Add Listing
    For Sale
    • For Sale
    • For Lease
    • Recently Sold
    • Property Lookup
    • Brokers
    Residential Income
    1
    • Retail
    • Office
    • Residential Income
    • Restaurants
    • Industrial
    • Mixed-Use
    • Hospitality
    • Health Care
    • Sports & Entertainment
    • Land
    • Agricultural
    • Specialty
    Price
    Price range
    $
    $
    Size
    Property size / sq.ft.
    Short Term Rental
    Clear All

    Meet Realmo: The Largest Hub
    of Commercial Real     Estate in the US

    Over 1 million active listings and over 150 million property profiles

    Winter Haven, FL Short Term Rental Properties for Sale

    Notify Me
    List
    Map
    Lehigh Acres, FL Port Charlotte, FL Miami, FL
    Winter Haven Triplex with Pool
    $480,000
    1,985 SF

    Winter Haven Triplex with Pool

    1075 8TH STREET NW, Winter Haven, FL 33881

    Income-generating property with two in-law suites and a pool.

    • Income‑generating property with two separate in‑law suites, each with private entrances.
    • Large lot featuring a private pool.
    • Mechanically updated: newer roof (4 years old), gutters, PEX piping, electric panels, windows, exterior doors, and appliances.
    • Professional plans drafted for a 2‑bedroom, 1‑bath Auxiliary Dwelling Unit (ADU).
    • Main house boasts 4 bedrooms and 3 bathrooms.
    Updated: Feb 14, 2025
    View details
    Lakeside Multi-Unit Investment Property
    $775,000
    3,100 SF

    Lakeside Multi-Unit Investment Property

    1515 6TH STREET NW, Winter Haven, FL 33881

    Versatile lakeside property with diverse units for rental income.

    • Lakeside location offers attractive views and enhances rental appeal.
    • Diverse unit mix includes efficiency units, a studio, and a larger downstairs unit to cater to various tenant needs.
    • Designed for generating rental income with multiple units.
    • Spacious downstairs unit features 1,500 sq ft, 2 bedrooms, a game room, and a private lake‑view deck.
    • Four efficiency units are equipped with private baths, kitchenettes (sink, refrigerator, microwave).
    Updated: Sep 6, 2024
    View details
    Based on your search, we've compiled 6 Potential Opportunities for your consideration. Besides 2 Active listings in Winter Haven, FL, we suggest exploring several alternatives: 4 properties in Nearby Cities

    Explore Opportunities in Nearby Cities

    Here are 4 Similar properties we found in Nearby Locations for your consideration.

    Updated Condo in Reunion Resort
    $369,000
    1,755 SF

    Updated Condo in Reunion Resort

    Fully furnished 3-bedroom condo in guard-gated Reunion Resort.

    7656 WHISPER WAY 301, Reunion, FL 34747
    View details
    Income-Generating Condo with Resort Amenities
    $189,950
    823 SF

    Income-Generating Condo with Resort Amenities

    Part-furnished condo with balconies, near golf and theme parks.

    1310 SEVEN EAGLES COURT 301, Reunion, FL 34747
    View details
    Updated Townhome Near Disney
    $359,990
    2,106 SF

    Updated Townhome Near Disney

    Updated 4-bedroom, 3.5-bath townhome in Solterra Resort, near Disney.

    4803 TERRASONESTA DRIVE, Davenport, FL 33837
    View details
    Spacious Pool Home in Solterra
    $1,150,000
    6,542 SF

    Spacious Pool Home in Solterra

    6,542 sq ft pool home with high-yield rental potential.

    1758 Oak Blossom Dr, Davenport, FL 33837
    View details

    Winter Haven, FL Short Term Rental Properties Investment Opportunities Market Analysis

    Explore 2 short term rental properties for sale in Winter Haven, FL on our real estate platform. These investment opportunities span a total of 5,085 square feet of properties for sale, with an estimated market value of $1,255,000.

    Sale prices for short term rental properties in Winter Haven, FL start at $480,000, averaging $627,500, and reaching up to $775,000 — 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

    Browse Short term rental properties for Sale Near Winter Haven, FL

    Popular Searches in Winter Haven, FL

    Popular Categories

    Most Searched ZIP Codes in Winter Haven, FL

    • 33881

    Select Neighborhood

    Google sign-in failed. Please try again or use another login method.
    Sign Up Successful!
    You now have access to more from Realmo!