Our Reservation Specialists are available 9 AM-Midnight EST, 7 days a week

Make a Payment
Know the Property Name? Contact

logo ×

  • This field is for validation purposes and should be left unchanged.

Anna Maria Island Weekly Rentals

HomeVacation RentalsAnna Maria Island Weekly Rentals
If you only have a few days off of work and still want to escape the hubbub of city life, we have the perfect place for you — Anna Maria Island! This tiny sliver of heaven on Florida's coast is away from the tourist hot spots, meaning you can relax, kick back, and meet some friendly locals during your vacation. But what should you do during your upcoming vacation? Along with relaxing at our Anna Maria Island weekly rentals, you can also check out these top-rated restaurants, cafes, and bars during your free time.

Book Our Anna Maria Island Weekly Rentals Below!

Private Heated Pool
Private Hot Tub / Spa
Community Hot Tub / Spa
Bay or Canal Front
Beach Front
Water View
Boat Dock
Private Elevator
Community Elevator
Gas Grill
Community Grill
Pets Allowed
Smart TV
Game Console
Games Table
Washer / Dryer
EV Charging
Golf Cart Included

Unable to find any listings.

Accommodations for vacationers who desire to experience more outdoor thrills over indoor frills with great access to all the local hotspots at a budget-friendly price.
To meet affordable budgets, these homes meet quality standards. All in good condition but not with the latest finishes yet still allowing vacationers to have an amazing time.
Typically more affordable with many amenities such as a pool, charming bedrooms, modern bathrooms, coastal chic touches. Definitely not lacking amenities while you are on vacation.
Designer furnishings, first-rate kitchens and deluxe bathrooms, our Platinum rentals offer some of the luxuries of Elite properties without the extra amenities.
The finest furnishings and top-of-the-line appliances, these homes have extra amenities such as a private elevator, rooftop terrace, putt-putt golf, or picturesque coastal views. Elite homes deliver memorable experiences for guests looking for the ultimate Anna Maria Island destination.
Pet friendly
Compare Compare

Beds Bed Baths Bath Guests
Enter Dates for Pricing
Insurance Included
Hot Tub (Spa)
Lake View
Walk to Lake

Elevate Your Vacation

Our rentals on Anna Maria Island all contain luxury amenities, modern appliances, spacious areas, proximity to the waterfront, and cool interior design touches. Instead of being in a boring hotel room where you are crammed with your best friends into two twin beds, you can rent a luxurious property that is right in the heart of the Island! Some of our properties, like Manatee Lookout, offer waterfront access from your back doorstep. If you have a boat or want to rent a kayak, simply walk out of your back door and head to the dock to go out on the water during a warm summer day. Other properties, like Coconut Breeze Estate, offer a private pool that is perfect for cooling off after a long day of being in the sunshine. As you can see, all of our properties offer high-class amenities and luxuries that make it fun for you to relax, recuperate and explore this hip area. Whether you’re coming here with your partner or your 10 best friends, the abundance of properties offered by SeaBreeze Vacation makes it easy for you to ensure that you will have the vacation of a lifetime. And once you finally decide to leave your cozy and modern accommodation, you might be wondering — what can I do in the surrounding area? Along with heading to the beaches, going shopping, and getting in some exercise among one of the many biking or walking trails, you can check out the local foodie scene. There are endless cafes, coffee shops, bars, and restaurants to frequent! Check out our top choices for your upcoming holiday for breakfast, coffee, cocktails, and late-night snacks. Personally, we love it all!

The Top Eateries on Anna Maria Island

Feeling hungry after a long day of traveling? Maybe after a cup of coffee, you want a more filling breakfast. Or, after a long day on the beach, a frozen cocktail will hit the spot and cool you off. We don't blame you! Check out these top spots — after all, you ARE on vacation!

Best Breakfast

Luckily for you, Anna Maria Island has no shortage of breakfast spots. Some of the most popular locations include Ginny's and Jane E's Cafe and Gift Store, the Donut Experiment, Minnie's Beach Cafe, and Anna Maria Island Beach Cafe. At Ginny's, we recommend trying the full breakfast with a side of fruit, sausage patties, a huge stack of American pancakes, eggs, and crispy bacon. Plus, it is served in a funky setting and cool ambiance, making it the ideal spot to wake up on a sleepy morning. If you want to visit the Island's namesake, Anna Maria Island Beach Cafe, you can head here for a lovely breakfast or afternoon cocktails. We recommend trying the waffles or home fries with a strong coffee! To leave with something sweet, head to the Donut Experiment to get a tasty takeaway donut — try the key lime or maple bacon!

Best Restaurants

For lunch and dinner time, you can head to The Sandbar Restaurant, The Waterfront Restaurant, Rod and Reel Pier, Poppo's Taqueria, Harry's Grill, or City Pier Grill and Bait. We recommend getting a good table at The Sandbar Restaurant (in the sand!) and getting the sticky bun for brunch or a filling NY strip steak for dinner! If you head to The Waterfront Restaurant, you can enjoy amazing views, global seafood dishes, and a friendly atmosphere. Try the steak or local shrimp to have a filling and amazing dining experience.

Best Bars

To finish the night with something special, check out one of the many bars on the Island. We recommend trying Slim's Place, Daiquiri Deck Anna Maria Island, The Doctor's Office, Anchor Inn, or Freckled Fin Irish Pub. Trust us, there is no place to sip on frozen cocktails or a crisp pint of beer after a long day in the sun than one of these popular bars!

Weekly Rentals on Anna Maria Island, Florida

After a long day of exploring (and eating!), it is time to finally rest your head on your pillow and call it a night. But where should you look for the best accommodation on the Island? What if you are only staying for a week? Fortunately for you, SeaBreeze Vacation has you covered. Offering tons of accommodation options, ranging from pet-friendly rentals to private pool luxury rentals, there is something for everyone and everyone's price range. It doesn't matter if you want a low-key holiday or an upscale vacation; SeaBreeze can do it all. Whether you stay for two weeks or one week, our Anna Maria Island weekly rentals offer flexibility and convenience. View our pet-friendly weekly rentals on Anna Maria Island, Florida,if you are planning on bringing your dog; these rentals offer backyard space, fenced-in areas, and a private pool to enjoy letting your dog off-leash without worrying about anything! Plus, you can enjoy amazing views over the nearby areas. You and your entire party can sit back, relax, and look out over the right blue waters, the nearby downtown area, or the neighboring houses. All of the views at our properties are reminiscent of the quintessential Southern Florida landscape — perfect for a tropical getaway! If you want to splurge on a luxury vacation, the luxury homes offer numerous bedrooms for bigger parties, stainless steel kitchen appliances, massive windows to soak in the amazing waterfront views, private pools, and much more to make the holiday one that you will never forget. SeaBreeze Vacation properties are for those who want to enjoy the finer side of life — without paying exorbitant prices! Just because we offer amenities, appliances, decor, and locations that other companies don’t, it doesn’t mean that we are going to charge you an arm and a leg. Instead, we just want to make sure you have the best time possible — that is what we are here for! For those who need a holiday but not sure where to go, Anna Maria Island is the best place to book. Not only can you enjoy the dozens of outdoor adventures to do in your free time, like snorkeling, paddleboarding, kayaking, swimming, and walking, but you can enjoy the slower-paced side of life, heading to the local cafes, lunch spots, bars, and seafood restaurants. Look for accommodation with SeaBreeze Vacation to make the holiday one that you will never forget!
contact us find your rental