Vacation Rental Management.... Done Better
Property Management
Pat & Jan
Home Owners
I am writing to express our gratitude for the service and professionalism from the Anna Maria Life employees. All have been willing to “ go the extra mile” to meet and exceed our expectations. Billi, we believe all of this is a reflection of your management style and attention to detail. Jan and I are excited about the opportunity to work with you and your group of dedicated people. Keep up the good work!
Stephen & Lois
Home Owners
We bought our first investment home on the island so we had no idea what we needed to do and what to expect. Anna Maria Life Vacation Rentals walked us through the entire process. In fact, they pretty much handled the whole thing. Their customer service is over the top. So helpful and we always feel they have our best interests in mind. Thank you for taking care of us and our new home. We are so excited!
Shannon
Home Owner
From the beginning, Anna Maria Life Vacation Rentals has been amazing. We have had a lot of work done on the house in between guests and they have done an amazing job organizing all of this. Since we live in Seattle, it's comforting to know that we have responsible and knowledgeable people looking after our home.
Tim
Home Owner
We've known Billi for years! She and her team are on it. Always ready to help, always communicating and most importantly to me, they are doing a great job booking our home. They have exceeded our expectations. Best on the island.
Powerhouse Technology
Your ROI is our priority! Our trailblazing vacation rental software, featuring real time market analysis, along with our RevMax Revenue Software, allows us to keep a constant finger on the pulse of the local vacation rental market! That means that we can quickly and methodically adjust to ensure that you see the greatest revenue from your property possible! Our multi-point marketing strategy ensures that your home is seen by thousands of potential guests, at exactly the right time!
Personalized Boutique Attention
At Anna Maria Life Vacation Rentals, we believe in treating our owners like family, and our guests like treasured friends. You're more than a number and a vacation home address, you have a name and your home does too! We’ll always know both by heart, along with your goals, and preferences! Great communication is an important key to our success. We respond rapidly to every call, email, and message. With frequent emails, newsletters, and an owner website portal, our owners are always kept in the know!
We Take Care Of Your Home Like It’s Our Own!
Purchasing a vacation home is a huge investment, thus proper care and upkeep is crucial! We understand how important it is to know your home is looked after, and well taken care of. Our full time Anna Maria property management operations manager oversees our highly skilled full time maintenance team, as well as our experienced quality checkers. We offer 24/7 emergency service via our emergency phone line & our Owners and Guests love our professional linen program.
Meet Billi Gartman
Our Owner
After a two week trip to Anna Maria Island for her best friends wedding, Billi fell in love with the magic of the island. After spending many years of traveling the country training top sales and leadership professionals, she decided it was time for a change. She left Anna Maria just long enough to scoot back to Dallas, TX to collect her belongings and move to the island full time. She just knew that this was the place to grow roots. Since that time, she has built her career, her life, and her family here on Anna Maria Island. Over the past 14 years she’s built thriving businesses on the Island through networking and personal relationships. She’s become a leader in the development and support of female business owners on Anna Maria island, and started a local women's networking group. The group is designed not only to create business opportunities for its members, but also to provide mentorship, insight and support in life and in business to women. Billi Gartman’s Real Estate company, Anna Maria Life Real Estate, has become one of the Island’s great success stories and has made Billi one of the most sought after Realtors in the area. She’s helped countless clients buy and sell their homes. Her Anna Maria Island property management experience has helped investors, both large and small, find investment properties that will maximize their returns. At Anna Maria Life Vacation Rentals, Billi Gartman has built an amazing team of highly skilled professionals with decades of experience in vacation rentals and hospitality on Anna Maria Island. Billi’s heartfelt dedication to her clients, our team, owners, and our guests is second to none.
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Meet The Team
Billi Gartman
Billi fell in love with Anna Maria Island during a visit for her best friend's wedding. She left just long enough to pack up her big city life and make the move to this small island town! She knew in her gut this was the place to grow roots. Since that time, she has built a career, a life, and a family here on Anna Maria Island. Over the past 10 years she has been honored to work with so many wonderful people, and build thriving businesses on the island through networking and personalized face-to-face relationship building. The island is her home and she has a constant finger on the pulse of the community, vacation rentals and the local market
Amy Smith
Head of Operations
Amy@AnnaMariaLifeVacationRentals.comI moved to Florida in 1999 from Long Beach Island, NJ where I grew up. I had come here on vacation and loved it so much I drove home, packed my bags and I have been here ever since. My daughter, who is 20 and awesome, has lived on the island for many years. Like so many others, I love the beach and catching as many sunrises and sunsets I can. After working with the same vacation rental company for 12 years on the island, it was time for a change. I only sent my resume out to one opportunity I saw online and fortunately it was with Coastal Cottages, which is now Anna Maria Life Vacation Rentals. Billi and I hit it off right away and we dug in and went to work. It’s been exciting to watch our hard work transpire into something so great.
Cheryl Shih
Head of Reservations and Guest Services
Cheryl@AnnaMariaLifeVacationRentals.comHello! It's me, Cheryl Shih. I am originally from Rochester, NY, but have called Florida home since 1996. I have a 17 year old son, Erik, and a sweet pup named Hank, my pit mix, who rescued me in March 2019. He's the first dog of my life and we are deeply in love. I have worked in the hospitality industry for nearly 30 years and love working with our guests to plan the perfect vacation. A few of my favorite things are; yoga, reading a good book, spending time with family and friends, and floating in the sea while working on AMI. I also love to ride my bike, Angel, and explore the island. Everyone should rent a bike while on the island, it's an amazing way to get around and see everything. My goals; finish the book I started writing in 2016, get into full pigeon pose during yoga, see a dolphin, and make vacay dreams come true!
Lindsey Lewis
Head of Marketing
Lindsey@AnnaMariaLifeVacationRentals.comLindsey Lewis is the Head of Marketing, content creator, and resident computer nerd at Anna Maria Life Vacation Rentals. Among other things, she manages our email marketing campaigns, social media, and most of our website content and upkeep. Lindsey thrives in dancing the line between technical and creative, and loves that her position offers her the opportunity to do just that. Lindsey worked in resort operations and taught customer service for a large vacation company for several years before leaving corporate America to concentrate on marketing full time. Lindsey left her beloved Anna Maria Island in 2017, to raise her two boys closer to extended family. She lives in Indiana but continues to work on the Island remotely. She comes ‘home’ to the Island several times per year to work from the Anna Maria Life office, reconnect with coworkers and friends, and float in the Gulf of Mexico. Lindsey considers herself the evangelist of the virtues of the meandering solo road trip. She loves traveling, outdoor adventures, creative writing, music, and the oxford comma.
Tommy Winkler
Head Maintenance
Tommy@AnnaMariaLifeVacationRentals.comTommy is originally from Indianapolis, and has lived in Florida for eight years. He’s spent 20 years in construction, maintenance, and damage restoration. His vast knowledge and wide ranging skill set allow him to perform tasks well above and beyond those of the average home maintenance professional. Tommy has been with the company since the beginning. He knows this island and our homes inside and out and is a huge asset to Anna Maria Life Vacation Rentals. Tommy and his wife Dorothy have three boys, He loves country music, Colts football, and family time.
Emily Klodnicki
Head of Housekeeping
Emily@AnnaMariaLifeVacationRentals.comEmily is a true Florida Native who loves everything the beach has to offer, including the sand! She spends her free time playing with her two little boys, husband, and many pets. Her favorite pastime though is photography. She can literally spend all day at the beach with her loved ones taking pictures, swimming, sunbathing, and gathering shells. When she is not at the beach, you can find her at Anna Maria Life Vacation Rentals working happily alongside her coworkers and friends. She is truly blessed to call Anna Maria her home and wouldn’t have it any other way.
Sarah O'Leske
Accounting
Sarah@AnnaMariaLifeVacationRentals.comHello! My name is Sarah O'Leske. I was born and raised in North Dakota and knew very early on that I was meant to live in warmer weather. In college, I moved "south" to Colorado where I spent 17 years in the Fort Collins/Loveland area. My family and I finally decided it was time to find a true warm climate, so we visited Anna Maria Island...as a starting point. We spent only a few days here and knew this was home. Three months later, in 2015, we bought a house here and made this paradise our forever place! I look forward to many more years on Anna Maria Island, and I am excited to help others visit paradise through Anna Maria Life Vacation Rentals!
Michalah Casciani
Reservationist and Guest Services
Michalah@AnnaMariaLifeVacationRentals.comI am originally from Connecticut but am a firm believer of following the wherever life takes you. I have spent the past five years living in California surfing and kayaking amongst great white sharks, as well as hiking in the redwoods. Being outdoors and near or on water is what keeps me grounded. I have had the pleasure of supporting customers in a wide variety of spaces from Silicon Valley to Emergency Departments and thrive when I am working as part of a team to ensure an excellent customer experience. Over the past 10 years I have visited Anna Maria Island a several times to see my older sister and her family. Last March I came to visit and realized it was time to move when getting on the plane felt like I was leaving home, not going home. I plan on being here for a long time and am excited that this company is part of my new adventure!
Brian Shoemaker
Reservationist and Guest Services
Brian@AnnaMariaLifeVacationRentals.comI am Brian Shoemaker. Originally from Kentucky. My wife & I would vacation in Florida once or twice a year. We decided to move to Florida 7 years ago so she could be closer to her family. My mom & sister are still in KY, but we hope to get them moved down here, too. I worked a few jobs before finding my place with vacation rentals. Once I started working on Anna Maria Island, I knew this is where I belong. I was fortunate to be brought on with this amazing team at Anna Maria Life Vacation Rentals, formerly known as Coastal Cottages. Working on an island & along with a dedicated team has truly been a blessing. When not at work, I'll be on the golf course with my dad. We were able to convince him & his wife to move down from IL a year ago. Getting out on the course with him like I used to growing up is so much better because we can practically play all year long. IF I'm not on the course, I'll be home taking care of our fur babies. 3 dogs & a cat. They are a handful.
Anna Maria Life Real Estate
Are you interested in buying, selling, or Investing in a home on Anna Maria Island? Put Anna Maria Island's best local Real Estate Company ,Anna Maria Life Real Estate's to work for you!
A note from Billi Gartman, Owner and Realtor at Anna Maria Life Real Estate:
There are so many amazing homes on Anna Maria Island and being a REALTOR for over 10 years on our island, I have helped clients buy and sell so many of them. There is something for everyone on Anna Maria Island. Maybe you own a vacation home on the island now, and are ready for another one, or perhaps an upgrade? Maybe you are ready for your first investment home in paradise. No matter where you are with the process, it's time to start the conversation with someone who knows THIS market, THIS community and THIS island. Whether you're ready to buy or sell now, or you need some time to get your feet wet, we are ready to help you with this exciting process. I sincerely look forward to hearing from you, and helping you meet your goals!
Visit Anna Maria Life Real Estate
We can't wait to welcome you to the
Anna Maria Life Vacation Rentals Family!
Please complete the form below. Once submitted, be assured someone from our office will follow up with you within 24-48 hours. You may also call us at the office at 941-567-6253