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10 Vacation Property Managers in Islamorada, FL, USA

Discover the top short-term vacation rental property managers in Islamorada, FL, USA. Use the list below to find and compare the top property managers for your Airbnb property.

Market Overview

Market Leaders

Islamorada

Owner Ratings

4

& Above

3

& Above

2

& Above

Airbnb logo

4

& Above

3

& Above

2

& Above

VRBO logo

4

& Above

3

& Above

2

& Above

Google logo

4

& Above

3

& Above

2

& Above

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Checkmate Rentals

Headquarters Pennsylvania

Airbnb Rating 4.9 (362)
Google Rating 4.9 (73)
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Airbnb Rating 4.9 (362)
Google Rating 4.9 (73)
Checkmate Rentals changes the way you get to enjoy your vacation homes. With our professional, local caretaking teams in every market we manage, central support staff, and 24/7 customer service, we’ll be there every step of the way.W... View full profile

Islander Resort

Headquarters Islamorada, Florida

Google Rating 4.5 (1086)
Google Rating 4.5 (1086)

Freewheeler Vacations

Headquarters Islamorada, Florida

Airbnb Rating 4.9 (98)
VRBO Rating 4.6 (507)
Google Rating 4.4 (17)
Airbnb Rating 4.9 (98)
VRBO Rating 4.6 (507)
Google Rating 4.4 (17)

Island Villa, Inc.

Headquarters Islamorada, Florida

VRBO Rating 4.9 (18)
Google Rating 4.2 (10)
VRBO Rating 4.9 (18)
Google Rating 4.2 (10)

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About the Islamorada Short-Term Rental Market

The Islamorada vacation rental market is a highly competitive and lucrative segment of the Florida Keys tourism industry. As a premier destination known for its world-class fishing, diving, and natural beauty, Islamorada attracts visitors year-round seeking a unique and memorable Florida Keys experience.

Performance Benchmarks for Islamorada Vacation Rental Managers

The Islamorada vacation rental market has seen strong performance in recent years. According to data from VRBO, the average nightly rate for Islamorada vacation rentals is $350, with an average occupancy rate of 75%. On Airbnb, Islamorada listings have an average rating of 4.8 stars and an average daily rate of $275.

These performance metrics highlight the demand for high-quality vacation rentals in Islamorada. Vacation rental managers who can provide exceptional guest experiences and effectively market their properties are well-positioned to capitalize on this demand and achieve strong financial returns. (For more information on the Islamorada vacation rental market, see the Market Overview section.)

How Competitive is the Islamorada Property Management Market?

The Islamorada vacation rental market is highly competitive, with a diverse array of property management companies vying for a share of the market. Some of the key players in the Islamorada rental market include:

Key Players in the Islamorada Rental Market

Florida Keys Vacation Rentals, Inc.

Florida Keys Vacation Rentals, Inc. is one of the largest and most established vacation rental management companies in the Islamorada area. With a portfolio of hundreds of homes, condos, and cottages, the company has a strong presence in the market and a reputation for providing excellent customer service.

Island Management Rentals

Island Management Rentals is a boutique vacation rental management company that specializes in high-end properties in Islamorada. The company's focus on personalized service and attention to detail has helped it establish a loyal client base and a reputation for excellence in the market.

Coastal Vacation Rentals of the Florida Keys

Coastal Vacation Rentals of the Florida Keys is a locally-owned and operated property management company that has been serving the Islamorada market for over a decade. The company's deep knowledge of the local market and commitment to customer satisfaction have made it a popular choice among both property owners and guests.

Go Summer Vacation Rentals

Go Summer Vacation Rentals is a larger, national vacation rental management company that has a significant presence in the Islamorada market. The company's scale and resources allow it to offer a wide range of services and amenities to both property owners and guests.

Freewheeler Vacations

Freewheeler Vacations is a full-service vacation rental management company that specializes in the Florida Keys market. The company's focus on personalized service and attention to detail have helped it establish a strong reputation in the Islamorada area.

These are just a few of the key players in the Islamorada vacation rental market. With so many options available, property owners and guests alike have a wide range of choices when it comes to vacation rental management services.