Kid-friendly vacation rentals in Winter Park

Find and book unique kid-friendly rentals on Airbnb

Top-rated kid-friendly rentals in Winter Park

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

0 of 0 items showing

1 of 3 pages

Guest favorite

Guest suite in Audubon Park

4.94 out of 5 average rating, 156 reviews

Cute 1/1 - Amazing Location Close To Everything!

Private entrance to a quiet one-bedroom guest suite located in the heart of award winning Audubon Park - one of Orlando's most beloved districts! Walk to an abundance of trendy restaurants, coffee shops, a brewery, yoga studio, the popular East End market and a botanical oasis, Leu Gardens. ~7 min drive/Uber to downtown Orlando, Winter Park, Baldwin Park, the Milk District, Ivanhoe Village, Full Sail and Rollins. Less than 30 minutes to Disney, Universal and Orlando International Airport!

Guest favorite

Guest suite in College Park

4.98 out of 5 average rating, 347 reviews

A SUITE RETREAT with a Garden View in the City

A lovely remodeled in-law suite in a 1920s Mission Styled home in College Park suited for 2 people with a separate entrance, private bath & a little kitchenette.The Suite looks out into a garden to offer a relaxing view. Even though you are in the Downtown area, the suite was designed to offer solitude. We are walking distance to many restaurants & only an easy 5 minute drive to downtown Orlando. I am looking forward to hosting any and all who would like to visit. All are welcome. #STR-1009437

Guest favorite

Tiny home in Baldwin Park

4.95 out of 5 average rating, 208 reviews

Lakefront+Great Reviews+Kayaks+Expresso Coffee

Free to use: - Romantic & Birthday Packages - Propane grill included! - 2 bikes to take into town - 2 kayaks for use on our private lake - 2 paddle boards for use on our private lake Nestled lake front, you have the best view on the property; open your vintage double french doors to view the sunset from your king bed or sunrise over lake and view any of our 51 species of birds. Enjoy a meal cooked on your private gas grill. Spices and grill tools included! Lakefront and Private yard space.

Guest favorite

Rental unit in College Park

4.92 out of 5 average rating, 106 reviews

College Park/Winter Park separate 1 bed/bath 32804

255 sq ft- 1 bedroom w/ queen bed, office space, kitchenette, large bathroom, private entrance in your own yard area. This gem is super clean, the unit is quiet w/ complete blackout in bedroom, bathroom has tons of natural light & 3 shower heads, microwave, fridge & Keurig. Comfy, near I-4 exit 44 Par St. Kia Center 3 mi Airports (MCO) (SFB) 23 mi Orlando Ballet School 1.5 mi AdventHealth Orlando 0.6 mi AdventHealth Winter Park 3.4 Orlando Health & Arnold /Winnie Palmer 3.8 Rollins College 2 mi

Guest favorite

Bungalow in Maitland

4.87 out of 5 average rating, 527 reviews

Maitland-Orlando Area, FL. Pool House Bungalow

Large open space adjacent to a beautiful pool, waterfall, and fantastic lake view. 27 miles to Disney World, close to Park Avenue, local hospitals, Universities, and less than an hour to local beaches. Only 18 miles to MCO-Orlando International Airport. Great shopping within 3 miles. Location is secluded with large trees, lakeside, and adjacent to the commuter train track. The train runs by on regular basis. Please note in the pictures the pool creates the ambiance to make your stay complete.

Guest favorite

Guesthouse in College Park

4.94 out of 5 average rating, 108 reviews

Beautiful 1 Bed/1 Bath in College Park Orlando

College Park is a great residential neighborhood of Orlando close to all the action, but also far enough away if you are looking for peace and quiet. There are several bars, breweries, and restaurants within minutes by car and you can also Uber downtown within 5-10 minutes. The Advent Health Hospital is within walking distance just 3 blocks away. Everything from Disney and Theme Parks to nightlife and nature are about a 30 minute drive away. If you need any help deciding what to do, just ask.

Guest favorite

Tiny home in College Park

4.96 out of 5 average rating, 666 reviews

Quiet Shed in Downtown

Nestled behind my 1920s bungalow in one of Orlando’s best neighborhoods, The Shed is a local experience and retreat. Located in the city center, just a 5 min Uber to Amway, Soccer Stadium, and walking distance to the Sun Rail and hospital, you’ll love The Shed, because of its chill vibe and privacy. Perfect for couples, traveling professionals, and those new to Airbnb. Note: I rent my main house so you may see those guests in the backyard. No smoking/vaping allowed. Early check-in @ $20/hr

Guest favorite

Guesthouse in Orlando

4.97 out of 5 average rating, 306 reviews

Oasis Garden Cottage -cozy, chic, near everything!

Our cozy cottage is located within minutes of some of the best areas, restaurants, bars, and attractions Orlando has to offer. Winter Park and College Park are 3-5 minute drives, Disney and Universal only 20 minutes, etc. The interior is chic and inviting, with a homey feel. Enjoy the fireplace, play some board games, soak in bath salts in the claw foot tub, curl up on the porch with a coffee and read one of our provided books— it’s so peaceful you’ll have a hard time leaving for the day!

Guest favorite

Guesthouse in College Park

4.91 out of 5 average rating, 163 reviews

8th Green Cottage - A relaxing oasis in the city

The 8th Green Cottage is a relaxing oasis in the heart of Orlando. Located 5 minutes from downtown. Sitting on the historic 1924 Dubsdread golf course. Enjoy the great views, pleasant and quiet neighborhood all with easy access to everything Orlando has to offer. Location is key when traveling and the 8th Green Cottage delivers! Disney, Universal, and Sea World all within a straight shot down I4. Free play Arcade with 3500 games included in spare bedroom Pets are welcome and stay Free.

Guest favorite

Bungalow in College Park

4.98 out of 5 average rating, 278 reviews

Cozy 2/2 Home - Downtown Winterpark/Orlando

You will be close to everything when you stay at this centrally-located bungalow. Located right off I-4, 5 minutes from Advent Health Hospital, you will be 5 minutes from Downtown Orlando an, 10 min from Downtown Winter Park, 15 min from Universal Studios, and 25 min from Disney! Dubsdread golf course within walking distance! Large 70 inch 4K tv with surround sound, large sofa to enjoy watching your favorite movies, 2 rooms with queen beds, and 2 bathrooms equipped with bluetooth music

Guest favorite

Home in Winter Park

4.94 out of 5 average rating, 138 reviews

Modern, Quiet & Cozy - Entire house 2/2

Embrace Tranquil Living in Winter Park, Florida. Located in a quiet neighborhood NE of downtown this recently renovated house is modern, clean, and cozy. Short drive to other great attractions in Orlando. Its central location is minutes away from Park Ave, the University of Central Florida, Rollins College, Full Sail University, Downtown Orlando, MCO Airport, Amway Center, Dr. Phillips, Science Center, Orlando City Stadium, and much more! You need to be at least 18 years old to book.

Guest favorite

Guesthouse in College Park

4.97 out of 5 average rating, 119 reviews

New Mid Century-Modern Studio

Enjoy your stay in this beautifully decorated studio with all the conveniences of home. We are located in College Park of Orlando. The main road here is Edgwater Drive which offers restaurants, bars, and boutique shops. This location is 15 min. from downtown, 30 min. from all the attractions, and 5 min. from one of the city’s largest hospitals in central Florida. Also, you are within walking distance from the historic Dubsdread Golf Club and restaurant. Perfect home away from home.