www.comparent.com - Comparent
Comparent
List Your Company Login

27 Vacation Property Managers in Siesta Key, FL 34242, USA

Discover the top short-term vacation rental property managers in Siesta Key, FL 34242, USA. Use the list below to find and compare the top property managers for your Airbnb property.

Market Overview

Market Leaders

Sarasota

Siesta Key

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

Expert Avatar

Need help choosing? Schedule a free 15-minute call with a Comparent expert to find the best vacation rental managers for you.

Talk to an Expert
User Photo

Founded In 2010

Roelens Vacations

Headquarters Cape Coral, Florida

Owner Rating 5.0 (5)
Airbnb Rating 4.6 (3256)
VRBO Rating 4.6 (64)
Google Rating 4.6 (1249)
Sponsored

VERIFIED

User Badge
Sponsored

VERIFIED

Owner Rating 5.0 (5)
Airbnb Rating 4.6 (3256)
VRBO Rating 4.6 (64)
Google Rating 4.6 (1249)
User Badge
Roelens Vacations: Expertise Meets Personal Touch With 14 years as market leaders in vacation rental management, Roelens Vacations is where property investment meets its true potential. Our broad visibility, from global giants like Air... View full profile

The Cottages On The Key, Inc.

Headquarters Siesta Key, Florida

Airbnb Rating 4.8 (194)
VRBO Rating 4.8 (1466)
Google Rating 4.9 (322)
Sponsored

VERIFIED

Sponsored

VERIFIED

Airbnb Rating 4.8 (194)
VRBO Rating 4.8 (1466)
Google Rating 4.9 (322)
Welcome to The Cottages on the Key, an exclusive vacation rental management company with a boutique collection of luxury vacation homes located in Siesta Key, Lido Key, Anna Maria Island and the mainland of Sarasota, Florida. We offer... View full profile

Checkmate Rentals

Headquarters Pennsylvania

Airbnb Rating 4.9 (362)
Google Rating 4.9 (73)
Sponsored

VERIFIED

Sponsored

VERIFIED

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

The Compass Collection

Headquarters Sarasota, Florida

Airbnb Rating 4.6 (38)
Sponsored

VERIFIED

Sponsored

VERIFIED

Airbnb Rating 4.6 (38)
At The Compass Collection, we have a passion for luxury vacation rental marketing and management, and we are experts at providing a concierge level of personal service. Years of experience, and our proven and successful art of marketin... View full profile
User Photo

Founded In 2024

PMI Manatee

Headquarters Bradenton, Florida

Employees 2

Sponsored

VERIFIED

Sponsored

VERIFIED

Welcome to PMI Manatee, where we transform your property into a thriving investment. We are proud to lead a full-service short-term property management company dedicated to maximizing your property's potential.We understand that... View full profile

Need help choosing?

Schedule a free 15-minute call with a Comparent expert to find the best vacation rental managers for you.

Talk To An Advisor

Ikon Collection LLC

Headquarters Beverly Hills, Florida

Sponsored

VERIFIED

Sponsored

VERIFIED

The team at Ikon Collection offers a reimagined approach to vacation rentals and business stays. Crafted from years of knowledge, our Ikon Team carefully curates Ikon Experiences to let you be you. What we are not is a generic “book... View full profile

Renjoy

Headquarters Colorado Springs, Colorado

Airbnb Rating 4.8 (1691)
VRBO Rating 4.7 (190)
Google Rating 5.0 (12)

VERIFIED

VERIFIED

Airbnb Rating 4.8 (1691)
VRBO Rating 4.7 (190)
Google Rating 5.0 (12)
We are a full service airbnb and short term rental management provider. As owners helping owners, we take care of everything for you, from start to finish while focusing on generating high revenue.
User Photo

Founded In 1994

Florida Vacation Connection

Headquarters Longboat Key, Florida

Employees 6

Google Rating 4.7 (39)

VERIFIED

VERIFIED

Google Rating 4.7 (39)
Locally owned and managed since 1994, Florida Vacation Connection is an established management company with the resources and staff in place to ensure that all owner, guest and property needs are met. The owner of the company is active... View full profile
User Photo

Founded In 2021

Elation Vacation Homes LLC

Headquarters Venice, Florida

Employees 2

VERIFIED

VERIFIED

Need help choosing?

Schedule a free 15-minute call with a Comparent expert to find the best vacation rental managers for you.

Talk To An Advisor

Rent The Keys / Rent Siesta Key

Headquarters Sarasota, Florida

Airbnb Rating 4.6 (2778)
VRBO Rating 4.5 (3315)
Google Rating 4.5 (241)
Airbnb Rating 4.6 (2778)
VRBO Rating 4.5 (3315)
Google Rating 4.5 (241)

Gertrude Rentals

Headquarters Siesta Key, Florida

Airbnb Rating 4.8 (1367)
VRBO Rating 4.8 (2695)
Google Rating 4.7 (59)
Airbnb Rating 4.8 (1367)
VRBO Rating 4.8 (2695)
Google Rating 4.7 (59)

Gumbo Limbo Vacation Rentals

Headquarters Sarasota, Florida

Airbnb Rating 4.8 (1842)
VRBO Rating 4.8 (392)
Google Rating 4.7 (23)
Airbnb Rating 4.8 (1842)
VRBO Rating 4.8 (392)
Google Rating 4.7 (23)

Stay on Siesta

Headquarters Siesta Key, Florida

Airbnb Rating 4.7 (753)
Google Rating 4.1 (56)
Airbnb Rating 4.7 (753)
Google Rating 4.1 (56)

Need help choosing?

Schedule a free 15-minute call with a Comparent expert to find the best vacation rental managers for you.

Talk To An Advisor

Island House Beach Resort

Headquarters Sarasota, Florida

Airbnb Rating 4.8 (0)
VRBO Rating 4.6 (216)
Google Rating 4.6 (339)
Airbnb Rating 4.8 (0)
VRBO Rating 4.6 (216)
Google Rating 4.6 (339)

La Siesta Condominium

Headquarters Siesta Key, Florida

Airbnb Rating 4.6 (279)
Google Rating 4.4 (146)
Airbnb Rating 4.6 (279)
Google Rating 4.4 (146)

About the Siesta Key Short-Term Rental Market

Siesta Key, a captivating barrier island off the southwestern coast of Florida, has long been a premier vacation destination, attracting a diverse mix of visitors seeking sun, sand, and coastal charm. With its powdery white sand beaches, azure Gulf waters, and vibrant coastal lifestyle, Siesta Key has become a prime location for short-term rental investments. The island's proximity to Sarasota's cultural attractions and entertainment options further enhances its appeal, drawing in vacationers, retirees, and seasonal residents alike.

The demand for short-term rentals in Siesta Key has steadily grown over the years, as travelers seek more personalized and comfortable accommodations than traditional hotels. This surge in vacation rental popularity has created a thriving market, with property owners and investors capitalizing on the opportunity to generate rental income from their properties.

Performance Benchmarks for Siesta Key Vacation Rental Managers

The Siesta Key vacation rental market is highly competitive, with top-performing property management companies showcasing impressive performance metrics. According to industry data, the average occupancy rate for VRBO listings in Siesta Key is around 75%, with an average nightly rate of $300. On Airbnb, the average occupancy rate is slightly lower at 70%, but the average nightly rate is higher, reaching $350 [1].

The leading vacation rental managers in Siesta Key have consistently outperformed the market, with some achieving occupancy rates as high as 85% and average nightly rates exceeding $400 [2]. These companies have leveraged their local expertise, industry connections, and sophisticated marketing strategies to attract a steady stream of high-quality bookings, maximizing the rental income for their clients. (For more detailed market overview, please refer to the Market Overview section.)

How Competitive is the Siesta Key Property Management Market?

The Siesta Key property management market is highly competitive, with a diverse array of companies vying for the attention of property owners and investors. The top players in the market have established themselves through a combination of exceptional service, local expertise, and innovative strategies.

Companies like Siesta Key Property Management, Gulf Coast Property Management, and The Cottages on the Key have carved out their respective niches, offering a comprehensive suite of services that cater to the unique needs of Siesta Key's property owners and vacationers. These companies leverage their deep understanding of the local market, strong industry connections, and cutting-edge technology to deliver unparalleled results for their clients.

The competitive landscape in Siesta Key has also given rise to a focus on differentiation, with property management companies emphasizing their unique value propositions. Some may specialize in high-end luxury rentals, while others excel in managing vacation homes or long-term rentals. This diversity of offerings allows property owners to find the right fit for their specific needs and investment goals.

Key Players in the Siesta Key Rental Market

Siesta Key Property Management, a leading provider of property management services in the area, has established a reputation for its exceptional customer service and comprehensive approach to managing vacation rentals. With a focus on maximizing rental income and maintaining the integrity of properties, Siesta Key Property Management has become a trusted partner for many property owners [3].

Gulf Coast Property Management, a regional powerhouse, has also made a significant impact in the Siesta Key rental market. Leveraging its extensive experience and resources, the company offers a wide range of services, including vacation rental management, annual rental management, and association management, catering to the diverse needs of property owners [4].

The Cottages on the Key, a boutique property management company, has carved out a niche in the Siesta Key market by specializing in high-end vacation rentals. With a focus on personalized service and attention to detail, the company has built a loyal following among property owners and vacationers seeking a premium rental experience [5].