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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

Superhost
Flat in Orlando
4.75 out of 5 average rating, 591 reviews

Luxury condo in Orlando 1 br/1 ba

RabindraRating, 5 stars1 month ago
good place to stay, close to all attractions and MCO airport.
Top guest favourite
Home in Clermont
4.92 out of 5 average rating, 113 reviews

Spacious Bungalow with Private Pool and Courtyard

RachelRating, 5 stars4 weeks 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
Home in Kissimmee
4.9 out of 5 average rating, 107 reviews

6 mins. to Disney W/Poolside Theater & Game Room

ClintonRating, 5 stars1 month ago
Andrea’s place was awesome! My family and I enjoyed the space outside and how open the house was gave everyone their own spot. The pool and back patio were so nice and relaxing. Would definitely stay here again in the future!
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.
Guest favourite
Apartment in Kissimmee
4.82 out of 5 average rating, 289 reviews

Beautiful 2/2 Gem, 2 mi to Disney with Water Park!

SharondaRating, 5 stars3 weeks ago
Great!!! Vacation home had all the amenities a woman like me love. Plenty of everything from dishes to sheets very clean and comfortable. To say the least just right in the day far as neighborhood activities and quite peaceful and serene at night. Everything imaginable is located right around the corner a big bonus . It Felt like home away from home. Mrs.Mary place was sunshine after the rain Thanks for saving my vacation I will be recommending you to another who wants a fabulous place to stay while on vacation
Guest favourite
Apartment in Kissimmee
4.8 out of 5 average rating, 109 reviews

1.5 Miles Away from Disney, 2 Bedrooms Unit

XavierRating, 5 stars3 weeks ago
We had a truly wonderful stay at this property in Orlando! The location was absolutely perfect—close to everything we needed to enjoy our vacation to the fullest. The home was spotless, well-equipped, and had all the essentials to make us feel comfortable and at ease. Lynn was incredibly responsive and always available if we needed anything, which was greatly appreciated. I highly recommend this property and would like to sincerely thank Lynn for making our stay so enjoyable!
Guest favourite
Apartment in Florida Center
4.85 out of 5 average rating, 487 reviews

Modern Studio with Private Terrace near Universal

VernishaRating, 5 stars1 day ago
She was amazing! And sooo nice! We will definitely visit again!
Superhost
Home in Dunnellon
4.86 out of 5 average rating, 208 reviews

🎣Withlacoochee Riverfront A-Frame🦆Boardwalk-Dock🐊

MeganRating, 5 stars1 week 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!

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, 411 reviews

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

ShamayaRating, 5 stars2 weeks ago
We had a wonderful stay !! It was very roomy and exactly like the pictures! Definitely would recommend and stay again !
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
Guest house in Fort McCoy
4.88 out of 5 average rating, 285 reviews

Blueberry Farm Country Cottage

AyushiRating, 5 stars1 day 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
Flat 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.
Top guest favourite
Guest house 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! 🏡
Guest favourite
Flat in Winter Park
4.91 out of 5 average rating, 141 reviews

Apt F -Modern Elegance in the Heart of Winter Park

HellenRating, 5 stars2 weeks ago
Loved this place! Super well equipped, and the neighborhood felt safe with a great vibe.
Top guest favourite
Home in Homosassa
4.98 out of 5 average rating, 116 reviews

Chassahowitzka River Cottage

CourtneyRating, 5 stars1 month 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
Cottage in Kissimmee
4.95 out of 5 average rating, 483 reviews

Bright & Cozy Cottage Near Disney

MarissaRating, 5 stars3 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!
Superhost
Home in Kissimmee
4.89 out of 5 average rating, 182 reviews

Luxurious Private Retreat w/Spa & Saltwater Pool

JessicaRating, 5 stars1 month ago
Carrie thank you so much for hosting our family! This was so much better for our family than a hotel! Our kids never said they were bored! The next time we are in the Orlando area we will book again for sure!
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
Flat 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 stars4 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

    $38 SGD 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