Family-friendly vacation rentals in Pine Castle

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Pine Castle

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

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Guest favorite

Home in Orlando

4.88 out of 5 average rating, 203 reviews

Orlando Cottage - Close to Downtown, Parks, MCO!

This charming 1920's cottage is the perfect retreat for either a brief stay visiting all that Orlando has to offer, or could be a quiet escape to stay for a few months working remotely. The home has one king size and one queen size bed, a separate office if you are needing to work out of the home. It's a private space but on a larger piece of property that also has two other homes and shares access to a beautiful lake - which our guests are welcome to use! Inquire for different terms available.

Guest favorite

Home in Kissimmee

4.86 out of 5 average rating, 226 reviews

3 bedroom Villa in Kissimmee

The villa is in a residential area within a 5-min drive to local amenities including, a pharmacy, 3 supermarkets and 2 gas stations. The property is between 15 - 40 mins drive from Disney, Epic Universe, SeaWorld, Gatorland & Universal Studios. Orlando International Airport is only about 17 mins drive away. Osceola Heritage Park, the home of the world’s largest collector car auction is only 4 mins drive from the villa. The Florida Turnpike that runs through Miami is 6 mins from the property.

Guest favorite

Home in Orlando

4.83 out of 5 average rating, 139 reviews

The Prince House w/Free Parking (Central Location)

We are Back! This location is within 8 minute driving distance from Universal Studios, Universal City Walk, Volcano Bay, Islands of Adventure, Camping World Stadium, Downtown Orlando, I-Drive, and Prime Outlets. A great central location to all theme parks including Sea World & Disney. Awesome place for 2 to 4 people & also cozy enough for a few days stay. Less than a mile from convenient stores and grocery stores. Less than 2 miles from the Millenia Mall along with a lot of restaurants near by.

Superhost

Home in Orlando

4.8 out of 5 average rating, 127 reviews

Private Home w/ Pool/3 Bd 2 Bath/Close to Disney

The private home is in the Wellington sub-division in Southchase, Orlando, close to the intersection of SR417 (Greeneway)/Orange Blossom Trail and the Florida Turnpike. It is therefore only minutes to the Walt Disney World, Universal Studios and Sea World theme parks plus some of the world’s best golf courses. There are supermarkets and dining (both formal and informal) nearby. We have a Super Target and a Costco within 2 mile radius. Everything you could possibly need really is close at hand.

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

Home in Orlando

4.84 out of 5 average rating, 197 reviews

Waterside Pet Friendly Lakefront

Waterside Estates is a family friendly and safe community. Close to supermarkets, restaurants, entertainment and minutes away from major highways like 417 and 528, just a 15 minute drive from the Orlando International Airport and 45 minutes from the Space Coast!! Disney and Universal are 20-25 mins away. Home is fully equipped with a stocked kitchen to cook. WIFI throughout. Easy Check in and Check out. Property in compliance with Ord. No. 2018-3. NO Garage access. No post surgery guest.

Superhost

Farm stay in Oviedo

4.9 out of 5 average rating, 105 reviews

The Guest House in Oviedo countryside

If you love farm life, The Guest House is the place for you! We invite you to stay in the 600 sq ft apartment, one bedroom & one full bath. Our cozy country getaway is clean, fully furnished & situated on a 5-acre working equine therapy ranch. During your stay, you'll hear all the neighs, moos, bleats and clucks your heart desires! Come see a real farm in action from the comfort of a relaxing space, or while dining al fresco as you enjoy watching the horses go in and out of pasture.

Guest favorite

Guest suite in Orlando

4.95 out of 5 average rating, 165 reviews

Upscale Urban Chic Apartment

This warm “Carriage House Apartment” offers a cozy relaxed studio suite, it's 500 sq ft in a premiere established neighborhood. Built in 1938, updated for modern fine living with charm. Enjoy scenic views, romantic evening strolls through tree lined streets to nearby parks and lakes. Ample on street parking. Walking distance to shopping, bars, fine dining, the Orlando Regional Medical Center and near major attractions. Live a local’s life in the heart of Orlando, Florida.

Guest favorite

Treehouse in Saint Cloud

4.96 out of 5 average rating, 887 reviews

TreeHouse in the Cloud, (Close toTheme Parks

The treehouse is a private getaway for a couple that want to experience the magic. Check out video tours on U-Tube. Type in Treehouse in the Cloud. There have been several movie and other photo shoots done on property. Please text request and details, and we can negotiate fees. Our other AirBnB is just next door; Country gem horses close to Theme parks [link] Which is 1,000 sq ft and sleeps six.

Guest favorite

Guesthouse in Windermere

4.94 out of 5 average rating, 251 reviews

Paradise nook near Orlando's theme parks

A quick escape to an amazing stay. Immersed in green tropical vegetation, our unique tiny Guesthouse is where we usually host our visiting family and friends from out of town. It is also open to Airbnb guests who are visiting Greater Orlando! Perfect location to escape from the hustle and bustle of a big city, yet close to everything. Take advantage of its availability and join the great experience our guests are always talking about.

Superhost

Condo in Orlando

4.78 out of 5 average rating, 240 reviews

Gated Condo minutes to Parks 2/2 with amenities

Remodeled apartment in a wonderful gated community with access to all amenities. The location is within minutes from Disney, Universal, SeaWorld, International Drive, Millennia Mall and Downtown Orlando. Message us to inquire about our early arrival and late departure options! In case this apartment is not available for your requested dates , please check the other properties on our profile. Looking forward to host you!

Guest favorite

Cottage in Kissimmee

4.95 out of 5 average rating, 438 reviews

Entire cottage for 5, close to Disney, Universal!

Great cottage for 5, come stay! One bedroom with a adjustable com-fee queen bed, and a 19" flat screen TV. Loft 1 queen, 1 twin, don't bump your head. Located only minutes from Disney and Universal. Heated pool! Our place is completely updated, new furniture , appliances etc. we also have on property three other cottages Bitty Bungalow. Bitty Bliss, and the Bitty blossom. All are Smoke free, pet free.