Location: Kissimmee , 34747
Do Not Show Listings
8144 SUN PALM DR, KISSIMMEE, FL 34747
$599,000137 Days on yellowkey MLS ID: O6361053
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1834 Built: 2002Monthly Fee: $270 Tax: $4,862 (2023)Community: Wyndham Palms Ph 3Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,862
Elementary School: None
High School: None
Tax Year: 2023
Middle School: None
Remarks: Experience resort-style living in this beautifully updated 4-bedroom, 3-bath home, located in the highly desirable Windsor Palms Resort, just minutes from Disney. This turnkey property is fully furnished with stylish décor and offers a bright open layout, modern finishes, and well-appointed bedrooms, including two en-suites. Enjoy your private screened-in pool and covered lanai, perfect for relaxing or entertaining. Currently operating as a successful short-term rental, this home is an excellent investment opportunity with strong demand on multiple platforms. Windsor Palms offers premier amenities including a clubhouse, fitness center, movie theater, community pool, sports courts, and 24/7 gated security. Ideal as a vacation home, income property, or primary residence. Appointment only.
Listing is courtesy of: MALIBU BAY REALTY (786-601-7928)
Listing Agent: Lisbey Tamayo Pa (786-514-9356)
606 MARKET ST #240, KISSIMMEE, FL 34747
$229,99928 Days on yellowkey MLS ID: S5145268
0 Days Off yellowkey (back on 4/3/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 640 Built: 1996Monthly Fee: $52 Tax: $3,198 (2025)Community: Town Center CelebrationCondo
Taxes:$3,198
Tax Year: 2025
Remarks: Welcome home to the ultimate Main Street address in the very heart of "The Town That Disney Built." Located directly in the center of the action, this charming 1-bedroom, 1-bathroom condo on the second floor of the block offers a front-row seat to Celebration's vibrant community. The interior features a functional open layout, providing a sophisticated yet cozy retreat designed for comfortable, everyday living. Step out your front door and instantly immerse yourself in true small-town walkability, where cozy cafes, local restaurants, and charming boutique shops are just an elevator ride away. Living right on Market Street means you are effortlessly connected to the neighborhood's lively energy, with immediate access to year-round town events, local art festivals, and the famous Sunday Farmers Market. Beyond the bustling town square, residents enjoy exclusive access to scenic lakes, community pools, and miles of beautifully maintained nature boardwalks and biking trails. Offering everyday conveniences right outside your window and Walt Disney World just minutes away, this is a rare opportunity to plant your roots right on Main Street and experience the true magic of full-time living in Celebration.
Listing is courtesy of: TEAM DONOVAN (407-705-2616)
Listing Agent: James Donovan (407-705-2616)
3050 PIRATES RETREAT CT #103, KISSIMMEE, FL 34747
$185,000218 Days on yellowkey MLS ID: O6337276
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1700 Built: 2007 Tax: $4,015 (2024)Community: Caribe Cove Condo Ph 2Condo
Taxes:$4,015
Elementary School: Westside K-8
High School: Celebration High
Tax Year: 2024
Middle School: West Side
Remarks: Welcome to Caribe Cove Resort, a gated resort-style community just minutes from Walt Disney World and Orlando’s top attractions. This beautiful first-floor 3-bedroom, 2-bath condominium offers a spacious open floor plan with a private screened balcony overlooking lush conservation views. The master suite features a walk-in closet, en-suite bath with dual vanities, soaking tub, and separate shower. Two additional bedrooms provide plenty of space for family or guests. The fully equipped kitchen with breakfast bar opens to the dining and living areas, perfect for entertaining. Residents and guests enjoy resort-style amenities including a clubhouse, fitness center, heated pool and spa, walking paths, and 24-hour gated security. HOA fees cover cable, internet, water, and exterior maintenance for carefree living. This unit is ideal as a vacation home, short-term rental investment, or primary residence. Caribe Cove is located near theme parks, shopping, dining, and major highways, offering convenience and strong rental demand. Don’t miss this opportunity to own a piece of paradise in Kissimmee!
Listing is courtesy of: WELCOME HOME REALTY GROUP LLC (305-904-4866)
Listing Agent: Consuelo Vilar (305-904-4866)
8587 SUNRISE KEY DR, KISSIMMEE, FL 34747
$500,000136 Days on yellowkey MLS ID: O6361527
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1960 Built: 2005Monthly Fee: $107 Tax: $4,181 (2024)Community: Emerald Isl Rsrt Ph5aSingle Family
Taxes:$4,181
Remarks: Discover comfort and convenience in this beautifully updated 4-bedroom, 3-bath home located in the sought-after Emerald Island Resort, just minutes from Disney. This turnkey property comes fully furnished with tasteful décor and features a bright open layout, modern finishes, and spacious bedrooms, including multiple en-suites. Enjoy your private screened-in pool and covered lanai, ideal for relaxation or guest entertainment. Currently operating as a successful short-term rental, this property offers strong occupancy and income potential across multiple platforms. Emerald Island is a premium gated community offering resort-style amenities including a clubhouse, fitness center, community pool and spa, walking trails, sports courts, and 24/7 security. Perfect as a vacation home, investment property, or primary residence. Appointment only.
8042 KING PALM CIR, KISSIMMEE, FL 34747
$500,000137 Days on yellowkey MLS ID: O6361051
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1834 Built: 2000Monthly Fee: $270 Tax: $2,956 (2024)Community: Wyndham Palms Ph 01ASingle Family
Taxes:$2,956
Remarks: Beautifully maintained 4-bedroom, 3-bath home offering a spacious layout, modern updates, and a bright open-concept living area. This property features a private screened-in pool, well-appointed bedrooms, and a functional split-floor plan ideal for comfort and privacy. Perfect as a primary residence, vacation home, or investment property, with close proximity to major attractions, dining, and shopping. Move-in ready and located in a desirable community with resort-style amenities.
8016 KING PALM CIR, KISSIMMEE, FL 34747
$555,000142 Days on yellowkey MLS ID: O6359283
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2255 Built: 2000Monthly Fee: $270 Tax: $5,269 (2023)Community: Wyndham Palms Ph 1ASingle Family
Taxes:$5,269
Remarks: Experience the ultimate vacation lifestyle in this beautifully furnished 5bedroom, 3bath pool home located in the highly sought after Windsor Resort, just minutes from the theme parks! This turnkey property is actively operating as a successful short-term rental, offering strong income potential for investors. Featuring an open concept layout, a modern kitchen with stainless steel appliances, and stylish finishes throughout. Enjoy the private screened-in pool and covered lanai erfect for entertaining or relaxing after a day at the parks. Resort amenities include a clubhouse, fitness center, community pool, and more, making it ideal for guests and families alike.
2214 WYNDHAM PALMS WAY, KISSIMMEE, FL 34747
$699,900149 Days on yellowkey MLS ID: O6353619
Bed: 6 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2713 Built: 2002Monthly Fee: $270 Tax: $5,561 (2023)Community: Wyndham Palms Ph 3Single Family
Taxes:$5,561
Remarks: Experience refined resort-style living in this fully remodeled six-bedroom, four-bath luxury pool home located within the exclusive gated community of Windsor Resort. This exceptional residence features a new roof, modern contemporary design, high-end finishes, spacious open interiors, and brand-new premium appliances throughout. Offered fully furnished, this property provides a true turnkey opportunity. Currently operating as a successful short-term rental across multiple platforms, it offers outstanding income potential with no rental restrictions. Ideally situated just 2.5 miles from Walt Disney World and minutes from world-class dining, shopping, and entertainment. Perfect for use as a primary residence, vacation retreat, or investment property.
7637 SAND PIERRE COURT, KISSIMMEE, FL 34747
$444,90058 Days on yellowkey MLS ID: O6379571
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1557 Built: 2022Monthly Fee: $480 Tax: $8,806 (2025)Community: Four Seasons At Orlando Pb 3B & 4AVilla
Taxes:$8,806
Remarks: This is the one you’ve been waiting for! Welcome to this beautifully upgraded 2+ bedroom villa located in the sought-after Four Seasons 55+ community. Situated on a quiet cul-de-sac with a premium conservation lot, this home offers privacy and picturesque views.Featuring an open-concept layout, this villa includes two spacious bedrooms, two full bathrooms, and a versatile office/den that can easily serve as a third bedroom. The extended rear paver patio lanai provides the perfect space for outdoor living and entertaining and includes a gas grill for your convenience.Inside, you’ll find luxury vinyl flooring, crown molding, tray ceilings in the living room and primary bedroom, hurricane-impact windows, and a tankless water heater. The upgraded kitchen boasts soft-close cabinetry, stainless steel appliances, gas cooktop, custom tile backsplash, designer lighting, quartz countertops, and a center island with breakfast bar.Additional highlights include a well-appointed laundry room with built-in cabinetry and sink.Four Seasons offers exceptional resort-style living with an active lifestyle and abundant amenities, including a clubhouse, two large swimming pools with lap lane, ballroom, game room, card room, full kitchen, coffee bar lounge, fitness center, and tennis, pickleball, and bocce ball courts. Residents also enjoy access to the Mystic Dunes Golf Course and on-site restaurant.Conveniently located near Walt Disney World, major theme parks, and Margaritaville, this home offers easy access to dining, shopping, and live entertainment.Don’t miss this opportunity to enjoy luxury, comfort, and an active lifestyle in one of the area’s premier 55+ communities.
Listing is courtesy of: EPIC FLORIDA REALTY LLC (407-553-3313)
Listing Agent: Harold Olson (407-738-6600)
1440 FAIRVIEW CIRCLE, KISSIMMEE, FL 34747
$594,00023 Days on yellowkey MLS ID: O6389613
REDUCED by $1,000 (0.2%) on 04/03/2026
Bed: 4 Bath: 4.5 Gar: 1 Liv Area Sq Ft: 2296 Built: 2006Monthly Fee: $606 Tax: $9,474 (2025)Community: Reunion Ph 02 Prcl 03Single Family
Taxes:$9,474
Remarks: TRANSFERABLE REUNION MEMBERSHIP AVAILABLE! Make sure to check out the Virtual Tours and 3D Videos Come experience this beautifully updated, fully furnished 4-bedroom home located in the highly desirable Patriots Landing neighborhood of Reunion Resort. Professionally decorated with thoughtful details throughout, this property is turn-key and ready for short-term rental, a private vacation retreat, or full-time living. As you approach the home, you'll immediately notice the spacious corner lot and charming wraparound porch, perfect for enjoying the Florida lifestyle. Inside, the main floor features a large bedroom that can serve as a primary suite, making it ideal for guests or anyone who prefers to avoid stairs. The open-concept kitchen overlooks the expansive living and dining area, creating the perfect space for entertaining. The kitchen has been updated with new appliances and is designed for both style and functionality. Upstairs, you’ll find newly updated flooring throughout the second level, along with two guest bedrooms, including one featuring professionally designed beach-themed bunk beds that guests will love. The spacious primary suite is also located on the second floor and includes a private ensuite bathroom with a relaxing soaking tub and a separate large shower. Step outside through the French doors on the main level to your private pool and spa oasis, the perfect place to relax, entertain, and soak up the Florida sunshine. This home has numerous updates throughout and is a must-see in person. Reunion Resort, a prestigious 2,300-acre luxury community, offers an incredible array of amenities for every lifestyle. Residents and guests enjoy three signature golf courses designed by Arnold Palmer, Tom Watson, and Jack Nicklaus, along with the world headquarters of the Leadbetter Golf Academy, making it a true golfer’s paradise. Located just minutes from Walt Disney World and Orlando’s world-famous attractions, and within easy driving distance of Florida’s beautiful beaches, Reunion offers the perfect blend of luxury, entertainment, and relaxation. The resort also features a water park, 12 community pools, two golf pro shops, hydro-grid clay tennis courts, pickleball courts, and miniature golf. Experience the luxury resort lifestyle you’ve been searching for at this exceptional Reunion property. Schedule your private tour today—this opportunity won’t last long!
8152 SUN PALM DRIVE, KISSIMMEE, FL 34747
$384,00029 Days on yellowkey MLS ID: O6388246
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1567 Built: 2002Monthly Fee: $234 Tax: $5,581 (2025)Community: Wyndhan Palms Ph 03Single Family
Taxes:$5,581
Remarks: CHECK OUT THE VIRTUAL TOUR!!! Come see this Amazing Fully Furnished single family POOL home in the gated Windsor Palms resort community with 24 hour security. Windsor Palms is just minutes from Walt Disney World, Sea World, Universal and provides an amazing Vacation for both you and your guests. This home has a New Roof and Solar Panels installed. The Buyer to assume the Solar Loan, and still take advantage of the great electrical rates!! Carpet has been replaced with beautiful Laminate thru all the bedrooms. Centrally located close to area attractions, dining and shopping. The community facilities include on-site convenience store, large community pool with tiki bar, whirlpool spa, clubhouse with fitness room, game room, tennis, movie theater, basketball and volleyball courts and playground.
8061 VACATION AVE #108, KISSIMMEE, FL 34747
$445,000206 Days on yellowkey MLS ID: O6341564
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1029 Built: 2023Monthly Fee: $894 Tax: $2,555 (2024)Community: Sunset Walk Hotel Condo Ph 2-5Condo
Taxes:$2,555
Remarks: Welcome to 8061 Vacation Avenue, Unit #108 in Kissimmee, FL — a beautifully designed 2-bedroom, 2-bathroom condo offering 1,048 sq. ft. of comfort and style, located within Margaritaville Resort Orlando and connected to the Embassy Suites by Hilton at Sunset Walk. This fully furnished, turnkey residence offers exceptional flexibility. The community now allows long-term rentals or owner occupancy as a primary residence, providing even more versatility for buyers. In addition to the optional hotel rental program, owners may self-manage the property or hire their own property management company, giving you full control over how you choose to operate your investment. Inside, you’ll find a bright, open-concept living space, a modern kitchen with quality finishes, and a private balcony perfect for enjoying the Florida sunshine. The spacious primary suite features an en-suite bathroom and ample storage, while the secondary bedroom is ideal for guests or additional rental flexibility. Owners and guests enjoy access to Margaritaville’s impressive resort-style amenities, including lagoon-style pools, a state-of-the-art fitness center, on-site dining, shopping, live entertainment, and a clubhouse. The monthly HOA fee conveniently includes electricity, basic cable, and internet, simplifying ownership and enhancing value. Located just minutes from Walt Disney World, Disney Springs, Island H2O Water Park, and a wide variety of shopping, dining, and entertainment venues, this property offers an unbeatable location in one of Central Florida’s most sought-after destinations. Whether you're seeking a primary residence, a long-term rental, a short-term investment, or a private vacation retreat, this property offers unmatched flexibility and lifestyle appeal.
Listing is courtesy of: P & C PROPERTIES (407-233-1372)
Listing Agent: Fabian Berastegui (407-233-1372)
7934 GOLDEN POND CIR, KISSIMMEE, FL 34747
$599,00057 Days on yellowkey MLS ID: O6379733
2 Days Off yellowkey (back on 4/3/2026)
Bed: 8 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 2827 Built: 1998Monthly Fee: $54 Tax: $7,169 (2025)Community: Rolling Hills Estates Unit 1 At Formosa GardensSingle Family
Taxes:$7,169
Elementary School: Westside Elem
Remarks: Under contract-accepting backup offers. Welcome to this beautiful turn-key 8 bedroom, 6 bathroom home. This home comes fully furnished and qualifies as a SHORT-TERM RENTAL. Inside, the home has been completely remodeled. Each bedroom, the kitchen, family room, and game room are uniquely themed for a fun, immersive experience. The converted garage functions as a custom game room, featuring a full-size commercial air hockey table, slate pool table, foosball, sofa set, toys, TV, and a durable epoxy floor. The updated kitchen features stainless steel appliances, granite countertops, a stylish tile backsplash, and comes fully stocked with dishes, cookware, and small appliances. This incredible home provides equal 4/3, bed/bath accommodations downstairs and upstairs, along with two living areas including a formal front living room and a comfortable family room set towards the rear. The laundry room is equipped with a washer and dryer, plus an additional dryer in the converted garage. Flooring includes travertine downstairs and newly installed vinyl plank upstairs, creating both elegance and durability. The roof was installed in 2017, water heater 2022, pool heater 2021, and pool salt cell 2024. Throughout the home, you'll find WiFi keyless entry, plantation shutters, crown molding, modern lighting, and ceiling fans. Every bedroom is stocked with backup sheets and comforters, and all mattresses and pillows are protected with high-quality covers for added comfort and cleanliness. This exceptional property sits on a spacious .287-acre cul-de-sac lot and is designed for both relaxation and entertainment. The highlight is the massive 20' x 40' screen enclosed private pool paired with an oversized spa. Surrounding the pool, you'll find a generous patio with two dining tables, five lounge chairs for sunbathing, and a covered lanai complete with a TV and refrigerator. The pool has been resurfaced with elegant Pebble Tec finishing, while the patio was recently repainted for a fresh look. Step outside the screen enclosure to enjoy a covered grilling area with picnic table, outdoor ping pong table, cornhole set, and a huge Little Tikes playground all set on low-maintenance artificial turf. The backyard is fully private, enclosed by fencing, hedges, and a rear brick wall, with a charming wrought-iron section offering a picturesque pond and fountain view. Conveniently located in close proximity to I-4 and SR 429, this home is 5-10 minutes from world-class dining, shopping, theme parks, mini golf and Sunset Walk at Margaritaville (bars, shops, movie theater, water park). It is one of the closest communities to Disney. With over $50K in upgrades and an unbeatable location, don't miss this rare opportunity to be the next owner of this immaculate home!
Listing is courtesy of: KELLY PRICE & COMPANY LLC (407-645-4321)
Listing Agent: Nicholas Giovanetti (321-239-7622)
1028 KAREN RIDGE CT, KISSIMMEE, FL 34747
$332,00026 Days on yellowkey MLS ID: O6388689
3 Days Off yellowkey (back on 3/20/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1604 Built: 1991Monthly Fee: $6 Tax: $4,618 (2025)Community: Indian Ridge Unit 04Single Family
Taxes:$4,618
High School: Poinciana High School
Middle School: Celebration K-8
Remarks: Under contract-accepting backup offers. Welcome to 1028 Karen Ridge Ct, a 3-bedroom, 2-bathroom single-story pool home situated on a quiet cul-de-sac in the Indian Ridge community of west Kissimmee. Set on approximately 0.26 acres with open green space behind, this concrete block and stucco home offers 1,604 heated square feet of thoughtfully laid-out living space with a screened in-ground pool, in-ground spa, and pool deck — all built in 1991 and updated with a NEW ROOF (2023) and NEW WATER HEATER (2024). As you arrive at the covered front porch and step through the front door, you are greeted by a clean, light-filled foyer with decorative wall accents that set a welcoming tone for the rest of the home. A few steps in, vaulted ceilings open up above the main living room, where wood-look flooring, a modern ceiling fan, and a wall-mounted television setup create an immediately comfortable gathering space. Natural light pours in from the rear, drawing your eye directly to the sliding glass doors and the screen-enclosed pool visible beyond. The dining area sits adjacent to the living room in an open arrangement, and from here a decorative arched pass-through leads into the eat-in kitchen. The kitchen features white cabinetry, generous counter space, a stainless steel refrigerator, tile backsplash, and a pendant chandelier above the casual dining area — a space that functions equally well for everyday meals or entertaining. A door off the kitchen leads to the dedicated interior laundry room, keeping that function neatly separated from the main living areas. The split-bedroom floor plan places the primary suite privately on one side of the home. The primary bedroom offers wood-look flooring, a window with a direct view of the screened pool area, and access to the ensuite bathroom, which includes a dual-sink vanity with cabinetry, a walk-in glass-enclosed shower with tile surround, and a separate water closet door for added privacy. A walk-in closet is also accessible from the primary suite hallway. On the opposite side of the home, two additional bedrooms share a full bathroom that features a tub and shower combination, a large round wall mirror, a modern light fixture, and a window for natural ventilation — a clean, updated space well-suited for guests or household members. Step outside through the sliding glass doors and the screened lanai extends the living space immediately. The in-ground pool and in-ground spa are positioned on an ample concrete pool deck with room for seating, and the full screen enclosure keeps the space usable year-round. The backyard beyond the screen looks out onto open green space, providing an added sense of privacy and depth. Additional features include ceiling fans throughout, an attached 2-car finished garage (462 sf), covered front porch, public water, septic system, and community amenities through the Indian Ridge HOA including a neighborhood pool, playground, tennis and basketball courts, and sidewalks. Located minutes from US-192, major shopping, dining, and Central Florida attractions. Schedule a private showing to walk the home in person.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Simi Lakhani (407-408-7393)
7978 MAGNOLIA BEND CT, KISSIMMEE, FL 34747
$540,00045 Days on yellowkey MLS ID: O6383258
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2857 Built: 1999Monthly Fee: $54 Tax: $7,089 (2025)Community: Rolling Hills Estates Unit 2 At Formosa GardensSingle Family
Taxes:$7,089
Remarks: Luxury pool home less than 10 miles from Walt Disney World. Make this your new fulltime residence, or earn money on short-term vacation rentals. Top features include a heated pool and spa for year-round enjoyment, private water and conservation view from the pool deck/lanai, 4 full bathrooms with convenient bathroom access from the pool deck, single-story construction, all tile floors, modern open floor plan and split bedroom plan, and low HOA fee. Located within the high-demand Disney "Golden Triangle" resort area, this home is less than 15 minutes door-to-door to the Magic Kingdom and convenient to the extensive amenities right outside the Disney resort without the high resort fees at other properties. Five bedrooms and four bathrooms easily accommodate 10 people. The home works as a vacation rental or as a fulltime residence within easy reach of tens of thousands of Disney and tourism jobs.
Listing Agent: Barbara Liston (407-739-7182)
2637 SUNRISE SHORES DR, KISSIMMEE, FL 34747
$485,00057 Days on yellowkey MLS ID: O6374492
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 1804 Built: 2017Monthly Fee: $525 Tax: $4,945 (2025)Community: Summerville ResortTownhouse
Taxes:$4,945
Remarks: Prime POOL-FRONT Townhome... Turnkey, Fully Furnished 4-bedroom, 4.5-bath vacation home in the heart of Summerville Resort, perfectly positioned directly in front of the resort pool with serene pool views & next to the clubhouse and fitness center, an ideal setup for top-rated guest reviews and strong rental demand. This beautifully decorated residence features a spacious open-concept floor plan, seamlessly blending the kitchen, dining, and living areas—perfect for entertaining vacation guests or enjoying time with family. The kitchen is outfitted with modern appliances and stylish finishes throughout. Every detail has been thoughtfully curated, making this home move-in or rental ready. Enjoy Florida living at its best with a private patio, ideal for relaxing evenings and grilling out. Located minutes from theme parks, world-class attractions, shopping, and dining, this property offers exceptional convenience for owners and guests alike. Whether you’re seeking a high-performing short-term rental, long-term investment, or a personal vacation retreat, this pool-front townhome delivers location, lifestyle, and income potential. Opportunities like this are rare so schedule your private showing today.
Listing Agent: Donna Calhoun (407-329-6253)
8986 SHINE DR, KISSIMMEE, FL 34747
$315,00063 Days on yellowkey MLS ID: O6377697
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1300 Built: 2017Monthly Fee: $464 Tax: $3,973 (2025)Community: West Lucaya VillageTownhouse
Taxes:$3,973
Remarks: Turnkey and fully furnished short-term rental offering immediate income potential. This move-in-ready investment property features brand-new furniture, new luxury vinyl plank flooring throughout, and new appliances, delivering a modern, low-maintenance living experience. The open-concept floor plan is ideal for vacation rental use, maximizing space, comfort, and functionality for guests. The kitchen is thoughtfully designed with ample cabinetry and counter space, enhanced by a new garbage disposal and updated finishes. Spacious bedrooms and well-appointed bathrooms provide comfort and privacy, making this home ideal for Airbnb, VRBO, or short-term rental income. Conveniently located near the community pool, the home offers added appeal for guests seeking resort-style amenities just steps away. The community features an impressive clubhouse with a fitness room, business center, convenience store, and playroom with flat-screen TVs and games, along with a resort-style community pool and spa. HOA dues include exterior maintenance, landscaping, internet, and cable TV, creating a truly low-maintenance ownership experience. Just minutes from Walt Disney World, major theme parks, shopping, dining, and entertainment, this property offers exceptional vacation rental appeal in Kissimmee, Florida, one of Central Florida’s most desirable short-term rental markets.
Listing Agent: Christine Silva (315-420-2964)
7739 TEASCONE BLVD, KISSIMMEE, FL 34747
$559,000175 Days on yellowkey MLS ID: O6350201
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 1878 Built: 2006Monthly Fee: $171 Tax: $5,694 (2024)Community: Windsor Hills Ph 5Single Family
Taxes:$5,694
Remarks: LOCATION! LOCATION! Turnkey 4-Bed, 4-Bath Home in Windsor Hills Resort – Minutes from Disney! Step into this fully furnished, move-in ready home featuring 1,878 sq ft of open-concept living space. The spacious layout flows seamlessly from the bright living areas to a private screened-in pool and spa—perfect for relaxing or entertaining. The chef’s kitchen, plush bedrooms, and tile flooring throughout common areas provide both comfort and style. Recent upgrade includes new water heater (2025), and the roof will be replaced with an accepted offer, giving you peace of mind for years to come. Enjoy resort-style amenities just steps from your door: a clubhouse with movie theater, fitness center, sundry shop, and arcade game room; a water park with zero-entry pool, slides, and hot tub; plus, tennis, basketball, volleyball courts, putting green, and a playground. Whether you’re looking for a vacation home, short-term rental, or full-time residence, this property combines luxury, convenience, and value in one of Kissimmee’s most desirable communities. Schedule your private tour today!
Listing Agent: Valeria De Alvarenga Godofredo (689-276-3391)
2968 CARIBBEAN SOUL DR, KISSIMMEE, FL 34747
$349,000178 Days on yellowkey MLS ID: O6350476
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1394 Built: 2022Monthly Fee: $486 Tax: $7,689 (2023)Community: Rolling Oaks Ph 7Townhouse
Taxes:$7,689
Middle School: Kissimmee Middle
Remarks: Live the vacation lifestyle every day or capitalize on one of Central Florida’s strongest short-term rental markets. Welcome to 2968 Caribbean Soul Dr, a fully furnished, turn-key townhome in the world-famous Margaritaville Resort Orlando—just minutes from Disney. This updated 2-bedroom, 2.5-bath retreat with a bonus loft delivers the perfect blend of luxury, comfort, and income potential. Step inside to an airy open layout with designer finishes, ceramic tile throughout, a modern kitchen with pantry, and a private primary suite featuring a walk-in closet and spa-inspired bath. Every detail is crafted to give guests the resort experience they expect—making this home Airbnb & VRBO ready from day one. Outside your door, enjoy access to unmatched amenities: multiple lagoon-style pools, a full fitness center, world-class restaurants and bars, shopping, entertainment, trolley service, walking/biking trails, and 24/7 gated security. HOA includes exterior maintenance, cable, internet, and resort amenities for a true low-maintenance lifestyle. Whether you’re searching for a vacation home near Disney, a high-performing short-term rental investment, or a stylish low-maintenance residence, this property delivers it all. Back on the market and ready for immediate occupancy or rental activation. Come see why Margaritaville remains one of Orlando’s top resort communities. ? Zoned for short-term rentals—Airbnb & VRBO friendly ? Ideal for primary residence, vacation retreat, or investment property ? Move-in ready—just bring your suitcase! Schedule your private showing today!
Listing Agent: Codie Eldery (407-881-3882)
1995 MAJORCA DR, KISSIMMEE, FL 34747
$419,000232 Days on yellowkey MLS ID: O6335963
Bed: 5 Bath: 4.5 Gar: 1 Liv Area Sq Ft: 2263 Built: 2016Monthly Fee: $531 Tax: $8,075 (2024)Community: Windsor At Westside Ph 1Townhouse
Taxes:$8,075
Remarks: Fully Furnished Turnkey Vacation Rental! This 5-bedroom, 4.5-bathroom vacation retreat is built for both relaxation and revenue—comfortably accommodating up to 16 guests and ready for immediate enjoyment or income potential! Ideally located just minutes from major theme parks, this property blends modern luxury with fun-filled amenities. On the main floor, you'll find a private king bedroom and full bathroom—perfect for multi-generational stays. The open-concept heart of the home features a stylish kitchen with granite countertops, stainless steel appliances, and a large island, flowing seamlessly into a bright, airy living room with views of the private heated pool. Step outside to a covered lanai and convenient outdoor half bath—ideal for entertaining. Upstairs, a spacious loft adds bonus living space, alongside four additional bedrooms and three full bathrooms. Two themed rooms—Frozen and Star Wars—feature custom murals and LED lighting, offering a magical experience for younger guests. Recent upgrades include fresh interior paint, a Nest thermostat, digital door locks, new lighting, plush carpeting, and high-end washer/dryer units. The detached garage provides flexible space for parking, storage, or a future game room or theater conversion. The HOA covers cable, internet, trash, lawn care, and access to resort-style amenities including a clubhouse, arcade,
Listing Agent: Scott Cohara (407-398-9554)
8849 RHODES ST, KISSIMMEE, FL 34747
$660,000261 Days on yellowkey MLS ID: O6327522
Bed: 8 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4041 Built: 2015Monthly Fee: $563 Tax: $11,592 (2024)Community: Windsor At Westside Ph 1Single Family
Taxes:$11,592
Remarks: A phenomenal vacation rental investment opportunity with great income potential! Discover this prime lot in the vibrant Windsor at Westside, perfectly nestled across from the clubhouse with stunning lake view. This impeccably maintained vacation home is fully furnished with upgraded furniture, including three lavish primary suites and fun themed bedrooms, perfect for large vacation groups. The home boasts newly upgraded luxury vinyl flooring in all bedrooms (NO carpet), sleek granite counter tops in the kitchen and bathrooms, premium stainless steel appliances, and stylish tiles. Dive into relaxation with a private screened pool, paver deck, and covered lanai, backing to a natural pond and conservation area. Energy-smart features like two high-efficiency AC units, LOW-E dual-pane windows, and modern appliances keep it eco-friendly and cost-effective. This guard-gated community dazzles with a 10,000-square-foot resort-style clubhouse with arcade game room, a sparkling heated pool and spa, a meandering lazy river, a thrilling mini water park, a cutting-edge fitness center, a lively tiki bar, and all sorts of sports fields. Landscaping, internet, cable, and daily valet garbage collection are included in the HOA fee. Just minutes from Walt Disney World, premier golf courses, vibrant shopping, the airport, and major attractions, this is your chance to own a slice of paradise for investment or 2nd home! Schedule your exclusive private tour today!
Listing Agent: Sherry Wang (484-744-4586)
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