Properties For Sale in Kissimmee

Turnkey 8-bedroom, 6-bath fully furnished pool home located in the highly desirable Windsor at Westside Resort. This well-maintained property offers over 4,000 sq ft of living space with a functional and spacious layout ideal for short-term rental use. The home features an open-concept main floor...

Virtually Staged. Welcome to 2049 Rock Maple Bend, located in the desirable Storey Creek community of Kissimmee. This impressive Exbury Executive model by Landsea Homes offers 3,802 square feet of living space with 5 bedrooms, 3.5 bathrooms, and a 3-car garage, combining generous living space wit...

Beautiful single-story pool home situated on more than half an acre in the peaceful, tree-lined neighborhood of Rustic Acres, conveniently located near the vibrant Lake Nona area. Step through the impressive double front doors into a bright, open interior featuring soaring 10-foot ceilings and ov...

Prepare to be wowed by 341 Pendant Ct, an absolute showstopper and turnkey vacation powerhouse located in the prestigious, gated community of Encore at Reunion! This fully furnished, high-capacity 8-bedroom, 7-bathroom retreat is engineered for non-stop fun and maximum rental returns. Step throug...

Prepare to be wowed by 341 Pendant Ct, an absolute showstopper and turnkey vacation powerhouse located in the prestigious, gated community of Encore at Reunion! This fully furnished, high-capacity 8-bedroom, 7-bathroom retreat is engineered for non-stop fun and maximum rental returns. Step throug...

Welcome to one of the largest homes on one of the most desirable lots in Windsor at Westside Resort! This impressive, fully furnished and equipped vacation home offers an exceptional location, just steps from the clubhouse and resort amenities, with beautiful water views and a private pool deck o...

Welcome to 7765 Tosteth Street, a beautifully appointed vacation home in the heart of Windsor Hills Resort — Orlando's premier gated short-term rental community, just minutes from Walt Disney World. This spacious 6-bedroom, 4-bathroom pool home offers 2,812 sq ft of thoughtfully designed living s...

The largest home on one of the best lots in entire Windsor at Westside resort. This fully furnished/equipped home with private pool deck, is just stone throw away from fabulous clubhouse and resort amenities. Brand new Duralux water proof flooring throughout second floor and ground floor bedrooms...

Imagine pulling into a community where every day feels like you're on vacation. Located in the 24/7 guard-gated community of Windsor at Westside, this sprawling 8-bedroom, 6-bathroom home spans over 4,000 square feet of space designed for bringing loved ones together. Best of all, it comes fully ...

Imagine pulling into a community where every day feels like you're on vacation. Located in the 24/7 guard-gated community of Windsor at Westside, this sprawling 8-bedroom, 6-bathroom home spans over 4,000 square feet of space designed for bringing loved ones together. Best of all, it comes fully ...

Step into this beautiful model home in the gated Tapestry community, loaded with designer upgrades: 8-foot doors, soaring ceilings, and an open layout filled with natural light. Rarely available floor plan with four bedrooms on the main level, including two primary suites and a guest bedroom with...

Love boating, fishing, golf, and breathtaking Florida sunsets? Welcome home! Nestled on a quiet cul-de-sac in the highly sought-after The Oaks Golf Club community, this beautifully maintained 5-bedroom, 3-bathroom home offers the ultimate Central Florida lifestyle. Enjoy a screened, heated pool, ...

BEAUTIFUL AND REFRESHING 5 BEDROOM AND 5 BATHROOM SINGLE LUXURY HOUSE LOCATED IN THE HIGHLY SOUGHT-AFTER SONOMA RESORT WITH A DESIRABLE SHORT TERM RENTAL OPPORTUNITY. EVERY ROOM IS FULLY FURNISHED AND BEAUFULLY DECORATED BY A PROFESSIONAL. DESIGNED FOR BOTH COMFORT AND FUNCTIONALITY, THIS SPACIO...

Fully Furnished 6 bedrooms, 5 bathrooms, 1 car garage, professionally decorated in Cove Resort at beautiful Storey Lake Resort. Enjoy expansive living areas, high ceiling with crown molding, and private screened pool with spa and lounge. Ideally located near the exclusive clubhouse offering res...

Fully Furnished 6 bedrooms, 5 bathrooms, 1 car garage, professionally decorated in Cove Resort at beautiful Storey Lake Resort. Enjoy expansive living areas, high ceiling with crown molding, and private screened pool with spa and lounge. Ideally located near the exclusive clubhouse offering res...

Experience the Margaritaville lifestyle in the heart of Kissimmee, Florida, just minutes from Walt Disney World and Central Florida’s top attractions. This spacious 5 bedroom, 5.5 bathroom cottage is located in a premier vacation home community known for its unmatched amenities and vibrant atmosp...

Welcome to this spacious 9-bedroom, 6-bath pool home located in the sought-after Windsor at Westside Resort community of Kissimmee! Offering approximately 4,391 square feet of living space, this impressive two-story home has been recently refreshed with new carpeting and fresh interior and exteri...

Welcome to your dream Florida retreat in the sought-after Encore at Reunion Resort! This grand and luxurious pool home delivers the ultimate WOW factor, offering 8 bedrooms, 7 bathrooms, and over 3,400 square feet of thoughtfully designed living space perfect for entertaining, vacationing, or gen...

AMAZING OPPORTUNITY to own your own private slice of country paradise while remaining just minutes from shopping, dining, major roadways, and everyday conveniences! This exceptional nearly 5-acre property offers the perfect blend of peaceful rural living and modern accessibility. Whether you're ...

Under contract-accepting backup offers. Welcome to this exceptional home in Solara Resort. This is a rare opportunity! Although located in one of Orlando’s most sought-after short-term rental communities, this home has never been used as a vacation rental. It has had only one owner and has been e...

Experience refined Florida living at its finest in this beautifully appointed residence nestled within a desirable Kissimmee community. Showcasing a thoughtfully designed open-concept floor plan, the home is filled with abundant natural light and elevated by elegant modern finishes throughout. Th...

Lucky 7 !! This well-maintained 5 bedroom, 5 bath home in the 5-Star Windsor Hills Resort offers buyers a rare opportunity to acquire a proven, income-producing short-term rental just minutes from Walt Disney World—one of the strongest and most reliable vacation-rental corridors in the United Sta...

Step into your next high-performing investment at 1633 Nassau Point Trail! This breathtaking, fully furnished 7-bedroom, 6.5-bathroom retreat in the premier gated Solara Resort is a proven revenue generator built for ultimate guest satisfaction. Perfectly positioned just steps from the clubhouse ...

Step into your next high-performing investment at 1633 Nassau Point Trail! This breathtaking, fully furnished 7-bedroom, 6.5-bathroom retreat in the premier gated Solara Resort is a proven revenue generator built for ultimate guest satisfaction. Perfectly positioned just steps from the clubhouse ...