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About Island Real Estate - Your Top Choice For Anna Maria Island Vacation Rentals

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Island Real Estate is Anna Maria Island`s leading full service Real Estate and Vacation rental agency specializing in waterfront properties, investment rental property, beach homes, private pool homes, condominiums and more. In the heart of Holmes Beach, our real estate office is located at 6101 Marina Drive ~ where Anna Maria Island, Bradenton, Longboat Key and Perico Bay have received the best real estate services since 1970.

Real Estate Services

Island Real Estate is one of the oldest real estate offices on Anna Maria Island. Patricia Hendricks founded her brokerage in 1970 with Sis Dudley under the name of Dudley Real Estate. In later years, it was Patricia Hendricks Real Estate and then Hendricks Real Estate. Her sale of the business in 1990 and the subsequent name change to Island Real Estate in August 1991 were merely the latest steps in the continual effort to professionally serve the community.  December 2011, Island Real Estate acquired Betsy Hills Real Estate located in Anna Maria City, Anna Maria Island. Betsy Hills Real Estate had a long standing history of serving both real estate services and the local community. As most locals know and now you can see from our brief history lesson, for more than 50 years it has been a top priority for Island Real Estate to specialize in Anna Maria Island properties in a competent and progressive manner. Island Real Estate is fortunate to have inherited a reputation of honesty, integrity and a "soft touch for good service". Our real estate professionals constantly strive to adhere to this way of conducting our business, we earn the loyalty and trust of the customers and community we serve.

Vacation Rental Services

Island Real Estate Vacations is the newly revamped rental division of Island Real Estate.  Previously, Island Real Estate grew our Anna Maria Island vacation rentals to over 300 properties before selling the vacation rental management division in 2017.  In January 2020, Island Real Estate returned to vacation rental management at the urging of our dedicated real estate sales customers, previous vacation rental owners and past rental guests who we have serviced for more than 20 years. As a vacation rental customer of Island Real Estate Vacations, you can expect the same superior service and qualified experienced team to meet your Vacation Rental needs as our Island Real Estate Sales team is to Real Estate. We are excited to be able to provide personalized customer service to our vacation rental customers again and look forward to what the future holds!  

So, whether it`s a few days or for a lifetime ~ Island Real Estate can find you the perfect "peace" of paradise.  Please visit our website, www.IslandReal.com  for more information on Vacation Rentals, Real Estate, Annual property management as well as condominium management.




Meet Our Vacations Team

Island Real Estate Vacations has recruited the best of the best local leaders to develop our Vacation Rental Division. Those that were with Island Real Estate in prior years will recognize a few faces below. We are prepared to invest in our business and that starts with the core leadership team managing our Anna Maria Island vacation rental properties. No history with Island Real Estate? Visit our testimonials page to see firsthand how our employees from the past have made a big difference for our owners.


Jodi Nichols

Jodi Nichols

CEO/Co-Owner

Our Chief Executive Officer, Jodi ensures that all facets of our vacation rental management program meet both owner and vacation guest expectations. Jodi has over a quarter century of resort hospitality and vacation rental management experience including all aspects of resort operations from Front Desk to Employee Training and everything in between. Jodi started with Island Real Estate in August 2012 and with her wealth of knowledge in Hospitality, Operations, Property Rental Management, Team Building, and Training & Development helped take Island Real Estate’s vacation rental division to the next level. Email: Jodi@IslandReal.com | Direct Line: (941) 345-1294


Lawrence Chatt

Lawrence Chatt

Co-Owner

Larry received his Bachelor of Science in Mechanical Engineering at Rochester Institute of Technology. Previous Executive Leadership experience with General Motors, General Electric and Precision Castparts Corporation has prepared him well for his leadership position as Broker/Co-Owner of Island Real Estate. Larry has owned Anna Maria Island investment property while residing in Europe, New England, Ohio, Iowa, and Colorado. The first-hand experience as an absentee owner gives him a unique perspective of all the concerns involved with the purchase and management of a resort property. Larry is very active in the community as the Vice President of the Anna Maria Island Vacation Property Association and is a former Chairman of the Anna Maria Island Chamber of Commerce.Email: Larry@IslandReal.com | Direct Line: (941) 345-1288


Claudia Mir

Claudia Mir

General Manager

Claudia originally started with Island Real Estate (IRE) in 2013. During her first 4 years, Claudia had progressive growth from HSKP Team Lead Inspector to MAINT Dispatch Coordinator to MAINT Supervisor to Guest Services Manager. In addition, Claudia was a valuable resource for our Operations Team who developed many positive relationships with owners, guests, and vendors. After the sale of IRE in 2017, Claudia decided to use that opportunity to focus on school. She returned to Island Real Estate Vacations (IREV) in MAY 2020 as a part-time Vacation Rental Specialist while still attending school full-time. During this time, Claudia also worked as the Laundry Team Lead where she helped plan, organize, and direct the day-to-day operations of the Housekeeping and Laundry Departments. In 2021, Claudia left IREV to start a family cleaning business while continuing her education and where she acquired the ability to successfully manage a business while providing high quality services to ensure customer satisfaction. As a recent graduate from the University of South Florida with a Bachelor of Arts in Psychology, Claudia possesses great communication and interpersonal skills. Additionally, her educational background has equipped her with the necessary analytical and critical thinking skills to solve problems and make appropriate decisions. Claudia rejoined the IREV team as General Manager in FEB 2023. In this role, she will utilize her 10+ years of progressive work knowledge in the vacation rental industry to create memorable and lasting owner, guest, and employee experiences. As the General Manager, Claudia will work directly with the local team towards success while being accountable for driving our 5-star rating reviews by building a rapport with staff, guests, and owners as well as driving revenue, rebuilding the IRE brand, and seeking new growth opportunities. 

 Email: Claudia@IslandReal.com | Direct Line: (941) 345-1287


Kacey Varga

Kacey Varga

Revenue Manager

Island Real Estate Vacations welcomed Kacey back February 2020 as our Vacation Rental Revenue Manager. As the Revenue Manager, Kacey manages the day to day rate yield operations for our vacation rental bookings with the primary goal of maximizing rental revenue for Owners. Kacey originally started with Island Real Estate (IRE) January 1999. During Kacey’s 24 years with IRE she progressively excelled to higher leadership roles and took on many duties across all departments to include assisting Rental Owners, Vacation Rental Guests, Real Estate Sales Clients and Community Leaders. Kacey will develop LOCAL pricing strategies for each vacation rental and use forecasting tools along with statistics to ensure our vacation rental rates stay competitive in the Anna Maria Island marketplace.  Email: Kacey@IslandReal.com | Direct Line: (941) 345-1292


Tiffany Miles

Tiffany Miles

Owner Relations Manager/Interior Design Assistant

Tiffany (Tiff) started with Island Real Estate Vacations (IREV) in June 2020 as a Vacation Rental Specialist, in 2022 was promoted to Property Operations Coordinator, and she has since been promoted in 2023 to Owner Relations Manager. In this role, Tiff will help with property inspections, onboarding, and property upgrades. She is also an integral part of our Design and Renovations team in the role of Interior Design Assistant. In this role, Tiff will report to Jodi, and assist with purchasing, budgeting, scheduling vendors, and staging the property once the renovation is complete. Email: Tiffany@IslandReal.com 


Tiffany Miles

Logan Nichols

Property Onboarding Manager

Logan originally started with Island Real Estate Vacations June 15, 2020 after getting out of the Air Force and was the Community Association Manager for IRE until leaving in 2021 to spend time with his family. After a year hiatus, Logan is returned to IREV to fill the ORM position. This position supports the IREV operations department and retention efforts by providing comprehensive assistance, support, and interactive communications and services to our current owners. The POM will lead with the onboarding process of new owners to the IREV rental program. The POM ensures all assigned vacation rental properties are in good condition and meet IREV standards for rental program participation. This position will maintain open communication between Owner and Operations and will work in conjunction with Maintenance, Vacation Rental Specialists, and Housekeeping.  Email: Logan@IslandReal.com 


Briana Gagnier

Cheryl Hindle

Vacation Rental Manager

Cheryl starts with Island Real Estate Vacations (IREV) on Monday Sept 11, 2023 as the Vacation Rental Manager (VRM) for Vacation Rentals reporting to Claudia. The VRM provides guests and owners with Five Star Service using leadership capabilities to handle in-house guest requests, issues or concerns along with developing positive guest relations. Cheryl will manage all aspects of the Guest Services/Reservations department, handle conflict resolution, monitor the day-to-day activities of all Vacation Rental Specialists, and ensure that all new staff is properly trained on Guest Service/Reservation procedures. Cheryl will work at the East Bay Office. Cheryl brings to IREV over 30 years in resort management and hospitality experience and held a variety of positions from Catering and Convention Services Management (16 years) for Hilton, Account Executive (4 years) for Far Horizons Tourism and now for RVA Resorts for 10 years on Longboat Key, first as the Resort Operations Manager for 4 years and currently as the Cedars East Tennis Resort, Resort and Club Manager, for the past 6 years. Email: Cheryl@IslandReal.com 


Karen Astor

Karen Astor 

Accounting Manager

Karen started with Island Real Estate on Tuesday July 2021 as the Accountant for Real Estate and Vacation Rentals. Karen moved to Bradenton with her family when she was 9 years old and never left. She earned her Bachelor of Arts degree in Accounting from the University of South Florida and has over 25 years of experience in both large and small organizations. Email: Karen@IslandReal.com | Extension - 142



Dan Franz 

Housekeeping/Laundry Facilities Manager

Dan originally started with Island Real Estate July 1, 2021, as the HSKP/Laundry Facilities Supervisor and returned on Monday, June 26, 2023 as the HSKP/Laundry Facilities Manager reporting to Claudia Mir. Dan is originally from Ohio and moved to Bradenton, Florida 25 years ago to get away from the snow! Dan brings to IREV 20+ years’ experience working in the home maintenance industry and 15+ years’ experience in vacation rental management and maintenance. Locally, Dan has previously worked for Anna Maria Accommodations, Vacasa and most recently was the Operations Manager for Florida Vacation Connection on Longboat Key.  Email: Dan@IslandReal.com 


Xzeaiver

Xzeaiver

Xzeaiver started with IREV on Tuesday June 2021 as Maintenance Dispatch and was promoted in 2022 to Marketing Coordinator. Xzeaiver previously worked for IRE and stayed on with Vacasa since the sale. Xzeaiver also stars in a lot of our Island Real Estate generated videos. Email: Xzeaiverm@IslandReal.com



Yahaira

Yahaira started with Island Real Estate Vacations (IREV) on Monday January 2, 2023 as the Head Inspector reporting to Dan Franz. Some of you may recognize her since Yahaira was once a long time employee of IRE who was originally hired August 1, 2011 as a Laundry Attendant and remained on with Vacasa through the sale of IRE in NOV 2017 until December 2022.  As the Head Inspector for IREV, Yahaira will lead the HSKP Inspection Team as well as conduct detailed property inspections and audits for arrivals and departures to ensure properties are properly cleaned per the required IREV cleaning standards for vacation rental.  Email: Yahaira@IslandReal.com 


Frank

Frank

Frank started with IREV on Monday May 2021 as a Vacation Rental Specialist/Real Estate Office Assistant reporting to Cheryl. During the week Frank will work for IREV vacation rentals and on Fridays and Saturdays he will be at the front desk for IRE Real Estate Office in addition to IREV rentals. Email: Frank@IslandReal.com


Frank

Marissa

Marissa started with IREV on April 6, 2023 as a HSKP Inspector and then transferred to Vacation Rental Specialist on Monday June 12th reporting to Cheryl. Marissa is a part of our team that books our vacation rental properties and who assists in-house rental guests with their requests. Email: Marissa@IslandReal.com


Frank

Heaven

Heaven started with Island Real Estate Vacations on Monday, June 26, 2023 as a Vacation Rental Specialist reporting to Cheryl. Heaven is part of our team that books our vacation rental properties and who assists in-house rental guests with their requests. Email: Heaven@IslandReal.com


Lewis

Brenda Contreras

Maintenance Manager

She originally started with Island Real Estate January 17, 2015 and has come and gone several times over the years and held many positions from HSKP Runner, to HSKP Office Assistant, to Owner Relations Coordinator, to HSKP Head Inspector and everything in between. She returned as our Maintenance Dispatch Coordinator, and was quickly promoted to Maintenance Manager on December 18th , 2023. Email: Brenda@IslandReal.com 


Lewis

Anita

We would like to welcome Anita Thornton as our new MAINT Dispatch Coordinator reporting to Brenda Contreras. Anita’s first day was Tuesday January 2, 2024. Prior to working for IREV, Anita was the manager at Subway and 3 store key holder for the past 5 years.


Lewis

Lewis

Island Real Estate Vacations welcomed Lewis back April 2020 as our Senior Property Technician. As the Senior Property Technician, Lewis’ main duties are to perform minor maintenance repairs and other maintenance related tasks for IREV. As a member of our design team, Lewis will also assist with IREV interior design projects and renovations. Island Lewis originally started with Island Real Estate (IRE) in January 2013 as a Maintenance Technician. During his 5 years with IRE, Lewis showed his expertise through proven results and quickly progressed to become our Senior Project Technician for Owner Relations. He is one of the top technicians working on the island today and few have the experience he does. Some of Lewis’ skills include but not limited to, residential construction, pool and spa, electrical, plumbing, handyman service and a keen eye for detail.


Oleg

Oleg

Oleg started with Island Real Estate Vacations (IREV) November 2022 as a Design and Renovation Project Tech reporting to Jodi. As the Renovation Project Tech, Oleg will work with our design and renovations team. This position requires advanced residential handyman skills for renovating and updating vacation properties on our rental program as well as internal renovation projects, and residential properties. When not in a renovation project, The Renovation Project Tech will work in our maintenance department performing minor maintenance repairs and other maintenance related tasks for IREV Vacation Rental Properties to ensure the highest quality of service to our guests and property owners. Before working for IREV, Oleg handled MAINT for Vacasa and has extensive maintenance and handyman experience. 


Mitch Sahs

Mitch

Mitch started with Island Real Estate Vacations (IREV) in May 2020 as our Property Operations Technician for Vacation Rentals reporting Alex. As a Property Operations Technician, Mitch’s main duties are to perform minor maintenance repairs and other maintenance related tasks for Island Real Estate Vacations. 


Don

Don

Don started with IREV on Monday May 2021 as a Maintenance Technician reporting to Alex to handle daily maintenance work orders and monthly maintenance tasks for IREV vacation rental properties.