Holiday rentals with a pool in Kissimmee

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.

Near Disney | Heated Pool, King Bed, Arcade

✨ Family-Friendly Retreat Near Disney in a gated, safe & quiet community 🏰 Loved by guests for its cleanliness, comfort, and fast communication. 🏊‍♂️ Unwind after park days in your private HEATED pool 🍔 Enjoy the outdoor BBQ for easy family meals 🎮 Have fun in the upgraded game room with pool table, ping pong, foosball, and a retro arcade ⭐ Hosted by 3 experienced Superhosts known for quick, reliable replies. A perfect balance of fun and relaxation. Book now as dates fill fast!

Themed Illusion House •Waterfront •Private Pool

Alice in Wonderland®-themed home with a uniquely designed Illusion room with character outfits. ❤ Private pool with water view ❤ 15 min to Disney ❤ 25 min to Universal, SeaWorld, Convention Center, 2 min to Walmart ❤ Game room with board games & kids toys ❤ 100" movie theater screen ❤ Sleeps 12 ppl ❤ 2 king beds, 1 Queen memory foam sofa bed, 6 twins, 1 crib, 1 pack & play ❤ Fully stocked home ❤❤❤ Message us for seasonal discounts! ❤❤❤ ‼️ No parties, No smoking, 4 dogs max $75/pet

Pool & Spa Oasis/Golf Retreat/Near Disney/3BR Home

Escape to paradise at our Davenport home, only 11 miles from Walt Disney World! Relax by the huge pool with spa, and savor BBQ delights. Rest in well-designed bedrooms: Master room with a king bed, second room with a queen bed, and third one with two twin beds. Experience ultimate fun in the game room, indulge your culinary skills in the fully equipped kitchen, and step out onto the greens from our backyard on a golf course. Don't miss out, book now and make the most of your vacation

Orlando Dream Escape | Private Pool | Disney

Disfruta de esta hermosa casa renovada con piscina privada en Kissimmee. Ideal para familias y grupos de hasta 8 huéspedes. Cuenta con 3 habitaciones, 2 baños, sofá cama, cocina totalmente equipada, Wi-Fi, lavadora, secadora y estacionamiento gratuito. Ubicada cerca de Disney, Universal, SeaWorld, restaurantes y tiendas. Relájate, disfruta del sol y crea recuerdos inolvidables con familia y amigos. ¡A solo minutos de las principales atracciones de Orlando ✅ Piscina privada

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!

Luxury Encore Pool Spa Pets Game Rm Theater Gym

Amazing Brand New Modern Luxurious Home at Encore Resort Reunion. PET-FRIENDLY & Minutes to all Theme Parks. BRAND NEW HOME. Private Pool & Spa / Game Room / Movie Theater / Gym / Massage Chair / Fireplace / PS5 / Board Games & Much More. Embrace the extraordinary and book your stay at our home, where luxury, entertainment come together for an unforgettable vacation experience. ** Please review the rules before booking. Waterpark access is not included. **

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!

Montego Bay Retreat | 15 Min to Disney

Enjoy a stylish stay in this newly renovated 3-bedroom, 2-bath home, perfect for families and groups of up to 9 guests. Located only 15 minutes (8 miles) from Disney and close to Orlando’s top attractions, restaurants, and shopping. Relax in modern, comfortable spaces after a fun day at the parks. Outdoor grill available for $30/day (gas included). The perfect mix of location, comfort, and convenience for your Florida vacation! ✨

Luxurious Golf Front Oasis: Pool, Spa, View&Cinema

The perfect balance of STYLISH DESIGN, LUXURIOUS COMFORT, & ENDLESS ENTERTAINMENT, beautifully situated directly on the Jack Nicklaus PGA golf course in the stunning 3.5 square mile Reunion Resort. You will have your own private pool with waterfall, spillover spa, STAR WARS cinema- billiards game room, incredible MARVEL kids room with integrated tube slide and double bunks, both an Xbox and PlayStation, minutes to Disney.

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!

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.