bungalow in Homosassa
4.86 out of 5 average rating, 215 reviews

Treehouse, Old Homosassa / On River

DeborahRating, 5 stars2 months ago
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.
Guest favourite
Guesthouse in Fort McCoy
4.88 out of 5 average rating, 285 reviews

Blueberry Farm Country Cottage

AyushiRating, 5 stars3 days ago
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 :)
Top Guest favourite
Apartment in Morriston
4.95 out of 5 average rating, 176 reviews

Heaven on a horse farm !

JaclynRating, 5 stars1 week ago
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.
Guest favourite
Apartment in Winter Park
4.96 out of 5 average rating, 214 reviews

Apt C -Modern Elegance in the Heart of Winter Park

KarlaRating, 5 stars3 months ago
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.
Top Guest favourite
Guesthouse in College Park
4.97 out of 5 average rating, 439 reviews

The Coach House- 2 bedroom/3 bath Orlando Getaway!

AyeshaRating, 5 stars3 weeks ago
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! 🏡
Top Guest favourite
Home in Homosassa
4.98 out of 5 average rating, 116 reviews

Chassahowitzka River Cottage

CourtneyRating, 5 stars2 months ago
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

Top Guest favourite
Houseboat in Sanford
4.98 out of 5 average rating, 191 reviews

Floating Cottage - Summer/Fall Rates Reduced

MarilynRating, 5 stars1 month ago
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.
Guest favourite
Townhouse in Kissimmee
4.75 out of 5 average rating, 123 reviews

4BD/3BA Family Townhome near Disney

GlendaRating, 5 stars1 month ago
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.
Guest favourite
Cottage in Kissimmee
4.95 out of 5 average rating, 483 reviews

Bright & Cozy Cottage Near Disney

MarissaRating, 5 stars5 days ago
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!
Guest favourite
Home in Davenport
4.84 out of 5 average rating, 177 reviews

Amazing 4 bed home, large pool, Disney 12 miles!

AmandaRating, 5 stars2 weeks ago
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
Top Guest favourite
Apartment in Kissimmee
4.93 out of 5 average rating, 367 reviews

Great Full Apartment. Just 5' from Disney Orlando

LauraRating, 5 stars1 week ago
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.
Superhost
Home in Clermont
4.88 out of 5 average rating, 155 reviews

Disney Pool Villa, Cranberry South,

JohnathanRating, 5 stars6 days ago
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!
Guest favourite
Townhouse in Kissimmee
4.94 out of 5 average rating, 210 reviews

Relaxing Resort Stay Hot Tub Lake View Near Disney

MariaRating, 5 stars1 month ago
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!
Guest favourite
Home in Kissimmee
4.8 out of 5 average rating, 289 reviews

3 bedroom Orlando Florida pool home

EricRating, 5 stars1 week ago
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