Holiday rentals with outdoor seating in Kissimmee

Lakeside Paradise, 15 min Disney + Saltwater Pool

Welcome to Lakeside Paradise – Discover the perfect blend of tranquility and excitement at Lakeside Paradise. Enjoy the serenity of our lakeside retreat, just moments from Central Florida’s top attractions: Disney Parks – 8 miles (15 mins) Universal Studios – 16 miles (25 mins) SeaWorld – 13 miles (20 mins) ESPN Sports Complex – 6 miles (10 mins) Margaritaville/Island H2O – 3 miles (10 mins) Walmart/Target – 6 miles (10 mins) Optional heated pool and spa available for an added fee of $40/day

Waterfront next to Resort by Disney Game &Theater

Lakefront Luxury Everything is Completely remodeled 5 bdrms\5 bthrms luxury villa – Located in the gated Paradise Palms Resort,which is just around the corner from Disney. Only a few steps away from the Clubhouse amenities & nature path,this home offers privacy & lake\nature views from the sun soaked south facing color changing pool\spa.Enjoy , New home theater, two 1st floor master bdrms & 2 bthrms + another master & immersive themed rooms on 2nd floor. AC Arcade TV gameroom & billiards Loft

Disney-themed, Private Pool with heat, King Bed!

Don't miss the chance to enjoy this beautifully renovated and Disney + Universal-themed home in a gated resort! Central to almost everything, you'll find this home has everything you need for a memorable stay in Central Florida! Memory foam mattresses, Smart TVs in every room, a fully stocked kitchen and a private pool! Not to mention the amazing clubhouse amenities which include a luxury resort-style pool, basketball court, volleyball court and a kid's playground! You will LOVE this place!

8BR Lakefront themed Villa•Pool•GameRoom•GolfCart

Stay minutes from Disney in a spacious 8BR, 4.5BA villa designed for families & groups! Kids will love the Mario Kart, Frozen, Toy Story, Small World & Royal themed rooms, plus a Harry Potter game room with pool table & arcades. Adults will enjoy the private pool, lanai patio, gourmet kitchen, Beauty & the Beast dining room, and the convenience of a golf cart included with your stay. Perfect for: • Multi-family Disney trips • Large groups (sleeps 16+) • Guests wanting both space & magic

Stylish Villa Private Pool-SPA Near Parks Disney!

Stylish villa 4 bed/3 bath family home with private facing pool & SPA, living room, family room, kitchen, breakfast bar, dining table, a game room, Wi-Fi, smart TVs, wheelchair accessible, close to the parks, shops, and restaurants, Pool & SPA heater at additional cost, located at Glenbrook community. We have it all and much more to enjoy. The pool & SPA heater fee is $25 (USD) per day. The BBQ grill is an additional $45 (USD) charge for the whole stay, including 1 propane gas and cleaning.

Luxurious 5BR w/ Pool, Spa, Game Room & BBQ Grill

Step into your dream getaway at Windsor Island Resort, a stunning vacation retreat in Kissimmee with a private pool, relaxing spa, and full resort-style amenities. Just 10 miles from Disney and close to Orlando’s top attractions, this spacious home is perfect for families and friends. Whether you’re floating down the lazy river, enjoying a game of basketball, or simply unwinding in your own private oasis, this villa combines comfort, fun, and convenience for an unforgettable vacation.

Gorgeous 5BR @ Encore Next to Disney - 305

Modern 3,000sf luxury home, with 5 bedrooms, at world's renowned Encore Resort at Reunion. Featuring 5 bedrooms, 5 1/2 bathrooms, a game room, a beautiful backyard, a private pool and spa. 6 Minutes away from Super Walmart and Publix supermarket 15 Minutes away from Disney Parks 15 minutes away from Disney Springs 15 Minutes away from Premium Outlets 20 Minutes away from Universal Studios 20 Minutes away from International Drive attractions *PLEASE MAKE SURE TO READ THE HOUSE RULES*

2693 Resort 4BR House Waterpark by Disney Orlando

Minutes from Disney, stylish & peaceful Townhouse, with 4 bedrooms and 3 full bathrooms, fully equipped kitchen for up to 8 guests, located in the family friendly Storey Lake Resort. Enjoy our private pool with optional water heater. The open floor plan blends Kitchen, Dining and Living room. Close to outlet malls & retail stores. Great Resort amenities: Heated Pools, Kids Splash Zone, Water Slides, Lazy River, Gym, Mini Golf, Lake, Kayak, Tiki Bar, Ice Cream Shop & more.

Upstay-Luxury 3BR Home w Private Pool & Games Room

Escape to your own resort retreat—just 17 miles from Disney! Splash in the private screened-in pool, unwind in the chic living area, or challenge the crew to games upstairs. This vibrant 3-bedroom home features a King and Queen bedroom and a fun Minions-themed bunk room, full kitchen, Smart TVs, and in-home laundry. With BBQ, resort-style clubhouse access, and family-friendly vibes, it's the ultimate Florida getaway! Your dream adventure starts right here.

Cozy 2Bed Boho Hideaway 10 Min to Parks Allows Pet

Welcome to Your Magical Gateway – Just 10 Minutes from Orlando's Magical Parks! Location: Perfectly located for Disney and Universal, our apartment offers a peaceful retreat with all the comforts of home. Whether you’re here to explore the magic unwind, or even stay for longer terms, you’ll love every moment of our cozy space. The property sleeps 8 people! PLEASE CONTACT US TO INQUIRY ABOUT ADDITIONAL POTENTIAL DISCOUNTS FOR MULTIPLE DAYS STAY

3212 Magic Village 4suites Lakefront 8 min Disney

MAGIC VILLAGE - 4 SUITES - 8 GUESTS - BBQ - LAKE VIEW - 06 MIN DISNEY Bring the whole family to this grNew condominium with modern architecture houses, two parking spaces in front of the unit. Well-located near US-192 and leisure, such as cinemas, restaurants, waterparks, shopping centers, Disney parks, pharmacies, and Walmart. All mentioned, are less than 10 minutes from the property. eat place with lots of room for fun. (3212 Brk ave)

Themed w/ Private Pool, 4bd/4b, Next to Disney

Enjoy a vacation in this luxury townhome, geared for families. ❄️Themed Frozen and Lion King rooms 💦Private Heated(free) Pool 🏰15-25Mins to WDW and Universal 🦁 NEW Lion King Themed Room!! 🧸Kid Gear Included(Stroller, Toys etc) 🏝️Resort-Splash Pad, Lazy River, Pools 🛏️Room for Multiple Families 🛁Spa Toiletries and Starter Pack of Supplies included 🍳Kitchen for supplies for all the cooking 💻Free WiFi