Location: Kissimmee , 34747
Do Not Show Listings
3206 GOLD LN, KISSIMMEE, FL 34747
$314,90014 Days on yellowkey MLS ID: O6410198
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1694 Built: 2016Monthly Fee: $575 Tax: $4,623 (2025)Community: West Lucaya VillageTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,623
Elementary School: Westside K-8
High School: Celebration High
Tax Year: 2025
Middle School: None
Remarks: JUST LISTED | Turnkey Disney vacation home in West Lucaya Village resort – best in the community! Welcome to 3206 Gold Lane, Kissimmee, FL 34747 — one of the standout townhomes in the highly sought-after West Lucaya Village Resort, located just 7 miles from Walt Disney World® and minutes from Orlando's top attractions, shopping, dining, golf, and entertainment. This beautifully maintained 4-bedroom, 3-bathroom vacation townhome comfortably sleeps up to 10 guests and is being offered fully furnished and rental-ready. Whether you're looking for a short-term rental investment property, vacation home, second home, or primary residence, this turnkey opportunity is ready to enjoy from day one. The open-concept layout features a fully equipped kitchen, spacious living and dining areas, and guest-favorite themed bedrooms. The first floor offers a convenient bedroom and full bathroom, while upstairs you'll find three additional bedrooms, including a Queen suite with attached bathroom, a Star Wars-themed twin bedroom, and a Frozen-themed twin bedroom. Located within a gated resort community with resort-style amenities, this home offers the perfect combination of location, flexibility, and income-producing potential in the heart of Central Florida's thriving vacation rental market. Schedule your private showing today and discover why Disney-area vacation homes remain one of the most sought-after investment opportunities in Orlando.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Matt Dixon (407-965-8906)
8926 ZURICH LN, KISSIMMEE, FL 34747
$485,900379 Days on yellowkey MLS ID: O6311534
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2492 Built: 2019Monthly Fee: $587 Tax: $7,737 (2024)Community: Windsor At Westside Ph 3ASingle Family
Taxes:$7,737
Elementary School: Westside Elem
Tax Year: 2024
Middle School: West Side
Remarks: Your Dream Vacation Home—Just Minutes from Disney! Imagine owning a fully furnished 5-bedroom home in one of Kissimmee’s most sought-after resort communities—Windsor at Westside—just minutes from the magic of Disney and the excitement of US-192. Surrounded by restaurants, shops, theme parks, and unforgettable experiences, this could all be yours. The best of both worlds: Enjoy your vacation time with family whenever you want—no more worrying about reservations, availability, or high seasonal rates. Your home will always be ready to create unforgettable memories. And when you're not using it, it becomes a source of income. High returns on Airbnb: Windsor at Westside is a top choice for travelers who value comfort, security, and resort-style amenities. Properties like this offer excellent short-term rental returns, with consistent year-round occupancy thanks to its unbeatable location and full-service infrastructure. Property & community highlights: • 5 spacious bedrooms – perfect for large families or groups • Gated community with 24-hour security • Resort-style clubhouse with pool, lazy river, fitness center, bar, sports courts & more • Fully furnished and move-in ready • Professional vacation rental management available Invest in more than just a home—invest in lifestyle. This property isn’t just real estate. It’s a smart investment, a lifetime of memories, and a source of consistent income. Let’s talk! This might be the opportunity you and your family have been waiting for.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Luciano Real Schroeder (321-304-1550)
3052 PARROT HEAD PL, KISSIMMEE, FL 34747
$1,399,000115 Days on yellowkey MLS ID: S5143539
Bed: 8 Bath: 9.0 Liv Area Sq Ft: 4815 Built: 2019Monthly Fee: $603 Tax: $19,435 (2025)Community: MargaritavilleSingle Family
Taxes:$19,435
Elementary School: None
High School: None
Remarks: Kick back and embrace the laid-back island rhythm at this breezy lakefront retreat in Margaritaville Resort Orlando, perfectly positioned on Parrot Head Place. Wrapped in carefree Key West charm, this home delivers sun-splashed interiors, coastal hues, and a relaxed, barefoot-friendly layout that makes every day feel like vacation. Out back, your private pool and spa overlook tranquil water views, creating the ultimate setting for lazy mornings, afternoon floats, and sunset cocktails with a soundtrack of good vibes (NEW POOL HEATER FEB 2026). The open living spaces flow effortlessly for easy entertaining, while spacious bedrooms provide a calm, salt-air escape after long days of fun and sun. Perfectly located just minutes from Walt Disney World, Universal Orlando Resort, including the highly anticipated Universal Epic Universe, and SeaWorld Orlando, this home offers the best of both worlds—action-packed adventures by day and laid-back island living by night. Whether you’re chasing thrills, fireworks, or unforgettable family memories, you’ll love coming home to your own private oasis where the pace slows, the music softens, and relaxation takes center stage. Designed for both personal enjoyment and short-term rental success, this home captures the essence of island living with a splash of luxury. Just steps from resort amenities, dining, and entertainment, it’s a place where worries drift away, flip-flops are the dress code, and life moves at a perfectly unhurried pace. Multiple tropical pools with cabanas, lounging areas, and full food & beverage service. Island-inspired restaurants, poolside bars, and casual spots all within walking distance. The St. Somewhere Spa offers massages, facials, body treatments, and salon services. Find your latitude, adjust your attitude, and come home to a true five-o’clock-somewhere lifestyle—complete with lake views, poolside living, and pure Margaritaville Magic! Sale is contingent upon Buyer entering into a property management agreement with Vstays Property Management and assuming and honoring all existing future reservations/bookings.
Listing is courtesy of: FLORIDA IN MOTION REALTY INC (407-947-2757)
Listing Agent: Susan Koptieff (407-334-7770)
2948 PEMBRIDGE ST, KISSIMMEE, FL 34747
$480,00038 Days on yellowkey MLS ID: S5148845
REDUCED by $20,000 (4.0%) on 05/29/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1778 Built: 1991 Tax: $5,527 (2025)Community: Lindfields Unit 3Spa: NoSingle Family
Taxes:$5,527
Middle School: Kissimmee Middle
Remarks: A rare no-HOA opportunity just minutes from Disney — this beautifully furnished 4-bedroom, 2-bathroom pool home delivers one of the most impressive outdoor living setups you'll find in this price range. With no HOA restrictions, a turnkey furnished interior, and tens of thousands of dollars in recent upgrades, this property is ready to live in, rent out, or enjoy as a Central Florida getaway from day one. Maintained by its original owner since 1991, the home shows true pride of ownership throughout. A welcoming foyer opens into a bright, vaulted dining room that flows into the kitchen, with tile flooring throughout the main living spaces. The split-bedroom layout offers excellent privacy — the spacious primary suite sits on its own side of the home and features French doors leading directly to the pool deck, a walk-in closet, and an updated ensuite bathroom with a brand-new shower and double sinks. Three additional bedrooms on the opposite side share a tastefully refreshed second bathroom with new sinks and updated shower tile, offering flexibility for guests, a home office, or hobby space. The outdoor space is where this property truly stands out. The screened enclosure measures roughly 42 feet wide by nearly 38 feet deep — an enormous footprint anchored by a free-form pool with solar heating and an extended sundeck. The covered lanai is generously sized and ready for outdoor dining, lounging, or entertaining, with opaque privacy panels along the screen enclosure adding a welcome sense of seclusion. Mature trees beyond the pool cage complete the peaceful setting. The list of recent upgrades is genuinely impressive. A new roof was installed in 2024 ($29,000), along with new solar pool heating panels ($7,500). All windows have been replaced with energy-efficient double-glazed units and exterior doors have been upgraded — including French doors in place of standard sliders — for a combined investment of over $17,000. Add fresh exterior paint, all-new interior blinds, all-new toilets, newer appliances, a Nest smart thermostat, Whirlpool washer and dryer, Rainbird irrigation, and a pool cover, and the costly behind-the-scenes work is already done. The home comes fully furnished and turnkey — ideal for a short-term rental, vacation home, or move-in-ready primary residence. The location is hard to beat: roughly 10 minutes to Walt Disney World, 5 minutes to US-192 shopping and dining, 5 minutes to I-4, 20 minutes to Universal Studios, and 30 minutes to Orlando International Airport. Florida's east coast beaches are about 90 minutes away, with Gulf coast beaches around two hours. With no HOA restrictions, a standout outdoor setup, extensive upgrades, and a fully furnished interior in a high-demand Kissimmee location, 2948 Pembridge Street is a rare opportunity offering true freedom of ownership and exceptional flexibility.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Irena Aistrop (321-443-7535)
3016 PARKWAY BLVD #204, KISSIMMEE, FL 34747
$170,00021 Days on yellowkey MLS ID: S5149895
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 937 Built: 1990 Tax: $2,448 (2025)Community: Blossom Park Villas CondoSpa: NoCondo
Taxes:$2,448
Elementary School: Celebration K-8
Remarks: Tenant occupied. Showings by appointment only. Minimum 24-hour notice required. Please do not disturb tenants. Welcome to this well-maintained 2 bedrooms, 2 bathrooms, Pond view, condo located in the desirable gated community of Blossom Park Villas in Kissimmee, just minutes from Disney, shopping, dining, golf courses, major highways, and Orlando’s top attractions. This community offers a convenient and attractive lifestyle with amenities that may include a community pool, fitness center, clubhouse, and beautifully maintained grounds. The spacious unit features an open and functional floor plan with comfortable living and dining areas, perfect for full-time living, vacation use, or investment opportunities. The kitchen offers ample cabinetry and counter space, while the bedrooms provide generous natural light and comfortable accommodations. Enjoy a private balcony/patio area ideal for relaxing after a long day. Whether you are looking for a primary residence, vacation property, or investment opportunity, this condo offers excellent location and value in one of Central Florida’s most convenient areas. Schedule your private showing today!
Listing is courtesy of: MULTI CHOICE REALTY LLC (352-404-6542)
Listing Agent: James Song (407-405-3140)
9052 PAOLOS PL, KISSIMMEE, FL 34747
$539,90069 Days on yellowkey MLS ID: O6394431
0 Days Off yellowkey (back on 5/29/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2891 Built: 2006Monthly Fee: $209 Tax: $8,815 (2025)Community: Westside Prcl D CalabriaSingle Family
Taxes:$8,815
Remarks: One or more photo(s) has been virtually staged. Some homes check the boxes. This one raises the bar. Nestled in the coveted Westside Calabria community just minutes from Walt Disney World, this stunning pool home has been thoughtfully updated from top to bottom with new flooring, new quartz countertops, fresh interior paint, new appliances, and a new AC, so you can move right in and start living! Inside, you'll find a flowing open floor plan dressed in crown molding, elegant arched doorways, and decorative columns that give the home a timeless, polished feel. The kitchen is anchored by a large center island, gleaming quartz countertops, subway tile backsplash, and stainless steel appliances. Plantation shutters and modern black-framed windows frame every room with style, while a formal living room, dining room, and expansive family room give everyone space to spread out. The primary suite is a true retreat, complete with a spa-like en-suite featuring a soaking tub. Step through the sliding glass doors and into your own backyard oasis, a screened-in pool and spa, serene pond views, and an oversized paver lanai made for morning coffee and sunset gatherings alike. Whether you're searching for a primary residence or a short-term rental investment, Westside Calabria delivers the flexibility you need in one of Central Florida's most desirable corridors. Just minutes to I-4, US-192, world-class dining, shopping, and every attraction the area has to offer.
Listing is courtesy of: ACME REAL ESTATE FLORIDA LLC (407-601-4958)
Listing Agent: Heather Unger, Pa (407-810-6304)
7905 SPECTRUM DR, KISSIMMEE, FL 34747
$349,900235 Days on yellowkey MLS ID: O6352100
REDUCED by $7,000 (2.0%) on 05/29/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1680 Built: 2025Monthly Fee: $434 Tax: $2,783 (2024)Community: Spectrum At ReunionTownhouse
Taxes:$2,783
Middle School: Celebration K-8
Remarks: New Construction! Don't miss out on reduce pricing! Exceptional Location across from the Reunion Waterpark inside exclusive Reunion Guard-Gated Community. Beautiful open floorplan with natural light throughout the home. The open floorplan has a spacious living area, kitchen, living and dining areas have porcelain tile and vinyl planking flooring on 2nd floor stairs and hallway. Upstairs, all three bedrooms provide comfort with a conveniently located laundry room. This home is unfurnished. The residents enjoy access to an unparalleled lineup of world-class amenities, including three Championship golf courses, Jack Nicklaus, Arnold Palmer and and Watson, a fitness center, a 5 acre water park, lazy river with 7 swimming pools, a tennis center, mini golf, pickleball courts, and many choices of on-site restaurants. Just 10 minutes from Disney Parks and 20 minutes from Universal Studios, this home offers an unbeatable central location with easy access to major highways like I-4, 417, and 429. Flexible terms: primary residence, or long-term rental, or a short-term vacation rental. Video taken is the model and not same property address. Furniture is not included in this purchase.
Listing is courtesy of: AAA GLOBAL VENTURES PA (407-717-5232)
Listing Agent: Lauren Arcaro (813-299-0477)
8045 LOST SHAKER LN, KISSIMMEE, FL 34747
$595,00033 Days on yellowkey MLS ID: O6404095
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 1948 Built: 2019Monthly Fee: $468 Tax: $10,768 (2025)Community: Margaritaville, Rolling OaksSpa: YesSingle Family
Taxes:$10,768
Remarks: Feeling stuck? Looking for a vacation home or a home that FEELS like vacation? Longing for that “Lost Shaker of Salt”?! The Margaritaville Resort Cottages can solve ALL these woes! This world famous resort exudes cheer with a colorful palette of tropical hues and lush landscaping! Imagine owning a 3 story Island style home drenched in aqua blue with stylish awnings and crisp white balconies, this wins hands down for curb appeal!! Worth mentioning is the quality construction and choice of a concrete tile roof in lieu of shingles and a center of state location! The interior is fully furnished with superbly crafted Ethan Allen furniture guaranteed to last with solid wood construction and durable fabrics, a 55k package. All bedding & linens are from the Margaritaville Hotel, ensuring the same luxurious slumber! Everything is included from tv’s to modems to artwork and silverware! All appliances large and small also convey! Luxury vinyl plank keeps things cohesive and very low maintenance. This floor plan is spacious and gives plenty of privacy to large parties looking to kick back and relax! The backyard has a new hot tub and is a great spot to lounge and enjoy a cocktail or two, because it’s always 5 o’clock somewhere! Yes, it can get catchy…so don’t blow out your flip flop or step on a pop top rushing to see this amazing life you could be living or benefitting from! A cheeseburger in paradise is an understatement with an incredible array of restaurants and specialty shoppes throughout the resort. Sunset Walk offers an array of international delicacies. Dine and dance the night away at Estefan’s Kitchen enjoying decadent Cuban cuisine or pop into the Wharf for fresh seafood, a cold beer and live music! With countless choices and activities you’ll never run out of new experiences to try and savor. On site make a splash at the Island H20 water park, one of the many pools or jump on the free shuttle to the parks! A reservation is required thru Fins Up Beach Resort.
Listing is courtesy of: LAKEFIELD REALTY GROUP LLC (407-383-6497)
Listing Agent: Autumn Makin (352-455-0044)
2915 CASTAWAY LN, KISSIMMEE, FL 34747
$324,90041 Days on yellowkey MLS ID: S5148246
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1545 Built: 2022Monthly Fee: $583 Tax: $7,826 (2025)Community: Rolling Oaks Ph 7Townhouse
Taxes:$7,826
Remarks: One or more photo(s) has been virtually staged. Welcome to 2915 Castaway Ln, a gated, 3-bedroom, 3-bathroom two-story townhome located in the Rolling Oaks community of Kissimmee. The monthly HOA covers a wide range of services, including common area landscaping, bulk cable, internet and telephone, annual termite inspection and baiting, valet trash collection, community security, and building insurance that includes full roof replacement. Rolling Oaks is zoned for short-term rentals, while also allowing mid- and long-term leases, as well as full-time residency. Within the community, you’ll find a small playground, dog park, and Adirondack seating area. While the neighborhood itself keeps amenities minimal, residents and guests have access to the nearby Margaritaville Fins Up Beach Club for an additional fee. Located just minutes from US-192, this property places you approximately 20 minutes from Walt Disney World and about 35 minutes from Universal Orlando. Dining, shopping, and entertainment options, including Margaritaville Resort and Sunset Walk, are all close by. Enjoy! *Some marketing images have been AI-assisted and virtually staged to illustrate the property’s potential layout, design, use of space, and possible aesthetic enhancements. Certain photos may include digitally enhanced visualization of furnishings, décor, finishes, landscaping, or cosmetic elements for marketing and illustrative purposes only. Actual property conditions, features, finishes, fixtures, and appearance may vary, and buyers are encouraged to independently inspect the property to verify all present conditions.*
Listing is courtesy of: PROFESSIONAL REAL ESTATE TEAM (407-483-4964)
Listing Agent: Jany Perez (407-483-4964)
7770 SANDY RIDGE DR #108, KISSIMMEE, FL 34747
$279,00051 Days on yellowkey MLS ID: O6399336
REDUCED by $20,000 (6.7%) on 05/29/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1491 Built: 2023Monthly Fee: $930 Tax: $8,325 (2025)Community: SpectrumSpa: NoCondo
Taxes:$8,325
Remarks: Just Reduced price! Exceptional Location across from the Reunion Waterpark inside exclusive Reunion Guard-Gated Community. The fully furnished 3 bedroom condo is very close to the parking lot and on first floor, open floorplan with natural light throughout the home. Spacious living area, kitchen, living and dining areas have porcelain tile. All three bedrooms provide comfort with a conveniently located laundry closet. Huge patio, fenced in with BBQ and relaxing outdoor patio furniture. The residents enjoy access to an unparalleled lineup of world-class amenities, including three Championship golf courses, Jack Nicklaus, Arnold Palmer and and Watson, a fitness center, a 5 acre water park, lazy river with 6 swimming pools, a tennis center, mini golf, pickleball courts, and many choices of on-site restaurants. Just 10 minutes from Disney Parks and 20 minutes from Universal Studios, this home offers an unbeatable central location with easy access to major highways like I-4, 417, and 429. Flexible terms: primary residence, or long-term rental, or a short-term vacation rental.
7629 DANUBE RD, KISSIMMEE, FL 34747
$357,000196 Days on yellowkey MLS ID: G5104815
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1797 Built: 2022Monthly Fee: $210 Tax: $4,524 (2024)Community: Lake Wilson ReserveTownhouse
Taxes:$4,524
Remarks: Welcome to your new dream home in the community of Lake Wilson Reserve! This beautifully maintained two-story townhome provides the rare opportunity to have a fenced-in yard and to live in an unbeatable Central Florida location. From the moment you step inside, you’re welcomed by a bright and inviting open-concept layout where the living, dining, and kitchen areas flow seamlessly together, creating the perfect setting for both everyday living and effortless entertaining. Natural light pours throughout the main living spaces, highlighting the modern finishes and warm atmosphere that instantly makes this home feel inviting. The kitchen is truly the heart of the home, featuring modern appliances, generous counter space, and abundant cabinetry so preparing meals of any size feels easy and enjoyable. Upstairs, the private bedroom layout creates a peaceful retreat away from the main entertaining spaces below. Each bedroom offers ample natural light, comfortable space, and a welcoming feel so everyone can truly feel at home. One of the most unique and desirable features of this property is the fully fenced backyard, which is an incredibly rare opportunity for townhome living. Whether you’re relaxing outdoors, entertaining guests, gardening, or letting little ones and four-legged friends play freely, this private outdoor space offers flexibility and privacy that’s hard to find in a townhome community. Lovingly cared for by its original owner and never used as a rental property, this home offers buyers added confidence and peace of mind in its exceptional condition and upkeep. Lake Wilson Reserve enhances the lifestyle even further with amenities including a community pool, playground, scenic walking trails, and convenient pet waste stations throughout the neighborhood. Location truly sets this home apart! Just minutes from Walt Disney World and with quick access to major highways, commuting and enjoying everything Central Florida has to provide is effortless. Shopping, dining, entertainment, and everyday conveniences are all nearby, putting the very best of the area right at your fingertips. Opportunities like this don’t come around often, so don't wait!! Schedule your private showing TODAY!!!
Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)
Listing Agent: Mario Deniz (407-704-0780)
8616 CAVENDISH, KISSIMMEE, FL 34747
$439,00067 Days on yellowkey MLS ID: S5146648
2 Days Off yellowkey (back on 5/29/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2094 Built: 1995 Tax: $5,760 (2025)Community: LindfieldsSpa: NoSingle Family
Taxes:$5,760
Remarks: Spacious and versatile 4-bedroom, 2-bathroom pool home located in the established Lindfields community, just minutes from Walt Disney World and the shopping, dining, and entertainment along US-192. A new roof was installed in 2020 and the property was just refurbished including interior paint, exterior paint, pool deck painted, luxury vinyl flooring installed throughout the property, new light fittings and a new roof 2020. Positioned toward the rear of the neighborhood, this community benefits from good sized lots and a floor plan offering over 2,000 sq ft of well-designed living space. No HOA—one of the few communities in the area - offers home owners unrivaled flexibility. The home features a bright and open layout filled with lots of natural light, including a large living and dining room with sliding doors leading to the pool deck, a separate family room, and a breakfast nook with sliding patio doors offering additional pool deck access. The spacious kitchen includes a breakfast bar and ample cabinetry, ideal for both everyday living and entertaining. A split floor plan provides privacy, with a generously sized primary suite offering dual sinks, a garden tub, and separate shower. The house bathroom also includes direct pool access for added convenience. Step outside to enjoy a private fenced yard and expansive south facing L-shaped pool deck—perfect for relaxing, entertaining, or enjoying the Florida lifestyle. Zoned for short-term rental, this home is ideal as a primary residence, vacation home, or income-producing investment in a prime Central Florida location.
Listing is courtesy of: RE/MAX HERITAGE (863-424-2309)
Listing Agent: Steven Silcock (407-574-0218)
9070 HAYMAN LN, KISSIMMEE, FL 34747
$663,80080 Days on yellowkey MLS ID: O6391428
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2133 Built: 2025Monthly Fee: $499 Tax: $1,160 (2025)Community: Westside CayTownhouse
Taxes:$1,160
Remarks: Fully upgraded from floor to ceiling, this luxury townhome blends contemporary elegance with high-end functionality — designed specifically for short-term rental success. Located in the exclusive Doppio Westside community in Kissimmee, just 15 minutes from Walt Disney World, this 5-bedroom, 4.5-bath home features an open-concept layout with spacious integrated living, dining, and kitchen areas that flow seamlessly to your own private heated pool. The kitchen is a showstopper with two oversized islands, Level 5 quartz countertops, designer backsplash, slatted wood detail, and Whirlpool stainless steel appliances. All cabinetry throughout the home includes soft-close features and matte hardware for a sleek, modern finish. Each of the five bedrooms is designed with comfort and rental flexibility in mind — including four full en-suites and one located on the first floor. The bathrooms are finished with high-end porcelain tile, glass shower enclosures, built-in niches, and vessel sinks in select locations. Luxury vinyl plank flooring runs throughout the entire home — no carpet anywhere — and 5.5" square baseboards give a clean, elevated look. Additional features include PVC windows, a smart front door lock, a lockable owner’s closet, a hybrid water heater, thermostat, and 2 Car Parking Spot. Construction is full concrete block, including second floor, with an insulated "sandwich" roof system and rubber membrane roofing designed for durability and energy efficiency. Located within a gated community, Doppio Westside offers resort-style amenities such as a lagoon-style pool, full-service restaurant, clubhouse with front desk concierge, fitness center, playground, convention center, and EV charging stations — all exclusively zoned for short-term rental with no public school restrictions. Don't miss this opportunity to invest in one of Central Florida’s most unique STR communities — fully upgraded as standard, and built with both guest experience and investor return in mind.
Listing is courtesy of: INVESTOR'S REAL ESTATE LLC (407-688-4355)
Listing Agent: Maria Bandarra (407-414-4592)
2583 SANTORINI DR, KISSIMMEE, FL 34747
$595,00074 Days on yellowkey MLS ID: O6392039
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2133 Built: 2025Monthly Fee: $449 Tax: $1,160 (2025)Community: Westside CayTownhouse
2619 ANDROS LN, KISSIMMEE, FL 34747
$259,000315 Days on yellowkey MLS ID: S5131372
REDUCED by $10,000 (3.7%) on 05/29/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1362 Built: 2007Monthly Fee: $327 Tax: $3,350 (2024)Community: Crestwynd BayTownhouse
Taxes:$3,350
Remarks: Welcome to this fully furnished 3-bedroom, 3-bathroom townhome nestled in the gated community of Crestwynd Bay. This move-in-ready home offers a durable tile roof, a private concrete patio, and the rare bonus of no rear neighbors—just peaceful green conservation views for added privacy and tranquility. Inside, you'll find a spacious layout perfect for personal use or short-term rental. The HOA includes exterior maintenance, basic cable, internet, trash service, and access to community amenities like a pool and playground. Ideally located just minutes from Walmart, Disney World, and major resorts, with quick access to I-4, Osceola Parkway, Highway 192, and the 429 toll road, this home offers both comfort and convenience. Whether you're seeking a primary residence, vacation retreat, or investment property, this townhome delivers value and location in one.
Listing is courtesy of: THE FIRM RE (407-227-3345)
Listing Agent: Naf Zaman (407-580-5483)
8908 PRAGUE WAY, KISSIMMEE, FL 34747
$529,000217 Days on yellowkey MLS ID: O6356954
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3142 Built: 2019Monthly Fee: $563 Tax: $8,764 (2025)Community: Windsor At WestsideSpa: YesSingle Family
Taxes:$8,764
Remarks: Your Private Oasis Awaits at the fantastic Windsor at Westside Resort community. Step into luxury and leisure of this fully furnished 6-bedroom, 4.5-bathroom retreat nestled in one of Central Florida’s most sought-after vacation communities. Designed for comfort and entertainment, this spacious home features a stunning loft, soaring ceilings, and an open-concept layout that seamlessly blends elegance with functionality. It features a private heated south facing pool and spa for year-round relaxation, an expansive covered lanai with sun loungers and patio seating, a gourmet kitchen with stainless steel appliances and generous counter space and a breakfast bar, dual master suites, one on each floor making it ideal for guests or multi-generational living, a converted garage game room for added fun and entertainment, and stylish finishes throughout, including ceramic tile and plush carpeting. Recent upgrades include a brand-new AC compressor and brand-new dryer. The resort features lots of great amenities including a lazy river, splash pool, clubhouse bar, fitness center, and game room. The community is guard gated and the HOA includes cable, internet, and grounds maintenance. All this and just minutes from world-famous attractions, shopping, and dining, this property offers the perfect blend of convenience and escape. Whether you're seeking a second home, a vacation getaway, or a high-performing short-term rental, this residence delivers exceptional value and unforgettable experiences.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Ping Ma (863-332-0298)
2452 DUBAI ST, KISSIMMEE, FL 34747
$479,000299 Days on yellowkey MLS ID: O6334730
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2265 Built: 2020Monthly Fee: $563 Tax: $7,109 (2025)Community: Wndsor/Westside-Ph 3Spa: NoTownhouse
Taxes:$7,109
Remarks: Welcome to Windsor at Westside! This stunning 5-bedroom, 4.5-bathroom townhome is beautifully decorated and comes fully furnished with top-of-the-line model home furniture. Zoned for short term rental this fantastic vacation home is the perfect investment property or second home. The home features open floor plan and a fantastic kitchen with granite countertops, 42-inch cabinets and stainless-steel appliances. It boasts spacious living spaces, a lovely covered lanai and screened in private swimming pool. Windsor at Westside Resort provides one of a kind amenities including an 8,000 square foot resort-style clubhouse with a huge heated pool, a spa, and a lazy river as well as a recreation center, poolside cabana, playground, volleyball, tennis, and basketball courts and a game room, restaurant, bar, and relaxing lounge area with indoor/outdoor fireplace! The community is just minutes to Disney World and all the other famous attractions!
1512 MUMBAI WAY, KISSIMMEE, FL 34747
$495,000300 Days on yellowkey MLS ID: O6334704
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2492 Built: 2019Monthly Fee: $563 Tax: $8,849 (2025)Community: Windsor/Westside-Ph 2BSpa: NoSingle Family
Taxes:$8,849
Remarks: Check out this beautiful 5-bedroom, 4-bathroom pool home in the highly sought after resort community of Windsor at Westside! This fully furnished home is in great condition and it's just minutes from Disney and Orlando’s iconic attractions. Designed with gatherings in mind, this home boasts an open-concept layout featuring a generous family room and oversized dining area, perfect for entertaining or hosting extended family vacations. The modern kitchen impresses with 42" cabinets, stainless steel appliances, stone countertops, and a breakfast bar ideal for casual meals. Step through the sliding doors to your private outdoor paradise, a west-facing heated pool that basks in afternoon sun, complete with a brick-paver deck and covered lanai for all-weather relaxation. Inside, the home comes tastefully furnished with a stylish, turn-key décor. A converted garage adds a bonus game room to the already expansive layout, ensuring fun and comfort for every guest. Windsor at Westside offers a gated, amenity-rich lifestyle with a resort-style clubhouse, heated pool and spa, lazy river, splash pad, fitness center, arcade, sand volleyball, tennis and basketball courts, and an on-site restaurant and bar.
8512 SUNRISE KEY DR, KISSIMMEE, FL 34747
$560,00070 Days on yellowkey MLS ID: O6388410
Bed: 7 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2881 Built: 2004Monthly Fee: $115 Tax: $6,949 (2025)Community: Emerald Island Resort Ph 4Single Family
Taxes:$6,949
Remarks: Welcome to this spacious 7-bedroom, 4.5-bathroom pool home located in the highly desirable Emerald Island Resort, one of the most sought-after short-term rental communities in the Orlando area. With nearly 2,900 square feet of living space, this home is ideal as an income-producing vacation rental or a private second home near the attractions. Designed for comfort and entertainment, the home features multiple living areas, themed bedrooms, a theater room, and a game room, offering an unforgettable experience for guests and owners alike. The private screened pool and spa provide the perfect place to relax after a day exploring Orlando. Recent updates include fresh interior and exterior paint and updated furnishings, including new living room furniture and refreshed pool patio furniture. The roof is a 2023, the pool equipment is 2025, and the HVAC units are newer and have been serviced regularly. Emerald Island Resort is a 24-hour guard-gated community offering resort-style amenities including a clubhouse, community pool and spa, fitness center, tennis and basketball courts, playgrounds, and walking trails. Ideally located just 10–15 minutes from Walt Disney World, approximately 20–25 minutes to Universal Orlando Resort and Epic Universe, and around 20 minutes to SeaWorld. Florida’s East Coast beaches such as Cocoa Beach are about an hour away, while the Gulf Coast beaches including Clearwater and St. Pete Beach are roughly 1 hour and 45 minutes away. With its prime location near shopping, dining, and major attractions, this property offers the perfect combination of investment potential and vacation lifestyle in the heart of Central Florida. BOOKING AND INCOME HISTORY AVAILABLE UPON REQUEST.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Rebecca Readus (423-414-5019)
7755 WESTLAND DR, KISSIMMEE, FL 34747
$539,00085 Days on yellowkey MLS ID: O6389916
REDUCED by $10,000 (1.8%) on 05/29/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2363 Built: 2020Monthly Fee: $697 Tax: $10,131 (2025)Community: Reunion West Ph 4Spa: YesSingle Family
Taxes:$10,131
High School: Poinciana High School
Remarks: Step into the ultimate Florida lifestyle, a stunning 4-bedroom, 3-bathroom sanctuary where luxury meets high-energy entertainment! Ideally situated on a premium corner-end lot, this home offers rare seclusion with only one neighbor and a peaceful, open view to the rear and side. This meticulously maintained, turnkey masterpiece comes fully loaded and move-in ready — literally just bring your suitcase or start your journey as a vacation rental owner on day one. From the spacious open floor plan to the versatile upstairs loft, every inch of this home screams "vacation vibes." The garage has been professionally transformed into a stylish, custom game room featuring a pool table and foosball, and unique wall-mounted games. Ensuring the fun never stops, head outside to the private open-air pool deck that serves as the perfect sun-drenched escape for soaking up the Florida heat and cooling off after a long day at the parks. Living here means saying goodbye to stress and hello to world-class convenience, as your HOA comprehensively covers cable, fiber internet, landscaping, exterior pest control, trash, and 24/7 guard-gated security. As part of the elite Reunion West community, you are steps away from a state-of-the-art fitness center, multiple sparkling pools, spas, and the lush Linear Park. For those who crave the peak of resort living, a Reunion Resort membership grants you access to an unparalleled playground featuring three world-class signature golf courses, a multimillion-dollar water park, 12 swimming pools, and championship-grade tennis and pickleball courts. Indulge in award-winning dining at six onsite restaurants, utilize the full-service concierge for Disney tickets and shuttles, or pamper yourself at the world-class spa and salon. As Walt Disney once said, "If you can dream it, you can do it," and this remarkable property is the manifestation of that dream. Whether you’re looking for a peaceful primary residence or a promising investment near the magic of the theme parks, this remarkable home is ready for its next chapter.
Listing is courtesy of: EXP REALTY LLC (407-305-4300)
Listing Agent: Tony Ubaldini (407-242-6781)
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