Kissimmee, FL
    For Sale
    • For Sale
    • For Lease
    • Recently Sold
    • Property Lookup
    • Brokers
    Property Types
    1
    • Retail
    • Office
    • Residential Income
    • Restaurants
    • Industrial
    • Mixed-Use
    • Hospitality
    • Health Care
    • Sports & Entertainment
    • Land
    • Agricultural
    • Specialty
    Price
    Price
    $
    $

    Kissimmee, FL Short Term Rental Properties for Sale

    Notify Me
    List
    Map
    Orlando, FL Saint Cloud, FL Punta Gorda, FL
    46 results
    Triplex Townhome with Short-Term Rental Potential
    $650,000
    1,470 SF
    Triplex Townhome with Short-Term Rental Potential

    4004 SAN GALLO DRIVE, Kissimmee, FL 34741

    Gated-community triplex setup with multiple unit configurations, offering flexible living and rental income options where short-term rentals are allowed.
    • Townhome in Venetian Bay Community built in 2003 with 4 bedrooms and 3 bathrooms
    • Short‑term rentals allowed per public remarks (VRBO, ABNB); live in one unit and rent out the other 2
    • Central air conditioning and central electric heating
    • Solid surface counters and solid wood cabinets
    • Waterfront location with pond and private entrance
    Updated: Jan 19
    View details
    Townhome Duplex in Gated Community
    $450,000
    1,296 SF
    Townhome Duplex in Gated Community

    2602 LODI CIRCLE, Kissimmee, FL 34746

    Two two-story, 3-bedroom townhomes offer flexible living and rental options within a 24-hour gated community.
    • Two two‑story townhouse‑style condominiums: 2602 Lodi Circle #105 and 2611 Gala Rd #105 in Kissimmee, FL 34741
    • Each unit is a 3‑bedroom, 2‑bath layout with central A/C and central electric heating
    • Interior features include solid surface/stone counters, solid wood cabinets, and walk‑in closet(s)
    • Appliances in each home include dishwasher, microwave, range, refrigerator, washer, and dryer
    • Resort‑style community amenities include a clubhouse, waterfront swimming pool, tennis courts, and a playground
    Updated: Jan 10
    View details
    Villa del Sol Condominiums Portfolio
    $2,250,000
    12,004 SF
    Villa del Sol Condominiums Portfolio

    12-unit condominium portfolio near Walt Disney World Resort.

    2206 ANTIGUA PLACE, Kissimmee, FL 34741

    View details
    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

    View details
    Kissimmee Multi-Family Investment Opportunity
    $3,699,999
    20,092 SF
    Kissimmee Multi-Family Investment Opportunity

    22-unit portfolio near attractions with resort-style amenities and financing options.

    2218 GRAND CAYMAN COURT, Kissimmee, FL 34741

    View details
    Kissimmee Duplex with Rental Income
    $649,999
    5,000 SF
    Kissimmee Duplex with Rental Income

    Renovated duplex with six units, generating $9k monthly income.

    1801 DANIELS STREET, Kissimmee, FL 34746

    View details
    Luxury Condo at Sunset Walk
    $399,000
    Luxury Condo at Sunset Walk

    Fully furnished 2-bedroom condo in a premier resort community.

    3151 SUNSET WALK Dr 1214, Kissimmee, FL 34747

    View details
    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

    View details
    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

    View details
    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

    View details
    Melia Celebration Hotel Top-Floor Unit
    $185,000
    Melia Celebration Hotel Top-Floor Unit

    Fully furnished 2-bedroom condo with strong rental history.

    225 CELEBRATION Pl # 527, Kissimmee, FL 34747

    View details
    Turn-Key Condo-Hotel Near Disney
    $65,000
    Turn-Key Condo-Hotel Near Disney

    2-bed, 1-bath condo-hotel near attractions, ideal for short-term rentals.

    5367 W IRLO BRONSON MEMORIAL Hwy 4-207, Kissimmee, FL 34746

    View details
    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

    View details
    Embassy Suites Studio Condo
    $275,000
    Embassy Suites Studio Condo

    Luxury studio condo in Sunset Walk, near Disney World.

    8061 VACATION Ave 2313, Kissimmee, FL 34747

    View details
    Furnished Condo-Hotel Near Disney
    $570,000
    Furnished Condo-Hotel Near Disney

    2-bedroom, 2-bathroom condo-hotel in Kissimmee, near Disney World.

    8061 VACATION Ave 114, Kissimmee, FL 34747

    View details
    Furnished Condo Hotel Investment
    $149,999
    Furnished Condo Hotel Investment

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

    225 CELEBRATION Pl 526, Kissimmee, FL 34747

    View details
    Venetian Bay Townhome Portfolio
    $1,230,000
    Venetian Bay Townhome Portfolio

    Charming townhomes in gated community near Orlando theme parks.

    4004 SAN GALLO Dr 107, Kissimmee, FL 34741

    View details
    Condo-Hotel Investment Opportunity
    $65,000
    Condo-Hotel Investment Opportunity

    Fully furnished condo-hotel unit in Kissimmee's tourism corridor.

    5367 W IRLO BRONSON MEMORIAL Hwy 3-108, Kissimmee, FL 34746

    View details
    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
    Condo-Hotel Villa Near Disney
    $135,000
    Condo-Hotel Villa Near Disney

    One bedroom condo-hotel approved for short-term rentals near Disney.

    3100 PARKWAY Blvd 763, Kissimmee, FL 34747

    View details
    Sunset Walk Studio Condo
    $275,000
    Sunset Walk Studio Condo

    Fully furnished condo near Disney World with resort-style amenities.

    8061 VACATION Ave 2307, Kissimmee, FL 34747

    View details
    Remodeled Condo Hotel Studio
    $55,000
    Remodeled Condo Hotel Studio

    Remodeled, fully furnished condo hotel studio near Disney.

    5367 W IRLO BRONSON MEMORIAL Hwy 2-214, Kissimmee, FL 34746

    View details
    Kissimmee Condo-Tel Investment Opportunity
    $65,000
    Kissimmee Condo-Tel Investment Opportunity

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

    5367 W IRLO BRONSON MEMORIAL Hwy 1-210, Kissimmee, FL 34746

    View details
    Two Townhome Condos in Gated Community
    $450,000
    Two Townhome Condos in Gated Community

    Two two-story 3-bedroom townhome condos with shared resort-style amenities in a 24-hour gated community.

    2602 LODI Cir 105, Kissimmee, FL 34746

    View details

    Kissimmee, FL Short Term Rental Properties Investment Opportunities Market Analysis

    Explore 46 short term rental properties for sale in Kissimmee, FL, showcased through 46 active listings on our real estate platform. These investment opportunities span a total of 92,509 square feet of properties for sale, with an estimated market value of $24,364,788.

    Sale prices for short term rental properties in Kissimmee, FL start at $69,900, averaging $1,015,199, and reaching up to $10,762,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

    List
    Map

    Top Commercial Asset Segments

    Short term rental properties 113
    Duplexes 12
    Apartment buildings 10
    Quadplexes 3
    Triplexes 2

    Property Size Breakdown

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

    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 median listing prices of real estate assets

    Neighborhood Average Price
    34746 $250.1K
    34744 $330K
    34747 $841.3K
    34741 $2M

    Taxes & Financing

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

    Listings Trend

    Total CRE Area on Market Trend

    Need Help?

    Reach out if you need assistance with Realmo tools or have questions about your listings