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    Kissimmee, FL Short Term Rental Properties for Sale

    29 results
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    Kissimmee Duplex on Corner Lot
    $445,000
    2,190 SF

    Kissimmee Duplex on Corner Lot

    116-118 N BEAUMONT AVENUE, Kissimmee, FL 34741

    Two-story duplex in Historic Downtown Kissimmee, renovated in 2023.

    • Prime location in Historic Downtown Kissimmee, walk to everything!
    • Duplex offers immediate income potential, with units renting for $1600+/month and $1500/month.
    • Significant renovations completed in 2019 and 2023 include a new roof, updated electrical and plumbing, and more.
    • Zoned T4‑O with MU‑D future land use, offering potential for expansion.
    • Convertible to a 5‑bedroom home or ideal for short‑term rental.
    Updated: Feb 17
    View details
    Multi-Family Townhomes Near Disney World
    $450,000
    1,296 SF

    Multi-Family Townhomes Near Disney World

    2602 LODI CIRCLE, Kissimmee, FL 34746

    Two townhomes in gated community, ideal for short-term rental.

    • Two townhomes included, offering flexibility for living and/or rental income.
    • Prime location minutes from Disney World, Universal, and other major attractions.
    • Short‑term and long‑term rental opportunities available.
    • Located in a 24‑hour gated community with resort‑style amenities.
    • Each unit has 3 bedrooms and 2 bathrooms.
    Updated: Jan 10
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    New Construction Fourplex in Kissimmee
    $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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    Venetian Bay Townhome Portfolio
    $1,230,000
    1,470 SF

    Venetian Bay Townhome Portfolio

    Charming townhomes in gated community near theme parks.

    4004 SAN GALLO DRIVE, Kissimmee, FL 34741
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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 PLACE, Kissimmee, FL 34741
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    Condotel Near Disney Theme Parks
    $69,900

    Condotel Near Disney Theme Parks

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

    5367 W Irlo Bronson Memorial Highway, Kissimmee, FL 34746
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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 COURT, Kissimmee, FL 34741
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    Kissimmee Townhome in Gated Community
    $524,990
    1,752 SF

    Kissimmee Townhome in Gated Community

    Luxurious, fully furnished townhome near Orlando attractions, ideal for vacation rental.

    4421 LE REVE COURT, Kissimmee, FL 34746
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    Furnished Townhome in West Lucaya
    $329,000
    1,300 SF

    Furnished Townhome in West Lucaya

    3 bed, 2 bath townhome in West Lucaya Resort.

    3203 OYSTER LANE, Kissimmee, FL 34747
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    Renovated Townhome in Terra Verde
    $309,000
    1,286 SF

    Renovated Townhome in Terra Verde

    Newly renovated, professionally designed 3-bedroom townhome in Terra Verde Resort.

    4748 VERO BEACH PLACE, Kissimmee, FL 34746
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    Luxury Townhouse with Heated Pool
    $644,000
    2,168 SF

    Luxury Townhouse with Heated Pool

    Income-producing, fully furnished 5-bedroom townhouse in a resort community.

    4355 SCENE LANE, Kissimmee, FL 34746
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    Villa Sol Investment Opportunity
    $330,000
    1,540 SF

    Villa Sol Investment Opportunity

    Townhouse near Lake Nona, ideal for short/long-term rentals.

    3164 RIACHUELO LANE, Kissimmee, FL 34744
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    Magic Village Resort Townhouse
    $549,000
    2,356 SF

    Magic Village Resort Townhouse

    Turn-key 4 bedroom townhouse near Disney Theme Parks.

    7580 BROOKLYN DRIVE, Kissimmee, FL 34747
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    Updated Townhouse in Terra Verde
    $345,000
    1,286 SF

    Updated Townhouse in Terra Verde

    Furnished 3-bedroom townhouse in gated Terra Verde Resort.

    136 POMPANO BEACH DRIVE, Kissimmee, FL 34746
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    Magic Village Resort Townhome
    $415,000
    2,396 SF

    Magic Village Resort Townhome

    Four-bedroom townhome in gated resort community near theme parks.

    3131 BRASILIA AVENUE, Kissimmee, FL 34747
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    Corner Unit Townhouse Near Disney
    $510,000
    2,356 SF

    Corner Unit Townhouse Near Disney

    Townhouse with 4 bedrooms, located in Magic Village Resort.

    7469 BROOKLYN DRIVE, Kissimmee, FL 34747
    View details
    Furnished Condo Near Disney Parks
    $275,000
    1,650 SF

    Furnished Condo Near Disney Parks

    Spacious, fully furnished condo with water views near Disney.

    3137 SUN LAKE COURT B, Kissimmee, FL 34747
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    Windsor Hills Resort Top-Floor Condo
    $259,000

    Windsor Hills Resort Top-Floor Condo

    Two-bedroom condo in Windsor Hills Resort, near Disney World.

    7675 COMROW St 402, Kissimmee, FL 34747
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    Furnished Townhome Near Disney World
    $259,900
    1,286 SF

    Furnished Townhome Near Disney World

    Resort-style townhome near Disney, ideal for short-term rental.

    4731 VERO BEACH PLACE, Kissimmee, FL 34746
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    Furnished Condo with Water View
    $249,950
    1,220 SF

    Furnished Condo with Water View

    Furnished 3-bedroom condo in Sweetwater Club near attractions.

    2466 SWEETWATER CLUB CIRCLE 4, Kissimmee, FL 34746
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    Furnished Condo Near Disney World
    $50,000

    Furnished Condo Near Disney World

    Fully furnished condo in resort-style community near Disney World.

    3000 MAINGATE Ln 326, Kissimmee, FL 34747
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    Turnkey Income-Producing Townhome Near Theme Parks
    $444,900
    2,263 SF

    Turnkey Income-Producing Townhome Near Theme Parks

    Fully furnished 4-bedroom townhome in Windsor at Westside community.

    1987 MAJORCA DRIVE, Kissimmee, FL 34747
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    Corner Lot Home with Pool
    $610,000
    2,294 SF

    Corner Lot Home with Pool

    5 bedroom home with pool in Solara Resort.

    1636 TROPICAL PALMS CIRCLE, Kissimmee, FL 34747
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    Furnished Condo Near Disney
    $250,000
    1,157 SF

    Furnished Condo Near Disney

    Fully furnished 2-bed, 2-bath condo near Disney and restaurants.

    8713 SW ROCKINGHAM TERRACE D, Kissimmee, FL 34747
    View details

    Kissimmee, FL Short Term Rental Properties Investment Opportunities Market Analysis

    Explore 29 short term rental properties for sale in Kissimmee, FL, showcased through 29 active listings on our real estate platform. These investment opportunities span a total of 30,928 square feet of properties for sale, with an estimated market value of $8,310,000.

    Sale prices for short term rental properties in Kissimmee, FL start at $445,000, averaging $1,662,000, and reaching up to $3,885,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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