Property Management in Anna Maria Island, FL

Short-Term Rental Property Management by iTrip

YOUR LOCAL FRANCHISEE

Leslie and Chip Fowler

By Property Owners
For Property Owners

At iTrip, we’re all about personalized property management because we get it—we’re property owners, too. Your property is your income, and our location franchisees are invested in your success. Our boutique customer service ensures your questions are answered, your peace of mind is intact, and your property is expertly maintained. Plus, we partner with dozens of rental services to maximize marketing and keep your property booked.

iTrip Anna Maria Island manages vacation rentals available Manatee and Sarasota counties including Holmes Beach, Anna Maria Island, Bradenton Beach and Longboat Key. Our guests enjoy selecting from spacious bungalows and villas with beach access that are close to pools, tennis courts, and outdoor areas.

Anna Maria Island, a barrier island on the coast of Manatee County, features 7 miles of sugar white sand and emerald green waters, along with a vacation guide to help travelers explore its unique charm. Travelers from all over the world come to the island to enjoy its laid-back vibe and welcoming locals. Our Anna Maria Island vacation rentals provide a personal piece of paradise close to all the fun, sun, and relaxation. Meanwhile, our local team provides the one-on-one service that short-term rental owners and visitors expect.

Having owned, developed and managed multiple real estate properties and businesses in the Sunshine State, the iTrip Anna Maria Island team understands the challenges faced by property owners. Our professional team is here to help. We also know what makes guests feel at home and have welcome thousands of travelers since 2016.

Do you own a vacation rental on Anna Maria Island or Longboat Key? Learn about our area Anna Maria vacation property management services.

Integrated with

Reasons to List with iTrip

Lower Owner Fees

Keep more of your money, just by listing with iTrip.

Superior Property Marketing

Your property gets maximum exposure on up to 85 international websites like VRBO.

No Markups on Maintenance

Because you shouldn’t get a $20 bill to change a lightbulb. And with iTrip, you never will.

Competitive Management Fees
Free Light Maintenance
24/7 Support from Local Property Managers
Quick-response Systems that Automatically Send Quotes
Free High-quality Photos and Videos

Worldwide Marketing and Social Media Efforts
Exposure on 80+ International Online Listing Sites
Owners' Portal: Online Statements, Bookings, Updated Calendars
No Restrictions on Owner Usage

Your Anna Maria Island, FL Property Managers

Paradise Vacation Rentals, Inc.
5380 Gulf of Mexico Dr. #105
Longboat Key, FL
34228

(833) 487-4726

annamariabeaches@itrip.net

Owned and operated by Leslie and Chip Fowler, iTrip Anna Maria-Longboat Key manages rental properties in Manatee and Sarasota counties including: Holmes Beach, Anna Maria Island, Bradenton Beach and Longboat Key. They handle all the bookings, cleaning, maintenance response and scheduling, inspections, and revenue tracking, saving their rental owners time and work.

The Fowlers and their two daughters, Sam and Nikki, are generations-deep Florida natives who appreciate the beautiful paradise that is their home. Their goal is to provide property owners the peace of mind of knowing someone is caring for their Florida vacation home just like they would. Leslie and Chip want guests who stay in their island retreats to relax and enjoy all the inviting sun-drenched experiences Anna Maria-Longboat Key have to offer, worry free. Having owned, developed and managed multiple real estate properties and businesses in the Sunshine State, the Fowlers understand the challenges faced by property owners and are here to help. They also know what makes guests feel at home.

Let's talk

Reviews and Testimonials from Property Owners

With iTrip, I can get my time back, enjoy my family and never miss a call because they're there taking them for me. I feel they look out for my property as much and as well as I could.

- Francine D.
It's good to know the people behind the scenes at iTrip take care of your stuff as if it's their own. If you have any indication or thought of having your own extra income with your rental property, I strongly recommend using iTrip.

- Greg J.
To my surprise and financial enjoyment, my property grossed $50,000 in one year. The level was professionalism and financial reporting was second to none.

- Chris S.