Top PMs

Top Property Managers in Orlando, Florida

Wheelhouse's analysis of top short-term and vacation rental operators in Orlando, Florida, USA powered by Navigator.

Amelia Melching
By Amelia Melching, Community

Published: Nov 14, 2024

5 minute read

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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.

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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.

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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.

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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?

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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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

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.

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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. 

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