Homes For Sale in Kissimmee 34747 - 894 homes

Remarks: One or more photo(s) has been virtually staged. SHORT-TERM RENTAL–FRIENDLY, GUARD-GATED RESORT COMMUNITY MINUTES FROM DISNEY — 7 BEDROOMS, 6 BATHS, PRIVATE SCREENED POOL + SPA, AND LEASED/ASSUMABLE SOLAR.Welcome to 8520 LA ISLA DRIVE, a 7-BEDROOM, 6-BATH SINGLE-FAMILY RESIDENCE located inside the highly sought-after EMERALD ISLAND RESORT, one of Central Florida’s most established SHORT-TERM RENTAL–FRIENDLY, GUARD-GATED COMMUNITIES. Built in 2003, this two-story home offers 3,599 HEATED SQ FT (5,273 TOTAL SQ FT) and sits on a 0.18-ACRE LOT (7,797 SQ FT) with SOUTHEAST FRONT EXPOSURE and a PRIVATE SCREENED GUNITE POOL + SPA (14x32)—a layout designed to support VACATION RENTALS, MULTI-GENERATIONAL LIVING, OR LARGE HOUSEHOLDS, with BEDROOMS AND BATHROOM ACCESS ON BOTH FLOORS. The home showcases durable Florida construction with BLOCK AND STUCCO EXTERIOR, SHINGLE ROOF, and a 2-CAR ATTACHED GARAGE, all within a resort setting featuring SIDEWALKS AND PRIVATE ROADS. Inside, the OPEN FLOORPLAN connects the LIVING, DINING, AND FAMILY AREAS, highlighted by CERAMIC TILE THROUGHOUT THE FIRST FLOOR for easy upkeep, while NATURAL LIGHT and sliding doors create effortless indoor-outdoor flow to the POOL AND LANAI. The centrally located KITCHEN includes MODERN APPLIANCES, AMPLE CABINETRY, EXTENSIVE COUNTER SPACE, and a BREAKFAST BAR, making it ideal for hosting and daily function. A FIRST-FLOOR GUEST SUITE WITH A FULL BATH adds flexibility, and the bath offers DIRECT ACCESS TO THE POOL AREA, a major convenience for guests; plus, a DEDICATED OFFICE WITH FRENCH DOORS supports remote work, property management, or flex use. Upstairs, BRAND-NEW CARPET (DEC 2023) adds comfort across SIX ADDITIONAL BEDROOMS, each with EASY ACCESS TO A BATHROOM, and the PRIMARY SUITE overlooks the backyard/pool with DUAL VANITIES, GARDEN TUB, SEPARATE SHOWER, AND A LARGE WALK-IN CLOSET. Outdoors, the SCREENED ENCLOSURE, SPACIOUS POOL DECK, and COVERED LANAI create a true Florida retreat for relaxation and entertaining, and SOLAR PANELS (LEASED AND ASSUMABLE) contribute to ENERGY EFFICIENCY and potential utility savings. As part of EMERALD ISLAND RESORT, owners and guests enjoy RESORT-STYLE AMENITIES including a GUARD-GATED ENTRANCE, CLUBHOUSE, COMMUNITY POOL, PLAYGROUND, PARKS, AND SIDEWALKS, and SHORT-TERM RENTALS ARE PERMITTED (MLS indicates MINIMUM LEASE PERIOD: 1–7 DAYS; buyer to verify HOA and Osceola County requirements). The location is outstanding—MINUTES TO DISNEY, close to HWY 192, CELEBRATION, shopping and dining, and a straightforward drive to ORLANDO INTERNATIONAL AIRPORT—with the added benefit of FLOOD ZONE X and OPUD ZONING supporting the planned resort environment. SHORT-TERM RENTAL–FRIENDLY, GUARD-GATED RESORT COMMUNITY MINUTES FROM DISNEY — 7 BEDROOMS, 6 BATHS, PRIVATE SCREENED POOL + SPA, AND LEASED/ASSUMABLE SOLAR.

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

Listing Agent: Charles Watson (818-321-6494)

Remarks: Welcome to this stunning 9-bedroom and 6 1/2-bathroom, Nestled in a desirable Resort of SOLARA Community with Amazing amenities *Club House *Gym *Playground *Courts of Basketball, Tennis, Volleyball, Soccer *Pool, Flow Rider. Exclusive access for owners..!!! It's located about a 30-minute drive to Orlando International Airport,15 minutes to DISNEY THEME PARKS, and approximately 5 minutes to 192 West. Every bedroom has been decorated with the themes and some Movie characters with a great touch, Enjoying a sunny day in the private pool or creating memories with a great family time in the Movie Theater or the game room area. Don't miss out on this beautiful opportunity, " Fully Furnished " Investors are Welcome...!!

Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)

Listing Agent: Oscar Martinez (321-624-7610)

Remarks: Welcome to Your Dream of owning Highest corner suite 3151 Sunset Walk Drive #518, Kissimmee, FL, a fully furnished, turnkey 1-bedroom, 1-bath condo offering approximately 870 sq. ft. of modern, resort-style living in MAIN Building #1, with direct access to the lobby concierge, restaurant, Gym, and mini market. Located within Margaritaville Resort Orlando and operated as part of Embassy Suites by Hilton at Sunset Walk, this property presents an exceptional opportunity for investors, vacation homeowners, snow-birds, and international buyers alike. Designed with an open-concept layout, the unit features high-end finishes, a sleek modern kitchen with quality appliances, a spacious living area, a private balcony, and a primary corner highest level suite with en-suite bath and ample storage that can sleep 4 comfortably. Ownership offers outstanding flexibility: participate in the hotel management program for hands-free income, or self-manage to maximize rental returns. The property may be used as a short-term rental (Hotel & Airbnb-style), long-term rental, or personal residence. Owners and guests enjoy access to world-class amenities including lagoon-style pools, clean sand beach like, a high-end fitness center, clubhouse, live entertainment, on-site dining, and shopping. The monthly HOA conveniently includes cable tv, internet, general maintenance, etc. making ownership truly stress-free. Ideally located just minutes from Walt Disney World, Disney Springs, Island H2O Water Park, Universal Orlando, and Central Florida’s premier attractions, this condo-hotel delivers the perfect blend of luxury lifestyle, prime location, and strong investment potential in one of the region’s most sought-after resort destinations.

Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)

Listing Agent: Fawaz Blaney (407-866-7780)

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 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)

Remarks: Welcome to 8061 Vacation Avenue, Unit #108 in Kissimmee, FL — a beautifully designed 2-bedroom, 2-bathroom condo offering 1,048 sq. ft. of comfort and style, located within Margaritaville Resort Orlando and connected to the Embassy Suites by Hilton at Sunset Walk. This fully furnished, turnkey residence offers exceptional flexibility. The community now allows long-term rentals or owner occupancy as a primary residence, providing even more versatility for buyers. In addition to the optional hotel rental program, owners may self-manage the property or hire their own property management company, giving you full control over how you choose to operate your investment. Inside, you’ll find a bright, open-concept living space, a modern kitchen with quality finishes, and a private balcony perfect for enjoying the Florida sunshine. The spacious primary suite features an en-suite bathroom and ample storage, while the secondary bedroom is ideal for guests or additional rental flexibility. Owners and guests enjoy access to Margaritaville’s impressive resort-style amenities, including lagoon-style pools, a state-of-the-art fitness center, on-site dining, shopping, live entertainment, and a clubhouse. The monthly HOA fee conveniently includes electricity, basic cable, and internet, simplifying ownership and enhancing value. Located just minutes from Walt Disney World, Disney Springs, Island H2O Water Park, and a wide variety of shopping, dining, and entertainment venues, this property offers an unbeatable location in one of Central Florida’s most sought-after destinations. Whether you're seeking a primary residence, a long-term rental, a short-term investment, or a private vacation retreat, this property offers unmatched flexibility and lifestyle appeal.

Listing is courtesy of: P & C PROPERTIES (407-233-1372)

Listing Agent: Fabian Berastegui (407-233-1372)

Remarks: 5 Bedroom 4 Bath Vacation Dream home in Indian Creek. A MUST SEE!! Close to the parks and shopping. Can be used for your vacations and also be rented out Short Term. Fully equipped for your Vacation Rentals Home some recent updates Exterior Paint 11/2025, New pool Heater 2/2024, Dishwasher & pool Pump 10/2023, Garbage disposal 7/2022, new roof 1/2022, New AC 11/2019 All furnishings included, Flat screened TV's Stove, Refrigerator, Washer & Dryer and Landscaping. any bookings available will convey!! Be sure to put this on your list to view!

Listing is courtesy of: ROYAL REALTY PROPERTIES (407-595-7306)

Listing Agent: Steve Farah (407-595-7306)