Homes For Sale in Kissimmee 34747 - 853 homes

Remarks: Experience resort-style living in this stunning 5-bedroom, 5.5-bath cottage located in the highly sought-after Margaritaville Resort Orlando. Perfectly positioned on an oversized corner lot, this home offers exceptional privacy along with its own private pool and heated spa, creating the ideal setting for relaxation or entertaining. This beautifully designed two-story floor plan comes fully furnished, with every detail thoughtfully selected to create a light, airy, coastal atmosphere. Soft mint and pastel yellow tones, wood-plank tile flooring, and energy-efficient stainless steel appliances all come together to provide both style and function. Natural light fills the home, enhancing the bright “beach breeze” ambiance throughout. The layout features two bedrooms on the first floor and three bedrooms upstairs, including a spacious primary suite. Each of the three second-floor bedrooms boasts its own en-suite bathroom, ensuring comfort and convenience for guests. The two upstairs guest rooms offer private balconies, while the primary suite also enjoys access to outdoor space for peaceful moments of retreat. A dedicated half-bath off the lanai adds extra ease for poolside living. Located within Margaritaville Resort, residents and guests enjoy world-class amenities and a prime location with quick access to major highways, shopping, dining, and—best of all—the Disney parks. Whether you're seeking a high-performing short-term rental investment or a beautiful place to call home long-term, this cottage embodies the ultimate laid-back Florida lifestyle.

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

Listing Agent: Troy Boss (315-335-4622)

Remarks: Under contract-accepting backup offers. Turnkey, fully furnished 6-bedroom, 6-bathroom two-story property located in the highly desirable Encore Resort at Reunion. Built in 2018, this home offers 3,317 sq ft of well-designed living space, including a primary bedroom on the first floor, making it ideal for short-term rental or personal use. The property features a private pool, movie theater, and game room, providing excellent entertainment options for guests. Conveniently situated just minutes from Walt Disney World and major attractions, and within a short distance to the community pool and resort-style water park. The HOA monthly fee includes landscaping, irrigation water, cable, internet, pest control, valet trash service, bulk trash removal, security patrol and gated access, as well as pool service, including weekly cleaning and chemical checks. This property is move-in ready and set up for immediate income production, making it an excellent opportunity for investors seeking a short-term rental in a prime location. Sold furnished.

Listing is courtesy of: ANCHOR REAL ESTATE (305-794-7901)

Listing Agent: Alexandra Gomez Lattuf Llc (786-477-2426)

Remarks: Ask about a lender provided RATE BUY-DOWN CREDIT on this home ** Seller may consider buyer concessions if made in an offer ** Welcome to Encantada Resort, where style, comfort, and convenience come together just 5 miles from the gates of your favorite Disney parks! This FULLY FURNISHED, TURN-KEY townhome is ready to impress with its NEW, UPGRADED FURNITURE and TRANSFERABLE BOOKINGS – a true income producing opportunity or perfect personal getaway. Inside, the OPEN CONCEPT MAIN FLOOR features easy-care tile, a modern well equipped kitchen, spacious living and dining areas, and sliding glass doors leading to your PRIVATE SCREENED PATIO complete with a hot tub for the ideal spot to unwind after a day at the parks. A convenient half bath is located on the main level, while both bedrooms upstairs feature EN-SUITE BATHS for comfort and privacy. Thoughtfully decorated with fresh, modern touches and plenty of natural light, this home also includes a laundry room for added ease. Encantada offers a wealth of RESORT STYLE AMENITIES, including two heated pools, a fitness center, restaurant/bar, playground, walking trails, clubhouse with billiards and darts, and complimentary Wi-Fi throughout. With GATED ACCESS and a prime Kissimmee location, you will have everything you need for relaxation and recreation just minutes from world-class attractions. Whether you are looking for a vacation retreat or an investment opportunity, this property delivers exceptional value and a resort lifestyle that keeps guests coming back again and again. Call today for more information and schedule a tour!

Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)

Listing Agent: Jenny Wemert (407-809-1193)

Remarks: Welcome to 3158 Brasilia Ave, a stunning fully furnished luxury townhome located in the highly desirable Magic Village Resort, just minutes from Walt Disney World and Orlando’s premier attractions. This beautifully designed 4-bedroom, 4.5-bathroom residence features a contemporary open-concept layout with high ceilings, abundant natural light, and upscale finishes throughout. The home offers two spacious primary suites, including one conveniently located on the first floor, making it ideal for vacation guests or multi-generational use. The gourmet kitchen is equipped with granite countertops, stainless steel appliances, and custom wood cabinetry, seamlessly flowing into the living and dining areas for effortless entertaining. Step outside to a private patio complete with a built-in grill and sink, overlooking a peaceful lake view, while a second-floor balcony provides an additional space to relax and unwind. Located within a premier short-term rental community, this property offers excellent income potential with strong and consistent demand driven by its close proximity to Disney, major theme parks, shopping, dining, and entertainment. Residents and guests of Magic Village enjoy access to resort-style amenities including a community pool, hot tub, on-site restaurant, and a fully equipped fitness center, enhancing both guest experience and rental appeal. The home is being sold fully furnished with high-end décor, flat-screen televisions, hotel-quality bedding, and all essential housewares, making it completely turnkey for immediate personal use or rental income. Whether you are seeking a vacation home, investment property, or both, this residence presents a rare opportunity to own a luxury property in one of Central Florida’s most sought-after resort communities.

Listing is courtesy of: AGILE GROUP REALTY (813-569-6294)

Listing Agent: Hunter Albritton (863-287-1268)

Remarks: Experience the perfect blend of comfort, convenience, and investment potential with this beautifully furnished 2-bedroom, 2-bathroom first-floor condo in the highly desirable Secret Lake Resort. This fully turnkey property is move-in ready and ideal for both homeowners and savvy investors. Enjoy the flexibility of short-term, long-term, or Airbnb rentals, maximizing your income opportunities in one of the area’s most sought-after communities. Located just minutes from Disney World, major highways, top-rated restaurants, world-class shopping, and thrilling water parks, this condo offers unbeatable accessibility to all that Central Florida has to offer. Don’t miss your chance to own this exceptional property—schedule your private showing today and start living (or investing in) the Florida lifestyle you’ve always dreamed of!

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

Listing Agent: Amanda France (321-418-4493)

Remarks: This home is a unfurnished 5-bedroom, 4-bathroom property located at 8515 Palm Harbour Dr in Kissimmee Florida in the prestigious Emerald Island Resort with a 24 hour gated and guarded community, just minutes from Walt Disney World. 2,317 square feet of living space. Pool was resurfaced in 2025, new pool pump and motor in 2025. One of the largest corner lots in the community. Enjoy a spacious open-plan, living and dining area perfect for both family gatherings and entertaining. The kitchen features stainless steel appliances, ample counter space and a cozy breakfast nook. Each of the five large bedrooms provides a peaceful retreat with the main bedroom suite on the first floor offering a private en-suite bathroom with a tub and separate shower. Also on the first floor in another bedroom with a bathroom with shower just across the hall. The home also has a second en-suite bedroom and bathroom upstairs. With the rest of the bedrooms upstairs. The house has a central AC and heating system, that allows for efficient temperature control throughout the home. Step outside to your private backyard oasis, complete with a heated swimming pool, spa, and large covered patio, ideal for enjoying the Florida sunshine or relaxing in the evenings. Located in a 24-hour gated and guarded community, this home provides access to incredible amenities such as a clubhouse with a fitness center, tennis courts, basketball, waking trail, volley ball with a peaceful and secure environment. The HOA fee covers cable TV, internet, landscaping, and 24 hour gated security, ensuring ease and comfort for everyone. Parkes, shopping and schools are just minutes away.

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

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

Remarks: TURN-KEY SHORT-TERM RENTAL | FULLY FURNISHED | SOUTH-FACING POOL Welcome to this exceptional 5-bedroom, 4.5-bathroom townhome—a true turn-key investment opportunity or vacation retreat, professionally designed and ready to generate income from day one. Property Highlights: Highly desirable 5-bedroom floor plan with one bedroom conveniently located on the first floor Private south-facing pool—perfect for all-day sunshine and guest enjoyment Half bath on the patio for added convenience by the pool area Spacious loft area—themed star war for a game room with sofa and TV Upgraded kitchen with modern cabinetry and countertops Professional furniture package included—stylish, cohesive, and rental-ready by a professional Community & Resort Amenities: Access to TWO resort-style pools—one within the subdivision and another at the main clubhouse Stunning Mediterranean-style recreation center featuring: Grand lobby Resort-style pool with lazy river Kids’ splash zone Indoor/outdoor restaurant & bar Fitness center Outdoor fireplace, sports courts, and playground Prime Location: Ideally situated between ChampionsGate and US-192 Easy access to I-4, Walt Disney World, and Orlando International Airport Minutes from shopping, dining, golf courses, and major attractions Whether you're looking for a high-performing short-term rental, a vacation getaway, or a second home, this property checks every box with its unbeatable layout, location, and amenities. Schedule your showing today—this one won’t last!

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

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

Remarks: Welcome to your perfect getaway! This beautifully furnished 2-bedroom, 2-bath condo offers an inviting retreat and is ideal for both short-term rentals and permanent living. Nestled in building 2 with open parking, this is the closest to the community pool and amenities, this corner unit features a stunning wooded view from the screened porch, providing a serene backdrop for relaxation. The master bedroom includes a private balcony perfect for sipping morning coffee, as well as a luxurious ensuite bathroom complete with double sinks, a soaking tub, and a separate shower. The open-concept kitchen seamlessly connects to the living area and dining room, creating an inviting space for entertaining friends and family. Step out onto the screened balcony and soak up the warm Florida weather while enjoying the tranquil surroundings. The Caribe Cove resort enhances your living experience with a host of amenities, including a community pool, hot tub, fitness center, arcade room, clubhouse, and more. Conveniently located near popular attractions, shopping, dining, golf courses, and supermarkets, this condo is perfectly situated for both relaxation and adventure. Don’t miss the opportunity to make this stunning unit your own or capitalize on its rental potential. Discover the idyllic lifestyle that awaits you at Caribe Cove!

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

Listing Agent: Jaqueline Santos De Tabares (786-452-5684)

Remarks: Spacious 5-bedroom, 5.5-bathroom pool home located just 8 miles from Walt Disney World. This open-concept property features a modern kitchen equipped with stainless steel appliances, granite countertops, and a large island overlooking the dining and living areas. The floor plan includes a convenient primary suite on the main level. Upstairs, you will find additional well-appointed en-suite bedrooms, including themed rooms and a master suite. The exterior offers a private, fully screened-in patio with swimming pool. Significant features include high-speed Wi-Fi capability, a dedicated laundry room with full-sized washer and dryer, and keyless entry for seamless access. Situated in a luxury community with easy access to I-4, 192, and local dining, shopping, and grocery stores including Publix and Walmart. Excellent opportunity for a second home, or short-term rental investment. Sold fully furnished and move-in ready.

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

Listing Agent: Alessandra Dale (407-729-6936)

Remarks: 7 bed / 6.5 bath Pool & Spa home in Gated Community. Sold fully Furnished. Ideal as a Primary Residence, Vacation Home or Investment Property (short-term rentals allowed). Spacious open floor plan with Vaulted Ceilings and lots of Natural Light. 5 bedrooms have En-Suite bathrooms, room 6 & 7 share Jack & Jill bath. There is also a half bath accessible directly from the pool area, as well as an Outdoor Shower. Large patio and screened-in heated Pool & Spa with Color Changing LED Lights are perfect for relaxation. Air Conditioned Game Room (converted garage) adds to the fun. Home is conveniently located just minutes from theme parks, attractions, shopping and dining with easy access to main roads. Freshly Painted Interior, New Roof (7/2023), A/C (10/2021). Come see it and make it yours today!

Listing is courtesy of: HOME SWEET FLORIDA REAL ESTATE (321-200-4647)

Listing Agent: Kasia Lambert (321-200-4647)

Remarks: The largest home on one of the best lots in entire Windsor at Westside resort. This fully furnished/equipped home with private pool deck, is just stone throw away from fabulous clubhouse and resort amenities. Brand new Duralux water proof flooring throughout second floor and ground floor bedrooms. UPGRADED CABINETRY throughout. Large private pool deck, heated pool and spa are ideal for entertaining large group of guests. Wide open game room equipped with wet bar and fridge. Dark granites for kitchen and bathroom counters, stainless steel appliances including two full size french door fridges, 42" cabinets and high ceilings. Windsor at Westside resort features state of art Clubhouse, 24 hour guarded gate, restaurant, bar, scheme park style water park. This home could be your ideal second home or the dream vacation rental investment property you’ve been looking for.

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

Listing Agent: Shawn Huang (512-804-9960)

Remarks: Welcome to this beautifully furnished 3-bedroom, 2-bathroom condo located in the tranquil and gated community of Caribe Cove. Offering the perfect blend of luxury and comfort, this spacious condo is ideal for both personal enjoyment and investment, with short-term rentals allowed. The open-concept living area features large windows that fill the space with natural light, creating a warm and inviting atmosphere. The modern kitchen is equipped with contemporary appliances, sleek cabinetry, and ample counter space—perfect for entertaining or everyday living. Step out onto your private balcony to enjoy your morning coffee or unwind with peaceful sunset views. Each bedroom offers generous space and privacy, while the master suite includes an en-suite bathroom for added convenience. Residents enjoy access to top-tier amenities including a resort-style swimming pool, fitness center, and beautifully landscaped grounds. Located just minutes from theme parks, shopping, dining, and entertainment, this condo combines serene living with unbeatable accessibility.

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

Listing Agent: Jaqueline Santos De Tabares (786-452-5684)

Remarks: This expansive five-bedroom, four-bath residence offers over 2,700 square feet of living space and is perfectly positioned in a highly desirable location. Brimming with potential, this property presents a rare opportunity with vision to transform it into a truly exceptional home. With generous room sizes, a versatile layout, and strong structural footprint, this home is ideal for a complete renovation tailored to your personal style or investment goals. Properties of this size in such a prime area are increasingly hard to come by, making this a unique chance to create significant value. Whether you’re looking to design your dream home or secure a promising investment in a sought-after neighborhood, this property is a canvas ready for its next chapter

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

Listing Agent: Neal Lovell (407-466-1529)

Remarks: Skip the wait and move straight into luxury! This 2BR/2BA home is located inside the gated community Four Seasons at Orlando. Features include a stunning open floor plan, and a owner’s retreat. As part of this premier 55+ community, you’ll enjoy a 12,000 sq ft clubhouse, resort pools, pickleball, tennis, bocce, and golf at Mystic Dunes Resort. Local Perk: You’re less than 10 minutes from AdventHealth Celebration and just a short drive to the world-class freshwater fishing at Lake Tohopekaliga. Live where others vacation—minutes from Disney, championship golf, and upscale dining. Schedule your tour today!

Listing is courtesy of: CENTURY 21 WOLF'S CROSSING REALTY (407-449-0000)

Listing Agent: Anthony Ullio (321-578-2379)

Remarks: Seller Financing available. The most Luxurious Short Term NEW BuILD IN KISSIMMEE- 5-Bedroom Modern Townhome with Private Pool – Fully Furnished and STR-Ready near Disney! Welcome to this brand-new luxury townhouse located in one of the most sought-after short-term rental communities just minutes from the Disney Parks! This high-end 5-bedroom, 4-bathroom residence is professionally decorated and comes fully furnished, offering a turn-key investment opportunity or a dream vacation retreat.Designed with style and comfort in mind, the home features an open-concept layout, sleek modern finishes, and a private screened-in pool – perfect for relaxing after a day of adventure. Every detail has been thoughtfully curated to impress guests and maximize rental income. The community is packed with resort-style amenities, including an upcoming on-site restaurant and a state-of-the-art clubhouse with pool, fitness center, and more – creating a true destination experience. Whether you're looking to capitalize on Central Florida’s booming STR market or enjoy your own getaway near the magic, this property checks every box. Schedule your showing today and step into effortless ownership!

Listing is courtesy of: SUMMERHILL REALTY GROUP LLC (407-963-8083)

Listing Agent: Bruno Iarussi (954-643-4831)

Remarks: Welcome to your slice of paradise at Windsor at Westside! Fully furnished and Airbnb-ready, this spacious 5-bedroom, 4.5-bath townhome with a private pool is located in one of Greater Orlando’s most sought-after short-term rental communities. Designed to comfortably accommodate 14+ guests, this property is ideal as both a personal getaway and an income-producing investment. The open-concept floorplan creates a bright, inviting atmosphere, enhanced by modern finishes and ample space for gathering and entertaining. Step outside to your private screened-in pool—perfect for unwinding after a day at the parks or enjoying Florida’s year-round sunshine in total privacy. The HOA delivers exceptional value, covering cable, internet, trash removal, lawn care, and 24/7 guard-gated security, offering a truly low-maintenance ownership experience. Residents and guests enjoy access to world-class resort amenities, including a 10,000 sq. ft. clubhouse, resort-style pool with lazy river and splash zone, hot tub, fitness center, arcade, sports courts, sand volleyball, playground, on-site market and deli, concierge services, and the popular Tu Casa Tiki Bar. Ideally located just minutes from Walt Disney World, with easy access to shopping, dining, and major attractions, this property offers the perfect blend of lifestyle and investment potential. Whether you’re expanding your short-term rental portfolio or searching for a vacation home that pays for itself, this opportunity checks all the boxes. Schedule your private showing today.

Listing is courtesy of: REALTY ONE GROUP INSPIRATION (321-233-2300)

Listing Agent: Fernando Peralta (267-474-7628)

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: Experience the pinnacle of resort living and high-yield investment potential at 7936 Jacks Club Court, a stunning 6-bedroom, 6.5-bathroom masterpiece located within the prestigious Bear’s Den enclave at Reunion Resort. Meticulously designed to sleep 14 guests, this fully furnished villa serves as the ultimate "home away from home" where a chef’s kitchen anchors the heart of the residence, boasting a massive combined dining capacity for 20 that flows seamlessly into a living area built for movie-theater style relaxation. A rare find in vacation rentals, the first floor features two secluded master suites, perfect for guests seeking accessibility and privacy without stairs. The entertainment value is unmatched, featuring a Tetris-themed garage-turned-arcade equipped with Air Hockey and Batman racing games to drive repeat bookings, while a second-floor loft offers a VIP retreat complete with Billiards, Shuffleboard, and a sleek wet bar. Step outside to your private Florida oasis where a spectacular pool with a spillover spa and ledge loungers awaits, complemented by a stainless steel summer kitchen perfect for al-fresco dining against a backdrop of serene golf course views. Upstairs, the luxury continues with three additional primary bedrooms featuring private balconies and a custom-built "Magical Village" bunk room that offers a unique experience for younger guests. Ideally situated just minutes from Orlando’s world-class theme parks, dining, and shopping, this property grants access to Reunion Resort’s elite amenities, including three signature golf courses, a multi-acre water park, tennis courts, and fitness centers. Whether you are seeking a premier vacation retreat or a powerhouse addition to your investment portfolio, this turnkey villa delivers luxury and performance at every turn.

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

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

Remarks: Welcome to your dream Florida getaway at 8491 Oasis Key Cove, nestled in the prestigious, guard-gated Emerald Island Resort. This expansive 7-bedroom, 4.5-bathroom residence comes fully furnished, offering a seamless transition for primary residents, vacation home seekers, or savvy investors looking for a high-performing short-term rental. The home is perfectly positioned on a quiet cul-de-sac with no rear neighbors, providing a private sanctuary for you to enjoy the screened-in pool and spa. Inside, the spacious floor plan and high ceilings create an inviting atmosphere, designed specifically for comfort and effortless entertaining. Beyond your private oasis, Emerald Island Resort offers a wealth of world-class amenities, including a luxury clubhouse, a fitness center with a sauna, a poolside Tiki bar, tennis and basketball courts, sand volleyball, mini-golf, and scenic nature trails. You are just minutes away from the magic of Walt Disney World, as well as premier Central Florida dining, shopping, and major attractions. As an added incentive for serious buyers, the Seller will offer a $20,000 credit with a full-price offer—the perfect opportunity to customize your new home or offset closing costs.

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

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

Remarks: Under contract-accepting backup offers. Welcome to a stunning, move-in-ready gated residence nestled in a charming, all-age community where majestic oak trees create an intertwining canopy over the paved road. This beautiful 3-bedroom, 2-bathroom home offers the unique advantage of short-term rentals or Airbnb, providing an excellent opportunity for supplemental income. Enter the foyer and appreciate the open-concept flow from the dining area to the spacious living room, followed by an open kitchen perfectly suited for effortless entertaining. The master suite provides a peaceful escape, complete with a private bath featuring dual vanity sinks. Beyond the interior, your private sanctuary awaits a spectacular 12×28 swimming pool, recently resurfaced five years ago, is ready for year-round enjoyment thanks to the dedicated heat pump and high-quality Pentair equipment, all enclosed by a large1707 sq ft screen structure. Major expenses are already handled, ensuring true peace of mind with a brand new AC replaced in 2023 and a new roof installed in 2021. The property is backed by mature trees, creating a quiet, private backyard retreat. Complete with a two-car garage, this home truly combines investment potential with the ideal Florida lifestyle. Schedule your showing today and make this exceptional house your new home.

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

Listing Agent: Lisa Dobbs (407-202-0271)