Northeast Florida's Premier Vacation Rental Management Company

We listen so you can relax

Serving Northeast Florida: Amelia Island, Green Cove Springs, Middleburg, Jacksonville, Jacksonville Beaches, Ponte Vedra & Ponte Vedra Beach

Get A Free Personalized Rental Analysis Today

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Northeast Florida's Premier Vacation Rental Management Company

We listen so you can relax

  • Owners earn 25% more when listing with iTrip.
  • We book 3X more than the average property manager.
  • Local ownership with global marketing power.
  • Best security – smart home security and locks.

Get A Free Personalized Rental Analysis Today

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How It Works

Step 1

You have a beautiful home in Northeast Florida, but you don’t live there year round.

Step 2

You’d like to use it, but renting as a short-term rental might be a good way to make some extra money.

Step 3

Reach out to iTrip Northeast Florida. Sit back, relax, and enjoy your extra cash.

Why iTrip Northeast Florida?

We are experts in the vacation rental business

Our expertise comes from our industry leading management team that research with data analytics to produce results that are unmatched. We have more positive online reviews than any other property management company.

Rainey 5577 - Vacation Rental -Home Front - Lakeside Fl
Sunset Pass - Vacation Rental - Birds eye View - Middleburg Fl
The Den at The Ravines - Vacation Rental - Bedroom - Middleburg Fl
Bermuda Drive Abode - Vacation Rental - Front of House - Fleming Island Fl
Oak Street 3 - Vacation Rental - Living Room - Green Cove Springs FL


We are dedicated to making it easy for owners to make money on their short-term rentals without the hassle.

iTrip Northeast Florida’s dedicated local team and personalized services paired with its cutting edge technological and security resources make us the premiere property management company in Northeast, Florida and surrounding areas.

We listen and take care of ALL of the following:

  • Market analysis and financial performance projections.
  • Full-service coordination of cleaning and repairs. 
  • Follow up with guests to assess their satisfaction or areas that need improvement. We encourage positive online reviews.

Amazing Owner Testimonials

We treat each of our homeowner clients like valued business partners, which shows in our raving owner testimonials & word of mouth referrals.
5/5

5 stars based on 52 reviews

Kick back and relax, your home is being handled with care.

Services

iTrip Northeast Florida’s dedicated local team and personalized services paired with its cutting edge technological resources make us the premiere property management company.

Marketing

Our marketing efforts are unlike any other in the vacation rental industry. While our competitors market listings on an average of 6 websites, iTrip lists on over 80 vacation rental listings so your home get the best possible visibility. We throw in seasonal perks and freebies to home owners and guests.

Technology

We lead the vacation rental industry in cutting edge technology. Our innovative platforms allow us to complete online bookings and manage your home safely and securely while you’re not around. We use smart home security and locks.

Personalized Care

With iTrip, each property has a dedicated local manager who lives within 40 minutes of the home. This ensures that your home is taken care of as you’d like it, with service providers who are in-the-know about your special needs.

Make Your Home Stand out

We will help you standout on online with high quality photos, descriptions, and market-based pricing. With iTrip, you have a higher chance of being booked consistently making you more money.

A few of our partners:

We list your property on the following global listing websites:

iTrip-North-East.Florida-Partners-Marriott-Homes

About Us

Itrip Northeast Florida Vacation homes English Cottage Pool home Orange Park Fl.
Sue Kowalewski and Bart Whaley from iTrip N.E. Florida

Sue and Bart Whaley are the owners of iTrip Vacations Northeast Florida, managing vacation rentals in Jacksonville, Jacksonville Beach, Neptune Beach, Atlantic Beach, Fernandina Beach, Amelia Island, Ponte Vedra, Orange Park, and Green Cove Springs.

For the last few years, Sue and Bart have managed their own apartment rentals and converted several of them into short-term vacation rentals. They enjoy interacting with guests and working to create wonderful memories for all who visit. As property managers, they have received a 5-star rating on all their properties and have guests returning for repeat visits.

Learn about our full-service Jacksonville vacation property management program.

Sue and Bart have lived in the Jacksonville area for 19 years and love calling it home. With such a beautiful climate, landscape and surrounding beach communities — combined with sporting events, concerts, dining and festivals — they make sure to experience everything their community offers and pass that along for others to enjoy.

Sue has spent the last 18 years as a franchisee in the health and wellness industry, and has significant experience in business operations, guest services, advertising and community relations. Prior to that, she spent the previous 13 years in the home furnishings industry in sales, marketing, demographic studies and sales performance analysis. Sue has also enjoyed writing for a Jacksonville area entertainment magazine and creating pictures through words.

S'more Fun - Vacation Rental - Black Creek - Middleburg Fl

Bart has spent his entire career in event marketing and people management. Starting at Disneyland in California at a young age, he spent his first 19 years working for the Big Mouse! He then embarked on a journey that would take him to every state in the U.S. During this time, Bart did everything from press operations and venue director for World Cup Soccer and The Atlanta Summer Olympics to tour manager with SeaWorld, Coca-Cola, Maybelline, Budweiser and other brands. Bart is people oriented and has developed working relationships with local area vendors in home maintenance.

Sue and Bart are excited to represent Jacksonville area home owners and provide the care and protection each property needs. Additionally, they look forward to interacting with visiting guests and helping create amazing memories of Florida’s First Coast that they will treasure for years to come!

Jeff From Itrip Northeast Florida

Jeff Traverso joined iTrip Florida’s First Coast in 2022 as an operating partner.  He has spent most of his professional career in a leadership position with the last 17 years in operations for a multi-unit franchise. He is a result-driven and detail-oriented leader with experience in business operations, employee management, guest services, and problem-solving. He is a great communicator who is dedicated to building a lasting professional relationship. Being raised in a Military family and moving to Jacksonville, FL where his father finished his 20-year service at the Mayport Naval Base, Jeff has grown to love all that this great city has to offer him and his growing family over the last 20+ years.

Main Street boat station Middleburg Florida

Let’s Get Started

iTrip Northeast Florida’s dedicated local team, personalized services, and cutting-edge technological resources make us the premiere property management company. Contact Us today!

We’re here to listen. Call us! You won’t regret it.
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