Family-friendly holiday rentals in Oak Ridge

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, 104 reviews

Private Pool Oasis w/Xbox, Fireplace, Projector

Discover Orlando from this beautifully remodeled home, perfectly located near Disney, Universal Studios, downtown, and prime shopping. Enjoy the serene private pool with stunning day and night lighting. The home features three stylish bedrooms with private TVs, two modern bathrooms, and a cozy fireplace with a dedicated seating area. Offering a blend of comfort and convenience, this home is your ideal base for an unforgettable Orlando experience. Book your stay to create unforgettable memories!

5.0 out of 5 average rating, 104 reviews

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

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, 129 reviews

The Perfect Home - Heated Pool - Next to Universal

This luxurious, modern, completely remodeled single-family home with HEATED pool and spacious FULLY FENCED backyard in one of Orlando's best neighborhood! Centrally located from all Orlando has to offer: ☆ 1.7 miles from Universal Studios ☆ 2.6 miles to Restaurant Row ☆ 4.5 miles to Orange County Convention Center ☆ 6.5 miles to Seaworld ☆ 10 miles to Disney World This home offers upscale living space with stunning outdoor area to kick back and enjoy after a long day at the parks.

4.9 out of 5 average rating, 276 reviews

An outdoor pool area features a spacious deck surrounded by lounge seating and umbrellas. A pergola provides shaded spots, complementing the tropical palm trees that dot the landscape. Clear blue water invites relaxation, while the bubbling hot tub sits at the foreground.

Townhouse in Orlando

Resort 3bd/3.5bth, walkable Epic Park /Conv Center

The space is planned comfortably to receive 6 adult guests and 2 children. Newly renovated townhome with 3 bedrooms, all with Private Bathrooms. Fully equipped kitchen with brand new appliances. Located inside a resort with incredible amenities. Parking free. Amazing location, literally next door to the Convention Center, minutes from Universal and Disney World, parallel to International Drive and walking distance to Supermarket and Pharmacy. Free Netflix and Amazon Prime video in all rooms.

4.95 out of 5 average rating, 133 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!

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.

4.9 out of 5 average rating, 119 reviews

Disney Themed Home w/pool 7mins from Universal

Welcome to our enchanting Disney-themed home, nestled in the heart of Orlando, just moments away from Universal Studios. Step into a world of magic and wonder as you enter our meticulously designed vacation home. Step outside into your private oasis, where a sparkling pool awaits. Surrounded by lush tropical landscaping and swaying palm trees, this outdoor haven is the perfect spot to soak up the Florida sun. Conveniently located just a short drive from I-Drive and other major attraction

4.92 out of 5 average rating, 1011 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.

4.85 out of 5 average rating, 188 reviews

Huge pool & Lakeview home | 5 Min Universal

Welcome to your ideal vacation retreat! This spacious and cozy lakefront pool house offers everything you need for a memorable family getaway. Perfectly designed for unforgettable trips with 4 BD and 2 BTH, there's plenty of room for everyone to relax. Located just minutes from Universal, Disney & SeaWorld, this house offers the perfect blend of convenience and tranquility. After a day of adventures, return to your serene lakeside retreat and create lasting memories with your loved ones.

4.97 out of 5 average rating, 884 reviews

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 Orlando

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.

4.95 out of 5 average rating, 187 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 :)

4.97 out of 5 average rating, 225 reviews

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.

Guest suite in Orlando

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 serene pool area is surrounded by lush landscaping and tall palm trees, with sunlight glistening on the clear water. The pool features a gentle curve, and a white fence encloses the backyard, providing privacy and a sense of tranquility.

4.85 out of 5 average rating, 179 reviews

3 BR/2BA Home w Private Pool~12 min to Airport!

Welcome to the Oasis! A spacious and stylish POOL home located in a quiet neighborhood in Central Orlando! Enjoy this trendy, cozy & private 3 bedroom, 2 bathroom home that sleeps up to 6 people comfortably. The LARGE backyard is a true sanctuary with lush landscaping, a stunning pool and oversized patio with plenty of space to relax, whine down and enjoy the Florida sun.

Popular amenities for Oak Ridge family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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, 169 reviews

Spacious Home with Pool & Hot Tub near Downtown

4.84 out of 5 average rating, 111 reviews

A comfortable living area contains a grey sofa adorned with decorative cushions. A large area rug with blue and green patterns anchors the space. A coffee table is centered, surrounded by a dining area with a wooden table and chairs. Natural light brightens the room through sheer curtains.

Apartment in Oak Ridge

Spacious Orlando APT w/ Jacuzzi Near Disney Parks!

4.91 out of 5 average rating, 183 reviews

Condo in Orlando

VISTA CAY RESORT, 2 BEDROOM STANDARD APARTMENT

4.91 out of 5 average rating, 112 reviews

Vivid Vintage I Stock Tank Pool + Golf & Arcade

An open living space features a dining area with a modern table set for four. Industrial-style stools provide seating. The background reveals a connected kitchen with stainless steel appliances. Natural light fills the room through large windows, creating a bright and inviting atmosphere.

4.94 out of 5 average rating, 191 reviews

Cozy 3-bedroom home 4-min from Universal Studios

4.85 out of 5 average rating, 124 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.

Guesthouse in Orlando

Historic lakefront guesthouse

4.99 out of 5 average rating, 206 reviews

A spacious living area is highlighted by a sleek, modern design featuring polished floors. A green couch and two accent chairs are arranged around a wooden coffee table. A dining table with ample seating is situated nearby, complemented by decorative wall art and soft lighting.

Guesthouse in Orlando

Luxe Guest House| Pool, HotTub| UCF, Rollins

4.93 out of 5 average rating, 118 reviews

Villa in Kissimmee

Luxury Villa! /Game Room/ Pool Heater

Family- and pet-friendly home rentals

4.84 out of 5 average rating, 154 reviews

Condo in Orlando

Cozy space 5/10 universal & epic

4.88 out of 5 average rating, 203 reviews

A stone pathway lined with gravel extends between two white fences, leading toward a small, dark wooden structure. Lush greenery is positioned beside the path, adding a natural touch to the tranquil setting.

Guesthouse in Oak Ridge

Tiny House behind Millenia Mall

4.98 out of 5 average rating, 444 reviews

Guest suite in Orlando

~Chic Oasis • 6-Guest Suite • Pool Heat • Near All

A spacious backyard is enclosed by wooden fencing, featuring a gazebo with seating and a clear space for outdoor activities. A pathway leads to a raised wooden platform. Sunlight casts shadows across the green lawn, enhancing the inviting outdoor setting.

4.91 out of 5 average rating, 519 reviews

Pet friendly house w/washer & dryer & AC & Parking

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, 169 reviews

POOL home with Mini Golf! 3 BR/1BA

A spacious game room features a blue pool table at its center, surrounded by light wooden flooring. To one side, seating options include modern chairs and a couch, with natural light filtering through large windows. The kitchen and dining area are visible in the background.

4.95 out of 5 average rating, 170 reviews

Lake House Retreat w/ Firepit - Centrally Located

Home in Buenaventura Lakes

A modern two-story house is showcased, featuring a bright exterior and a spacious driveway. Lush green grass surrounds the property, while palm trees add a tropical touch. Large windows on the upper level allow for ample natural light, highlighting the clean lines of the architecture.

4.9 out of 5 average rating, 162 reviews

Villa Resort Club

4.98 out of 5 average rating, 298 reviews

Tiny home in Orlando

Private Tiny Home Retreat “Your Peaceful Escape”

Family-friendly home rentals with a pool

4.88 out of 5 average rating, 266 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, 106 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

5.0 out of 5 average rating, 10 reviews

Tropical Oasis|Lounge|Putting Green|Heated Pool

4.91 out of 5 average rating, 76 reviews

Cozy Getaway in Central Orlando

5.0 out of 5 average rating, 5 reviews

Home in Bay Hill

Exquisite Luxury Home Minutes from All Theme Parks

4.98 out of 5 average rating, 42 reviews

A shared private pool area features a clear blue pool surrounded by light-colored paving stones. Palm trees and green foliage are visible in the background, with a serene lake reflecting the sky. Lounge chairs are arranged nearby, providing a relaxing outdoor space.

Guesthouse in Orlando

Lakeside Palm Escape

5.0 out of 5 average rating, 3 reviews

Home in Kissimmee

Luxe Family Retreat | Pool Villa Near Disney & MCO

A serene pool area is surrounded by a paved patio, featuring a sparkling pool and comfortable seating under an umbrella. Lush greenery is present with a palm tree in view, and the home exterior displays a charming facade with shaded verandas.