Kid-friendly vacation rentals in Winter Park

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Top-rated kid-friendly rentals in Winter Park

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

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Superhost

Tiny home in Orlando

4.84 out of 5 average rating, 305 reviews

The Blue Heron 6 Month Lakefront Tiny House Rental

The Blue Heron was the 8th tiny home to join our community in Orlando, Florida in 2018. You'll find this inviting accommodation steps from Lake Fairview and it can accommodate up to 4 guests. There is a queen-size bed in the lofted bedroom, in addition to a sofa bed in the living room area. A fully equipped kitchen and modern bathroom will keep you feeling at home, but you’ll likely want to spend the majority of your stay on the wide, wooden deck relaxing and enjoying the scenery. During your stay, take advantage of Florida lake life! We encourage all guests to take advantage our FREE kayaks and paddle board rentals as well as our yard games, hammocks, fire pit, propane grill, volleyball, cornhole and fishing gear upon request. Turn your tiny home experience into big fun on the lake! **This tiny house is not pet friendly**

Guest favorite

Guest suite in Orlando

4.92 out of 5 average rating, 171 reviews

Private guest unit W/Tropical Views! (Not shared)

A Queen sized bed awaits you as you enter the private unit overlooking a tropic themed backyard! Included is a full washer/dryer, bathroom w/ bidet, brick fireplace, Wi-Fi, TV, microwave, coffee maker & mini fridge. Just steps from your covered parking is a private front door which faces the street (no walking to the back/side yard).The property is within 10 min. of Inter&Co & Camping world Stadiums, Kia Center, Downtown, Central Florida Fairgrounds & 15 min. to Universal & 30 min. to Disney!

Top guest favorite

Guest suite in College Park

4.95 out of 5 average rating, 154 reviews

Beachy Guest Suite in College Park

The beachy bungalow welcomes you to Florida. It's blue exterior will let you know you're in the right place. Your beachy suite is in the back of our home, it's old so the walls can be thin. This space has all you'll need for a weekend getaway including a mini fridge and microwave. It has the conveniences found in hotels with all the character of staying in a 1920s Floridian bungalow. There is a desk and chair for working remotely, a sofa for lounging, a king size bed, and a screen enclosed patio

Top guest favorite

Bungalow in Maitland

4.88 out of 5 average rating, 561 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

Apartment in Winter Park

4.9 out of 5 average rating, 143 reviews

The Lake House

Welcome to the mid-century Lake House. 370 square feet apartment with a private entrance and original terrazzo floors. Located on a quiet residential street on a small lake, and located within a 5-minute drive to anything you may need! Starbucks and Panera are within walking distance, and dozens of other places to eat. Publix, Walgreens, and Sprouts are just around the corner. A short 10 minute drive to the famous Park Ave, in Downtown Winter Park with shopping and gourmet restaurants.

Guest favorite

Bungalow in College Park

4.97 out of 5 average rating, 317 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

Top guest favorite

Guest suite in College Park

4.96 out of 5 average rating, 189 reviews

New Mid Century-Modern Studio

Enjoy your stay in this beautifully decorated studio with all the conveniences of home. The bed is Queen. We are located in College Park of Orlando. On Edgewater Drive there are restaurants, bars, and boutique shops. Close to downtown , 30 min. from all the attractions, and 5 min. from one of the city’s largest hospitals, 23 miles from ORMC airport. Walking distance from the historic Dubsdread Golf Club and restaurant. Pet fee required. Please make sure to add the pet to the reservation.

Top guest favorite

Guesthouse in Orlando

4.99 out of 5 average rating, 122 reviews

Baldwin Park Guest House

Welcome to Beautiful Baldwin Park, This Brand New Private sanctuary with modern day decorations, amenities and large screen television is the perfect place for a couple or single to experience the beautiful Orlando area. Conveniently located near the Orlando International Airport, Winter Park and downtown area Enjoy your morning coffee on the private patio . This entire property is very clean and well maintained, we look forward to being your host for your next central Florida visit

Top guest favorite

Bungalow in College Park

4.98 out of 5 average rating, 104 reviews

Cozy Cottage in College Park.

Whether you're coming to Orlando for adventure at one of the many theme parks, or a little R&R, the Cozy Cottage is the perfect place. It's charming, quiet and nestled in our back garden in College Park, located in The city of Orlando. Winter Park, Rollins college, lou gardens, Orlando Science Center, Advent Heath, Orlando health, Dr. Phillips center, Ivanhoe, lake eola, camping world stadium and the Kia center, are all in the immediate area. UCF, Full Sail and Florida Central too.

Guest favorite

Guesthouse in Orlando

4.75 out of 5 average rating, 488 reviews

Private Cozy Cottage in heart of Orlando

Come stay at our Cozy quaint suite located in the historic downtown Lake Davis neighborhood with a 5 minute walk to a quiet neighborhood market, 1 mile walk to downtown Orlando with entertainment and the Downtown Farmers Market. Less than 30 minutes to the worlds greatest attractions Disney, Universal Studios, Sea World etc. The beach is a 1 hour drive. One car parking. The room is connected to a family home you’re able to hear guest next door. Not for parties . Please NO pets.

Guest favorite

Apartment in Winter Park

4.91 out of 5 average rating, 141 reviews

Apt F -Modern Elegance in the Heart of Winter Park

Great Location! If you haven't explored Winter Park's Park Avenue, then you must! Three blocks to Park Ave and two blocks to the Winter Park Village! Cozy and modern space. Pool, outdoor grill and bikes for your enjoyment. Enjoy the convenience and tranquility of one of Florida's greatest walking communities while residing in style and sophistication. The pool and grill stations are shared. Fast internet speed: 139MBPS download and 21.5 MBPS upload!

Top guest favorite

Guest suite in Eatonville

4.98 out of 5 average rating, 163 reviews

Private entrance/bathroom 10 min from DT Orlando

Welcome to your home away from home! Our cozy room with a attached bathroom is the perfect retreat for your visit to Orlando. Located just 10min from downtown Orlando, 30min from MCO and Disney, and 20 min from Universal, you'll have the best of both worlds - convenience and comfort. Whether you're here for business or pleasure, our room is the perfect place to call your temporary home. Book your stay with us today and experience the best of our city.