Location: Kissimmee , 34747
Do Not Show Listings
2968 CARIBBEAN SOUL DR, KISSIMMEE, FL 34747
$299,0001 Day on yellowkey MLS ID: O6416435
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1394 Built: 2022Monthly Fee: $468 Tax: $7,689 (2025)Community: Rolling Oaks Ph 7Spa: NoTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,689
Elementary School: Westside K-8
High School: Celebration High
Tax Year: 2025
Middle School: Kissimmee Middle
Remarks: TURNKEY and ready for move in or rent out ! Welcome to 2968 Caribbean Soul Drive in Margaritaville Resort Orlando, one of Central Florida's most sought-after vacation home and short-term rental communities. This fully furnished, turnkey 2-bedroom, 2.5-bath townhome with a versatile loft offers an exceptional opportunity for investors, vacation home buyers, and those seeking a low-maintenance Florida lifestyle. Zoned for short-term rentals and located just minutes from Walt Disney World, this property is perfectly positioned to capitalize on the thriving Orlando vacation rental market. Step inside to discover an open-concept floor plan featuring ceramic tile flooring, soaring ceilings, solid surface countertops, designer finishes, and a modern kitchen that flows seamlessly into the living and dining areas. Upstairs, the spacious primary suite offers a walk-in closet and private bath, while the additional bedroom and loft provide flexible accommodations for guests and families. What truly sets this property apart is its incredible income-producing potential. Whether listed on Airbnb, VRBO, Booking.com, or other vacation rental platforms, guests are drawn to Margaritaville's world-famous resort atmosphere and unbeatable location near Orlando's top attractions. The home is offered fully furnished, allowing for immediate occupancy or rental activation. Residents and guests enjoy access to resort-style amenities including multiple lagoon-style pools, fitness center, restaurants, bars, shopping, walking trails, entertainment venues, trolley service, and 24-hour gated security. HOA services include exterior maintenance, cable, internet, and community amenities, creating a truly hassle-free ownership experience. Located in the heart of Kissimmee's tourism corridor, this home places visitors within minutes of: Walt Disney World Resort Disney's Animal Kingdom EPCOT Disney Springs Universal Orlando Resort SeaWorld Orlando Margaritaville Promenade at Sunset Walk Island H2O Water Park ESPN Wide World of Sports Championship golf courses Shopping, dining, and entertainment throughout Central Florida Whether you are searching for a high-performing vacation rental, a Disney-area investment property, a second home, or a full-time residence, this exceptional Margaritaville Resort Orlando townhome offers location, lifestyle, and investment potential all in one.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Cassie Lamoureux (407-432-9180)
8060 DREAMSICLE DR, KISSIMMEE, FL 34747
$590,0001 Day on yellowkey MLS ID: W7886608
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1564 Built: 2019Monthly Fee: $665 Tax: $10,015 (2025)Community: Rolling Oaks Ph 5Spa: YesSingle Family
Taxes:$10,015
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to 8060 Dreamsicle Drive, where every day feels like a vacation and every stay creates an opportunity. Located within the world-renowned Margaritaville Resort Orlando, this beautifully FULLY FURNISHED and income-producing cottage offers the perfect combination of luxury resort living, investment potential, and unforgettable Florida lifestyle experiences, all just minutes from Walt Disney World. Whether you're searching for a high-performing vacation rental, a second home in paradise, or a personal retreat that generates income when you're away, this turnkey property delivers on every level. From the moment you arrive, the charming Key West-inspired architecture, tropical landscaping, and colorful coastal design create an atmosphere that instantly transports you into vacation mode. Inside, you'll discover a thoughtfully designed open-concept floor plan featuring soaring ceilings, abundant natural light, designer finishes, and the highly sought-after "Son of a Sailor" interior package. The beautifully appointed kitchen features quartz countertops, upgraded cabinetry, stainless steel appliances, and ample space for gathering with family and friends after a day of enjoying everything Orlando has to offer. The spacious living and dining areas flow seamlessly together, creating the perfect environment for entertaining, relaxing, and making lasting memories. This home is a 3 bedroom with a bonus room. One of the most desirable features of this home is the rare dual-primary-suite layout, with (2) PRIVATE OWNER'S SUITES located on both the first and second floors, providing exceptional comfort and flexibility for owners and guests alike. Step outside to your private tropical oasis where a beautifully paved patio, lush landscaping, and above-ground hot tub create the perfect setting to unwind under the Florida sunshine or enjoy peaceful evenings after visiting the nearby theme parks. This home is being offered fully furnished and turnkey, including furniture, televisions, artwork, décor, linens, kitchen essentials, window treatments, housewares, and more, allowing the next owner to immediately begin enjoying the property or continue operating it as a successful vacation rental. Beyond the home itself lies one of Central Florida's most exciting resort destinations. Margaritaville Resort Orlando offers a truly unmatched lifestyle experience featuring multiple resort-style pools, fitness center, on-site water park, entertainment venues, concierge services, and access to the vibrant Sunset Walk district featuring restaurants, bars, live music, shopping, nightlife, family attractions, and year-round events. Located just minutes from Disney Parks, Universal Studios, Epic Universe, championship golf courses, Orlando International Airport, shopping, dining, and major highways, this prime location continues to attract vacationers and investors from around the world. Opportunities like this are becoming increasingly rare. Whether your goal is generating rental income, owning a luxury vacation home, building a real estate investment portfolio, or simply embracing the Margaritaville lifestyle. Paradise isn't just a destination, it can be your next address. Schedule your private showing TODAY!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (727-845-4321)
Listing Agent: Dj Arrazcaeta Jr, Llc (727-808-6066)
2403 SILVER PALM DR, KISSIMMEE, FL 34747
$280,00043 Days on yellowkey MLS ID: S5149029
REDUCED by $9,900 (3.4%) on 06/09/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1440 Built: 2003Monthly Fee: $210 Tax: $2,895 (2025)Community: Windsor Palms Twnhms Ph 3ATownhouse
Taxes:$2,895
Remarks: Beautiful 3-bedroom, 3-bathroom home offering comfort and flexibility in a prime location—less than 3 miles from Walt Disney World! This well-designed layout features one bedroom and a full bathroom on the first floor, perfect for guests or multi-generational living. Enjoy Florida living in your screened-in courtyard—ideal for relaxing or entertaining year-round. Located in a resort-style community with incredible amenities, including a saltwater pool, splash pad, tennis and volleyball courts, clubhouse with gym and movie theater, tiki bar, convenience store, daily valet trash, and 24-hour guard-gated security. HOA includes cable and internet for added value.Perfect as a primary home, vacation getaway, or short-term rental investment with low-maintenance living and endless potential.
Listing is courtesy of: LA CASA LUXE REALTY (407-978-1088)
Listing Agent: Issanell Valdez Javier (407-978-1088)
7753 BASNETT CIR, KISSIMMEE, FL 34747
$625,0001 Day on yellowkey MLS ID: O6416299
Bed: 6 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2812 Built: 2005Monthly Fee: $171 Tax: $8,050 (2025)Community: Windsor Hills Ph 3Spa: YesSingle Family
Taxes:$8,050
Remarks: Looking for a turnkey vacation home or investment property with future rental income potential? This beautifully maintained, fully furnished 6-bedroom, 4-bathroom pool home in the highly sought-after Windsor Hills Resort is ready for its next owner. This spacious residence offers 2,812 heated square feet and over 3,500 total square feet of living space. Professionally maintained and move-in ready, it presents an excellent opportunity for both vacation homeowners and investors seeking a proven short-term rental property. The thoughtfully designed floor plan features two primary suites, including a spacious owner's retreat upstairs with dual vanities, a soaking tub, separate shower, and private water closet. A second primary suite on the first floor offers added convenience for guests and multi-generational living. The open-concept living area is perfect for entertaining, featuring multiple gathering spaces, a formal dining room, breakfast nook, and a beautifully upgraded kitchen with stainless steel appliances and granite countertops. The family room opens directly to the outdoor living space, where you'll find a covered lanai, screened-in private pool, raised waterfall spa, and outdoor BBQ area—perfect for enjoying Florida's year-round sunshine. One of the home's most desirable features is the absence of carpet throughout. Instead, you'll find tile and luxury vinyl plank flooring, providing a modern look, easy maintenance, and added durability for vacation rental use. Located within the award-winning Windsor Hills Resort, residents and guests enjoy world-class amenities, including a 24-hour gated and guarded entrance, resort-style water park with lagoon pool, splash features and water slides, tennis courts, playgrounds, sports courts, fitness center, arcade and game rooms, and a 10,000-square-foot clubhouse complete with a state-of-the-art movie theater. Just minutes from Disney and Central Florida's top attractions, this property offers the perfect combination of location, lifestyle, and investment potential. Whether you're looking for a personal vacation retreat, a short-term rental investment, or both, this Windsor Hills gem is ready to deliver.
Listing is courtesy of: ALLIANCE REAL ESTATE GROUP (407-375-8680)
Listing Agent: Long Nguyen (616-304-4754)
8810 GRAND PALMS CIR #A, KISSIMMEE, FL 34747
$230,00022 Days on yellowkey MLS ID: O6410146
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1245 Built: 2002Monthly Fee: $331 Tax: $3,104 (2025)Community: Grand Palms Condo 4 Ph 1Condo
Taxes:$3,104
Middle School: Celebration K-8
Remarks: Virtually Staged. Walk through the front door and the space opens up — nearly 1,300 square feet of first-floor living that feels larger than the number suggests, with natural light pouring in from every direction and a layout that flows easily from the foyer through the dining and living areas out to the screened porch. The home has all new window treatments and fresh paint throughout. The smart split floor plan keeps the primary suite separate from the secondary bedrooms for added privacy. The updated kitchen features white shaker cabinets, new stainless appliances, and a large pantry with room to actually stock up. The bathrooms have been refreshed, and the screened porch off the living room gives you a spot to settle in with morning coffee or wind down after a day out. Washer and dryer are included. Step outside and you're a few feet from the community pool and the tennis and pickleball court. Zoned for short-term rental, this one is ready to drop straight into an investor's portfolio, or settle into as a primary home or seasonal getaway. Location is the headline here. You're ten minutes from Walt Disney World, eight minutes from Sunset Walk dining and entertainment, seven minutes from H2O Live water park, and twenty-five minutes from Universal Studios. US-192 and I-4 are right there, putting every Central Florida attraction inside an easy drive. For STR investors targeting the Disney crowd, the math here writes itself. The HOA covers exterior maintenance including the roof. Three bedrooms, two baths, pool-and-court views, STR-ready, ten minutes from the Magic. Come see it.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Brad Young (407-897-5400)
8711 ROCKINGHAM TER #A, KISSIMMEE, FL 34747
$239,000461 Days on yellowkey MLS ID: O6288201
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1357 Built: 1998Monthly Fee: $300 Tax: $3,452 (2024)Community: Villas At Island Club Ph 2Condo
Taxes:$3,452
Tax Year: 2024
Remarks: Welcome to 8711 Rockingham Ter, Unit A — a fully furnished, move-in ready condo just minutes from Walt Disney World, Universal Studios, and Orlando's top attractions. Located in a gated community within Villas at Island Club, this updated 3-bedroom, 2-bath home offers strong potential for short-term rental income or a low-maintenance Florida retreat. Recent updates include new flooring in the kitchen, living, and dining areas, fresh paint throughout, and new ceiling fans. The kitchen features granite countertops, updated cabinetry, and a new refrigerator, washer, and dryer. A new AC unit adds to year-round comfort. The community offers a pool and gated access, with convenient proximity to dining, shopping, and entertainment. Whether you're growing a rental portfolio or looking for a vacation property, this home is worth seeing. Schedule a showing today.
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Jose Gomez (407-910-3537)
8825 RHODES ST, KISSIMMEE, FL 34747
$675,0002 Days on yellowkey MLS ID: S5151659
Bed: 8 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4041 Built: 2016Monthly Fee: $563 Tax: $11,485 (2025)Community: Windsor At Westside Ph 1Spa: YesSingle Family
Taxes:$11,485
Elementary School: Island Village Elementary School
Middle School: Horizon Middle
Remarks: Welcome to 8825 Rhodes Street, 4041sqft beautifully maintained and fully furnished 8-bedroom, 6-bathroom home located within the highly sought-after gated Windsor at Westside Resort community. Designed for comfort, luxury, and entertainment, this spacious property features both upstairs and downstairs living areas, providing plenty of room for family and guests to relax and unwind. The open-concept kitchen showcases elegant granite countertops, ample cabinetry, and plenty of space for gathering and entertaining. Step outside to your private screened-in heated pool and covered lanai, creating the perfect setting for outdoor dining, family gatherings, or weekend BBQs while enjoying Florida's beautiful weather year-round. The converted garage has been transformed into a fun-filled game room, creating an additional entertainment space that guests and family members of all ages will enjoy. Whether you're searching for a primary residence, vacation home, or investment opportunity, this property offers exceptional flexibility and value. Residents enjoy access to all Windsor at Westside Resort amenities through the HOA, including a resort-style pool, clubhouse, fitness center, sports courts, playgrounds, and more. Ideally located approximately 8 miles from Walt Disney World Resort, this home offers convenient access to world-famous attractions, shopping, dining, golf, and major highways while providing the security and lifestyle of one of Central Florida's premier gated resort communities.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Jaden Ortiz (352-872-8181)
724 WHISTLING STRAITS, KISSIMMEE, FL 34747
$590,00047 Days on yellowkey MLS ID: S5148672
REDUCED by $9,000 (1.5%) on 06/12/2026
Bed: 6 Bath: 5.0 Gar: 1 Liv Area Sq Ft: 3291 Built: 2021Monthly Fee: $316 Tax: $9,543 (2025)Community: Stoneybrook South North Parcel Ph 3Spa: YesSingle Family
Taxes:$9,543
Remarks: This beautifully appointed home in Champions Gate offers the perfect blend of luxury, comfort, and investment potential. Featuring 6 spacious bedrooms and 5 full bathrooms, the property includes two master suites, making it ideal for accommodating multiple families or guests. The open-concept floor plan is designed for both everyday living and entertaining, with a formal dining room and a large living room highlighted by abundant natural light. An additional room and full bathroom on the first floor provide flexibility for guests, a home office, or multi-generational living. Upstairs, a generous loft area offers extra space for relaxation or recreation. Professionally decorated and offered fully furnished, this home is truly move-in or rental ready. It also features a one-car garage, a spacious laundry room, and a screened-in rear porch overlooking a water view of the pond and surrounding conservation area. The private pool and hot tub create a perfect outdoor retreat for relaxing or entertaining. Located in the highly desirable Champions Gate Resort community, residents and guests enjoy access to the Oasis Club and Water Park, which includes a lazy river, water slides, a swim-up bar, spa, splash pad, fitness center, theater, game room, and a Tiki bar with cabanas. With short-term rentals permitted, this property presents an outstanding opportunity as a primary residence, vacation home, or income-producing investment.
Listing is courtesy of: WATSON REALTY CORP. (407-589-1600)
Listing Agent: Clarissa Estevez (407-749-2662)
2788 ALMATON LOOP #402, KISSIMMEE, FL 34747
$245,000224 Days on yellowkey MLS ID: O6357168
REDUCED by $4,000 (1.6%) on 06/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1081 Built: 2005Monthly Fee: $354 Tax: $3,343 (2024)Community: Ventura At Windsor Hills Condo Ph 3Condo
Taxes:$3,343
Remarks: CALENDAR BLOCKED AND READY TO SHOW. Make this your full time residence, vacation property or income stream with AIRbnb and VRBO! Experience spectacular Disney fireworks from your own private balcony at this charming two-bedroom, two-bathroom condo in Kissimmee. This updated unit features an open floor plan that makes entertaining a breeze, complete with elegant stone countertops, rich wood cabinets, and sleek stainless steel appliances that would make any chef smile. Both bedrooms are thoughtfully themed and move-in ready, making this property perfect for generating rental income or creating magical vacation memories. The primary bedroom and second bedroom comfortable retreats after busy days exploring Central Florida's attractions. The community amenities are truly impressive and provide endless entertainment options. Take a splash at the on-site waterpark, relax by the sparkling pool, or treat yourself to a meal at the community restaurant. When you need to unwind, the spa services offer the perfect escape. Stay active with tennis and basketball courts, ensuring there's something for everyone to enjoy. Location couldn't be more convenient, with theme parks just minutes away and shopping centers nearby for all your needs. Island H2O water park is practically next door, adding even more aquatic fun to your Florida lifestyle. Target Grocery is also conveniently located for easy shopping trips. Whether you're looking for a profitable investment property or a personal vacation retreat, this condo offers the best of both worlds. The combination of stunning Disney views, modern updates, and resort-style amenities creates an opportunity that's hard to find. Don't miss your chance to own a piece of the magic in one of Florida's most desirable vacation destinations.
Listing is courtesy of: LUXE PROPERTIES LLC (305-809-7650)
Listing Agent: Deanna Meredith (407-331-6542)
935 AMY RIDGE CT, KISSIMMEE, FL 34747
$365,000152 Days on yellowkey MLS ID: O6372851
0 Days Off yellowkey (back on 6/12/2026)
REDUCED by $14,990 (3.9%) on 04/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1656 Built: 1988Monthly Fee: $6 Tax: $6,618 (2025)Community: Indian Ridge Unit 1Single Family
Taxes:$6,618
High School: Poinciana High School
Remarks: Beautiful 3-Bedroom, 2-Bath Home on Over Quarter of an Acre – Prime Location Near Disney! Welcome to this charming and spacious home set on a generous 0.32-acre lot in a well-maintained community just 10 minutes from Disney parks, world-class attractions, dining, shopping, and entertainment. Featuring a brand-new roof installed in August 2023, New quartz countertop and backsplash, this move-in-ready property offers excellent value and peace of mind. Enjoy a low HOA with fantastic amenities including a community pool, tennis and basketball courts, sand volleyball, baseball diamond, two playgrounds, and scenic sidewalks throughout the neighborhood. The spacious family room flows seamlessly into an impressive 30x12 Florida Sunroom, perfect for entertaining, relaxing, or expanding your living space. Whether you're looking for a primary residence, a long-term rental, or a short-term investment property, this home offers flexibility, location, and comfort. Schedule your showing today.
Listing is courtesy of: CASA SOL REALTY LLC (786-226-5627)
Listing Agent: Mayra Rivas Acevedo (786-226-5627)
8041 LOST SHAKER LN, KISSIMMEE, FL 34747
$425,00060 Days on yellowkey MLS ID: O6398528
REDUCED by $25,000 (5.6%) on 06/09/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1410 Built: 2019Monthly Fee: $467 Tax: $9,565 (2025)Community: MargaritavilleSpa: NoSingle Family
Taxes:$9,565
Remarks: Short Sale. AMAZING COTTAGE FOR SALE AT MARGARITAVILLE RESORT ORLANDO. This Cottage has 3 Bedrooms, 3 Baths, High-End Quartz Countertops, Upgraded "Wood" Tile Flooring and Appliances, High Capacity Washer and Dryer. Kitchen has Large Counter Space and Windows with Lots of Natural Light. The Door from the Kitchen Leads you to a Beautiful Patio with Lounge Chairs and Tropical Landscaping with Shell Pathways, Palm Trees and Tropical Foliage. Primary Bedroom Located Upstairs has En Suite Bathroom. One Bathroom has a Shower/Tub Combo. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! List Price INCLUDES ALL Furniture and Housewares, Also Includes Blinds, Drapes, TVs, Artwork, Linens, and So MUCH MORE! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants Bars, Live Music, Retail, Live Music and More! LOCATED MINUTES FROM DISNEY! It's A Lifestyle Choice for Living or a Great Investment Property For Those Who Want To Experience The Best Of Florida Living, Where Every Day Feels Like A Vacation!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Suzanne Docobo (954-304-4932)
3157 CARIBBEAN SOUL DR, KISSIMMEE, FL 34747
$375,000177 Days on yellowkey MLS ID: O6362522
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1712 Built: 2023Monthly Fee: $583 Tax: $9,813 (2024)Community: MargaritavilleSpa: NoTownhouse
Taxes:$9,813
Remarks: Short Sale. SPECTACULARLY FURNISHED VILLA AVAILABLE FOR SALE AT MARGARITAVILLE RESORT ORLANDO! This Home Features 4 Bedrooms and 3 Baths with a King Bed in the Primary Bedroom, a Queen Bed in Bedroom 2, a King Bed in Bedroom 3, Two Twin Beds in Bedroom 4 and a Sofa Bed in the Living Room. The Kitchen Offers Quartz Countertops, an Island with Seating, Stainless Steel Appliances, a Washer and Dryer and Abundant Natural Light. Each Bedroom has Ceiling Fans and One Bathroom Includes a Shower/Tub Combo. The Door from the Kitchen Leads to a Beautiful Patio with Lounge Chairs Surrounded by Tropical Landscaping, Palm Trees and Lush Foliage. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! Includes Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishware, Linens, and so MUCH MORE! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants Bars, Live Music, Retail, Live Music and More! LOCATED MINUTES FROM DISNEY! It's A Great Lifestyle Choice For Those Who Want To Experience The Best Of Florida Living!
2785 ALMATON LOOP #202, KISSIMMEE, FL 34747
$240,0001 Day on yellowkey MLS ID: O6416316
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1081 Built: 2005 Tax: $3,625 (2024)Community: Ventura At Windsor Hills Condo Ph 2Condo
Taxes:$3,625
Remarks: Welcome to this beautifully maintained 2-bedroom, 2-bathroom condo located in the highly sought-after Windsor Hills community in Kissimmee. This spacious unit offers a well-designed floor plan with comfortable living and dining areas, perfect for both relaxing and entertaining. The condo features a functional kitchen with ample cabinet space and a breakfast bar that opens to the main living area, creating a bright and inviting atmosphere. Both bedrooms are generously sized, with the primary suite offering a private ensuite bathroom for added convenience. Whether you're looking for a vacation home, short-term rental opportunity, or a primary residence, this property offers incredible flexibility. While the unit has not been updated, it provides a clean and well-kept canvas ready for your personal touch or future enhancements. Windsor Hills is a gated resort-style community known for its outstanding amenities, including a resort pool with water park features, fitness center, clubhouse, tennis courts, playgrounds, and more—all just minutes from Walt Disney World, shopping, dining, and major attractions. Don’t miss this opportunity to own in one of Central Florida’s most popular communities!
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Paul Donovan (407-785-7070)
8900 CANDY PALM RD, KISSIMMEE, FL 34747
$498,000177 Days on yellowkey MLS ID: O6368196
REDUCED by $300 (0.1%) on 06/12/2026
Bed: 5 Bath: 5.0 Gar: 1 Liv Area Sq Ft: 3015 Built: 2012Monthly Fee: $682 Tax: $7,875 (2024)Community: Paradise Palms Resort Ph 2Single Family
Taxes:$7,875
Remarks: “Seller is motivated - bring all offers” Approximately 12 miles to Walt Disney World! Click the video tour under the photos to experience the magic firsthand. This spectacular, fully themed home offers an unforgettable resort-style experience—ideal for personal use, family vacations, or as a high-performing short-term rental. Sold fully furnished and professionally designed, this turnkey property can be live on Airbnb or VRBO within 24 hours of closing, allowing buyers to generate income immediately. The home is thoughtfully designed to impress first-time guests while encouraging repeat stays and referrals. Inside, guests are immersed in professionally designed themed spaces, including Super Mario and Tiki-inspired game rooms, along with standout bedrooms such as the Pirate Room, Train Room, and Enchanted Fortress. The home features two luxurious master suites, five full bathrooms, a castle-themed dining area seating up to 10, and a welcoming living room highlighted by a stunning Disney castle mural. Recent upgrades include: Recent upgrades include: a new HVAC system (Nov 2023), new water heater (July 2024), new pool heater timer (Dec 2025) and new pool Cartridge filter and housing (Jan 2026) Outdoor living includes a private heated pool and spa, covered lanai, outdoor dining and lounge areas, and a BBQ grill. Family-friendly amenities include a Nintendo Switch, arcade games, foosball, Pack ’n Play, high chair, and changing station. Located within the gated Paradise Palms resort community, owners and guests enjoy access to a clubhouse featuring a resort-style pool, water slides, lazy river, spa, fitness center, sports courts, movie theater, arcade, and mini golf. This is a rare opportunity to own a professionally maintained, guest-ready home just minutes from Disney.
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Jane Lafrance (407-436-2130)
8675 LA ISLA DR, KISSIMMEE, FL 34747
$589,0002 Days on yellowkey MLS ID: O6415825
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2827 Built: 2005Monthly Fee: $367 Tax: $6,240 (2026)Community: Emerald IslandSpa: YesSingle Family
Taxes:$6,240
Tax Year: 2026
Remarks: Turnkey, fully furnished, and beautifully themed 6-bedroom, 4.5-bath pool home located in the highly sought-after gated resort community of Emerald Island. Zoned for short-term rentals and less than 15 minutes from Walt Disney World, this property offers an exceptional opportunity as a vacation home, investment property, or personal retreat. The spacious floor plan features a first-floor primary suite, formal living and dining rooms, a large family room overlooking the pool, an updated kitchen with modern finishes, a half bath, and a laundry room. Upstairs, you'll find additional bedrooms, multiple en-suite accommodations, and a versatile loft area ideal for guests, gaming, or workspace. Designed with the vacation rental market in mind, the home showcases upgraded interiors, beautifully remodeled themed bedrooms, and well-maintained furnishings that create a memorable guest experience. Recent improvements include fresh interior paint, new laminate flooring upstairs, a 2023 roof, and a 2020 HVAC system. Emerald Island Resort offers 24-hour gated security, a resort-style pool and spa, clubhouse, tiki bar, fitness center, sauna, tennis courts, playgrounds, and walking trails. HOA services include landscaping, pest control, valet trash service, and complimentary internet and Wi-Fi. Conveniently located near Disney, shopping, dining, water parks, Orlando International Airport, and major highways, this move-in-ready home is perfectly positioned for both enjoyment and income potential. Equal Opportunity Housing.
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Daniel Araque (321-276-0747)
2736 OAKWATER DR, KISSIMMEE, FL 34747
$289,9901 Day on yellowkey MLS ID: S5151634
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1427 Built: 2007 Tax: $3,587 (2024)Community: OakwaterTownhouse
Taxes:$3,587
Elementary School: Westside Elem
Remarks: Motivated Seller! Whether you're looking for a primary residence, vacation retreat, or income-producing investment, this property, fully furnished condominium offers endless possibilities in the highly sought-after Oakwater community. Featuring 3 spacious bedrooms, 2.5 bathrooms, and a private one-car garage, this move-in-ready home is designed for comfort and convenience. The private first-floor entrance leads to all living areas on the second level, where an open and inviting floor plan creates the perfect space for relaxing or entertaining. The generously sized primary suite features a walk-in closet and a private en-suite bathroom, while two additional bedrooms share a well-appointed full bath. New A/C system installed in (2025) provides added value and peace of mind. Step outside to your private screened lanai, the perfect place to enjoy your morning coffee or unwind after a day of exploring Central Florida's world-famous attractions. Residents and guests enjoy access to exceptional resort-style amenities, including gated entry, a community pool, fitness center, game room, tennis courts, playground, and more. As an added benefit, cable and internet are included in the condo fees. Ideally located just minutes from Walt Disney World, shopping, dining, entertainment, and major highways, this property offers the perfect combination of lifestyle, location, and investment potential. Whether you're seeking a full-time residence, vacation home, or short-term rental opportunity, this property checks all the boxes. Seller is highly motivated and welcomes all reasonable offers.
Listing is courtesy of: TOP 7 REALTY LLC (407-334-8082)
Listing Agent: Audrey Torres (407-730-1862)
1122 SEASIDE MIST TRL, KISSIMMEE, FL 34747
$299,0002 Days on yellowkey MLS ID: O6415418
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1704 Built: 2023Monthly Fee: $250 Tax: $6,025 (2025)Community: Soleil At WestsideTownhouse
Taxes:$6,025
Middle School: West Side
Remarks: Short Sale. Soleil at Westside pulls off something most Florida neighborhoods can't. You get the location every vacationer wants, but the community bans short-term rentals, so the people next door are actual neighbors, not a rotating cast of strangers wheeling suitcases past your door. Built in 2024, this end unit still lives like new. Walk into an open concept living where the living room flows straight into an inviting kitchen with a large breakfast bar, stone counters, and stainless steel appliances. Head upstairs and everything you want close stays close: the laundry, and all three bedrooms. Your primary suite hands you two walk-in closets and a private ensuite. Down the hall, two more bedrooms share a second bath. Outside your door: a pool, a playground, a fitness circuit. The HOA covers the landscaping and the roof, so your Saturdays belong to you. You're in the location everyone drives in for, and the quiet they have to drive home from. All of the access, none of the noise.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Chad Vaughan (561-635-7174)
7743 COMROW ST, KISSIMMEE, FL 34747
$615,0002 Days on yellowkey MLS ID: S5151580
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 1824 Built: 2004Monthly Fee: $1,512 Tax: $6,439 (2025)Community: Windsor Hills Ph 1Spa: YesSingle Family
Taxes:$6,439
Remarks: Welcome to this exceptional turnkey vacation rental opportunity in the highly sought-after Windsor Hills Resort! This fully furnished 4 bedroom, 4 bath home is designed to entertain guests of all ages with custom themed bedrooms, a game room, private screened pool and spa, and an inviting open-concept floor plan perfect for any gatherings. The spacious kitchen and a large breakfast bar overlook the main living area. Guests will love the professionally themed Disney-inspired bedrooms, while the converted garage game room provides endless entertainment. Located just 5 minutes from Disney and minutes from Universal Studios, SeaWorld, Legoland, Shopping, Dining, and more, this property offers both an incredible vacation experience and strong income-producing potential. Windsor Hills Resort features many amenities including a clubhouse, fitness center, movie theater, arcade, resort-style pool with waterslides, sports courts, playgrounds, and gated security. Whether you're looking for a personal retreat, investment property, or both, this home is ready to impress. Schedule your private showing today!
Listing Agent: Heather Werner (973-461-9914)
8974 AMELIA DOWNS TRL, KISSIMMEE, FL 34747
$460,0002 Days on yellowkey MLS ID: O6415120
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2294 Built: 2020Monthly Fee: $660 Tax: $6,849 (2025)Community: Solara Resort Vacation Villas RepTownhouse
Taxes:$6,849
Remarks: Experience the perfect blend of luxury, comfort, and investment potential in this beautifully furnished 5-bedroom, 4.5-bathroom end-unit townhome located in the highly sought-after Solara Resort. Positioned at the end of the building, this desirable residence offers added privacy, enhanced natural light, and a more open feel than interior units. Designed to accommodate families and guests with ease, the thoughtfully planned floor layout features a spacious primary suite conveniently located on the first floor, complete with a large walk-in closet and private en-suite bathroom. Upstairs, two additional bedrooms also enjoy the privacy of their own en-suite bathrooms, while the remaining bedrooms provide ample space and comfort for family members and guests alike. The bright, open-concept living area creates the perfect gathering space, seamlessly connecting the living room, dining area, and fully equipped kitchen. Featuring stainless steel appliances and generous counter space, the kitchen is ideal for entertaining or enjoying relaxed evenings at home. Step outside to your private screened-in pool, where you'll find comfortable lounge seating, BBQ grill, and a child safety pool fence for added peace of mind. Whether soaking up the Florida sunshine or unwinding after a day at the parks, this outdoor retreat is designed for year-round enjoyment. One of the standout features of this property is the exceptional level of care it has received. Unlike many vacation homes managed remotely by third-party property management companies, this home has been personally maintained by its owners, who live nearby and have consistently ensured that the property remains in outstanding condition. Their hands-on attention is evident throughout the home. Perfectly positioned for convenience and entertainment, the property is located just 8 miles from Walt Disney World, 16 miles from SeaWorld Orlando, and 20 miles from Universal Orlando, offering quick access to Central Florida's most popular attractions while still providing a peaceful resort setting. As a homeowner and guest at Solara Resort, you'll enjoy access to an impressive collection of resort-style amenities, including a grand pool, poolside cabanas, fitness center, playground, soccer field, sand volleyball courts, full-size basketball court, on-site restaurant and bars, and a secure gated entrance. Whether you're searching for a vacation home, or a high-performing short-term rental investment, this exceptional end-unit townhome delivers the ideal combination of location, comfort, quality, and lifestyle in one of Central Florida's most desirable resort communities.
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)
Listing Agent: Gustavo Nappi (352-638-4831)
KISSIMMEE, FL 34747
$610,0002 Days on yellowkey MLS ID: O6413930
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 2297 Built: 2006Monthly Fee: $572 Tax: $6,546 (2025)Community: Windsor Hills Ph 3Spa: YesSingle Family
Taxes:$6,546
Remarks: SELLER'S MORTGAGE IS ASSUMABLE WITH LENDER APPROVAL! The interest rate is fixed at 4.5% with an approximate principal balance of $250,000, and there is a small fee to take advantage of the assumption. This beautifully maintained 5-bedroom, 5-bath home in the 5-Star Windsor Hills Resort is a proven, income-producing short-term vacation rental located just minutes from Walt Disney World. Highly sought after for its open floorplan, this property features the resort’s most desirable 5-bedroom layout, offering exceptional flow and comfort for large families and vacationing groups. The home immediately stands out thanks to extensive mechanical and interior upgrades, including a 2022 roof with 30-year architectural shingles, a 2023 saltwater pool system that is both low-cost and low-maintenance, a 2023/2024 WiFi-controlled pool heater, a brand-new 2026 water heater with WiFi capability, new toilets added in 2026, and dual HVAC systems with major components replaced in 2016 and newer coils added within the last two years. Nest thermostats enhance efficiency, while upgraded bath vanities with solid-surface counters and wood-laminate hickory flooring in all bedrooms elevate the home’s interior appeal, durability, and rental desirability. For investors, the seller is willing to transfer any future bookings, allowing for immediate income continuity. Inside, the open main level features a spacious main dining area, a separate breakfast room, kitchen bar seating, granite countertops, stainless steel appliances, and a large living area ideal for gathering. Two first-floor ensuite bedrooms and an additional queen bedroom with adjacent bath provide convenient main-level living, while the second floor offers two Disney-themed junior suites, each with its own bathroom—an instant favorite among vacationing families. The converted garage game room with air hockey and pool tables adds to the home’s strong guest appeal. Outside, the screened lanai features a private heated saltwater pool and spa surrounded by privacy screening and a mature hedge, creating a secluded retreat perfect for relaxing after a day at the parks. Windsor Hills remains one of Central Florida’s most desirable vacation rental communities, offering a lagoon-style pool with waterpark, fitness center, movie theater, game room, sports courts, playgrounds, putting greens, marketplace and grill, and 24-hour guarded security. With its desirable floorplan, extensive updates, upgraded finishes, turnkey furnishings, transferable bookings, and assumable low-rate mortgage, this home is an exceptional opportunity for buyers seeking a reliable, well-maintained, income-generating vacation property.
Listing is courtesy of: IN TOUCH REAL ESTATE LLC (800-515-0321)
Listing Agent: Mark Breymeier (215-275-0487)
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