About Us
Real Estate Team
Island Real Estate of Anna Maria Island, Inc purchased Betsy Hills Real Estate in December of 2011. Island has retained the Betsy Hills staff and has begun the process of integrating both it’s Holmes Beach and Anna Maria City offices. We plan to utilize the best of both companies to serve our customer base even better than the past.
This website, Betsy Hills, further compliments the services we offer to our real estate customers, investment property owners as well as our Anna Maria Island Visitors. The only Anna Maria Island real estate and vacation rental company with multiple mature web marketing sites to better serve our customers.
Island Real Estate’s offices are open seven days a week with late hours up to 7 PM to assist in your after hours vacation questions. With a staff more than double in size as compared to our closest competition we can handle your every vacation request regardless of high or low season. There is no need to take our word for it. Island Real Estate’s vacation rental division is a member of the Better Business Bureau as well as in receipt of Trip Advisor’s 5 star customer service award. Don’t take our word for it, visit our property pages for what our guests say about our services or visit Trip Advisor for additional feedback on our services.
After you fall in love with Anna Maria Island be sure to stop in at our Anna Maria City or Holmes Beach location and have one of our full time sales professionals assist in finding your Anna Maria Island Dream home. All of our sales consultants are full time available 24-7 to help you during your busy schedule to find your perfect piece of paradise. There is a reason we have dominated the Anna Maria Island Real Estate market for so many years. Come in and see for yourself why our staff is the best in the business. We would love the opportunity to help!
Vacation Rental Team
We are Island Real Estate Vacation Rentals. For the past ten years our Real Estate Division has dominated the Anna Maria Island real estate market and slowly Island Real Estate has become the largest Island Accommodation company on Anna Maria Island. We have more than 275 hand-picked vacation rentals that must meet a rigid minimum standards criteria. We also employ a 10 category criteria which measures our amenities, décor and condition of our vacation rentals. We are the only Anna Maria Accommodation company to perform this analysis to further ensure our rental guests understand what type of accommodation they can expect. Hotels provide an easier methodology to understand what to expect upon arrival and Island Real Estate continues to make attempts to ensure our guests can continue to expect standardization practices from us and thus result in a more satisfying vacation.
Don’t let us tell you how good we are. You can visit the Better Business Bureau were Island Real Estate vacation rentals receives an A+ rating. Our Rental Division for several years in a row have won accolades from the neutral review site, Trip Advisor and with over 800 reviews and counting has received an excellent rating and finally our over 50 Google reviews from past rental guests provides a rating via Google or Extraordinary to Perfection. We don’t tell you this to boast but to reassure you that by choosing Island Real Estate you further ensure your well-deserved vacation is in good hands. While other companies talk a good game,most companies are not willing to spend money on the resources it requires to ensure your vacation is uninterrupted due to unforeseen circumstances.
Still not convinced? Visit our Vacation Rental staff page to see the vast resources at your disposal when vacation with Island Real Estate on Anna Maria. We are one of the few vacation rental companies on Anna Maria Island that employs our own maintenance team to further ensure our maintenance resources don’t work on their time, they work on our customers time. In the rare occurrence an amenity does fail in one of our vacation rentals we have the 24-7 internal staffing to repair it and get you back to your vacation. We are the only vacation rental company on Anna Maria to employ our own cleaning company to further ensure your arrival is met with exceptional cleanliness. Our more than 2,000 square foot cleaning and linen facility stores all the tools needed to clean our properties effectively, we leave nothing to chance and actually supply our cleaners with the cleaning products we dictate, not what an outside vendor determines to be the least expensive alternative. Last but not least choose one of our premium linen vacation rentals and you can rest assured all linens have been professionally cleaned in our linen facility. With our state of the art laundry equipment we clean our premium linens more thoroughly than most hotels.
Finally if you are considering an accommodation with another company ask a few questions that should help with your decision. Are they open all day Saturday and at least a few hours on Sunday? The simplest solution to ensure your happiness is to ensure resources are available when you most need them. We put our money where our mouth is, not only are we the only company open on Sundays, we have two offices open 7 days a week in Anna Maria and Holmes Beach! So please call now and let one of our full time vacation specialists help plan your holiday in paradise. We offer three night, weekly, monthly and multi-monthly accommodations in Anna Maria City, Holmes Beach, Bradenton Beach and Perico Bay. Call now and see for yourself the “Island Real Estate” difference! Hope to see you soon in paradise.





