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
Your ideal vacation retreat is right here in this FULLY FURNISHED, tastefully designed 4-bedroom, 3-bath residence located inside the desired gated community of Paradise Palms. Perfectly positioned with a front view overlooking the stunning landscaped garden and the elegant Clubhouse, this home offers an unmatched blend of comfort, style, and convenience. Only minutes from Disney and surrounded by an impressive selection of resort-style amenities, this property is an exceptional choice—whether you’re searching for a personal getaway or a high-performing income-producing rental. The thoughtful floor plan includes an open-concept living area on the main level, along with a conveni

$385,000

4 beds3 baths1,902 sq ft

8943 Candy Palm Rd, Kissimmee, FL 34747

Gated community • Private pool deck • Granite countertops

VIDEO TOUR

ABOUT THIS HOME
Short Term Rental - Short Term Rental - Kissimmee, FL Real Estate & Homes for Sale
Welcome to luxurious living in the Windsor at Westside community in Kissimmee, Florida. This exquisite two-story townhome spans 2,263 square feet, offering a generous blend of comfort and style with 5 bedrooms and 4.5 bathrooms. Step inside to discover an open floor plan, perfect for entertaining and family gatherings. The first floor features a convenient bedroom with a full bathroom, catering to both versatile living needs and guest accommodations. The heart of the home opens up to a beautifully decorated, fully furnished interior, where every detail is thoughtfully curated. For those who love outdoor living, the screened-in pool and lanai create an ideal space for relaxation and entertai

$450,000

5 beds4.5 baths2,263 sq ft

8891 Geneve Ct, Kissimmee, FL 34747

Lazy river • Open floor plan • Gated enclave

ABOUT THIS HOME
Short Term Rental - Short Term Rental - Kissimmee, FL Real Estate & Homes for Sale
OUTSTANDING GOLF VIEW CONDO – Ideal for AIRBNB/VRBO Investors! Beautifully maintained 3BR/2BA condo with 1-car garage, fully furnished and turnkey. Zoned for short- and long-term rentals. Seller offers 0% management fee for 6 months, plus complimentary professional management from the current company for a smooth, hands-off transition. This powerful incentive package ensures a smooth transition and true peace of mind for investors seeking a hands-off, high-yield asset from day one. Enjoy strong rental potential from day one. combining strong returns, expert management, and excellent condition. Top-rated on Airbnb for 5 years and showcasing stunning golf views. Don’t miss this u

$357,900

3 beds2 baths— sq ft

525 Ocean Course Ave #525, Davenport, FL 33896

Fully furnished • Turnkey • $519 HOA

(786) 252-4552

ABOUT THIS HOME
Short Term Rental - Short Term Rental - Kissimmee, FL Real Estate & Homes for Sale
Outstanding investment opportunity! This rare 22-unit portfolio is located within the sought-after Villa del Sol community in Kissimmee, FL — just minutes from world-famous attractions. Villa del Sol offers resort-style amenities including a sparkling pool, fitness center, tennis court, playgrounds, car wash area, and more. The community is short-term rental approved, making it ideal for both long-term investors and vacation rental operators. Conveniently located near major malls, shopping, dining, and entertainment, with Disney World less than 20 minutes away. Seller is willing to finance the portfolio, providing a unique opportunity to expand or start your investment portfolio in on

$3,885,000

39 beds39 baths20,092 sq ft

2218 Grand Cayman Ct, Kissimmee, FL 34741

Fitness center • Tennis court • Playgrounds

ABOUT THIS HOME
Short Term Rental - Short Term Rental - Kissimmee, FL Real Estate & Homes for Sale
Incredible 6 Bedroom WATER FRONT cottage with private pool and spa located in the heart of Margaritaville Resort just 5 minutes from Disney! This immaculately kept, highly sought after floorplan, sits on a large, premium lot with spectacular sunset views. This FULLY FURNISHED spacious open floorplan has sweeping views of the lagoon from every inch of the downstairs main living area, 6 large bedrooms, with master bedrooms both down and upstairs. This cottage comes fully equip with a double height entry way, high end wood look tile, quartz countertops, wooden stairs, oversized private owners closet, high ceilings, WiFi thermostat that can be controlled from anywhere via your smart phone, a bo

$1,399,000

6 beds6 baths3,563 sq ft

8145 Surf St, Kissimmee, FL 34747

Private spa • Private pool • Open floorplan

Property at 2812 Simile St, Kissimmee, FL 34746, 9 beds, 5 baths

$895,000

9 beds5 baths4,289 sq ft

2812 Simile St, Kissimmee, FL 34746

Property at 8410 Blue Lagoon Dr, Kissimmee, FL 34747, 3 beds, 2.5 baths

$237,500

3 beds2.5 baths1,277 sq ft

8410 Blue Lagoon Dr, Kissimmee, FL 34747

Property at 9100 Boracay Ct, Kissimmee, FL 34747, 5 beds, 4.5 baths

$643,800

5 beds4.5 baths2,134 sq ft

9100 Boracay Ct, Kissimmee, FL 34747

Property at 4501 Sequel Rd, Kissimmee, FL 34746, 4 beds, 2.5 baths

$484,900

4 beds2.5 baths2,346 sq ft

4501 Sequel Rd, Kissimmee, FL 34746

Property at 3111 Paradox Cir #307, Kissimmee, FL 34746, 2 beds, 2 baths

$285,000

2 beds2 baths1,186 sq ft

3111 Paradox Cir #307, Kissimmee, FL 34746

Property at 1929 Nice Ct, Kissimmee, FL 34747, 5 beds, 4 baths

$475,000

5 beds4 baths2,492 sq ft

1929 Nice Ct, Kissimmee, FL 34747

Property at 4401 LE Reve Ct, Kissimmee, FL 34746, 4 beds, 3.5 baths

$465,000

4 beds3.5 baths1,778 sq ft

4401 LE Reve Ct, Kissimmee, FL 34746

Property at 155 Barefoot Beach Way, Kissimmee, FL 34746, 4 beds, 2 baths

$405,000

4 beds2 baths1,940 sq ft

155 Barefoot Beach Way, Kissimmee, FL 34746

Property at 1202 Cumbrian Lakes Ct, Kissimmee, FL 34746, 5 beds, 3.5 baths

$475,000

5 beds3.5 baths2,636 sq ft

1202 Cumbrian Lakes Ct, Kissimmee, FL 34746

Property at 9039 Pelican Cove Trce, Kissimmee, FL 34747, 7 beds, 6.5 baths

$665,000

7 beds6.5 baths3,533 sq ft

9039 Pelican Cove Trce, Kissimmee, FL 34747

Property at 163 Guaymas Dr, Kissimmee, FL 34743, 3 beds, 2 baths

$325,000

3 beds2 baths1,175 sq ft

163 Guaymas Dr, Kissimmee, FL 34743

Property at 8120 Pomo Dr, Kissimmee, FL 34747, 5 beds, 4 baths

$514,990

5 beds4 baths2,136 sq ft

8120 Pomo Dr, Kissimmee, FL 34747

Property at 2914 Sunset Retreat Ct, Kissimmee, FL 34747, 4 beds, 3 baths

$450,000

4 beds3 baths1,700 sq ft

2914 Sunset Retreat Ct, Kissimmee, FL 34747

Property at 9055 Treasure Trove Ln #107, Kissimmee, FL 34747, 2 beds, 2 baths

$200,000

2 beds2 baths1,445 sq ft

9055 Treasure Trove Ln #107, Kissimmee, FL 34747

Property at 2956 Salted Rim Rd, Kissimmee, FL 34747, 2 beds, 2 baths

$395,000

2 beds2 baths1,188 sq ft

2956 Salted Rim Rd, Kissimmee, FL 34747

Property at 2708 Manesty Ln, Kissimmee, FL 34747, 5 beds, 3.5 baths

$610,000

5 beds3.5 baths2,469 sq ft

2708 Manesty Ln, Kissimmee, FL 34747

Property at 3151 Sunset Walk Dr #316, Kissimmee, FL 34747, 1 bed, 1 bath

$355,000

1 bed1 bath630 sq ft

3151 Sunset Walk Dr #316, Kissimmee, FL 34747

Property at 3141 Paradox Cir #305, Kissimmee, FL 34746, 2 beds, 2 baths

$295,000

2 beds2 baths1,194 sq ft

3141 Paradox Cir #305, Kissimmee, FL 34746

Property at 1176 Castle Pines Ct, Reunion, FL 34747, 5 beds, 4.5 baths

$897,500

5 beds4.5 baths3,150 sq ft

1176 Castle Pines Ct, Reunion, FL 34747

Property at 4741 Clock Tower Dr #208, Kissimmee, FL 34746, 3 beds, 2 baths

$346,000

3 beds2 baths1,329 sq ft

4741 Clock Tower Dr #208, Kissimmee, FL 34746

Property at 7509 Mourning Dove Cir #201, Reunion, FL 34747, 3 beds, 2 baths

$314,000

3 beds2 baths1,419 sq ft

7509 Mourning Dove Cir #201, Reunion, FL 34747

Property at 8927 Sydney Ave, Kissimmee, FL 34747, 5 beds, 4.5 baths

$399,000

5 beds4.5 baths2,263 sq ft

8927 Sydney Ave, Kissimmee, FL 34747

Property at 243 Old Mill Cir, Kissimmee, FL 34746, 3 beds, 2 baths

$435,000

3 beds2 baths1,547 sq ft

243 Old Mill Cir, Kissimmee, FL 34746

Property at 1227 Radiant St, Reunion, FL 34747, 4 beds, 5.5 baths

$1,600,000

4 beds5.5 baths4,099 sq ft

1227 Radiant St, Reunion, FL 34747

Property at 2477 Reading Trl, Kissimmee, FL 34746, 4 beds, 3 baths

$468,000

4 beds3 baths1,902 sq ft

2477 Reading Trl, Kissimmee, FL 34746

Property at 9051 Sunshine Ridge Loop, Kissimmee, FL 34747, 7 beds, 5.5 baths

$660,000

7 beds5.5 baths4,106 sq ft

9051 Sunshine Ridge Loop, Kissimmee, FL 34747

Property at 8888 Bengal Ct, Kissimmee, FL 34747, 8 beds, 6 baths

$649,900

8 beds6 baths4,041 sq ft

8888 Bengal Ct, Kissimmee, FL 34747

Property at 2541 Maneshaw Ln, Kissimmee, FL 34747, 3 beds, 3 baths

$375,999

3 beds3 baths1,440 sq ft

2541 Maneshaw Ln, Kissimmee, FL 34747

Property at 2752 Lido Key Dr, Kissimmee, FL 34747, 7 beds, 4.5 baths

$600,000

7 beds4.5 baths2,883 sq ft

2752 Lido Key Dr, Kissimmee, FL 34747

Property at 4806 Cumbrian Lakes Dr, Kissimmee, FL 34746, 4 beds, 3.5 baths

$430,000

4 beds3.5 baths1,836 sq ft

4806 Cumbrian Lakes Dr, Kissimmee, FL 34746

Property at 7664 Comrow St #302, Kissimmee, FL 34747, 2 beds, 2 baths

$289,900

2 beds2 baths1,081 sq ft

7664 Comrow St #302, Kissimmee, FL 34747

Property at 2693 Manesty Ln, Kissimmee, FL 34747, 6 beds, 4 baths

$689,000

6 beds4 baths2,812 sq ft

2693 Manesty Ln, Kissimmee, FL 34747

Property at 9006 Majesty Palm Rd, Kissimmee, FL 34747, 5 beds, 5 baths

$520,000

5 beds5 baths3,081 sq ft

9006 Majesty Palm Rd, Kissimmee, FL 34747

Property at 2924 Caribbean Soul Dr, Kissimmee, FL 34747, 3 beds, 3 baths

$388,000

3 beds3 baths1,545 sq ft

2924 Caribbean Soul Dr, Kissimmee, FL 34747

Property at 2694 Calistoga Ave, Kissimmee, FL 34741, 6 beds, 6.5 baths

$676,999

6 beds6.5 baths3,451 sq ft

2694 Calistoga Ave, Kissimmee, FL 34741

Property at 2827 Oakwater Dr, Kissimmee, FL 34747, 3 beds, 2.5 baths

$335,000

3 beds2.5 baths1,776 sq ft

2827 Oakwater 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 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

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