Short Term Rental - Kissimmee, FL Real Estate & homes for sale & real estate

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ABOUT THIS HOME
Short Term Rental - Short Term Rental - Kissimmee, FL Real Estate & Homes for Sale
Welcome to this stunning 6-bedroom, 4.5-bathroom pool home located in the sought-after Windsor at Westside Resort. Fully furnished and move-in ready, this home offers a luxurious and comfortable retreat for vacationers or permanent residents alike. As you arrive, you'll be greeted by mature landscaping, a brick-paver driveway, and impressive curb appeal. Inside, the home features a spacious open floor plan with a modern kitchen boasting cappuccino cabinets, granite countertops, stainless steel appliances, and ample counter space. The downstairs primary suite offers a peaceful escape with a large walk-in closet and a luxurious bathroom complete with a garden tub, walk-in glass shower, dual v

$549,000

6 beds4.5 baths3,142 sq ft

1817 Nice Ct, Kissimmee, FL 34747

Brick-paver driveway • Mature landscaping • Modern kitchen

3D WALKTHROUGH

ABOUT THIS HOME
Short Term Rental - Short Term Rental - Kissimmee, FL Real Estate & Homes for Sale
Beautiful nearly new, 3 Bedroom / 2 Bathroom home located on a quiet street in the resort-style community of Reunion Village. This short-term rental approved property features an open-concept layout, modern kitchen with center island, quartz countertops, and stainless steel appliances. The specious primary suite includes a walk-in closet and double vanity bathroom. Enjoy access to incredible amenities including a water park, resort-style pools, playgrounds, sport courts, fitness center, and multiple on-site restaurants. Property is located minutes away from major highways such as I4, Disney, shopping, and dining. Perfect as a primary home, vacation retreat, or income-producing rental!

$409,900

3 beds2 baths1,570 sq ft

7848 Somersworth Dr, Kissimmee, FL 34747

Quartz countertops • Walk in closet • Modern kitchen

ABOUT THIS HOME
Short Term Rental - Short Term Rental - Kissimmee, FL Real Estate & Homes for Sale
Welcome to your dream vacation home or investment property, just 8 minutes away from Disney! Built in 2020 and located in the highly sought-after gated resort community of Encore Club at Reunion, this stunning 4-bedroom, 3-bathroom home comes FULLY FURNISHED and is ready to impress. Step inside to a spacious open-concept layout featuring granite countertops throughout, ceramic tile flooring on the first floor, and a LARGE BONUS ROOM complete with a media center and games area — perfect for entertaining. THE INTERIOR WAS FRESHLY PAINTED IN JANUARY 2025, and the home features two luxurious king suites and a bright, expansive living and dining area with sliding glass doors that lead to a

$590,000

4 beds3 baths2,363 sq ft

408 Southfield St, Kissimmee, FL 34747

Private pool • Games area • Media center

ABOUT THIS HOME
Short Term Rental - Short Term Rental - Kissimmee, FL Real Estate & Homes for Sale
Stunning Lakefront Home in Windsor at Westside – A True Turnkey Vacation Rental Opportunity! Welcome to 1639 Lima Ave, located in the highly sought-after Windsor at Westside community! This exceptional 8-bedroom, 6-bathroom home is perfectly situated on one of the best lots in the neighborhood, offering breathtaking views of the serene lake. Whether you’re seeking a luxurious vacation home or an investment property, this home provides the ultimate opportunity with short-term rentals allowed! This beautifully professionally furnished home is move-in ready, ideal for the short-term rental market. The spacious interior boasts elegant granite countertops in the kitchen and bat

$750,000

8 beds6 baths4,041 sq ft

1639 Lima Ave W, Kissimmee, FL 34747

Community amenities • Covered lanai • Paver deck

ABOUT THIS HOME
Short Term Rental - Short Term Rental - Kissimmee, FL Real Estate & Homes for Sale
Experience the ultimate blend of comfort, luxury, and income potential with this stunning 9-bedroom, 6-bathroom home in the highly sought-after Solara Resort. This POOL HOME with HOA that includes INTERNET/CABLE, LANDSCAPING, RESORT STYLE COMMUNITY. It was designed as a premier short-term rental, this beautifully customized property boasts themed bedrooms, stylish décor, and great occupancy rates—making it an exceptional investment opportunity. Step inside to a bright and spacious layout, where soaring ceilings and oversized windows fill the home with natural light. The open-concept floor plan creates the perfect space for entertaining, seamlessly connecting the living room, di

$788,000

9 beds6.5 baths4,363 sq ft

1790 Sawyer Palm Pl, Kissimmee, FL 34747

Hoa includes cable • Pool home • Granite countertops

Property at 2924 Protagonist St, Kissimmee, FL 34746, 5 beds, 5 baths

$695,000

5 beds5 baths2,996 sq ft

2924 Protagonist St, Kissimmee, FL 34746

Property at 2749 N Poinciana Blvd #15, Kissimmee, FL 34746, 3 beds, 2 baths

$215,000

3 beds2 baths1,287 sq ft

2749 N Poinciana Blvd #15, Kissimmee, FL 34746

Property at 7616 Brookhurst Ln, Kissimmee, FL 34747, 11 beds, 11.5 baths

$1,147,900

11 beds11.5 baths5,496 sq ft

7616 Brookhurst Ln, Kissimmee, FL 34747

Property at 3120 Brasilia Ave, Kissimmee, FL 34747, 4 beds, 4.5 baths

$455,000

4 beds4.5 baths2,396 sq ft

3120 Brasilia Ave, Kissimmee, FL 34747

Property at 2432 Tangier Dr, Kissimmee, FL 34747, 5 beds, 4.5 baths

$423,000

5 beds4.5 baths2,263 sq ft

2432 Tangier Dr, Kissimmee, FL 34747

Property at 7567 Brooklyn Dr, Kissimmee, FL 34747, 4 beds, 5.5 baths

$583,900

4 beds5.5 baths2,356 sq ft

7567 Brooklyn Dr, Kissimmee, FL 34747

Property at 540 Sticks St, Davenport, FL 33896, 5 beds, 5.5 baths

$669,000

5 beds5.5 baths3,081 sq ft

540 Sticks St, Davenport, FL 33896

Property at 2004 Fleming Mist Pl, Kissimmee, FL 34747, 6 beds, 4.5 baths

$679,000

6 beds4.5 baths2,987 sq ft

2004 Fleming Mist Pl, Kissimmee, FL 34747

Property at 2207 Antigua Pl #736, Kissimmee, FL 34741, 1 bed, 1 bath

$169,900

1 bed1 bath530 sq ft

2207 Antigua Pl #736, Kissimmee, FL 34741

Property at 4747 Ormond Beach Way, Kissimmee, FL 34746, 4 beds, 3 baths

$370,000

4 beds3 baths1,636 sq ft

4747 Ormond Beach Way, Kissimmee, FL 34746

Property at 1788 Lima Ave, Kissimmee, FL 34747, 6 beds, 4.5 baths

$629,900

6 beds4.5 baths3,142 sq ft

1788 Lima Ave, Kissimmee, FL 34747

Property at 5009 Laguna Bay Cir #41, Kissimmee, FL 34746, 3 beds, 2 baths

$239,900

3 beds2 baths1,220 sq ft

5009 Laguna Bay Cir #41, Kissimmee, FL 34746

Property at 1097 Castle Pines Ct, Reunion, FL 34747, 5 beds, 4 baths

$975,000

5 beds4 baths3,273 sq ft

1097 Castle Pines Ct, Reunion, FL 34747

Property at 3133 Yellow Lantana Ln, Kissimmee, FL 34747, 3 beds, 2.5 baths

$309,500

3 beds2.5 baths1,295 sq ft

3133 Yellow Lantana Ln, Kissimmee, FL 34747

Property at 5367 W Irlo Bronson Memorial Hwy Unit 4-111, Kissimmee, FL 34746, 1 bed, 1 bath

$69,900

1 bed1 bath231 sq ft

5367 W Irlo Bronson Memorial Hwy Unit 4-111, Kissimmee, FL 34746

Property at 5006 Laguna Bay Cir #58, Kissimmee, FL 34746, 2 beds, 2 baths

$207,000

2 beds2 baths1,066 sq ft

5006 Laguna Bay Cir #58, Kissimmee, FL 34746

Property at 8622 LA Isla Dr, Kissimmee, FL 34747, 6 beds, 4.5 baths

$559,000

6 beds4.5 baths2,881 sq ft

8622 LA Isla Dr, Kissimmee, FL 34747

Property at 1546 Carey Palm Cir, Kissimmee, FL 34747, 5 beds, 4.5 baths

$489,000

5 beds4.5 baths2,294 sq ft

1546 Carey Palm Cir, Kissimmee, FL 34747

Property at 2626 Calistoga Ave, Kissimmee, FL 34741, 10 beds, 8 baths

$850,000

10 beds8 baths4,275 sq ft

2626 Calistoga Ave, Kissimmee, FL 34741

Property at 1781 Sawyer Palm Pl, Kissimmee, FL 34747, 5 beds, 5.5 baths

$560,000

5 beds5.5 baths3,213 sq ft

1781 Sawyer Palm Pl, Kissimmee, FL 34747

Property at 1112 S Beach Cir, Kissimmee, FL 34746, 3 beds, 2.5 baths

$300,000

3 beds2.5 baths1,468 sq ft

1112 S Beach Cir, Kissimmee, FL 34746

Property at 8928 Cabot Cliffs Dr, Davenport, FL 33896, 6 beds, 5 baths

$630,000

6 beds5 baths3,291 sq ft

8928 Cabot Cliffs Dr, Davenport, FL 33896

Property at 2972 Caribbean Soul Dr, Kissimmee, FL 34747, 4 beds, 3 baths

$480,000

4 beds3 baths1,719 sq ft

2972 Caribbean Soul Dr, Kissimmee, FL 34747

Property at 4285 Quote St, Kissimmee, FL 34746, 4 beds, 3 baths

$459,950

4 beds3 baths1,914 sq ft

4285 Quote St, Kissimmee, FL 34746

Property at 2821 Almaton Loop #301, Kissimmee, FL 34747, 3 beds, 2 baths

$385,000

3 beds2 baths1,246 sq ft

2821 Almaton Loop #301, Kissimmee, FL 34747

Property at 8923 Cuban Palm Rd, Kissimmee, FL 34747, 5 beds, 5 baths

$495,990

5 beds5 baths3,015 sq ft

8923 Cuban Palm Rd, Kissimmee, FL 34747

Property at 111 Pompano Beach Dr, Kissimmee, FL 34746, 4 beds, 3 baths

$369,900

4 beds3 baths1,636 sq ft

111 Pompano Beach Dr, Kissimmee, FL 34746

Property at 2746 Bookmark Dr, Kissimmee, FL 34746, 5 beds, 5 baths

$677,000

5 beds5 baths3,292 sq ft

2746 Bookmark Dr, Kissimmee, FL 34746

Property at 2263 Wyndham Palms Way, Kissimmee, FL 34747, 4 beds, 3 baths

$490,000

4 beds3 baths1,834 sq ft

2263 Wyndham Palms Way, Kissimmee, FL 34747

Property at 5372 Diplomat Ct #108, Kissimmee, FL 34746, 4 beds, 3 baths

$349,500

4 beds3 baths1,694 sq ft

5372 Diplomat Ct #108, Kissimmee, FL 34746

Property at 4715 Flagler Beach Way, Kissimmee, FL 34746, 3 beds, 2.5 baths

$309,000

3 beds2.5 baths1,286 sq ft

4715 Flagler Beach Way, Kissimmee, FL 34746

Property at 2711 Oakwater Dr #116, Kissimmee, FL 34747, 3 beds, 2 baths

$309,999

3 beds2 baths1,255 sq ft

2711 Oakwater Dr #116, Kissimmee, FL 34747

Property at 5367 W Irlo Bronson Memorial Hwy Unit 4-100, Kissimmee, FL 34746, 1 bed, 1 bath

$69,900

1 bed1 bath231 sq ft

5367 W Irlo Bronson Memorial Hwy Unit 4-100, Kissimmee, FL 34746

Property at 4552 Ada Ln, Kissimmee, FL 34746, 3 beds, 2.5 baths

$310,000

3 beds2.5 baths1,295 sq ft

4552 Ada Ln, Kissimmee, FL 34746

Property at 2616 Calistoga Ave, Kissimmee, FL 34741, 8 beds, 5 baths

$839,900

8 beds5 baths3,248 sq ft

2616 Calistoga Ave, Kissimmee, FL 34741

Property at 2050 Rome Dr, Kissimmee, FL 34747, 4 beds, 3.5 baths

$414,500

4 beds3.5 baths2,102 sq ft

2050 Rome Dr, Kissimmee, FL 34747

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Based on information submitted to the MLS GRID as of Wed Dec 31 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Short Term Rental - Kissimmee Homes for Sale

There are currently 790 homes for sale matching short term rental in Kissimmee at a median listing price of $345K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Kissimmee stay on the market for 101 days and receive 2 offers. Popular neighborhoods include Terra Verde, West Kissimmee, Venetian Bay, Kissimmee Bay, and Flora Ridge. This map is refreshed with the newest listings matching short term rental in Kissimmee every 15 minutes.

In the past month, 62 homes have been sold in Kissimmee. In addition to houses in Kissimmee, there were also 119 condos, 260 townhouses, and 1 multi-family unit for sale in Kissimmee last month. Kissimmee is a minimally walkable city in Florida with a Walk Score of 30. Kissimmee is home to approximately 58,992 people and 19,643 jobs. Find your dream home in Kissimmee using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Kissimmee are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Kissimmee. Our Kissimmee real estate stats and trends will give you more information about home buying and selling trends in Kissimmee. If you're looking to sell your home in the Kissimmee area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Kissimmee with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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Short Term Rental - Kissimmee, FL Real Estate & homes for sale & real estate

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