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
Amazing location and contemporary architecture! For the first time on the market by its original owners, this residence is exceptionally well maintained, as it has been used exclusively as a family vacation home and has never been rented short term. Beautiful and spacious with an open floor plan, this home offers four bedrooms and four baths, and it’s strategically in the gated community of Magic Village Yards. This turnkey home features an open floor plan with high ceilings, a gourmet kitchen with an oversized island and breakfast nook, and a first floor and another on the second floor, primary bedroom suite. Three additional en-suite bedrooms are upstairs, offering comfort and priva

$460,000

4 beds4.5 baths2,396 sq ft

3151 Brasilia Ave, Kissimmee, FL 34747

Gated community • Gourmet kitchen • Corner unit

ABOUT THIS HOME
Short Term Rental - Short Term Rental - Kissimmee, FL Real Estate & Homes for Sale
(some are still old photos with carpet showing). Discover this stunning 8-bedroom, 6-bathroom luxury home located in the highly sought-after Windsor at Westside Resort, just 15 minutes from Walt Disney World! This property sits on one of the most desirable lots in the community —just a one-minute walk to the magnificent clubhouse in Phase I. This turn-key, fully furnished vacation home is ready for short-term rental or personal use. It has been professionally decorated and can comfortably host up to 22 guests — an ideal choice for families, groups, and high-performing investors. Property Highlights: • Spacious 8 bedrooms and 6 full bathrooms • Beautiful lake views in

$715,000

8 beds6 baths4,041 sq ft

2133 Malta Ter, Kissimmee, FL 34747

Lake views • Heated pool and spa • 7,405 sq ft lot

ABOUT THIS HOME
Short Term Rental - Short Term Rental - Kissimmee, FL Real Estate & Homes for Sale
Welcome to your slice of paradise in the highly coveted Tuscana Resort! This gorgeous 3-bedroom, 2-bath condo combines luxury, flexibility, and location in one unbeatable package. Just minutes from Orlando’s legendary theme parks, it’s perfectly positioned for unforgettable vacations, effortless day-to-day living, or lucrative long-term and short-term rental opportunities. Step inside to discover a bright and inviting open floor plan, a modern kitchen designed for effortless entertaining, and abundant natural light that fills every corner of the home. The private balcony offers the perfect spot to unwind with your morning coffee or evening cocktail. Outside, the resort-style ame

$224,900

3 beds2 baths1,244 sq ft

1370 Tuscan Ter #2101, Davenport, FL 33896

Gated community • Private balcony • New airconditioner

ABOUT THIS HOME
Short Term Rental - Short Term Rental - Kissimmee, FL Real Estate & Homes for Sale
Stunning 10bedroom, 10 bath luxury home in Reunion West just minutes from Disney! Step inside this residence at 220 Clawson Way and discover 4,707 sq ft of beautifully designed living space, offered fully furnished and move-in ready. With upgraded finishes throughout, a sleek modern kitchen, spacious gathering areas, and a private resort-style pool and spa, this property is perfect for both family enjoyment and high-income short-term rental opportunities. Located directly across from the Encore Club’s world class amenities, including a waterpark, clubhouse, fitness center, and dining this home combines lifestyle and investment value in one. Whether you’re looking for a full-time

$930,000

10 beds10 baths4,707 sq ft

220 Clawson Way, Kissimmee, FL 34747

Fitness center • Modern kitchen • 9,148 sq ft lot

ABOUT THIS HOME
Short Term Rental - Short Term Rental - Kissimmee, FL Real Estate & Homes for Sale
Welcome to your stunning fully-furnished luxury villa in the highly sought-after Spectrum at Reunion Resort! This modern 3-bed, 2-bath residence offers the perfect combination of upscale living and resort convenience—just minutes from Walt Disney World and Orlando’s top attractions. Step inside to an open, bright floor plan with high ceilings, premium finishes, and a beautifully designed kitchen featuring quartz countertops, stainless steel appliances, and a large island perfect for entertaining. The spacious primary suite includes a walk-in closet and a spa-like bathroom with double vanities and an oversized glass shower. Enjoy Florida living at its finest with a private covere

$550,000

3 beds2.5 baths1,708 sq ft

7821 Spectrum Dr, Reunion, FL 34747

Water park • Resort pools • $702 HOA

Property at 911 Lake Berkley Dr, Kissimmee, FL 34746, 4 beds, 3 baths

$405,000

4 beds3 baths1,542 sq ft

911 Lake Berkley Dr, Kissimmee, FL 34746

Property at 880 Pebble Beach Dr, Davenport, FL 33896, 4 beds, 3 baths

$375,000

4 beds3 baths1,914 sq ft

880 Pebble Beach Dr, Davenport, FL 33896

Property at 2968 Caribbean Soul Dr, Kissimmee, FL 34747, 2 beds, 2.5 baths

$349,000

2 beds2.5 baths1,394 sq ft

2968 Caribbean Soul Dr, Kissimmee, FL 34747

Property at 3081 Rosie O Grady Ct, Kissimmee, FL 34746, 2 beds, 2 baths

$260,000

2 beds2 baths1,052 sq ft

3081 Rosie O Grady Ct, Kissimmee, FL 34746

Property at 2686 Corvette Ln, Kissimmee, FL 34746, 2 beds, 2.5 baths

$309,900

2 beds2.5 baths1,350 sq ft

2686 Corvette Ln, Kissimmee, FL 34746

Property at 2626 Andros Ln, Kissimmee, FL 34747, 3 beds, 3 baths

$279,000

3 beds3 baths1,362 sq ft

2626 Andros Ln, Kissimmee, FL 34747

Property at 1628 Nassau Point Trl, Kissimmee, FL 34747, 9 beds, 6.5 baths

$815,000

9 beds6.5 baths4,828 sq ft

1628 Nassau Point Trl, Kissimmee, FL 34747

Property at 1813 Nice Ct, Kissimmee, FL 34747, 6 beds, 4.5 baths

$549,000

6 beds4.5 baths3,142 sq ft

1813 Nice Ct, Kissimmee, FL 34747

Property at 2214 Wyndham Palms Way, Kissimmee, FL 34747, 6 beds, 4 baths

$699,900

6 beds4 baths2,713 sq ft

2214 Wyndham Palms Way, Kissimmee, FL 34747

Property at 3191 Sea World Ct, Kissimmee, FL 34746, 2 beds, 2.5 baths

$265,000

2 beds2.5 baths1,052 sq ft

3191 Sea World Ct, Kissimmee, FL 34746

Property at 2766 Oxymoron Way, Kissimmee, FL 34746, 8 beds, 5 baths

$918,000

8 beds5 baths4,289 sq ft

2766 Oxymoron Way, Kissimmee, FL 34746

Property at 4402 LE Reve Ct, Kissimmee, FL 34746, 4 beds, 3.5 baths

$463,990

4 beds3.5 baths1,752 sq ft

4402 LE Reve Ct, Kissimmee, FL 34746

Property at 7664 Comrow St #101, Kissimmee, FL 34747, 3 beds, 2 baths

$329,000

3 beds2 baths1,246 sq ft

7664 Comrow St #101, Kissimmee, FL 34747

Property at 4844 Tribute Trl, Kissimmee, FL 34746, 3 beds, 2.5 baths

$325,000

3 beds2.5 baths1,797 sq ft

4844 Tribute Trl, Kissimmee, FL 34746

Property at 2748 Bookmark Dr, Kissimmee, FL 34746, 6 beds, 5 baths

$649,000

6 beds5 baths3,343 sq ft

2748 Bookmark Dr, Kissimmee, FL 34746

Property at 361 Port Pleasant Dr, Kissimmee, FL 34759, 2 beds, 2 baths

$150,000

2 beds2 baths812 sq ft

361 Port Pleasant Dr, Kissimmee, FL 34759

Property at 3045 Rockefeller Way, Kissimmee, FL 34747, 4 beds, 4.5 baths

$620,000

4 beds4.5 baths2,356 sq ft

3045 Rockefeller Way, Kissimmee, FL 34747

Property at 1304 Seven Eagles Ct #1304, Kissimmee, FL 34747, 3 beds, 3 baths

$298,000

3 beds3 baths2,124 sq ft

1304 Seven Eagles Ct #1304, Kissimmee, FL 34747

Property at 2601 Gala Rd S #106, Kissimmee, FL 34746, 3 beds, 2 baths

$245,000

3 beds2 baths1,296 sq ft

2601 Gala Rd S #106, Kissimmee, FL 34746

Property at 2721 Bookmark Dr, Kissimmee, FL 34746, 8 beds, 5 baths

$895,000

8 beds5 baths4,289 sq ft

2721 Bookmark Dr, Kissimmee, FL 34746

Property at 7602 Mackinaw Ln, Kissimmee, FL 34747, 8 beds, 6.5 baths

$850,000

8 beds6.5 baths3,612 sq ft

7602 Mackinaw Ln, Kissimmee, FL 34747

Property at 8908 Prague Way, Kissimmee, FL 34747, 6 beds, 4.5 baths

$589,000

6 beds4.5 baths3,142 sq ft

8908 Prague Way, Kissimmee, FL 34747

Property at 404 Southfield St, Kissimmee, FL 34747, 6 beds, 6.5 baths

$749,000

6 beds6.5 baths3,317 sq ft

404 Southfield St, Kissimmee, FL 34747

Property at 2669 Calistoga Ave, Kissimmee, FL 34741, 5 beds, 5 baths

$650,000

5 beds5 baths3,067 sq ft

2669 Calistoga Ave, Kissimmee, FL 34741

Property at 8952 Adriatico Ln, Kissimmee, FL 34747, 5 beds, 4.5 baths

$450,000

5 beds4.5 baths2,263 sq ft

8952 Adriatico Ln, Kissimmee, FL 34747

Property at 7593 Gathering Dr #501, Reunion, FL 34747, 2 beds, 2 baths

$439,000

2 beds2 baths1,432 sq ft

7593 Gathering Dr #501, Reunion, FL 34747

Property at 2302 Silver Palm Dr #101, Kissimmee, FL 34747, 3 beds, 2 baths

$230,000

3 beds2 baths1,402 sq ft

2302 Silver Palm Dr #101, Kissimmee, FL 34747

Property at 8931 Amelia Downs Trl, Kissimmee, FL 34747, 7 beds, 6.5 baths

$699,000

7 beds6.5 baths3,533 sq ft

8931 Amelia Downs Trl, Kissimmee, FL 34747

Property at 891 Assembly Ct, Reunion, FL 34747, 3 beds, 2.5 baths

$299,000

3 beds2.5 baths1,553 sq ft

891 Assembly Ct, Reunion, FL 34747

Property at 8894 Qin Loop, Kissimmee, FL 34747, 7 beds, 5.5 baths

$585,000

7 beds5.5 baths3,314 sq ft

8894 Qin Loop, Kissimmee, FL 34747

Property at 2511 Maneshaw Ln, Kissimmee, FL 34747, 3 beds, 3 baths

$459,900

3 beds3 baths1,440 sq ft

2511 Maneshaw Ln, Kissimmee, FL 34747

Property at 1939 Majorca Dr, Kissimmee, FL 34747, 5 beds, 4.5 baths

$430,000

5 beds4.5 baths2,265 sq ft

1939 Majorca Dr, Kissimmee, FL 34747

Property at 3171 Paradox Cir #102, Kissimmee, FL 34746, 2 beds, 2.5 baths

$290,000

2 beds2.5 baths1,186 sq ft

3171 Paradox Cir #102, Kissimmee, FL 34746

Property at 191 Lasso Dr, Kissimmee, FL 34747, 10 beds, 10 baths

$795,000

10 beds10 baths4,683 sq ft

191 Lasso Dr, Kissimmee, FL 34747

Property at 1145 Park Ridge Cir, Kissimmee, FL 34746, 3 beds, 2.5 baths

$243,447

3 beds2.5 baths1,291 sq ft

1145 Park Ridge Cir, Kissimmee, FL 34746

Property at 7700 Fairfax, Kissimmee, FL 34747, 8 beds, 8 baths

$850,000

8 beds8 baths— sq ft

7700 Fairfax, Kissimmee, FL 34747

(305) 397-4726

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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 789 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

Short Term Rental - Kissimmee Homes for Sale

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