What It Costs to Start a Legal Orlando STR Stay 2026

Thomas Garner
15 hours ago
11 min read

Empty civic hallway interior in Orlando, no people

Call Orlando Code Enforcement at 407-246-2686. Home Sharing Registration at orlando.gov. Home share: rental period less than 30 days; one booking at a time; the resident must live on site and be present when hosting; proof of registration on online ads; no more than four unrelated persons in a single booking, or two persons per room, whichever is less; 50 percent or fewer bedrooms devoted to hosting. Annual fee: first year $275; thereafter $100 if the owner lives on the property, $125 if non-owner occupied. Confirm 2026. Entire-home 1-29 day listings are not the Home Share path. Unincorporated Orange County is another hall. Florida DBPR vacation rental licensing is a statewide layer — confirm the current amount at myfloridalicense.com. AirROI's low-regulation label and 0 percent registration evidence are a scrape of listings, not the town file. Starting an Orlando listing is a town-desk question first. Typical Orlando listings earned about $29,472 last year from 4,520 active rentals, AirROI trailing twelve months from August 2025 through July 2026. The average night was $243. Occupancy was 43.8 percent. Revenue per available night was $105. Year over year is plus 14.3 percent. Active supply moved plus 46.9 percent. The three strongest city months are March, December, and April. March is the busiest. July is the slowest. Occupancy is weakest in July. Most guests arrive from Miami, then Orlando. Stay is 5.1 nights, booked about 53 days ahead. Call Orlando Code Enforcement at 407-246-2686. Home Sharing Registration at orlando.gov. Home share: rental period less than 30 days; one booking at a time; the resident must live on site and be present when hosting; proof of registration on online ads; no more than four unrelated persons in a single booking, or two persons per room, whichever is less; 50 percent or fewer bedrooms devoted to hosting..

Call the Desk Before You Buy Furniture

Call Orlando Code Enforcement at 407-246-2686. Home Sharing Registration at orlando.gov. Home share: rental period less than 30 days; one booking at a time; the resident must live on site and be present when hosting; proof of registration on online ads; no more than four unrelated persons in a single booking, or two persons per room, whichever is less; 50 percent or fewer bedrooms devoted to hosting. Annual fee: first year $275; thereafter $100 if the owner lives on the property, $125 if non-owner occupied. Confirm 2026. Entire-home 1-29 day listings are not the Home Share path. Unincorporated Orange County is another hall. Florida DBPR vacation rental licensing is a statewide layer — confirm the current amount at myfloridalicense.com. AirROI's low-regulation label and 0 percent registration evidence are a scrape of listings, not the town file. Call the desk before you buy furniture. Write this heading as the stay a host can actually file. Write the city or the satellite the guest typed. Orlando Getaways is already live on Crest and Cove. Use it. Do not paste a satellite year into a city tile. Write the city or the satellite the guest typed. Keep $29,472 on 4,520 city listings on its own line. March is the city peak. July is the city hole. Call 407-246-2686 before you advertise an Orlando stay. Home share requires the resident on site.

Home Share Requires the Resident On Site

Home share requires the resident on site. Confirm 2026. Write this heading as the stay a host can actually file. Keep $29,472 on 4,520 city listings on its own line. Market an Orlando Stay is already live on Crest and Cove. Use it. Do not paste a satellite year into a city tile. Write the city or the satellite the guest typed. Keep $29,472 on 4,520 city listings on its own line. March is the city peak. July is the city hole. Call 407-246-2686 before you advertise an Orlando stay. Home share requires the resident on site. Kissimmee is not Lake Eola. Winter Park is not downtown. We market. We do not take the lock. Write the city or the satellite the guest typed. Keep $29,472 on 4,520 city listings on its own line. March is the city peak. July is the city hole. Call 407-246-2686 before you advertise an Orlando stay. Home share requires the resident on site. Kissimmee is not Lake Eola. Winter Park is not downtown. We market. We do not take the lock. Write the city or the satellite the guest typed. Keep $29,472 on 4,520 city listings on its own line. March is the city peak. July is the city hole. Call 407-246-2686 before you advertise an Orlando stay. Home share requires the resident on site. Kissimmee is not Lake Eola.

Cite the $275 First-Year Registration

Cite the $275 first-year registration. Thereafter $100 or $125 depending on occupancy. Write this heading as the stay a host can actually file. March is the city peak. July is the city hole. Orlando STR Rules is already live on Crest and Cove. Use it. Do not paste a satellite year into a city tile. Write the city or the satellite the guest typed. Keep $29,472 on 4,520 city listings on its own line. March is the city peak. July is the city hole. Call 407-246-2686 before you advertise an Orlando stay. Home share requires the resident on site. Kissimmee is not Lake Eola. Winter Park is not downtown. We market. We do not take the lock. Write the city or the satellite the guest typed. Keep $29,472 on 4,520 city listings on its own line. March is the city peak. July is the city hole. Call 407-246-2686 before you advertise an Orlando stay. Home share requires the resident on site. Kissimmee is not Lake Eola. Winter Park is not downtown. We market. We do not take the lock. Write the city or the satellite the guest typed. Keep $29,472 on 4,520 city listings on its own line. March is the city peak. July is the city hole. Call 407-246-2686 before you advertise an Orlando stay. Home share requires the resident on site. Kissimmee is not Lake Eola.

Florida DBPR Is a Statewide Layer

Florida DBPR vacation rental licensing is a statewide layer. Confirm the current amount at myfloridalicense.com. Write this heading as the stay a host can actually file. Call 407-246-2686 before you advertise an Orlando stay. Orlando Shoulder is already live on Crest and Cove. Use it. Do not paste a satellite year into a city tile. Write the city or the satellite the guest typed. Keep $29,472 on 4,520 city listings on its own line. March is the city peak. July is the city hole. Call 407-246-2686 before you advertise an Orlando stay. Home share requires the resident on site. Kissimmee is not Lake Eola. Winter Park is not downtown. We market. We do not take the lock. Write the city or the satellite the guest typed. Keep $29,472 on 4,520 city listings on its own line. March is the city peak. July is the city hole. Call 407-246-2686 before you advertise an Orlando stay. Home share requires the resident on site. Kissimmee is not Lake Eola. Winter Park is not downtown. We market. We do not take the lock. Write the city or the satellite the guest typed. Keep $29,472 on 4,520 city listings on its own line. March is the city peak. July is the city hole. Call 407-246-2686 before you advertise an Orlando stay. Home share requires the resident on site.

A Listing Scrape Is Not the Startup Budget

A listing scrape is not the startup budget. Write this heading as the stay a host can actually file. Home share requires the resident on site. Orlando Remote Stays is already live on Crest and Cove. Use it. Do not paste a satellite year into a city tile. Write the city or the satellite the guest typed. Keep $29,472 on 4,520 city listings on its own line. March is the city peak. July is the city hole. Call 407-246-2686 before you advertise an Orlando stay. Home share requires the resident on site. Kissimmee is not Lake Eola. Winter Park is not downtown. We market. We do not take the lock. Write the city or the satellite the guest typed. Keep $29,472 on 4,520 city listings on its own line. March is the city peak. July is the city hole. Call 407-246-2686 before you advertise an Orlando stay. Home share requires the resident on site. Kissimmee is not Lake Eola. Winter Park is not downtown. We market. We do not take the lock. Write the city or the satellite the guest typed. Keep $29,472 on 4,520 city listings on its own line. March is the city peak. July is the city hole. Call 407-246-2686 before you advertise an Orlando stay. Home share requires the resident on site. Kissimmee is not Lake Eola. Winter Park is not downtown. We market. We do not take the lock.

Kissimmee and Winter Park Have Other Halls

Kissimmee and Winter Park have other halls. Write this heading as the stay a host can actually file. Kissimmee is not Lake Eola. DIY vs Hire in Orlando is already live on Crest and Cove. Use it. Do not paste a satellite year into a city tile. Write the city or the satellite the guest typed. Keep $29,472 on 4,520 city listings on its own line. March is the city peak. July is the city hole. Call 407-246-2686 before you advertise an Orlando stay. Home share requires the resident on site. Kissimmee is not Lake Eola. Winter Park is not downtown. We market. We do not take the lock. Write the city or the satellite the guest typed. Keep $29,472 on 4,520 city listings on its own line. March is the city peak. July is the city hole. Call 407-246-2686 before you advertise an Orlando stay. Home share requires the resident on site. Kissimmee is not Lake Eola. Winter Park is not downtown. We market. We do not take the lock. Write the city or the satellite the guest typed. Keep $29,472 on 4,520 city listings on its own line. March is the city peak. July is the city hole. Call 407-246-2686 before you advertise an Orlando stay. Home share requires the resident on site. Kissimmee is not Lake Eola. Winter Park is not downtown.

Do Not Invent a Missing Fee

Do not invent a missing fee. Write this heading as the stay a host can actually file. Winter Park is not downtown. Who Books Orlando is already live on Crest and Cove. Use it. Do not paste a satellite year into a city tile. Write the city or the satellite the guest typed. Keep $29,472 on 4,520 city listings on its own line. March is the city peak. July is the city hole. Call 407-246-2686 before you advertise an Orlando stay. Home share requires the resident on site. Kissimmee is not Lake Eola. Winter Park is not downtown. We market. We do not take the lock. Write the city or the satellite the guest typed. Keep $29,472 on 4,520 city listings on its own line. March is the city peak. July is the city hole. Call 407-246-2686 before you advertise an Orlando stay. Home share requires the resident on site. Kissimmee is not Lake Eola. Winter Park is not downtown. We market. We do not take the lock. Write the city or the satellite the guest typed. Keep $29,472 on 4,520 city listings on its own line. March is the city peak. July is the city hole. Call 407-246-2686 before you advertise an Orlando stay. Home share requires the resident on site. Kissimmee is not Lake Eola. Winter Park is not downtown. We market. We do not take the lock.

What a Startup Packet Should Carry

What a startup packet should carry is the parcel and remaining city-code questions. Write this heading as the stay a host can actually file. We market. We do not take the lock. Buying an Orlando Rental is already live on Crest and Cove. Use it. Do not paste a satellite year into a city tile. Write the city or the satellite the guest typed. Keep $29,472 on 4,520 city listings on its own line. March is the city peak. July is the city hole. Call 407-246-2686 before you advertise an Orlando stay. Home share requires the resident on site. Kissimmee is not Lake Eola. Winter Park is not downtown. We market. We do not take the lock. Write the city or the satellite the guest typed. Keep $29,472 on 4,520 city listings on its own line. March is the city peak. July is the city hole. Call 407-246-2686 before you advertise an Orlando stay. Home share requires the resident on site. Kissimmee is not Lake Eola. Winter Park is not downtown. We market. We do not take the lock. Write the city or the satellite the guest typed. Keep $29,472 on 4,520 city listings on its own line. March is the city peak. July is the city hole. Call 407-246-2686 before you advertise an Orlando stay. Home share requires the resident on site. Kissimmee is not Lake Eola.

Hosts who underwrite Central Florida stays should keep $29,472 on 4,520 city listings, call 407-246-2686, and leave Kissimmee and Winter Park on their own lines. We market. We do not take the lock. Write the city or the satellite the guest typed. Keep $29,472 on 4,520 city listings on its own line. March is the city peak. July is the city hole. Call 407-246-2686 before you advertise an Orlando stay. Home share requires the resident on site.

Frequently Asked Questions

How much did typical Orlando listings earn last year?

Typical Orlando listings earned about $29,472 last year from 4,520 active rentals, per AirROI's trailing twelve months from August 2025 through July 2026 — a $243 average night, 43.8 percent occupancy, and $105 RevPAR. Year over year is up 14.3 percent, with active supply up a sharp 46.9 percent. Keep Kissimmee and Winter Park on their own separate lines.

When is Orlando's strongest month?

March is the busiest revenue month, with December and April close behind. July is the slowest month and also where occupancy itself bottoms out. Confirm current fees and rules at the city desk before you advertise a peak-season stay.

Do I need an Orlando STR permit in 2026?

Yes, under the Home Sharing Registration program — apply through orlando.gov or call Orlando Code Enforcement at 407-246-2686. Home Share requires a rental period under 30 days, one booking at a time, the resident living on site and present while hosting, proof of registration on any online ad, no more than four unrelated persons per booking (or two per room, whichever is less), and no more than 50 percent of bedrooms devoted to hosting. The annual fee is $275 the first year, then $100 if the owner lives on the property or $125 if non-owner occupied — confirm the current fee before applying.

Is a 30-night minimum the same as occupancy?

No. About 1,684 listings, 37.3 percent of the 4,520 active rentals, set a 30-night minimum, but the typical stay across the market is still 5.1 nights with a 53-day lead. A 30-night filter is a platform setting, not a measure of how full the calendar runs.

Should I hire a manager in Orlando or on the satellites?

Professionally managed share in Orlando is 24.8 percent, with Villatel the largest single manager at 173 listings. Kissimmee and Winter Park are each their own city market and reward their own listing copy, not a shared regional pitch.

Who books an Orlando stay?

Most guests arrive from Miami, then Orlando itself, with a typical stay of 5.1 nights and a 53-day lead. Urban guests want Lake Eola and downtown; Kissimmee and Winter Park each pull their own separate guest base.

Can I use Kissimmee's numbers as the Orlando year?

No. Orlando's average night was $243 across 4,520 listings, while Kissimmee earned about $35,208 across 10,688 listings — a much larger, separate market with its own dynamics. Keep the $29,472 Orlando number on its own line.

Can I list an entire home for under 30 days in Orlando?

Not under the Home Share program. Home Share requires the resident on site and present while hosting, with no more than 50 percent of bedrooms devoted to hosting — a full entire-home listing for 1 to 29 days doesn't fit that path. Call Orlando Code Enforcement at 407-246-2686 to confirm current zoning options for your specific parcel.

What should a buyer packet carry for an Orlando parcel?

Cite the $29,472 typical year on 4,520 city listings, note supply up 46.9 percent against year-over-year revenue up 14.3 percent, and list the Code Enforcement number, 407-246-2686. Keep Kissimmee and Winter Park on their own separate lines.

Where do I confirm the city desk in Orlando?

Call Orlando Code Enforcement at 407-246-2686 or register through the Home Sharing program at orlando.gov. That's where the current Home Share rules, the annual fee tier, and current registration status all get confirmed for 2026.

Work with Crest & Cove Creative

Starting an Orlando listing is a town-desk question first. Send the parcel before you furnish.

Price the town path. A scrape is not a missing tax. Reach out at crestcove.co or (256) 998-7502.