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Verified Short Term Rental Manager Professionals in Winter Garden, Florida, 2026

This directory includes Short Term Rental Manager professionals operating in Winter Garden, Florida. Profiles may be verified by KeyCrew or currently under review as part of our ongoing verification process. If you’re a local expert and aren’t listed here, book your verification call. Get Verified

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Best Orlando Property Management LLC

This business has not yet been verified. Verified status is granted after a short phone interview confirming credentials and professional background.

Locations Served: This company offers services in the following locations.
Altamonte Springs, FL | Kissimmee, FL | Orlando, FL | Winter Park, FL + 9 Others

Best Orlando Property Management is a top-rated property management company serving the Orlando, Florida area. They specialize in managing residential, multi-family, and commercial properties, providing services such as tenant screening, maintenance, and financial reporting to help property owners maximize their investments.

Property Types:
  • Residential
  • HOA/COA

"Client reviews say Best Orlando Property Management LLC is a highly professional and responsive property management company that has helped clients with their real estate needs. Reviewers praise the company's knowledgeable and attentive staff, particularly Melissa Pesante, who has been described as an excellent realtor who listens to clients' needs, provides great communication, and guides them through the entire process seamlessly."

Garcia Group Realty

This business has not yet been verified. Verified status is granted after a short phone interview confirming credentials and professional background.

Locations Served: This company offers services in the following locations.
Kissimmee, FL | Orlando, FL | Lake Mary, FL | Davenport, FL + 2 Others

Garcia Group Realty is a full-service real estate company specializing in buying, selling, property management, and vacation rentals in the Orlando, Florida area. With decades of local market expertise and a commitment to personalized service, they provide comprehensive solutions to help clients achieve their real estate goals.

Property Types:
  • Residential
  • Multifamily
  • Mixed-Use
  • Office
  • Retail
  • Industrial
  • Hospitality
  • Land
  • Manufactured Housing

Clients of Garcia Group Realty have consistently praised the company's professional and responsive staff, who have gone above and beyond to assist them in finding their dream homes or vacation rentals. The company's personalized service and attention to detail have been highlighted, with reviewers noting the team's expertise and ability to meet their needs effectively.

Real Property Management Verita

This business has not yet been verified. Verified status is granted after a short phone interview confirming credentials and professional background.

Locations Served: This company offers services in the following locations.
Altamonte Springs, FL | Winter Park, FL | Winter Springs, FL | Ocoee, FL + 2 Others

Real Property Management Verita is a professional property management company that specializes in managing residential rental properties in the Winter Springs, FL area. They offer a range of services including tenant screening, leasing, maintenance, and evictions to help property owners maximize the return on their investment.

Property Types:
  • Residential

PMI Orlando MyPlace

This business has not yet been verified. Verified status is granted after a short phone interview confirming credentials and professional background.

Locations Served: This company offers services in the following locations.
Altamonte Springs, FL | Kissimmee, FL | Orlando, FL | Sanford, FL + 7 Others

PMI Orlando MyPlace is a full-service vacation rental management company that provides professional short-term property management services in the Kissimmee, Orlando, and surrounding central Florida areas. They utilize state-of-the-art technology to help property owners manage their vacation rental investments effectively.

Property Types:
  • Residential
  • Hospitality

"Generally reviews of PMI Orlando MyPlace are very positive, with clients highlighting the professionalism, responsiveness, and exceptional service provided by the team, especially Ayman. Reviewers mention the company's attention to detail in property management, efficient resolution of any issues, and overall excellent experience working with them."

Real Property Management Verita

This business has not yet been verified. Verified status is granted after a short phone interview confirming credentials and professional background.

Locations Served: This company offers services in the following locations.
Altamonte Springs, FL | Winter Park, FL | Winter Springs, FL | Ocoee, FL + 2 Others

Real Property Management Verita is a professional property management company that specializes in managing residential rental properties in the Winter Springs, FL area. They offer a range of services including tenant screening, leasing, maintenance, and evictions to help property owners maximize the return on their investment.

Property Types:
  • Residential

"Overall reviews say Real Property Management Verita provides excellent property management services, with a responsive and knowledgeable team led by Vivian Lippi. Clients praise the company's attention to detail, communication, and ability to handle all aspects of property management, from finding qualified tenants to addressing maintenance issues promptly. The company is described as reliable, trustworthy, and going above and beyond to deliver outstanding results for its clients."

Palm Tree Vacation Homes

This business has not yet been verified. Verified status is granted after a short phone interview confirming credentials and professional background.

Locations Served: This company offers services in the following locations.
Kissimmee, FL | Orlando, FL | Davenport, FL | Haines City, FL + 3 Others

Palm Tree Vacation Homes is a family-run vacation rental company offering a wide range of beautiful properties in the Kissimmee and Orlando, Florida areas. From cozy condos to spacious pool homes, they provide the perfect getaway for an unforgettable vacation experience near Disney World and other local attractions. With over 15 years of expertise in managing and renting vacation homes, Palm Tree Vacation Homes ensures guests have a comfortable and relaxing stay tailored to their needs.

Property Types:
  • Residential

Incredible Vacation Homes

This business has not yet been verified. Verified status is granted after a short phone interview confirming credentials and professional background.

Locations Served: This company offers services in the following locations.
Kissimmee, FL | Orlando, FL | Clermont, FL | Davenport, FL + 4 Others

Incredible Vacation Homes offers luxuriously appointed themed vacation rental villas in the Orlando, Florida area, providing families, groups, and companies with a unique and upscale retreat near Central Florida's top attractions. As a premier vacation rental manager, they specialize in creating exceptional stay experiences tailored to discerning travelers seeking residential-style accommodations with distinctive amenities and services.

Property Types:
  • Residential

Orlando's Finest Vacation Homes

This business has not yet been verified. Verified status is granted after a short phone interview confirming credentials and professional background.

Locations Served: This company offers services in the following locations.
Kissimmee, FL | Orlando, FL | Clermont, FL | Davenport, FL + 5 Others

Orlando's Finest Vacation Homes is a premier vacation rental management company serving the Kissimmee and greater Orlando areas of Florida. They specialize in providing exceptional residential rental properties for travelers visiting the region's world-famous attractions and destinations.

Property Types:
  • Residential

Benchmark Management Group, LLC

This business has not yet been verified. Verified status is granted after a short phone interview confirming credentials and professional background.

Locations Served: This company offers services in the following locations.
Orlando, FL | Winter Garden, FL

Benchmark Management Group is a leading Florida property management company that specializes in managing a wide range of residential and commercial properties, including multi-family communities, shopping centers, office buildings, and student housing complexes. With over 15 years of experience, the company is known for its exceptional customer service, expertise in the local rental market, and commitment to maximizing the value of its clients' investments.

Property Types:
  • Residential
  • Student Housing
  • Multifamily
  • Specialty Properties
  • Storage
  • Office
  • Retail
  • Industrial
  • Hospitality
  • Medical Office

Florida First Class Vacation Homes

This business has not yet been verified. Verified status is granted after a short phone interview confirming credentials and professional background.

Locations Served: This company offers services in the following locations.
Kissimmee, FL | Orlando, FL | Winter Garden, FL

Florida First Class Vacation Homes provides outstanding vacation rental management services to guests in the Orlando, Kissimmee, and Winter Garden areas of Florida, ensuring a fantastic vacation experience.

Property Types:
  • Residential

Kylin Realty

This business has not yet been verified. Verified status is granted after a short phone interview confirming credentials and professional background.

Locations Served: This company offers services in the following locations.
Miami, FL | Daytona Beach, FL | Gainesville, FL | Kissimmee, FL + 12 Others

Kylin Realty is a full-service real estate company that specializes in residential, multi-family, and commercial properties across Florida. They offer expertise in real estate sales, property management, and vacation rentals, serving clients throughout the state with a focus on key markets like Daytona Beach, Orlando, Miami, and Tampa.

Property Types:
  • Residential
  • Retail
  • Hospitality
  • Land

"Overall reviews of Kylin Realty indicate a pattern of poor customer service, lack of responsiveness, and questionable business practices. Many clients report issues with delayed maintenance, hidden fees, and difficulties getting their security deposits returned, even when properties were left in good condition. However, some positive reviews mention helpful and knowledgeable property managers like Crystal McGriff, suggesting the company may have some competent staff, but the overall sentiment is quite negative."

Juan Delgado - Real Estate

This business has not yet been verified. Verified status is granted after a short phone interview confirming credentials and professional background.

Locations Served: This company offers services in the following locations.
Kissimmee, FL | Orlando, FL | Davenport, FL | Haines City, FL + 4 Others

Juan Delgado is an experienced real estate professional serving the Central Florida area, specializing in luxury and vacation homes as well as investment properties. With over a decade in the local market and an MBA from the University of Michigan, Juan provides expert guidance to investors, luxury buyers, and second home owners. His full-service offerings include property management, lending solutions, and immigration assistance, ensuring a seamless experience from purchase to enjoyment. Whether you seek an investment opportunity or your dream vacation home near Disney, Juan makes your vision a reality through his comprehensive knowledge and personalized approach.

Property Types:
  • Residential
  • Commercial

The Pro Agent Group

This business has not yet been verified. Verified status is granted after a short phone interview confirming credentials and professional background.

Locations Served: This company offers services in the following locations.
Altamonte Springs, FL | Daytona Beach, FL | Deltona, FL | Kissimmee, FL + 15 Others

The Pro Agent Group is a full-service real estate brokerage based in Orlando, Florida, specializing in residential sales and vacation rental management. With over 30 years of industry experience, CEO Keith Courtney and his team of experts provide unparalleled service, market analysis, and strategic guidance to maximize their clients' real estate investments throughout the Greater Orlando area and Central Florida region.

Property Types:
  • Residential

"In general, clients of The Pro Agent Group praise the team's exceptional service, extensive real estate expertise, and ability to find the perfect vacation rental homes that meet their needs. Reviewers highlight the team's attentiveness, knowledge, and professionalism in helping clients, especially with planning large, multi-generational vacations."

Property Gurus

This business has not yet been verified. Verified status is granted after a short phone interview confirming credentials and professional background.

Locations Served: This company offers services in the following locations.
Kissimmee, FL | Orlando, FL | Clermont, FL | Davenport, FL + 4 Others

Property Gurus is a premier vacation rental management company based in Orlando, Florida. With 14 years of combined expertise, they specialize in curating exceptional vacation home experiences tailored to every guest's desires. As Airbnb Superhosts, Property Gurus goes above and beyond to provide outstanding hospitality, ensuring each stay is unforgettable, comfortable, and filled with cherished memories in the Orlando, Kissimmee, and surrounding areas.