Kissimmee Homes For Sale & Real Estate - 3388 homes

Remarks: Escape to paradise at 8019 Knee Deep Rd, a stunning 5-bedroom, 4-bathroom retreat located in the world-renowned Margaritaville Resort Orlando. This fully furnished cottage is a turnkey masterpiece, featuring high-end tropical decor. Designed for the ultimate indoor-outdoor lifestyle, the spacious open floor plan leads directly to your own private oasis: a PRIVATE POOL & SPA—a rare and highly coveted feature within the resort that significantly boosts rental demand and property value. Investing in this property means more than just owning a home; it’s owning a lifestyle. Residents and guests enjoy 5-star amenities, including the Island H2O Live! Water Park, the Fins Up Beach Club with lagoon-style pools, the signature St. Somewhere Spa, and a state-of-the-art fitness center. Located just minutes from Walt Disney World, Universal Orlando, and the vibrant dining and entertainment district at Sunset Walk, this home is perfectly positioned for high-occupancy short-term rentals or a premier vacation getaway. Whether you’re looking for a lucrative investment or a personal piece of the "island life," this property delivers on every front.

Listing is courtesy of: TEAM DONOVAN (407-705-2616)

Listing Agent: James Donovan (407-705-2616)

Remarks: ANOTHER EPIC LISTING!!! Welcome to this beautiful appointed 3 bedroom - 3 bath townhome in in beautiful Windsor Hills. This is your chance to own a vacation property with a private pool that won't break the bank. This home offers the perfect blend of comfort, convenience and resort-style living. Ideally situated with no rear neighbors, the property provides added privacy and a peaceful setting while also being close to the happenings of the community. Inside your villa you have a thoughtfully designed layout featuring a spacious living area that seamlessly opens to your own private screened pool. The home provides a most desired feature in a downstairs bedroom and bath. Upstairs you will find two additional bedrooms and bathrooms along with a landing and gathering area. All guests will have their space. No carpet throughout the home makes for easy maintenance. Located within a sought -after 24-hour gated resort community, residents and guest enjoy access to an impressive array of amenities. These include tennis, basketball, and volleyball courts, along with a state-of-the-art fitness center and game room. The community shines with its resort-style water attractions-featuring a lazy river, thrilling water slides, splash park, and an expansive pool and spa area. Families will also enjoy the magical castle playground an on-site movie theatre, while the on-site dining and drinks add convenience and vacation like atmosphere. Perfectly positioned near major attractions, this townhome is not only an amazing personal getaway but also a highly desirable vacation rental opportunity. Its proximity to the water park and resort amenities makes it especially for short term guest seeking fun, relaxation, and convenience all in one place. Make sure if you are looking.... check this out.

Listing is courtesy of: EPIC FLORIDA REALTY LLC (407-553-3313)

Listing Agent: Ryan Green (407-963-6199)

Remarks: Turnkey furnished 3-bedroom, 2-bath condo in the desirable Caribe Cove / Treasure Trove area, ideally positioned for personal use, vacation rental, or investment ownership near Disney and Central Florida’s major attractions. This spacious condo offers a comfortable open layout, updated interior finishes, stylish furnishings, and a screened balcony for relaxing after a day at the parks. The unit is currently used as a short-term rental and has strong guest appeal, including Airbnb Superhost status and a 4.8-star rating. Recent major improvements include a newer HVAC system, offering added value and peace of mind for the next owner. The HOA includes water, sewer, internet, basic cable, trash, landscaping, exterior maintenance, and community amenities, helping simplify ownership and operations. Enjoy a fully furnished setup with high-quality furniture, attractive décor, and a vacation-ready layout designed for both guest comfort and owner convenience. Located in a well-established resort-style community with easy access to Disney, shopping, dining, golf, major highways. Whether you are looking for a Florida vacation home, an income-producing short-term rental, or a turnkey investment property, this condo offers a strong combination of location, condition, furnishings, and rental potential.

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

Listing Agent: Deborah Armitage (407-353-8963)

Remarks: Price to Sell! Beautiful second-floor condo with elevator access located in a desirable gated community. This spacious unit features 3 bedrooms and 2 bathrooms with a split floor plan for added privacy. Enjoy a bright living and dining area that opens to a private balcony through elegant French doors, perfect for relaxing or entertaining. Residents enjoy the amenities, including a pool , walking trails, and a pet-friendly environment. Prime location!!! Walking distance to shopping, dining, entertainment, theaters, and schools, with easy access to major highways.

Listing is courtesy of: ORIGINAL REALTY LLC (407-414-2102)

Listing Agent: Martha Espinel (407-414-2102)

Remarks: Beautifully designed 3-bedroom, 2.5 bath townhome offering 1,408 sq ft of comfortable living space in a newer construction community. This home features an open-concept layout with spacious living and dining areas, creating a seamless flow ideal for everyday living. The kitchen is thoughtfully designed with modern finishes and ample cabinet space. The primary suite provides a private retreat with an en-suite bath, while additional bedrooms offer flexibility for guests, family, or a home office. A convenient half bath is located on the main level. Enjoy low-maintenance living in prime location just minutes from shopping, dining and Orlando's top attractions.

Listing is courtesy of: THE FIRM RE (407-227-3345)

Listing Agent: Yessenia Feliciano (413-459-3655)

Remarks: Your ideal vacation home awaits — turnkey, stylish, and already generating revenue. This breathtaking 6-bedroom, 5-bathroom gem in Solara Resort has it all: fully furnished with designer touches and a robust booking pipeline that transfers upon purchase. Step inside to soaring double-height ceilings, a spacious open-plan layout, a gourmet chef’s kitchen, a game loft, a dedicated office, and generous bedrooms that guests love. Outside, enjoy a private heated pool, spa, and a shaded lanai perfect for relaxing. Just minutes from Disney, Solara is a premier short-term rental destination featuring a water park, resort-style pool, clubhouse, restaurant, tiki bar, fitness center, spa, arcade, sports facilities, and more. Whether you’re seeking a savvy investment or your personal retreat, this exceptional property offers luxury and immediate passive income.

Listing is courtesy of: KAIA REALTY LLC (407-269-4403)

Listing Agent: Roberto Barros (407-269-4403)

Remarks: Short-term rental condo near Disney! Ideal for Airbnb, vacation home, or investment property! Welcome to this beautifully maintained 4-bedroom, 3-bathroom condo in the highly desirable San Sebastian community, located just minutes from Walt Disney World Resort, Universal Studios Florida, and the attractions of Central Florida. This partially furnished condo features a bright open-concept floor plan with abundant natural light, perfect for both personal use and maximizing short-term rental income. The modern kitchen includes stainless steel appliances, a 2024 dishwasher, and ample cabinet space, seamlessly flowing into the spacious living and dining areas ideal for entertaining guests or hosting vacation renters. The home offers four generously sized bedrooms and three well-appointed bathrooms, providing comfort and flexibility for families and guests. Step outside to your private patio space, perfect for relaxing after a day at the parks. Major updates include a 2020 A/C system and water heater, delivering peace of mind for homeowners and investors alike. Located in a resort-style community with amenities and convenient access to International Drive, shopping, dining, and major highways including I-4 and 417, this property is perfectly positioned in one of Orlando’s top vacation rental markets. Short-term rentals and Airbnb are allowed, making this a high-demand, income producing opportunity in the Disney area. If you’re searching for a vacation rental near Disney, an Airbnb investment property in Kissimmee FL, or a move-in-ready condo in Central Florida, this is the one. Schedule your private showing today!

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Kenny Medina (407-412-4190)

Remarks: Short Sale. Welcome to “Bikinis & Martinis,” a unique and beautifully maintained cottage in the highly sought-after Margaritaville Resort Orlando, ideally located just steps from premier resort amenities. This 2-bedroom, 2.5-bathroom, two-story home offers a spacious and functional floor plan, making it perfect as a primary residence, second home, or vacation rental investment. Designed with inviting coastal architecture and filled with natural light, the home features an open-concept living and dining area with modern finishes throughout. The well-appointed kitchen includes quartz countertops, stainless steel appliances, abundant cabinetry, and a breakfast bar with seating—ideal for entertaining or everyday living. A large-capacity washer and dryer, ceiling fans, and thoughtful upgrades further enhance comfort and convenience. Step outside from the kitchen to your private tropical oasis, complete with a patio, lounge chairs, hot tub, lush landscaping, palm trees, and charming shell pathways—perfect for relaxing or hosting guests. Upstairs, both bedrooms offer privacy and feature en-suite bathrooms with glass-enclosed shower stalls. This home includes the Margaritaville Resort Orlando-approved “Sail Away” Ethan Allen furniture and housewares package, valued at over $25,000. Everything conveys with the sale, including blinds, drapes, TVs, artwork, kitchen essentials, dishware, linens, and more—making this property truly turnkey. Located within one of Central Florida’s most desirable resort communities, residents and guests enjoy world-class amenities, including multiple resort-style pools, a fitness center, spa services, and an on-site water park. Just a short walk away is the vibrant Sunset Walk entertainment district, featuring popular restaurants, bars, live music, retail, and family-friendly attractions. Conveniently located just minutes from Walt Disney World Resort, as well as Universal Orlando and SeaWorld, this property offers unmatched access to the best of Central Florida. Shopping, dining, and major travel routes—including Orlando International Airport—are all within easy reach. Whether you’re seeking a full-time residence, vacation getaway, or income-producing property, this exceptional cottage offers the perfect blend of location, lifestyle, and investment potential—where every day feels like a vacation.

Listing is courtesy of: CREEGAN GROUP (407-622-1111)

Listing Agent: Chris Creegan (407-622-1111)

Remarks: Discover this beautiful maintained 2 bedroom, 2 bathroom townhouse located in the highly sought-after Fantasy World Resort. Perfectly situated just minutes from Central Florida's world-famous theme parks, this property offers an exceptional opportunity for both investors and vacation homeowners. This fully furnished unit is currently operating successfully as an Airbnb rental, making it an ideal income producing property from day one. The townhouse features an open layout, modern amenities, and a welcoming atmosphere that guest love. Resort-styles amenities include: Lazy river, tennis and basketball, dog park, fitness center, 24 hour security and much more! Located in the heart of Kissimmee, you'll enjoy unparalleled access to theme parks, shopping outlets, restaurants, and more.

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

Listing Agent: Denice Davila Diaz (407-202-0114)

Remarks: Beautiful town home 4 bedrooms, 3 bathrooms located in the lovely and private no gated community with guard Coral Cay Resort Community. Home has been tastefully decorated and fully furnished, features an open kitchen/living/dining room combo, ceramic flooring throughout first floor and bathrooms. Second floor has three bedrooms and two full bath, new AC and new Roof, on the living room is the screened in back porch Community offers: club house with a sitting area for relaxing, a party place with a kitchenette, two playgrounds, BBQ area, Community Pool, mini theater, game room and gym. Home is conveniently located near shopping malls, attractions and restaurants. Residents can go to Celebration High School. The Coral Cay Resort has an amazing swimming pool along with a kiddie splash pool and spa. Short Term lease is permitted.

Listing is courtesy of: HOMES REAL ESTATE GROUP INC. (305-392-1375)

Listing Agent: Ines Carreno (786-556-2789)

Remarks: Welcome to 3533 Somerset Circle, a beautifully maintained 4-bedroom, 3-bathroom waterfront home with a dedicated office—easily used as a fourth bedroom—located in the prestigious gated community of Bellalago in Kissimmee, Florida. This spacious residence offers 2,452 square feet of thoughtfully designed living space on a generous lot, featuring a split floor plan for added privacy and an open-concept layout ideal for both everyday living and entertaining. Freshly painted inside, the home feels bright, clean, and move-in ready. The kitchen has also been updated with brand-new stainless steel appliances, complementing the elegant granite countertops, pantry, cozy breakfast nook, and ample cabinetry. This inviting space flows seamlessly into the spacious living and dining areas, making it perfect for gatherings with family and friends. The primary suite is a relaxing retreat featuring a private bath, walk-in closet, and solid surface countertops, which are also found in the home’s additional bathrooms. The dedicated office includes its own closet, making it a versatile space that can easily serve as a fourth bedroom, guest room, or flex space to suit your lifestyle. Enjoy the flexibility and functionality of a split 3-car garage—one side offering space for two vehicles and the other for a single car, perfect for storage, a workshop, or housing recreational gear. Step outside to your screened-in lanai and enjoy peaceful water views—perfect for morning coffee, evening sunsets, or simply relaxing with nature. With direct access to the canal leading to Lake Toho, you’ll enjoy the rare luxury of waterfront living with boating right from your own backyard. Living in Bellalago means being part of a vibrant, secure, and amenity-rich community. Set along over a mile of shoreline on Lake Tohopekaliga, Bellalago offers resort-style living just 21 miles from Walt Disney World. Residents enjoy access to three sparkling pools, scenic walking trails, two state-of-the-art fitness centers, a fishing pier, and the on-site restaurant, Flip Flops, perfect for casual dining. For those who love to stay active, Bellalago offers pickleball, tennis and basketball courts, beach volleyball, and a kids’ water park. A dog park and picnic area add to the community’s charm. Boating enthusiasts will love the private boat launch and lift, making it easy to explore the expansive waters of Lake Toho from your own backyard. Don’t miss your chance to experience the best of Kissimmee’s lifestyle—peaceful, luxurious, and full of possibilities. Schedule your private tour of 3533 Somerset Circle today and discover why Bellalago is one of Central Florida’s premier waterfront communities!

Listing is courtesy of: NONA LEGACY POWERED BY LA ROSA (407-270-6841)

Listing Agent: Abraham Mendez (631-926-2632)

Remarks: Welcome to this beautifully maintained and fully furnished condo located in the highly desirable resort-style community just minutes from Walt Disney World. This spacious unit offers a perfect blend of comfort, convenience, and investment potential. Located near world class attractions, shopping, dining, and major highways, this property provides easy access to everything Central Florida has to offer. Don’t miss this opportunity to own a piece of paradise in one of Kissimmee’s most sought-after vacation communities!

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Gisele Abrantes Trautman (407-747-1518)

Remarks: Your dream vacation rental — fully loaded and already cash-flowing. Being built in 2022, you will be fall in love with this low maintenance home. This 6-bed, 5-bath stunner in Solara Resort checks every box: fully furnished, professionally designed, and packed with future bookings that transfer at closing. Inside: double-height ceilings, an open-concept layout, a sleek chef’s kitchen, game loft, office, and large bedrooms that guests rave about. Outside: private heated pool, spa, and covered lanai. Located minutes from Disney, Solara is a top-tier short-term rental community with a full water park, resort-style pool, clubhouse, restaurant, tiki bar, gym, spa, arcade, sports courts, and more. Whether you're an investor or buying your own escape, this is the rare property that delivers luxury and passive income from day one.

Listing is courtesy of: CALL IT CLOSED INTL REALTY (407-338-3339)

Listing Agent: Michael Gangemi (406-564-6160)

Remarks: Ask about a lender provided RATE BUY-DOWN CREDIT on this home ** Seller may consider buyer concessions if made in an offer ** Welcome to Encantada Resort, where style, comfort, and convenience come together just 5 miles from the gates of your favorite Disney parks! This FULLY FURNISHED, TURN-KEY townhome is ready to impress with its NEW, UPGRADED FURNITURE and TRANSFERABLE BOOKINGS – a true income producing opportunity or perfect personal getaway. Inside, the OPEN CONCEPT MAIN FLOOR features easy-care tile, a modern well equipped kitchen, spacious living and dining areas, and sliding glass doors leading to your PRIVATE SCREENED PATIO complete with a hot tub for the ideal spot to unwind after a day at the parks. A convenient half bath is located on the main level, while both bedrooms upstairs feature EN-SUITE BATHS for comfort and privacy. Thoughtfully decorated with fresh, modern touches and plenty of natural light, this home also includes a laundry room for added ease. Encantada offers a wealth of RESORT STYLE AMENITIES, including two heated pools, a fitness center, restaurant/bar, playground, walking trails, clubhouse with billiards and darts, and complimentary Wi-Fi throughout. With GATED ACCESS and a prime Kissimmee location, you will have everything you need for relaxation and recreation just minutes from world-class attractions. Whether you are looking for a vacation retreat or an investment opportunity, this property delivers exceptional value and a resort lifestyle that keeps guests coming back again and again. Call today for more information and schedule a tour!

Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)

Listing Agent: Jenny Wemert (407-809-1193)

Remarks: Location! Location! Location! This property is located within the Coralwood neighborhood of Buenaventura Lakes. The home has an option to be sold with all furniture and appliances, including washing machine and dryer. The property has a new roof installed in 2014, the property has ceramic floors throughout the entire home. This home is 1395 living sf under central air conditioning. This home is move in ready today for you to call it a vacation home, investment property or your Home Sweet Home. The location is in close proximity shopping and restaurants, it is a warm inviting property in a convenient location. Come enjoy what your new home has for YOU! Call now to schedule a showing!

Listing is courtesy of: BILLY NEIL & MIKE HANSEN RLTY (386-439-9352)

Listing Agent: Gregory Kong (386-931-6004)

Remarks: Welcome home to this beautifully maintained 2-bedroom, 2-bath condominium offering serene pool views and a peaceful backdrop of Shingle Creek. This inviting home features an open and functional layout with luxury vinyl flooring and elegant granite countertops, perfect for both everyday living and entertaining. Enjoy the convenience of an indoor laundry room and the added bonus of attic storage—rare finds in condo living. Both bedrooms include spacious walk-in closets, providing ample storage and comfort. Step outside and take in the tranquil surroundings, or take advantage of the community’s resort-style amenities, including two sparkling pools, a playground, tennis courts, a fully equipped fitness center, and a welcoming clubhouse. Whether you're looking for a primary residence, or vacation getaway, this condo offers the perfect blend of comfort, convenience, and lifestyle.

Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-891-1220)

Listing Agent: Ashli Berg (407-301-7450)

Remarks: Turn-key opportunity in the highly sought-after Storey Lake Resort! This fully furnished and beautifully equipped 2-bedroom, 2-bathroom condo is rental-ready and well-suited for short-term rental use or as a vacation home. A standout feature of this unit is its Disney-themed bedrooms, featuring Star Wars and Mickey Mouse designs that create a fun and memorable experience for guests of all ages. The themed décor adds a unique touch that is highly appealing in the short-term rental market. This unit has also been a consistently rented property within the current property management program. The thoughtfully designed open-concept layout offers a bright and welcoming space. The modern kitchen comes fully equipped with appliances, cookware, and utensils. A versatile nook with an additional sofa bed provides flexibility for use and accommodations, while a dedicated desk area is ideal for remote work or extended stays. Step out onto the private balcony and enjoy the lake views, a perfect setting for relaxing after a day out. Located on the top floor, this unit offers added privacy with no upstairs neighbors. Conveniently located just minutes from Walt Disney World, Disney Springs, shopping, dining, and Orlando’s main attractions, Storey Lake Resort is a popular destination for visitors. The community offers a variety of amenities including a resort-style pool, lazy river, water slides, splash pad, fitness center, sports courts, and more. Whether you are looking for a vacation home or a property suitable for short-term rental use, this condo offers a great combination of location, features, and convenience.

Listing is courtesy of: INTERINVESTMENTS REALTY, INC. (305-220-1101)

Listing Agent: Emilio Cardenal, Jr. (305-220-1101)

Remarks: Discover your dream retreat in this beautifully furnished 2-bedroom, 2-bathroom condo located in the desirable Runaway Beach Club community. Featuring a spacious master bedroom complete with an ensuite bathroom, this condo is perfect for both personal enjoyment and short-term rental opportunities. Enjoy breathtaking lake views and a serene atmosphere in this secure, quiet community. Take advantage of a wealth of amenities, including a sparkling pool, fitness center, BBQ area, and high-speed internet access, ensuring a lifestyle of comfort and convenience. With its prime location just minutes from major theme parks, shopping, and dining, this condo is an ideal investment for anyone looking to combine leisure with the potential for rental income. Don't miss out on this incredible opportunity – schedule your private viewing today!

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

Listing Agent: Jaqueline Santos De Tabares (786-452-5684)

Remarks: Welcome to your perfect getaway! This beautifully furnished 2-bedroom, 2-bath condo offers an inviting retreat and is ideal for both short-term rentals and permanent living. Nestled in building 2 with open parking, this is the closest to the community pool and amenities, this corner unit features a stunning wooded view from the screened porch, providing a serene backdrop for relaxation. The master bedroom includes a private balcony perfect for sipping morning coffee, as well as a luxurious ensuite bathroom complete with double sinks, a soaking tub, and a separate shower. The open-concept kitchen seamlessly connects to the living area and dining room, creating an inviting space for entertaining friends and family. Step out onto the screened balcony and soak up the warm Florida weather while enjoying the tranquil surroundings. The Caribe Cove resort enhances your living experience with a host of amenities, including a community pool, hot tub, fitness center, arcade room, clubhouse, and more. Conveniently located near popular attractions, shopping, dining, golf courses, and supermarkets, this condo is perfectly situated for both relaxation and adventure. Don’t miss the opportunity to make this stunning unit your own or capitalize on its rental potential. Discover the idyllic lifestyle that awaits you at Caribe Cove!

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

Listing Agent: Jaqueline Santos De Tabares (786-452-5684)

Remarks: Updated first-floor condo offering 2 bedrooms and 2 bathrooms with bright white walls and no carpet throughout—creating a clean, modern feel from the moment you walk in. The open kitchen features a convenient breakfast bar, separate dining area, and a spacious pantry for added storage. A split floor plan provides privacy, with generously sized bedrooms and updated bathrooms that include custom sink spouts and upgraded bathtubs. Step outside to your screened-in patio—perfect for enjoying Florida living year-round without the bugs. Washer and dryer hookups are available, just bring your own units! This move-in ready home is located in the desirable Arbors of Sendera community, where residents enjoy amenities including a pool, fitness center, clubhouse, and playground. Ideally situated off Columbia Ave and Hoagland Blvd in Kissimmee, you’ll love the convenience of being close proximity to shopping, dining, schools, and public transportation, with easy access to major highways. Just minutes from The Loop and a short drive to Orlando. Don’t miss your opportunity to make this beautifully updated condo your next home!

Listing is courtesy of: ACKLEY LEGACY PROPERTIES, LLC (407-730-3555)

Listing Agent: Kristen Chowdhury (407-721-3829)