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    Orange County, FL Short Term Rental Properties for Sale

    22 results
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    Income-Producing Duplex in Central Orlando
    $439,900
    1,197 SF

    Income-Producing Duplex in Central Orlando

    1518 Pinewood Dr, Winter Park, FL 32789

    Duplex with detached in-law apartment, ideal for rental.

    • Income‑producing property with detached in‑law apartment, ideal for house hacking or rental income.
    • Prime central Orlando location near Winter Park, College Park, Downtown Orlando, and major amenities.
    • Detached in‑law apartment currently rented for $1,350/month, providing immediate income.
    • Main house previously rented for $1,850/month, demonstrating strong rental history.
    • Separate entrances and mailboxes for both units ensure privacy and flexibility.
    Updated: Jan 29
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    Studio Condo at Grove Resort
    $150,000

    Studio Condo at Grove Resort

    15695 Grv Resort Ave, Winter Garden, FL 34787

    Studio condo with water park access near Disney World.

    • Access to Surfing Water Park and Wave Pool
    • Located within The Terraces at the Grove Resort & Water Park
    • Minutes from Disney World
    • Boutique/Hotel Accommodations
    • Enjoy the Secluded Infinity Pool with Poolside Bar
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    Grove Resort Income-Producing Condo
    $239,900

    Grove Resort Income-Producing Condo

    Fully furnished, income-producing condo near Disney World.

    14501 Grv Resort Ave, Winter Garden, FL 34787
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    Turn-Key Resort Investment Opportunity
    $309,000

    Turn-Key Resort Investment Opportunity

    Fully furnished short-term rental with resort amenities and income potential.

    14501 Grv Resort Ave, Winter Garden, FL 34787
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    Luxury Condo Near Disney
    $265,000

    Luxury Condo Near Disney

    Elegant, fully furnished condo with resort amenities near Disney.

    14501 Grv Resort Ave, Winter Garden, FL 34787
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    Orlando Condo with Water Views
    $259,000

    Orlando Condo with Water Views

    Fully furnished condo near water park, ideal vacation escape.

    14501 Grv Resort Ave, Winter Garden, FL 34787
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    Grove Resort Condo For Sale
    $399,000

    Grove Resort Condo For Sale

    Fully furnished 2-bedroom condo at The Grove Resort & Spa.

    14501 Grv Resort Ave, Winter Garden, FL 34787
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    Spacious Condo at Grove Resort
    $310,000

    Spacious Condo at Grove Resort

    Fully furnished condo in resort with water park and amenities.

    14501 Grv Resort Ave, Winter Garden, FL 34787
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    Resort Condo Near Water Park
    $250,000

    Resort Condo Near Water Park

    Furnished condo with water park access and rental program.

    14501 Grv Resort Ave, Winter Garden, FL 34787
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    Furnished Condo-Hotel Near Disney
    $319,000

    Furnished Condo-Hotel Near Disney

    Fully furnished 3-bedroom condo-hotel with resort amenities near Orlando.

    14501 Grv Resort Ave, Winter Garden, FL 34787
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    Grove Resort Furnished Rental Unit
    $309,000

    Grove Resort Furnished Rental Unit

    Furnished short-term rental with resort amenities and income potential.

    14501 Grv Resort Ave, Winter Garden, FL 34787
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    Furnished Condo at Grove Resort
    $289,990

    Furnished Condo at Grove Resort

    3 bed, 2 bath furnished condo at Grove Resort.

    14501 Grv Resort Ave, Winter Garden, FL 34787
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    Luxurious Condo Near Disney World
    $420,000

    Luxurious Condo Near Disney World

    Fully furnished condo with resort amenities, near Disney World.

    14501 Grv Resort Ave, Winter Garden, FL 34787
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    Resort with Waterpark Amenities
    $309,000

    Resort with Waterpark Amenities

    Turn-key short term rental with resort amenities near Disney.

    14501 Grv Resort Ave, Winter Garden, FL 34787
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    Furnished Condo Near Disney World
    $232,000

    Furnished Condo Near Disney World

    Fully equipped 2/2 condo at The Grove Resort & Waterpark.

    14501 Grv Resort Ave, Winter Garden, FL 34787
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    Spacious Condo Near Disney World
    $351,450

    Spacious Condo Near Disney World

    Turnkey 3-bedroom condo at Grove Resort, near Disney World.

    14501 Grv Resort Ave, Winter Garden, FL 34787
    View details
    Furnished Condo at Grove Resort
    $289,000

    Furnished Condo at Grove Resort

    Turn-key, 3-bedroom condo with resort amenities near Disney World.

    14501 Grv Resort Ave, Winter Garden, FL 34787
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    Luxurious Resort Condo in Orlando
    $400,000

    Luxurious Resort Condo in Orlando

    Fully furnished 3BR/3BA condo with resort amenities and lake views.

    14501 Grv Resort Ave, Winter Garden, FL 34787
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    Turnkey Condo at Grove Resort
    $329,900

    Turnkey Condo at Grove Resort

    Fully furnished 2-bedroom condo near Disney World.

    14501 Grv Resort Ave, Winter Garden, FL 34787
    View details
    Turn-Key Short Term Rental
    $309,000

    Turn-Key Short Term Rental

    Fully furnished short term rental with resort amenities.

    14501 Grv Resort Ave, Winter Garden, FL 34787
    View details
    Furnished Condo with Water Views
    $360,000

    Furnished Condo with Water Views

    Two-bedroom condo in resort community near theme parks.

    14501 Grv Resort Ave, Winter Garden, FL 34787
    View details
    Luxury Vacation Rental at Grove
    $332,500

    Luxury Vacation Rental at Grove

    Fully furnished 2-bedroom condo with resort amenities near Disney.

    14501 Grv Resort Ave, Winter Garden, FL 34787
    View details
    Based on your search, we've compiled Potential Opportunities for your consideration. Besides 22 Active Listings in Orange County, FL

    Orange County, FL Short Term Rental Properties Investment Opportunities Market Analysis

    Explore 22 short term rental properties for sale in Orange County, FL, showcased through 22 active listings on our real estate platform. These investment opportunities span a total of 8,276 square feet of properties for sale, with an estimated market value of $439,900.

    Prices for short term rental properties in Orange County, FL start at $439,900, averaging $439,900, and reaching up to $439,900 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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    Short term rental properties by market

    Browse Short term rental properties for Sale Near Orange, FL

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