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

4.87 out of 5 average rating, 195 reviews

Charming Orlando Cottage - Close to Everything!

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.

May 21 – 28

G$37,348 GYD per night

Guest favorite

Home in Orlando

4.85 out of 5 average rating, 124 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.

Jul 29 – Aug 5

G$29,201 GYD per night

Guest favorite

Apartment in Orlando

4.95 out of 5 average rating, 619 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

Jul 13 – 20

G$20,802 GYD per night

Guest favorite

Tiny home in Kissimmee

4.95 out of 5 average rating, 365 reviews

Sunny Tiny House Cottage near all Attractions!!

Our Tiny House in Mill Creek RV Resort is minutes away from Disney, Universal, Sea World & most area attractions. Our cozy cottage has vaulted ceilings, one bedroom, loft bedroom (40” high), full kitchen, dining table/chairs, living room, free washer/dryer, and the perfect front porch. There is a private drive and free parking. The resort is peaceful with plenty of amenities! We have four tiny house cottages - please check us out on Facebook under Tiny Mouse Houses to find the Airbnb links.

Jul 20 – 27

G$20,596 GYD per night

Guest favorite

Guest suite in Orlando

4.95 out of 5 average rating, 158 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.

Jan 18 – 25

G$23,870 GYD per night

Superhost

Home in Orlando

4.8 out of 5 average rating, 106 reviews

Cozy Home, Minutes from Airport & Near Everything

This centrally located house is priced low and ideal for long-term bookings. This cozy 1 bedroom, 1 bathroom, ground floor house is centrally located within 3 to 20 miles of all major attractions in Orlando. It has a big backyard (not fenced) with a small concrete patio with 2 chairs/small table. There is free parking for up to 2-3 cars in front of your entrance. It is within walking distance from some restaurants, shops, etc but a car is highly recommended.

Nov 27 – Dec 4

G$20,120 GYD per night

Guest favorite

Treehouse in Saint Cloud

4.97 out of 5 average rating, 793 reviews

TreeHouse in the Cloud, (Close toTheme Parks

The treehouse is a private getaway for a couple that want to experience the magic. For a video tour type the following link into your browser: https://tinyurl.com/a72vevp5 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; meemaws-country -cottage which sleeps six.

Apr 3 – 10

G$35,009 GYD per night

Guest favorite

Guesthouse in Windermere

4.94 out of 5 average rating, 240 reviews

Small Guesthouse 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.

Jun 7 – 14

G$25,948 GYD per night

Guest favorite

Cottage in Kissimmee

4.96 out of 5 average rating, 421 reviews

Bright & Cozy Cottage Near Disney

My place located within 10 miles of: Disney World, Celebration, Universal, Water Parks, Old Town & Fun Spot USA's More than 70 Restaurants and Dining, Gifts Shop. My place is good for couples, solo adventurers, business travelers, and families (with kids). You’ll love my place because of In Our Cozy and Comfortable Sand Castle Cottage You'll discover that perfect Mix of High-Energy Fun and Laid Back Florida Lifestyle Right Here.

Apr 4 – 11

G$21,464 GYD per night

Guest favorite

Cottage in Kissimmee

4.94 out of 5 average rating, 404 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.

Sep 13 – 20

G$18,370 GYD per night

Guest favorite

Guest suite in Orlando

4.93 out of 5 average rating, 563 reviews

Charming Comfortable Cottage in College Park

Welcome to the 1942 Cottage. This quaint cottage boasts an outdoor table, screened front porch, living room , bathroom, and a comfortable oversized bedroom that has a microwave, refrigerator/ freezer, and Keurig coffee maker all for your private use. PLEASE note, I live in the actual back of the cottage, like a bnb. It’s an older home with a few quirks but it’s comfortable and clean.:)

Oct 21 – 28

G$20,437 GYD per night

Guest favorite

Guesthouse in Orlando

4.93 out of 5 average rating, 161 reviews

Private Backyard Cottage in Mills50

Airy one-bedroom garden cottage in Orlando's hippest historic neighborhood. Walk or bike to great restaurants, parks, and bars. Located 5 to 10 min to Downtown Orlando, Florida Hospital, and Winter Park; 20 to 30 min to Universal, Disney, and UCF. Recently upgraded with queen bed, stove, and access to brand-new washer/dryer. (City of Orlando Short-Term Rental registered.)

Aug 13 – 20

G$19,843 GYD per night