Homes For Sale in Kissimmee 34747 - 853 homes

Remarks: THE BEST ACQUISITION OPPORTUNITY IN ENCORE AT REUNION RESORT – A RARE OPPORTUNITY YOU CAN’T MISS! Priced to sell, this home offers the lowest price per square foot at Encore, making it one of the strongest values in the community. 2025 revenue came in just shy of $100k, with current confirmed bookings indicating a projected minimum 50% YoY revenue growth for 2026. As of today (01/26), confirmed bookings for 2026 already represent approximately 70% of total 2025 revenue, while occupying only 31% of the 2026 calendar, leaving substantial availability and meaningful upside potential. This is a rare opportunity to acquire a proven short-term rental at a best-in-class price, supported by established income and strong growth visibility. This fully furnished home offers 2 master suites, 2 king en-suites, and multiple guest bedrooms, comfortably accommodating large groups. Interior amenities include hotel-grade mattresses, premium linens, 50" 4K TVs, a PlayStation console, and dedicated poker and game rooms. Outdoor features include a private heated pool and spa with no rear neighbors, along with ample outdoor seating and dining space; highly desirable features within the rental market. Located in Encore at Reunion Resort, the community offers 24/7 manned gated security and access to resort-style amenities, including a private water park, sports courts, and recreational facilities, all just minutes from Disney. Don’t just take our word for it… Come see the magic yourself!

Listing is courtesy of: SINGULAR REALTY LLC (407-999-6899)

Listing Agent: Juliana Martins (786-546-6195)

Remarks: Beautiful 9-bedroom,6-bathroom water-front pool home in the highly sought-after Windsor at Westside resort community. Situated on a premium lot with stunning water view, this fully furnished property is perfect as a luxury vacation retreat or a high-performing short-term rental investment. The spacious open-concept layout offers expansive living and dining areas, a gourmet kitchen with granite countertops and stainless steel appliances, and two master suites, one on each floor. Enjoy the Florida lifestyle with your private screened-in pool and hot tub overlooking the pond. This home has been thoughtfully upgraded to enhance the guest experience, including newly installed: *Luxury vinyl plank flooring throughout (no carpet)*, all bedrooms are tastefully decorated with quality furnishings and stylish accents to appeal to a wide range of guests! Resort-style amenities include a 10,000 sq. ft. clubhouse, resort pool with lazy river and splash pad, fitness center, arcade, sports courts, playground, and more. HOA includes cable, internet, lawn care, and valet trash service. Conveniently located just minutes from Disney, shopping, dining, and major highways. This turn-key property is move-in or rental ready—an opportunity you don’t want to miss!

Listing is courtesy of: YOUR DREAM HOUSE REALTY (440-477-7276)

Listing Agent: Selina Li (440-477-7276)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Welcome to the AMBAR Orlando Residences – Apartments by Marriott Bonvoy, a premier condo-hotel development located in the heart of Kissimmee, just moments away from the world-renowned Orlando theme parks. This exclusive project offers a unique blend of luxury condominium living with the convenience and amenities of a top-tier hotel experience backed by Marriott’s trusted hospitality. Each residence is thoughtfully designed to provide a elegant, comfortable retreat, complete with modern finishes and access to resort-style features. Owners and guests alike enjoy full-service amenities, including a sparkling pool, fitness center, concierge services, and on-site dining options. It’s an ideal choice for those seeking a vacation home with the added benefit of a seamless rental program managed by a world-class brand.

Listing is courtesy of: UBIICA LLC (305-807-0931)

Listing Agent: Alejandro Salazar (689-223-6642)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. 2 Bedroom + Den. Welcome to the AMBAR Orlando Residences – Apartments by Marriott Bonvoy, a premier condo-hotel development located in the heart of Kissimmee, just moments away from the world-renowned Orlando theme parks. This exclusive project offers a unique blend of luxury condominium living with the convenience and amenities of a top-tier hotel experience backed by Marriott’s trusted hospitality. Each residence is thoughtfully designed to provide a elegant, comfortable retreat, complete with modern finishes and access to resort-style features. Owners and guests alike enjoy full-service amenities, including a sparkling pool, fitness center, concierge services, and on-site dining options. It’s an ideal choice for those seeking a vacation home with the added benefit of a seamless rental program managed by a world-class brand.

Listing is courtesy of: UBIICA LLC (305-807-0931)

Listing Agent: Alejandro Salazar (689-223-6642)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Welcome to the AMBAR Orlando Residences – Apartments by Marriott Bonvoy, a premier condo-hotel development located in the heart of Kissimmee, just moments away from the world-renowned Orlando theme parks. This exclusive project offers a unique blend of luxury condominium living with the convenience and amenities of a top-tier hotel experience backed by Marriott’s trusted hospitality. Each residence is thoughtfully designed to provide a elegant, comfortable retreat, complete with modern finishes and access to resort-style features. Owners and guests alike enjoy full-service amenities, including a sparkling pool, fitness center, concierge services, and on-site dining options. It’s an ideal choice for those seeking a vacation home with the added benefit of a seamless rental program managed by a world-class brand.

Listing is courtesy of: UBIICA LLC (305-807-0931)

Listing Agent: Alejandro Salazar (689-223-6642)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. 1 Bedroom + Den. Welcome to the AMBAR Orlando Residences – Apartments by Marriott Bonvoy, a premier condo-hotel development located in the heart of Kissimmee, just moments away from the world-renowned Orlando theme parks. This exclusive project offers a unique blend of luxury condominium living with the convenience and amenities of a top-tier hotel experience backed by Marriott’s trusted hospitality. Each residence is thoughtfully designed to provide a elegant, comfortable retreat, complete with modern finishes and access to resort-style features. Owners and guests alike enjoy full-service amenities, including a sparkling pool, fitness center, concierge services, and on-site dining options. It’s an ideal choice for those seeking a vacation home with the added benefit of a seamless rental program managed by a world-class brand.

Listing is courtesy of: UBIICA LLC (305-807-0931)

Listing Agent: Alejandro Salazar (689-223-6642)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Welcome to the AMBAR Orlando Residences – Apartments by Marriott Bonvoy, a premier condo-hotel development located in the heart of Kissimmee, just moments away from the world-renowned Orlando theme parks. This exclusive project offers a unique blend of luxury condominium living with the convenience and amenities of a top-tier hotel experience backed by Marriott’s trusted hospitality. Each residence is thoughtfully designed to provide a elegant, comfortable retreat, complete with modern finishes and access to resort-style features. Owners and guests alike enjoy full-service amenities, including a sparkling pool, fitness center, concierge services, and on-site dining options. It’s an ideal choice for those seeking a vacation home with the added benefit of a seamless rental program managed by a world-class brand.

Listing is courtesy of: UBIICA LLC (305-807-0931)

Listing Agent: Alejandro Salazar (689-223-6642)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Welcome to the AMBAR Orlando Residences – Apartments by Marriott Bonvoy, a premier condo-hotel development located in the heart of Kissimmee, just moments away from the world-renowned Orlando theme parks. This exclusive project offers a unique blend of luxury condominium living with the convenience and amenities of a top-tier hotel experience backed by Marriott’s trusted hospitality. Each residence is thoughtfully designed to provide a elegant, comfortable retreat, complete with modern finishes and access to resort-style features. Owners and guests alike enjoy full-service amenities, including a sparkling pool, fitness center, concierge services, and on-site dining options. It’s an ideal choice for those seeking a vacation home with the added benefit of a seamless rental program managed by a world-class brand.

Listing is courtesy of: UBIICA LLC (305-807-0931)

Listing Agent: Alejandro Salazar (689-223-6642)

Remarks: Experience luxury living at its finest with this top-floor condo in the breathtaking Windsor Hills Resort, boasting the most spectacular view in the community! Recently transformed by its discerning owner, this unit features brand-new flooring, state-of-the-art appliances, and elegant quartz finishes—sparing no expense to elevate its allure. Tastefully furnished and thoughtfully themed, this meticulously maintained condo stands out in the short-term rental market, offering a seamless opportunity for its new owner.

Listing is courtesy of: GLOBAL FLORIDA REALTY (407-380-3030)

Listing Agent: Michael Bouchard (407-443-1284)

Remarks: PRICE IMPROVEMENT - This standout 7-bedroom, 6.5-bath Turnkey, Fully Furnished, Income-Generating Short-Term Rental Home in Solara Resort is the kind of property that checks every box for high-performing vacation rentals and unforgettable stays. Spanning 3,533 square feet, the layout is both impressive and intentional, featuring two private primary suites, one on the main level and one upstairs, offering flexibility, privacy, and broad rental appeal. From the moment you step inside, the open-concept design sets the tone. The kitchen, dining, and living areas flow together effortlessly, creating a bright, social space designed for entertaining. The kitchen is a showstopper with a large center island, stainless steel appliances, and a pantry, all positioned to overlook the living room. Sliding glass doors lead directly to the outdoor living space, blending indoor and outdoor living with ease. Tile flooring anchors the main living areas, while carpeted bedrooms provide comfortable retreats. Each primary suite includes an en suite bathroom with dual sinks and a walk-in shower. The additional bedrooms are creatively themed, a major draw for short-term rental guests. Outside, the screened-in lanai delivers resort vibes with a heated pool and spa, perfect for day or night enjoyment. Located in the gated Solara Resort, owners and guests enjoy top-tier amenities including a fitness center, resort pool with water slide, basketball court, playground, market, and more. Location is everything, and this one delivers. Less than 10 miles from Disney and close to dining, shopping, and entertainment, this home is perfectly positioned to thrive as an Airbnb, vacation home, or income-producing investment while still offering the comfort and space of a true residence. Mortgage savings may be available for buyers of this listing.

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

Listing Agent: Alejandra Nicholson Pa (786-660-0340)

Remarks: Under contract-accepting backup offers. This impressive 8-bedroom, 4.5-bathroom single-family pool home is located in the gated Emerald Island Resort and offers a prime opportunity for both investors and second-home buyers. Featuring 2,914 sq. ft. of living space on an oversized cul-de-sac lot, this fully furnished property is a strong-performing short-term rental located less than 5 miles from Walt Disney World. The outdoor space delivers true Florida resort-style living with a large screened-in pool and spa, expansive covered lanai, and plenty of room for lounging or entertaining. Inside, the home offers a bright, open layout with a spacious kitchen, generous living areas, two owner’s suites, and five additional bedrooms, perfectly designed for large families and group stays. A dedicated game room adds even more entertainment value for guests. Major capital improvements have already been completed, making this a turn-key, low-maintenance investment. Recent updates include two new A/C units (2020) and a new roof (2023), new flooring (2023), garage floor epoxy, and a total renovation and interior design package providing added peace of mind and long-term efficiency for the next owner. Emerald Island Resort features resort-style amenities including a clubhouse with fitness center, tiki bar, sauna, spa, tennis courts, mini golf, playground, and a community pool. The location is ideal—minutes from Disney, Universal, SeaWorld, shopping, dining, and all major Orlando attractions. Plus, both the Space Coast and Gulf Coast beaches are approximately an hour away. Short-term rental approved, fully furnished, and income-producing from day one, this property is ideal for expanding a vacation rental portfolio or securing a proven Disney-area investment. Schedule your private showing today—this is a must-see opportunity in one of Kissimmee’s most desirable resort communities.

Listing is courtesy of: REALTY OF AMERICA (321-732-5369)

Listing Agent: Jomar Concepcion (850-238-5747)

Remarks: Charm + Immediate Income Imagine opening the door to a home that not only inspires emotion but also starts working for you from day one. This spectacular fully furnished and equipped residence in the amazing Solara Resort in Kissimmee is more than a property — it’s an income-generating opportunity ready to go. Featuring 4 bedrooms, 4.5 bathrooms, and approximately 2,145 sq. ft. of space designed for short-term rental success, this home offers everything today’s investors are looking for. The open floor plan connects a stylish kitchen with granite countertops and stainless-steel appliances to the bright dining and living areas — all flowing seamlessly into a private oasis with a pool, BBQ area, and lounge space under the Florida sun. Professionally designed themed bedrooms make this home perfect for both families on vacation and travelers seeking an elevated experience. Prime location just minutes from world-renowned theme parks — guaranteeing consistent short-term rental demand. Resort-style community with top-tier amenities: 24-hour security, fitness center, clubhouse, resort pool, sports courts, cable/internet, and full maintenance included. Fully furnished and equipped for immediate income — start generating cash flow the day you close. Versatile investment: use it as a personal vacation home, an Airbnb/STR property, or both. Built in 2022 — modern design, minimal maintenance, and contemporary appeal.

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

Listing Agent: Leidy Marroquin Bello (321-408-1934)

Remarks: Make your Disney dreams come true – own your piece of The Hub today! Welcome to your dream home in The Hub, Kissimmee's premier gated community, just moments away from the Disney magic! This exquisite townhouse offers not just a place to live, but a lifestyle to embrace. With 3 beautifully designed suites, each with its own bathroom, privacy and comfort are at the forefront. The smart home system allows you to control your environment effortlessly, from lighting to security, creating the perfect ambiance for any occasion. Relax and unwind in your private pool, or stay active and fit in the well-appointed gym. Need to work from home? Your smart office space is ready to help you achieve peak productivity.

Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)

Listing Agent: Alex Leonardo (407-832-2946)

Remarks: Experience true resort-style living in this stunning 4-bedroom, 4.5-bath luxury villa located in the gorgeous Magic Village Resort, just 5 minutes from Walt Disney World. This fully furnished property offers an elegant open-concept layout with a gourmet kitchen, high-end finishes, and spacious living and dining areas designed for comfort and sophistication. Each bedroom is a private suite with its own full bathroom. Enjoy outdoor living with a private balcony and a summer kitchen, perfect for entertaining family and guests. Magic Village offers five-star hotel amenities, including a resort-style pool, fitness center, restaurant, concierge, and 24-hour security—ideal for personal use or as a high-income short-term rental investment. This villa combines luxury, location, and convenience in one of the most exclusive communities near Disney. The unit has never been used for vacation rentals, it is for family use, therefore, it is in impeccable conditions.

Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)

Listing Agent: Alex Leonardo (407-832-2946)

Remarks: Welcome to 2022 Majorca Drive, a highly desirable 4-bedroom, 3.5-bathroom townhome located in the Windsor at Westside Resort. Positioned in the preferred Phase 1 of the community, this home sits close to the clubhouse, resort-style lagoon pool, lazy river, bar & lounge, and a full range of premium amenities—an exceptional location that vacation guests consistently look for when booking their stay. Whether used as a personal getaway or an income-producing property, this townhome delivers the perfect combination of comfort, convenience, and resort-style living. Inside, the open-concept layout is ideal for entertaining, featuring a well-equipped kitchen with granite countertops, stainless steel appliances. A convenient outdoor half bathroom enhances the pool area—an extra feature that guests truly appreciate. Each bedroom is thoughtfully furnished to create a relaxing and welcoming atmosphere, making it ideal for vacation stays. Currently operating as a successful full-time short-term rental, the property is fully turnkey and ready to generate income immediately, or to be enjoyed as your own retreat near Orlando’s world-renowned attractions. Windsor at Westside is recognized as one of Central Florida’s premier resort communities. Residents and guests have access to a 10,000 sq. ft. clubhouse, a lagoon-style pool with lazy river and waterslide, fitness center, arcade, volleyball court, poolside Tu Casa bar & lounge, and 24-hour gated security. Ideally located just minutes from Walt Disney World, this property presents a rare opportunity to own one of the best-positioned townhomes in a highly desirable vacation community—offering strong rental potential, excellent guest appeal, and unmatched access to resort amenities. All information provided, including room measurements, is considered reliable but not guaranteed. Buyers and agents are advised to verify all details independently.

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Alexandre Zapparoli (321-444-8701)

Remarks: Owning at Margaritaville Resort Orlando isn’t just buying real estate — it’s buying freedom. When you’re here, the clock stops, the vibe takes over, and life slips into island time. Fully furnished and turn-key ready, this 2-bed, 2-bath townhome with bonus room is your ticket to live the good life — or let it pay you back while you’re away. Bright, open, and breezy, the main level serves up a seamless flow from the kitchen to the living room to the water views beyond. The kitchen nails that effortless vacation-home feel with quartz countertops, stainless appliances, and a big center island that begs for coffee in the morning and cocktails by night. Step onto the patio, breathe in the stillness, and remember what it feels like to actually unwind. Upstairs, two stylish bedrooms and a flexible bonus space keep guests comfortable and happy — because you know they’ll be visiting. But the real story here? It’s the lifestyle you can’t replicate anywhere else. Poolside cabanas, live music, craft cocktails, spa days, water slides — all steps from your front door. Fins Up Beach Club brings the island energy, St. Somewhere Spa melts the stress, Promenade at Sunset Walk brings the food, shopping, and nightlife, and Island H2O Live! Water Park keeps the fun rolling. Even when you skip the theme parks, you’ve got your own built-in vacation city right here. Whether you’re escaping for a long weekend or cashing in on high-demand rentals, life here pays dividends — in profit and peace of mind. Because in a world that runs on deadlines and devices, Margaritaville gives you something rarer: permission to exhale, turn up the music, and let every day feel like the weekend.

Listing is courtesy of: EXP REALTY LLC (407-305-4300)

Listing Agent: Tony Ubaldini (407-242-6781)

Remarks: Experience resort-style living in this beautifully updated 4-bedroom, 3-bath home, located in the highly desirable Windsor Palms Resort, just minutes from Disney. This turnkey property is fully furnished with stylish décor and offers a bright open layout, modern finishes, and well-appointed bedrooms, including two en-suites. Enjoy your private screened-in pool and covered lanai, perfect for relaxing or entertaining. Currently operating as a successful short-term rental, this home is an excellent investment opportunity with strong demand on multiple platforms. Windsor Palms offers premier amenities including a clubhouse, fitness center, movie theater, community pool, sports courts, and 24/7 gated security. Ideal as a vacation home, income property, or primary residence. Appointment only.

Listing is courtesy of: MALIBU BAY REALTY (786-601-7928)

Listing Agent: Lisbey Tamayo Pa (786-514-9356)

Remarks: Discover comfort and convenience in this beautifully updated 4-bedroom, 3-bath home located in the sought-after Emerald Island Resort, just minutes from Disney. This turnkey property comes fully furnished with tasteful décor and features a bright open layout, modern finishes, and spacious bedrooms, including multiple en-suites. Enjoy your private screened-in pool and covered lanai, ideal for relaxation or guest entertainment. Currently operating as a successful short-term rental, this property offers strong occupancy and income potential across multiple platforms. Emerald Island is a premium gated community offering resort-style amenities including a clubhouse, fitness center, community pool and spa, walking trails, sports courts, and 24/7 security. Perfect as a vacation home, investment property, or primary residence. Appointment only.

Listing is courtesy of: MALIBU BAY REALTY (786-601-7928)

Listing Agent: Lisbey Tamayo Pa (786-514-9356)

Remarks: Experience the ultimate vacation lifestyle in this beautifully furnished 5bedroom, 3bath pool home located in the highly sought after Windsor Resort, just minutes from the theme parks! This turnkey property is actively operating as a successful short-term rental, offering strong income potential for investors. Featuring an open concept layout, a modern kitchen with stainless steel appliances, and stylish finishes throughout. Enjoy the private screened-in pool and covered lanai erfect for entertaining or relaxing after a day at the parks. Resort amenities include a clubhouse, fitness center, community pool, and more, making it ideal for guests and families alike.

Listing is courtesy of: MALIBU BAY REALTY (786-601-7928)

Listing Agent: Lisbey Tamayo Pa (786-514-9356)

Remarks: Experience refined resort-style living in this fully remodeled six-bedroom, four-bath luxury pool home located within the exclusive gated community of Windsor Resort. This exceptional residence features a new roof, modern contemporary design, high-end finishes, spacious open interiors, and brand-new premium appliances throughout. Offered fully furnished, this property provides a true turnkey opportunity. Currently operating as a successful short-term rental across multiple platforms, it offers outstanding income potential with no rental restrictions. Ideally situated just 2.5 miles from Walt Disney World and minutes from world-class dining, shopping, and entertainment. Perfect for use as a primary residence, vacation retreat, or investment property.

Listing is courtesy of: MALIBU BAY REALTY (786-601-7928)

Listing Agent: Lisbey Tamayo Pa (786-514-9356)