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4.9 stars based on 1,513 reviews.

Siesta Key Property Management Company

We stand out in the property management industry in Siesta Key, FL by focusing on exceptional hospitality and maximizing owner revenue through advanced marketing and dynamic pricing strategies. We are dedicated to maintaining properties in pristine condition while allowing owners to set their guidelines. Our transparent business model emphasizes higher owner net profits with competitive commission rates and no hidden fees. With over 1,500+ 5 star reviews, let us show you why so many of our Siesta Key property management clients choose us.

Hospitality Focused

Our clean, ready-to-enjoy homes and responsive team ensure a seamless experience, earning us top reviews and more bookings at great rates.

Worry Less

We offer peace of mind with detailed inspections, smart technology, and a local team. Your investment is safe and well-maintained.

Earn More

We boost property investment with smart marketing and pricing, leading to higher occupancy and more revenue.

How It Works

We leverage strategic marketing and dynamic pricing to focus on high occupancy and revenue growth. Our dedication to exceptional hospitality drives consistent five-star experiences, leading to competitive bookings. Your investment is secure and well-managed with our Siesta Key property management company, including thorough inspections and real-time updates via an owner portal. Discover how we can boost your revenue by taking a minute to fill out our simple form. With us, you benefit from transparency, efficiency, and peace of mind, ensuring your property earns more while you worry less.

  1. Fill out our form: Take a quick minute to provide us some basic information about you and your property by clicking the button below. Please ensure your contact information is accurate, including the address of your property.
  2. Wait for our feedback: If needed, we’ll contact you for any additional details and answer your questions. Factors such as amenities, precise location, minimum stay requirements, and decor can influence your earning potential.
  3. Receive a Customer Revenue Forecast: You’ll receive a customer revenue forecast that show exactly how much more you could earn from your property by listing with our property management company, iTrip Sarasota & Venice.

It’s honestly that quick and easy!

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Read What Our Clients Have to Say About Us

Experiences are important, offering insights into our service quality and reliability directly from our Siesta Key property management clients. If you’re exploring our property management services or seeking to understand our capabilities more in-depth, these reviews highlight our commitment to excellence and customer satisfaction. Find out why so many of our clients choose us for their Siesta Key property management needs.

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Amy M.

Best decision we ever made was to switch to Sarasota Beach Vacations at iTrip for our Siesta key property managers a few years ago! They are on point and responsive to guests. Take their advice on what your property should need to make guest stays more enjoyable! We trust them and have done so well we are about to use them again on a 2nd property. Thanks for all you do!

Lynette G.

I am so happy to have made the right choice in using iTrip Vacations since 2017 with Loretta and Jerry. They take care of our multiple properties and are always accessible. They make sure to respond to guest inquiries and issues immediately. The reviews of our rentals are 5 stars due to how they take care of our guests and properties.

Jared L.

They are great to work with! My wife and I have multiple vacation rental properties on Siesta Key. We have worked with other management companies and iTrip is far and away the best. Not only did they increase our revenue but our places are always in “tip top” shape. They don’t “nickel and dime” us with the small stuff either, which is a relief. We would and have recommended them to other owners who are also impressed.

Denise S.

iTrip Vacations Siesta Key (Sarasota-Venice) manages my property and they are very professional and responsive to questions and/or comments. They maintain the home beautifully – cleaning or replacing items as needed. I can be wherever I need to be and not tied to the property and know that my guests will be taken care of!

David N.

iTrips has top notch client service and maintains a high level of care for their rentals. They are constantly pushing the envelope to enhance their properties and create a comfortable and enjoyable stay for their guests. Have nothing but positive things to say about their active presence in the Sarasota market.

Debbie B.

ITrip Vacations in Siesta Key has gone over and above our expectations. They are meticulous with their attention to detail. They have managed our property for 3 years and we trust them explicitly! Debbie & Dean, Gulf Gate Estates

Cristal T.

Jerry and Loretta began managing our home in 2016. We were complete newbies to the vacation rental game, and they made it so easy even with us living across the country! They took care of us, our home, and our guests with a 100% guest rating. When we decided to move in to our home full time and quit renting it, it was very bittersweet. They took care of our home like it was there own, even having it “prepped” for us when we came to stay on our own vacations! I can’t thank them enough for all they did and all of the great suggestions they had for us to make our rental so successful for all of these years. I would definitely use them again if we ever decided to have another vacation rental home.
Thank you Jerry and Loretta!

Agg S.

We own a condo on Siesta Key and this company has managed it for almost 7 years. They have exceeded their projections every year and manage so well they make it easy for us.

Kelly P.

Jerry and Loretta are amazing property managers! We were new to property rental, but they made everything so smooth and easy as they not only helped us set up the property, but also take care of everything else after that. We live in a different state then our property, but don’t have any stress because they are so great at taking care of any situation that occurs to our property or with the renters as efficiently and effectively as possible. If you are looking for a property manager, I highly recommend Jerry and Loretta.

Amy M.

Best decision we ever made was to switch to Loretta & Jerry at iTrip for our Siesta key property managers a few years ago! They are on point and responsive to guests. Take their advice on what your property should need to make guest stays more enjoyable! We trust them and have done so well we are about to use them again on a 2nd property. Thanks for all you do!

Market Leading Income

  • Dynamic pricing adjusting for supply and demand in Siesta Key Florida.
  • iTrip properties convert lookers to bookers 5X more often than other rentals.
  • See your property on 30+ Sites and through 85+ Booking Channels.
  • Extensive digital marketing & behavioral re-targeting increase bookings.
  • We get 5 star reviews. Guests willingly pay more for 5-star properties.

Pampered Property

  • Attentive maintenance and diligent cleaners.
  • We ensure your home stays in pristine condition.
  • Owner website providing you with 24/7 access to what is happening with your home.
  • Rental Property management is our only business.
  • WiFi locks and additional monitoring technology for peace of mind.
  • Hotel linens, guest amenities and careful property inspections.
  • We ensure guests arrive to a sparkling clean fully-functioning home.

Your Property, Your Rules

  • You set the guidelines for occupancy, etc.
  • You can control minimum / maximum prices per season.
  • Use your Siesta Key, FL property when you want (as long as it’s not already booked.)
  • Careful inspections after each guest stay.

Low Fees

  • You will not only gross more with us, you will net more.
  • Competitive rental commission rates. We only make money when you do.
  • Owners are not a source of revenue for us, renters are.
  • Free light maintenance.
  • No surprises or monthly fees.

Let’s work together to increase your bookings.

Partnering with our Siesta Key, FL Property Management company allows property owners to enhance their investment returns through superior occupancy and revenue growth. Our model focuses on earning from renters, ensuring owners benefit from transparent operations and higher net gains. We offer a worry-free management experience featuring rigorous inspections, modern website portal, and a professional team to protect your investment. We excel in hospitality, ensuring guests enjoy immaculate homes and exceptional service, leading to excellent reviews and increased bookings. Get started now to learn how our Siesta Key property management company can outperform the market for you!

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