Family-friendly holiday rentals in Pine Castle

4.98 out of 5 average rating, 300 reviews

Tiny home in Orlando

Private Tiny Home Retreat “Your Peaceful Escape”

🌿 Welcome to La Casita, a peaceful and private retreat in a quiet Orlando neighborhood. Perfect for couples, families, or business travelers, this cozy getaway sleeps up to 4 guests and features a queen bedroom, loft with two twin beds, full kitchen, washer/dryer, private entrance, dedicated parking, and outdoor space. Relax with your morning coffee or unwind in the rocking chairs under the warm porch lights. 🌙 Enjoy peaceful evenings on the porch and the comfort of a true home away from home.

5.0 out of 5 average rating, 106 reviews

Home in Oak Ridge

Harmony | Heated Pool | 10 min Universal & Epic.

Welcome to Harmony House: We want to Be your Host in Orlando! Let us show you why you should book with us: 🏡 1800 ft2 ground floor house 🌇 Top Location 🎢10 Min Universal Studios 🎢13 Min Epic Universe 🏰 20 Min Magic Kingdom 🛍️20 MIn Disney Springs 📺 4 Smart TVs 🛜 Fast WIFI 🧑‍🍳 Fully equipped kitchen 💻 Dedicated work space 🅿️ Free Onsite parking 🍗BBQ - Outside dining 🏊‍♀️Heated Private Pool 🗑️Washer & Dryer 👫Kids friendly 🎱⛳️🏓Family games: Pool Table, Golf, Ping PongTable

4.96 out of 5 average rating, 135 reviews

The exterior of the house showcases a striking blend of wood and stone finishes, featuring large windows that illuminate the interior. An expansive, clear blue pool reflects the sky, with a bridge extending over the water leading to the main entrance.

Villa in Orlando

The Lakeview Oasis - XL Pool & Jacuzzi - Orlando

Welcome to our stunning lakefront resort, where luxury meets tranquility! Dive into our expansive 100,000-gallon pool, enjoying a refreshing swim surrounded by breathtaking views. Inside, our tastefully designed space features midcentury modern amenities ensuring you have everything for a perfect getaway. Each bedroom offers serene views and plush bedding for a restful night’s sleep. Whether you seek adventure or relaxation, this is your ideal getaway. Book now for unforgettable memories!

4.92 out of 5 average rating, 1015 reviews

Loft in Orlando

UPSCALE LOFT SPACE CLOSE TO DOWNTOWN.

Tucked right between the charm of Lake Eola Park and the eclectic, foodie-loved Milk District, this space puts you in the heart of Orlando’s most vibrant neighborhoods. With a Full renovation 3/2026, this open floor plan highlighted by floor-to-ceiling windows that flood the space with natural light. When you’re ready to venture out, you’re just minutes from the upscale dining and shopping of Winter Park, as well as the walkable streets, art galleries, and lively energy of Thornton Park.

4.97 out of 5 average rating, 1160 reviews

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

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.

4.99 out of 5 average rating, 100 reviews

Guest house in Orlando

The Palm Oasis 2•Free Parking•Near Epic•MCO•Disney

Magnificent Villa ,This place has an excellent location: it will be very easy to plan your vacations!We are located in a very central location, 7 minutes from Orlando Airport and 18 minutes from the Disney parks. This place is very quiet, ideal for work and spending time relaxing. The location is very convenient; around you, you have great Shopping centers, markets for groceries ,restaurants, night spots for dancing 2 minutes away you have pharmacies and laundries 😉

4.96 out of 5 average rating, 569 reviews

Oasis comfy Suite #1 Location~Heated pool~4 Guests

🏡✨ From our family to yours, welcome to your Orlando luxury oasis ☀️ Enjoy a private, beautifully designed guest suite offering comfort, privacy & style ✨ Ideally located minutes from Disney 🏰, Universal 🎢, Epic Universe 🚀, dining 🍽️, shopping 🛍️ & top attractions 🌆 Relax after adventure or unwind in a peaceful escape 🌿 with access to a heated nested pool 🏊‍♂️✨ Fully equipped for a seamless stay with modern comfort & charm. Perfect for couples & families 💛

Superhost

The spacious backyard features an in-ground swimming pool surrounded by a paved deck. Lounge chairs and colorful pool toys enhance the area. A covered seating space and dining area are visible, providing options for relaxation and dining under the sun.

4.85 out of 5 average rating, 172 reviews

POOL home with Mini Golf! 3 BR/1BA

Welcome to your spacious POOL home located in a quiet neighborhood in Central Orlando! - 10 minutes from airport - 15 minutes from Universal - 25 minutes from Disney Enjoy this cozy & fun 3 bedroom, 1 bathroom home that sleeps up to 8 people comfortably. The LARGE backyard is a true sanctuary with a stunning pool with plenty of patio space to relax, whine down and enjoy the Florida sun. Please read full description before booking!

A spacious bedroom is centered around a comfortable bed covered with a soft, turquoise blanket. A collection of artwork adorns the wall above the bed, while a lamp and a potted plant provide thoughtful accents. An open doorway leads to a kitchenette area in the background.

4.97 out of 5 average rating, 227 reviews

Modern and Cozy Studio

An elegant boutique-style suite, designed to feel like a small design hotel in the middle of it all. Queen bed, 50" Fire TV, fully equipped kitchenette, Nespresso coffee station, private entrance, and free parking. 5 minutes from The Florida Mall, 12 minutes from the airport (MCO), 12 minutes from Universal Epic Universe, 19 minutes from Universal Studios, and 25 minutes from Walt Disney World. A quiet, safe community.

A single-story structure is shown with a warm-toned exterior, featuring large windows and a welcoming entrance. Green shrubs are situated in the front yard, and a white fence borders the property, providing a sense of privacy. The sky is overcast, adding a calm ambiance.

4.88 out of 5 average rating, 195 reviews

Modern Studio, FL Mall, Airport, Universal Studio

Welcome to Orlando, the City Beautiful! Unwind in this clean, private studio near the Florida Mall and top attractions. Enjoy your own separate entrance and private bathroom for a comfortable stay. Essentials like fresh towels, soap, and more are provided. Whether you're here for business or leisure, you'll be just minutes from Orlando’s world-famous destinations. We look forward to hosting you!

4.88 out of 5 average rating, 149 reviews

Flat in Orlando

Separate suite near the airport and Epic

Enjoy a quiet, cozy and 100% private space, ideal for resting and relaxing. With a separate entrance, this room offers you comfort and total privacy. Located in a safe and strategic area, you'll be minutes from EPIC, Orlando International Airport, and the Florida Mall, among other places. Perfect for people looking for comfort, a good location and a homey atmosphere.

A bright studio space features a spacious bed with blue and white bedding, complemented by a ceiling fan. A small dining table is positioned near a wall adorned with artwork, while a comfortable seating area includes two chairs, creating a welcoming and functional layout.

4.88 out of 5 average rating, 451 reviews

cozy studio private entrance ,by florida mall

cozy one studio in the magic Orlando city, private entrance , parking free, 15 minutes walk from Florida Mall, 15 minutes by car from the airport.. the nearest local convenient store and 30 minutes from Disney .. and 15 from universal,15 min universal walk,10 min to International driver,15 min to the mall, premium outlet,volcando Bay

Popular amenities for Pine Castle family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.86 out of 5 average rating, 125 reviews

A bright living area is presented with vaulted ceilings and hardwood floors. Comfortable seating is arranged around a central coffee table, with soft lighting provided by table lamps. Natural light filters through the windows, illuminating the decor and creating a welcoming atmosphere.

Guest house in Orlando

Historic lakefront guesthouse

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.

4.96 out of 5 average rating, 171 reviews

Spacious Home with Pool & Hot Tub near Downtown

4.96 out of 5 average rating, 113 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

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.

Flat in Orlando

Your condo next to Universal epic universe

4.96 out of 5 average rating, 141 reviews

Home in Davenport

Magical 2 pool-Spa & Game Room Villa near “Disney”

4.98 out of 5 average rating, 149 reviews

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.

Guest house in Orlando

1924 Spanish Carriage House Lower

4.91 out of 5 average rating, 114 reviews

Vivid Vintage I Stock Tank Pool + Golf & Arcade

A private outdoor area is showcased, featuring a sparkling pool accompanied by a hot tub. Lush greenery and colorful plants surround the space, while comfortable seating options, including bright blue chairs, invite relaxation. A pergola provides shade, enhancing the tranquil atmosphere.

4.93 out of 5 average rating, 415 reviews

Downtown Orlando Garden Retreat

Family- and pet-friendly home rentals

4.97 out of 5 average rating, 111 reviews

Flat in Meadow Woods

Close to Parks Retreat with KingBed & Pet-Friendly

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.

4.95 out of 5 average rating, 106 reviews

Private Pool Oasis w/Xbox, Fireplace, Projector

A single-story home is featured, showcasing a neatly maintained front yard with green grass and established trees. The facade includes a combination of brick and siding, with a central entrance and a garage. A white picket fence encloses the property, adding to its appeal.

4.9 out of 5 average rating, 104 reviews

Sleeps 10 • Pool & Fenced Yard (2 King Rooms)

Superhost

A well-appointed sleeping area features a full-size bed framed by soft pillows. A modern black wardrobe stands nearby, while a plant adds a touch of greenery. The kitchenette and entrance are accessible, highlighting an open and inviting layout.

4.82 out of 5 average rating, 117 reviews

Trendy Private Studio in Orlando

A spacious living area is displayed, featuring a sectional sofa and a large wall-mounted TV. The open kitchen showcases modern appliances and a dining table for six. Natural light floods the space through sliding glass doors that lead to the backyard.

4.95 out of 5 average rating, 193 reviews

Beautiful House Completely Remodeled

The open living area features modern decor with a neutral palette and touches of greenery. A comfortable seating arrangement includes a black sofa and an accent chair. Large glass doors allow natural light to fill the space, connecting the indoors to the outdoor pool area.

4.98 out of 5 average rating, 130 reviews

The Perfect Home - Heated Pool - Next to Universal

4.97 out of 5 average rating, 124 reviews

The bright living area features a deep green sofa, a round woven coffee table, and two yellow chairs. A large screen TV is mounted on the wall. Natural light enters through multiple windows, highlighting the neutral decor and welcoming atmosphere.

Townhouse in Orlando

Family Downtown Retreat | • Free Parking

Superhost

A spacious backyard is shown, featuring a pathway leading to a fire pit area with yellow chairs. A simple seating arrangement is set around the fire pit, surrounded by grass and landscaping. The house exterior is visible, with a combination of light and dark siding.

4.91 out of 5 average rating, 521 reviews

House with washer, dryer, AC, parking, pet OK.

Family-friendly home rentals with a pool

4.88 out of 5 average rating, 269 reviews

A sparkling pool is surrounded by a paved patio, featuring several lounge chairs with blue cushions. Large umbrellas provide shade for relaxation. Lush greenery is visible in the background, enhancing the outdoor setting.

Home in Belle Isle

Year around Heated Pool 7 min from MCO Airport!

4.98 out of 5 average rating, 109 reviews

A well-maintained exterior showcases a single-story house with a blue garage door and driveway, framed by a lush lawn and shaded trees. Inside, a bright living area is highlighted by modern decor and a large smart TV. A private screened pool is visible, surrounded by seating.

Home in Kissimmee

10 Min to Disney | Kings | Heated Pool | Games

4.95 out of 5 average rating, 189 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.

Apartment in Orlando

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

4.86 out of 5 average rating, 137 reviews

Home in Clermont

Mario-Themed Home! | Disney 30 Min | Pool + Lake

Home in Buenaventura Lakes

The exterior of the house is displayed, featuring a well-maintained lawn with manicured shrubs and a palm tree. The light-colored structure is complemented by large windows, and decorative stones are arranged artistically in the landscape. A clear blue sky enhances the inviting appearance.

4.95 out of 5 average rating, 116 reviews

Your All in One Home, 17 mins from Disney World

Guest suite in Belle Isle

5.0 out of 5 average rating, 24 reviews

Private 2BR Retreat • Pool • Near MCO & DT

4.83 out of 5 average rating, 12 reviews

The Padgett House