Kid-friendly holiday rentals in Wildwood

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Wildwood family-friendly rentals

Kid-friendly house rentals

Top guest favourite
Home in The Villages
4.96 out of 5 average rating, 55 reviews

Beautiful Villages 2/2 Home. Perfect Location

ScottRating, 5 stars2 weeks ago
Thanks we are frequent visitors and stay was amazing! Would recommend!
Top guest favourite
Home in The Villages
5 out of 5 average rating, 10 reviews

Hideaway in the Villages

AmandaRating, 5 stars1 month ago
Great atmosphere! We rented a golf cart. It’s like 35 a day or something very nice. Make sure you download the villages app so you can get around golf carts have their own road on tunnels that get you across the highway to Publix to restaurants to gas stations like it’s really unique. All with in 3 miles of your stay and all golf cart assessable. Scott was amazing with communication!
Guest favourite
Home in The Villages
4.98 out of 5 average rating, 42 reviews

Great location w/ golf cart! Lake Sumter-Brownwood

DianeRating, 5 stars1 month ago
Great location. House was warm & inviting. Rick was a pleasure to deal with. Very responsive to any messages or concerns. We had a great week & hope to stay again.
Top guest favourite
Home in The Villages
5 out of 5 average rating, 16 reviews

Perfect home-families/friends in The Villages, FL!

JohnRating, 5 stars6 months ago
Jeff and Aggie were excellent hosts and this is an outstanding house. My wife and I and our three adult children really enjoyed this house. The bedrooms and bathrooms are excellent, the kitchen and living area is large and outstanding and the pool/outdoor kitchen was impressive. This was a great experience, there were no issues or concerns at all. In addition, the communication was outstanding. Everything went very well.
Guest favourite
Home in The Villages
4.94 out of 5 average rating, 35 reviews

The Sunshine Retreat with Golf Car

MikeRating, 5 stars1 week ago
Great home and great hosts. Highly recommend!
Superhost
Home in The Villages
5 out of 5 average rating, 3 reviews

The Villages, Heated Pool Walk to Sawgrass

MistiRating, 5 stars1 week ago
I can’t say enough about this place or the host!! It was way more than I ever expected. We were able to check in sooner than the original check in time. Dave was awesome with communication and periodically checked in to make sure everything was going good throughout our stay. Everything was well stocked in the house from the kitchen (including spices and other little stuff that you would normally have to run out and buy to make a meal) to the bathrooms. There is everything you would need for the pool also. Dave even thought about your furry friends by providing leashes/bowls and treats. The house was immaculate! All you needed to do was literally pack your bags. Thanks for a great stay. We hope to return to the villages in the winter time!
Superhost
Home in Wildwood
5 out of 5 average rating, 4 reviews

Pool and Spa Luxury Retreat

LisaRating, 5 stars1 month ago
First, the homeowner is quick to respond & extremely kind. I feel that’s most important. The home was wonderful. Bright, cheery, loads of sun. It’s extremely quiet inside, couldn’t hear the pickle ball if we didn’t want to. The neighbors were kind & friendly, everyone waves. I’m from Illinois, so it’s quite different. The pool & spa were used daily / nightly and it’s set up beautifully! The grill was wonderful too. We truly enjoyed our stay & will definitely refer & be back!
Guest favourite
Home in The Villages
5 out of 5 average rating, 5 reviews

Gorgeous Lakefront home

TammyRating, 5 stars1 month ago
Beautiful property and view. Very peaceful. Love the decor. Gotta get me a jellyfish lamp like this one! So cool! Very clean and little extras made me smile. Bows made out of paper towels and tissues and stamps to seal the toilet paper. Fancy! Shampoo, bandaids, tape and toothpaste and pool towels all available, helped too. GRE place. I’d rent again!

Family-friendly apartment rentals

Guest favourite
Flat in Sorrento
4.93 out of 5 average rating, 343 reviews

Quiet Neighborhood in the Country

ShaeRating, 5 stars3 days ago
Great area to stay! Chuck was great to deal with and gave us some recommendations on local things to do! Loved the area and the neighbourhood was very peaceful. Enjoyed the pool many days of our stay here. Would highly recommend and would definitely stay again! Thanks Chuck:)
Top guest favourite
Flat in Winter Garden
4.96 out of 5 average rating, 262 reviews

Lakeview Garden Studio

GraciRating, 5 stars3 weeks ago
This was our third stay with Leah, and like the other two times we really enjoyed the apartment! Close to the amusement parks, great restaurants and coffee shops. The apartment was very clean and had everything you needed including products you might’ve forgot or even snacks to enjoy. We truly do find this apartment comfortable and peaceful, we can’t wait to come again soon!
Guest favourite
Flat in Ocala Historic District
4.93 out of 5 average rating, 115 reviews

Private, beautiful apartment in historic district

RebekkaRating, 5 starstoday
Lovely place!! Beautiful space, felt right at home. Fabulous location, it’s a great area to walk around and accessible to so much. Excellent communication from Jill throughout the entire stay. I highly recommend this place!
Top guest favourite
Flat in Kissimmee
4.95 out of 5 average rating, 108 reviews

Oceanic Oasis Near Disney

JamieRating, 5 stars1 day ago
My son and I thoroughly enjoyed staying at Jared's place! It looked exactly like the photos, very clean, and included all the basics needs (shampoo, conditioner, body wash, hand soap, laundry detergent, and dishwasher pods). The location was ideal, as our main goal was Legoland but we wanted to explore Orlando's attractions as well. It's also the perfect location for Disney travelers, though we didn't go there on this trip. Jared was an excellent host! Proactive and prompt in communication and appreciative of feedback. When asking my son what I should include he shared, "I had a huge, comfy bed all to myself!" (Referencing the sofa bed.) I would absolutely stay here again and will recommend it to anyone who asks!
Top guest favourite
Flat in Winter Garden
4.9 out of 5 average rating, 147 reviews

Stay A While

PaulRating, 5 stars3 weeks ago
This is the second time my wife and I stayed here and both stays were exceptional. The place is clean, with beautiful views of the farm with horses. Quiet, with all amenities needed, and a beautiful pool that we enjoyed... we would happily recommend this place and the next time we are in the area, we would gladly book this place again!
Guest favourite
Flat in Brooksville
4.93 out of 5 average rating, 481 reviews

Emerson Place Garage Apartment

BenRating, 5 stars1 week ago
We will stay here again when in the Brooksville area. Such an amazing historic place. The stairs are steep, so if you are not confident on your feet you might want a different place. The neighborhood is excellent and quiet. Walk to restaurants. Very clean. We love this place. I could live here. Wide open space, lots of little extras like snacks and coffee. Great value for the money.
Top guest favourite
Flat in Minneola
4.96 out of 5 average rating, 113 reviews

Spacious Apartment In Minneola

DeborahRating, 5 stars1 week ago
Corey is a great communicator and was extremely flexible in working with me. I will be recommending this place to my colleagues for lodging at our next conference in 2026.
Guest favourite
Flat in Zephyrhills
4.94 out of 5 average rating, 104 reviews

Lovely 2-bedroom With a Forest Theme Oasis.

UlisesRating, 5 stars5 days ago
I had an absolutely delightful stay at this charming two-bedroom, one-bath Airbnb in a peaceful rural area of Tampa, Florida. This cozy gem is a true standout, offering incredible value for such a memorable experience. The property is surrounded by serene nature, and I was thrilled to spot deer grazing nearby, adding a magical touch to the tranquil setting. The interior is impeccably clean and thoughtfully designed, with a warm, inviting atmosphere. The retro refrigerator was a unique and charming feature, blending nostalgia with functionality. Everywhere I looked, there were uplifting notes left by the host, which truly brightened my mood and made the stay feel so personal and welcoming. The bed sheets were incredibly soft, ensuring a restful night’s sleep, and the overall coziness of the space made it hard to leave. This Airbnb is a little jewel—perfect for anyone seeking a quiet retreat with all the comforts of home. I can’t recommend it highly enough and would love to return!

Family-friendly apartment rentals

Guest favourite
Apartment in Kissimmee
4.92 out of 5 average rating, 133 reviews

3191-103 Resort Lake View Disney Universal Orlando

SaleeRating, 5 stars2 weeks ago
I can’t say enough great things about our stay with Fonti! Traveling with my triplets can be a challenge, but this Airbnb made everything seamless and comfortable from the moment we arrived. The space was cozy, clean, and just right for a family—plenty of room for the kids to spread out and feel at home. The real highlight for my little ones was the pool and water park! They spent hours splashing, laughing, and making memories that they’ll be talking about for a long time. It was such a joy to see them so happy and entertained in a safe, fun environment. Fonti was an exceptional host—kind, communicative, and incredibly accommodating. When I realized I needed to extend our stay, he made it happen quickly and without any hassle. That flexibility made a world of difference and allowed us to enjoy one more night of relaxation and fun. Highly recommend this spot to any families
Guest favourite
Apartment in Kissimmee
4.87 out of 5 average rating, 134 reviews

Near Disney/Universal Lovely 2bedroom/2bath Condo

KassidyRating, 5 stars1 week ago
The place was great! it was perfect for a quick family trip to Disney. Would highly recommend!
Superhost
Apartment in Crystal River
4.84 out of 5 average rating, 161 reviews

Crystal River Bungalow with boat slip

WilliamRating, 5 stars2 weeks ago
The property was well maintained. While it was some distance from town, it was helpful to have GPS for directions. The house was comfortably appointed and nicely decorated. It was well equipped with all necessities. The stacking washer and dryer was particularly useful and easy to use. The spiral staircase to the upstairs bedroom, however, could be a challenge for some folks. All in all, a good property, attentive host, and a good stay.
Superhost
Apartment in Four Corners
4.72 out of 5 average rating, 120 reviews

No BNB fees -Oasis Condo 5 min to Disney

SoniaRating, 5 stars1 week ago
Very beautiful location, calm surroundings and very close to all attractions
Guest favourite
Apartment in Kissimmee
4.95 out of 5 average rating, 153 reviews

Fireworks Penthouse: Top Floor, Star Wars, 2 Pools

ZachRating, 5 stars3 weeks ago
Surroundings are beautiful and peaceful ! Beds and comfortable !
Guest favourite
Apartment in Kissimmee
4.9 out of 5 average rating, 149 reviews

Cheery 2BR Condo w/zero entry pool near Disney

MindyRating, 5 stars2 weeks ago
very cozy private location with lots of stores within 5 mins. beach accessories available for convenience. will book again.
Top guest favourite
Apartment in Kissimmee
4.94 out of 5 average rating, 354 reviews

Disney World Condo w/ Full Kitchen, Balcony & Pool

AnaRating, 5 stars2 weeks ago
Adam is a great host. We really appreciate the extra amenities that most airbnbs skimp out on like extra toilet paper rolls, my kids adored the extra Disney touches, and although having to wait for 3 toddlers to make it up to the 3rd floor was challenging for me they had no complaints! We very much enjoyed our stay and took advantage of what the resort had to offer! Thank you Adam for helping me find the airbnb when I accidentally put in the wrong directions. Your communication was greatly appreciated. Would stay again.
Superhost
Apartment in Davenport
4.84 out of 5 average rating, 170 reviews

Full-Service Gated Resort, Disney, Universal, MCO!

AngelRating, 5 stars1 week ago
Thank you AJ and Nicole had a wonderful time this weekend definitely recommend

Quick stats about holiday rentals that are kid-friendly in Wildwood

  • Total rentals

    40 properties

  • Nightly prices starting at

    ₹5,194 before taxes and fees

  • Total number of reviews

    1.1K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    30 properties have a pool

Destinations to explore