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Kissimmee, FL Short Term Rental Properties for Sale

59 results
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New Construction Quadplex Near Disney
$1,753,600
5,312 SF

New Construction Quadplex Near Disney

7438 Excitement Dr, Kissimmee, FL 34747

Under construction quadplex near Disney with resort membership included.

  • No residential or rental restrictions, ideal for living, vacationing, or generating income.
  • Includes a lifetime membership to Reunion Resort and Golf Club, transferable to short‑term rental guests.
  • Enjoy access to Reunion Resort amenities: 3 golf courses, tennis center, 7 pools, water park, and more.
  • New construction (2025) with 102 units currently being built.
  • Includes an individual, enclosed, covered garage.
Updated: Nov 7, 2025
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Kissimmee Duplex: Income Potential
Pending
$699,999
5,000 SF

Kissimmee Duplex: Income Potential

1801 Daniels St, Kissimmee, FL 34746

Renovated multi-unit property near attractions, ideal for rentals.

  • Multi‑unit income‑producing property featuring a 3BR/2BA house, three efficiencies, and two 1BR apartments.
  • Recently renovated inside and out within the last 2 years.
  • Each unit is furnished and has its own entrance, kitchen, bathroom, and keyless entry.
  • Very low utilities due to well, septic, solar lights, and mini‑splits for A/C and heating.
  • Located near Walt Disney World, Universal Studios, and other attractions.
Updated: Dec 27, 2025
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Turnkey Villa in Resort Community
$229,000
1,052 SF

Turnkey Villa in Resort Community

Fully furnished villa near Disney, ideal for investment or vacation.

3118 Magic Kingdom Ct, Kissimmee, FL 34746
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New Construction Fourplex in Kissimmee
Pending
$1,753,600
5,312 SF

New Construction Fourplex in Kissimmee

New construction fourplex near Disney with resort access.

7438 Excitement Dr, Kissimmee, FL 34747
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Condotel Near Disney Theme Parks
$69,900
231 SF

Condotel Near Disney Theme Parks

Turnkey condotel near Disney, ideal for short-term rentals.

5367 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34746
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Condo Portfolio Near Disney World
$2,300,000
12,004 SF

Condo Portfolio Near Disney World

12-unit condo portfolio near Disney, ideal for long or short-term rentals.

2206 Antigua Pl, Kissimmee, FL 34741
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Kissimmee Multifamily Investment Opportunity
$3,885,000
20,092 SF

Kissimmee Multifamily Investment Opportunity

22-unit portfolio in Villa del Sol, short-term rental approved.

2218 Grand Cayman Ct, Kissimmee, FL 34741
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Furnished Townhouse with Private Pool
$580,000

Furnished Townhouse with Private Pool

Fully furnished 4-bedroom townhouse with private pool near Orlando attractions.

4947 Windermere Ave, Kissimmee, FL 34746
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Condo-Hotel Near Disney World
$93,000

Condo-Hotel Near Disney World

Furnished condo-hotel in Kissimmee, near Disney, Airbnb-friendly.

5245 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34746
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Kissimmee Condo with En-Suite Bathrooms
$373,999

Kissimmee Condo with En-Suite Bathrooms

Condo in Kissimmee with private balconies and community amenities.

3120 Paradox Cir, Kissimmee, FL 34746
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AMBAR Orlando Residences Condo-Hotel
$444,900

AMBAR Orlando Residences Condo-Hotel

Luxury condo-hotel near Orlando theme parks with rental program.

3251 Secret Lake Dr, Kissimmee, FL 34747
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Wellness Certified Condo-Hotel Unit
$489,000

Wellness Certified Condo-Hotel Unit

Pre-construction, fully furnished 3-bedroom condo-hotel with wellness amenities.

4849 W Irlo Bronson Hwy, Kissimmee, FL 34746
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Condo/Hotel Unit in Orlando
$328,000

Condo/Hotel Unit in Orlando

2-bedroom condo/hotel unit, fully furnished, near theme parks.

4849 W Irlo Bronson Hwy, Kissimmee, FL 34746
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New Orlando Condo/Hotel Unit
$429,000

New Orlando Condo/Hotel Unit

Fully furnished 2-bedroom condo/hotel unit with amenities.

4849 W Irlo Bronson Hwy, Kissimmee, FL 34746
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Wellness Certified Condo-Hotel Opportunity
$382,800

Wellness Certified Condo-Hotel Opportunity

Pre-construction, fully furnished 2-bedroom condo-hotel with wellness amenities.

4849 W Irlo Bronson Hwy, Kissimmee, FL 34746
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Furnished Townhouse Near Disney
$280,000

Furnished Townhouse Near Disney

Move-in ready townhouse near Disney, ideal for residential or rental.

5352 Diplomat Ct, Kissimmee, FL 34746
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New Orlando Condo-Hotel Unit
$243,000

New Orlando Condo-Hotel Unit

Fully furnished Jr. 1 bedroom condo with flexible rental options.

4849 W Irlo Bronson Hwy, Kissimmee, FL 34746
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Condo Hotel Unit For Sale
$247,000

Condo Hotel Unit For Sale

New fully furnished condo/hotel unit with flexible management options.

4849 W Irlo Bronson Hwy, Kissimmee, FL 34746
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New Condo Hotel Unit
$348,000

New Condo Hotel Unit

Fully furnished 2-bedroom condo/hotel unit with amenities.

4849 W Irlo Bronson Hwy, Kissimmee, FL 34746
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Condo/Hotel Unit in Orlando
$246,000

Condo/Hotel Unit in Orlando

Fully furnished 1-bedroom condo/hotel unit with amenities.

4849 W Irlo Bronson Hwy, Kissimmee, FL 34746
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Wellness Condo-Hotel Investment Opportunity
$386,000

Wellness Condo-Hotel Investment Opportunity

Pre-construction, fully furnished condo-hotel with wellness amenities and flexible management.

4849 W Irlo Bronson Hwy, Kissimmee, FL 34746
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Pre-Construction Condo/Hotel Unit
$260,000

Pre-Construction Condo/Hotel Unit

Jr. 1 bedroom condo/hotel unit, fully furnished.

4849 W Irlo Bronson Hwy, Kissimmee, FL 34746
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Condo Hotel Unit in Orlando
$328,000

Condo Hotel Unit in Orlando

2-bedroom condo/hotel unit, fully furnished, near theme parks.

4849 W Irlo Bronson Hwy, Kissimmee, FL 34746
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Orlando Townhome Near Disney World
$500,000

Orlando Townhome Near Disney World

4-bedroom, 3-bathroom townhome near Walt Disney World Resort.

4838 Romeo Cir, Kissimmee, FL 34746
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Kissimmee, FL Short Term Rental Properties Investment Opportunities Market Analysis

Explore 59 short term rental properties for sale in Kissimmee, FL, showcased through 59 active listings on our real estate platform. These investment opportunities span a total of 32,234 square feet of properties for sale, with an estimated market value of $7,113,999.

Prices for short term rental properties in Kissimmee, FL start at $229,000, averaging $1,778,499, and reaching up to $3,885,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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