Enjoy The Views From These Waterfront Rentals On Anna Maria Island
January 23, 2026
Anna Maria Island, Florida, is the perfect vacation destination for those whose picture of “perfection” involves spending their days relaxing on the white sand beaches and soaking up the sun’s rays. Anna Maria Island has plenty of beautiful sunshine to go around, as well as the stunning waters of the Gulf of Mexico. If you genuinely never want to leave the water while you’re in town, you might consider staying at one of our waterfront rentals on Anna Maria Island!
You’ll have all the convenient, and luxurious amenities you’ve been dreaming of, as well as a prime location just steps away from the water. Check out a few of our most popular rental options!

The Blue Horizon
This 9-bed, 7.5-bath home is a massive and luxurious property to suit up to 21 guests, ideal for those in town for a special occasion or celebration. You’ll be located less than a minute’s walk away from the beaches of the Gulf of Mexico! This property offers all the luxurious features you could ask for, including an incredible rooftop deck, fully stocked gourmet kitchens, spacious living areas, dining rooms, and more. When you’re ready to head outside, you can walk to the beach or enjoy your private heated pool or hot tub. Two separate houses make up this property, ideal for larger groups such as wedding parties.

The Bayfront
In this 6-bed, 4-bath home, you’ll have plenty of room for up to 15 guests. This home is located right on the Bayfront and spans a whopping 3,600 square feet. Inside, you’ll find all kinds of luxurious features such as two washers and dryers, travertine floors, custom cabinets in both (yes, there are two!), gourmet kitchens, and so much more. There’s a screened-in porch on the second level, or you can head downstairs and outside to use the heated pool and spa and covered poolside lanai. No expense has been spared to put you in the lap of luxury.

Beach Side Vista
The name of this home says it all; this 6-bed, 4-bath home sits right on the beachside! You’re less than a minute away from the beaches of the Gulf of Mexico and can enjoy a beautiful view from your windows or two open-air decks. Inside your home, you’ll find Smart TVs, two kitchens and living rooms, two sets of washers and dryers, and spacious bedrooms and bathrooms. Head outside to dip in the private heated pool or walk to the most popular local shops and restaurants. You just might find that you never want to leave!

Seaside
Next on our Anna Maria Island waterfront rentals list is this cute 3-bed, 2.5-bath home with enough room to sleep up to 10 guests. When you stay in this rental, you’ll have your very own private beach just ten steps away from the back of your home! Fantastic access to the beach is just where the luxury begins. You’ll also enjoy features like convenient parking for multiple vehicles, a private gas grill, a brand-new private washer and dryer, and a cozy living room with stunning wall-to-wall windows. We provide beach towels, chairs, and toys for you to use during your stay, making it easy to enjoy the beach at a moment’s notice.

La Casa Costiera 12
Need a smaller property than the ones we’ve covered so far? This 3-bed, 2.5-bath home can deliver value without quite as much space. Perfect for up to 6 guests, this home holds all the luxurious features you expect from us, including tasteful beach décor, a fully equipped gourmet kitchen, private garage parking, and a private washer and dryer. You’ll also have direct beach access; a shared covered picnic area with a gas grill for your convenience, and a large balcony with plenty of room for dining outdoors. Don’t miss your chance to experience this beautiful European-inspired home!
Plan Your Visit
We’ve only been able to cover a handful of our most popular Anna Maria Island vacation rentals, but if you haven’t yet found the perfect rental for your group, don’t worry. Our team is here to help you select the right property from our massive catalog. Just contact us today to get started!

La Plage 5
Another property equipped for six guests is La Plage 5, a 3-bed, 3-bath condo rental that your family is sure to love. You’ll have over 2,000 square feet of space all to yourself in this top-level corner unit, offering uninterrupted views of the Gulf of Mexico. Amenities in this condo include large flat-screen TVs, high-speed internet, a fully stocked kitchen with stainless appliances, and more. You can take a swim in the heated pool or enjoy the jacuzzi if you don’t want to visit the beach when you head outside.

Bayfront Paradise
This 5-bed, 6.5-bath home can accommodate 14 guests and is sure to impress all who enter. You’ll never be far away from the water, as you have breathtaking views of both the Bay and the Gulf. Enjoy having your very own private boat dock as well as a private heated pool and spa! When you head inside the house, you can take advantage of amenities like two full kitchens, two sets of washers and dryers, multiple flat-screen TVs, and high-speed wireless Internet. In the evenings, be sure to head out onto the rooftop deck to capture the beautiful sunset over the water.

Seashore Castle
A truly breathtaking property, Seashore Castle is a 3-bed, 2.5-bath home that can sleep up to 8 guests. This home is just one row away from Gulf Drive, offering beach access across the street. You and your group are sure to love this three-story house (with a convenient elevator), featuring incredible amenities like an attached garage with a ping-pong table, two kitchens, six Roku TVs, and so much more. Head outside to enjoy a fenced-in yard with lawn games, a hot tub, pool, and rooftop deck. It doesn’t get much better than this!

Island Sol
Are you bringing a large group of people with you to the shores of Anna Maria Island? Check out Island So, a 5-bed, 4-bath property that can accommodate 14 guests. This tropical paradise has been professionally decorated and custom-designed, so care and attention was given to every detail. You can enjoy features like a gourmet kitchen, ping pong, and foosball tables, stunning beach décor, and of course, open-air decks with beautiful Bay views. Spend your time outside lounging in the covered lanai or relaxing in the private heated pool.

Gulfside Oasis
Finally, we have Gulfside Oasis, a 6-bed, 5-bath property that can sleep up to a dozen people. This is easily one of our most luxurious Anna Maria Island rentals, spanning 3,400 square feet. You will, of course, have stunning views of the Gulf from your multiple balconies, and you’ll be within walking distance from the beach and popular local attractions. Inside your home, enjoy features like a fully equipped gourmet kitchen, a 60” Smart TV, two washers and dryers, a ping pong and foosball table, and so much more.