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    Orange County, FL Short Term Rental Properties for Sale

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    Miami, FL Cape Coral, FL Orlando, FL Jacksonville, FL Fort Myers, FL Tampa, FL Fort Lauderdale, FL Lehigh Acres, FL
    129 properties
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    Furnished Duplex
    Updated: Sep 28
    Furnished Duplex

    1501 WOODWARD Street, Orlando, FL 32803

    $639,900
    1,600 sqft 0.14 AC lot
    1,600‑square‑foot duplex on a 0.14‑acre lot
    Upper unit: 2 bedrooms, 1 bathroom, and a bonus room
    Lower unit: 2 bedrooms, 2 bathrooms, and a bonus room
    Both residences have remodeled kitchens and bathrooms, updated flooring, and their own washer and dryer
    Solar panels; one unit has a tankless water heater
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    12-Unit Mixed-Use Property
    Updated: Oct 16
    12-Unit Mixed-Use Property

    271 S ORLANDO Avenue, Winter Park, FL 32789

    $1,550,000
    3,430 sqft 0.18 AC lot
    12 short‑term rental units: 8 studios and 4 one‑bedroom/one‑bath units
    Street‑facing office suite on S. Orlando Avenue
    3,430 square feet on 0.18 acres
    C‑3 zoning
    Built in 1949; block and stucco construction
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    Renovated Duplex with Mixed-Use Zoning
    Renovated Duplex with Mixed-Use Zoning

    310 E ANDERSON Street, Orlando, FL 32801

    $649,900
    1,320 sqft 0.07 AC lot

    Two separately metered units offer residential and commercial use flexibility.

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    Furnished Resort Rental Condo
    Furnished Resort Rental Condo

    12527 FLORIDAYS RESORT DRIVE #506-E, Orlando, FL 32821

    $159,000
    957 sqft

    Two bedrooms, private balcony, and resort amenities support vacation use or participation in the established rental program.

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    Updated Duplex
    Updated Duplex

    46 E PRINCETON Street, Orlando, FL 32804

    $559,200
    2,016 sqft 0.15 AC lot

    Both residences include in-unit laundry, generous closet space and recent interior improvements.

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    Duplex with Detached ADU
    Duplex with Detached ADU

    3701 VIRGINIA Drive, Orlando, FL 32803

    $625,000
    2,044 sqft 0.19 AC lot

    Two residences share a fenced parcel with separate entrances, updated systems, and a flexible layout for rental or multigenerational use.

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

    8101 Resort Village Drive, Orlando, FL 32821

    $189,000
    0.02 AC lot

    Furnished condo with resort amenities, pool views, and in-unit laundry.

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    Furnished Four-Bedroom Resort Condo
    Furnished Four-Bedroom Resort Condo

    8125 RESORT VILLAGE DRIVE #51505, Orlando, FL 32821

    $349,999
    2,141 sqft

    A top-floor furnished residence pairs private outdoor space with access to resort pools, dining, spa services and recreation.

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

    8125 RESORT VILLAGE DR #5502, Orlando, FL 32821

    $147,500
    1,231 sqft

    A private balcony and resort amenities complement this furnished residence near Orlando’s major theme parks.

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    Furnished Resort Condo
    Furnished Resort Condo

    8125 RESORT VILLAGE DRIVE #5903, Orlando, FL 32821

    $210,000
    1,060 sqft

    A fully equipped vacation condo combines an open living area, private balcony, and in-unit laundry within a resort setting.

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    Two-Home Multifamily Property
    Two-Home Multifamily Property

    3701 Virginia Dr, Orlando, FL 32803

    $625,000
    2,044 sqft

    Updated primary residence with a detached ADU, separate entry, and flexible occupancy options.

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    Furnished Short-Term Rental Suite
    Furnished Short-Term Rental Suite

    7601 CANADA AVE #502, Orlando, FL 32819

    $215,000
    542 sqft

    The one-bedroom layout has a separate living and dining area, a full kitchen, and permission for short-term rentals.

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

    8101 RESORT VILLAGE DRIVE #31204, Orlando, FL 32821

    $177,000
    1,060 sqft

    A resort residence with a private balcony facing the property’s pirate-ship pool complex.

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    Short-Term Rental Condo with Balcony
    Short-Term Rental Condo with Balcony

    8125 RESORT VILLAGE DRIVE #5408, Orlando, FL 32821

    $149,000
    1,060 sqft

    Furnished two-bedroom residence offers resort amenities and a covered outdoor space for guest stays or personal use.

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    Furnished Lake-View Vacation Condo
    Furnished Lake-View Vacation Condo

    13427 BLUE HERON BEACH DRIVE #706, Orlando, FL 32821

    $252,000
    798 sqft

    A seventh-floor residence includes a private balcony overlooking Lake Bryan and a layout suited to guest stays.

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

    13427 BLUE HERON BEACH DRIVE #1804, Orlando, FL 32821

    $355,000
    1,169 sqft

    The residence permits short-term rentals and includes a private balcony with views of Lake Bryan.

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

    8815 WORLDQUEST BOULEVARD #2201, Orlando, FL 32821

    $310,000
    1,437 sqft

    A second-floor residence with a covered balcony, pond views, and resort amenities near Walt Disney World.

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    Furnished Vacation Rental Condo
    Furnished Vacation Rental Condo

    13415 BLUE HERON BEACH DRIVE #602, Orlando, FL 32821

    $217,000
    798 sqft

    A balcony, guest sleeping area, and resort amenities support vacation stays for groups of up to six.

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    Furnished Short-Term Rental Condominium
    Furnished Short-Term Rental Condominium

    6165 CARRIER DRIVE #3312, Orlando, FL 32819

    $155,000
    408 sqft

    Third-floor Orlando condo-hotel unit with an equipped kitchen and access to on-site management for rental operations.

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

    4862 CAYVIEW AVE #20909, Orlando, FL 32819

    $525,000
    1,447 sqft

    A three-bedroom layout, private balcony, and resort amenities complement the condo’s short-term rental zoning.

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    Furnished Condominium-Hotel
    Furnished Condominium-Hotel

    6165 CARRIER DRIVE #3404, Orlando, FL 32819

    $219,000
    586 sqft

    The two-bedroom, two-bath unit is on the third floor and includes a guest-ready kitchen.

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

    12538 FLORIDAYS RESORT DRIVE #603C, Orlando, FL 32821

    $159,000
    957 sqft

    The two-bedroom, two-bath residence includes furnishings, a private balcony, and access to resort amenities.

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    Waterfront Short-Term Rental Condo
    Waterfront Short-Term Rental Condo

    12539 FLORIDAYS RESORT DRIVE #105D, Orlando, FL 32821

    $160,000
    957 sqft

    Furnished resort unit with two bedrooms, two full bathrooms, private outdoor space, and access to extensive guest amenities.

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    Three-Bedroom Condo-Hotel
    Three-Bedroom Condo-Hotel

    12521 FLORIDAYS RESORT DRIVE #101F, Orlando, FL 32821

    $175,000
    1,200 sqft

    The 2006-built unit is part of Floridays Resort Orlando, which offers a pool, fitness amenities, dining and guest services.

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    Orange County, FL Short Term Rental Properties Market Trends and Statistics

    Explore 129 short term rental properties for sale in Orange County, FL, showcased through 129 active listings on our real estate platform. These investment opportunities span a total of 100,225 square feet of properties for sale, with an estimated market value of $32,337,271.

    Sale prices for short term rental properties in Orange County, FL start at $93,998, averaging $250,676, and reaching up to $1,550,000 — 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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    Featured Orange County Real Estate Agencies

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

    Creegan Property Group
    439 LAKE HOWELL ROAD Maitland, FL 32751
    Phone: (407) 622-1111
    www.CreeganGroup.com
    Kelly Price & Company
    243 West Park Avenue, Suite 100 Winter Park, FL 32789
    Phone: (407) 645-4321
    www.kellypriceandcompany.com
    Lakeside Realty Windermere Inc
    430 Main Street Windermere, FL 34786
    Phone: (407) 876-5575
    www.lakesidewindermererealty.com
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