Homes For Sale in Kissimmee 34747 - 877 homes

Remarks: TURNKEY LUXURY STR INVESTMENT | 10BR / 10BA | SLEEPS 24 | 10 MINUTES TO DISNEY High-performing short-term rental located in Reunion West / Encore Club—just 10 minutes to Walt Disney World and a 2-minute walk to the clubhouse. Fully furnished, professionally designed, and optimized for large-group bookings and strong occupancy. Key Investment Highlights • 10 Bedrooms / 10 Bathrooms | Sleeps up to 24 guests • Turnkey & furniture included – immediate rental readiness • Large-group optimized layout = higher ADR & occupancy • Open floor plan with 16-seat dining + 4 bar stools • Commercial-style capacity kitchen with 2 French-door refrigerators • Two washer/dryer sets (each floor) for fast turnovers • Upstairs loft ideal for games / entertainment space • Private pool & spa with new pool heater (2025) and child safety fence • Major updates: new laminate flooring (2025), epoxy garage floor (2025), exterior paint (2024) • Gas tankless water heater and gas pool/spa for peak-season reliability • Low-maintenance HOA includes cable, high-speed internet, trash, pool service, lawn care, and 24-hour guard-gated security • Resort amenities drive demand: The resort area is the #1 in Disney area with water park, clubhouse, fitness center, restaurant, concierge, sports courts, and Disney shuttle Ideal for investors seeking a scalable, high-occupancy luxury STR asset in one of Central Florida’s strongest tourism corridors.

Listing is courtesy of: GOLDEN SUN REALTY INC (407-479-8898)

Listing Agent: Lucia Wu (407-765-2618)

Remarks: Turnkey short-term rental opportunity in the highly sought-after Windsor Hills Resort, located just 6 miles (approximately 14 minutes) from Walt Disney World. This fully renovated and professionally furnished 3-bedroom, 3-bathroom townhouse is move-in ready and short-term rental approved, making it ideal for investors seeking immediate income in a high-demand vacation market. The home features modern upgrades throughout, including stainless steel appliances, washer and dryer, and updated flooring with no carpet in the bedrooms or upstairs hallway for durability and easy maintenance. The open-concept layout offers comfortable living and dining spaces, while the private screened-in pool provides added appeal for vacation guests. Windsor Hills is a gated, resort-style community offering exceptional amenities that drive strong occupancy, including a lagoon-style pool and water park, clubhouse, fitness center, movie theater, sports courts, playgrounds, and 24-hour security. Property is currently tenant-occupied, and the existing lease transfers to the new owner, providing immediate rental income from day one.

Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)

Listing Agent: Sandra Reyes (813-570-2800)

Remarks: Experience the ultimate Florida getaway or a savvy investment opportunity with this stunning, fully furnished 2-bedroom, 2-bathroom condo at the prestigious Meliá Orlando Celebration. Perched on the 5th floor, unit 526 offers a bright, turnkey layout designed for effortless relaxation. The residence features a private balcony perfect for enjoying the serene Florida breeze and morning coffee. As a premier "Condo Hotel" property, this unit is uniquely positioned for short-term rentals, making it a lucrative choice for investors looking to capitalize on Orlando’s tourism or vacationers seeking a hassle-free home base. Owning at Meliá means access to an incredible array of resort-style amenities, including the famous 360-degree vanishing-edge heated pool, an on-site dog park, beach volleyball courts, and the sophisticated The Wilson restaurant and bar. Guests and owners alike benefit from a fitness center, complimentary shuttle service to major theme parks, and the peace of mind of 24-hour reception. Nestled in the picturesque town of Celebration, you are just minutes away from Walt Disney World, Universal Studios, and the upscale dining and shopping of Downtown Celebration. Whether you’re looking for a personal slice of paradise or a high-potential rental asset, this condo delivers the perfect blend of luxury and location.

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

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

Remarks: FURNISHED 6-bedroom, 5-bathroom home in the highly sought-after Paradise Palms Resort. This home is ideal for vacation buyers and savvy investors, featuring a bright, open floor plan and a private, screened-in pool perfect for cooling off after a day in the sun. Located in a premier gated community with 24-hour security, the property is designed for high-capacity entertaining, offering generous living spaces that provide comfort and privacy for large groups and families. Beyond the front door, owners and guests enjoy world-class amenities within Paradise Palms, including a 9,500 sq. ft. clubhouse, a lagoon-style pool with a waterslide, a tiki bar and grill, a 50-seat movie theater, a state-of-the-art fitness center, and sports courts for tennis and volleyball. Conveniently situated just minutes from Walt Disney World, Universal Studios, and SeaWorld, this property offers outstanding access to Central Florida’s top dining, premium outlet shopping, and championship golf courses. Whether you're seeking a high-performing short-term rental or a personal tropical retreat, this home provides the perfect combination of luxury and location.

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

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

Remarks: This stunning, fully furnished, income-producing short-term rental townhouse is nestled in a top resort community close to Disney World. Built in 2002, this spacious 3-bedroom, 3-bathroom home combines modern elegance with excellent investment potential. Professionally furnished with brand-new luxury wood-looking flooring throughout, it offers an inviting atmosphere perfect for vacationers or full-time residents alike. The open-concept kitchen features stainless steel appliances and extensive cabinetry, making meal preparation and entertaining effortless. The upgraded family room and dining area exude contemporary style, providing the perfect backdrop for relaxing or hosting friends and family. All three bedrooms are generously sized, offering privacy and comfort, complemented by beautifully appointed bathrooms. The laundry room includes a washer and dryer, adding convenience to everyday living. Step outside to your own private sanctuary with a beautiful pool and lush backyard—ideal for unwinding after a day at Disney or exploring the local attractions. The HOA covers exterior and grounds maintenance, security, pest control, sewer, and trash services, offering stress-free ownership. This residence is part of a vibrant resort community featuring resort-style amenities such as a resort-style pool, spa, fitness center, tennis courts, basketball courts, volleyball, playground, BBQ and picnic areas, and a tiki bar with full food and liquor service. The 24-hour guard-gated entrance and comprehensive HOA ensure a safe, secure, and convenient lifestyle. Location is everything—just minutes from Disney World, only 3 miles from the gates, and close to Disney Springs and major highways (429, 192, I4, and 417). Mystic Dunes Florida Golf is next door, with easy access to Orlando’s top attractions and shopping at the Premium Outlet Mall, just 10 miles away. This property offers an outstanding opportunity for investors or vacation home enthusiasts. Experience the perfect blend of luxury, convenience, and income potential in this exceptional Florida retreat. Don’t wait, schedule your private tour today and turn your dream into reality!

Listing is courtesy of: TOP FLORIDA HOMES (855-919-0458)

Listing Agent: Salvison Dickson (347-388-2308)

Remarks: Spacious 8-bedroom, 6-bathroom vacation home just minutes from Disney and major attractions. Ideal for short-term rental, investment, or personal use. This well-maintained, fully furnished corner lot property features an open floor plan, fully equipped kitchen, large living and dining areas, and generously sized bedrooms with excellent decoration. Enjoy a private pool and spa, along with outdoor space perfect for relaxation and entertainment. Located in the desirable Windsor at Westside community, offering resort-style amenities including clubhouse, fitness center, and community pool. Zoned for short-term rentals with strong income potential. Conveniently located near shopping, dining, and major highways. Schedule your private showing today.

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

Listing Agent: Antonio Nouer (407-837-6981)

Remarks: Turnkey 8-bedroom, 6-bath fully furnished pool home located in the highly desirable Windsor at Westside Resort. This well-maintained property offers over 4,000 sq ft of living space with a functional and spacious layout ideal for short-term rental use. The home features an open-concept main floor with a large kitchen, breakfast bar, formal dining area, and expansive living room. A first-floor bedroom and full bath provide convenience, along with a rear primary suite offering direct pool access and functioning as a pool bath. The covered lanai overlooks a private setting with no rear neighbors and a pond to the side. Upstairs includes a large loft/game area with projector and gaming stations. The second floor consists of 6 bedrooms and 4 bathrooms, including multiple themed rooms, a Jack-and-Jill bathroom with dual vanities, and additional ensuite configurations. In total, the property offers 3 ensuite bedrooms. The garage has been converted into a game room, enhancing rental appeal. Located just minutes from major theme parks, shopping, and dining. Windsor at Westside offers resort-style amenities including a 10,000 sq ft clubhouse, pool, lazy river, restaurant/bar, fitness center, sports courts, and more. HOA includes gated access, lawn care, daily valet trash service, cable, internet, and full access to amenities. Property has strong rental potential and is being sold fully furnished and ready for immediate use or income production.

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

Listing Agent: Antonio Nouer (407-837-6981)

Remarks: Turnkey short term rental, fully furnished, fully themed, and already booked. Walk in, take over the calendar, keep the income going. Four bedrooms, four and a half baths, every room pulled into one wizarding world. Cathedral window murals, house banners, potion shelves, and details guests will photograph from the second they walk in. This is not a townhome with theming, it is an experience guests book specifically to stay in. The main level is built for groups. Open kitchen with a large center island, bar seating for six, a dining table that handles the whole party, and a living room that flows straight into the outdoor space. Out back, a private paver patio with a full outdoor kitchen, grill, and dining setup under a shade tree. This is where the five star reviews come from. Rare for a townhome, the main floor primary suite is a booking magnet for groups that need single level access; the kind of detail guests filter for. A half bath off the main living area keeps the bedrooms private. Upstairs, every bedroom has its own dedicated bath. No one is negotiating over showers, no one is waiting in line. Summerville Resort is gated, zoned for short term rental, and loaded with amenities guests expect. Resort style pool and spa, fitness center, clubhouse, and a game room with foosball. Minutes to the theme parks, shopping, dining, and easy access to the highway. HOA covers cable, internet, trash, pool, grounds, and exterior maintenance, so the operating side stays clean. Sold fully furnished with existing bookings in place. Turnkey, producing, ready for the next owner to step in.

Listing is courtesy of: HOMEVEST REALTY (407-897-5400)

Listing Agent: Brad Young (407-897-5400)

Remarks: Discover this beautifully maintained townhome in the desirable Carriage Pointe at Reunion — perfectly zoned for vacation rentals and ideally situated just minutes from Disney. Move-in ready and built for strong investment performance, this property offers exceptional flexibility as a short-term rental, long-term rental, second home, or full-time residence. Step inside to a open layout featuring a spacious family room, dining area, and an amazing kitchen with ample storage. Sliding glass doors lead to your private patio—an ideal spot to relax and enjoy the Florida sunshine, with great conservation views. Upstairs, the oversized primary suite features its own private balcony with serene views of the lush conservation surroundings. As a Reunion owner, you’ll have access to the resort’s world-class amenities, including multiple pools, Restaurants & Bars, and proximity to top shopping and entertainment. This prime location is just minutes from Walt Disney World, Universal Studios, SeaWorld, and Champions Gate Town Center. This is the townhome you have been waiting for.

Listing is courtesy of: CENTURY 21 CARIOTI (407-566-0555)

Listing Agent: Jeffrey Eddowes (407-310-0040)

Remarks: Discover this move-in ready 3-bedroom, 2.5-bathroom home at 8558 Crystal Cove Loop in Kissimmee's popular Emerald Island Resort. This 1,291 square foot house features an open floor plan with high ceilings and hard flooring throughout the main living areas, while the bedrooms have beautiful brand new recently installed luxury flooring. The kitchen comes equipped with granite countertops, a convenient breakfast bar, and stainless-steel appliances. HVAC / AC unit only 2 years old, so as an Investor you have nothing to worry about. The primary bedroom includes its own private balcony for relaxation. This property is perfect for both long-term and short-term rentals. Living in Emerald Island Resort means enjoying 24-hour security and amazing amenities. The community offers a clubhouse, fitness center, game room, pool, spa, and tiki bar for entertaining. Active residents will appreciate the tennis and basketball courts, while families can enjoy the playgrounds and scenic walking trails. Internet access is included. Located in Kissimmee, this home provides easy access to Central Florida's attractions while offering a resort-style living experience. The combination of comfortable interior features and extensive community amenities makes this property an excellent choice for personal residence or investment purposes. The open layout creates a spacious feel throughout the home, making it ideal for daily living and hosting guests. With everything from recreational facilities to security features included, residents can enjoy a worry-free lifestyle in this well-maintained community. This new listing represents a great opportunity to own in one of the area's most sought-after resort communities.

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

Listing Agent: Lemuel Rojas (321-282-8604)

Remarks: UNIQUE CORNER UNIT | ONE-OF-A-KIND MODEL | SHORT-TERM RENTAL APPROVED Exceptional corner townhouse in Magic Village featuring only one shared wall, offering enhanced privacy and abundant natural light. This property showcases a truly unique floor plan, including a custom double-height interior window in the primary suite overlooking the living area, a distinctive architectural feature not found in any other unit within the community. The home has never been rented and is in pristine, like-new condition. The primary bedroom includes a high-end custom walk-in closet, along with thoughtfully selected furnishings and upgrades throughout. Designed for comfort and functionality, this 4-bedroom, 4.5-bath residence offers high ceilings, open-concept living, full-size laundry room, and a brand-new summer kitchen. Located in a luxury gated community just minutes from Disney, Magic Village allows short-term rentals and offers resort-style amenities including concierge services, clubhouse, pool, fitness center, and on-site dining. A rare opportunity to own one of the most unique and best-positioned units in the community.

Listing is courtesy of: AVAL REALTY LLC (305-399-0871)

Listing Agent: Antonio Valentino (305-399-0871)

Remarks: Reunion Resort Escape: 9BR Whitemarsh Cove Villa—Pool, Theater, & Disney Thrills! To all Investors —welcome to 7638 Whitemarsh Way, your slice of paradise in gated Whitemarsh Cove at Reunion Resort. Nine bedrooms, ten baths, bright open floor plan and vibes—massive living space, chef’s kitchen with island magic, game room packed with endless possibilities and arcade fun, and a private heated pool & spa just steps from the Jack Nicklaus Signature Golf course in Reunion Resort. House could easily sleep over 20+ which includes the installed theme room bunk beds Reunion Resort is a 2300 Acre ultimate Resort Living and investment made easy with lazy river, water slides, tennis, pickleball, fitness center, Restaurants, and Three Championship Signature golf courses—designed by Arnold Palmer, Jack Nicklaus and Tom Watson. Tremendous opportunity to own and invest in the number one Resort in Orlando Florida. From the Resort, take the Disney shuttle which is just minutes away for endless memories that last lifetimes.. Come see what we have at Whitemarsh Cove in Reunion Resort.

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Tj Cosgrove (407-873-7011)

Remarks: Come view this fully furnished 3-Bedroom, 2.5 bathroom townhome in beautiful Emerald Island Resort. Comes fully Furnished and located in the highly sought after Emerald Island Resort community. From the time you drive inside the community is lined with palm trees you will be amazed by the beauty of the community. Perfectly located just 10 minutes from the attractions like Walt Disney World, Universal Studios, and SeaWorld. The townhome is close to endless entertainment, dining, shopping and major roadways. Placing all of Central Florida at your doorstep. As part of Emerald Island Resort, you’ll enjoy all amenities, two community pools and hot tubs, relaxing sauna and a scenic walking trail, Indoor / outdoor Tiki bar, tennis, volleyball and basketball courts, clubhouse with a fitness center and social area. 24/7 gated security for peace of mind. You can have a primary residence, a vacation getaway home or a short-term or long-term rental investment property in the community. Don’t miss your chance to own this townhome in Emerald Island Resort. Contact your agent today and schedule your private showing.

Listing is courtesy of: AMERICAN IDEAL HOMES, LLC (407-908-8020)

Listing Agent: Bernard Scarpa (407-572-3022)

Remarks: Property is managed by a property management company-avaibility must be confirmed. Stunning FULLY FURNISHED investment opportunity to own your vacation home near Disney with this modern townhome located in the luxury resort community of CHAMPIONS GATE. This beautifully decorated home has 5 bedrooms, 4 bathrooms, stainless steel appliances, washer, dryer, and a private pool with no rear neighbors which allows for privacy for enjoying pool time with friends and family! With an open floorplan, smart home technology, an excellent location and everything needed for the perfect rental property. The amazing resort of Champions Gate features an 18-hole Golf Course, Inter-community Transportation, Gated Main Entrance, 7 Tennis Courts, Lazy River, Splash Park, Fitness Center, Business Center, Movie Theater, Tiki Bar, Indoor and Outdoor Dining, Volleyball Courts and Private Air-Conditioned Cabanas with Private Services. Enjoy the convenience of one of the best locations in Central Florida, located within minutes to major highways, Orlando International Airport, quick access to all Disney Parks and attractions, the I-4, Highway 27, 429 and 417 offering access to shopping, restaurants, and much more! Schedule your showing today. SELLER MOTIVATED!

Listing is courtesy of: THE FLORIDA LOUNGE REALTY LLC (786-241-7619)

Listing Agent: Glauco Pochine (407-600-8766)

Remarks: Discover the perfect blend of comfort, resort-style living, and unbeatable location in this beautifully maintained 3-bedroom, 2.5-bath home located in a secure gated community just 15 minutes from Disney. This inviting two-story home features a bright, open layout ideal for relaxing, entertaining, or enjoying the Florida lifestyle year-round. This community truly stands out with a full suite of resort amenities including multiple sparkling pools, a mini-golf course, playgrounds, walk-up tiki bars, on-site mini restaurants, and a fully equipped fitness center. Enjoy the convenience of a clubhouse with social spaces, perfect for gatherings or vacation-style relaxation without ever leaving the neighborhood. Whether you're seeking a primary residence, vacation retreat, or investment opportunity, the location offers unmatched accessibility to theme parks, dining, shopping, golf, and major highways. OWNER IS MOTIVATED Don’t miss this chance to own in one of Central Florida’s most desirable in High Market area and amenity-rich communities.

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

Listing Agent: Kaylian Ocasio (689-269-4658)

Remarks: Welcome to your dream vacation retreat or high-performing investment property at 2821 Almaton Loop, Unit 203. Just a few steps from the Club House and Pool area. This meticulously maintained 3-bedroom, 2-bathroom condo comes fully furnished with new HVAC system and new appliances, offering a seamless turnkey experience for those looking to enter the short-term rental market or secure a private getaway. Situated on the second floor, the home features a bright, open floor plan that flows effortlessly to a private screened balcony—the perfect spot to enjoy your morning coffee or evening cocktails in the Florida breeze. Located in the prestigious, 24-hour guard-gated Windsor Hills Resort, this property places you and your guests in the heart of the action, just minutes from Walt Disney World, premier dining, and world-class shopping. The resort itself is a destination, boasting a massive zero-entry heated lagoon pool, the Sir Windsor AquaVenture Water Park, a state-of-the-art fitness center, a 48-seat high-definition movie theater, and a lively games room. Residents also enjoy lighted tennis, basketball, and pickleball courts, sand volleyball, and a putting green. With its unbeatable proximity to Central Florida's top attractions and a robust suite of amenities, this condo represents a premier opportunity for discerning buyers seeking both luxury and location.

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

Listing Agent: Dan Palmer (407-925-2432)

Remarks: This stunning turnkey short term rental is fully furnished, beautifully themed, and ready to enjoy from day one. Located in the highly sought after Windsor Hills Resort, this 3 bed, 2 bath first floor condo blends modern comfort with unbeatable convenience. The inviting open concept layout connects the kitchen, dining, and living areas, ideal for relaxing or entertaining. The fully renovated kitchen features soft close white cabinetry, 42” uppers with under cabinet lighting, granite countertops, stainless steel appliances, a stylish tile backsplash, and an expanded bar area. Both bathrooms have been updated with contemporary finishes, creating fresh, spa like spaces. Major improvements include a new A/C air handler and condenser (2025) and a new water heater (2022). Enjoy your private screened in patio overlooking lush green space and mature landscaping—a peaceful retreat after a day of adventure. Windsor Hills offers world class amenities including a resort style waterpark, playground, basketball, tennis, volleyball, fitness center, and onsite dining. With Target, Walmart, and abundant shopping and dining nearby—and Disney World just minutes away—this location is ideal for full time residents, vacation homeowners, and investors seeking a magical Central Florida experience.

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

Listing Agent: Greg Lowe (407-256-7035)

Remarks: FURNISHED TURNKEY UNIT - Welcome to 3308 Tranquil Trail, Kissimmee, FL 34787 — a fully furnished, newer construction home that’s the perfect turn-key short term rental investment or primary residence. Ideally located just minutes from Orlando International Airport (MCO), Walt Disney World, Universal Studios, and International Drive, this property offers unbeatable access to Central Florida’s top attractions. With modern finishes and an open-concept layout, this home is move-in ready and offers flexibility for short-term rentals, long-term leasing, or full-time living. Whether you’re looking to invest or settle down, this property is ready to meet your needs!

Listing is courtesy of: PREMIER BROKERS INTERNATIONAL (561-855-6179)

Listing Agent: Gabriela Santiago (515-554-8713)

Remarks: Under contract-accepting backup offers. ENCORE AT REUNION | TURNKEY LUXURY VACATION ESTATE WITH PROVEN INCOME — Built in 2018 and zoned for short-term rentals, this exceptional fully furnished 12-bedroom, 12.5-bathroom estate offers over 6,351 square feet of refined living space in one of Central Florida’s most sought-after resort communities and is located just 15 minutes from Walt Disney World, placing world-famous attractions, dining, and entertainment within effortless reach. A grand porte-cochère entry and circular driveway create an impressive arrival, leading into expansive open living and entertaining areas featuring a dramatic great room, formal dining area, and a chef-inspired kitchen with granite countertops, built-in double ovens, convection oven, oversized island with sink, sprawling breakfast bar, and elegant tile flooring—perfectly designed for hosting large groups. Entertainment continues with a private in-home theater and a spacious game room complete with wet bar and wine refrigerator, while the second-floor covered terrace overlooks the private pool and peaceful green space, delivering the ultimate Florida resort lifestyle with seamless indoor-outdoor living. The thoughtfully designed bedroom layout provides comfort, privacy, and flexibility for large gatherings, vacation guests, or multi-generational living, and high-quality furnishings and décor create a cohesive, upscale experience throughout the residence. Beyond its beauty, this property is a powerful income-producing investment, generating nearly $125,000 in short-term rental revenue in 2025 with approximately $95,000 in secured future bookings already in place for 2026, providing immediate cash flow from day one and flexible use as a vacation rental, long-term rental, or spacious primary or secondary residence. Located within the Encore Club at Reunion, residents and guests enjoy world-class resort amenities including a clubhouse, concierge service, fitness center, basketball courts, marketplace, lounge, resort shuttle transportation, on-site dining, and an incredible community water park featuring thrilling slides, splash zones, cabanas, and resort-style pools, all complemented by proximity to championship golf courses, premium outlets, and Orlando International Airport for convenient travel access. All furniture, electronics, kitchenware, décor, art, linens, and household items convey, making this a rare, fully operational, and truly turnkey luxury investment opportunity ideally positioned for both immediate enjoyment and long-term appreciation in one of Central Florida’s premier vacation destinations. Book your showing today to secure this opportunity!

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

Listing Agent: Alice Adkins (407-710-7770)

Remarks: Investment or Vacation Home! This stylish 3-bedroom, 2-bathroom 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.The kitchen features sleek granite countertops, contemporary cabinetry, and a full set of stainless steel appliances-including a side-by-side fridge, range, microwave, and dishwasher. The primary suite, located on the ground level, includes cozy carpeting, a private bathroom with dual sinks, a soaking tub, granite vanity, and a walk-in closet. 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)