Family-friendly holiday rentals in Williamsburg

4.97 out of 5 average rating, 118 reviews

A cozy living area is displayed, featuring a dark gray sofa adorned with decorative pillows. A round dining table is surrounded by four white chairs. Light wood flooring complements a light rug, while sliding glass doors lead to an outdoor space, enhancing natural brightness.

Townhouse in Orlando

Lakefront Gem| Cozy Casita |5 Min to Universal

Welcome to your perfect Orlando escape! This beautiful lakefront townhouse is your ideal home base for everything Orlando has to offer — without any of the chaos. Nestled on the shores of Big Sand Lake, you will wake up to stunning water views and fall asleep to the magic of fireworks lighting up the sky from your own patio. Whether you are here for the theme parks, a convention, or simply to soak up the Florida sunshine, this cozy townhouse has everything you need to relax and make memories.

5 out of 5 average rating, 100 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

An open-plan living area is depicted, featuring a sectional sofa and a stylish armchair. A large coffee table sits on an area rug, with decorative wall art and woven baskets enhancing the decor. Natural light is invited through windows dressed with soft curtains.

4.94 out of 5 average rating, 218 reviews

Magical 4BD/2B Private Home - 15 mins to Disney

Experience the magic of Orlando in this perfect family getaway! This charming (& clean) 4BR/2BTH home is just 15 minutes from the Disney parks and features a spacious backyard with a Mickey clubhouse-themed playground. Each bedroom has a unique theme, adding a special touch to your stay. Whether you're here for the theme parks, staying active with our gym equipment, or needing a workspace with an office desk and screen, there's something for everyone to enjoy. We are locals and ready to serve.

A decorative display featuring a Mickey Mouse-shaped shelf with a deck of Bicycle playing cards. The shelf is flanked by two potted green plants, placed on a textured runner that complements the natural elements of the arrangement.

4.99 out of 5 average rating, 106 reviews

Classy Disney Themed Condo with FREE shuttle!

Love Disney but still want to feel like you are on a luxurious vacation? With neutral and vintage Disney decor colors, you will be reminded that this vacation is for the adults too! Relax and unwind after an amazing (and probably very long ) day at the parks, or take a break mid-day to rejuvenate young & old minds & bodies alike. Yes we are that close! We offer a free shuttle to the parks running several times a day and if needed we are so close an Uber/Lyft ride won’t cost you an arm & leg!

A vibrant collage of themed spaces showcases the enchanting variety within the home. Featured are a luxurious bedroom with a grand bed, a playful winter-themed room, a themed home theater, and a pool area with a spa set against colorful lighting.

5 out of 5 average rating, 51 reviews

12BR Disney Luxury Retreat - Pool, Theater & Fun!

Welcome to our magical vacation home in Orlando, just minutes from Universal Studios, located on International Dr, less than 2 miles from SeaWorld! Featuring 12 themed bedrooms inspired by beloved movies like Harry Potter, Frozen, and Aladdin, and a Tiana-themed kitchen, every detail is designed to delight guests of all ages. With 21 beds, it’s perfect for families and groups. Enjoy a prime location, unique decor, and ultimate comfort for an unforgettable stay. All themed environments.

A modern two-story home is viewed from the front, showcasing a neatly paved driveway and lush landscaping. The exterior features a combination of white and gray elements, with strategically placed windows and a stylish entryway that leads to the main door.

4.91 out of 5 average rating, 131 reviews

InternationalDr. Private Theater. Salt Pool. Sauna

This special place is close to everything, making it easy to plan your visit. • Community: Paradiso Grande • 6 Bedrooms/6 Baths/Sleeps 16 • Disney - 10 miles • SeaWorld - 1.5 miles • ICON PARK - 4 miles • Convention Center - 3 miles • Universal - 7 miles • Exercise Equipment • Private SALT WATER Pool (new!) • Game Room with Arcade with 7500 Games, Pinball, Air Hockey • Private $35,000 Home Theater with 133" Screen and shakers on seats • Business Grade Internet • Sauna • EV CHARGER

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.

4.95 out of 5 average rating, 185 reviews

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 :)

4.95 out of 5 average rating, 108 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

Welcome to The Royal Retreat. Located just 10 miles away from the entrance of WDW, our rental is the perfect place to stay for your Disney vacation. Our 5 star home features 8 themed bedrooms and 5 bathrooms, a fully-equipped kitchen, private heated pool, private arcade, home theater & BBQ! Free Pool heat & the 1st tank of propane for the BBQ are included. Booking with us includes full access to the Champions Gate Clubhouse, Oasis Resort and Retreat Club!

4.94 out of 5 average rating, 174 reviews

Vista Cay Luxury Vision, Next to EPIC and OCCC

Spacious 2100sf 3 Bedroom/2 Bathroom 4th floor corner condo. Sleeps 8. Large balcony w/seating. Close to Pool/Clubhouse. NEXT TO EPIC, OCCC, Supermarket, Walgreens, Tourist attractions and restaurants. Minutes to Universal Studios, Disney, Aquatica, Discovery Cove & SeaWorld. Upgraded with new flooring, furniture & decor. Free resort amenities & free self-parking for several cars. Dog friendly, for nightly pet fee.

A spacious kitchen area features dark wooden cabinetry and granite countertops, with appliances visible including a refrigerator and a dishwasher. A dining table can be seen in the background, surrounded by stylish chairs. Large windows allow natural light to fill the adjoining living space.

4.79 out of 5 average rating, 274 reviews

Perfect location near Sea World and Disney

Welcome to our perfectly located 2 bedrooms, 2 bathrooms condo on international drive. We are located in the heart of Orlando. Only a few minutes from most major attractions that Orlando as to offer. We are 2.5 miles from Sea World, 5 miles from Disney World main entrance, 2.7 miles from Orange County Convention center and 1.8 miles from the Vineyard vine outlet for your shopping experience.

A clear, inviting pool is featured with a water fountain, surrounded by a spacious patio area. The screened enclosure allows natural light to enhance the relaxation space, while a summer kitchen and outdoor dining area are visible in the background.

4.92 out of 5 average rating, 72 reviews

Villa w/ Pvt Pool + Summer Kitchen | Intl Drive

Explore Orlando’s best from this spacious 5-bedroom home, just a short walk from the clubhouse. Ideally located on International Drive, you’ll be minutes from Discovery Cove, SeaWorld, Universal, the Orange County Convention Center, and Orlando’s top dining and shopping. Set on a premium lot with no rear neighbors, the home offers both privacy and convenience for your family retreat.

4.99 out of 5 average rating, 115 reviews

A comfortable sleeping area features a spacious bed covered with a floral-patterned blanket. Two bedside lamps provide soft lighting. A small dining table with four chairs is positioned nearby, and a kitchenette is seen in the background with modern appliances and cabinetry.

Guesthouse in Orlando

Beautiful garage suite w/washer and dryer

Enjoy a peaceful, centrally-located garage suite in Southwest Orlando—perfect for convention goers! Just 15 minutes from the airport, and Universal theme parks, 25 min drive to Disney theme parks , 10 min to Sea World and only a 20-minute walk to the JW Marriott and Ritz Carlton. Washer and dryer inside of the unit.

Popular amenities for Williamsburg family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.95 out of 5 average rating, 129 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

5 out of 5 average rating, 134 reviews

Home in Davenport

Themed Disney Villa | Pool | Arcade | Resort ºoº

4.85 out of 5 average rating, 321 reviews

A spacious living area features modern furnishings, including two teal chairs and a light-colored sofa. A glass coffee table is centrally placed, and a large wall-mounted TV is highlighted by ambient lighting. A dining table for six is visible in the background.

Townhouse in Orlando

Close to Convention, Epic Universal, Disney, Icon

The game room is equipped with a pool table and comfortable seating, focusing on social interaction. A stylish family area showcases a modern design with soft lighting and plush seating. A private screened-in pool invites refreshment, while a cozy bedroom features a unique bunk bed setup with vibrant decor.

4.89 out of 5 average rating, 82 reviews

6BR Paradiso Grande: Themed Rooms & Pool

A private balcony offers serene views of Lake Bryan and a swimming pool area. A small round table with two chairs invites relaxation, while warm colors from the sunset enhance the tranquil setting. Lush trees frame the scene, creating a peaceful atmosphere.

4.97 out of 5 average rating, 441 reviews

Waterfront Condo minutes to Disney & Universal

A vibrant resort building showcases distinctive architectural styles with a blend of yellow and blue exteriors. Lush palm trees and manicured landscaping are featured in the foreground, while softly glowing lights enhance the welcoming atmosphere during twilight.

4.91 out of 5 average rating, 287 reviews

Marriott's Harbour Lake ST

4.91 out of 5 average rating, 126 reviews

A spacious living area is presented, featuring two dark leather sofas and a coffee table at the center. A modern electric fireplace is set against one wall. Two televisions display various programs, while natural light filters through the blinds of the windows.

Townhouse in Orlando

Epic Universal Blvd Townhome (Vista Cay Resort)

4.99 out of 5 average rating, 118 reviews

5BR Mario& Princess Peach•Pool•Theater•Free Resort

Family- and pet-friendly home rentals

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.

4.91 out of 5 average rating, 152 reviews

Villa Resort Club

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, 189 reviews

Cozy 3-bedroom home 4-min from Universal Studios

A spacious outdoor pool area is highlighted by a private sparkling pool surrounded by a sunbathing deck. Modern outdoor furniture, including a dining table and lounge seating, is arranged for relaxation. A grill is visible, perfect for outdoor cooking under an inviting sunshade.

4.91 out of 5 average rating, 236 reviews

5 Min Universal • Amazing Pool • Huge Yard

4.91 out of 5 average rating, 108 reviews

A cluster of multi-story buildings is set against a clear blue sky, reflected in the calm waters below. Lush green palm trees and vibrant landscaping add to the serene atmosphere surrounding the resort.

Apartment in Orlando

Westgate Lakes + Spa 1 Bed Deluxe Sleeps 4

A spacious living area features comfortable seating with gray sofas and decorative pillows. A coffee table sits at the center, accompanied by a decorative lamp. The open-concept design leads to a modern kitchen with wooden cabinetry, visible in the background.

4.83 out of 5 average rating, 138 reviews

Beautiful Lake View Condo, Vista Cay-1004

A multi-story building features a welcoming pink exterior, framed by palm trees. Multiple balconies are visible on the upper levels, and the entrance is marked by an archway. Parking spaces in front accommodate vehicles, including a red truck and a compact car.

4.86 out of 5 average rating, 139 reviews

Taylor Inn: 2brm condo near Universal &Disney

4.88 out of 5 average rating, 158 reviews

A back patio area features a refreshing pool surrounded by paved stones. Two lounge chairs sit beside the water, and a swing is positioned nearby under a shaded structure. Lush greenery and potted plants are visible, creating a relaxed outdoor environment.

Guest suite in Orlando

✨️Modern Suite with POOL- Close to All Parks!🎡

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, 123 reviews

The Perfect Home - Heated Pool - Next to Universal

Family-friendly home rentals with a pool

A vibrant game room features a space-themed mural and colorful lighting, creating an immersive experience. The spacious bedroom showcases a comfortable bed and a detailed dinosaur mural on the wall. An open-concept living area includes a stylish dining table, while the private pool area is sheltered by a screened enclosure.

5 out of 5 average rating, 57 reviews

Relax at Paradiso Grande Resort with private pool

5 out of 5 average rating, 17 reviews

Vacay Home 2 Min from Sea World at Paradiso 6086

4.94 out of 5 average rating, 51 reviews

Apartment in Orlando

Epic stay at Vista Cay!

5 out of 5 average rating, 17 reviews

4BR Disney & Universal Themed Villa Reunion Resort

5 out of 5 average rating, 5 reviews

New and Unique Disney Airbnb!

4.92 out of 5 average rating, 12 reviews

Aurora Lux| Heated Pool|Near Disney|Games Room|BBQ

The first image shows a modern bedroom with a spacious bed, complemented by neutral tones and decorative pillows. The second image captures an entertainment area, featuring vibrant décor and gaming stations. The third image presents a private screened-in pool area with a tranquil ambiance at twilight. The fourth image displays a unique sleeping space with distinct thematic elements and layered textiles.

4.95 out of 5 average rating, 57 reviews

NEW Themed 10 Bedrooms At Paradiso Grande