Family-friendly holiday rentals in Williamsburg

5 out of 5 average rating, 101 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, 52 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 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.

5 out of 5 average rating, 7 reviews

Fun Family Townhome with Pool and Game Room!

Perfect for families and groups of up to 13 guests! Enjoy themed kids’ rooms, a modern decor, a fully-equipped kitchen, spacious common areas, Wi-Fi, and TVs throughout. Relax by the resort-style pool, stay active in the fitness center, and enjoy the premium location. Minutes from Disney, Universal, shopping, dining, and Orlando’s top attractions, our home is your perfect vacation retreat!

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.

4.91 out of 5 average rating, 183 reviews

VISTA CAY RESORT, 2 BEDROOM STANDARD APARTMENT

VISTA CAY RESORT 2 Bedroom 2 Bath apartments right off of International Drive and near all the theme parks. This is a perfect central location for any Orlando vacation, and we are also adjacent to the Orange County Convention Center. The 2 Bedroom Standard apartments are located on Cayview Avenue and Breakview Drive within the resort.

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.

Guesthouse in Williamsburg

A modern kitchen area features white cabinetry with brass knobs and open shelving that displays decorative items. Stainless steel appliances, including a refrigerator and microwave, are visible. A coffee maker and cooking utensils are arranged on the countertop, contributing to a functional cooking space.

4.87 out of 5 average rating, 153 reviews

Estupendo alojamiento en Orlando!

Casa particular con ubicación excepcional en la ciudad de Orlando - Florida📍 La casa cuenta con puerta principal inteligente, cocina y baños complementos equipados con todo lo que necesitas! Además cuenta con estacionamiento completamente gratis. A tan solo minutos de parques acuáticos de Orlando y Universal!

4.76 out of 5 average rating, 623 reviews

A dining area features a round table surrounded by four chairs in black and red. A mirror hangs on a beige wall, reflecting the kitchen equipped with modern appliances, including a stainless steel refrigerator and microwave. Tropical plants add a touch of greenery to the space.

Apartment in Orlando

Luxury condo in Orlando 1 br/1 ba

This luxury condo is perfect for a small family who wants to enjoy their vacation in Orlando, in a quiet and nice condo. It's located in the International Drive near the Disney parks, Sea World, Universal Studios and one of the most popular mall.

Popular amenities for Williamsburg family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.94 out of 5 average rating, 174 reviews

Vista Cay Luxury Vision, Next to EPIC and OCCC

A modern living area features comfortable seating with a mix of colorful cushions. A stylish coffee table is centered on a neutral rug, while warm light is provided by a floor lamp. An open layout can be seen leading to a dining area and kitchen.

4.9 out of 5 average rating, 302 reviews

Newly Renovated Townhome 3BR - Near EPIC Universe

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

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

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

4.93 out of 5 average rating, 14 reviews

Home in Kissimmee

Brand-New Renovated 5BR Home at Storey Lake

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

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, 155 reviews

Villa Resort Club

4.96 out of 5 average rating, 137 reviews

Cottage in Kissimmee

Cottage of Charms

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.

4.85 out of 5 average rating, 321 reviews

Close to Convention, Epic Universal, Disney, Icon

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, 443 reviews

Waterfront Condo minutes to Disney & Universal

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, 125 reviews

The Perfect Home - Heated Pool - Next to Universal

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, 166 reviews

Spacious Home with Pool & Hot Tub near Downtown

A modern living area features two comfortable sofas, a wooden coffee table, and a vibrant green plant. A sleek television is mounted on the wall, while the open kitchen area showcases contemporary cabinetry and a light backsplash. Natural light flows in through large windows.

4.95 out of 5 average rating, 283 reviews

The Lake House - Next to Universal Studios - NEW ♥️

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, 102 reviews

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

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

A Minions-themed bedroom features vibrant yellow walls adorned with playful Minion graphics. A modern bunk bed design is showcased with a cozy lower sleeping area under the raised bed, encouraging fun and comfort for children. Soft carpet flooring completes the welcoming space.

4.97 out of 5 average rating, 67 reviews

Luxury Designer Villa 6 Suites Pool BBQ Arcade

5 out of 5 average rating, 18 reviews

DLuxx Vacay Next to New Epic Uviversal Park 6086

5 out of 5 average rating, 17 reviews

Home in Kissimmee

4BR Disney & Universal Themed Villa Reunion Resort

5 out of 5 average rating, 5 reviews

Home in Kissimmee

New and Unique Disney Airbnb!

4.89 out of 5 average rating, 18 reviews

Experience Luxury in Your 11 En-Suites Mansion

4.88 out of 5 average rating, 32 reviews

5 Bedrooms/ 5 Baths/ Paradiso Grande (10299 ET)