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Family-friendly vacation rentals in Pine Hills

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Pine Hills

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

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Top guest favorite

A cozy sleeping area features a spacious bed with a light-patterned coverlet. Adjustable reading lamps are positioned on either side. A simple desk with a chair and a small bookshelf are present, complemented by a light decorative wall piece. Natural light enters through a window with blinds.

Guest suite in College Park

4.98 out of 5 average rating, 408 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

A cozy bedroom showcases a queen bed with an orange floral duvet cover and matching pillows. Three pieces of wall art in soft hues are displayed above the headboard. A door leading to the private entrance is visible, providing easy access.

Apartment in College Park

4.93 out of 5 average rating, 228 reviews

College Park/Winter Pk 1 bed/bath private entrance

255 sq ft apartment - queen bed, workspace, kitchenette, large bathroom, private yard area & entrance. This gem is clean & quiet w/ complete blackout in bedroom. Bathroom has tons of natural light & 3 shower heads. There’s TV w/Roku, microwave, fridge & Keurig. Comfy, peaceful at I-4 Par exit # 44. No cleaning fee $20 pet fee. Universal 11 mi Kia Center 3 mi Airports (MCO) (SFB) 23 mi Orlando City Soccer 4.6 AdventHealth Orlando 0.6 mi Orlando Health, Arnold/Winnie Palmer 3.8 Rollins College 2 m

A serene pool area is surrounded by lush tropical greenery, including palm trees and bamboo. A spa is integrated into the pool with a stone wall feature. Chaises with striped cushions are positioned beside the water, and a spacious patio includes various stone pavers.

Guesthouse in Orlando

4.97 out of 5 average rating, 106 reviews

1926 Spanish Carriage House Lower

Enjoy a shared but private compound resort in the heart of downtown Orlando! Centrally located and within walking distance to major events at the Kia Center, Dr. Phillips Performing Arts Center, restaurants, and downtown nightlife. Park on site, relax and enjoy all that this historic home has to share! Besides a fresh and clean private lodging, you'll enjoy use of the tropical pool, hot tub, gas grill, covered seating and dining area. A washer and dryer are just steps away for your use.

The front porch features two wicker chairs with bright orange cushions, inviting relaxation. Potted plants and hanging baskets add greenery, while a gentle overhang provides shade. A pathway leads to the entrance and a nearby guest house, framed by well-maintained shrubs.

Guesthouse in Orlando

4.97 out of 5 average rating, 343 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!

Top guest favorite

A white door with a glass panel leads into the studio, framed by a decorative welcome mat on stone pavers. Lush green plants are positioned beside the door, adding a natural touch to the entrance. Soft shadows from nearby foliage create a calming atmosphere.

Guest suite in College Park

4.97 out of 5 average rating, 213 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

A cozy space is illuminated by warm lighting and twinkling string lights. A comfortable bed with decorative pillows is framed by wooden accents. A small seating area features a television and has a view of the garden area with fire pit chairs, creating a relaxing outdoor ambiance.

Tiny home in Spring Lake

4.97 out of 5 average rating, 774 reviews

The Little Treehouse 2 at Country Club of Orlando

With rustic urban charm, The Little Treehouse "2" is a perfect relaxation spot for your stay in the City Beautiful. This completely renovated 1926 carriage house downstairs unit is a 260 sq. ft. blend of cosmopolitan comfort and enchantment. Located 5 minutes from Downtown, Amway Arena, Camping World Stadium, 15 minutes to Universal Studios, 25 minutes to Disney and an hours drive to Florida's beautiful beaches! *Search "Little Tree House Orlando" in your browser for more info.

A spacious suite is displayed with light blue walls and a full bed featuring striped bedding. A smart TV is mounted on the wall, while a small kitchenette with a refrigerator and a dining area is visible. Natural light enters through a window shaded with blinds.

Guesthouse in Orlando

4.93 out of 5 average rating, 239 reviews

"Modern Suite"

"Completly private cozy one-bedroom/bathroom suite with a romantic kitchen & dining area. Centrally located 20 minutes drive from Universal Studios. , 15 minutes to Downtown Orlando, 30 minutes to Disneyworld. Walking distance to Central Florida Fairgrounds, and Chinatown. Book your stay today!" INCLUDED - 1 Full Bed - 1 Full Bathroom - 1 Smart ROKU TV - Wi-Fi 60 Mbps - Kitchen - Refrigerator - Dining table & chairs - 1 Parking Space - AC/Heater -Temperature Range 70°F-79°F

A small bedroom features a spacious bed with a patterned white and navy coverlet. A window with light curtains allows natural light to enter. A wooden shelf with various items is visible next to a desk with a lamp. A closet door reflects the room's layout.

Guest suite in Orlando

4.73 out of 5 average rating, 828 reviews

Cozy & Private Studio close to the Attractions

Is a small space completely private attached to the side of the house with a separated entrance from the main area. Clean, quite and safe. The studio has a bedroom, a bathroom and there is also an area with microwave, mini fridge, toaster and coffee maker. Wi-fi is available. You’ll be located 17 minutes from Universal Studios and 25 minutes from Disney World driving. Feels free to contact us at any time, we would be happy to help you in any way possible. HABLAMOS ESPAÑOL

Top guest favorite

A treehouse is illuminated by warm string lights, nestled among large branches under a deep blue sky. The structure features large windows allowing views of the surrounding greenery, with a cozy seating area visible inside. A wooden walkway leads to the entrance.

Treehouse in St. Cloud

4.96 out of 5 average rating, 1,013 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.

Top guest favorite

A welcoming living area features a wall-mounted flat screen TV above a console table. Two patterned ottomans provide additional seating. A vibrant potted plant adds greenery, while framed artwork is displayed on the wall nearby. Light streams through the doorway leading to the bedroom.

Guest suite in College Park

4.95 out of 5 average rating, 184 reviews

Charming Getaway Near Downtown & Disney

Relax and enjoy a quiet & newly remodeled private guest suite centrally located near Downtown Orlando. Features a full kitchen, spacious living area & luxurious queen bed for a peaceful & enjoyable stay. Private 2nd story entrance and convenient self check-in. Perfectly located walking distance from restaurants, shopping, and parks in a safe and family-friendly neighborhood. Easy access to Downtown Orlando, Theme Parks, and Winter Park/Park Ave.

Top guest favorite

A bright bedroom features a spacious bed with a plush headboard and soft linens. Natural light enters through two windows, illuminating the room. A round mirror is mounted on the wall above a minimalistic desk with a chair, adding functionality to the cozy space.

Home in Orlando

4.95 out of 5 average rating, 125 reviews

Priv. Modern Cozy 1B/1Ba Suite in near DT Orl & WP

Private & Comfortable 1 bd/ba suite in a 2021 townhome with front view windows, queen size bed, walk-in shower& private entrance. Equipped w/ ceiling and portable fans, Roku smart TV, mini fridge/freezer, microwave, and Keurig. Located in a safe, quiet, walkable neighborhood. 5 minutes of College Park shops, 10 minutes from downtown Orlando, 25 minutes to Universal Studios, 30 minutes to Orlando International Airport, & 40 minutes to Disney.

A spacious sleeping area features a queen bed with a soft grey blanket. A television is mounted above a brick fireplace. Large windows allow natural light, offering views of the tropical backyard. A bistro table and chair set is positioned nearby.

Guest suite in Orlando

4.93 out of 5 average rating, 185 reviews

Private Guest unit W/Tropical Views!

A Queen sized bed awaits you as you enter the 100% 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 Downtown, 15 min. to Universal & 30 min. to Disney!

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Popular amenities for Pine Hills family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A dedicated workspace is featured with a blue desk positioned near two windows. A comfortable chair complements the desk, while a wooden bookshelf filled with books adds to the ambiance. Natural light brightens the room, enhancing its productive atmosphere.

Cottage in Orlando

4.94 out of 5 average rating, 181 reviews

Mills Cottage

Top guest favorite

A vibrant hallway is adorned with deep blue walls, featuring golden stars and a playful Mickey Mouse theme. A picture of Mickey Mouse in a wizard hat is displayed on the wall, complementing the themed decor. A stylish side table is positioned against the wall.

Villa in Four Corners

4.99 out of 5 average rating, 126 reviews

Mickey Fantasia Family Friendly w/accessibility

Top guest favorite

A spacious deck features a comfortable seating area with soft cushions and a low table, overlooking a serene lake and lush greenery. The blue sky is dotted with clouds, enhancing the peaceful setting surrounded by tall trees.

Yurt in Orlando

4.96 out of 5 average rating, 185 reviews

Lakefront at The Yurt House w/Jacuzzi

Top guest favorite

A heated pool surrounded by lush greenery features a stone ledge and a small waterfall. Hammocks are placed for relaxation. The screened patio allows for unobstructed views of the sunset, creating a tranquil setting. Warm lighting highlights the natural textures of the landscape.

Home in Orlando

4.97 out of 5 average rating, 125 reviews

Spacious Home with Pool & Hot Tub near Downtown

The living and dining area features a light-colored sofa adorned with red cushions, accompanied by a dark coffee table. A dining table with six chairs is visible, alongside a kitchen area with stainless steel appliances. Wall decorations include geometric art and a wall clock.

Townhouse in Kissimmee

4.89 out of 5 average rating, 170 reviews

☀️THE☀️SUNSHINE☀️HOUSE☀️(3BD/2BA/3SmartTVs)☀️

An outdoor space features a heated pool and a hot tub, surrounded by stone masonry. A custom bar, crafted from wood, is visible alongside tropical plants. Two built-in TVs are fitted above the bar area, enhancing the outdoor living experience.

Home in Orlando

4.91 out of 5 average rating, 141 reviews

Stunning Orlando Getaway w/Spa & Heated Pool

Top guest favorite

A quaint exterior view of a small house surrounded by lush greenery. The porch is framed by a railing and features a couple of chairs, while string lights add a charming touch. Colorful flowers bloom in the foreground, enhancing the serene atmosphere.

Guesthouse in Orlando

4.94 out of 5 average rating, 428 reviews

Garden House near Orlando's cultural hub

A functional kitchen area features dark blue cabinetry complemented by light countertops. An adjacent dining table with four high-backed chairs is positioned near a window. A wall-mounted television displays colorful imagery, while warm lighting enhances the inviting atmosphere.

Cottage in Kissimmee

4.94 out of 5 average rating, 109 reviews

Tropical Cottage

Family- and pet-friendly home rentals

A welcoming entrance is framed by a vibrant green leaf panel, with a cheerful sunflower decoration displaying the word 'WELCOME.' The surrounding area features a red fence and a light-colored door leading into the home.

Guest suite in Orlando

4.91 out of 5 average rating, 157 reviews

Grey House near Orlando Universal Parks

A spacious guest suite features a king-sized bed covered with neutral linens. A comfortable sofa is positioned nearby, and a working desk is visible against one wall. Large windows provide ample natural light, with a wall-mounted TV and air conditioning unit also present.

Guest suite in Orlando

4.83 out of 5 average rating, 156 reviews

Private guest suite - Studio Retreat

The tiny house is depicted at night, featuring a private entrance with a solid green door. A small wooden patio is illuminated, showcasing two chairs and a small table. Soft lighting highlights the entrance and a window above a flower arrangement.

Guesthouse in Orlando

4.93 out of 5 average rating, 101 reviews

Tiny House | Airport & Downtown Orlando 15 Min

The exterior of the two-story cottage is captured, showcasing a red and white color scheme with black shutters. Lush green landscaping and a well-maintained lawn surround the home, while a concrete driveway leads to a detached garage nearby. A white picket fence adds charm to the property.

Guesthouse in College Park

4.91 out of 5 average rating, 179 reviews

8th Green Cottage - A relaxing oasis in the city

Top guest favorite

A charming guesthouse is nestled among lush tropical vegetation, surrounded by diverse greenery and tall trees. Sunlight filters through the leaves, casting dappled light on the exterior and patio area, creating a serene and inviting atmosphere.

Guesthouse in Windermere

4.94 out of 5 average rating, 272 reviews

Paradise nook near Orlando's theme parks

Top guest favorite

A spacious bedroom features a large bed with white bedding and decorative pillows. Two soft bedside lamps illuminate the area, complemented by a cozy armchair and a decorative bench at the foot of the bed. Exposed brick wall accents the room.

Guesthouse in Orlando

4.98 out of 5 average rating, 111 reviews

The Cottage A Pet Friendly Guesthouse

A spacious living area features a light-colored sectional sofa adorned with decorative pillows. A glass coffee table sits atop a colorful area rug. A flat-screen television is positioned on a modern entertainment unit, with a clear view of the kitchen area and natural light entering from nearby windows.

Apartment in Winter Park

4.89 out of 5 average rating, 117 reviews

Apt G - Poolside in the Heart of Winter Park

Top guest favorite

A comfortable living area features a dark leather sofa, a wooden coffee table, and a dining table with chairs. Bright light filters in from the outdoor patio, revealing lush greenery and a seating area beyond the sliding glass doors adorned with a vibrant red umbrella.

Guesthouse in College Park

4.97 out of 5 average rating, 448 reviews

The Coach House - 2 bedroom/3 bath Orlando Getaway

Family-friendly home rentals with a pool

A serene pool area is surrounded by a well-maintained patio with paver stones. Lush greenery and tall palm trees are visible in the background, creating a peaceful atmosphere. A staircase leads to an upper level, enhancing the outdoor space's layout.

Guest suite in Thornton Park

4.97 out of 5 average rating, 230 reviews

Orlando Oasis in the heart of Thornton Park

A vibrant flower pot sits on a patio table, showcasing colorful blooms. The background features a blue swimming pool surrounded by lush palm trees and greenery. Sunlight brightens the outdoor space, inviting relaxation by the water.

Guest suite in Orlando

4.94 out of 5 average rating, 220 reviews

Flor de María beautiful and relaxing GUEST ROOM ☘️☘️

A spacious living area is complemented by a modern kitchen featuring white cabinetry and stainless-steel appliances. A dark sectional sofa with decorative pillows faces the kitchen island, which is paired with two sleek bar stools. Large windows allows ample natural light.

Apartment in Orlando

4.93 out of 5 average rating, 102 reviews

DT Orlando High-Rise Sunset View - Free Parking!

A spacious private pool is enclosed by a screened structure, featuring a basketball hoop at one end. The crystal-clear water is surrounded by a concrete deck, while colorful flags decorate the fencing, adding a friendly vibe to the outdoor space.

Home in Orlando

4.98 out of 5 average rating, 144 reviews

Private pool home near Downtown

Top guest favorite

Condo in Orlando

4.94 out of 5 average rating, 128 reviews

Super Mario's Sky Suite - Epic Universe 3 BD SUITE

Top guest favorite

A private outdoor area is presented, featuring a clear swimming pool with a jacuzzi and steps leading up to a spacious deck. Vibrant greenery surrounds the space, and a rainbow flag adds a welcoming touch. Large windows reflect natural light, creating an inviting ambiance.

Guest suite in Orlando

5 out of 5 average rating, 462 reviews

LAKEFRONT STUDIO APARTMENT (private entrance)

An open-concept living area features a modern kitchen with a central island and stainless steel appliances. A comfortable sectional sofa is paired with wooden armchairs, and a round coffee table sits in the center. Large windows bring natural light into the space, enhancing the clean, neutral decor.

4.84 out of 5 average rating, 129 reviews

2-bedroom home with pool near Kings Landings!

Top guest favorite

A spacious living room is featured with light-colored tile flooring. A large flat-screen television is mounted on the wall above a dark media console. One side includes a sleek sofa and a foldable futon, while a round coffee table is situated in the center.

Guest suite in Altamonte Springs

4.96 out of 5 average rating, 180 reviews

Comfortable Guest Suite-Stylish Altamonte Springs!

Quick stats about vacation rentals that are family-friendly in Pine Hills

Total rentals
70 properties
Nightly prices starting at
R352 ZAR before taxes and fees
Total number of reviews
2.2K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
40 properties have a dedicated workspace

Destinations to explore