Kid-friendly vacation rentals in Wildwood

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Popular amenities for Wildwood kid-friendly rentals

Kid-friendly house rentals

Top guest favorite
The front exterior of the Paradise Villa is depicted, showcasing a single-story structure with soft beige siding and red accents. A landscaped garden with small plants and decorative stones surrounds the entrance. The driveway leads to a connected garage featuring a double door.
Home in The Villages
5 out of 5 average rating, 13 reviews

Warm & Cozy 2 BR/2 BA Paradise Villa Awaits You!

DennisRating, 5 stars2 months ago
Bev and Bob were wonderful to deal with! Despite a family crisis of their own, they were pro-active and responsive to us, making our stay comfortable, peaceful, and filled with vacation opportunities! My wife and I are thoroughly grateful to them for their kindness and anticipation of our needs. Their home is well kept and immaculately clean! Their instructions were clear and simple to comply with. I would highly recommend their property as the ideal place to stay if ever you visit the villages! God bless Bev and Bob!
Guest favorite
The kitchen features modern stainless steel appliances and a large island with seating for four. The quartz countertops complement the rich cabinetry and vibrant blue wall. Pendant lights provide illumination, enhancing the sleek design of the space.
Home in The Villages
5 out of 5 average rating, 9 reviews

Designer Home in The Villages, FL.

JeannineRating, 5 stars2 months ago
Beautiful, beautiful place. Felt right at home....even better than my home as convenient first floor living. Quite neighborhood, many amenities in the house. Safe and clean environment conveniently located in The Villages.
Top guest favorite
A single-story home with a light beige exterior is set against a clear blue sky. Lush palm trees and manicured landscaping surround the entrance, which features a paver driveway leading to a double-garage door. The overall setting reflects a serene neighborhood ambiance.
Home in The Villages
5 out of 5 average rating, 9 reviews

On The Links-4bd w/pool in Spanish Springs!

JenniferRating, 5 stars1 month ago
**Perfect Stay!** If you’ve ever checked into an Airbnb and wondered how it got a five-star rating, you won’t have to question that here! This place was spotless, impeccably maintained, and had everything we needed for a comfortable stay. We rented a golf cart, which made getting to the nearby Lake Sumpter bars and restaurants super easy. And let’s talk about the POOL – it was incredibly relaxing! We can’t wait to come back again. Highly recommend!!!
Top guest favorite
A spacious swimming pool is enclosed by a screen, featuring a stone wall with decorative water fountains. Lush palm trees surround the area, and the clear blue water reflects the sky and greenery, creating an inviting outdoor space.
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.
Superhost
A modern kitchen with white cabinetry and stainless-steel appliances is featured. A spacious island with bar stools provides seating, while a sink is positioned toward the front. Bright overhead lights illuminate the area, and a doorway in the background leads to a well-lit hallway.
Home in The Villages
5 out of 5 average rating, 4 reviews

By Eastport and near Middleton/Sawgrass with Cart

NatalieRating, 5 stars3 weeks ago
If you’re looking for a cute little home in a very well maintained and quiet neighborhood, then this is perfect for you. Incredibly detailed instructions, local recommendations provided and very responsive hosts. Also, squeaky clean home. It honestly felt like a new build that not a single person had ever stayed at (yes, it’s THAT clean)!! I would 100% stay here again if in the area.
Top guest favorite
A screened-in patio area showcases two hanging chairs with cozy cushioning, accompanied by a low coffee table. A lush green artificial lawn enhances the space, while a ceiling fan provides airflow. Beyond the screens, outdoor seating is visible under a shaded canopy.
Home in The Villages
5 out of 5 average rating, 18 reviews

Private Villa by Lake Sumter Square

NicoleRating, 5 stars2 weeks ago
Place was bigger than I thought it was. So bright and clean. Everything we needed or wanted was in the house. It was very hard to leave. We all loved the golf cart too. My only complaint and I’m sure it’s operater error but we couldn’t figure out the light and fan remotes, kept on turning other rooms off and on 😂. Also and I’m sure this is my misunderstanding but make sure everyone in the house has individual guest passes. Some recs didn’t care some recs gave us a hard time or turned us away.
Top guest favorite
An open-concept living area features a mix of seating options, including a dark leather sofa and stylish accent chairs. A large television is mounted on the wall, and a dining table with seating is visible in the background. The room is illuminated by natural light and recessed lighting.
Home in The Villages
4.98 out of 5 average rating, 42 reviews

Cheerful home , tastefully updated, extra den

KatieRating, 5 stars2 months ago
We had a wonderful 5-night stay! Trina’s home was beautifully furnished + well equipped: solid, quality furniture; soft blankets for cozy comfort; plentiful towels for shower, kitchen and pool; fabulous closet/storage space; bountiful plates, bowls, cups, glasses, cutlery; clean, easily accessible washer and dryer; and a generous stock of toiletries (dishwasher and laundry detergent pods, hand soap, shampoo, conditioner, body wash). Location was fantastic — just steps from a family pool + a short golf cart ride to Lake Sumter for morning coffee, dinner, or ice cream + a stroll on the dock. Extra kudos for connecting us with David’s Villages Golf Cart Rental upon reservation. Our rented golf cart was waiting for us in the garage when we arrived + was picked up the morning of our departure — white glove service that allowed us to focus on our vacation. Trina was very friendly and quick to respond with any questions we had. We highly recommend + would love to return!
Guest favorite
A single-story home is showcased with a light exterior and an attached two-car garage. Neat landscaping featuring low-maintenance gravel and diverse shrubs surrounds the entrance. A clear blue sky and a few palm trees contribute to the inviting atmosphere of the property.
Home in The Villages
4.94 out of 5 average rating, 86 reviews

Walk to Sumter w/cart - Beautiful Courtyard Villa

TinaRating, 5 stars3 weeks ago
Perfect, quiet and just like being at home! Loved getting a paper in the am, Nice touch! Great convenient area!

Kid-friendly apartment rentals

Guest favorite
A game room is visible, featuring a billiard table with a black felt surface. In the background, a kitchen is seen with light wooden cabinetry and stainless steel appliances. Bar stools are positioned at a counter, enhancing the communal space.
Apartment in Sorrento
4.93 out of 5 average rating, 343 reviews

Quiet Neighborhood in the Country

ShaeRating, 5 stars6 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 favorite
A small outdoor table is set for a meal, featuring a chocolate cake topped with strawberries. Around the table, plastic glasses and colorful plates are arranged. Lush greenery surrounds the area, and a view of the lake is visible in the background.
Apartment 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!
Superhost
The image displays a bright and modern living space featuring a dining area with round table and blue chairs. The open kitchen is equipped with dark cabinets and appliances. A cozy living area is shown with a sofa, flat-screen TV, and natural light from a screened patio overlooking the pool.
Apartment in Kissimmee
4.86 out of 5 average rating, 140 reviews

1-104 Perfect location, Steps From The Heated Pool

LeslieRating, 5 stars4 weeks ago
Very responsive host, cozy place for us to enjoy our Florida trip.
Top guest favorite
The living area features a light-colored sofa adorned with decorative pillows, positioned in front of a wooden coffee table. A large television mounted on the wall displays a tropical beach scene. A blue sideboard complements the coastal-themed wallpaper in shades of blue and white.
Apartment in Kissimmee
4.95 out of 5 average rating, 108 reviews

Oceanic Oasis Near Disney

JamieRating, 5 stars5 days 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!
Superhost
The bedroom features a spacious bed adorned with soft pillows and a textured throw blanket. Flanking nightstands hold stylish lamps, providing gentle lighting. A framed landscape image above the bed complements the neutral color scheme, and doorways to additional spaces are visible in the background.
Apartment in Clermont
4.79 out of 5 average rating, 273 reviews

Charming Lakefront Apt. Near Disney

EsmeraldaRating, 5 stars2 weeks ago
I had a wonderful stay in Clermont! I stayed here for a little solo getaway and it was exactly what I needed. Super peaceful, quiet, and the view was honestly so pretty. Everything was clean and comfy, and I just felt really relaxed the whole time. It was the perfect spot to take a breather. I would totally come back again!
Guest favorite
A two-story white building is framed by lush greenery and tropical palm trees. The driveway leads to a covered parking area, while vibrant green foliage covers the ground. Natural light filters through the windows, creating a serene and inviting setting.
Apartment in Brooksville
4.93 out of 5 average rating, 483 reviews

Emerson Place Garage Apartment

KimRating, 5 starstoday
We found Deborah and Larry’s place to be very adequate and super clean. The beds were comfortable. We especially appreciated the extra touches; tea, coffee and the super clean towels and linens. The kitchen was great and it saved us money to eat in, since we were on a strict budget. There are also nice restaurants in downtown Brooksville; The Bistro was excellent and great pizza and breakfast at Luigi’s. We hope to come back as we continue to work nearby during the week.
Guest favorite
A contemporary living area features a large flat-screen TV mounted on a wall. A wooden console table sits beneath it, displaying decorative items. Two upholstered chairs provide seating, with a colorful area rug added for warmth. Natural light filters through window coverings.
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 favorite
A comfortable living area features a spacious couch with reclining sections and soft cushions. A Smart TV is placed on a black media console next to a stylish clock, while light filters through striped curtains. A small table holds a notepad, providing additional convenience.
Apartment 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.

Kid-friendly condo rentals

Superhost
A spacious bedroom features a light blue accent wall adorned with a subtle botanical pattern. A comfortable bed is dressed in vibrant blue linens with a decorative throw, accompanied by a nightstand and a television. A ceiling fan offers ventilation, and natural light filters through the window.
Condo in Kissimmee
4.87 out of 5 average rating, 166 reviews

Next to Disney and retail therapy

ChrisRating, 5 stars4 weeks ago
Maria and Andy were great hosts, very responsive and helpful. This is the second AirBNB I've stayed in recently that they've ran and its been a smooth process in working with them. The AirBNB is well maintaned, the location is bueatiful and its proximity to local amenties makes it a great place to stay. I would highly recommend staying here.
Top guest favorite
A family-friendly living area is presented with a large, comfortable sectional sofa facing a flat-screen TV. Adjacent, a vibrant children's bedroom features a whimsical Moana theme with a sandy beach mural, complemented by a canopy bed adorned with tropical accents. The ceiling displays playful elements, enhancing the kid-friendly atmosphere.
Condo in Kissimmee
4.98 out of 5 average rating, 180 reviews

303_To Infinity & the Ocean Breeze Apartment

NeilynRating, 5 stars1 week ago
Hello, I stated here with my husband and three children we loved this apartment from the moment we walked in super clean very modern we just loved it very much, Rafaela was also very responsive and answered all questions! Would stay here again!
Guest favorite
A spacious studio features a king-sized bed adorned with soft linens. A round dining table with stylish blue chairs is positioned nearby, alongside a vibrant decorative rug. Large windows provide natural light, framed by flowing gray curtains, while a modern chandelier hangs above, enhancing the elegant decor.
Condo in Florida Center
4.88 out of 5 average rating, 225 reviews

Maria Luz Studio-Huge Terrace/Universal area.

LisaRating, 5 stars2 weeks ago
Fantastic and Wonderful! This place has by far been the best!
Superhost
A wooden dock extends over calm waters, where a boat is moored alongside. Lush greenery and palm trees border the area, complemented by buildings in the background. The clear blue sky enhances the serene atmosphere of the waterfront setting.
Condo in Crystal River
4.84 out of 5 average rating, 161 reviews

Crystal River Bungalow with boat slip

WilliamRating, 5 stars3 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.
Guest favorite
A modern living space displays a glass dining table set for six, featuring sleek metallic chairs. The adjacent large windows allow natural light to fill the room, while scenes of a golf course and pool view are visible through sliding doors. Star Wars themed artwork adds a playful touch.
Condo in Kissimmee
4.95 out of 5 average rating, 153 reviews

Fireworks Penthouse: Top Floor, Star Wars, 2 Pools

ZachRating, 5 stars4 weeks ago
Surroundings are beautiful and peaceful ! Beds and comfortable !
Top guest favorite
The living area is furnished with a blue couch adorned with patterned pillows. Two matching wooden side tables with lamps provide soft lighting, while a wooden coffee table sits in the center. A decorative wall piece featuring palm trees adds a touch of character to the room.
Condo in Orlando
5 out of 5 average rating, 143 reviews

Disney & Epic Free Shuttle, Kitchen

ShelleyRating, 5 stars3 days ago
Ryan's place was awesome! It was convenient to everything nearby as well as suited all of our needs. Ryan was a great host as he was quick to respond to anything we had questions about. I'd definitely stay here again! 10/10 for sure!!!!
Top guest favorite
Condo in Kissimmee
5 out of 5 average rating, 107 reviews

Bongos Disney Pad; First Floor Gated Resort Condo.

TaylorRating, 5 stars3 days ago
Everything was great and we really enjoyed our stay. The house was excellent and exactly like the photos and descriptions. Everything was nice and clean. Soon as me and my family walked in it smelt fresh and felt right at home. Perfect vacation spot for me and my family and we enjoyed every min of it. We definitely recommend and will definitely be back. Lina was a great host and always responded in a timely and professional matter.
Top guest favorite
A balcony view captures a vibrant sunset over Lake Bryan, with hues of pink and orange reflected on the water. Outdoor seating includes two chairs and a small round table, inviting relaxation while enjoying the scenic surroundings.
Condo in Orlando
4.98 out of 5 average rating, 180 reviews

Lakefront Resort Condo near Disney & Universal

KristenRating, 5 stars1 week ago
We loved our stay at Nicoleta's! Everything was very clean and exactly as described. The view was beautiful and truly the cherry on top of a perfect stay! We will definitely stay again next time we are in the area!

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

  • Total rentals

    40 properties

  • Nightly prices starting at

    G$12,546 GYD 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

  1. Airbnb
  2. United States
  3. Florida
  4. Sumter County
  5. Wildwood
  6. Kid-friendly rentals