Family-friendly vacation rentals in Kissimmee

New! Epic Dream House with Pool

Enjoy epic opening rates! Make some memories at this uniquefamily-friendly place. A guarded Resort- neighborhood awaits! As you enter this magical place you will fall in love with the unique landscaping full of palm trees surrounding the neighborhood. This secluded place has everything you need! 5 star location, security, private pool, and also a clubhouse with many activities for the young ones. You will be next to restaurants, shopping and more. Only 3 miles away from Disney's exit & parks.

Themed Disney Villa | Pool | Arcade | Resort ºoº

Stay in a luxury Disney-themed home just minutes from the parks. Perfect for large families and groups, this spacious retreat features a private heated pool and spa, outdoor kitchen with free propane, Mario Kart arcade game room, themed bedrooms, gourmet coffee, fast WiFi, smart TVs, and premium streaming. Enjoy full Windsor Island Resort access with a water park, lazy river, slides, and clubhouse. Loved by guests with over 100 5-star reviews. Let us give you a vacation within your vacation.

Magical Pool Villa-close to Disney Game/movie Room

The magic starts the moment you walk through the door—and the memories will last a lifetime! ✨ Our themed vacation home features Mickey Mouse, Toy Story, Frozen, Star Wars and Minion rooms with motion-activated songs, UV artwork, and LED lighting. Enjoy a private pool with color-changing lights, BBQ area, sun loungers, and a fun-filled game room with air hockey and arcade games. Designed to delight kids and adults alike with immersive sights, sounds, and magical details throughout the home!

RU Incredible Parents? Themed-7bed, 4mi. to Disney

One of a kind 7 bedroom themed home with pool, sleeps 15 close to Disney! (And, yes, location does matter.) Our clubhouse is designed to make your once in a lifetime vacation memorable. We spoke to Disney experts (children) about what they prefer and created a magical experience. There is something for everyone with surprises throughout! Why limit your experience only to the parks? Read our reviews and see why parents that book with our Magical Clubhouse are ‘Incredible’ to their families.

10 Min to Disney | Kings | Heated Pool | Games

✨ Perfect family getaway just minutes from Disney magic! ✨ This spacious 4-bedroom home sleeps 9 and features 2 king beds, 4 full beds, and 1 twin, plus fun Mickey Mouse & Minion themed rooms kids love. Unwind in your private screened pool, enjoy the game room with arcade games, ping pong, foosball & pool table, or relax with cozy board-game nights. 🏰 Animal Kingdom 10 mins Epcot & Hollywood Studios 15 mins Book now and start making unforgettable family memories!

9 Themed Bedrooms, Pool & Jurassic Theater

Pool, fire pit, and nine themed bedrooms, from the Dragon Cave and Avatar Forest to Moana Island, bring the whole group together under one roof. Kids can dive into the Jurassic theater, Cars game room, and resort access, while adults enjoy a stay that feels easy and relaxing. Perfectly set up for days at the theme parks and evenings everyone will actually enjoy, this home makes every moment count. Book your stay and turn Disney days into lasting family memories.

4BR Disney & Universal Themed Villa Reunion Resort

Welcome to our newly remodeled 4BR/4BA luxury villa in Reunion, designed for families and groups seeking comfort, style, and a magical Orlando escape. Enjoy brand-new furnishings, modern finishes, Toy Story and Mickey themed bedrooms, a spacious open living area with massage chair, and a fully equipped game room featuring air hockey, arcade basketball, and PlayStation. Relax in your private screened pool with optional heating after unforgettable park days.

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!

Lux Disney Villa | Pool, Theater/games | Sleeps 22

Epic 10-bedroom themed luxury villa near Disney — sleeps 22 — with private pool & hot tub, movie theater with reclining seats, and a Marvel/LEGO arcade featuring racing simulators, air hockey, foosball & pinball. Includes elegant king suites and magical kids’ rooms (Toy Story, Star Wars, Minions, Beauty & the Beast). Perfect for multi-family getaways — just 20 minutes from Magic Kingdom.

Disney Theme Rooms | Private Pool | Storey Lake

Welcome to your dream vacation at Storey Lake, one of the most loved resorts by travelers visiting Orlando. This beautifully designed 4-bedroom, 3-bath townhome was created to bring comfort, fun, and unforgettable memories all in one place, just minutes from Disney and the area’s top attractions.

2026 Themed NEW 08 Bedrooms At Solara Resort

Our vacation homes will bring you to experience beyond a simple stay. You will be near the most famous themed parks in the world while feeling the comfort of your home, plus having the highest standard of luxury and modernity, with everything a vacation home in Orlando can offer you.

5 Bd/ 3.5 Ba Sleeps 16! Cumbrian Lakes (4645 CL)

• Community: Cumbrian Lakes • 5 Bedrooms/ 3.5 Bathrooms/ Sleeps 16 • Disney World® (8.3 miles) SeaWorld (12.2 miles) • Convention Center (13.2 miles) ICON Park (14.9 miles) • Universal Studios (16.0 miles) Epic Universe (14.9 miles) • Location: Cumbrian Lakes Drive, Kissimmee FL 34746