Family-friendly holiday rentals in Pine Hills

Guest suite in Pine Hills

The studio features a spacious bed adorned with a light blue coverlet. A decorative towel swan is positioned on the bed. A small dining table with chairs is visible in the corner, while natural light filters through the window, enhancing the vibrant green walls.

4.95 out of 5 average rating, 239 reviews

Cozy Studio with Terrace

This newly renovated, modern, and clean, studio has been freshly designed with wonderful & bright colors and all-new furnishings. Everything is thoughtfully selected to create the perfect Airbnb stay. You'll stay 15 min from Downtown Orlando, 20 minutes from Universal Studios, and 30 minutes drive from Disneyworld. 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

Indoor spacesKitchenBackyard

A spacious outdoor area features a large pool with crystal-clear water, accompanied by a hot tub and a soothing water fountain. Surrounding the pool, a stone patio hosts multiple seating areas beneath a pergola, providing a serene setting for relaxation.

4.96 out of 5 average rating, 110 reviews

Unique Spacious Home w/ Pool near Downtown Orlando

Nestled on a quiet street, 15 mins from Downtown Orlando. This home has a massive pool, hot tub, water fountain, real outdoor and indoor fire place, outdoor patio area w/seating. The Kitchen is equipped with everything you need to make delicious meals, and there are two living areas to provide ample space for relaxation. There is also a designated office area to take work calls. ☀ College Park – 10 mins ☀ Downtown Orlando – 15 mins ☀ Universal Studios – 28 mins ☀ Walt Disney World – 34 mins

Indoor spacesKitchenAmenities

5.0 out of 5 average rating, 147 reviews

An exterior view of the guesthouse displays a quaint two-story structure with a black garage and a welcoming front porch. Surrounding greenery provides a natural setting, enhancing the privacy of the location. The two upper windows are adorned with large curtains.

Guesthouse in Ocoee

NEW 1BRM Guesthouse | King Bed | Central Florida

Nestled in a private and central location, this newly constructed space offers everything needed for a relaxing stay. The space is perfect for up to four guests, featuring a king size bed, full kitchen, and smart TVs in every room. Enjoy the convenience of high-speed Wi-Fi, a spacious shower, washer / dryer, and a private driveway. Located close to Downtown, Theme Parks, the Stadiums, I-Drive, Wekiva Springs, Shopping, Dining, and More! Everything needed for your short term or long term stay.

FamilyIndoor spacesLayout

A tranquil backyard features a sparkling pool surrounded by lush greenery and palm trees. Sunlight reflects off the water, creating a serene atmosphere. A covered seating area adds to the comfort, enhancing the outdoor space that overlooks a picturesque view of Lake Gandy.

4.88 out of 5 average rating, 109 reviews

Recharging Lakeview Oasis w/Pool centrally located

Fall in love w/ our peaceful home w/ incredible backyard & pool overlooking Lake Gandy! Experience the tranquility of this safe, residential area. New furnishings for your comfort, cozy living room w/ an 85" Smart TV, comfortable bedrooms, laundry room & fully-equipped kitchen for a nice meal. Have fun at our spacious backyard, great for entertainment, bbq's & fire pit s’mores nights! Enjoy delicious organic fruit in the yard! Only 25min away from amusement parks & MCO! Superb for long stays!

Indoor spacesFamilyView

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.

4.97 out of 5 average rating, 389 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!

Indoor spacesKitchenAccuracy

4.89 out of 5 average rating, 106 reviews

Key West Themed Lakefront Oasis with Sailboat

Please read the entire description before booking (including "policies and rules"). This is the lower half of a large lakehouse. Enjoy a resort-like experience with a private pool, heated spa, and stunning sunsets. With a fun Key West theme, it comfortably sleeps your group and features a separate entrance for complete privacy. Enjoy an outdoor kitchen, fire pit, and even a sailboat for a unique stay. Perfect for families seeking a memorable getaway. Kayaks are included for you to explore.

Indoor spacesFamilyValue

Guest suite in College Park

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.

4.97 out of 5 average rating, 335 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, zip code 32804. 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 add the pet to the reservation.

FamilyKitchenSleep quality

4.95 out of 5 average rating, 190 reviews

A vibrant living area features a Super Mario-themed mural depicting iconic characters against a blue backdrop. Plush seating surrounds a coffee table styled with bright colors, while a playful rug showcases a character from the Mario universe, creating a fun and inviting atmosphere for relaxation and gaming.

Condo in Orlando

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

Welcome to your ultimate Nintendo getaway where every room is artfully and thoughtfully designed with a unique Super Mario theme. From custom decor to playful details, every corner is a tribute to the beloved world of Mario and friends. With classic Nintendo consoles at your fingertips, you’ll have everything you need to relive your favorite gaming memories in style. Unwind, play, and immerse yourself in the colorful world of Nintendo - TRUE SUPER MARIO ENTHUSIASTS ONLY :)

Indoor spacesKitchenAmenities

4.91 out of 5 average rating, 172 reviews

Tiny Home in Orlando, Florida

Stay at this wonderful gateway! Despite its petite size, this tiny home offers all the comforts of a larger dwelling, coupled with the tranquility of a secluded retreat. Whether you're seeking a peaceful weekend getaway or a long-term escape from the chaos of everyday life, this charming oasis in Orlando promises an unforgettable experience of rest and rejuvenation. This tiny home is 30Min away from Disney, 20min for Universal, and 15min away from Downtown!

Indoor spacesKitchenAccuracy

Tiny home in College Park

The exterior of a modern shipping container suite is displayed, featuring large windows that allow natural light to flood the interior. The surrounding landscape includes gravel and low-maintenance foliage, with a small deck leading to the entrance, emphasizing the blend of nature and contemporary design.

4.92 out of 5 average rating, 197 reviews

Luxury Shipping Container-HotTub- 30 min to Disney

Step into this unique experience: a shipping container transformed into a luxury 1 bedroom 1 bathroom suite. The space is perfect for couples, business travelers, tourists, and families. After a busy day in the parks or shopping, come back to a cozy outdoor paradise with lights strung up under a covered pergola. Lounge on the couch and enjoy a gas fireplace table, grill a meal on the Weber Spirit 2 gas grill, and soak your tired feet in the hot tub.

FamilyKitchenParking

4.97 out of 5 average rating, 118 reviews

A serene bedroom features a spacious bed dressed in crisp white linens, flanked by modern bedside lamps. A vibrant floral accent wall adds a pop of color, while light filters through plantation shutters, creating a calming atmosphere.

Home in College Park

1927 Bungalow · Walk to College Park Shops

A 1927 bungalow in College Park with its original character intact — plantation shutters, wood floors, a record player and a wall of albums worth digging through. A walk-everywhere address: Publix, Starbucks and the shops on Edgewater are two minutes away. Inside, a full kitchen with dishwasher, in-unit laundry, 1000 Mbps fiber and a real desk with ethernet — a week here works as easily as a weekend. Private patio and driveway parking for two.

Indoor spacesKitchenNearby

4.84 out of 5 average rating, 184 reviews

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

Private guest suite - Studio Retreat w Laundry!

Newly renovated guest suite with private patio located in a quiet neighborhood in central Orlando! A large room with a comfortable king-sized bed, a smart TV, sofa sleeper (full size bed - best for kids), washer and dryer, kitchen corner, working desk, a/c, refrigerator, double cast iron burner, WiFi, coffee maker, toaster and full bathroom. Hablamos Español

KitchenFamilySleep quality

Popular amenities for Pine Hills family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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.

4.92 out of 5 average rating, 178 reviews

Stunning Orlando Getaway w/Spa & Heated Pool

Indoor spacesKitchenParks

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.

4.98 out of 5 average rating, 150 reviews

1924 Spanish Carriage House Lower

KitchenFamilyRiver

4.96 out of 5 average rating, 116 reviews

A unique sleeping area features a round bed designed to resemble a giant clam shell. Vibrant murals depicting underwater scenes adorn the walls, complementing the ocean-themed decor. Soft curtains in shades of green flow down from the ceiling, adding color to the tranquil space.

Home in Davenport

Royal Retreat Disney Themed Pool Home, Arcade, Theater

Indoor spacesFamilyOutdoor spaces

4.91 out of 5 average rating, 114 reviews

Vivid Vintage I Stock Tank Pool + Golf & Arcade

Indoor spacesKitchenDecor

4.84 out of 5 average rating, 145 reviews

Condo in Orlando

VC9-203 - 3BR condo sleeps 10 at Vista Cay Resort

Indoor spacesFamilyParks

A bright living space features a comfortable sectional sofa adorned with decorative pillows, paired with a light-colored armchair. A wooden coffee table sits on a textured area rug, while a ceiling fan and pendant lighting add modern touches. The kitchen bar is equipped with high stools, enhancing the open layout.

4.99 out of 5 average rating, 112 reviews

Livingston Hideaway • Walk To Lake Eola • Hot Tub

KitchenIndoor spacesLong stay

4.94 out of 5 average rating, 115 reviews

A welcoming entrance of the Vista Cay resort features a central fountain surrounded by lush palm trees and well-maintained landscaping. The brick pathway leads towards the clubhouse, highlighting the resort's inviting atmosphere and access to amenities.

Apartment in Orlando

Your condo next to Universal epic universe

FamilyKitchenAccess

4.92 out of 5 average rating, 135 reviews

A cozy porch area features a rattan sofa adorned with patterned cushions, surrounded by lush greenery. Sunlight filters through hanging decorative strands, creating a serene and inviting ambiance, while a blue table displays a small basket of oranges.

Home in College Park

Porch | HotTub | Fantastic Location

KitchenFamilyAccuracy

Family- and pet-friendly home rentals

Superhost

A fenced backyard features a compact lawn area with a stone pathway leading to a tent-like gazebo. Two fire pits are positioned in designated spots, accompanied by four yellow chairs, creating a comfortable outdoor gathering space.

4.91 out of 5 average rating, 521 reviews

Pet OK, house with washer, dryer, AC and parking.

Indoor spacesKitchenLayout

Guesthouse in College Park

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.

4.91 out of 5 average rating, 198 reviews

8th Green Cottage - A relaxing oasis in the city

Indoor spacesKitchenSleep quality

Apartment in College Park

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.

4.92 out of 5 average rating, 373 reviews

College Park/Winter Pk 1 bed/bath private entrance

Indoor spacesFamilyParking

4.99 out of 5 average rating, 148 reviews

Home in Apopka

5 Springs Close Goats Chicken Free Eggs Memories

Indoor spacesFamilyGetting around

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.

4.96 out of 5 average rating, 184 reviews

Private pool home near Downtown

FamilyIndoor spacesOutdoor spaces

5.0 out of 5 average rating, 106 reviews

Home in Oak Ridge

Harmony | Heated Pool | 10 min Universal & Epic.

FamilyKitchenDecor

Guesthouse in College Park

4.96 out of 5 average rating, 478 reviews

The Coach House -2 bedroom/3 bath Orlando Getaway!

KitchenFamilyBathroom

4.93 out of 5 average rating, 244 reviews

Guest suite in Orlando

Studio • Private Entrance • Queen bed • Carport

KitchenFamilyOutdoor spaces

Family-friendly home rentals with a pool

4.96 out of 5 average rating, 220 reviews

The private pool is surrounded by lush greenery and features a gentle waterfall cascading into the water. Colorful plants line the edge, offering a tranquil environment for relaxation. The clear blue water is inviting and complements the serene outdoor setting.

Home in Ocoee

BBQ Grill | Wi-Fi | Pool Access | 20 Min Disney

Indoor spacesKitchenPool

4.95 out of 5 average rating, 149 reviews

The exterior of a three-bedroom home displays a welcoming entrance with a paved walkway leading to a covered porch. Lush greenery and flowering plants line the front yard, complemented by a white railing. The structure is topped with a metal roof and features large windows.

Farm stay in Apopka

Farmhouse near the Springs

KitchenIndoor spacesLayout

4.96 out of 5 average rating, 174 reviews

The exterior of the Cozy Cottage is designed with a welcoming green facade, featuring glass doors that open to a charming patio. A stone path leads to a small round table with chairs, complemented by a decorative fountain and lush greenery surrounding the area.

Bungalow in College Park

Cozy Cottage in College Park.

KitchenFamilyHospitality

The image showcases an inviting living space with neutral tones and natural light flowing in through large windows. A stylish chandelier hangs above a dining area filled with modern furniture. In the background, a screened pool area is visible, enhancing the outdoor experience.

4.97 out of 5 average rating, 419 reviews

Shadow Bay Luxe / Private Pool Near Universal

KitchenIndoor spacesWi-Fi

4.9 out of 5 average rating, 121 reviews

A cozy living area features a plush gray sofa adorned with festive throw pillows. A flat-screen TV is mounted on the wall, opposite a wooden media console, while a decorated Christmas tree stands in the corner, creating a cheerful atmosphere. Natural light fills the room from large windows.

Home in Oak Ridge

Disney Themed Home w/pool 7mins from Universal

KitchenIndoor spacesHospitality

A private heated pool is surrounded by a spacious stone patio, offering views of lush greenery and a serene lake. Tall palm trees provide shade, while nearby seating areas invite relaxation in this tranquil outdoor setting.

4.96 out of 5 average rating, 228 reviews

Cheerful 5-bedroom POOL Home, Next to Universal

KitchenIndoor spacesBathroom

4.89 out of 5 average rating, 108 reviews

A spacious outdoor area is highlighted by a shimmering blue pool surrounded by a stone patio. Lounge beds are placed nearby, and a covered patio area is visible, providing shade for relaxation. Lush greenery frames the setting, enhancing the inviting atmosphere.

Home in Doctor Phillips

Paradise pool home /5 Min Universal /13 min Disney

KitchenIndoor spacesLaundry

This spacious backyard features a uniquely-shaped pool surrounded by loungers and umbrellas, perfect for soaking up the sun. Lush greenery and palm trees provide a tropical retreat, while soft evening lighting adds to the serene atmosphere, making it an inviting spot for relaxation.