Homes For Sale in Kissimmee 34747 - 639 homes

Remarks: Exceptional vacation rental and ownership opportunity in the highly desirable guard-gated Wyndham Palms resort community. This fully furnished 2-bedroom, 2-bath fully furnished, condo nestled within the highly sought-after, upscale short-term rental community, Secured by a 24-hour. this property is truly a turn-key investment or a private paradise ready for immediate enjoyment. Its location is unbeatable, placing you just 3 miles from the enchantment of Walt Disney World! Enjoy effortless access to ALL Disney Parks, Universal Studios, and other world-class attractions, alongside championship Golf Courses, diverse Shopping options, a local Winery, and a plethora of fine dining and casual restaurants.

Listing is courtesy of: LOKATION (954-545-5583)

Listing Agent: Nora Hazan (786-277-3870)

Remarks: Corner Lot Pool Home – No HOA / No CDD – STR Friendly Near Disney, Walmart, Restaurants etc ? Welcome to this spacious 4-bedroom, 3-bathroom pool home located on a desirable corner lot in a short-term and long-term rental-friendly community just minutes from Disney and major attractions. This well-designed residence features an open and inviting floor plan with high ceilings and skylights, allowing for abundant natural light and an airy, expansive feel throughout the main living areas. The combined living and dining space is ideal for entertaining guests or maximizing rental appeal. The home offers a large kitchen with plenty of counter space and storage, along with generously sized bedrooms and three full bathrooms, providing comfort and functionality for both personal use and vacation stays. Enjoy Florida living in your private screened pool area, perfect for relaxing or hosting. Additional value includes a roof replaced just 2 years ago and a gas-powered system for efficiency and reliability. This property is a strong opportunity for investors or end users looking for flexibility, as it is suitable for short-term rental, long-term rental, or primary residence use in a highly desirable location. ?? Bonus: Most furniture and appliances convey (excluding washer and dryer), making this a strong turnkey rental opportunity with minimal setup required. ?? Value-add opportunity: Minor cosmetic updates such as interior paint and flooring replacement allow for immediate equity upside and customization potential.

Listing is courtesy of: RE/MAX REALTEC GROUP (407-818-1100)

Listing Agent: Ada Molina (407-301-4841)

Remarks: Turnkey and fully furnished, this beautiful corner lot home is located in the highly sought-after Solara Resort, just a 3 minute walk to the Clubhouse. Perfect for short-term rentals or a vacation getaway, this property offers a modern open layout with beautiful decoration throughout. The kitchen features stainless steel appliances, granite countertops, and 42” wood cabinets. Enjoy the Florida lifestyle with a screen-enclosed private pool and spa, plus a covered lanai ideal for relaxing or entertaining. Maintenance-free ownership — lawn care, daily trash removal, internet, and cable are all included, allowing you to enjoy your vacation home worry-free. The Solara Resort Clubhouse offers world-class amenities, including a water park with slides, a Lazy RIver, surf simulator, pool bar and restaurant, coffee bar, fitness and business centers, outdoor basketball and beach volleyball courts, and a full-size soccer field. This is an indeed must see! It will not last long!

Listing is courtesy of: CELEBRITY GLOBAL REALTY LLC (407-530-9264)

Listing Agent: Valdeci Da Silva Pllc (407-280-2990)

Remarks: If you're searching for a turnkey, custom-designed luxury short-term rental or vacation property in the heart of Kissimmee, look no further! This fully furnished 9-bedroom, 6.5-bathroom house, built in 2022, epitomizes sophistication and comfort. The home features an open floor plan perfect for entertaining guests and large family gatherings. It includes a spacious family/dining room combo, a designer kitchen with a large island, and a spacious loft on the second floor converted into a home theater. Enjoy the large heated pool with a spa and a huge covered lanai. There's one master suite downstairs and 8 well-themed bedrooms upstairs. The garage has been transformed into a game room. Situated on a beautiful lot with a pond view, the property offers great privacy. Solara Resort boasts one of the most amazing clubhouse amenities with a gated entrance, full-service restaurant, ice cream parlor, coffee bar, fitness center, games room, and outdoor activities including basketball, beach volleyball, and soccer field. Water enthusiasts and sun lovers will enjoy the zero-entry pool surrounded by cabanas, poolside tiki bar, and splash pad. Ideally located just a short distance from 192, this delightful short-term rental community provides easy access to major highways I-4 and US-27. Plus, it's only a few miles away from theme parks, attractions, malls, outlets, local restaurants, and grocery stores.

Listing is courtesy of: RATIO REAL ESTATE, LLC (407-674-0460)

Listing Agent: Veronica Li (407-674-0460)

Remarks: Exceptional Location across from the Reunion Waterpark inside exclusive Reunion Guard-Gated Community. The fully furnished 3 bedroom condo is very close to the parking lot and on first floor, open floorplan with natural light throughout the home. Spacious living area, kitchen, living and dining areas have porcelain tile. All three bedrooms provide comfort with a conveniently located laundry closet. Huge patio, fenced in with BBQ and relaxing outdoor patio furniture. The residents enjoy access to an unparalleled lineup of world-class amenities, including three Championship golf courses, Jack Nicklaus, Arnold Palmer and and Watson, a fitness center, a 5 acre water park, lazy river with 6 swimming pools, a tennis center, mini golf, pickleball courts, and many choices of on-site restaurants. Just 10 minutes from Disney Parks and 20 minutes from Universal Studios, this home offers an unbeatable central location with easy access to major highways like I-4, 417, and 429. Flexible terms: primary residence, or long-term rental, or a short-term vacation rental.

Listing is courtesy of: AAA GLOBAL VENTURES PA (407-717-5232)

Listing Agent: Lauren Arcaro (813-299-0477)

Remarks: Excellent Investment Opportunity in Orlando! Beautiful fully furnished property, ideal for short-term rental, located just 8 minutes from Walt Disney World, 18 minutes from Universal Studios, and the new Epic Universe park. This property offers a prime location near major attractions, restaurants, supermarkets, and shopping centers, making it highly appealing for both guests and owners. Step inside to discover a welcoming, move-in-ready space designed for comfort and relaxation after a fun-filled day. Perfect as a vacation home or an investment property with strong income potential. HOA includes: electricity, water, sewer, trash, cable, internet, as well as maintenance of common areas and the community pool—providing a truly hassle-free ownership experience. Don’t miss the opportunity to own a turnkey property in one of Florida’s most sought-after areas. Contact us today for more information or to schedule your private showing!

Listing is courtesy of: LA ROSA REALTY INTERNACIONAL L (407-600-7542)

Listing Agent: Alexais Montenegro (407-530-8548)

Remarks: Amazing investment opportunity! This stunning 6-bedroom, 3.5-bathroom property is located in the highly sought-after Emerald Island Resort in Kissimmee. Designed for both relaxation and entertainment, this spacious home comfortably accommodates large families or groups, making it the perfect short-term rental investment or personal getaway. Step inside to discover beautifully themed bedrooms that delight guests of all ages, creating a fun and immersive experience that keeps visitors coming back. The open-concept living and dining areas offer plenty of space to gather, while the fully equipped kitchen makes hosting effortless. The home features an impressive game room, perfect for friendly competition and indoor entertainment. Outside, your private screened-in pool provides a tranquil retreat—ideal for soaking up the Florida sunshine or unwinding after a day at the parks. Located just minutes from world-class attractions, shopping, and dining, this property offers both convenience and luxury within a gated resort community featuring top-tier amenities. Whether you're looking for a profitable vacation rental or a personal slice of paradise, this Emerald Island gem checks all the boxes!

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Gabriela Miyamoto (407-800-4385)

Remarks: MUST SEE! Own a piece of paradise with this stunning, fully furnished waterfront townhome in the premier guard-gated resort of Paradise Palms! This 1,900+ sq. ft. retreat is a versatile powerhouse, perfect as a turnkey Airbnb, a high-performing long-term rental, or your own private personal residence. Meticulously maintained, the home features a newer AC system, elegant LVP flooring in the Master, crown molding, and designer accent walls. Guests and family will love the immersive Star Wars and Mickey Mouse themed rooms, while the chef-inspired kitchen boasts granite counters, stainless appliances, and solid wood cabinetry. Step through the spacious family room to your private heated pool and deck, where you can lounge and dine overlooking serene water views. Perfectly situated just a short walk from world-class amenities—including a movie theater, tiki bar, and resort pool—and only minutes from Disney, water parks, and premier dining. The HOA offers total peace of mind, covering cable, internet, lawn care, and 24-hour guarded security. Don’t miss this incredible investment opportunity—schedule your showing today!

Listing is courtesy of: TOP ORLANDO REALTY (407-284-1213)

Listing Agent: Alex Galitsky (321-277-2904)

Remarks: Looking for an investment opportunity or first home? Look no further; this one has it all. Located in Windsor Palms Resort near Orlando's Theme Parks and attractions. NEW ROOF. NEW HVAC system and brand-new pool equipment. Spacious fully equipped kitchen with all appliances, dishware, and cutlery. Dining room with wooden table and 8 chairs. Half-bathroom with access to pool deck. The expansive family room comes with sofa, loveseat, and armchair and 65? Smart TV. Master bedroom with King bed and ultra spacious bathroom. Shower stall. Separate bathtub. Jack and Jill wash basins. Walk-in closet. Direct access to pool. Blackout blinds for your comfort and sleeping time. Second King bedroom with ensuite. Bathtub with shower. 40? Smart TV. Walk-in closet. Bunk bedroom. Full bed on bottom and single on top. Shared bathroom with second king bedroom. 32? Smart TV. Closet. Queen bedroom with ensuite. Shower stall. Walk-in closet. 40? Smart TV. Twin bedroom which shares bathroom with Queen bedroom. Walk-in closet. 32? Smart TV. PRIVATE POOL /JACUZZI with Child Safety Fence. The home comes with a fully enclosed pool and large jacuzzi which nestles up to a marvelous conservation area with Florida pines and other beautiful flora. An outdoor dining set for 6 guests is located in covered lanai area with high ceiling, fan, and light.

Listing is courtesy of: FLORIDA REALTY MARKETPLACE (863-877-1915)

Listing Agent: Lizzy Byrne (863-585-8266)

Remarks: Turnkey and FULLY FURNISHED, this exceptional property offers the perfect blend of comfort, entertainment, and investment potential within one of Central Florida’s most sought-after RESORT-STYLE communities. Designed to impress, the home features beautifully themed and decorated bedrooms, creating a fun and immersive experience for guests of all ages. With capacity to accommodate up to 18 GUESTS, it is perfectly suited for large families, group vacations, and high-demand short-term rental use. The interior showcases bright, open-concept living spaces with a modern design, neutral tones, and abundant natural light throughout. The main living area flows seamlessly into a well-appointed kitchen with sleek cabinetry, stainless steel appliances, and ample space for gathering and entertaining. Entertainment is a standout feature, offering a dedicated game room and a private home theater/cinema, providing endless options for fun and relaxation. Step outside to your private outdoor retreat, complete with a heated POOL, expansive sun deck, and covered lanai, perfect for enjoying Florida’s year-round sunshine or hosting unforgettable moments. Located within ENCORE RESORT at Reunion, one of Central Florida’s premier gated resort communities, residents and guests enjoy world-class amenities including a private water park, resort-style clubhouse, fitness center, restaurant, concierge service, and shuttle transportation to nearby theme parks. Ideally situated approximately 6 MILES from Walt Disney World, with easy access to shopping, dining, and major highways, this home offers an unbeatable combination of location, lifestyle, and income-producing potential. A rare opportunity to own a fully equipped, INCOME-READY home designed for unforgettable guest experiences.

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

Listing Agent: Maria Ignacia Mena (305-798-1292)

Remarks: Welcome to the ultimate Florida resort lifestyle! Positioned in the premier gated vacation community of Windsor at Westside Resort- this 8-bedroom, 6-bath lakeview home offers thoughtfully designed living space. This fully furnished, rental-ready home presents an outstanding opportunity for both savvy investors and families seeking a high-performing vacation property just minutes from Walt Disney World, dining, and premier shopping.   Inside, the expansive open-concept design creates a seamless flow between the kitchen, dining, and main living areas — ideal for entertaining large groups. The oversized upstairs loft provides an additional gathering space perfect for movie nights, gaming, or relaxing after long days at the parks. Constructed in 2017, this residence embodies the Florida resort lifestyle. Step outside to your private heated pool and spa, perfectly positioned to capture sweeping lake views — one of the most sought-after settings within the community. Whether hosting guests or enjoying a quiet sunset, the outdoor space delivers both privacy and a true vacation atmosphere. Ownership includes access to Windsor at Westside’s impressive resort amenities, including a grand clubhouse, resort-style pool with lazy river and waterslide, tiki bar, fitness center, arcade, and more — enhancing both guest experience and rental appeal.Whether expanding your investment portfolio or securing a luxury vacation home, this property offers both lifestyle and income potential in one of Central Florida’s top-performing short-term rental communities. Sold fully furnished and rental-ready with future bookings conveying if you keep the rental company. Call for your showing today!

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

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

Remarks: In the exclusive Bear’s Den community at Reunion Resort, this luxury Montecito floor plan residence offers an exceptional combination of refined design and strong vacation rental appeal. On a desirable corner lot, the home showcases elegant architectural details, a paver driveway, manicured landscaping and scenic palm-lined approach. Private balconies and covered outdoor living areas create a seamless indoor-outdoor lifestyle within one of Reunion’s exclusive enclaves. Built in 2020 and offered fully furnished, the home features 4,466 square feet of living space with five bedrooms, five full baths and one half bath. The well-designed layout includes two bedrooms on the main level and three upstairs, each with access to a full bath, making it ideal for accommodating larger groups and maximizing rental flexibility. The open-concept kitchen, dining and living areas provide an inviting central gathering space designed to enhance guest experience and rental performance. The chef’s kitchen featuring a gas cooktop with exterior-vented hood, built-in oven and microwave, refrigerator, dishwasher and an expansive center island with generous seating. Crisp cabinetry, abundant counter space, and an open layout create a functional yet sophisticated environment that resonates with luxury renters. Designed for entertainment, the home includes a game room and a private theater with tiered seating, projection screen, ceiling-mounted projector and surround sound, delivering an authentic in-home cinema experience. The resort-style backyard offers a private oasis featuring a heated custom pool and raised heated spa, expansive paver deck, lush privacy landscaping and dramatic fire bowls. A covered lanai with summer kitchen and outdoor TV provides the ideal setting for outdoor dining and entertaining, while the second-story balcony overlooks the pool and offers a tranquil retreat for day-to-night enjoyment. Additional features include a two-car garage and a transferable Reunion Club membership. The property is ideally near the Traditions Clubhouse and within short distance to Reunion’s Water Park. Reunion Resort amenities include three championship golf courses, a multi-acre water park, resort-style pools, fitness centers, on-site dining, tennis and pickleball courts, concierge services, and a gated luxury resort setting. Minutes from Walt Disney World, Reunion Resort is one of Central Florida’s desirable luxury vacation communities, known for strong rental demand and repeat guests. Whether as a turnkey income-producing investment or a high-end second home, this Bear’s Den residence offers an exceptional combination of location, layout, amenities and long-term appeal.

Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)

Listing Agent: Teresa White (904-994-9075)

Remarks: Under contract-accepting backup offers. FANTASTIC POOL HOME IN INDIAN CREEK! This 4-bedroom, 3-bathroom heated pool home is located in a highly desirable community with NO HOA and no rental restrictions. Major updates include BRAND NEW ROOF (April 2026), Screen Enclosure (2019), A/C (2020), Water Heater (2026), and Range (2024). Whether you're looking for a primary residence, vacation home, or investment property, this home offers the flexibility of short-term or long-term rentals and is located in an AIRBNB-approved community. The home features an open floor plan with spacious living and dining areas, creating a bright and inviting space perfect for entertaining or relaxing with family. Step outside to enjoy your private fenced backyard with no rear neighbors, where you'll find a beautiful screened pool area designed for year-round Florida living. The pool features solar hydronic heating (free heat) with a backup natural gas heater and electric automation panel, giving you efficient and convenient temperature control. Conveniently located just minutes from world-famous theme parks, 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 versatile pool home in a prime location!

Listing is courtesy of: REMAX PREMIER PROPERTIES (407-343-4245)

Listing Agent: Janet Mcquagge (407-927-7399)

Remarks: Pool Home Just Minutes from Disney & Margaritaville! Welcome to 2823 Drifting Lilly Loop, a 3-bedroom, 2-bathroom pool home located in the highly sought-after Oak Island Cove community—just 3 miles from Walt Disney World and the vibrant Margaritaville Resort. Whether you're searching for a primary residence, investment opportunity, or a high-performing short-term rental, this home checks all the boxes. Step inside to an impressive foyer that opens into a bright, airy living space with vaulted ceilings, ceramic tile flooring, and an abundance of natural light. The open-concept kitchen, dining, and living room create the perfect layout for entertaining or relaxing with family. The spacious primary suite offers private pool access, a walk-in closet, and a luxurious en-suite bathroom featuring a spa/jacuzzi tub. Two additional bedrooms are thoughtfully situated on the opposite side of the home, ensuring privacy for guests or family, and are served by a full guest bath. Sliding glass doors lead out to your private oasis—a covered lanai and screen-enclosed heated pool and spa with an extended deck, ideal for year-round enjoyment. Highlights Include: Newer AC system & pool pump, & Low HOA fees, Located just off Highway 192, you’re minutes from world-class shopping, dining, and entertainment at Sunset Walk, plus easy access to major highways and all of Central Florida’s top attractions. With new developments and attractions continually emerging, this home puts you at the center of it all.

Listing is courtesy of: PREMIUM PROPERTIES REAL ESTATE (407-380-2800)

Listing Agent: Tj Connor (407-340-8385)

Remarks: Welcome to this beautifully updated second-floor condo located at 3138 Britannia Blvd, Unit C—an exceptional opportunity whether you're seeking a primary residence, a vacation retreat, or a high-performing investment property. Currently operating as a successful Airbnb, this fully furnished, turn-key unit offers both comfort and convenience from day one. The open-concept layout is thoughtfully designed, with vaulted ceilings featuring stylish updates throughout and abundant natural light. Elegant French doors lead to a private balcony from the primary bedroom, creating the perfect space to relax and unwind. Situated within a quiet, gated community, residents enjoy a peaceful atmosphere while being just minutes from Disney, world-renowned attractions, shopping, and dining. Whether you're looking for a personal getaway or a property with rental potential, this condo checks every box. Schedule your showing today! Don't miss the chance to own a versatile and beautifully maintained property in one of Central Florida’s most desirable locations.

Listing is courtesy of: COVENANT HERITAGE REALTY, LLC (321-209-3007)

Listing Agent: Tara Yeager (407-340-1016)

Remarks: Welcome to a beautifully and brand new 6 bedrooms and 4 1/2 baths designed home created for comfort, entertainment, and unforgettable experiences. A grand foyer opens to a bright, open-concept layout ideal for gathering and hosting. The living room are integrated with a beautiful kitchen features a large island with granite countertops, stainless-steel appliances, a breakfast bar, pantry, and breakfast nook, flowing seamlessly into the living area. Sliding doors lead to a covered lanai and private covered pool, perfect for enjoying the Florida lifestyle. The first-floor owner’s suite offers a peaceful retreat with generous closet space and a spacious en-suite bath with dual sinks. Upstairs, a huge loft has been thoughtfully converted into a tv room . Located in Solara Resort, owners and guests enjoy access to a grand clubhouse, fitness center, game rooms, and comfortable lounges, all just minutes from Orlando’s world-famous attractions, shopping, and dining. A turnkey opportunity that blends luxury living, themed entertainment, and exceptional investment potential.

Listing is courtesy of: CELEBRITY GLOBAL REALTY LLC (407-530-9264)

Listing Agent: Dani Rotondo, Pa (407-575-5723)

Remarks: Fully furnished and beautifully updated home located in the gated community of Emerald Island Resort, just minutes from Walt Disney World. This spacious property features 4 bedrooms and 3 full bathrooms, including themed rooms ideal for short-term rentals, along with recent upgrades such as new flooring, renovated kitchen and bathrooms, updated electrical system, a new A/C unit (2017), and a roof replaced in 2023. The A/C ductwork was replaced and properly serviced in 2023, ensuring improved efficiency and comfort. Enjoy a bright open living area, fully equipped kitchen with modern appliances, large game room, and a private screened-in pool with outdoor patio. Perfect as a primary residence, vacation home, or investment property with no rental restrictions, offering excellent income potential in one of Central Florida’s most sought-after communities. Schedule your showing today and take advantage of this exceptional opportunity.

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

Listing Agent: Janessi Rodriguez (407-280-5817)

Remarks: Investor Alert! Fully remodeled condo-hotel unit in Galleria Palms near Orlando attractions, dining, and entertainment. This turnkey suite features 2 queen beds, new tile flooring, fresh paint, updated furnishings, 49” wall-mounted TV, granite vanity, wet bar, microwave, mini-fridge, and upgraded Wi-Fi. The bathroom includes dual sinks with granite counters. The property offers a pool, sun deck, daily hot breakfast, and shuttle to parks. On-site property management is in place for hassle-free ownership. Ownership restrictions apply: Max 14-day owner occupancy stay; unit must remain in the onsite rental program.

Listing is courtesy of: PREFERRED RE BROKERS III (407-440-4900)

Listing Agent: Viv Cunningham Pa (321-231-8487)

Remarks: Under contract-accepting backup offers. Exceptional value, unbelievable price, price low and firm for your pre-approved buyers who want a great deal on the nicest house in town. HURRY! It won't last long at this low, low price! Beautiful and spacious two-story home located in a quiet cul-de-sac in Kissimmee! This well-maintained property features high ceilings, abundant natural light, and an open, functional layout perfect for comfortable living or investment. The home offers multiple bedrooms and generous living spaces, including a bright loft area ideal for a second living room, office, or entertainment space. The kitchen and bathrooms provide a clean and functional layout ready for your personal touch. Step outside to your private screened-in pool and spa—perfect for relaxing or entertaining year-round. The covered patio area offers great indoor-outdoor flow, ideal for gatherings. Additional features include a 2-car garage, spacious driveway, and mature landscaping. Conveniently located near major attractions, shopping, dining, and highways, making it an excellent option for a primary residence, vacation home, or short-term rental. Move-in ready with great potential—don’t miss this opportunity!

Listing is courtesy of: ORION REALTY LLC (305-497-8029)

Listing Agent: Katherine Murillo (305-497-8029)

Remarks: Beautiful 4-bedroom, 4-bath Pool Home in Premier Windsor Hills Resort. Income-Producing and Fully Furnished. Don't miss this exceptional opportunity to own a high-performing vacation rental in the highly sought-after Windsor Hills Resort, just minutes from Walt Disney World. This tastefully furnished and meticulously maintained 4-bedroom, 4-bathroom home offers a private screened-in heated pool and spa, with no rear neighbors and serene views of a large pond. Step inside to an open-concept layout with a spacious main living area, perfect for entertaining or relaxing after a day at the parks. Each bedroom features its own private en-suite bathroom, providing comfort and privacy for all guests. The home is being sold fully furnished, including a game room (garage-converted), updated stainless steel appliances, and all new kitchen cabinet doors and drawer fronts recently installed. Other upgrades include: newer roof (December 2024), newer air conditioning system (Sept 2023), ceiling fans in all bedrooms (and 2 on the lanai), new air hockey and foosball table in game room (March 2026). Windsor Hills is a guard-gated resort community with world-class amenities, including a clubhouse with a movie theater, game room, fitness center, on-site market and snack bar. Enjoy the lagoon-style heated pool, water park with kid’s slide, hot tub, multiple playgrounds, sports courts (basketball, tennis, volleyball, pickle ball), putting green, BBQ area, and more. This home is currently an active vacation rental and comes with future bookings already in place, offering an immediate return on investment. Whether you’re looking for a personal getaway or a proven income-generating property, this home has it all. Schedule your private showing today; you have to see it to truly appreciate everything it offers!

Listing is courtesy of: BRIDGE REALTY GROUP (407-966-4700)

Listing Agent: Rem Vonk (407-966-4700)