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$680,000
9 Beds ⋅ 6 Baths ⋅ O6293600 MLS
Luxurious vacation home located in the beautiful Windsor at West Side vacation community. This community features a wonderfully appointed resort area inmcluding a clubhouse, community pool with a lazy river, gym and much more. The property features a spacious open area encompassing the kitchen, dinning area and living room. inside we find 9 spacious bedrooms and 6 luxurious bathrooms. Not only does this property come fully furnished, it has been beautifully decorated with extremely high quality City Furniture, luxurious fixtures, high quality granite countertops. stainless steel appliances, top of the line electronics and an upgraded washer/dryer system to cater to the demand of a 9 bedrooms property. Every bedroom has also been tastefully themed, giving guests options that fit in line with their preferences. The property features a beautiful, fully enclosed pool area that features copious seating to give guests plenty of room to relax. The loft area includes a L shaped sofas (with an ottoman) and a massive 85" TV making it a wonderful area to stretch out, relax and and enjoy the big game or a family movie night. Gamers of all ages will also love the wonderfully decorated game room that features both billiards and foosball table. The property is also close to Disney World, Universal, Sea World and other Central Florida hot spots making it a perfect vacation home. THIS PROPERTY IS RARELY VACANT. Don't wait schedule your visit today.

8892 Bengal Court, Kissimmee
$655,000
9 Beds ⋅ 6 Baths ⋅ O6383306 MLS
Welcome to 1635 Lima Ave, a 9-bed, 6-bath waterfront vacation home in the highly sought-after Windsor at Westside Resort, just minutes from Walt Disney World®. Built in 2018 and offering 4,391 sq ft, this fully furnished single-family home is zoned for short-term rentals and is truly turn-key and income-ready. The open-concept layout is designed for large groups, featuring a spacious living area and a 16-seat dining table, comfortably accommodating 18–20 guests. Cool, modern finishes create a welcoming retreat after long park days. The first floor includes two king bedrooms, one with an ensuite bath. Upstairs offers an additional king suite with private bath, three queen bedrooms, and a twin bedroom, connected by convenient Jack-and-Jill bathrooms. Enjoy a private screened pool with tranquil water views, a rare feature within the community that enhances both guest experience and long-term appeal. Windsor at Westside is a gated resort community known for strong rental demand and exceptional amenities, including a 10,000-sq-ft clubhouse, resort-style pool, lazy river, waterslide, tiki bar, fitness center, volleyball courts, arcade, and more. HOA includes cable, internet, and grounds maintenance. Ideally located with easy access to Hwy 429, Disney, shopping, dining, and entertainment. Fully furnished, waterfront homes in this community are limited — an excellent opportunity for owners seeking flexibility, enjoyment, and long-term value. Homes of this caliber — fully furnished, waterfront, rental-approved, and impeccably maintained — are always in demand, especially in a resort community of this stature. Whether you’re seeking a high-performing investment, a vacation retreat, or a property that offers both enjoyment and income potential, 1635 Lima Avenue presents a compelling opportunity that deserves immediate attention.

1635 Lima Avenue, Kissimmee
$655,000
10 Beds ⋅ 6 Baths ⋅ O6379285 MLS
Step into luxury resort-style living in this turn-key, fully furnished 10-bedroom, 6-bath pool home located in the highly sought-after Windsor at Westside community. Approved for short-term rentals, this property is a proven income-producer and an incredible vacation retreat all in one. Designed for comfort and fun, the home features a private pool with spa, an in-home movie theater, a game room upstairs, and two themed bedrooms created especially for Disney lovers. Every detail is set up for guests to arrive and start enjoying immediately. Windsor at Westside offers 24-hour guard-gated security and world-class amenities including a clubhouse, resort-style community pool, lazy river, splash zone, fitness center, arcade room, tennis courts, basketball courts, and volleyball courts. Lawn care, cable and internet are included, and the community is pet friendly. Whether you’re looking for a high-performing vacation rental or a spacious luxury getaway near the theme parks, this home checks every box. Call today before it's gone!

8912 Bengal Court, Kissimmee
$615,000
9 Beds ⋅ 6 Baths ⋅ O6359137 MLS
Welcome to a 9-Bedroom vacation short-term rental pool home is located just 15 minutes from Disney and is the perfect destination for a magical getaway in the community Windsor Westside. The home features a private pool and jacuzzi, game room, bedrooms with themes and lighting. Enjoy all the thrills of a theme park vacation in the comfort and convenience of your own private paradise. Take a dip in the sparkling pool, relax in the cabanas, or enjoy a game of volleyball or basketball take a ride down the lazy river. The clubhouse has a hot tub, fitness room, and a mini golf course. With such a variety of amenities, this property is the perfect place to live and play!

1634 Lima Avenue, Kissimmee
$605,000
8 Beds ⋅ 6 Baths ⋅ S5148316 MLS
Back to the Market !!! Best priced fully furnished turnkey investment in Windsor at Westside Resort, one of the most sought-after short-term rental communities near Disney. This spacious 8 bedroom, 6 bathroom vacation home offers strong rental income potential and immediate operation. Features include open concept living area, two owner’s suites on first and second floors, dedicated game room, entertainment loft and private screened pool with spa, ideal for guest satisfaction and high occupancy. Resort amenities include clubhouse, lazy river, heated pool, fitness center, sports courts, restaurant and bar. Prime location near Disney parks, golf, shopping and dining.

8909 Bengal Court, Kissimmee
$600,000
8 Beds ⋅ 6 Baths ⋅ O6386621 MLS
This fully furnished vacation/investment home is ideally located just minutes from Disney. With 8 bedrooms and 6 bathrooms, this property in theresort community of Windsor at Westside can comfortably accommodate up to 20 guests. It is ready for immediate use! The home features aspacious family and dining area, along with a large family room on the second floor. Enjoy outdoor gatherings in the private pool and hot spaarea, which offers amazing views of the water! The open kitchen is equipped with granite countertops and stainless-steel appliances, making itboth functional and stylish. Master suites are conveniently located on both the first and second floors, providing comfort and privacy for guestsand owners. Windsor at Westside, located in Kissimmee, FL, offers easy access to Orlando's theme parks, shopping, and dining options. Thecommunity features resort-style amenities, including a 10,000 sq. ft. clubhouse, a large pool with a slide and tiki bar, a fitness center, volleyballcourt, sundry shop, and video arcade. Plus, Florida’s popular beaches, such as Cocoa Beach and Clearwater Beach, are just over an hour's driveaway. This property presents a great opportunity for both personal use and investment.

1663 Lima Avenue, Kissimmee
$600,000
8 Beds ⋅ 6 Baths ⋅ O6351668 MLS
Experience resort living at its finest in this exceptional 8-bedroom, 5.5-bathroom home located in the highly sought-after Windsor at Westside community. Situated on a premium conservation lot, this fully furnished residence is ideal as a luxury vacation retreat or a short-term rental investment. The spacious open-concept layout features expansive living and dining areas, a gourmet kitchen with granite countertops and stainless steel appliances, and two master suites—one conveniently located on each floor. Step outside to enjoy the Florida lifestyle with your private screened-in pool and spa, offering serene tree-lined conservation views. Inside, guests will love the two themed bedrooms inspired by Star Wars and Disney Princesses, while the remaining rooms are tastefully decorated with quality furnishings and stylish accents to appeal to a wide range of guests. Residents and guests have access to world-class resort amenities, including a 10,000 sq. ft. clubhouse, resort-style pool with lazy river and splash pad, fitness center, arcade, sports courts, playground, and more. The HOA covers cable, internet, lawn care, and valet trash service for ultimate convenience. Perfectly located just minutes from Disney, shopping, dining, and major highways, this turn-key property is move-in or rental ready—a rare opportunity you don’t want to miss!

8888 Bengal Court, Kissimmee
$595,000
8 Beds ⋅ 6 Baths ⋅ S5146750 MLS
TURN-KEY INVESTMENT OPPORTUNITY! Sold furnished 8-BED LUXURY POOL HOME JUST MINUTES TO DISNEY! Welcome to your ultimate dream vacation home or high-performing short-term rental (Airbnb/VRBO) located in the highly sought-after Windsor community! Perfectly designed to accommodate large groups and multiple families to maximize your rental income. HOME FEATURES: Step inside to a modern, open-concept floor plan with high ceilings that seamlessly connects the fully-equipped chef's kitchen, dining area, and spacious family room. Head outside to your private, screened-in lanai where you will find a sparkling pool and a relaxing SPA—the absolute perfect backyard oasis to unwind after a long day at the theme parks. RESORT-STYLE AMENITIES: Located in a premier, secure gated community, you and your guests will have access to world-class resort amenities. Enjoy the massive luxury clubhouse, resort-style pool, lazy river, fitness center, playground, and more! It truly offers a 5-star resort lifestyle. UNBEATABLE LOCATION: Location is EVERYTHING! Situated in the prime 34747 zip code, you are just a short drive to Walt Disney World, world-class golf courses, and fantastic dining options on Hwy 192. Easy access to major highways and Orlando International Airport (MCO). Whether you are looking to expand your lucrative investment portfolio or seeking the perfect family getaway home, this property checks all the boxes. Properties of this size and in this prime location do not last long—act fast!

8825 Corcovado Drive, Kissimmee
$587,000
8 Beds ⋅ 6 Baths ⋅ O6210246 MLS
Experience luxury living in this beautiful 8-bedroom, 6-bathroom vacation home located in the resort-style community of Windsor at Westside. The spacious living area allows guests to relax and unwind, while the elegant dining area is perfect for sharing meals together. The bright, airy kitchen comes fully equipped with all the modern appliances you need for a comfortable stay. Windsor at Westside offers an array of popular resort amenities, with the clubhouse serving as the community's centerpiece. Enjoy the huge resort-style pool, complete with cabanas, a water slide, and a lazy river that promises hours of family fun. The community is conveniently located just minutes from shopping centers, markets, gift shops, restaurants, golf courses, and more. Additionally, you'll be close to top attractions such as Disney World, Universal Studios, SeaWorld, and premium outlets. With easy access to US192 and SR429, getting around is a breeze. Don't miss the opportunity to see this stunning vacation home. Schedule a showing today!

1586 Lima Avenue, Kissimmee
$568,000
9 Beds ⋅ 6 Baths ⋅ O6275641 MLS
One or more photo(s) has been virtually staged. This is the best value 9 bedroom home in the community! Either long term or short term rentals! Investors favorite. Amazing Investment opportunity or personal home, ready to put your personal touches on this 9 bedroom, 6 bathroom home in Windsor at Westside. Tile throughout the main living spaces and plush carpet in the bedrooms. The first floor features an open floor plan with sliding doors to the screened lanai with pool, spa and spectacular water views. There are two first floor en-suites for convenience and privacy, one with access to the pool and screened lanai. Upstairs is an oversized bonus room ready to be themed and decorated to your heart's desire. 7 more generously sized bedrooms and 4 more bathrooms round out the upstairs. The community of Windsor Westside is complete with amenities such as a large clubhouse, exercise room, adult pool, splash pool & lazy river, playground, basketball court, volleyball, Tu Casa restaurant & bar and more. HOA covers exterior landscaping maintenance, internet, cable, and daily trash service. Fantastic location close to all the area’s exciting, world class attractions from theme parks, golf, dining & shopping. Convenient to all major highways and the airport. Check out the 3D tour online, schedule a private viewing today!

8833 Corcovado Drive, Kissimmee
$490,000
5 Beds ⋅ 6 Baths ⋅ G5098039 MLS
Priced to Sell – A Must-See Property for Investors & Vacationers Alike! Experience the perfect blend of luxury, location, and lifestyle in this immaculate 5-bedroom, 5.5-bath corner-lot vacation home, located just 8 minutes from a west entrance to Walt Disney World—strategically positioned to help you avoid the heavy traffic of the main gates. As one of the best-performing short-term rentals in the neighborhood, this fully furnished home features private suites for every guest, spacious gathering areas, and a private pool and deck, offering both privacy and comfort for families and friends. Thoughtfully decorated and well maintained, it also includes entertainment perks like an air hockey table and pool table, ensuring an unforgettable stay for guests of all ages. This home is nestled in a vibrant, resort-style community that boasts an impressive 8,000+ square-foot clubhouse, a heated pool and spa, lazy river, cabanas, poolside WiFi, a state-of-the-art fitness center, game room, playgrounds, and courts for volleyball, tennis, and basketball. Residents and guests can also enjoy the on-site restaurant, bar, convenience store, and a cozy lounge area with an indoor/outdoor fireplace and TVs. The HOA takes care of lawn maintenance, basic internet, cable TV, and daily valet garbage pickup, allowing for truly worry-free ownership. Ideally located near top golf courses, shopping centers, grocery stores, major attractions, and the airport, this home offers both excellent rental income potential and a luxurious personal retreat. Whether you're looking to invest or to relax and enjoy all the benefits of resort-style living, this home is truly a must-see.

8800 Corcovado Drive, Kissimmee
$390,000
5 Beds ⋅ 5 Baths ⋅ O6370265 MLS ⋅ N/A BLDG.
Welcome to 8851 Geneve Ct in Kissimmee, a fully furnished, turn-key vacation home located in the highly sought-after Windsor at Westside Resort, one of Central Florida’s premier short-term rental communities near Walt Disney World Resort. This income-producing property offers the perfect blend of investment potential and resort-style living. Situated within a gated resort community, residents and guests enjoy world-class amenities including a lazy river, resort-style pool, clubhouse, fitness center, restaurant, playground, and multiple sports courts. The HOA provides exceptional value, covering basic internet and cable, landscaping for the common areas surrounding the unit, daily valet trash service, and full access to the resort’s amenities, including a kids splash pool area, lazy river, basketball and tennis courts, soccer field, volleyball courts, and an additional clubhouse located in Phase 3 of the resort. Security and guest access are well managed with 24/7 guard-gated entry across three guardhouses located throughout the community, additional guards during heavy check-in times, and overnight security rovers. Owners and guests also benefit from the MyQ gate access system, which provides proxy cards for owners and temporary access cards for guests for seamless entry. Ideally located just minutes from Disney and Orlando’s top attractions, with convenient access to U.S. Route 192, State Road 429, and Interstate 4, the home is surrounded by popular shopping, dining, and entertainment options that attract visitors year-round. Being sold completely furnished, this property is move-in ready*and ideal for buyers seeking a vacation home near Disney or a high-performing short-term rental property in Kissimmee’s thriving resort market.

8851 Geneve Court, Kissimmee
$380,000
5 Beds ⋅ 5 Baths ⋅ S5146973 MLS ⋅ Na BLDG.
Welcome to Windsor at Westside, one of Central Florida’s most desirable short-term vacation communities! Ideally located just minutes from world-famous theme parks, shopping, dining, and entertainment, this stunning 5-bedroom, 4 full bath and 1 half bath home offers the perfect blend of luxury and convenience. Fully furnished and move-in ready, this property is ideal as an income-producing vacation rental or a beautiful second home getaway. Enjoy your own private pool, perfect for relaxing after a day of fun in the sun. The community offers exceptional resort-style amenities, including a lazy river, water playground, cabanas, outdoor fireplace, shaded playground, fitness center, arcade, multi-purpose courts, sand volleyball, Tu Casa Bar & Lounge, event spaces, and a lush sports field. Don’t miss this incredible opportunity to own in a prime location just a short distance from Disney World parks—where comfort, entertainment, and investment potential come together!

8811 Geneve Court, Kissimmee