Homes For Sale in Kissimmee 34747 - 620 homes

Remarks: One of the most tastefully decorated units in all of Caribe Cove! This condo lives like a home! Professionally managed as a short term rental, this management company would love to speak with the new owner to discuss revenue and the continuation of managing the unit! Amazing find of a property on the 1st floor!

Listing is courtesy of: KONA REALTY SERVICES LLC (407-960-6844)

Listing Agent: Nicholaus Rohrbach (407-797-4920)

Remarks: Under contract-accepting backup offers. Come experience in my opinion a great kept secret in Kissimmee! Such a quite community in the heart of everything! Located on the 4th floor you literally live amongst the trees.

Listing is courtesy of: KONA REALTY SERVICES LLC (407-960-6844)

Listing Agent: Nicholaus Rohrbach (407-797-4920)

Remarks: Discover a premier investment opportunity in Reunion Resort’s esteemed Bear’s Den community. This custom-designed, ten-bedroom home combines luxurious style, flexible layout, and top-tier amenities, making it ideal for turnkey short-term rentals, corporate retreats, or upscale vacations. Impressive Features and Design Ten meticulously appointed bedrooms, including three on the main level for easy accessibility and seven upstairs. Each bedroom features plush king beds with adaptable bunk-room configurations to maximize occupancy without sacrificing comfort. Open-concept living spaces blend modern convenience with refined elegance, creating an inviting ambiance that guests love. Gourmet chef’s kitchen with high-end appliances and dual in-unit laundry facilities for seamless stays, whether short or long-term. Two uniquely themed entertainment spaces plus a third-floor balcony with a hot tub offer dramatic, resort-style appeal and golf-course views. Entertainment and Leisure at its Finest Dedicated theater room with projector and a 150” screen for immersive movie nights. Upstairs lounge and expansive balcony equipped with a ping-pong table, pool table, and ample outdoor seating for memorable gatherings. Private resort-style backyard featuring a generous pool with spillover spa and a water lounge area—perfect for relaxation and social moments. Third-floor game room with gaming consoles, arcade basketball, racing games, pinball, air hockey, foosball, and shuffleboard to drive high occupancy and repeat bookings. Schedule your private showing

Listing is courtesy of: THE JERRY BARKER GROUP LLC (407-756-7296)

Listing Agent: Alyssa Barker (407-756-7296)

Remarks: Welcome to beautiful Happy Trails. A gated community. This unique property combines rural living and modern living just minutes from Disney, This 8.7 acre property holds a 4 Bedroom, 2 bathroom home, with a Master suite and oversized walking closet. The kitchen features large windows with abundant natural light, facing the beauty of nature, a perfect place to enjoy your morning coffee. The living and dining room reflect a spacious open space, ideal for gathering friends and family. There is a small pond on the property, a 12x50 workshop/shed and an additional garden shed. This property has a separate private entrance thru beautiful mature landscape, your own private entrance to this heavenly property. New roof was added in 2024, New Ac in 2019 and new water heater in 2024. Out of the 8.7 acres, 3 acres are fenced in. Farm animals are welcome. Bring all your toys, such as trucks, Four wheelers, boats, etc (no parking issues) Happy Trails has an E-5 designation. Motivated seller!

Listing is courtesy of: UNITED REALTY GROUP INC (954-450-2000)

Listing Agent: Selenia Gonzalez-Marrero (407-574-9674)

Remarks: LOCATION!!! LOCATION!!! Fully furnished 1-bedroom, 1-bathroom studio condo at the spectacular Embassy Suites by Hilton Orlando Sunset Walk. This "condo-hotel" residence offers the perfect solution for vacation home buyers or investors seeking a high-demand property. Enjoy a true resort lifestyle within Margaritaville Resort, where owners and guests have access to an exceptional array of amenities, including a state-of-the-art fitness center, lagoon-style pools, live entertainment, clubhouse, on-site dining, and shopping. Ideally located just minutes from Walt Disney World, Universal Orlando, H2O Water Park and other major attractions, this property offers both strong investment potential and an unforgettable vacation experience. This condo-hotel is an amazing opportunity in one of Central Florida’s most desirable beautiful resort destinations. $5,000 for Contribution to the BUYER DUE AT THE CLOSING.

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

Listing Agent: Dayanara Zapata (321-576-3134)

Remarks: This stunning, modern, fully furnished 2-bedroom, 2-bathroom condo is situated in the highly sought-after Melia Orlando Suite Hotel in Celebration. It has a lovely 'boutique' feel to it. Inside, the condo includes a comfortable living room and a kitchen equipped with elegant stainless steel appliances, designed for both style and functionality. The kitchen is nicely equipped with a cooktop, dishwasher, full-size microwave and refrigerator, stone countertops, and tile flooring. Fall in love with this charming and contemporary condo-hotel. The primary bedroom is inviting and includes a bathroom with both a tub and a separate glass shower stall. The living area has a small dining table, sofa sleeper and sliding glass doors leading to the balcony. At the heart of the Melia is the most amazing pool with a 360-degree vanishing edge. The Melia offers an impressive array of amenities, including a community resort pool a poolside restaurant and bar, a gift shop, and executive conference rooms. Additional features include a checking desk for convenience, a dog walking park, a beach volleyball court, a mini soccer/ football pitch, and a picnic area. Located just minutes away from major theme parks such as Disney, Universal Studios, and Sea World, this property offers an ideal location. The Melia provides private transportation to the theme parks, and guests can also request a complimentary day pass to the Celebration Health gym and spa, which is conveniently located across the street. The condo features a spacious, modern floor plan, complete with two private balconies that spectacular views of Celebration and the surrounding areas. This condo is a must-see for those looking to combine personal enjoyment with the benefits of hotel management. The hotel is renowned for its excellent customer service and maintenance standards. All info is intended to be accurate; it is the buyer and the buyer's agent responsibility to verify all details within the resort.

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)

Listing Agent: Sean Flatley (609-208-8204)

Remarks: This Stunning, fully renovated, turnkey 6-bedroom, 4-bathroom pool home is located in the highly sought-after resort community of Windsor Hills. From the moment you enter, you're greeted by updated flooring that complements the open-concept layout and spacious interior. The bright and modern formal dining room flows seamlessly into a family room filled with natural light. The stylish kitchen features stainless steel appliances, and a charming breakfast nook, perfect for both entertaining and everyday living. Sliding glass doors open to your private outdoor oasis, complete with a sparkling pool, relaxing hot tub, and an extended covered lanai. In addition, the first floor also includes a convenient bedroom, while the second level offers five additional bedrooms, including two beautifully appointed en-suites. Windsor Hills is a premier, guard-gated community offering five-star amenities, including waterslides, a splash pad, resort-style pool and hot tub, sundry shop, movie theater, arcade, fitness center, playgrounds, and courts for tennis, volleyball, and basketball. Conveniently located approximately 1 mile from Hwy 192, this home provides quick access to great shopping, dining, I-4, and theme parks—making it the perfect primary residence, vacation home, or income-producing short-term rental.

Listing is courtesy of: ORLANDO REGIONAL PROPERTY MANAGEMENT (407-800-4545)

Listing Agent: Jeannette Lopez (407-800-4545)

Remarks: Kick back and embrace the laid-back island rhythm at this breezy lakefront retreat in Margaritaville Resort Orlando, perfectly positioned on Parrot Head Place. Wrapped in carefree Key West charm, this home delivers sun-splashed interiors, coastal hues, and a relaxed, barefoot-friendly layout that makes every day feel like vacation. Out back, your private pool and spa overlook tranquil water views, creating the ultimate setting for lazy mornings, afternoon floats, and sunset cocktails with a soundtrack of good vibes (NEW POOL HEATER FEB 2026). The open living spaces flow effortlessly for easy entertaining, while spacious bedrooms provide a calm, salt-air escape after long days of fun and sun. Perfectly located just minutes from Walt Disney World, Universal Orlando Resort, including the highly anticipated Universal Epic Universe, and SeaWorld Orlando, this home offers the best of both worlds—action-packed adventures by day and laid-back island living by night. Whether you’re chasing thrills, fireworks, or unforgettable family memories, you’ll love coming home to your own private oasis where the pace slows, the music softens, and relaxation takes center stage. Designed for both personal enjoyment and short-term rental success, this home captures the essence of island living with a splash of luxury. Just steps from resort amenities, dining, and entertainment, it’s a place where worries drift away, flip-flops are the dress code, and life moves at a perfectly unhurried pace. Multiple tropical pools with cabanas, lounging areas, and full food & beverage service. Island-inspired restaurants, poolside bars, and casual spots all within walking distance. The St. Somewhere Spa offers massages, facials, body treatments, and salon services. Find your latitude, adjust your attitude, and come home to a true five-o’clock-somewhere lifestyle—complete with lake views, poolside living, and pure Margaritaville Magic!

Listing is courtesy of: FLORIDA IN MOTION REALTY INC (407-947-2757)

Listing Agent: Susan Koptieff (407-334-7770)

Remarks: Step into refined resort living with this sophisticated 5th-floor condo, located in Building 2 of the prestigious Embassy Suites at Sunset Walk. This fully furnished 2-bedroom, 2-bathroom residence offers a seamless blend of modern luxury and effortless convenience. The open-concept living space extends to a private balcony featuring tranquil pool views, providing the perfect backdrop for morning coffee or an evening retreat after a day of exploration. Designed with the savvy investor and vacation home seeker in mind, this property offers access to an array of world-class amenities within the Embassy Suites complex. Guests and owners alike can enjoy a resort-style pool and sundeck, a state-of-the-art fitness center, and on-site dining and social lounges. Perfectly positioned in the heart of the Sunset Walk district, you are just steps away from premier shopping, diverse dining options, and vibrant entertainment. With its close proximity to Central Florida’s world-famous theme parks, this condo represents a premier opportunity to own a piece of the magic in one of the region’s most sought-after destinations.

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

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

Remarks: Excellent opportunity for investors or buyers looking for immediate rental income. This well-maintained 3-bedroom, 2.5-bath townhome is located in the desirable Soleil at Westside community, just minutes from Walt Disney World, major attractions, shopping, and dining. The property is currently tenant-occupied, month to month allowing the new owner to benefit from immediate rental income from day one. This makes it an ideal investment for those seeking a turnkey rental property in one of Central Florida’s most sought-after area. The home features a modern open-concept layout, spacious bedrooms, and a functional floor plan designed for comfortable living. Residents of the community enjoy convenient access to nearby resorts, entertainment, and major highways connecting to Orlando and surrounding areas.

Listing is courtesy of: TALENT REALTY SOLUTIONS (407-910-2020)

Listing Agent: Ayrys Torres (407-227-5046)

Remarks: Beautiful townhome perfect as a primary residence, vacation getaway, or investment property with excellent rental income potential! Located in a resort-style gated community, Featuring 3 bedrooms and 2 bathrooms, the well-designed layout includes a modern kitchen ideal for everyday living and entertaining. townhome is ideally located in the vibrant West Lucaya Resort, one of the top vacation communities near Disney. Whether you're planning to live full-time or generate income through short- or long-term rentals, this property offers flexibility and strong potential. Ideally positioned just off US-192, the community is close to supermarkets, restaurants, and top attractions. Best of all, you're only 10 minutes from the magic of Walt Disney World

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

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

Remarks: Beautiful 2-Bedroom Condo-Hotel Near Disney! Welcome to 8061 Vacation Ave #114, a stunning corner unit, 2-bedroom, 2-bathroom condo-hotel perfectly located in the heart of Kissimmee, just minutes from Walt Disney World, shopping, dining, and entertainment. This fully furnished unit offers a spacious open-concept layout, featuring a modern kitchen, comfortable living and dining areas, and two generous bedrooms, each with its own full bathroom. Ideal for both personal use and short-term rentals, this condo provides the perfect combination of comfort, convenience, and investment potential. Enjoy access to resort-style amenities, including a sparkling pool, fitness center, and on-site management, all designed to make every stay relaxing and hassle-free. Located just minutes from major highways, this property offers easy access to Orlando’s world-famous attractions, golf courses, and shopping outlets. Whether you’re looking for a vacation retreat or an income-producing property, this condo-hotel is an exceptional opportunity in one of Central Florida’s most desirable destinations!

Listing is courtesy of: BAHIA INTERNATIONAL REALTY (813-879-6800)

Listing Agent: Domenica Ara Araguache (352-454-7484)

Remarks: GREAT POOL & SPA VACATION HOME!!! This beautiful Vacation home has 9 Bedrooms, 6.5 Baths, located in the sought after RESORT STYLE community of SOLARA!! Home comes FULLY FURNISHED and decorated! Walking distance to the fabulous Clubhouse with a resort style pool, hot tub, poolside cabanas, water slides, splash pad, restaurant, sports such as Flow-rider Surf Simulator, Beach Volley, Soccer, Basketball. Just minutes away from all major attractions, Walt Disney World, and all its attractions, restaurants, shopping centers, outlets and the main highways!!!

Listing is courtesy of: ICON REALTY ASSOCIATES INC (321-303-5851)

Listing Agent: Nilda Juncos (321-624-2487)

Remarks: GREAT POOL & SPA VACATION HOME!!! This beautiful Vacation home has 9 Bedrooms, 6.5 Baths, located in the sought after RESORT STYLE community of SOLARA!! Home comes FULLY FURNISHED and decorated! Walking distance to the fabulous Clubhouse with a resort style pool, hot tub, poolside cabanas, water slides, splash pad, restaurant, sports such as Flow-rider Surf Simulator, Beach Volley, Soccer, Basketball. Just minutes away from all major attractions, Walt Disney World, and all its attractions, restaurants, shopping centers, outlets and the main highways!!!

Listing is courtesy of: ICON REALTY ASSOCIATES INC (321-303-5851)

Listing Agent: Nilda Juncos (321-624-2487)

Remarks: Welcome to your DREAM VACATION HOME in the highly sought-after, Airbnb-friendly resort community of Windsor at Westside. This property comes with strong rental history and over $40,000 in updates to the home which were just done in 2024! This exceptional vacation home stands out for several reason. The prime location of this property, stunning water views, and numerous recent upgrades. Ideally situated just steps from the clubhouse, gym, pool, and restaurant, convenience is at your doorstep. Enjoy water views from the front of the home and multiple rooms inside. Unlike many other short-term rentals on the market this home was recently updated. Recent upgrades include all-new appliances, new luxury flooring, furniture, linens, and more—providing a move-in-ready retreat where all the work has already been done for you! This stunning, FULLY FURNISHED property is perfectly located just 20 minutes from Disney World, 30 minutes from Orlando International Airport, and less than an hour from Florida’s renowned beaches, offering the ultimate convenience for vacationers. This luxurious 3,142 sf, 6-bedroom, 4.5-bathroom home with private pool and hot tub is designed to impress, featuring two master suites and a spacious floor plan. Inside, you'll find a beautifully decorated living space, complemented by an open-concept kitchen equipped with brand new stainless-steel appliances, espresso 42” cabinets, granite countertops, and a recently updated, marble accented island and kitchen floor. Additional updates to the home include stunning, luxury vinyl flooring throughout all bedrooms and the entire upstairs loft, making maintenance a breeze. Carpet, which is only found on the stairs, was also just replaced this year. Other improvements include fresh paint, all new furnishings, linens, flatware, light fixtures, smart televisions, security cameras, Nest thermostats, Schlage locks, and led lights ensuring this home is TURNKEY and ready for guests! The first-floor master suite offers a spacious ensuite with a tub and walk-in shower. Upstairs, the second master suite provides additional privacy, while two themed bedrooms add extra charm and appeal. The expansive loft features a new 85-inch smart TV and a fridge, creating the perfect space for movie nights and relaxation. Step outside to a well-appointed patio with new outdoor furniture, pool alarm for safety, privacy screens for additional relaxation, and a newly added remote-controlled pool heater. Windsor at Westside's features a 10,000 square-foot clubhouse offering a video arcade room, zero-entry heated pool and spa, lazy river, poolside cabanas, tiki bar and restaurant, state-of-the-art fitness center, storefront, and more. You'll also enjoy on-site volleyball, basketball & multi-sport courts, a soccer field, and playground. Included in the HOA dues are landscaping maintenance, internet, cable, pest control, daily valet trash service, and manned security. Windsor at Westside offers a carefree lifestyle that makes this property the ultimate investment opportunity. Seller has also established a great relationship with the booking and property managers making this transition a breeze! Don’t miss the chance to own this incredible vacation home. Schedule you're showing today and start living the Florida dream! Make sure to clink on the Virtual Tour Links for a video of the property as well as a Zillow 3-D Tour!

Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)

Listing Agent: Lisa Mahjoub (321-217-9965)

Remarks: Turnkey 3-Bedroom Home Near Disney – Fully Furnished! Located in the desirable, guard-gated Windsor Palms Resort community, this well-kept 3-bedroom, 2-bath pool home residence is just minutes from Walt Disney World and major attractions. Offered fully furnished and ready for immediate occupancy, the home is ideal as a full-time residence, vacation retreat, or income-producing property with both short-term and long-term rental options. Residents and guests enjoy access to outstanding resort amenities, including a clubhouse, community pool, fitness center, and more. A fantastic opportunity for personal use or investment in one of the area’s most popular resort communities. Additional Updates: Roof replaced March 2019; HVAC replaced February 2021. This home is truly ready to be moved in!

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

Listing Agent: Amer Lababidi (407-800-3631)

Remarks: Where else can you live in Florida feeling like you are on Vacation everyday?! Resort style pools, Lazy River, Water Playground, Fitness Center, Restaurant & Club House, Pond and Pier and so much more! Those are just the amenities; lets talk about this 5 Bedroom & 5 Bath with a private garage in paradise. You have enough space for the family and some including a theatre area for all to enjoy. Subtle taste of Disney throughout the home and a very nice size kitchen for all to gather. Don't want to stop the fun from the community pool? Well bring it home since you'll have your very own private pool and patio area to enjoy. Its spacious, its clean and comes completely furnished as you see it all you need is the key to make it yours. You can enjoy this home as little or as much as you'd like as short term rental is allowed as well as long term if you'd choose. Want the best of both worlds? Why not leave your vehicle stored in the garage and some personal items in your very own, owners closet's throughout the house. Having too many options is never a bad thing when you either way you are making the right choice. Contact today for your next appointment.

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

Listing Agent: Sergio Palmero (718-915-8957)

Remarks: Fantastic spacious fully. furnished 5-Bedroom Town Home in the exciting resort of Windsor at Westside. Nestled in one of the newest resorts in the area near Disney, this beautifully maintained 5-bedroom, 4.5-bathroom town home offers the perfect blend of modern comfort, elegance, and fun decorated kids rooms. Built in 2017 and spanning 2,263 square feet, the property features an open-concept living area, a gourmet kitchen equipped with stainless steel appliances, granite countertops, and a large island ideal for entertaining. Outside, enjoy a private backyard oasis - a spacious deck with a private pool, BBQ, seating area and outdoor TV, perfect for outdoor gatherings. Garage has been converted to a fun fully loaded game room. Conveniently located just minutes from Disney, Universal and other entertainment areas, and schools, this home is ideal for an income generating opportunities, as well as second home or a permanent residence. The stunning 10,000 sq ft Club house features reception desk, Community Pool, Lazy River, Splash zone, Fitness Center, Tiki Bar and Restaurant, Youth activities Center and Arcade room, Security gates manned 24/7. Call and schedule your private tour today!

Listing is courtesy of: FLORIDA REALTY RESULTS LLC (407-498-3838)

Listing Agent: Stani Delcheva (407-405-6815)

Remarks: Unleash the ultimate Florida vacation experience at 2610 Sunrise Shores Drive! This exquisite, fully furnished 4-bedroom, 5.5-bathroom townhome in Summerville Resort is your personal oasis, featuring a patio with a grill, perfect for sizzling barbecues and sun-kissed gatherings. Dive into pure relaxation with the community pool just steps away, and indulge in resort-style amenities like a clubhouse, fitness center, and playground. Beyond the resort, Central Florida's magic awaits, with world-class attractions, gourmet dining, and irresistible shopping at your fingertips. This isn't just a vacation home; it's your gateway to unforgettable memories and a smart investment in paradise!

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

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

Remarks: HUGE PRICE ADJUSTMENT! MOTIVATED SELLER! PRICED TO SELL! Welcome to this stunning 4-bedroom, 3-bathroom home nestled in the highly sought-after Soleil community, with no rear neighbors, perfectly located near Orlando's top attractions and zoned for the prestigious Celebration High School. Spanning over 2,000 square feet, this residence offers the ideal combination of modern design, comfort, and functionality. The open floor plan is bathed in natural light, creating a warm and inviting ambiance. The spacious living area flows seamlessly into the beautifully designed kitchen, complete with stainless steel appliances and ample counter space—perfect for entertaining or family gatherings. Enjoy the convenience of living just minutes from world-class shopping, dining, and entertainment options, while also relishing the tranquility of this exceptional community. Whether you're searching for a primary residence, a vacation retreat, or an investment property, this home checks all the boxes. Don’t miss this rare opportunity to own a piece of paradise in Kissimmee. Ready to make this dream home yours? Schedule your private showing today!

Listing is courtesy of: TALENT REALTY SOLUTIONS (407-910-2020)

Listing Agent: Antonio Luca Cardoso Desmarais (407-782-7217)