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Kid-friendly vacation rentals in Winter Haven

Find and book unique kid-friendly rentals on Airbnb

Top-rated kid-friendly rentals in Winter Haven

Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.

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Condo in Orlando

4.86 out of 5 average rating, 277 reviews

BreathtakingView-1BR/2BA-1 MILE TO DISNEY-Sleeps 6

Located 1 mile to Disney Springs in a Gated-Community A NEWLY REFURBISHED Spacious 1-bedroom, 2-bath Condo in Lakefront luxury @ Blue Heron Beach Resort nestled on shores of 400+ acre Lake Bryan, 2 blocks off I4 @ Lake Buena Vista exit. This luxurious condo overlooks the Pool & Lake Bryan. Sleeps 4 It’s all here! The ultimate Walt Disney World vacation right here at your fingertips! From the best of Disney or Work Travel this property offers the perfect environment to spend a lifelong memory

Townhouse in Kissimmee

4.85 out of 5 average rating, 156 reviews

"The Haven" Newly Remodeled Luxury Townhome

This amazing townhome has recently been upgraded by the new owner to make it an even more impressive vacation rental. Over $20,000 was spent to upgrade beds, mattresses, all linen, towels, decor and many of the appliances. The home is completely modern and updated to impress any traveler to the area. The children will be wowed by the stunning Avengers loft/game room and the themed Toy Story and Harry Potter bedrooms. If all that wasn`t enough, the home is just 100 yards from the clubhouse.

Townhouse in Kissimmee

4.87 out of 5 average rating, 106 reviews

Orlando Disney new House at Resort with lake view!

Renewed house in Resort with fantastic lake view and an Amazing Clubhouse. (NO resort fees) | 1 min | Old Town Kissimmee | 3 min | Publix® | 3 min | McDonald's®, Wendy's®, Miller's Ale House® and much more | 6 min | Walmart® & Target® | 7 min | Celebration | 9 min | Premium Outlet® I-4 | 9 min | DISNEY® AREA (All Parks) | 10 min | ESPN Sports | 10 min | Convention Center | 14 min | UNIVERSAL® STUDIOS | 26 min | Orlando Airport | 60 min | Bush Garden's® | 95 min | Sarasota & Clearwater

Condo in Kissimmee

4.95 out of 5 average rating, 150 reviews

*Sunset Perch: Views, Reunion Resort, XBox, 2Pools

This modern 3-bedroom luxury condo (with an ELEVATOR right to the door) has one of the most PICTURESQUE VIEWS in the Reunion Resort of the Arnold Palmer PGA golf course. Combining STYLISH DESIGN and LUXURIOUS COMFORT, there are 2 KING bedrooms and a playful STAR WARS themed bedroom with a classic Arcade machine & Xbox. 4 TVs with DirecTV, free high-speed wifi, your own washer & dryer, access to 6 resort pools, 2 of which are only a 3 minute walk away, and only a short drive to Disney.

Rental unit in Kissimmee

4.87 out of 5 average rating, 213 reviews

Modern Great Villa near Disney & Parks

This place is 5 up to 20 minutes to all of orlando's amusement and water parks!. One of the best units in this resort, just book and see for yourself. An excellent unit with great reviews. There is an awsome pool and jacuzzi onsite (Please note, sometimes the jacuzzi breaks down and may not work during your stay). high speed wifi. easy smooth self checkin with a private keypad code that is being replaced between each new guest, walking distance to many shops and plazas, free parking.

Townhouse in Kissimmee

4.94 out of 5 average rating, 177 reviews

Beautiful family home near all attractions.

Beautiful, spacious and impeccable townhome close to all parks and entertainment with resort amenities. We follow Airbnb's enhanced cleaning protocol, which was developed with expert guidance. Here are a few highlights: *We sanitize high-touch surfaces, down to the doorknob. *We use cleaners and disinfectanst approved by global health agencies, and We wear protective gear to help prevent cross-contamination. *We clean each room using extensive cleaning checklist.

Condo in Kissimmee

4.85 out of 5 average rating, 111 reviews

Beautiful Windsor Palms Condo near Disney!

The Windsor Palm Condo is located in a very suitable area. This beautiful gated resort is just minutes away from Disney (4 mi), Walmart ( 2 mi ), gas stations (2 mi), shopping centers (2 mi) and restaurants (2 mi). The gated community is great for family and children. The resort has heated hot tubs, pools, and a kiddie splash park. Guests are also able to enjoy the poolside bar with food, gym, movie theater, Wifi, and a convenience shop!

Condo in Kissimmee

4.79 out of 5 average rating, 200 reviews

Condo near Disney Orlando 3 Bdr

Condo in Villas of Somerset. In Kissimmee, FL close to Disney World Resorts in Orlando, FL. Close to Universal Studios and Sea World. Lots of Shopping, Dining, Siteseeing. Recently updated living room, bathroom, bedroom, flooring and paint. Updated Window Blinds throughout Condo. New Twin bed Mattresses. 3Bdr, 2 Bath 1st floor Condo with Parking. Pool onsite and Hottub. No parties. No more than 6 guests total.

Rental unit in Orlando

4.76 out of 5 average rating, 148 reviews

*Magic and Lovely* best Resort location in Orlando

Welcome to the magic and lovely apartment located at the best resort community of Vista Cay, in Orlando. You can enjoy the resort style with no extra fee. The apartment is located at the first floor, the best access to everything, centrally-located place. Close to the major parks, outlets, restaurants, entertainment, International Drive and much more. The best location to stay in Orlando.

Condo in Kissimmee

4.89 out of 5 average rating, 109 reviews

D-Gated Resort-5 miles to Disney-2 FREE Water Park

Is this home booked? We have more! Click on the circular profile image, then scroll down till you see James's Listings. Gated/24 hour security. Resort living with 2 main clubhouses and a few other extra quieter pools, playground and a soccer field. 10 min to Disney 15 min to Universal 10 min to the Convention Center Within a 5 min drive: Publix Grocery Walmart Target 10-15 restaurants

Townhouse in Kissimmee

4.78 out of 5 average rating, 136 reviews

Resort Stay, Heated Pool, Water Slides and Hot Tub

Our lovely vacation home in the quiet community of Regal Oaks, is close to the theme parks and everything that Orlando has to offer for famiies with kids. Come relax at your own private spa after a long day at the parks, or enjoy the resort amenities, two water slides, two pools, a gym, and a tennis court; this is resort living with all the comforts of home.

Vacation rentals for every style

Get the amount of space that is right for you

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Hotels

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Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Winter Haven kid-friendly rentals

Free parking on premises

Air conditioning

Kid-friendly house rentals

Home in Lakeland

4.99 out of 5 average rating, 70 reviews

Sleep and play near downtown

Home in Kissimmee

4.94 out of 5 average rating, 264 reviews

Cozy renovated older home near Disney

Home in Kissimmee

4.83 out of 5 average rating, 36 reviews

Sunny Disney Villa: Resort with Pool, Gym, Arcade

Home in Davenport

4.89 out of 5 average rating, 141 reviews

Private Haven: Free Pool Heat & BBQ/5Bedroom/4.5Ba

Home in Winter Haven

4.9 out of 5 average rating, 275 reviews

The Old Haven - An Enduring Piece of Nostalgia

Home in Kissimmee

4.91 out of 5 average rating, 147 reviews

Akare Vacation Rental

Home in Kissimmee

4.88 out of 5 average rating, 243 reviews

Amazing House near Disney!

Home in Kissimmee

4.85 out of 5 average rating, 85 reviews

30% Off! Hotel Style comfortable Beds

Kid-friendly apartment rentals

Rental unit in Florida Center

4.9 out of 5 average rating, 144 reviews

18 - Near Universal and International Dr

Rental unit in Kissimmee

4.86 out of 5 average rating, 106 reviews

3-103 Heated Pool Free Wi-Fi Free Resort Amenities

Rental unit in Kissimmee

4.73 out of 5 average rating, 177 reviews

King Bed First Floor Family Condo Disney Universal

Rental unit in Kissimmee

4.96 out of 5 average rating, 159 reviews

Lovely one bedroom apartment.

Rental unit in Clermont

4.82 out of 5 average rating, 247 reviews

Charming Lakefront Apt. Near Disney

Rental unit in Kissimmee

4.74 out of 5 average rating, 162 reviews

Celebration Suites - 2 Miles from Disney - For 6

Rental unit in Lakeland

4.91 out of 5 average rating, 236 reviews

Downtown Lakeland - 2 bed/1bath Luxury Apartment

Rental unit in Winter Haven

4.92 out of 5 average rating, 126 reviews

Quint & Cozy, Confidently Clean Apartment

Kid-friendly condo rentals

Condo in Kissimmee

4.96 out of 5 average rating, 106 reviews

🏖 Resort Condo | 🎢 2mi -> Disney | 💦 Waterpark Fun

Condo in Kissimmee

4.93 out of 5 average rating, 99 reviews

Near Disney/Universal Lovely 2bedroom/2bath Condo

Condo in Kissimmee

4.93 out of 5 average rating, 110 reviews

Disney Lux Resort - 2BR w/ Pool, Hot Tub & Lanai

Condo in Kissimmee

4.92 out of 5 average rating, 106 reviews

Cozy single story condo near Disney

Condo in Kissimmee

4.82 out of 5 average rating, 114 reviews

Lovely 3BR 2BA condo, great amenities and location

Condo in Kissimmee

4.89 out of 5 average rating, 190 reviews

Marvelous apartment near Disney first floor

Condo in Kissimmee

4.85 out of 5 average rating, 156 reviews

One in a Minion condo your kids will love +450Mbps

Condo in Kissimmee

4.92 out of 5 average rating, 222 reviews

DisneyWorld - 10min!Perfect 3brm Family Condo

Quick stats about vacation rentals that are kid-friendly in Winter Haven

Total rentals
100 properties
Nightly prices starting at
G$8,349 GYD before taxes and fees
Total number of reviews
5.9K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
30 properties have a pool

Destinations to explore