Location: Kissimmee, 34747
Do Not Show Listings
8719 ROCKINGHAM TER #C, KISSIMMEE, FL 34747
$210,000217 Days on yellowkey MLS ID: O6358064
1 Days Off yellowkey (back on 5/22/2026)
REDUCED by $5,000 (2.3%) on 05/15/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1381 Built: 1998Monthly Fee: $345 Tax: $2,895 (2024)Community: Villas At Island Club Phase 4Condo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,895
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Under contract-accepting backup offers. ***BACK MARKET- NO FAULT OF SELLER***INCREDIBLE NEW PRICE***Ideal Location! Beautifully Renovated Condominium in the Villas at Island Club. Discover this well-maintained condominium in the highly sought-after Villas at Island Club—a gated community perfectly suited for short-term vacation rentals (STRs) or as your private residence. Located just minutes from Walt Disney World, Margaritaville Resort-Orlando, world-class theme parks, shopping, golfing, and dining, this property offers both convenience and resort-style living. Enjoy a prime location directly across from the tennis courts, clubhouse, fitness center, pool, heated spa, playground, and BBQ area. There’s even an additional community pool on site for your enjoyment. Inside, you’ll find a spacious split floor plan with vaulted ceilings and abundant natural light streaming through large windows. The primary suite features private balcony access, perfect for relaxing and enjoying the Florida sunshine. Unit features a modern kitchen with granite countertops, newer stainless-steel appliances, and stylish laminate flooring throughout. Both bathrooms have been tastefully remodeled with contemporary finishes, offering a fresh and move-in ready feel. The home contains lots of storage throughout while both the primary suite and 2nd bedroom have spacious walk-in closets. Enjoy a BRAND NEW HOT WATER HEATER. A few pictures are virtually staged. Fantastic access with nearby SR 429, U.S. Highway 192 (W. Irlo Bronson Memorial Highway), U.S. Highway 27 and Orlando International Airport. Whether you’re looking for an investment property, vacation getaway, or a full-time residence, this condo combines comfort, style, and an unbeatable location.
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (407-203-5800)
Listing Agent: Deborah Moran (407-579-5368)
7750 TEASCONE BLVD, KISSIMMEE, FL 34747
$559,000103 Days on yellowkey MLS ID: S5144428
REDUCED by $10,000 (1.8%) on 05/02/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 1824 Built: 2007Monthly Fee: $171 Tax: $6,071 (2025)Community: Windsor Hills Ph 6Spa: YesSingle Family
Taxes:$6,071
Tax Year: 2025
Remarks: Here is your opportunity to own one of the small number of single story 4 bedroom 4 bathroom homes that were built in the gated resort of Windsor Hills. The turnkey home is being sold fully furnished and features tasteful upgrades throughout including stainless steel appliances and solid stone countertops in the open plan kitchen. There are two ensuite primary bedrooms and two further bedrooms featuring two twin beds in each room. Ceramic tiling is featured throughout the main living spaces and in the bathrooms while the bedrooms are carpeted. At the rear of the property through any of the numerous sliding glass doors is a covered lanai, block paved deck and the south-facing screened in pool & spa, perfect for soaking up the Florida sun all day long! The 2-car garage is currently being used as an air conditioned games room equipped with a pool table, an arcade style video game, a table Foosball game, an air hockey table and a television. The roof is constructed using tiles as opposed to the more common asphalt shingles, alleviating any concerns about replacement or insurance worries. The resort offers many amenities for you to enjoy such as 24 hour gated manned entry point, a large zero-entry lagoon-style heated pool with water slides, tennis courts, fitness center, movie theater, sundry shop and cafe, and much more! Windsor Hills is one of the closest communities to Walt Disney World at just 4 miles to the main gates! This home is being sold fully furnished and is ready to live in or can continue to be used as an income producing short term rental property. As a very popular rental property on VRBO, a full rental history is available upon request.
Listing is courtesy of: CENTURY 21 EDGE (321-351-2121)
Listing Agent: Iain Robinson (407-334-3804)
9055 TREASURE TROVE LN #105, KISSIMMEE, FL 34747
$229,90036 Days on yellowkey MLS ID: O6404769
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1700 Built: 2007Monthly Fee: $837 Tax: $3,739 (2025)Community: Caribe Cove Resort CSpa: NoCondo
Taxes:$3,739
Elementary School: Westside K-8
High School: Celebration High
Middle School: Celebration K-8
Remarks: Welcome to 9055 Treasure Trove Ln #105, a charming and effortlessly inviting first-floor furnished condo residence tucked inside the sought-after Caribe Cove community in Kissimmee. This thoughtfully designed home blends comfort, convenience, and relaxed Florida living, offering a bright open-concept layout that immediately feels spacious and welcoming from the moment you step inside. The heart of the home features a seamless flow between the kitchen, dining, and living areas—perfect for both everyday comfort and easy entertaining. Natural light fills the space through large sliding glass doors that open to a private balcony-style retreat, creating a peaceful indoor-outdoor connection ideal for morning coffee or winding down after a long day. The split-bedroom layout enhances privacy, giving the primary suite its own quiet escape with a generous walk-in closet and private bath. Designed for ease of living, this fully furnished unit also includes in-home laundry and practical storage solutions that make day-to-day life simple and efficient. Being on the ground floor adds a layer of convenience that’s hard to beat—no stairs, easy access, and a smooth flow in and out of the home. Spectrum basic cable and WiFi, along with water and sewer, are included—adding even more value and convenience for owners and guests alike. Perfectly suited as a short-term rental or vacation getaway, this turnkey property is being sold fully furnished, including TVs, dishes, flatware, small appliances, and more! This residence delivers the perfect combination of comfort, location, and lifestyle appeal—all wrapped in a resort-style setting just minutes from Orlando’s world-famous attractions.
Listing is courtesy of: CANI PROPERTY MANAGEMENT (321-280-9065)
Listing Agent: Jeremy Porter (321-280-9065)
241 FALLS DR, KISSIMMEE, FL 34747
$1,150,00062 Days on yellowkey MLS ID: S5146843
2 Days Off yellowkey (back on 5/22/2026)
Bed: 11 Bath: 11.5 Gar: 2 Liv Area Sq Ft: 5496 Built: 2017Monthly Fee: $725 Tax: $8,395 (2025)Community: Reunion West Ph 2A WestSpa: YesSingle Family
Taxes:$8,395
Remarks: Under contract-accepting backup offers. AMAZING OPPORTUNITY… LOCATION, LOCATION, LOCATION ,VACATION, INCOME!!! GREAT OPPORTUNITY FOR INVESTORS, as a short rental home or even residential home . THE AMAZING HOME OF 11 BEDROOMS, 10 full BATHROOMS, 3 HALF-BATH…GATED COMMUNITY in the heart of Kissimmee , The home features a grand open entertaining space encompassing a stunning kitchen with a beautiful GRANITE counters island style breakfast bar, the gourmet kitchen also features stainless steel appliances and modern backsplash, family room and dining area, Head out to the SPARKLING private pool deck. The stunning master bedroom and three further bedrooms can be found on the lower floor. Upstairs, you will find the seven additional bedrooms with six being on-suites. Upstairs is where you will also find the themed movie theater with leather recliners, relaxing balcony area overlooking the glistening private pool, spa and the most beautiful view of the entire resort…new wood laminate flooring throughout the home. The home is professionally decorated and furnished to the highest standards and features custom one-off family-friendly and fun, There is something for everyone. The current owner has invested over $200,000 in this furniture package, which is included in the price, all appliances are included with 2 dishwashers . This house is located on a spectacular oversized lot, just a few steps from Encore at Reunion community. The resort community Water Park features: water slides, splash pad, beach volleyball bar/restaurant and other beach-side amenities. The indoor recreation includes large screen TV, gaming systems, snack market, and arcade room. The resort offers complimentary transportation to the top Orlando theme parks, including Walt Disney World® Resort, SeaWorld, and Universal Orlando Resort. home is sold as is , price includes all the appliances and the ALL the furniture .
Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)
Listing Agent: Ahmed Hathout (801-859-4043)
1540 NASSAU POINT TRL, KISSIMMEE, FL 34747
$789,90063 Days on yellowkey MLS ID: O6396739
0 Days Off yellowkey (back on 5/12/2026)
Bed: 9 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 4363 Built: 2019Monthly Fee: $726 Tax: $11,424 (2025)Community: Solara ResidenceSpa: YesSingle Family
Taxes:$11,424
Remarks: Under contract-accepting backup offers. Welcome to your new home at 1540 Nassau Point Trl, Kissimmee, FL 34747, a 9-bedroom, 6.5-bath pool and spa home in Solara Resort, just minutes from Orlando’s top theme parks. Built in 2019 and fully remodeled, this 4,363 sqft home is offered fully furnished and turnkey, making it ideal as a primary residence, second home, or high-performing vacation rental. The current owner has invested extensively in finishes, furnishings, and design, creating a move-in-ready opportunity with no additional work required. Designed for entertainment, this home features multiple living spaces, including a Star Wars-themed game room, a second fully equipped games room with foosball, shuffleboard, and a large TV, plus a den and a poolside bar for relaxation or hosting guests. The main living area opens to a private outdoor oasis with a screened pool, spa, covered patio, outdoor dining table, grill, and lounge seating—perfect for soaking up the Florida sunshine. Nine beautifully appointed bedrooms and 6.5 bathrooms provide ample space for up to 22 guests, each thoughtfully designed for comfort and privacy. The dining area seats 14, and a pool table located off the main living space provides an additional fun entertainment option for everyone. Located in Solara Resort with convenient access to dining, shopping, and Orlando attractions, this home combines exceptional design, flexibility, and rental potential in one of Central Florida’s most sought-after vacation communities. Schedule your private showing today and experience the full potential of this fully furnished, move-in-ready Solara Resort retreat.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Matt Dixon (407-965-8906)
8815 DUNES CT #305, KISSIMMEE, FL 34747
$209,90020 Days on yellowkey MLS ID: O6409753
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1048 Built: 2000 Tax: $2,899 (2025)Community: Legacy Dunes CondoCondo
Taxes:$2,899
Remarks: Step into a turnkey 2-bedroom, 2-bathroom top-floor condo that is already generating short-term rental income in one of Central Florida's most sought-after gated communities. Legacy Dunes puts you right in the heart of the Disney corridor, with theme parks, dining, shopping, and major attractions all within a short drive. This unit is fully furnished and ready to keep producing on day one, whether you want to continue running it as a vacation rental, use it as your own getaway, or settle in as a primary residence. The interior features easy-care laminate flooring throughout, tall ceilings and open floor plan throughout. The HOA covers internet, water, trash, and pest control, which keeps operating costs predictable and guest reviews high. Residents and guests also enjoy the full resort-style amenity package: a large clubhouse, two pools, fitness center, tennis and basketball courts, walking trails, and playgrounds. If you have been looking for a Disney-area condo with a real rental track record, strong amenities, and low-maintenance finishes, this one belongs on your short list. Reach out to schedule a private tour before it is gone.
Listing is courtesy of: ZEAL REALTY (407-789-2051)
Listing Agent: Ryan Hoppe (321-247-1098)
1844 SANDY PARK TRL, KISSIMMEE, FL 34747
$650,00020 Days on yellowkey MLS ID: O6409303
Bed: 7 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 3533 Built: 2018Monthly Fee: $710 Tax: $8,903 (2025)Community: Solara ResortSpa: YesSingle Family
Taxes:$8,903
Remarks: Experience the perfect blend of luxury, entertainment, and resort living in this stunning 7-bedroom, 6.5-bath vacation home in Solara Resort, located less than 10 miles from Disney World. Designed for unforgettable family vacations and excellent short-term rental potential, this fully furnished home features incredible themed bedrooms inspired by Jurassic Park, Harry Potter, Avengers, Moana, and Disney, creating a one-of-a-kind guest experience. The spacious open-concept layout offers stylish modern finishes, multiple gathering spaces, and custom entertainment rooms perfect for large families and groups. Step outside to your private screened pool and spa, ideal for relaxing after a day at the parks. As part of Solara Resort, guests enjoy access to world-class amenities including a resort-style heated pool, FlowRider surf simulator, splash pad, water slides, fitness center, basketball and volleyball courts, restaurant and bar, coffee bar, ice cream parlor, and a beautifully designed clubhouse. Whether you’re searching for a luxury vacation retreat or a high-performing investment property, this home delivers the ultimate Central Florida resort lifestyle.
Listing is courtesy of: HOLIDAY REALTY LLC (321-278-5486)
Listing Agent: Brad Rogers (407-617-6757)
9029 FLAMINGO KEY WAY, KISSIMMEE, FL 34747
$530,00020 Days on yellowkey MLS ID: O6409063
Bed: 4 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2472 Built: 2018Monthly Fee: $717 Tax: $7,379 (2025)Community: Solara ResortSpa: YesSingle Family
Taxes:$7,379
Remarks: Welcome to this beautifully maintained 4-bedroom, 3.5-bath pool home located in the highly desirable Solara Resort community in Kissimmee. Built in 2018, this spacious two-story residence offers 2,472 square feet of living space and is perfectly suited as a primary residence, vacation retreat, or income-producing short-term rental property. Featuring an open-concept layout, the home boasts a modern kitchen with granite countertops, stainless steel appliances, oversized breakfast bar, and generous dining space ideal for entertaining. The spacious living area opens directly to your private screened-in splash pool and patio, creating the perfect indoor-outdoor Florida lifestyle. Upstairs, you’ll find a luxurious primary suite along with additional bedrooms designed for comfort and privacy. Located just minutes from Walt Disney World, shopping, dining, golf, and major attractions, Solara Resort offers world-class resort-style amenities including a heated zero-entry pool, FlowRider surf simulator, water slides, splash pad, fitness center, full-service restaurant and bar, arcade, playground, volleyball court, soccer field, basketball court, and walking trails. Whether you're searching for a vacation home, second home, or turnkey investment opportunity, this property checks all the boxes. Schedule your private showing today.
Listing is courtesy of: PRISTINE INTERNATIONAL REALTY LLC (407-286-3846)
Listing Agent: Ursula Garcia Moraes (407-429-1417)
8841 CANDY PALM RD, KISSIMMEE, FL 34747
$394,90079 Days on yellowkey MLS ID: O6391123
REDUCED by $5,100 (1.3%) on 05/21/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1902 Built: 2013Monthly Fee: $737 Tax: $5,192 (2025)Community: Paradise Palms Resort Ph 2Townhouse
Taxes:$5,192
Middle School: West Side
Remarks: Great investment opportunity. This property is currently leased for $2,500 per month through March 3, 2027, providing immediate rental income for the new owner. Own a one-of-a-kind 4-bedroom townhouse located in one of the most well-known resort communities in the Disney area of Orlando. The home features one large bedroom on the ground floor and three bedrooms upstairs, including the primary suite. It offers tile flooring throughout the main living areas, granite countertops, stainless steel appliances, and a spacious private pool area—perfect for entertaining and family gatherings. Residents and guests enjoy access to resort-style amenities, including a large pool with a slide, two jacuzzi tubs, a children’s splash area, bar, restaurant, movie theater, and game room. Do not miss this opportunity to invest in a high-demand vacation and rental community.
Listing is courtesy of: ORLANDO BROTHERS BUSINESS LLC (407-453-6663)
Listing Agent: Igor Alves (407-453-6663)
380 PENDANT CT, KISSIMMEE, FL 34747
$589,00048 Days on yellowkey MLS ID: O6401238
REDUCED by $10,000 (1.7%) on 05/21/2026
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 2579 Built: 2016Monthly Fee: $697 Tax: $10,539 (2025)Community: Reunion West Ph 1Spa: YesSingle Family
Taxes:$10,539
Remarks: Take a look at this GORGEOUS 5 bed, 5 bath home in Reunion West! Fully furnished and vacation ready. The moment you step onto this luxury property you will notice the meticulous care, love and attention the owners have invested into this beautiful, contemporary POOL home. HIGH END LVP FLOORING UPSTAIRS! NEW POOL HEATER! Located in spectacular GATED/GUARDED Encore Resort, a prime location, packed with onsite amenities and a less than 10 minute ride to Disney World and other Theme Parks. Sleeping up to 10 persons, this home provides bedrooms on both floors, with spacious well equipped accommodation including TWO king sized suites (one upstairs and one downstairs) and a themed/painted 'Alice in Wonderland' game room with a projector & newer minisplit AC. The private swimming pool and spa is perfect for enjoying the warm sunshine right outside your patio doors! This particular home provides privacy with NO REAR NEIGHBORS! This home is a popular and profitable Vacation home! Come see for yourself!
Listing is courtesy of: STRONG FOUNDATION REALTY LLC (407-272-2067)
Listing Agent: Harry Kazarian (407-272-2067)
8017 KING PALM CIR, KISSIMMEE, FL 34747
$470,000244 Days on yellowkey MLS ID: O6351366
REDUCED by $20,000 (4.1%) on 05/21/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2255 Built: 2000Monthly Fee: $260 Tax: $5,663 (2024)Community: Wyndham Palms Ph 1ASpa: NoSingle Family
Taxes:$5,663
Remarks: *****UPDATED PRICE*******Your dream home awaits! Welcome to this stunning 5-bedroom, 4-bathroom pool home in the coveted Windsor Palms Resort, just minutes from Disney World and all the magic of Orlando. Whether you're looking for the perfect getaway, a short-term rental investment, or a family retreat, this fully furnished home is ready for you! Step inside and discover a bright, open space designed for comfort and entertaining. The spacious kitchen is fully equipped for all your culinary needs and seamlessly integrates with the dining and living areas, perfect for gathering with family and friends. Step outside to your private, screened-in pool and spa, where you can enjoy the Florida sunshine or a relaxing sunset dip after a day at the parks. The garage has been transformed into an exciting game room, with entertainment for guests of all ages! Each bedroom is thoughtfully appointed, offering plenty of space and style. The master suite features a luxurious ensuite bathroom and provides a tranquil retreat for relaxation. Located in the Windsor Palms Resort, with guard-gated access, you'll have access to the incredible resort amenities: a sparkling community pool, clubhouse, tiki bar, movie theater, fitness center, tennis courts, and much more. This home is approved for short-term rentals, fully furnished, and ready to generate income from day one. Perfect as a vacation home, investment property, or personal paradise—it's up to you! Key Features: 5 bedrooms | 4 bathrooms, private pool & spa, exciting game room, fully furnished and move-in ready, short-term rental approved, minutes from Disney, restaurants, and shopping, resort amenities included. Don't miss your opportunity to own this fun and profitable Florida home in one of Kissimmee's most desirable communities. Schedule your private showing today and make this home your own slice of paradise!
Listing is courtesy of: EPIQUE REALTY, INC. (888-893-3537)
Listing Agent: Ana Silva (407-770-8801)
3069 CARIBBEAN SOUL DR, KISSIMMEE, FL 34747
$310,000378 Days on yellowkey MLS ID: A4654099
REDUCED by $10,000 (3.1%) on 05/21/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1719 Built: 2022Monthly Fee: $600 Tax: $9,679 (2024)Community: Rolling Oaks Ph 7Spa: NoTownhouse
Taxes:$9,679
Elementary School: Celebration K-8
Remarks: Short Sale. Welcome to your own slice of paradise in Margaritaville Resort Orlando! This unfurnished residence offers the perfect opportunity for a primary home, long-term rental, or investment property. Located just a 5-minute walk to shops, restaurants, grocery stores, and entertainment, convenience is at your doorstep. The home features an open layout with plenty of natural light and a relaxed, tropical feel throughout. Offered at a competitive price, this unit is ready for your personal touches—create your dream retreat in one of Central Florida’s most desirable communities. Enjoy the laid-back lifestyle Margaritaville is known for, with access to resort-style amenities and a location just minutes from Walt Disney World, I-4, and major attractions. Don’t miss this opportunity to invest in a flexible, well-located property where every day feels like a vacation.
Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)
Listing Agent: Troy Funk (941-241-3850)
2477 THACKER TRL, KISSIMMEE, FL 34747
$990,00069 Days on yellowkey MLS ID: O6395094
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2554 Built: 2003Monthly Fee: $52 Tax: $5,350 (2025)Community: Happy Trails Unit 3 UnrecSingle Family
Taxes:$5,350
Remarks: Peaceful living at its finest in Happy Trails, a gated community, minutes from the Disney Resort! Renovated 4/3 main house with separate 927 sf in law quarters and office/studio with 483 sf. This property is ideal for extended and multi generational families. Brand new kitchen with solid wood cabinets, butler's pantry, quartz countertops and stainless steel appliances. All 3 bathrooms remodeled in 2025 with quartz countertops, wood cabinets and high end fixtures. Brand new engineered wood flooring with wide baseboards installed throughout and interior freshly painted. Ugrades include new hot water heater 2025, Metal roof 10/21, 2 zone ac 6/21 and new window treatments throughout. Bring your horses, this property is Equestrian ready with room in barn for horse stalls or large storage area & fenced paddock. Property includes 6.2 acres. There are 2 separate adjacent lots also available for sale.
Listing is courtesy of: UNITED REALTY GROUP INC. (407-250-4852)
Listing Agent: Mirta Sucena (786-367-7307)
7513 MARKER AVE, KISSIMMEE, FL 34747
$614,900285 Days on yellowkey MLS ID: O6339142
0 Days Off yellowkey (back on 5/21/2026)
Bed: 8 Bath: 7.0 Gar: 2 Liv Area Sq Ft: 3412 Built: 2016Monthly Fee: $697 Tax: $5,897 (2024)Community: Reunion West Ph 1 EastSpa: YesSingle Family
Taxes:$5,897
Remarks: Under contract-accepting backup offers. 3D Home Tour & floor plan available by clicking on Virtual Tour 2 above. This is a must see, FULLY FURNISHED 8-bedroom, 7-bathroom home in ENCORE RESORT. It is the perfect blend of luxury and investment opportunity. A proven short-term rental performer. Designed to comfortably sleep up to 16 guests, the home features a spacious open floor plan combining the kitchen, dining, and living areas—ideal for entertaining and family gatherings. The layout offers two bedrooms on the main floor and six bedrooms upstairs, including TWO OWNER SUITES and a versatile loft area. Bedrooms are carpeted for comfort, while the main living areas and bathrooms feature durable tile flooring. Step outside to your own private retreat with a heated pool and spa, all overlooking a private backyard with no rear neighbors for added peace and relaxation. Encore at Reunion Resort includes a spectacular clubhouse, award-winning restaurant, a Water Park, full-service spa, two playgrounds, state-of-the-art gym, basketball, volleyball & tennis courts. The HOA fee covers 24-hour gated entrances & roaming security, trash pickup, & an annual exterior house cleaning. A concierge desk is available at the clubhouse to assist with booking tickets, meals, airline check ins, resort provided shuttles to parks, & more. Enjoy being minutes away from three golf courses and in the heart of attractions, shopping, dining and more. Call us today to schedule your private tour!
Listing is courtesy of: PALM CIRCLE REALTY (352-988-4975)
Listing Agent: Kelly French (352-988-4975)
7649 FAIRFAX DR, KISSIMMEE, FL 34747
$844,900162 Days on yellowkey MLS ID: O6369507
Bed: 8 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 3609 Built: 2019Monthly Fee: $697 Tax: $12,298 (2024)Community: Reunion West Ph 2B WestSpa: YesSingle Family
Taxes:$12,298
Remarks: 3D Home Tour & floor plan available by clicking on Virtual Tour 2 above. Tastefully decorated with contemporary finishes, this exceptional 8-bedroom, 6.5-bathroom home is a great short-term rental opportunity in the sought-after Encore Resort. Designed to comfortably SLEEP UP TO 17 GUESTS, with an OPEN- CONCEPT FLOOR PLAN it is ideal for entertaining large families and groups. The main level features two bedrooms downstairs along with a seamless flow between the GOURMET kitchen, dining, and living areas. Tile flooring spans all main living spaces, while the bedrooms and loft are finished with plush carpet for added comfort. The garage game room, painted in a fun Mario Brothers theme, includes a ping pong table and basketball toss—perfect for guests of all ages. Step outside to your private lanai and enjoy the GORGEOUS HEATED IN-GROUND POOL WITH SPILLOVER SPA, ideal for relaxing after a day at the parks. A convenient poolside half bath adds functionality and enhances the guest experience. Upstairs, a large loft/media area serves as the ultimate entertainment hub, complete with 8 theater-style seats, three TVs, Xbox, PlayStation, and surround sound system—the perfect space for movie nights and game days. The second floor also includes six additional bedrooms, two with private en-suite baths, while the remaining four share two Jack-and-Jill bathrooms. Themed bedrooms featuring Disney Princesses and Star Wars add strong rental appeal. In addition, this residence is equipped with a NAPCO Commercial Firewolf fire alarm system. This system offers life saving benefits with early fire detection, Immediate audible & visual alerts (horns and strobes). It helps ensure safe evacuation. Designed to connect to a central monitoring station even works when the home is unoccupied. This FULLY FURNISHED, move-in-ready home offers an excellent opportunity for investors or second-home buyers looking for a high-demand vacation rental close to world-class attractions. Encore at Reunion Resort includes a spectacular clubhouse, award-winning restaurant, a Water Park, full-service spa, two playgrounds, state-of-the-art gym, basketball, volleyball & tennis courts. The HOA fee covers 24-hour gated entrances & roaming security, trash pickup, & an annual exterior house cleaning. A concierge desk is available at the clubhouse to assist with booking tickets, meals, airline check ins, resort provided shuttles to parks, & more. Enjoy being minutes away from three golf courses and in the heart of attractions, shopping, dining and more. Call us today to schedule your private tour!
2402 DUBAI ST, KISSIMMEE, FL 34747
$460,000278 Days on yellowkey MLS ID: O6341750
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2263 Built: 2020Monthly Fee: $673 Tax: $7,189 (2024)Community: Windsor At Westside Ph 3Spa: NoTownhouse
Taxes:$7,189
Remarks: This is Windsor at Westside, your new home far from home! This beautiful townhouse features an amazing living room facing the desired pool you crave to see after a day of all the parks fun! INVESTMENT, this is the name of the game, this house has still books to come, which means money in your pocket. Upstairs, you will find 4 bedrooms with decorations ready to go.
Listing is courtesy of: FABIANO DIAS REALTY LLC (689-241-6853)
Listing Agent: Fabiano Dias (689-241-6853)
3261 TRANQUIL TRL, KISSIMMEE, FL 34747
$359,999228 Days on yellowkey MLS ID: O6355432
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1361 Built: 2023Monthly Fee: $198 Tax: $349 (2025)Community: The Hub At WestsideTownhouse
Taxes:$349
Remarks: Location, location, location! This luxury townhome perfectly combines modern design, convenience, and the Florida lifestyle in one of the most desirable areas of Kissimmee – minutes from Disney, Margaritaville, and the best shopping, dining, and entertainment in Central Florida. Built in 2023, this stunning residence includes 3 bedrooms and 3 full bathrooms across 1,360 sq ft of elegant living space. The open-concept floor plan features a bright and spacious living area that flows seamlessly into the designer kitchen, complete with stone countertops, stainless-steel appliances, and contemporary cabinetry — perfect for entertaining or enjoying family meals. Upstairs, you’ll find a comfortable and private primary suite with a large walk-in closet and a beautifully finished bathroom, while the additional bedrooms provide flexibility for family, guests, or a home office. Each bathroom showcases modern finishes and premium materials that enhance the home’s stylish feel. Enjoy maintenance-free living with an HOA that covers exterior care and common areas, allowing you to focus on what truly matters — relaxation and quality of life. The community features beautiful landscaping, well-kept streets, and a welcoming neighborhood atmosphere. Whether you’re seeking a primary residence, second home, or investment property, this luxury townhome at 3261 Tranquil Trail delivers the perfect combination of style, comfort, and prime location — just a short drive from I-4, world-class attractions, and everything Central Florida provides. The property currently has a tenant in place and can be sold either with the tenant (income-producing) or vacant at closing, depending on the buyer’s preference. La propiedad actualmente tiene un inquilino y puede venderse con el inquilino (generando ingresos) o desocupada al cierre, según la preferencia del comprador. Schedule your private showing today and see for yourself how beautiful this home truly is.
Listing is courtesy of: REALIZE INTERNATIONAL REALTY L (407-970-9935)
Listing Agent: Mara Brasil (407-970-9935)
7526 BROOKLYN DR, KISSIMMEE, FL 34747
$520,00021 Days on yellowkey MLS ID: O6409072
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 2356 Built: 2019Monthly Fee: $575 Tax: $11,558 (2025)Community: Magic VillageSpa: NoTownhouse
Taxes:$11,558
Remarks: Exceptional corner unit at Magic Village offering rare privacy and beautiful garden views. This well-maintained home features four bedrooms, 4.5 baths, soaring ceilings in the living room, a summer kitchen and an excellent layout with a primary suite on the first floor. Upstairs includes an open-concept kitchen and full laundry room with full-size washer and dryer. In a prestigious gated resort community with concierge services, 24-hour clubhouse, pool, fitness center, playroom, on-site restaurant and housekeeping services, and just minutes from Orlando's top attractions. Ideal for short-term rental investment or vacation living. Strong income potential in one of the desirable resort-style communities in the area.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)
Listing Agent: Carolina Medeiros (305-753-1943)
2767 SUN KEY PL, KISSIMMEE, FL 34747
$298,000309 Days on yellowkey MLS ID: O6328692
REDUCED by $7,000 (2.3%) on 05/21/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1291 Built: 2002Monthly Fee: $301 Tax: $2,374 (2024)Community: Emerald Island ResidenceTownhouse
Taxes:$2,374
Middle School: Kissimmee Middle
Remarks: NEW PRICE REDUCTION*** Fully furnished and turnkey-ready, this stylish 3-bedroom, 2.5-bath townhome in the gated Emerald Island Resort is just 3 miles from Disney and close to dining, shopping, and entertainment. With 1,291 sq ft of space, the home features granite countertops, tile and laminate flooring, a private balcony off the primary bedroom, and a peaceful conservation view. Guests enjoy access to resort-style amenities, including a heated pool, hot tub, sauna, gym, tiki bar, tennis, mini golf, nature trails, and 24/7 security. Perfect for families or investors, this active short-term rental sleeps up to 8 and requires no special HOA approval.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Kay Bingham (407-207-2220)
2821 ALMATON LOOP #104, KISSIMMEE, FL 34747
$295,000293 Days on yellowkey MLS ID: O6333176
REDUCED by $6,000 (2.0%) on 05/21/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1390 Built: 2005 Tax: $3,795 (2024)Community: Windsor HillsCondo
Taxes:$3,795
Remarks: Located in the popular gated community of Windsor Hills Resort, this condo offers resort-style living with access to fantastic amenities including a clubhouse with a movie theater and fitness center, a lagoon-style pool with water slides, sports courts, and scenic walking paths. The community is family-friendly and highly sought after for both residents and vacation rentals. Just minutes from Walt Disney World and close to Universal Studios and SeaWorld, the location provides easy access to Orlando’s top attractions. Nearby, you’ll find entertainment and shopping hubs like Old Town Kissimmee, The Loop outdoor mall, and charming Kissimmee Historic District. Outdoor lovers will enjoy nearby Kissimmee Lakefront Park and Lake Kissimmee State Park, perfect for relaxation and recreation. This blend of vibrant community amenities and proximity to world-class attractions makes it a great choice for living or investment.
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