Homes For Sale in Kissimmee 34747 - 886 homes

Remarks: Your dream vacation rental — fully loaded and already cash-flowing. Being built in 2022, you will be fall in love with this low maintenance home. This 6-bed, 5-bath stunner in Solara Resort checks every box: fully furnished, professionally designed, and packed with future bookings that transfer at closing. Inside: double-height ceilings, an open-concept layout, a sleek chef’s kitchen, game loft, office, and large bedrooms that guests rave about. Outside: private heated pool, spa, and covered lanai. Located minutes from Disney, Solara is a top-tier short-term rental community with a full water park, resort-style pool, clubhouse, restaurant, tiki bar, gym, spa, arcade, sports courts, and more. Whether you're an investor or buying your own escape, this is the rare property that delivers luxury and passive income from day one.

Listing is courtesy of: CALL IT CLOSED INTL REALTY (407-338-3339)

Listing Agent: Michael Gangemi (406-564-6160)

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: 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: 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: 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: Turnkey 3-bedroom, 3-bathroom townhome in Windsor Palms, just minutes from Walt Disney World Resort and ideally located off US Highway 192. This is the closest townhome to the clubhouse, set in a prime position with a south-facing private pool overlooking a large green area so no immediate rear neighbors. The layout includes a first-floor bedroom with ensuite, plus an upstairs primary suite with ensuite and walk-in closet. A fully equipped kitchen, additional guest pantry, and full-size washer/dryer make it ideal for short-term rental. Impeccably maintained current owner has invested over $40K in upgrades including A/C (2021), pool heater (2018), water heater (2021), and pool pump (2024). Proven short-term rental with a 5-year average of 259 booked days each year (not counting owners personal use) and future reservations in place for 2026 and 2027. Seller will assist with a seamless transition including systems and repeat guest database. Windsor Palms offers manned, gated access and resort-style amenities including clubhouse, pool, fitness center, tennis courts, and more— if you are looking for an outstanding investment or second home opportunity – you found it!

Listing is courtesy of: RE/MAX HERITAGE (863-424-2309)

Listing Agent: Steven Silcock (407-574-0218)

Remarks: Under contract-accepting backup offers. Step into this fully furnished, turnkey 3-bedroom, 2-bathroom second-floor condo in the gated resort community of Windsor Palms—one of the closest resort-style neighborhoods to Disney World. Whether you're looking for a vacation home, investment property, or full-time residence, this condo delivers comfort, convenience, and strong rental appeal. Enjoy access to a full suite of resort amenities, including a large swimming pool, hot tub, splash pad, fitness center, movie theater, business center, convenience store, and courts for tennis, basketball, volleyball, and beach volleyball. Additional features such as table tennis, BBQ picnic areas, and scenic walking paths offer plenty of options for relaxation and recreation. With quick access to major highways, you're minutes from Orlando’s world-class attractions, dining, and shopping. This is a great opportunity to own in one of the area’s most desirable resort communities. Schedule your showing today and see everything Windsor Palms has to offer.

Listing is courtesy of: MARKET CONNECT REALTY LLC (407-250-4708)

Listing Agent: Corey Smallman (407-744-2765)

Remarks: Welcome to your dream home near Disney! This stunning 6-bedroom, 4.5-bathroom residence offers the perfect blend of comfort, space, and style. From the moment you step inside, you’ll notice it looks brand new and attention to detail throughout. The home features a spacious open-concept layout, a well-appointed kitchen with modern finishes, and multiple themed bedrooms that add a unique and playful touch, which is perfect for family and guests. Step outside to your own private oasis: a cozy yet inviting pool, ideal for relaxing after a fun day at the nearby theme parks. Whether you're looking for a primary residence, vacation home, or investment property, this home has it all. Located in a nice area with convenient access to shopping, dining, and major attractions, this is one you don’t want to miss!

Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)

Listing Agent: Vivian Branco (305-469-0729)

Remarks: FULLY FURNISHED | TURNKEY INVESTMENT | RESORT-STYLE COMMUNITY Welcome to this beautiful two-story home located in the highly desirable resort-style community of Windsor at Westside. Featuring 5 spacious bedrooms and 4 full bathrooms, this fully furnished property is move-in ready and perfectly suited as a primary residence, vacation home, or income-producing short-term rental. The home offers a bright and open layout, with a modern kitchen equipped with stainless steel appliances and a breakfast bar, seamlessly connecting to the formal dining area and multiple living spaces—ideal for entertaining family and guests. Large sliding glass doors lead to a private screened-in pool area, providing a relaxing outdoor retreat with added comfort and privacy. Residents and guests enjoy access to outstanding resort-style amenities, including a spectacular pool with lazy river and waterslide, a fully equipped clubhouse with lounge areas, a tiki bar by the pool, fitness center, game room and arcade, as well as sports courts for tennis, basketball, and volleyball, plus a soccer field and playground. The community also features a scenic lake with a pier, a convenience store, and 24-hour gated security. Ideally located just minutes from Walt Disney World Resort, Universal Orlando Resort, and Disney Springs, the property is surrounded by a wide variety of shopping, dining, and entertainment options. This is a fantastic opportunity to own a fully equipped home in one of the most sought-after vacation communities in the area. Schedule your private showing today!

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Fernanda Pizzamiglio (508-364-4606)

Remarks: Expect to be amazed when you walk into this ultra comfortable and stylishly modern condo.  Everything about it shouts comfort and luxury.  A perfect retreat in the heart of Margaritaville and right next door to Disney.  Enter into the gorgeous kitchen which has upscale appliances, chic cabinets and a center island which provides additional workspace as well as a convenient place to eat.  Its well equiped and perfect for cooking that special meal or preparing a rush breakfast before heading to the parks. Beyond the kitchen is a comfortable living room which has access to a spacious balcony with views over a grassy area to the community pool and facilities. The spacous master has a large bedroom, walk in closet and an exceptional bathroom - you will love the massive shower, dual sinks and the bath to relax in.  The second bedroom is also spacious with two queed beds, stylish decor and its bathroom carries the same stylish theme as the rest of the unit. THE CONDO OCCUPIES A PREMIER LOCATION - IT IS IN THE SAME BUILDING AS THE CHECK IN, CONCIERGE, RESTAURANT AND BAR. IT IS ALSO A SHORT WALK TO THE BEAUTIFUL SWIMMING POOL AND COMMUNITY FACILITIES.   Enjoy beach hut style cabanas, beach, tikki bar, zero entry pool, pool side entertainment and a kiddies water park.  The pool decks are spacious with plenty of room for inpool and deck loungers.  An exceptional variety of restaurants, a movie theatre, shops and entertainment is all within walking distance at Sunset Walk.  The location is perfect for visiting all the parks with Disney being just minutes away.  There is also easy day trip access to the beaches on both coasts, world class golf practically on the doorstep and Orlando International Airport is just 30 minutes away. Note this unit qualifies to be included in the Hilton reservation program

Listing is courtesy of: SIGNATURE COLLECTION REALTY IN (407-908-0594)

Listing Agent: Wendy Karaffa (407-908-0594)