Homes For Sale in Kissimmee 34747 - 886 homes

Remarks: Welcome to 2370 Salty Winds Way, a fully furnished 6-bedroom, 4.5-bathroom income-producing vacation home located in the highly sought-after Solara Resort—one of the Orlando area’s premier short-term rental communities. Designed to deliver unforgettable guest experiences and strong rental appeal, this home features a private screened-in pool and spa, along with a covered patio ideal for relaxing after a day at the parks. Inside, the property stands out with immersive themed spaces that drive bookings and guest satisfaction, including a Star Wars–inspired theater room, a Mickey Safari-themed bedroom, a vibrant Mario World room, and a magical Harry Potter retreat. Three additional professionally designed bedrooms offer comfort and style for adult guests. Solara Resort is known for its resort-style amenities that keep guests coming back, centered around an expansive 18-acre clubhouse complex featuring a full-service restaurant, café, bar, fitness center, and sundries shop. The signature FlowRider Surf Simulator delivers a unique experience for all ages, while the heated pool, splash pad, and sports courts—including soccer, basketball, and beach volleyball—provide nonstop entertainment. Included in HOA fees - 24-Hour Guard, Cable TV, Community Pool, Internet, Maintenance of common Grounds, Community Pool Maintenance, & Trash removal. Positioned just minutes from Orlando’s world-renowned attractions, this property is turnkey and ready to perform as a high-demand short-term rental in a professionally managed resort community. This is not just a property—it’s a revenue-generating vacation destination.

Listing is courtesy of: IMAGINE GLOBAL (407-603-1411)

Listing Agent: Christina Daugherty (407-921-9025)

Remarks: PRICE REDUCTION: $5,000 SELLER HIGHLY MOTIVATED. Now offered $35,000 below original listing price. Fantastic townhome for sale offering comfort and convenience. This home is a standout choice for those seeking quality and value. Located in a sought after neighborhood only 15 minutes from the magic of Disney. You'll love the convenience of nearby highways and having the best local dining and shopping just around the corner. You’re minutes from everything while enjoying the quiet of a residential enclave This beautiful townhome has a new AC unit (2024), ensuring energy efficiency and comfort for years to come. An ideal option for a primary residence or an investment property, the interior features an intuitive layout that maximizes every square inch. Community Perks: Enjoy a well-maintained, quiet neighborhood with a sparkling community pool. Act fast to secure this unbeatable combination of price and position.

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

Listing Agent: Colin Farrell (407-506-7233)

Remarks: Preservation area view and Phase 1 location set the tone for this well-positioned 3-bedroom, 2.5-bath two-story townhome in Emerald Island Resort. This property offers close proximity to the clubhouse and main resort amenities while also backing directly to a conservation area, providing peaceful natural views and added privacy. The first floor features an open-concept layout with a spacious living room, dining area, and kitchen, along with a half bath and separate laundry room. Upstairs, all three bedrooms and two full bathrooms are located together, including the primary suite with its own private balcony overlooking the surroundings. Situated within the gated and 24-hour guard-gated Emerald Island Resort community, the property is just minutes from Disney, Margaritaville, shopping, and dining. Residents and guests enjoy resort-style amenities including a clubhouse, two heated pools and spas, fitness center, sauna, internet café, tiki bar, arcade, and sports courts such as tennis, basketball, and volleyball. Already an income-producing property.

Listing is courtesy of: ALVES AND HOWELL REALTY (407-750-2171)

Listing Agent: Gabriel Mantovani (407-637-9878)

Remarks: Step into the lap this modern luxury property situated in a corner lot and right in front the ClubHouse. Experience the best of both worlds at the Magic Village Yards Community. Your dream vacation home with a hotel concept! Located just minutes away from Magic Kingdom and other parks, this innovative townhome offers the perfect blend of comfort and convenience for those seeking the ultimate theme park experience. Boasting a professional design and high-end furnishings, this property is an investor's dream with the potential for significant net income through short-term rentals. With all the bells and whistles included, such as flat-screen TVs, hotel quality beds and linens, and top-of-the-line utensils, this turnkey investment is ready for you to start earning from day one. With 4 spacious bedrooms and 4.5 baths, including two master bedrooms, this townhome is perfect for families or groups of friends. The laundry room with full-size washer and dryer adds to the convenience and ease of living. The living room is a sight to behold with its 2-story ceiling, sliding glass doors, and beautiful balcony connected to the second floor master retreat. The built-in kitchen top with a sink and grill outside is a paradise for cooking enthusiasts and provides an ideal space for entertaining your guests.The community amenities are equally impressive, with Concierge services, 24h Clubhouse, Fitness Center, house cleaning service, and charming restaurant on-site. These luxuries make it a desirable place to stay for short-term renters, ensuring maximum occupancy and high rental returns. Don't miss out on the opportunity to own this exceptional investment property that combines luxury living with the potential for net income through short-term rentals. Book your private showing today and experience the full potential of this stunning townhome

Listing is courtesy of: GLASSTONE GROUP INC (321-490-3001)

Listing Agent: Adrian Antunes, Sr (857-343-9065)

Remarks: Welcome to this exceptional 8-bedroom, 6-bathroom resort home in the highly desirable Windsor at Westside community, where stunning pond views, privacy, and resort-style amenities come together to create the ultimate Central Florida retreat. Offered fully furnished and professionally equipped for short-term rentals, this turnkey property is ready for immediate enjoyment or income generation. Designed to accommodate large families and vacation groups, the spacious floor plan features expansive gathering areas, a modern kitchen with granite countertops and stainless-steel appliances, and two primary suites conveniently located on separate floors. Thoughtfully decorated and well-maintained, the home provides a comfortable and inviting atmosphere for owners and guests alike. Step outside to your private screened pool and spa overlooking a serene pond. With no rear neighbors and unobstructed water views, this outdoor oasis offers the perfect setting for relaxing after a day at the attractions. Adding to the home's value and efficiency, solar panels have been installed to help offset electricity costs. The buyer will assume the existing solar lease, which is currently approximately $358/month. Windsor at Westside is one of the area's premier vacation resort communities, featuring a spectacular clubhouse, resort-style pool, lazy river, splash zone, fitness center, arcade, sports courts, playground, and more. HOA dues include cable, internet, lawn maintenance, and valet trash service for added convenience. Ideally located just minutes from Walt Disney World, shopping, dining, golf, and major roadways, this property offers the perfect combination of lifestyle, location, and investment potential. Whether you're searching for a vacation getaway, full-time residence, or income-producing property, this remarkable home is ready to exceed expectations.

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

Listing Agent: Mike Chen, P.A (503-888-8070)

Remarks: Located in the beautiful resort community of Windsor Hills just minutes from Disney. This spacious 2-bedroom, 2-bathroom condo comes fully furnished and is currently being used for short-term rental. Turnkey condo is in the perfect 2nd floor location, New AC (August 2024) and water heater (March 2025) ready for short-term rentals with opportunity to transfer management and bookings already in place. The Windsor Hills Resort is a 24-hour guard gated community with amazing amenities such as a large resort “beach entry style” pool and waterpark with a waterslide and splash pad. The large clubhouse includes a fitness center, theatre and game rooms, welcome center and Sundry Shop. The resort amenities also include outdoor tennis courts, basketball court and picnic/grill area, all adjacent to this condo building. Association fees include water, high-speed Internet, cable TV, trash service and 24-hour resort security. Located just 2.5 miles from the Disney entrance and extremely close to dining, shopping and entertainment don’t miss out on this opportunity!!

Listing is courtesy of: IMAGINATION REALTY, INC (321-939-1300)

Listing Agent: Jennifer Schreiber (407-973-5575)

Remarks: Welcome to Paradise Palms Resort! This beautifully maintained and fully furnished 4-bedroom, 3-bathroom townhome offers the perfect combination of vacation luxury and investment potential. Featuring an open-concept floor plan, a convenient first-floor bedroom, spacious upstairs suites, and a private screened-in heated pool, this home is ready for immediate enjoyment or short-term rental income. The resort-style gated community offers outstanding amenities including a lagoon-style pool, spa, fitness center, movie theater, arcade, clubhouse, sports courts, concierge services, and 24-hour guarded security. HOA fees include cable, internet, landscaping, and exterior maintenance. Ideally located just minutes from Walt Disney World, shopping, dining, golf, and major attractions. Whether you’re looking for a vacation retreat, investment property, or primary residence, this turnkey home delivers exceptional value in one of Central Florida’s most sought-after resort communities.

Listing is courtesy of: WEICHERT, REALTORS-HALLMARK PR (352-536-9948)

Listing Agent: Elcio Loch (781-504-3895)

Remarks: Waterfront • Professionally Decorated & Fully Furnished • Move-In Ready • Guarded Gated Community • Resort-Style Living Welcome to 1350 Greenfield Loop, a beautifully appointed 3-bedroom, 2-bath home built in 2023 and perfectly situated on a premium waterfront lot in the highly desirable Reunion Village community. This fully furnished, move-in ready home has been professionally designed with a light, airy style that creates a comfortable and relaxing, vacation-like atmosphere from the moment you enter. The open-concept layout features inviting living spaces, a modern kitchen, and thoughtfully curated finishes throughout. The covered patio overlooks peaceful water views, offering the perfect space to relax, entertain, or enjoy quiet mornings outdoors. Located within a guarded gated community, residents enjoy exceptional resort amenities, including a private waterpark, multiple pools, fitness center, and recreational areas, all just minutes from world- famous theme parks, shopping, dining, and major highways. Ideal as a primary residence, vacation home, or turnkey investment property, this waterfront, fully furnished home offers effortless Florida living — everything is ready for you from day one.

Listing is courtesy of: SAVVY AVENUE, LLC (888-490-1268)

Listing Agent: Moe Mossa (888-490-1268)

Remarks: This stunning retreat Nestled Townhouse in Windsor at Westside, one of Kissimmee's premier short-term rental communities, this FULLY FURNISHED townhouse is your oasis of luxury and relaxation. With five spacious bedrooms and four and a half bathrooms, offers the perfect blend of comfort and sophistication. As you step inside, you're greeted by an open floor plan that seamlessly integrates the living, dining, and kitchen areas. The kitchen boasts elegant quartz countertops and sleek stainless steel appliances, creating a modern yet inviting atmosphere. The spacious loft upstairs provides an additional living area, perfect for relaxing, entertaining, or even setting up a home office. One of the highlights of this townhouse is the private pool, easily accessible through pool-facing telescopic sliding glass doors. Staying in Windsor at Westside means enjoying world-class amenities. The HOA grants you access to an impressive 8,000 sq ft clubhouse, featuring a lazy river, sports courts, an arcade game room, and more. To make your stay even more effortless, the HOA covers cable, high-speed internet, exterior maintenance, trash pick-up, pest control, and lawn care. Every detail has been thoughtfully curated to ensure your experience is nothing short of extraordinary. This townhouse isn't just a home; it's a lifestyle. Schedule a showing today and take the first step toward making this dream retreat yours.

Listing is courtesy of: AUTHENTIC REAL ESTATE TEAM (407-440-1010)

Listing Agent: Karla Cintra (407-881-7730)

Remarks: SHORT TERM RENTAL *** Located in a guard-gated resort community in Kissimmee, this property offers the perfect blend of convenience, lifestyle, and investment potential. Just minutes from Walt Disney World, approximately 3 miles from Disney's Animal Kingdom, and about a mile from Margaritaville Resort Orlando. The community itself is rich with resort-style amenities, including a saltwater pool, hot tub, kiddie pool, concierge services, a game room with billiards and arcade, a 58-seat movie theater, business center, fitness facility, sports courts, playground, BBQ areas, and scenic walking paths. This second-floor condo features a spacious 1,268 sq. ft. layout with three bedrooms and two full bathrooms, thoughtfully designed with a split-bedroom floor plan that enhances privacy—ideal for full-time living, a vacation getaway, or a short-term rental as permitted by zoning. The home is filled with natural light and includes a fully equipped kitchen with recently updated appliances, along with a screened-in balcony perfect for relaxing. Additional highlights include open parking and a walking path directly behind the building. The community allows short-term rentals, providing excellent income potential when the property is not in personal use. A Master HOA maintains the amenities and common areas, while the condo association covers essentials such as water, high-speed internet, exterior maintenance, roof, and staircases.

Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)

Listing Agent: Daniel Araque (321-276-0747)

Remarks: Under contract-accepting backup offers. Located in the highly desirable Windsor Palms Resort, this fully furnished 3-bedroom, 3-bath pool home is the perfect short-term rental investment or vacation getaway. Featuring an open-concept layout, spacious bedrooms, and a private screened-in pool, this property offers comfort and relaxation for guests and owners alike. Resort-style amenities include a clubhouse, community pool, fitness center, tennis courts, playground, and more. Just minutes from Walt Disney World Resort, shopping, dining, and entertainment. Excellent income-producing opportunity in one of Central Florida’s most popular vacation communities!

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

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

Remarks: Welcome to the Crown Jewel of Encore at Reunion! This extraordinary 11-bedroom, 13-bathroom (11 full, 2 half) LUXURY RESORT ESTATE is one of Encore's most celebrated and HEAVILY BOOKED short-term rentals - a rare, one-owner masterpiece sitting on ONE OF THE LARGEST LOTS IN ALL OF ENCORE, offering an unparalleled opportunity to own a proven, HIGH-PERFORMING ASSET. Located just minutes from Disney and Central Florida’s world-famous attractions, 7734 Graben delivers the ideal combination of luxury lifestyle, guest experience, and income-producing potential. Sold FULLY FURNISHED with timeless coastal-inspired décor and designer-selected finishes, this TURN KEY property has been thoughtfully curated to maximize both owner enjoyment and rental performance. Designed for unforgettable vacations and effortless entertaining, this expansive estate offers 10 bedrooms with private ensuite baths, including three spacious primary suites. The downstairs primary retreat features oversized walk-in closets, while two upstairs primaries open directly to an OVERSIZED BALCONY where guests can enjoy Disney fireworks and Kennedy Space Center rocket launches. Every space in the home was designed for creating lasting memories. Guests can enjoy a PRIVATE LUXURY THEATER with projection screen and tiered cinema seating, a large upstairs entertainment loft with brand-new pool table, professional shuffleboard table, and classic Pac-Man cocktail arcade, plus a resort-style game room complete with epoxy flooring, dual air hockey tables, foosball, and ping pong. THEMED SUITES add personality and excitement for guests of all ages, including “Stitch’s Island Surf Shack,” “Wild Safari Adventure Suite,” and “Flamingo Oasis.” Recent updates including freshly painted interiors and new outdoor furnishings help the property feel fresh, polished, and ready for immediate enjoyment. At the center of the home is a spacious kitchen featuring granite counters, 42-inch white shaker cabinetry, breakfast bar seating, dual refrigerators, dual dishwashers, coffee bar, and walk-in pantry. The open-concept layout flows seamlessly into the main living and dining spaces, making it ideal for vacation group travel. Outside, the private resort-style backyard creates the ultimate Florida retreat with an oversized heated pool and spa, expansive paver patio, tropical landscaping, covered lanai with ceiling fans, and outdoor grilling area. Whether relaxing poolside after a park day or enjoying evenings under the stars, the outdoor living spaces are designed for both relaxation and connection. Additional upgrades and conveniences include luxury vinyl plank flooring, hardwood staircase treads, tankless water heaters, two A/C units, upstairs and downstairs laundry rooms, abundant storage, ceiling fans throughout, and an oversized paver driveway. Located just a short walk from Encore’s resort amenities, owners and guests enjoy access to the waterpark, pools, clubhouse, restaurant and bar, fitness center, tennis and volleyball courts, concierge services, shuttle transportation to the parks, and more. HOA dues include fiber optic internet, cable, landscaping, irrigation, valet trash service, pest control, and gated security. Whether you are looking for a luxury vacation home or a proven short-term rental that helps offset ownership costs while creating incredible experiences, 7734 Graben offers a rare opportunity to own one of Encore’s standout properties, schedule your private showing today!

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

Listing Agent: Erin Underkofler Kilpatrick, Pa (407-987-0980)

Remarks: It’s 5 O’clock right here in the world-renowned Margaritaville Resort Orlando! This spectacular, carpet-free luxury home features durable tile flooring and ceiling fans throughout, offering 4 generously sized bedrooms, each equipped with its own private en-suite bathroom. The kitchen opens seamlessly to the main living area, making it perfect for entertaining or vacation hosting. One of the bedrooms has a custom storage closet, setting this home apart from other resort 4 bedrooms. Enjoy the quintessential Florida lifestyle with front balcony access on both the second and third floors, offering incredible nightly views of the theme park fireworks. Located in a pet-friendly community, the monthly HOA covers high-speed internet, digital cable, phone, daily doorstep garbage pickup, professional landscaping, and pest control. The Fins UP Beach Club gives you access to enjoy full access to world-class resort amenities including 7 resort pools, a fitness center/gym, an internal resort shuttle, and free transportation shuttles directly to the local theme parks. This unique resort setup is highly walkable, situated just steps from Island H2O Water Park and Sunset Walk’s vibrant mix of restaurants, bars, live music, Target, and Ulta. Centrally located with lightning-fast access to Disney, Universal, SeaWorld, and Gatorland, this property is a premier choice for a primary residence, second home, or lucrative vacation investment.

Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)

Listing Agent: Nikki Felix (916-765-9564)

Remarks: Gorgeous 9-bedroom luxury home with private pool located in the sought-after guard-gated Solara Resort, just minutes from Walt Disney World. Designed to deliver a high-end experience, this newly updated residence features themed bedrooms, a super-sized entertainment loft, a dedicated movie theater with recliner seating, and a vibrant and equipped game room, gaming consoles, pool table, and foosball. The home offers 6.5 bathrooms and a spacious open layout with a high-end furnished interior, multiple king and queen suites, a fully equipped modern kitchen with 42”cabinets, and upgraded luxury finishes throughout. The screened-in private pool and spa area offering a spectacular outdoor retreat with full privacy. Located very close to the Solara Clubhouse, residents and guests enjoy access to an impressive amenity center featuring a resort-style water complex, Flow Rider surf simulator, full fitness center, bar and grill, ice-cream parlor, market café, sand volleyball, soccer field, basketball courts, playgrounds, lounges, workstations, and a tween/teen hangout zone. The community offers 24/7 gated security and is surrounded by Orlando attractions, dining, shopping, and major highways for easy travel. Whether used as a private vacation getaway or an income-producing short-term rental, this spectacular designer home offers the perfect blend of luxury, entertainment, and prime location in one of Central Florida’s most exciting resort communities.

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

Listing Agent: Odair Magalhaes (407-766-7979)

Remarks: Stunning Vacation Home in the Heart of Solara Resort – Close to Disney! Fully furnished Brand NEW vacation home located in the sought-after Solara Resort. This beautifully designed property offers the perfect blend of luxury, comfort, and convenience, ideal for short-term rental or your personal retreat. This spacious home features 5 bedrooms and 4 1/2 bathrooms, an open-concept layout, and stylish finishes throughout. The gourmet kitchen boasts modern cabinetry, stainless steel appliances, and a large island perfect for entertaining. Step outside to your private screened-in pool and spa, the ultimate spot to relax after a day at the parks. Solara Resort offers great amenities, including a resort-style pool with a splash pad, flow rider surf simulator, clubhouse, fitness center, restaurant, bar, playgrounds, sports courts, and more, all within a gated, secure community.HOA fee includes resort security, use of clubhouse and amenities, landscaping house, irrigation, cable and internet house, daily trash pick up. Whether you're looking for an income-producing property or a vacation home for family getaways, this property offers it all turnkey ready and perfectly located close to Disney, shopping, dining, and entertainment. Don't miss your chance to own a piece of paradise.

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

Listing Agent: Rosa Suarez (954-682-2633)

Remarks: Recently reduced!!! Fully managed turn key unit, nestled amoung the trees! Owner recently had all new flooiring installed, currently a STR with great rental history. Don't miss these last couple units at these prices!

Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)

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

Remarks: Price Reduction! Located in the gated Reunion community, this fully furnished and beautifully themed single-family home is the perfect addition to any short-term rental portfolio. Designed with both comfort and profitability in mind, every bedroom features its own attached full bathroom, maximizing guest privacy and appeal for larger rental groups. The open-concept kitchen comes equipped with granite countertops, stainless steel appliances, and flows seamlessly into the living and dining area—an ideal setup for entertaining and group gatherings. Step outside to the private pool and spa, complete with a covered lanai and no rear neighbors, offering an attractive outdoor experience for guests. Upstairs, the loft serves as an entertainment center, while the converted garage provides an additional family room for more usable living space. Full-size washer and dryer sets on both floors add extra convenience for turnovers and extended stays. Owners and guests also enjoy access to the Encore Resort at Reunion, featuring a clubhouse, water park, fitness center, playground, volleyball and basketball courts, community grills, and on-site restaurant—all of which enhance rental demand and guest satisfaction. Situated close to major theme parks, multiple golf courses, and a variety of restaurants and shops, this home has plenty to offer. With its turnkey setup, and resort-style amenities, this property is ready for investors looking for short-term rental potential or families looking for a resort-style retreat.

Listing is courtesy of: REAL BROKER, LLC (407-922-8986)

Listing Agent: Nicholas Taylor (407-810-9680)

Remarks: BIG PRICED REDUCTION!! CHECK OUT THE VIRTUAL TOUR!!! The buyer will need to assume the Solar Loan at approximately $86K. Easily Assumable. Come see this Amazing Fully Furnished single family POOL home in the gated Windsor Palms resort community with 24 hour security. Windsor Palms is just minutes from Walt Disney World, Sea World, Universal and provides an amazing Vacation for both you and your guests. This home has a New Roof and Solar Panels installed. The Buyer to assume the Solar Loan, and still take advantage of the great electrical rates!! Carpet has been replaced with beautiful Laminate thru all the bedrooms. Centrally located close to area attractions, dining and shopping. The community facilities include on-site convenience store, large community pool with tiki bar, whirlpool spa, clubhouse with fitness room, game room, tennis, movie theater, basketball and volleyball courts and playground.

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

Listing Agent: Harold Olson (407-738-6600)

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: PRICE IMPROVEMENT!! LOCATION LOCATION LOCATION, beautiful, luxurious short-term rental townhome located just MINUTES from Disney parks!! This home offers all in-suite bedrooms and a private patio. This is a 4 bedroom, 4.5 bathroom townhome, with individual bathrooms plus a 1/2 bath—many upgrades such as granite countertops and premium carpeting. The home is beautifully decorated full of upgrades. Save on costs using a tankless water heater and natural gas appliances. Private patio. Luxury finishes and an open floor plan complement today's contemporary lifestyles. Summerville resort has an amazing location just minutes away from shops, Disney Theme Parks, and restaurants. Zoned for short-term rentals. In good condition currently rented with several bookings for short term rental.

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

Listing Agent: Juan Delgado (407-744-4469)