
Family-friendly holiday rentals in Wildwood
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Top-rated family-friendly rentals in Wildwood
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
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Popular amenities for Wildwood family-friendly rentals
Family-friendly home rentals with a hot tub

Luxury condo in Orlando 1 br/1 ba
good place to stay, close to all attractions and MCO airport.

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!

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

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.

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

1.5 Miles Away from Disney, 2 Bedrooms Unit
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!

Modern Studio with Private Terrace near Universal
She was amazing! And sooo nice! We will definitely visit again!

🎣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!
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 wonderful stay !! It was very roomy and exactly like the pictures! Definitely would recommend and stay again !

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.

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! 🏡

Apt F -Modern Elegance in the Heart of Winter Park
Loved this place! Super well equipped, and the neighborhood felt safe with a great vibe.

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.

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!

Luxurious Private Retreat w/Spa & Saltwater Pool
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!

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
$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
- 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
- Disney's Animal Kingdom Theme Park
- Universal Orlando Resort
- SeaWorld Orlando
- 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