Rental arbitrage in Kissimmee Apartments that allow Airbnb in Kissimmee

We find rentals where the owner has signed off on Airbnb. You lease it, host it, and keep the profit. These are the ones live in Kissimmee right now.

6 homes live|0 new this week|Est. $1,500 to $4,750/mo profit
Map showing Kissimmee, Florida
City rulesNot STR Friendly
The short answer

Can you do rental arbitrage in Kissimmee?

Only inside the city's short-term rental overlay. We have 6 Kissimmee homes where the landlord already said yes to Airbnb. The city is the hard part: our guide rates Kissimmee a red light, because the city code bars stays under 30 days in residential districts, with two exceptions tied to its short-term rental overlay. Ask the city whether the address sits inside the overlay before you sign.

From our Kissimmee guide, where every rule links to its source.

Kissimmee homes you're allowed to Airbnb

6 homes where the landlord already said yes. Members see the address, real photos and rent.

Pictures are illustrations, not the real homes. Profit and revenue are estimates from BNBCalc and AirDNA data.

Kissimmee's rules for rental arbitrage

Red light
|Our guide's take

Skip Kissimmee unless the unit sits inside the short-term rental overlay or already has an approval that's still in effect. Confirm that with the city before you pay anyone anything.

Works for you
  • Rentals under 30 days are allowed in approved planned unit developments and by conditional use inside the overlay
  • The code says it doesn't intend to deny continued use of rentals that were previously approved
Watch out for
  • Under 30 days is prohibited in residential districts outside the two exceptions
  • Osceola County says it has no contract with booking platforms, so you can't count on them to collect the 6% tourist tax
Before you sign a lease
  • 1Ask the city whether the address sits inside the short-term rental overlay or holds an approval still in effect before you sign.
  • 2Confirm the address is inside Kissimmee city limits, since an address can say Kissimmee but sit in unincorporated Osceola County.

Read the full Kissimmee guide, with a source for every rule →

How it works with STR Exchange

  • 1Pick an approved home. Every home on our list has the landlord's OK to Airbnb. We find them by calling landlords every day.
  • 2Sign the lease. Usually through your LLC. We help with the tour, the application and the deal.
  • 3List it on Airbnb. Guests cover the rent and bills.

Questions

Do I need a license in Kissimmee?

The city has no short-term rental permit of its own. Its code requires the applicable city, county and state licenses. The state license is $170 a year, plus $50 for a new application.

What taxes do guests pay in Kissimmee?

13.5%: 6% state sales tax, 1.5% county surtax and 6% county tourist tax.

Whose name goes on the lease?

Usually your LLC. We recommend it for your protection. If a landlord will only sign a personal lease, it's your call.

What does STR Exchange cost?

Free to create an account. Membership is $149 a month after you're approved. The acquisition fee, our finder's fee, is $2,500 unfurnished or $3,500 furnished per home, due the day you sign the lease. Never before.

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Rules tell you where. We find the landlord who says yes.

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