Family-friendly holiday rentals in Williamsburg

5 out of 5 average rating, 104 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

Indoor spacesFamilyHospitality

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.

4.95 out of 5 average rating, 220 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.

Indoor spacesFamilyParks

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!

KitchenFamilyLayout

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, 134 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

FamilyKitchenDecor

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, 187 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 :)

FamilyKitchenLong stay

4.9 out of 5 average rating, 10 reviews

Getaway w/ Cinema Room + PVT Pool | Intl Drive

Experience the ultimate Orlando getaway in this spacious 5-bedroom townhouse with cinema room, on International Drive is just minutes from Universal, SeaWorld, the Convention Center, and top dining and shopping. Perfect for families, friends, or business travelers, the home blends comfort and convenience with a prime location. Enjoy a private pool and BBQ Grill. The clubhouse with incredible resort-style amenities is only a 10-minute walk away. Fun and comfort for everyone!

FamilyIndoor spacesPool

4.99 out of 5 average rating, 79 reviews

Across from EPIC Universe & OCCC |Themed 3BR Condo

Discover this refreshed 3-bedroom apartment, perfect for your Orlando getaway! 🎮✨ Featuring modern decor, a Super Mario Bros-themed room, and just 2 miles from the Orlando County Convention Center, it’s ideal for both fun and business trips. Located minutes from Universal Orlando and the brand new Epic Universe, this stylish space offers resort amenities and a cozy vibe. Create unforgettable memories and relax after a day of excitement. Don’t wait—book your stay today! 🌟

KitchenFamilyComfort

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

Welcome to your family-friendly vacation in Orlando! - Spacious villas with Caribbean charm and comfortable furnishings. - Pirate-themed pool area with waterslides and water cannons. - Scenic views of Lake Willis from private balconies. - Access to amenities like a fitness center and mini-golf course. - Nearby attractions include renowned theme parks and shopping destinations. - A cashless resort offering convenience and easy check-in.

FamilyIndoor spacesAmenities

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, 276 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.

KitchenIndoor spacesLaundry

A vibrant playroom features a whimsical ice castle wall design with themed decor. A table with two chairs is positioned nearby, inviting creativity. An inviting pool area can be seen through glass doors, where lounge furniture is arranged under a screened enclosure.

5 out of 5 average rating, 13 reviews

Dreamland Retreat 12Bdrms/12Bath At ParadisoGrande

* Accommodates: 24 * Bedrooms: 12 * Bathrooms: 12 * Property type: Single Family * Location: Paradiso Grande - Close to: * 7 miles from Universal * 6 miles from Disney * 2 miles from SeaWorld * 1 mile from Discorey Cove Orlando * 13 miles from MCO * Paradiso Grande offers quick and easy access to the region’s main attractions, restaurants, outlets, shops, nightclubs, and so much more.

FamilyIndoor spacesBarbecue

4.99 out of 5 average rating, 117 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.

FamilyIndoor spacesCheck-in

4.98 out of 5 average rating, 291 reviews

A themed bedroom features dark walls adorned with a space mural, creating an immersive atmosphere. A large bed is dressed in colorful bedding featuring popular characters. A wall-mounted television is positioned above a dresser, complementing the room's playful design.

Villa in Kissimmee

Disney-Themed Home w/ Game Room & Private Hot Tub!

You have found Central Florida's finest vacation community; Storey Lake is central to everything and amenities that would make Richie Rich jealous! Our home comes with 5 large, beautifully themed bedrooms, a game room, private pool and hot tub and more! We are very attentive hosts and absolutely love what we do!

FamilyKitchenOutdoor spaces

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, 176 reviews

Vista Cay Luxury Vision, Next To Epic And Occc

KitchenFamilyNearby

4.76 out of 5 average rating, 624 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

KitchenFamilyQuiet

4.79 out of 5 average rating, 19 reviews

Home in Kissimmee

4BR Disney & Universal Themed Villa Reunion Resort

FamilyIndoor spacesAmenities

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

KitchenIndoor spacesBiking

5 out of 5 average rating, 135 reviews

Home in Davenport

Themed Disney Villa | Pool | Arcade | Resort ºoº

FamilyKitchenBarbecue

4.85 out of 5 average rating, 324 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

Indoor spacesFamilyLocation

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, 85 reviews

6BR Paradiso Grande: Themed Rooms & Pool

FamilyKitchenNearby

4.93 out of 5 average rating, 118 reviews

Villa in Kissimmee

Luxury Villa! /Game Room/ Pool Heater

Indoor spacesKitchenWi-Fi

Family- and pet-friendly home rentals

4.91 out of 5 average rating, 270 reviews

The fenced pool area features a vibrant pink flamingo float resting in an unheated pool. Nearby, patio furniture accommodates outdoor dining and relaxation, while a grill is available for barbecues. The spacious kitchen can be seen through an open layout, enhancing connectivity.

Home in Kissimmee

Cozy House with Pool. Kissimmee/Orlando

Indoor spacesKitchenWalkability

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

KitchenFamilyDecor

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, 160 reviews

Villa Resort Club

KitchenFamilyView

4.94 out of 5 average rating, 113 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

FamilyKitchenLocation

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

Indoor spacesFamilyAmenities

4.88 out of 5 average rating, 158 reviews

Guest suite in Orlando

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

FamilyKitchenBackyard

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, 168 reviews

Spacious Home with Pool & Hot Tub near Downtown

KitchenIndoor spacesCheckout

4.98 out of 5 average rating, 121 reviews

Villa in Davenport

Amazing Villa near DisneyWorld FREE heated-pool

Indoor spacesKitchenNearby

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, 59 reviews

Relax at Paradiso Grande Resort with private pool

KitchenIndoor spacesOutdoor spaces

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.

4.93 out of 5 average rating, 58 reviews

NEW Themed 10 Bedrooms At Paradiso Grande

KitchenFamilyComfort

5 out of 5 average rating, 5 reviews

Home in Bay Hill

Exquisite Luxury Home Minutes from All Theme Parks

FamilyHospitalityComfort

4.9 out of 5 average rating, 206 reviews

Home in Kissimmee

Cozy family home w/ heated pool 15 min. to Disney

FamilyIndoor spacesAir conditioning

4.88 out of 5 average rating, 34 reviews

Townhouse in Orlando

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

FamilyKitchenNearby

5 out of 5 average rating, 4 reviews

Townhouse in Orlando

3 BD/ 3 BA/ Vista Cay (5076 TC)

KitchenIndoor spacesComfort

A modern living area features two dark leather sofas arranged around a light marble coffee table. Bright blue decorative pillows are placed on each sofa. A textured area rug adds warmth, while natural light fills the room through large windows, revealing a glimpse of greenery outside.

4.99 out of 5 average rating, 71 reviews

Modern Home|Heated Pool|Game Room|Near Mco|Central

Indoor spacesFamilyCondition

A modern multi-story home is displayed, showcasing a clean exterior with a combination of white stucco and decorative siding. The front yard features landscaped greenery and paved driveways leading to garages. Clear blue skies accentuate the pleasant neighborhood setting.