Waterfront Anna Maria Island Vacation Rentals For The Summer

There are so many places to stay on Anna Maria Island, sometimes it can be hard to narrow it down to the perfect place for your vacation getaway.

One of the best ways to do that is to figure out what features of a rental are really important to you. If you’ve picked Anna Maria Island places to stay for your trip, you probably are looking forward to spending a lot of time in the water or on the beach. That means one great option for you is to rent a waterfront home or condo to spend your time here in. To help you choose, we’ve put together a list of some of our favorite waterfront vacation rentals on Anna Maria Island for the summer.

View from balcony of waterfront vacation rental on Anna Maria Island

Paradise Found

You’ll have a gorgeous view of the Bay waters in this fantastic place to stay on Anna Maria Island. The beautiful 4 bedroom and 4.5 bathroom private home sleeps up to 8 people. The main focus of this home is making sure you can enjoy the water as much as possible from inside and outside. You can see the Gulf from almost every corner of the home, and the beach is just a quick walk away. Spend even more time outdoors on the many balconies and the massive deck, or hang out in the pool for the day. Whatever you choose, you’ll find yourself spending more time outside of this beautiful rental than inside of it.

Deck view of Gulf of Mexico from vacation rental

Hidden Oasis

This smaller option sleeps a total of 4 people in the one bedroom one bathroom rental. Newly renovated, the private balcony will give you wide views of the amazing waters of the Gulf of Mexico. You’ll also have time to spend outside on the ground level patio and enjoy your own private beach access.

Dock view from vacation rental backyard

Dockside Retreat

With 3 bedrooms and 2 bathrooms this rental is the perfect option for anyone who loves to spend time in the water. You’ll have access to a private fully screened in the pool as well as an easy walk to the nearby sandy white beach on the Gulf of Mexico. The Dockside Retreat can sleep up to 6 people with an en-suite Master bedroom that has its own deck overlooking the pool. This location is also close to everything the Pine Avenue area has to offer.

Night backyard of vacation rental in Anna Maria Island

Acacia Breeze

The perfect pick for a large group, this rental has 3 bedrooms and 3 bathrooms able to sleep up to 12 people. The backyard is landscaped with a tropical feel and features canal access to the bay, a boat dock, a heated pool, and a spa. There’s plenty of fun to be had with the ping-pong and foosball tables. Pets are welcome here, and if you’re planning to bring your boat on vacation, this rental can accommodate that as well.

Living room of a gorgeous vacation rental

Tarpon Pointe

Another good option for a large group of people on a trip to Anna Maria Island, this vacation property can sleep 10 people in total. Completely remodeled, this spot boasts 4 bedrooms and 3 full bathrooms to give everyone lots of space. Enjoy the outdoors with the many porches on the property, tropical landscaping, a dock, as well as a private heated pool. The dock gives you a great spot to enjoy the waters of Anna Maria Island by taking a quick dip or even just a relaxing afternoon fishing.

Front view of waterfront vacation rental home

Whispering Waves East

This duplex sleeps 2 people and is the perfect intimate setting for a romantic vacation. You’ll be able to walk right out to the beach and the waves, plus enjoy the gorgeous sunsets Anna Maria Island is known for right from your backyard. The enclosed porch and picnic area give you a wonderful opportunity to spend some more time outside.

Review all our possible places to stay to find the one that just demands your attention!