Family-friendly vacation rentals in Williamsburg

A private heated pool is surrounded by a screened enclosure, featuring a brightly colored tiled edge. Sun loungers are positioned nearby, offering a relaxing space to unwind. A covered BBQ grill is accessible on the patio, creating an inviting setting for outdoor gatherings.

4.93 out of 5 average rating, 109 reviews

3BR / 2BR Heated Pool Home 7 Min to Disney |

✨ Experience comfort, style, and a private heated pool 💦 (optional) just 7 minutes from Disney World! This 3BR/2BA Kissimmee home is perfectly located near theme parks, shopping, and dining — and designed for families looking to unwind in a sparkling-clean, beautifully curated space. 📍Prime Kissimmee Location ⭐7 Min– Walt Disney World ⭐5 min–Orlando Premium Outlets ⭐15 min – Universal Studios, SeaWorld, Epic Universe 🎢 ⭐ 25 min – MCO Airport ✈️ ⭐ Walk to Walmart, Publix & Starbucks ☕️

4.96 out of 5 average rating, 72 reviews

A hot tub is elevated on wooden steps, surrounded by lush greenery and modern privacy screening. Soft lighting outlines the steps, creating a serene ambiance. The backdrop reveals a glimpse of the outdoor space, enhanced by a screened enclosure.

Villa in Orlando

Sanctuary w/ Game Room + Jacuzzi | Intl Drive

Welcome to your ultimate Orlando escape! This stunning 10-bedroom, 9-bath luxury villa on International Drive is just minutes from Universal, SeaWorld, the Convention Center, and top dining and shopping. Enjoy themed bedrooms, a private pool with Jacuzzi, and a summer kitchen for outdoor dining. Have fun in the game room with PS5 and Xbox One or relax in the Cinema room. The clubhouse with incredible resort-style amenities is only a 1-minute walk away. Fun and comfort for everyone!

A bright living area is shown with a modern grey sofa, elegant dining table set for four, and a smart TV. Large glass doors lead to a private balcony with palm trees visible outside, enhancing the spaciousness of the room.

4.92 out of 5 average rating, 85 reviews

Chic 2BR Condo w Balcony Near Epic Universe

Experience a magical stay at this 2BR condo near Epic Universe. - Close to Disney World, Universal Studios, and Magic Kingdom. - Features a private balcony, a spacious living area, cozy bedrooms, and a full kitchen. - Offers smart TVs, high-speed free Wi-Fi, and free parking for convenience. - Easy access to the International airport and nearby restaurants. - Enjoy full access to resort amenities including pools, a gym, and more. Book now to create unforgettable Orlando memories.

A vibrant games room is equipped with various arcade machines, including SpongeBob Racing. A massage chair is positioned nearby, while a theater room features plush seating. An outdoor space highlights a screened-in pool area surrounded by palm trees, visible through large windows.

5 out of 5 average rating, 244 reviews

Windsor Orlando Private Arcades,Theater,Pool-Spa

Orlando, Disney, Arcade, Movie Theater, Massage Chair, Pool, Hot Tub, 2 King Beds, Kids Bunk Bed, Kissimmee. Upgraded games room IN the private home, theater for evenings home and your private lanai with pool and hot tub. Choose from including Pump It Up dance, Sponge Bob Racing, NASCAR racing, Legends 3, Pac-Man's Arcade Party, an 80-inch TV, and an Xbox 360. Watch your favorite movies on the 92-Inch projection screen, surround sound, and stadium style seating.

4.91 out of 5 average rating, 253 reviews

A private pool area is surrounded by a screened enclosure, featuring a jacuzzi spa and lounge chairs. The pool is inviting, with light blue water reflecting the sky's pink and purple hues. A serene lake is visible beyond the pool, adding to the tranquil setting.

Villa in Kissimmee

House by the Mouse: Something for Everyone!

Welcome to our completely remodeled solar four bedroom, three bath villa, less then four miles to Disney World, and only a short drive to Universal, Sea World, Lego Land, and other local attractions. Designed themed bedrooms include Harry Potter, Mickey and Minnie Mouse, Star Wars, and a romantic master bedroom that allows you to relax in comfort. The pool, spa, and the entire villa is just for you, no need to share with anyone else, so kick back and enjoy!

4.99 out of 5 average rating, 139 reviews

A vibrant hallway is adorned with deep blue walls, featuring golden stars and a playful Mickey Mouse theme. A picture of Mickey Mouse in a wizard hat is displayed on the wall, complementing the themed decor. A stylish side table is positioned against the wall.

Villa in Four Corners

Mickey Fantasia Family Friendly w/accessibility

This home was designed with the idea of imagination in mind. Imagination can take you to places you otherwise could have only dreamt of being in; Walt Disney himself said, "If you can dream it, you can do it". The vibrancy and life that fills this house represents imagination. When you set foot in this house, the real world fades away. Here, life can be a rainbow. People of all abilities are welcome to sing, dance, and have fun here.

4.88 out of 5 average rating, 88 reviews

Pool*Top Floor*Forest Views*Balcony*VistaCay

* Professional Cleaned * Easy Self Check-In * Fantastic Location Near Top Attractions 2 min to OC Convention Center ( 1 mile ) 5 min to International Drive ( restaurants, attractions, shopping ) 10 min to SeaWorld 15 min to Universal Studios 20 min to Disney World Free parking for multiple cars Fast WiFi, PlayStation 4, DISNEY + Resort pools + hot tub Washer + Dryer Guests must be 21 by check-in date.

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, 128 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!

A modern living area features a comfortable seating arrangement with a large sofa and two armchairs. A glass dining table occupies the center, surrounded by six chairs. Floor-to-ceiling windows provide natural light and a view of the balcony, complemented by light wood flooring.

4.93 out of 5 average rating, 15 reviews

Vista Dreams at Vista Cay,

Vista Dreams,a vacation condo near Convention Center, Universal, SeaWorld, Disney Orlando - 2 bed 2 bath 1112 sq ft of vacation perfection. King in master, 2 full size beds in 2nd bedroom with sleeper in living area, Relax and enjoy.

4.95 out of 5 average rating, 152 reviews

A cozy bedroom is presented with a large bed featuring a light gray quilt and soft pillows. Nightstands are positioned on either side, each holding a lamp. A ceiling fan is installed above, while a piece of art depicting a city skyline adorns the wall. A door leads to a closet area.

Guest suite in Orlando

Cozy studio near major Orlando attractions!

This cozy suite is great for 2 people, located in a very central area of Orlando close to mayor attractions, airport and downtown area. Studio is attached to our house but it has private entrance thru the backyard

5 out of 5 average rating, 3 reviews

NEW Stuning 09 Bedroom/LED At Pool/ Solara Resort

The Space •⁠ ⁠Accommodates: 22 •⁠ ⁠Bedrooms: 9 •⁠ ⁠Bathrooms: 6 •⁠ ⁠Property type: Luxury Villa •⁠ ⁠Location: Solara Resort

4.95 out of 5 average rating, 75 reviews

Home in Orlando

NEW 05 BDR/With LED At Paradiso Grande

*The Space * Accommodates: 11 * Bathrooms: 4 * Bedrooms: 5 * Property type: Luxury Villa * Location: Paradiso Grande Resort

Popular amenities for Williamsburg family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.69 out of 5 average rating, 13 reviews

Beautiful Lakeview Vacation Condo, Vista Cay 1016

4.88 out of 5 average rating, 105 reviews

No Airbnb Fees! Themed Home/Pool/SPA/Resort 243621

4.88 out of 5 average rating, 52 reviews

A dining area features a modern table set for six, complete with white dishware and decorative centerpieces. A stylish light fixture hangs above the table, while large windows provide natural light and views of the outdoors. The kitchen is visible in the background.

Home in Orlando

EPIC Townhome | King Beds | Garage | Pets Welcome

The spacious living area features comfortable seating arrangements, large windows, and a decorative area rug. The view leads to the private screened-in pool, providing a seamless indoor-outdoor experience. The room is illuminated by natural light and complemented by a modern ceiling fan.

4.99 out of 5 average rating, 146 reviews

Game & Theater Room, Castle Bunks, Pool & Spa

4.79 out of 5 average rating, 421 reviews

A spacious studio room features a king bed with decorative bedding and a leather sofa. Natural light filters through the sheer balcony curtains, and a wooden desk with a chair is positioned near the window. The warm-toned walls complement the patterned carpet.

Apartment in Orlando

Westgate Lakes+Spa Studio Sleeps 4

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, 278 reviews

Marriott's Harbour Lake ST

4.84 out of 5 average rating, 32 reviews

A spacious dining area is set for a meal, with a stylish table surrounded by elegant chairs. Sunlight floods in through large windows, accenting the tasteful decor. The living area features comfortable seating and a lovely view of palm trees outside.

Apartment in Orlando

Exquisite Luxury Condo on International Drive

4.91 out of 5 average rating, 174 reviews

VISTA CAY RESORT, 2 BEDROOM STANDARD APARTMENT

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.

4.89 out of 5 average rating, 115 reviews

Villa Resort Club

4.86 out of 5 average rating, 433 reviews

A home cinema room features a large flat-screen TV displaying a film scene. The walls are painted blue and red, and plush seating is arranged in front of the screen. Decor includes framed posters and a Mickey Mouse silhouette, creating an engaging entertainment space.

Villa in Kissimmee

OMG! Disney Area, Movie Theater, Game Room & Pool!

An aerial view captures the expansive resort area, featuring a winding lazy river, a spacious lagoon-style pool, and a children's play area. The surroundings are landscaped with palm trees, while shaded seating and a tiki bar add to the inviting atmosphere.

4.89 out of 5 average rating, 151 reviews

4BD Deluxe nxt to Mickey

4.88 out of 5 average rating, 152 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!🎡

4.89 out of 5 average rating, 119 reviews

Mi Casita Near Disney/Universal

4.91 out of 5 average rating, 163 reviews

Private Studio near Universal & Disney

4.89 out of 5 average rating, 94 reviews

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.

Home in Orlando

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

A balcony view captures a vibrant sunset over Lake Bryan, with hues of pink and orange reflected on the water. Outdoor seating includes two chairs and a small round table, inviting relaxation while enjoying the scenic surroundings.

4.98 out of 5 average rating, 238 reviews

Lakefront Resort Condo near Disney and Universal

Family-friendly home rentals with a pool

5 out of 5 average rating, 4 reviews

The Disney House • Immersive Rooms • Gaming Lounge

5 out of 5 average rating, 80 reviews

A screened-in pool area showcases a private swimming pool surrounded by loungers in teal. Colorful pool floats are visible in the water. Lush greenery provides a backdrop, while the sun shines brightly overhead, contributing to a refreshing outdoor space.

Home in Oak Ridge

Harmony | 10 Min Universal Studios | Heated Pool

5 out of 5 average rating, 13 reviews

Disney Pool Home / GameRoom / Free Water Park

5 out of 5 average rating, 5 reviews

Lakefront 4 BR Retreat w/ pool & Jacuzzi Sleeps 12

5 out of 5 average rating, 3 reviews

7 BD/ 6 BA Sleeps 15! Storey Lake (4512 TB)

4.97 out of 5 average rating, 78 reviews

Home mins to Disney, pool, arcade, waterslides

5 out of 5 average rating, 4 reviews

BellaVida Palms Private Screened Pool Home