Compare 20 local companies in Kissimmee (17 with an office in the city, 3 that serve the area). Pick up to 3 and send one free quote request.
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Top rated
Highly Recommended · 100+ reviews
Most reviewed
316 Google reviews, 4.1★
Longest established
20+ years in business
Picked by our rules (rating adjusted for review count, number of reviews, years in business), not paid placement.
Tick Compare on up to 3 companies to see them side by side and request quotes from all of them at once.
3061 Rockefeller Wy, Kissimmee, FL 34747
SunnySide Properties has an office in Kissimmee and serves Orlando, Davenport and Clermont, managing vacation rentals and single-family homes with short-term and long-term management, real estate sales and interior design.
In their words: “We offer full-service long-term property management across Orlando, Kissimmee, Davenport, and Clermont.”
Review summary: Most reviewers mention smooth tenant placement, on-time rent collection and easy check-ins at short-term rentals.
Serves the Kissimmee area · no public office address, so no map pin
SMV House Rental serves the Kissimmee area, offering vacation and long-term rental homes and property management for owners; most of its reviews come from vacation guests.
Review summary: Most reviewers are guests who mention clean, spacious homes, quiet locations and quick responses.
1101 Miranda Ln Ste 131, Kissimmee, FL 34741
R&J Realty and Property Management is a real estate and property management company with an office in Kissimmee, helping clients rent, buy and manage homes in the Kissimmee area.
Review summary: Reviewers often describe a prompt, professional agent who communicates well throughout the process.
700 Celebration Ave Ste 300, Kissimmee, FL 34747
Sunshine Home Management has an office in Celebration and leases single-family homes, condos and townhouses in St. Cloud and Kissimmee.
Review summary: Reviewers often mention a diligent, punctual agent who answers calls and questions thoroughly.
1627 E Vine St Ste 134, Kissimmee, FL 34744
McCormack Realty & Renters Choice Homes is a family-owned Kissimmee company that has specialized in long-term residential rental management across Osceola County since 1994, also offering sales.
Review summary: Reviewers often describe a professional, reliable team that handles repairs promptly for owners and tenants.
435 W Vine St #201, Kissimmee, FL 34741
Reliable Property Management & Sales is a family company in Kissimmee offering property management, tenant placement and real estate sales in Kissimmee, Orlando, St. Cloud, Davenport and Poinciana.
Review summary: Most reviewers describe an honest family company that helps renters find affordable homes, though some report slow replies.
1633 E Vine St Ste 107, Kissimmee, FL 34744
Rodriguez Property Management is a Kissimmee company with over 20 years of experience managing single-family homes and offering leasing, sales and investment guidance in Central Florida.
In their words: “We help investors identify high-potential opportunities and make confident, informed decisions every step of the way.”
Review summary: Reviewers often describe a communicative, professional team that handles tenant placement and long-term rentals well.
Gemstone Properties is a Kissimmee company, operating since 1999, offering vacation rentals, long-term rentals, property management, sales and renovation in the Kissimmee area, Lake County and Clermont.
Review summary: Reviewers often describe friendly, helpful staff, especially for vacation rentals.
52 Riley Rd Unit 307, Kissimmee, FL 34747
A+ Home Rentals has an office in Celebration and manages single-family homes, condos, townhouses and commercial property in Celebration, Reunion, Kissimmee, Windermere, Winter Garden and Orlando, with leasing, tenant screening, maintenance and rent collection.
In their words: “Our dedicated Property Management team is made up of specialists with decades of experience.”
Review summary: Reviewers often mention a kind, upfront manager, simple online maintenance requests and fair treatment of owners and tenants.
Serves the Kissimmee area · no public office address, so no map pin
Select Property Management is a Kissimmee-area company specializing in short-term vacation home management in ChampionsGate, Kissimmee, Davenport and Clermont, and also manages long-term rentals.
Review summary: Reviewers often describe a professional, caring manager who looks after vacation villas for owners living abroad.
22 W Monument Ave, Kissimmee, FL 34741
Ackley Florida Property Management is a Kissimmee company serving Greater Orlando since 1984, managing nearly 700 single-family and multi-family rentals with tenant screening, leasing and maintenance.
In their words: “We utilize the latest property management software and online portals to streamline processes, enhance communication, and provide real-time updates for owners and tenants alike.”
Review summary: Reviewers often describe cheerful, responsive staff who help with maintenance and answer questions.
Innovation Property Management, founded in 1972, has a Poinciana office managing residential, commercial and retail properties and community associations in Polk, Orange, Osceola, Hillsborough, Palm Beach and Lake counties.
In their words: “At Innovation Property Management, we’re proud of our service to the property management and community association industries.”
Review summary: Reviewers often describe kind, responsive staff who make finding a rental home easy.
1101 Miranda Ln Ste 131, Kissimmee, FL 34741
Changing Latitudes Property Management has an office in Kissimmee and works with new and experienced property owners and investors, alongside helping clients buy and sell homes.
Review summary: Reviewers mostly praise patient, helpful agents for home purchases and sales.
1101 Miranda Ln Ste 131, Kissimmee, FL 34741
All County Metro Property Management is a Kissimmee office of All County, managing residential rentals in Kissimmee and Orlando with tenant screening, leasing, maintenance, rent collection and rental analysis.
In their words: “We manage residential properties by using proven methods that make owning rental properties more profitable.”
Review summary: Reviewers often describe friendly, helpful office staff and an easy rental process.
Sundance of Florida C.F. has an office in Buenaventura Lakes and has served investors in Central Florida since 1990, managing single-family homes, condos, townhomes and apartments with marketing, tenant screening, leasing, maintenance and accounting.
In their words: “We provide full management services, including marketing, tenant screening, leasing, maintenance, and accounting.”
1050 Plaza Dr Ste G, Kissimmee, FL 34743
Advanced Management Specialists is a full-service real estate firm in Buenaventura Lakes specializing in residential property management for long-term leases, serving Central Florida for over 17 years.
Park Avenue Property Management is a Celebration company that has managed single-family homes and vacation rentals since 2011 in Orlando, Kissimmee, Lake Buena Vista and other Central Florida areas, and also handles real estate sales.
In their words: “We manage, buy and sell single-family homes and vacation rentals in areas like Lake Buena Vista, Orlando, and Kissimmee.”
700 Celebration Ave #213, Kissimmee, FL 34747
Blue Sky Property Management Services is a Celebration company managing single-family and luxury homes in Celebration and Orlando, with online portals and real estate sales.
Review summary: Reviewers often describe a welcoming, responsive staff that handles requests in a timely way.
Serves the Kissimmee area · no public office address, so no map pin
Dipre is a property management company serving the Kissimmee area of Florida, handling residential rental properties on behalf of local owners.
1400 Sweet Bay Ct, Kissimmee, FL 34744
KNA Property Management is a Kissimmee company managing single-family homes in Orlando, Kissimmee and St. Cloud, with tenant selection, rent collection, maintenance and real estate sales.
No company matches all of these filters.
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Pins show office addresses; numbers match the Best match order. Companies that don't publish an address are listed as "Serves the Kissimmee area" and get no pin.
Get the latest rental and real estate data on the Kissimmee market. We update these charts with the latest data on the 22nd of each month.
Rents in Kissimmee are $62 below the Osceola County typical.
Source: Zillow Observed Rent Index (ZORI), typical asking rent, all homes + multifamily, smoothed. Data through September 2026.
Rent rose in 6 of the last 12 months: +$5 in all since Oct 2025.
Green: rent went up that month. Grey: it went down.
Source: Zillow Observed Rent Index (ZORI), typical asking rent, all homes + multifamily, smoothed. Data through September 2026.
Source: Zillow Observed Rent Index (ZORI), typical asking rent, all homes + multifamily, smoothed. Data through September 2026.
Kissimmee's typical asking rent is $62 (3.1%) below the county. The gap is growing compared with a year ago.
Source: Zillow Observed Rent Index (ZORI), typical asking rent, all homes + multifamily, smoothed. Data through September 2026.
Rents here usually rise most in February, March and April, so those are good months to list your rental.
Average change from the month before, 11 years of data.
Source: Zillow Observed Rent Index (ZORI), typical asking rent, all homes + multifamily, smoothed. Data through September 2026.
Past growth, not a forecast. Rents can go down as well as up. Your own rent depends on the home, its condition and the lease.
Source: Zillow Observed Rent Index (ZORI), typical asking rent, all homes + multifamily, smoothed. Data through September 2026.
| City | Typical rent | 1 year | Managers |
|---|---|---|---|
| Kissimmee | $1,926 | +0.3% | 20 |
| Orlando | $1,889 | +1.0% | 126 |
| Davenport | $1,978 | +1.2% | 8 |
| Windermere | $2,454 | +0.3% | 5 |
| Winter Garden | $2,352 | −0.5% | 21 |
| Winter Park | $1,852 | +2.7% | 19 |
| Maitland | $1,960 | +4.1% | 3 |
Source: Zillow Observed Rent Index (ZORI), typical asking rent, data through September 2026. Managers listed: our directory, October 2026.
Source: U.S. Census Bureau, American Community Survey 5-year estimates, 2020-2024.
Source: U.S. Department of Housing and Urban Development, Fair Market Rents for fiscal year 2027, Orlando-Kissimmee-Sanford, FL MSA. Used to set Housing Choice Voucher (Section 8) limits.
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Compare the 20 property management companies in Kissimmee, Osceola County. Tick up to 3 to see them side by side, then request free quotes from all of them in one step. Highly rated managers based nearby, in Orlando and Celebration, are listed below the local companies.
Zillow's typical asking rent in Kissimmee is $1,926 (September 2026); +0.3% over the past year and +14.7% over five years. About 53.7% of homes in Kissimmee are rented, and the rental vacancy rate is 8.7% (Census, 2020-2024).
We list 20 property management companies in Kissimmee, FL: 17 with an office in the city and 3 that serve the area from elsewhere or without a public office address.
Zillow's typical asking rent in Kissimmee was $1,926 a month in September 2026, +0.3% on a year earlier.
Over the 11 years Zillow has tracked, asking rents here have risen most in February, March and April. Listing in those months can help, but every property is different.
Fees depend on the company, the property and the services you need, and few companies publish them. Ask for a written quote that lists the monthly fee, leasing fee and any other charges. You can request quotes from up to 3 managers at once on this page.
The default order, Best match, uses each company's Google rating adjusted for how many reviews it has, so a 4.8 rating from 100 reviews ranks above a 5.0 from 2. Companies with no Google reviews yet are listed after every rated company. No company can pay for its position.
Yes. Requesting quotes is free for property owners and there is no obligation to hire anyone.