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    Kissimmee, FL Short Term Rental Properties for Sale

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    12-Unit Condominium Portfolio
    Updated: Sep 24, 2025
    12-Unit Condominium Portfolio

    2206 ANTIGUA Place, Kissimmee, FL 34741

    $2,250,000
    12,004 sqft 0.18 AC lot
    12 condominium units totaling 12,004 square feet
    Built in 1999 within a larger 35‑acre residential development
    Two‑bedroom layouts in every unit; most residences have two bathrooms
    Central AC and open floorplans
    Two swimming pools and tennis courts
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    21-Unit Short-Term Rental Portfolio
    Updated: Oct 23, 2025
    21-Unit Short-Term Rental Portfolio

    2218 GRAND CAYMAN COURT, Kissimmee, FL 34741

    $3,426,816
    20,092 sqft 0.18 AC lot
    21‑unit portfolio with 20,092 square feet
    Short‑term rentals approved in Villa del Sol
    Community amenities include a pool, fitness center, tennis court, playgrounds, and car wash area
    Private pool and outdoor kitchen
    Built in 1999; reported site area is 0.18 acres
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    Renovated Six-Unit Apartment Building
    Renovated Six-Unit Apartment Building

    1801 DANIELS Street, Kissimmee, FL 34746

    $499,999
    5,000 sqft 0.36 AC lot

    Furnished units offer private entrances, kitchens, bathrooms, laundry, and keyless access within a recently updated property.

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    Scored against comparables nationwide. These are worth a look.

    Scored against comparables nationwide. These are worth a look.

    Cap Rate available after sign in
    Est. NOI available after sign in
    Local Demand available after sign in
    Short-Term Rental Penthouse
    Short-Term Rental Penthouse

    7656 WHISPER WAY #402, Kissimmee, FL 34747

    $289,000
    1,630 sqft

    Furnished fourth-floor residence with three ensuite bedrooms and an active Gold Reunion membership that can transfer at closing.

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    Furnished Short-Term Rental Condo
    Furnished Short-Term Rental Condo

    2817 ALMATON LOOP #304, Kissimmee, FL 34747

    $325,000
    1,450 sqft

    Residents and guests have access to a water park, lagoon-style pool, fitness center, and gated entry.

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    Furnished Two-Bedroom Condo-Hotel
    Furnished Two-Bedroom Condo-Hotel

    225 CELEBRATION PLACE #212, Kissimmee, FL 34747

    $144,500
    1,125 sqft

    The unit includes a full kitchen and on-site property management, with furnishings and accessories included.

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    Furnished Short-Term Rental Condo
    Furnished Short-Term Rental Condo

    8060 VACATION AVENUE #212, Kissimmee, FL 34747

    $485,000
    1,164 sqft

    The corner residence includes a private balcony and resort amenities for guests.

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    Furnished Short-Term Rental Condo
    Furnished Short-Term Rental Condo

    3151 SUNSET WALK DRIVE #414, Kissimmee, FL 34747

    $309,900
    1,163 sqft

    Fourth-floor unit with a wraparound balcony, resort amenities, and access to nearby dining, entertainment, shopping, and waterpark attractions.

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    Furnished Resort Condo
    Furnished Resort Condo

    8060 VACATION AVENUE #4409, Kissimmee, FL 34747

    $179,000
    501 sqft

    A furnished fourth-floor condo within the Embassy Suites by Hilton at Sunset Walk, with access to the property’s guest amenities.

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    Furnished Short-Term Rental Condo
    Furnished Short-Term Rental Condo

    3151 SUNSET WALK DRIVE #1507, Kissimmee, FL 34747

    $289,000
    734 sqft

    Top-floor furnished condo with a private balcony and resort amenities.

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    Turnkey Furnished Residential Unit
    Turnkey Furnished Residential Unit

    3151 SUNSET WALK DRIVE #116, Kissimmee, FL 34747

    $235,000
    960 sqft

    Fully furnished unit sold ready for immediate use, with access to community amenities in Kissimmee.

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    Renovated Short-Term Rental Property
    Renovated Short-Term Rental Property

    3100 PARKWAY BOULEVARD #220, Kissimmee, FL 34747

    $145,000
    524 sqft

    The property permits Airbnb and other short-term rental use and can be managed by its owner.

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    Condo - Hotel
    Condo - Hotel

    3100 PARKWAY BOULEVARD #728, Kissimmee, FL 34747

    $134,900
    492 sqft

    Short term rental properties · 492 SF

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    Furnished Condo-Hotel Rental Unit
    Furnished Condo-Hotel Rental Unit

    5245 W IRLO BRONSON MEMORIAL HIGHWAY #203, Kissimmee, FL 34746

    $97,995
    325 sqft

    Renovated, Airbnb-friendly lodging unit with access to hotel amenities, a pool, private security, and included utilities.

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    Remodeled Furnished Hotel Suite
    Remodeled Furnished Hotel Suite

    3000 MAINGATE LANE #219, Kissimmee, FL 34747

    $49,000
    304 sqft

    Turnkey suite with resort amenities, onsite management, and required participation in the rental program.

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    Hotel Suite with Two Queen Beds
    Hotel Suite with Two Queen Beds

    3000 MAINGATE LANE #124, Kissimmee, FL 34747

    $47,000
    304 sqft

    The furnished first-floor accommodation participates in the property's required hotel rental program.

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    Furnished Condo-Hotel Unit
    Furnished Condo-Hotel Unit

    3000 MAINGATE LANE #317, Kissimmee, FL 34747

    $49,000
    304 sqft

    Renovated vacation accommodation with on-site management, shuttle service, pool access, and a kitchenette.

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    Furnished Short-Term Rental Condo
    Furnished Short-Term Rental Condo

    5245 W IRLO BRONSON MEMORIAL HIGHWAY #121, Kissimmee, FL 34746

    $89,000
    325 sqft

    The condo-hotel offers an Airbnb-friendly policy and access to shared resort amenities.

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    Updated Short-Term Rental Studio
    Updated Short-Term Rental Studio

    5367 W IRLO BRONSON MEMORIAL HIGHWAY #2-225, Kissimmee, FL 34746

    $70,000
    231 sqft

    An open-plan studio with updated finishes is located within a few miles of the area’s theme parks.

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    Kissimmee Condo-Tel Investment Opportunity
    Kissimmee Condo-Tel Investment Opportunity

    5367 W IRLO BRONSON MEMORIAL HWY #1-103, Kissimmee, FL 34746

    $59,900
    231 sqft

    Condo-tel near dining, entertainment, and attractions with community amenities.

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    Celebration Condo Hotel Investment Opportunity
    Celebration Condo Hotel Investment Opportunity

    225 CELEBRATION Pl 316, Kissimmee, FL 34747

    $188,000
    0.03 AC lot

    Fully furnished condo near Disney World with rental potential.

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    Furnished Short-Term Rental Studio
    Furnished Short-Term Rental Studio

    5367 W IRLO BRONSON MEMORIAL HIGHWAY #4-115, Kissimmee, FL 34746

    $49,000
    198 sqft

    Hotel condominium unit permits lease periods as brief as one day and includes mini-split air conditioning and a bar fridge.

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    Furnished Short-Term Rental Condo
    Furnished Short-Term Rental Condo

    3100 Parkway Blvd Unit 617, Kissimmee, FL 34747

    $130,000

    Condominium with resort amenities, included furnishings, and association-covered water and electricity.

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    Furnished Hotel Condo with Balcony
    Furnished Hotel Condo with Balcony

    3151 SUNSET WALK Dr 1507, Kissimmee, FL 34747

    $289,000

    Fifth-floor resort accommodation with private outdoor space and access to hotel amenities, dining, transportation, and recreation.

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    Kissimmee, FL Short Term Rental Properties Market Trends and Statistics

    Explore 69 short term rental properties for sale in Kissimmee, FL, showcased through 69 active listings on our real estate platform. These investment opportunities span a total of 49,061 square feet of properties for sale, with an estimated market value of $23,205,509.

    Sale prices for short term rental properties in Kissimmee, FL start at $47,000, averaging $351,598, and reaching up to $3,426,816 — 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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    Top Commercial Asset Segments

    Commercial property segments ranked by active listings on the market

    Short term rental properties 81
    Duplexes 22
    Apartment buildings 10
    Triplexes 2

    Demographics Overview

    Population 332K
    Population Growth (5Y) +17.0%
    Median Household Income $64,631
    College Educated 28.9%

    High-Yield Neighborhoods for Investment

    Identify Kissimmee submarkets with the highest inventory density on the market and evaluate the average listing prices of real estate assets

    Neighborhood Average Price
    34747 $236.8K
    34746 $328.1K
    34741 $2.8M

    Taxes & Financing

    Tax Rate (average for all types) 1.72%
    Property Tax per SF $12.40 per SF
    Tax Rate vs County Average 0.07 pp below county avg
    Average Loan-to-Value 65.0%

    Listings Trend

    New vs delisted commercial listings in Osceola County

    New Delisted

    Total CRE Inventory on Market (SF)

    Property Size Breakdown

    The majority of commercial real estate listings in Kissimmee fall within the 100,000+ square foot range.

    How Realmo verifies these figures

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    Browse Short term rental properties for Sale Near Kissimmee, FL

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    Most Searched ZIP Codes in Kissimmee, FL

    • 34746
    • 34747
    • 34741

    Featured Kissimmee Real Estate Agencies

    Realmo connects you with licensed Kissimmee CRE brokers providing property specifications, local market pricing, and commercial transaction underwriting support.

    RE/MAX Premier Properties
    404 Broadway Kissimmee, FL 34741
    Phone: 14073434245
    www.premierfloridarealty.com/
    JMP REALTY INC
    1631 E VINE ST, STE D Kissimmee, FL 34744
    Phone: 14079324700
    www.jmprealty.com/
    Connie Culbertson
    2546 N John Young Pkwy Kissimmee, FL 34741
    Phone: 14079323400
    www.firstintrnatl.com
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