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Book Anna Maria Vacation Rentals Today

Book Anna Maria Vacation Rentals Today

AVAILABILITY CALENDAR

Golf Cart Included

RENTALS

Private Pool

RENTALS

Less Than 7 Nights

RENTALS

Boat Dock

RENTALS

WHERE LIFE'S A BREEZE

As one of the best full-service property management companies on Anna Maria Island, the SeaBreeze Vacation staff always strive to ensure all guests have a memorable vacation and a comfortable experience in our Anna Maria Island Florida rentals. Whether you’re looking for a couples retreat, a family getaway, or a large group gathering, we have an Anna Maria Island rental for everyone to enjoy! Every stay comes with complimentary guest services, 24/7 maintenance, and professionally cleaned high-quality linens. Our pet-friendly Anna Maria vacation rentals, rentals with dock access, and rentals with elevators add another touch of convenience. For a fun, hassle-free way to explore the island and easily get to the beach, our homes with complimentary golf cart rentals are a popular choice. Book your stay with us and Anna Maria Island will become your Happy Place!

Best Rates Guaranteed

Why book direct with SeaBreeze Vacation? We guarantee the best rates for our vacation homes and no hidden fees — just the rental rate, cleaning, tax, damage waiver, and pet fee, if applicable. You’ll enjoy a quality vacation home and complimentary services. After all, you work hard. You deserve the best value for your Anna Maria Island vacation. Let us help you find the perfect vacation home!

Flexible Cancellations

SeaBreeze Vacation acknowledges the #1 concern before booking — having to cancel due to unpredictable times in life. With guests like you in mind, we created a flexible cancellation policy. You can cancel bookings up to 14 days before check-in and receive a refund.* Look forward to an Anna Maria Island vacation at our rentals without worrying! Learn more here.

Island-Based

As we’re based on the island, consider the staff at SeaBreeze Vacation as the neighbors you’ve always wanted. We’re either island locals or longtime transplants and will share with you our top secret knowledge of the best places to see and things to do on Anna Maria Island. If you’re in need of any item or maintenance, we’re just down the street and will come straight to you!

Located in the Heart of Anna Maria Island

Thousands of vacationers visit Anna Maria Island every year from all around the world to relax, unwind and spend time with friends and family on our top-rated beaches and enjoy the many activities the island and the surrounding area have to offer while staying in our Anna Maria Island Florida vacation rentals. SeaBreeze Vacation is a local family-owned vacation rental and property management company located in the heart of Anna Maria Island in our custom-built 3,100 sq.ft. facility to serve both our guests and property owners. We constantly strive to be the best and look for ways to improve by listening to our guests and property owners, watching market trends, and providing the best products for all our Anna Maria vacation rentals. If you’re looking for a vacation to remember or searching for a local property manager that cares for your property as if it were our own, contact us today.
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Call Us Today!941-462-4227

A Wide Range of Properties

Suppose you plan a long romantic weekend away, a family vacation, or a more extended winter stay on Anna Maria Island to avoid the snow and colder weather. In that case, you’ll want to stay in a vacation home that is beyond your dreams. SeaBreeze Vacation offers a wide range of vacation homes to suit your needs and budget. In addition, our homes vary in price, amenities, and sizes, so regardless of your requirements, we have a property to exceed your expectations, ensuring a vacation to remember! Our reservations team is available Monday-Friday, 9 a.m. – 10 p.m. EST and Saturday-Sunday, 9 a.m. – Midnight EST to answer any questions and help plan your next dream vacation.
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Guest Testimonials

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Summer Retreat

We felt SeaBreeze did an excellent job communicating back to us the things we needed to know about our trip. Including the arrival and departure schedule. It made our trip and stay very comfortable and would choose them again in the future for help with vacation plans.

Guest Rating
5.0
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Misty Beach

We had a wonderful time on vacation, and working with SeaBreeze was a BREEZE!. The reservation process was easy, and check-in and check-out was just as easy. We have previously booked with other Vacation Rental Companies in the past that had extra fees included as well as quite a confusing check-in process. SeaBreeze Vacation made the entire process so easy. We have already recommended SeaBreeze Vacation to our friends and family. We will definitely book with them in the future!

Guest Rating
5.0

Sunset Paradise at Runaway Bay 105

We stayed for two weeks! Excellent location, really great to walk right across the street and be on the beach in 120 steps! And the pool is just about the same from the back door! All furnishings are brand new and the TVs were easy to operate. We were able to load our accounts very easily on the ROKU units. Washer and dryer are brand new! SeaBreeze checked in on us and were very courteous! Highly recommend this brand new renovated condo on Anna Maria Island.

Guest Rating
5.0
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Seaglass Cottage

We loved our week with my sister at Seaglass Cottage! The layout was perfect for two couples, so very private from each other with separate bathrooms and access to the beautiful backyard pool area from each area too. The entire cottage was so beautifully decorated and everything we wanted was provided. We took advantage of the bikes to explore about and all of the beach gear came in handy too! But that backyard!! It was…. Paradise!! Can’t wait to come back…

Guest Rating
5.0

Casa Bliss

Casa Bliss is absolutely beautiful! We had the most amazing time! The condo itself is in a perfect location - just minutes from the beach and walking distance to restaurants (which were also amazing!). It is beautifully decorated, clean and spacious- absolutely loved the high ceilings and doors, did not expect that at all in a “condo”. Everything that we needed was provided. I cannot wait to return to Anna Maria Island. I know I have found my home away from home in Casa Bliss!

Guest Rating
5.0

Featured Properties

The Cozzi Cottage

  • 1 Bed
  • 1 Bath
  • 4 Guests

Flamingo On The Bay

  • 2 Beds
  • 2 Baths
  • 6 Guests

Beachy Keen

  • 5 Beds
  • 4 Baths
  • 10 Guests

Bean Point Retreat

  • 4 Beds
  • 3 Baths
  • 8 Guests

SeaBreeze Property Management

Give Us A Call At:

941-462-4227

SeaBreeze Property Management

Give Us A Call At:

941-462-4227

Free Rental Evaluation

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    5372 Gulf Dr.
    Holmes Beach, FL 34217

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