Top Property Managers in Orlando, Florida
Wheelhouse's analysis of top short-term and vacation rental operators in Orlando, FL, USA powered by Navigator.
November 14, 2024
Introduction
Orlando, Florida, is a global vacation hotspot, famous for its world-renowned theme parks, year-round sunshine, and family-friendly attractions. With millions of visitors flocking to the area each year, the short-term rental market is thriving. For homeowners, partnering with a top-tier property management company can be the difference between average returns and outstanding success.
Here’s a closer look at the top property managers in Orlando, FL, highlighting their strengths in revenue management, housekeeping, and homeowner communication.
The Orlando, FL STR Landscape
The short-term rental market in Orlando, Florida has seen explosive growth in recent years, fueled by the city’s global appeal and year-round tourism. Key factors driving this demand include:
- World-famous theme parks like Walt Disney World, Universal Studios, and SeaWorld, which attract millions of visitors annually from around the globe.
- Family-friendly entertainment and attractions, from water parks and golf courses to shopping, dining, and nightlife, making Orlando a top destination for travelers of all ages.
- A steady stream of international and domestic tourists, including snowbirds and remote workers, seeking sunshine and relaxation in a vacation home setting.
- Major events and conventions hosted at the Orange County Convention Center, which bring business travelers and groups to the area throughout the year.
This vibrant and fast-paced vacation rental market offers outstanding opportunities for property owners. However, to succeed in such a competitive environment, it’s essential to partner with an experienced, strategic, and service-focused property management company that can help your investment thrive.
Top Property Managers in Orlando, Florida
With Wheelhouse's Navigator Tool, we compiled a list of some of the most reputable property managers in Orlando, Florida. These companies are chosen based on their strong reputations, positive customer reviews, comprehensive range of services, and their significant contributions to the local short-term rental market.

Global Resort Homes
Orlando’s Trusted Vacation Rental Experts
Managing over 400 properties, Global Resort Homes offers a full-service approach to vacation rental management. Their revenue management system uses real-time market analytics to adjust pricing for optimal earnings. Housekeeping services are thorough and professional, ensuring homes are spotless and guest-ready. Homeowners enjoy detailed monthly reports, proactive updates, and a responsive team committed to long-term success for their homeowners.

Blue Gems
Smart, Streamlined Property Management
Blue Gems manages 150 properties and is known for its modern, tech-driven approach. Their revenue management relies on dynamic pricing and booking trend analysis to keep occupancy high. Housekeeping follows a strict quality assurance program to meet hospitality-grade standards. Homeowners benefit from consistent communication, regular performance updates, and a client-first mindset that drives retention.

Florida Star Vacations
Personalized Management with Proven Results
Florida Star Vacations oversees 150 properties, offering a customized approach to vacation rental management. Their revenue strategies blend local market insight with data analytics to maximize profits. Housekeeping is top-notch, with rigorous protocols and frequent inspections. Homeowners receive regular earnings reports, maintenance updates, and individualized support that promotes long-term loyalty.
Are you an owner looking to meet one of these Property Managers?
We're happy to try and connect you. We know a lot of great teams!

Your Orlando Stay
Boutique Management for High-Touch Service
With 70 properties, Your Orlando Stay provides a boutique-level experience for homeowners seeking a more hands-on partner. Their revenue management strategy is built on competitive rate monitoring and local trend forecasting. Housekeeping services are reliable and consistent, with strong attention to detail. Homeowners enjoy close communication, tailored recommendations, and dependable support.

Plus Vacation Homes
Seamless Property Management Solutions
Plus Vacation Homes manages 150 properties, focusing on streamlining operations for both owners and guests. Their pricing strategy uses AI-powered tools to optimize for occupancy and revenue. Housekeeping teams are well-trained and closely monitored, delivering consistent results. Homeowners benefit from detailed insights, transparent reporting, and proactive service that keeps their investment thriving.

Andes STR
Scale and Strategy for Short-Term Rentals
Andes STR manages 350 properties and combines robust technology with strategic pricing to deliver high ROI. Their revenue management platform dynamically adjusts rates based on market fluctuations, events, and seasonality. Housekeeping services include deep cleans, quality control, and fast turnovers. Homeowners are kept informed with dashboards, regular updates, and exceptional client support.

Alpha Vacations
High-Quality Care for Every Home
Alpha Vacations manages 30 properties, offering a focused and personalized approach to property care. Their pricing strategy adapts to booking patterns and guest behaviors to increase revenue. Housekeeping is consistent and detail-oriented, ensuring a five-star experience for every stay. Homeowners receive personalized service, monthly reporting, and fast, friendly support that leads to long-term retention.

Fairytale Vacation Rentals
Magical Guest Experiences, Expert Management
With 50 properties, Fairytale Vacation Rentals is known for delivering memorable experiences with professional-grade management. Their revenue strategies leverage event calendars and local trends to optimize pricing. Housekeeping is meticulous, with property staging and post-stay audits to maintain high standards. Homeowners benefit from open communication, detailed financial reporting, and tailored advice to maximize their property’s potential.

Jeeves Florida Rentals
Luxury Property Management at Scale
Jeeves Florida Rentals manages 520 properties, specializing in luxury vacation rentals with premium service. Their revenue management system is highly sophisticated, adjusting rates based on occupancy trends and booking windows. Housekeeping is five-star, with hotel-style service and maintenance teams on call. Homeowners receive comprehensive reporting, strategy sessions, and concierge-level support.

Nova Vacation
Reliable and Scalable Vacation Management
Nova Vacation oversees 500 properties, combining operational efficiency with responsive service. Their dynamic pricing platform analyzes demand in real time to maximize revenue. Housekeeping teams operate under high standards, with thorough cleanings and guest-readiness checks. Homeowners enjoy detailed analytics, dedicated account managers, and a high level of service that drives retention and growth.
Want to analyze more?
Visit Navigator to explore the data for we review for Dynamic Sets to complete these recommendations. If you find an error, we'll fix it!
Have a suggested edit to our rankings?
We're always happy to talk through updates. This ranking human powered and using live data.
Whether you own a charming townhome near Disney or a luxury estate in a gated resort community, the right property management company can make all the difference. These top Orlando vacation rental managers offer dynamic revenue optimization, professional housekeeping, and dedicated homeowner communication—ensuring your property reaches its full potential in one of the world’s most competitive short-term rental markets.
Contributors

Amelia Melching
Community
Amelia drives all things Community at Wheelhouse with years of experience in the short-term and vacation rental industry. She helps operators and owners optimize their dynamic pricing strategies, drawing on her expertise in revenue management to maximize revenue.

Andrew Kitchell
CEO & Founder
Andrew Kitchell is CEO and Founder at Wheelhouse, a revenue management platform that serves the leading professional operators in the vacation rental, short-term, corporate rental & boutique hotel space.
Amelia Melching
Community
Amelia drives all things Community at Wheelhouse with years of experience in the short-term and vacation rental industry. She helps operators and owners optimize their dynamic pricing strategies, drawing on her expertise in revenue management to maximize revenue.
View profile →Andrew Kitchell
CEO & Founder
Andrew Kitchell is CEO and Founder at Wheelhouse, a revenue management platform that serves the leading professional operators in the vacation rental, short-term, corporate rental & boutique hotel space.
View profile →