Homes For Sale in Kissimmee 34747 - 657 homes

Remarks: Huge price reduction. This amazing fully furnished vacation rental home features 8 bedrooms, 6 bathrooms. Among them, there are three master bedrooms, spacious and sunny. Very good rental history. With beautiful, heated, large swimming pool and spa. It is definitely great investment opportunity at the one of the most popular Disney short-term rental vacation homes, Windsor Westside! This home has been always booked full and received high level reviews. It is fully furnished with all high end furniture! Beautiful granite counter tops in the kitchen and dining room area, custom themed rooms and interior paint, beautiful, screened pool area with paver deck, covered lanai. The community features luxury clubhouse, including resort style heated pool and spa, water park, wireless internet on the pool deck, lazy river, state of the art fitness center, poolside cabana, on site store, playground, basketball, game room, restaurant, bar, relaxing lounge area with TVs and much more. This community is located minutes from Walt Disney World. Existing bookings are available upon request. Schedule your showing today! Or click the Virtual Tour link to view a video Tour.

Listing is courtesy of: MULTI CHOICE REALTY LLC (352-404-6542)

Listing Agent: James Song (407-405-3140)

Remarks: Turnkey short-term rental investment opportunity or primary residence! This fully furnished 4-bedroom, 2-bath home is a high-performing vacation rental ready for immediate income, located in the NO HOA community of Indian Creek. The home features a bright, open layout with high ceilings, creating a spacious and inviting feel. The kitchen includes updated appliances, and both bathrooms have been refreshed for a clean, modern look. A two-car garage adds convenience and additional storage. Step outside to enjoy the screened-in lanai and private pool—perfect for relaxing, entertaining, and enjoying Florida’s sunshine year-round. The fully fenced backyard offers added privacy along with space for outdoor activities, pets, or gardening. Major updates include a roof replaced in 2018, A/C from 2016, and a water heater installed in 2022. Residents of Indian Creek enjoy access to community amenities including a playground, tennis courts, and basketball courts, all within a quiet neighborhood setting. Ideally located just minutes from Disney and other major theme parks, as well as shopping, dining, and entertainment, this property benefits from strong rental demand and convenient access to major roadways and Orlando International Airport. This is a great opportunity to own a move-in ready home with income potential in one of Central Florida’s most sought-after locations. Schedule your showing today.

Listing is courtesy of: JASON MITCHELL REAL ESTATE FLO (754-307-0607)

Listing Agent: David Hartigan (407-955-1156)

Remarks: THE ONE YOU HAVE BEEN SEARCHING FOR, PRICED TO SELL!! Located less than 15 minutes from Walt Disney World and with easy access to I-4, US-192, and US-27, the home offers unmatched convenience to Orlando’s top attractions, restaurants, and shopping destinations. The HOA includes internet, cable, landscaping, and access to one of Central Florida’s most impressive amenity centers. Solara Resort delivers the ultimate resort lifestyle, with a zero-entry pool, FlowRider surf simulator, water slides, poolside cabanas, bar and grill, on-site café, state-of-the-art fitness center, yoga lawn, splash zone, playground, marketplace, and sports courts for basketball, soccer, and volleyball. Whether you’re looking to generate passive income or create a luxurious family getaway, this property checks every box. With limited inventory and high demand in Solara Resort, opportunities like this are extremely rare. Fully furnished 9-bedroom, 6.5-bathroom home in the sought-after Solara Resort! Currently operating as a successful Airbnb, this property offers an excellent opportunity for both investors and personal use. The open-concept layout features spacious living and dining areas, along with a well-equipped kitchen with stainless steel appliances and a large island perfect for entertaining. Step outside to your private screened-in pool and spa with Private Rear Views – No Rear Neighbors, offering added privacy and relaxation. Additional highlights include a garage game room, upstairs loft, and themed bedrooms designed for guest enjoyment. Located just minutes from Disney, Universal, and Orlando’s top attractions, Solara Resort offers resort-style amenities including a clubhouse, pool, restaurant, fitness center, and more. A turnkey vacation home with proven rental potential!

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Ariel Vargas (407-558-5161)

Remarks: Stunning 7-bedroom, 6-bathroom plus 1 half-bath home beautifully decorated and meticulously maintained. Situated on a corner lot just steps from the Club House, this residence features a private pool, spacious living areas, and a versatile floorplan perfect for family, guests, or short-term rental investment. Enjoy the Florida lifestyle in this highly desirable community — bright, open rooms and premium amenities make this home truly exceptional!

Listing is courtesy of: POINTON REALTY INC (407-395-2860)

Listing Agent: Andrea Pointon (407-446-4414)

Remarks: Under contract-accepting backup offers. ***TURNKEY & THEMED CONDO*** AC UNIT REPLACED IN 2024! Come see this TASTEFULLY FURNISHED & THEMED condo in beautiful WINDSOR HILLS RESORT! This condo has been renovated by the current owners to stand out in the short-term rental market and is ready to hit the ground running for the new owner! FULLY FURNISHED & meticulously maintained by the current owner this unit has had upgrades such as newer cabinets & touches of Star Wars themes throughout! This unit has already proven success in the short term rental market and even comes with plenty of bookings if the new owner stays with the current property management company! GROUND FLOOR and conveniently located in one of the closest buildings to the CLUBHOUSE & WATERPARK being just a 1 min walk away! WINDSOR HILLS is known as arguably the best short-term rental resort in the DISNEY CORRIDOR! Location is unbeatable being a short 5 min drive and 2 miles to DISNEY & close to other major attractions such as UNIVERSAL, SEA WORLD, & LEGOLAND. Bookings are practically effortless in this community!! Windsor hills is right around the corner from shopping & restaurants! The clubhouse is full of amenities such as the MOVIE THEATER, ARCADE, SUNDRY SHOP, FITNESS CENTER, WATERSLIDES, OVERSIZED HOT TUB, & OCCASIONAL LIVE MUSIC! The clubhouse is a great place to wrap up a family day at the parks with beautiful sunsets overlooking LAKE REEDY! WINDSOR HILLS is geared towards family fun and has PLAYGROUNDS scattered around the resort for the young ones! Windsor Hills also has a PUTTING GREEN, PLAYGROUNDS, TENNIS COURTS, BEACH VOLLEYBALL, BASKETBALL COURT, & RV PARKING as well! Start making family memories today that will last a lifetime! Schedule you’re showing today before it's too late!

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Brandon Ramirez (407-489-0159)

Remarks: A beautiful 3-bedroom, 2-bathroom condo located in the highly sought-after gated community of Windsor Hills Resort in Kissimmee. This turnkey property is not only a fantastic vacation home but also a proven income-producing investment. This property has delivered consistent returns generating approximately $25,000 / year in profit. With a strong rental history and a Premier Listing on Vrbo / HomeAway, this condo is already positioned for continued success. Recent Upgrades: Brand New AC Unit (2025) ($7,900) All New Appliances (2024) ($2800)

Listing is courtesy of: COMMUNITY REALTY ASSOCIATES (561-852-1341)

Listing Agent: Douglas Addeo (561-251-3408)

Remarks: Welcome to your own slice of paradise in Margaritaville Resort Orlando , where lifestyle, location, and income potential come together effortlessly . This beautifully designed Cottage Floorplan 1539 C offers 3 bedrooms and 3 full bathrooms, perfectly suited for a vacation home, or high performing short term rental near Walt Disney World . Ideally located within WALKING DISTANCE to the resort pool, spa, fitness center, and premier amenities, this home places you in the heart of one of Kissimmee’s most desirable vacation communities. Inside, the open concept layout creates a bright and inviting atmosphere, featuring upgraded countertops, stainless steel appliances, and stylish wood look tile flooring throughout the main living areas. The spacious primary bedroom offers a private retreat with its own en suite bathroom, while the additional bedrooms are thoughtfully positioned to provide comfort and flexibility for guests. This home is offered FULLY FURNISHED with the MRO approved City Furniture Key West Sunset package, including furnishings, décor, TVs, window treatments, kitchen essentials, linens, and more. Truly turnkey and ready to enjoy or generate immediate rental income. Margaritaville Resort Orlando delivers an unmatched resort experience with multiple pools, a full service spa, fitness center, and direct access to Island H2 O Water Park. Just minutes away, Sunset Walk offers a vibrant mix of dining, entertainment, shopping, and live music. Whether you are looking to relax, invest, or do both, this property offers the perfect opportunity to own in a premier short term rental community near Disney and the best of Central Florida attractions.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)

Listing Agent: David Hung (407-417-0464)

Remarks: TURN-KEY INVESTMENT OPPORTUNITY! 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!

Listing is courtesy of: MULTI CHOICE REALTY LLC (352-404-6542)

Listing Agent: Mingke Li (352-973-2303)

Remarks: Bank-Owned Property! Great opportunity to make this 6 bedrooms 5 baths home your next primary or investment home. Perfectly situated within the exclusive, gated community of Emerald Island Resort, this massive home offers the ideal blend of comfort and resort-style living. Featuring an open-concept floor plan, the property boasts a private pool, along with four en-suite bedrooms—providing added convenience and privacy for residents and guests alike. The spacious primary suite is located on the main floor and includes a relaxing garden tub and a separate walk-in shower. Residents of Emerald Island Resort enjoy access to a wide range of amenities, including multiple community pools, volleyball, basketball, and tennis courts, a fitness center, sauna, and scenic nature trails. Conveniently located just minutes from Disney, shopping centers, top-rated schools, and major highways, this home truly offers both lifestyle and location. Recent upgrades include a new AC unit and fresh exterior paint, making this property move-in or rental-ready. Whether you're looking for a primary residence, vacation home, or investment opportunity, this property checks all the boxes.

Listing is courtesy of: HORIZON WEST REALTY (407-966-7653)

Listing Agent: Carmen Gonzalez (407-361-0149)

Remarks: Income-producing five-bedroom, four-bathroom corner townhouse located in Paradise Palms Resort. The property is being sold fully furnished with updated furniture, offering a turnkey setup. The home features an open floor plan with combined living and dining areas, providing a functional layout for everyday use. The kitchen is equipped with stainless steel appliances, granite countertops, and ample cabinet space. Sliding glass doors lead to a private screened-in pool with pond views, creating a separate outdoor area for relaxation. One bedroom and a full bathroom are located on the first floor, with additional bedrooms upstairs, allowing for flexible use of space. The corner unit location provides added privacy and natural light. Situated directly across from the clubhouse and community pool, the property has convenient access to resort-style amenities, including a pool, fitness center, sauna, arcade, basketball courts, and gated entry. Located within close proximity to Disney and other major attractions, with easy access to shopping, dining, and major roadways.

Listing is courtesy of: ALVES AND HOWELL REALTY (407-750-2171)

Listing Agent: Gabriel Mantovani (407-637-9878)

Remarks: Welcome to this beautifully maintained 5-bedroom, 5-bath pool home located just 5 miles from Walt Disney World® in the highly desirable Windsor Hills Resort. Situated on a premium corner lot with a west-facing front and unobstructed conservation views, this property offers privacy, strong rental appeal, and an ideal layout for both personal use and short-term rental investment. The open floor plan features a spacious central living area with multiple dining options including a formal 8-seat dining table, breakfast nook, and kitchen bar seating. The fully equipped kitchen overlooks the main living space, creating an ideal setup for entertaining. The converted garage has been transformed into a game room complete with a pool table and gaming area, perfect for those days lounging around. The first floor includes a primary suite with private ensuite bath, along with two additional guest bedrooms—each with their own bathroom. Upstairs you’ll find two themed bedrooms, both with private baths. Upgraded vinyl flooring (2022) enhances all bedrooms. Head outside to your private pool area, enjoy Florida living in the screened-in lanai for added tranquility. Recent updates include new vinyl flooring (2022), new second-floor AC unit (2022), and new pool pump (2024) The HOA fee includes lawn service, irrigation maintenance, daily valet trash pickup, internet, basic cable and a 24/7 manned guard gate. Community amenities include a large clubhouse, tropical setting community pool with water park slide, zero entry pool, open air lounge center, convenience store, fitness center, movie theater, billiards/game Room, table tennis, lighted basketball & tennis courts, sand volleyball court, putting green, RV/Boat parking area, two kiddie park/playgrounds. Located just minutes from Disney parks, major attractions, dining, shopping, championship golf courses, major airports, and Florida’s famous beaches, this is an exceptional opportunity to own a turn-key home in one of Central Florida’s most desirable resort communities. This home is sold fully furnished and ready for you to move in and make it your own. 2026 upcoming bookings may convey to the new owner if the current property manager is retained. Excellent opportunity for a primary residence, vacation home, or income-producing property. Schedule a Viewing today, don't miss out on this opportunity!

Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)

Listing Agent: Katie Bray (407-779-6677)

Remarks: One or more photo(s) has been virtually staged. Welcome to this stunning 5-bedroom, 4 full bathroom, plus powder room/half bath POOL/SPA home located in the highly sought-after Encore Resort at Reunion. Designed with a modern, flowing floor plan, this bright and beautifully appointed home offers the perfect blend of luxury, comfort, and investment potential. The spacious main level features a private bedroom suite, a convenient half bath for guests, and an expansive living and dining area that seamlessly connects to a stylish, oversized kitchen. Large sliding doors open to your own private POOL and SPA, creating the ultimate indoor-outdoor Florida lifestyle experience. Upstairs, you’ll find a generous bonus/game room, a luxurious primary suite with a private balcony, two additional bedrooms with a shared bath, and another private suite with private balcony—providing ample space for family and guests. Encore Resort offers world-class amenities including a spectacular water park, fitness center, arcade, sports courts, clubhouse, restaurant and bar, convenience market, play areas, and 24-hour dedicated guest services with in-home support as needed. Whether you’re seeking a dream vacation retreat, a high-performing short-term rental investment, or both, this exceptional property offers an incredible opportunity in one of Central Florida’s premier resort communities, located close to Central FL Attractions, such as Disney World, Sea World and Universal Studios.

Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)

Listing Agent: Christine Landrau (407-949-1421)

Remarks: PRICE IMPROVEMENT! SELLER MOTIVATED! *** Back on the market with recent upgrades *** Beautiful fully furnished 3-bedroom townhouse in a prime Kissimmee location, just 10 minutes from Disney. This well-maintained property features 2 full bathrooms plus a convenient half bath, offering comfort and functionality for residents and guests. Move-in ready and ideal for a primary residence, vacation home, or income-producing property with short-term or long-term rental potential. The home includes all furnishings with numerous recent upgrades: brand-new bedding throughout, new living room sofa, new area rug, new dining table and chairs, new kitchen breakfast table, and new light fixtures. The living room TV and the master suite TV are also brand new. The property is exceptionally clean and well cared for, with professionally cleaned carpet and inviting, comfortable living spaces. Excellent location with convenient pedestrian access to Walmart via the same sidewalk and close proximity to restaurants, shopping, and major attractions.Turnkey opportunity in one of Kissimmee’s most desirable areas

Listing is courtesy of: IDEAL REALTY GLOBAL (407-775-1799)

Listing Agent: Roseli Pereira (407-793-7345)

Remarks: Under contract-accepting backup offers. Beautiful and fully furnished 4-bedroom, 5-bath townhome located in the exclusive Magic Village Resort, just minutes from Disney. Offering 2,356 sq ft of modern living space, this two-story home features a sleek kitchen, open-concept layout, spacious suites, and a private balcony. Ideal for personal use or short-term rental investment. The resort offers premium amenities including concierge services, clubhouse, fitness center, and more. A prime opportunity in one of Central Florida’s top vacation rental communities!

Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)

Listing Agent: Catarina Ferlin Farah (407-232-4936)

Remarks: Short Sale. LOWEST PRICED 7 BEDROOM! Turnkey 7-Bedroom Vacation Home in Windsor at Westside – Active Short-Term Rental! Welcome to 1861 Nice Court, a beautifully furnished and actively producing 7-bedroom, 5-bathroom short-term rental located in the sought-after Windsor at Westside Resort. With 3,281 sq ft of living space, this stunning home is designed to impress guests and maximize occupancy—making it the perfect investment property or vacation retreat near the magic of Disney. Step inside to a bright, open-concept layout featuring a spacious living area, modern kitchen with stainless steel appliances, and generous dining space ideal for large families and groups. This home offers multiple ensuite bedrooms and themed guest rooms that delight visitors of all ages and keep bookings strong year-round. The private screened-in pool and patio provide the perfect place to unwind after a day at the parks, offering your guests the relaxation and resort-style experience they’re searching for. Located in the gated, 24-hour resort community of Windsor at Westside, owners and guests enjoy unmatched amenities including an 8,000+ sq ft clubhouse, fitness center, resort-style pool, waterslide, lazy river, volleyball court, tennis courts, and a full activity-filled play zone. The HOA covers lawn maintenance, internet, cable, daily valet trash service, and access to all resort amenities—making ownership truly hassle-free. Just minutes from Walt Disney World, Margaritaville, Sunset Walk, shopping, dining, and major attractions, this property offers strong rental history, excellent future booking potential, and a turnkey setup ready for its next owner. Whether you're looking to expand your STR portfolio or secure a high-performing vacation home, 1861 Nice Court is an exceptional opportunity in one of Central Florida’s premier resort communities.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Michael Steward (386-243-9585)

Remarks: Under contract-accepting backup offers. Welcome to this stunning condo in the highly desirable Caribe Cove Resort. This fully renovated 2 bedroom, 2 bath residence delivers comfort, style, and income potential all in one. Whether you plan to live here full time, lease long term, or generate short-term rental revenue, this property fits your goals. Inside, you will find a fully furnished interior with clean lines, updated finishes, and a warm, modern design. The open concept floor plan connects the kitchen, dining, and living areas, creating a bright and functional space that feels both spacious and inviting. Perfect for relaxing after a day at the parks or hosting guests with ease.

Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)

Listing Agent: Rodrigo Marsal (407-431-8503)

Remarks: Beautiful home located in the fabulous Solara Resort, The house features an open floor plan with 4 bedrooms and 3.5 bathrooms and it is offered fully furnished, ready to use as residence, vacation home or investment property. Solara Resort features one of the most amazing Clubhouse amenities with a gated entrance, full water complex, splash pad & water slide, FlowRider Surf & Wake simulator, basketball court, sand volleyball court, fitness center, game room, playground, restaurant & bars, and much more. Perfectly located off US-192, nearby highways I-4 and US-27, just 8 miles to world class theme parks, and a short commute to world-famous Orlando Area Attractions, and Local Beaches. This amazing two-story home is perfect for you and your family! Don't miss this opportunity!

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Marcia Aguiar (321-286-6038)

Remarks: TURNKEY • FULLY FURNISHED • PROVEN INCOME PRODUCER Back on market due to buyer’s employment-related relocation restrictions—no fault of the property. Second chance to make this home yours! High-performing short-term rental with nearly $56,000 in 2025 revenue and strong future bookings already in place for 2026. This 5-bedroom, 5.5-bath home features an open main level with a guest suite, upgraded kitchen, and great room. Enjoy a private heated pool and spa, plus a converted game room for added guest appeal. Upstairs offers a loft and four ensuite bedrooms. HOA covers pool service, lawn care, and landscaping, internet, trash and surity. Located in Encore at Reunion Resort, offering a water park, fitness center, sports courts, dining, clubhouse, and concierge services. 3D tour available—schedule your private showing today.

Listing is courtesy of: REDFIN CORPORATION (407-708-9747)

Listing Agent: Nancy Postorino (908-636-0482)

Remarks: Upon entering the Malibu III, guests are greeted by a grand foyer that leads to a home built for entertaining. The kitchen features an expansive island complemented with granite counter tops, a chef-worthy walk-in pantry, a dining room, and stainless-steel appliances. At 3,500+ square feet, the Malibu III boasts 7 bedrooms, 6.5 bathrooms, a 2nd-floor loft and a gathering room bathed in natural light from the adjacent lanai. The Malibu III includes 2 owner's suites, with one located on the 1st floor. Featuring generous walk-in closets and a bathroom with a double sink vanity, the owner's suites are the perfect oasis for guests to relax and unwind after a long day. Melt away stress and take advantage of the Florida heat by taking a dip in the home’s adjoined private covered pool.

Listing is courtesy of: MATTAMY REAL ESTATE SERVICES (407-440-1760)

Listing Agent: Amanda Warren (321-662-0779)

Remarks: Welcome to your turnkey income-producing retreat at Encore Resort at Reunion. Situated on a rare 0.28-acre lot, this home offers an exceptionally large backyard, perfect for guests seeking space, privacy, and a true resort-style experience. The southwest-facing pool is a major highlight, delivering sun throughout the day and into the afternoon, ideal for year-round enjoyment. The upgraded oversized pool features a sun shelf and spa, creating a true vacation atmosphere. An outdoor kitchen completes the backyard, making it perfect for entertaining, relaxing, and maximizing rental appeal. Inside, the home has been fully refreshed with all-new furniture and is thoughtfully designed for short-term rental guests. Custom superhero mural artwork adds a fun, memorable touch that sets this property apart and attracts bookings, especially families and repeat visitors. Located within the highly desirable Encore Resort, the home is fully set up and ready for short-term rentals, offering owners great income potential. Encore’s resort-style amenities include a water park with slides, clubhouse, fitness center, sports courts, playgrounds, dining options, and more, all just minutes from Disney, Universal, and world-class golf. Whether you’re looking for a strong-performing investment, a vacation home, or both, this property delivers on space, style, sun exposure, and resort living. A rare opportunity in one of Central Florida’s most sought-after vacation communities.

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)

Listing Agent: Lisa Grinceri (407-533-3050)