Family-friendly holiday rentals in Kissimmee

Sleeps 21|Free Pool Heat|15 min to Disney|Hot Tub

Make memories to last a lifetime in our luxurious seven-bedroom home (sleeps 21) at Orlando's premier vacation community. Enjoy your own Batman cave game room, private pool (heated at no extra charge*), and hot tub. Our 100% Five-Star rating from previous guests and our generous cancellation policy means you can book with confidence. Only 15 minutes to Disney and a short walk to a fabulous resort clubhouse with free access to a lavish pool, kids waterpark, restaurant, playground, gym, and more!

Solara 5BR Themed | Private Pool | Near Disney

Welcome to your dream vacation at Solara Resort, one of the most celebrated communities for families visiting Orlando. This beautifully designed 5-bedroom themed villa was created to bring comfort, fun, and unforgettable memories all in one place, just minutes from Disney and the area's top attractions. With two immersive themed kids' rooms, a private screened-in pool, a Star Wars game room, and full access to Solara's world-class resort amenities, this home was made for magical family stays.

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.

Luxury Villa! /Game Room/ Pool Heater

Luxury Villa on a gated community in Kissimmee (Four Corners). Modern. Situated 10 min. from Disney theme parks. Well decorated and presented. Game Room, Mini Gym, Beautiful, large pool deck which is totally enclosed and secluded. There is a private Pool and overflow Spa. Three Bedrooms and Bedroom one is separate from the main house but still enclosed in the building. This would be ideal for a young couple within the group as it has its own bathroom, small kitchen and also total privacy.

Clubhouse Birdie: Resort Home near Disney

Welcome to the Clubhouse Birdie - Where Magic Meets Mulligans! This luxury home in world-renowned ChampionsGate Resort has world‑class golf right in ChampionsGate, with 36 holes of Greg Norman–designed championship golf plus an additional 18‑hole ChampionsGate Country Club course just minutes from the home. Enjoy free access to resort amenities, 24/7 gated security, private pool/spa, outdoor TV, themed game room with arcade, no rear neighbors, and sleeping for up to 14 guests.

Magical 2 pool-Spa & Game Room Villa near “Disney”

Looking for stay away from the crowd but yet close to Disney ? This private pool themed home is perfect to complete your Dream Disney family vacation you always wanted. 15 miles /Magic kingdom -13 miles from Disney springs -15 miles from Epcot center -25 miles / 30 Universal Studios Make your stay Magical with our custom made themed rooms Star Wars play area and kitchen Romantic master Arabian night Avatar pandora Moana bedroom Just less than 2 miles from I4 hw

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!

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!

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.

7 BD/ 7 BA/ Solara Resort (2327 SR)

• Community: Solara Resort • 7 Bedrooms/ 6.5 Bathrooms/ Sleeps 14 • Disney World® (7.5 miles) SeaWorld (17.0 miles) • Convention Center (18.0 miles) ICON Park ( 19.7 miles) • Universal Studios (20.8 miles) Epic Universe (20.3 miles) • Location: Sea Rock Rose Trl, Kissimmee, FL 34747

Magical Disney Family Escape with Pool & Game Room

OpenAGetaway Properties invites you to experience an immersive, family-friendly getaway at Mickey House. *Newly remodeled villa *Private villa pool *Superhero-themed arcade room *Desirable Windsor Resort Neighborhood *5 minute walk to the full-service resort & clubhouse