Short Term Rental arbitrage in Orlando, Florida

Short Term Rental arbitrage in Orlando, Florida

Rental Property Investor · Clermont, FL · Member since 2019 · 3 posts · 0 votes

Anyone successfully executing this strategy in the Orlando market/surrounding areas? My partner and I have found one landlord that will allow us to sublet to our business travelers and Leisure travelers. But many have not. Any success stories/best practices?

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Specialist · Las Vegas, NV · Member since 2015 · 50 posts · 14 votes
6y

@Daylon Pritchett

In any niche of any business, you’re going to have people who agree and disagree with your strategies. Don’t let either stop you from pursuing what you feel and believe you can do.

With that said, the ones who don’t recommend rental arbitrage are just looking after you from their own personal perspective. There are people very successful in RA and those are the people you should listen to. Take the others advice as well cause it’s for precaution.

I believe we all have a purpose and calling to do what we feel inside we can accomplish. It’s different for everyone.

If you wanna do RA, and you believe you can do it, then you can find a way.

Just don't want you to stop doing what you believe in. RA does work, and it's risky yes, but so is putting 20% down on a home to use it as a STR vs just a few thousand to get in an arbitrage deal. Pros and Cons for both.

Bottom line is, no one is 100% educated in everything. People have different investment advice and angles based on experience. Just pick who you listen to and follow advice from in anything you do.

See this reply in the discussion

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  • John UnderwoodPro Member
    Investor · Greer, SC · Member since 2014 · 13k+ posts · 17k+ votes
    7y
    Most people here on BP have stated that arbitrage is not a good strategy as you don't own the property and so don't have long term control. You are much better off owning a property that you intend to rent as a vacation rental.
  • Investor · The worst town to live in, KS · Member since 2016 · 4k+ posts · 4k+ votes
    7y

    Most people here on BP have stated that arbitrage is not a good strategy as you don't own the property and so don't have long term control. You are much better off owning a property that you intend to rent as a vacation rental.

  • Michael BaumPro Member
    Olympia, WA · Member since 2016 · 8k+ posts · 7k+ votes
    7y

    @John Underwood @Paul Sandhu, deja vu. All over again. :)

    @Daylon Pritchett I agree with the Bobbsey Twins there. Orlando can be a tricky place to get right. Ordinances can vary by neighborhood and seem to be in flux a lot of the time. This increases the risk of losing the ability to offer up STR's. Then you are stuck in a lease where you could really lose.

  • Hatfield, PA · Member since 2012 · 1k+ posts · 629 votes
    7y

    "Any success stories/best practices?"

    best practice I can think of, stay far away from Arbitrage.

  • Rental Property Investor · Clermont, FL · Member since 2019 · 3 posts · 0 votes
    7y

    Ok. Thanks for the insights, I appreciate it. 

  • Specialist · Las Vegas, NV · Member since 2015 · 50 posts · 14 votes
    6y

    @Daylon Pritchett

    In any niche of any business, you’re going to have people who agree and disagree with your strategies. Don’t let either stop you from pursuing what you feel and believe you can do.

    With that said, the ones who don’t recommend rental arbitrage are just looking after you from their own personal perspective. There are people very successful in RA and those are the people you should listen to. Take the others advice as well cause it’s for precaution.

    I believe we all have a purpose and calling to do what we feel inside we can accomplish. It’s different for everyone.

    If you wanna do RA, and you believe you can do it, then you can find a way.

    Just don't want you to stop doing what you believe in. RA does work, and it's risky yes, but so is putting 20% down on a home to use it as a STR vs just a few thousand to get in an arbitrage deal. Pros and Cons for both.

    Bottom line is, no one is 100% educated in everything. People have different investment advice and angles based on experience. Just pick who you listen to and follow advice from in anything you do.

  • Rental Property Investor · Clermont, FL · Member since 2019 · 3 posts · 0 votes
    6y

    This is fantastic advice Tony. Thanks so much for your response. I have continued to move forward with my pursuit of STRs. 

    Thank you!


    Daylon 

    • Rental Property Investor · FL · Member since 2016 · 271 posts · 92 votes
      1y
      Quote from @Daylon Pritchett:

      This is fantastic advice Tony. Thanks so much for your response. I have continued to move forward with my pursuit of STRs. 

      Thank you!


      Daylon 


       Tony is correct. Unfortunately anyone doing it actively in Central Florida has not shared their success story. 

      I can see with research it is impossible to do it legit. But I bet a few are doing it as a grey area and for a few years. These are the ones we want to hear from as I do my self.

  • Rental Property Investor · FL · Member since 2016 · 271 posts · 92 votes
    1y
    Quote from @Daylon Pritchett:

    Anyone successfully executing this strategy in the Orlando market/surrounding areas? My partner and I have found one landlord that will allow us to sublet to our business travelers and Leisure travelers. But many have not. Any success stories/best practices?


     How is this going for you today in 2025 since then.

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