If you are looking for a beautiful place to go on vacation near the Gulf of Florida, then you should be looking for Anna Maria Island vacation rentals. While the beaches are incredible on Anna Maria Island, it’s such a nice treat to also have pool access from your beach house or condo.

There are plenty of fantastic options to rent a beautiful beach house with beachfront views or immediate access on Anna Maria Island, or AMI. From the city of Anna Maria in the north end of the island, to Holmes Beach in the center, all the way down to Bradenton Beach in the south end, there are a wide variety of great vacation rentals for you to choose from.

Do you want to get the most out of your getaway? If so, we’ve done the digging from you and narrowed down your options to beautiful beach homes and condos, all available for rent and with pools.

Take a look at a few of these vacation home options, and select one with a heated pool, a gorgeous beach view, or all of the above! You might even find a few pet friendly stays!

Anna Maria Island Beach Paradise 10

Beach Paradise patio and balcony.

One of the first properties that you may want to consider is called Anna Maria Island Beach Paradise 10. This is a one bedroom, one bathroom property that is perfect for two people. It is near Holmes Beach, and it provides access to a heated pool!

You also have access to beach chairs, beach coolers, and beach umbrellas that create a gorgeous cabana. I highly recommend bring them at least one day to Bean Point to catch a different view on the island. At night or on rainy days, you have access to numerous movie channels, and plenty of sports channels.

Furthermore, this property recently underwent a renovation. Now, it has a fresh, tropical feel that is perfect for your next vacation. It is professionally decorated, has solid oak cupboards, and features a dishwasher, microwave, and complete kitchen! You also have WiFi access!

With this beautiful property, you can maximize your beach experience, take advantage of a heated pool, and have easy access to numerous shopping and dining opportunities. Consider Anna Maria Island Beach Paradise 10 for your next Anna Maria vacation rental to take advantage of the best gulf views!

Absolute Anna Maria With Private Beach Access

Beach chairs and parasols.

The next option you may want to consider is Absolute Anna Maria. This beautiful property features private beachside access and a gorgeous bay view. It features two bedrooms, two bathrooms, and can sleep five people. It is also very close to the Bradenton Beach area. This is the perfect rental for a family to enjoy a vacation together.

This beachfront property features luxurious finishes and a gorgeous view of the white sand and outside. This property is the perfect option that can help you get the most out of your vacation, and it features an open floor plan. You can swim in the warm, blue water of the Gulf of Mexico, and this is the perfect location for you to go with your family.

Right after check-in, you and your family will be eager to dive right into the pool. You can relax by the turquoise water, jump in the heated pool, and enjoy delicious food and beverages as the waves roll in.

The first bedroom is the master bathroom and has a queen bed. You will love the sliding glass doors that open to a beautiful sunset terrace that comes complete with new chairs and tables. You can sit back and relax while watching the sunset or step outside for your morning coffee.

The second bedroom has one queen bed and one twin bed. In total, the property can house five people comfortably.

This rental property also features garage parking for added security.

This property even comes with a large, heated swimming pool, a charcoal grill, and large lounge chairs. If you want to experience everything that Anna Maria Island has to offer, this is the perfect property to choose.

Anna Maria Island Beach Sands

Next, you may want to consider going with Anna Maria Island Beach Sands. This is a beautiful beach rental that can sleep five people with two bedrooms and two bathrooms on Bradenton Beach.

This beautiful condo is surrounded on all sides by water. The Gulf of Mexico is to the West, the Intracoastal Waterway is to the east. You can see Sarasota Bay to the South, and Tampa Bay to the north. If you want to spend as much time on the water as possible, consider going with this condo!

This rental has private beach access, a large heated pool, and access to a dozen restaurants that are only a few minutes away. Instead of having to go to the Gulf beach from the condo, bring the beach to you what this beautiful rental!

From your front door, you can see the Gulf of Mexico. All you have to do is roll over in bed, look out the window, and you are right there on the water. This is the closest you can get to the tropics without leaving the country, so consider renting this condo for your next vacation!

Of course, you should not overlook the heated pool. You can feel your stress melt away, relax by the pool, and watch the sun rise and set without ever getting out of the water. You can even take advantage of the free trolley service to explore shopping and dining opportunities on the Gulf coast in your own island paradise!

Anna Maria Island Bridge Port Beach Resort

If you are looking for a condo that is only steps from a private heated pool, then you should check out Anna Maria Island Bridge Port Beach Resort. This is a beautiful condo that provides exceptional views of both the Gulf of Mexico and the Intracoastal Waterway. Open up the front door, take a few steps, and you’ll be right on the pool deck.

This gorgeous condo has plenty of other amenities as well. You can take advantage of a fully stocked kitchen, and HD television, and multiple bedrooms that will sleep 6 people comfortably. You have easy access to any of the many public beaches on the island and you can snap a few photos of unparalleled sunrises.

There are plenty of shopping and dining opportunities that are just a few minutes away. You can check out Bridge Street, some of the best restaurants in the area, and you can check out an ice cream stand that isn’t far away. There is a miniature golf course a few minutes from the condo, and you can sign up for some sightseeing tours.

When you head out to the water, don’t forget your sunscreen and towel! You might even want to rent a jet ski, go out on a boat, or take advantage of some kayaking opportunities. If you stay at this condo, you will have access to everything that Anna Maria Island has to offer! Consider staying here during your next vacation.

Anna Maria Island Beach Sands 101

If you want a vacation rental condo that overlooks the Gulf of Mexico, consider going with Anna Maria Island Beach Sands 101. This beautiful property is the perfect stop for your next vacation. You are within walking distance of some of the best waterfront restaurants on the island, and you can take a look at the historic village on Bridge Street. You can also stroll out to the famous fishing pier, try and catch a few fish, and then check out more shopping and dining opportunities.

Then, after you are done with a long day on the beach, you can return to your condo where you can relax in style! This is a property that has two bedrooms and two bathrooms, but it can comfortably sleep six people. The master bedroom has a king bed, and the second bedroom has two twin beds. There is also an extra sleeper sofa in the living room.

You are only 20 ft from the beach, and you can enjoy a condo that has just been remodeled. Now, there are two full bathrooms, and the condo is complete with granite countertops.

You also have access to one of the largest heated pools on the island, so you can feel the salt and white sand beach melt away at the end of a beautiful day on the beach. If you want to have a rich experience on your next vacation, consider renting this condo!

Anna Maria Island Beach View 207

If you want a gorgeous rental property that features a heated, private pool, then you should also consider Anna Maria Island Beach View 207. This is one of the best options if you have a crowd going on vacation with you, as it can sleep six people comfortably. Furthermore, the property directly overlooks the heated pool, so you can keep an eye on everyone who is swimming while relaxing in the condo yourself.

A great beach to check out when you’re ready to explore the island is Cortez Beach. It’s just a few blocks south of this rental and a beautiful spot to check out.

This condo also gives you access to a fully stocked kitchen that has a variety of Whirlpool appliances. You also have a coffee maker, a contemporary glass stove top, a blender, and a toaster. This property has two bedrooms and two bathrooms, with plenty of room for your entire family.

The heated pool is definitely an amenity that you should not pass up. There is a fully furnished East balcony where you can kick back and relax. Then, you can take in views of the pool and the bay at the same time. With gorgeous sliding glass doors, this property has everything you could possibly desire on your next vacation. Take advantage of easy beach access, and swim in the warm waters of the Gulf of Mexico!

Anna Maria Island Bay Watch Bungalow

If you come and visit Bradenton Beach, you want to be right on the beach. You do not want to have to walk to the beach from your house. That is why so many people decide to stay at Anna Maria Island Bay Watch Bungalow.

This property is surrounded by water on all sides. No matter what room you are staying in, you can see the water from the condo. For example, you may want to slide open the glass doors on the North balcony. Then, take in the view of the Gulf of Mexico and the Intracoastal Waterway.

There is also a second balcony on the southern side that gives you a gorgeous view of the heated pool. While you don’t have a hot tub at this property, you won’t even notice given this amazing pool. You can go for a quick morning swim, then head to the beach, and return to the pool to rinse off at the end of the day.

This is the perfect location for the entire family. You can spend the day out on a boat, rent a jet ski, go snorkeling, or take advantage of some of the scuba diving opportunities. The aquamarine waters are unparalleled, so consider staying at this condo! This is also one of the best locations to see some of the dolphins that live in the area.

Anna Maria Island Beach View 209

During your vacation to Anna Maria Island, you deserve to have easy access to some of the best restaurants and beach shops in the region. That is exactly what you will get if you decide to stay at Anna Maria Island Beach View 209.

This is a top floor condo that has two bedrooms, two bathrooms, and can comfortably sleep six people. If he even comes with two separate balconies on the east and west side. With Gorgeous sliding glass doors, unparalleled views, and a heated pool, it is easy to see why this is one of the most popular rentals in the area.

In addition, the second bathroom has just been remodeled. Now, you have a giant walk-in shower that is perfect after a long day at the beach. You also have private beach access that comes complete with sheltered parking and manicured gardens.

Another one of the top highlights of this property is that you have easy access to a heated pool. You can lay back in the water, wash away the stress, and have a great time with the entire family. Then, when the sun goes down, explore some of the restaurants in town! It doesn’t get much better than this beautiful condo. Consider staying here during your next trip to the island.

Get Ready For Your Next Vacation!

Regardless of whether you are looking for a townhouse, a rental through Anna Maria Island Club, or access to the Bradenton Beach Club, get ready for your next trip to Anna Maria Island!

You can swim in the warm waters of Bermuda Bay, visit Coquina Beach Club, or go for a bike ride down Gulf Drive! You can also keep your eyes open for a manatee, dolphin, or pelican! Check out these rental opportunities near Runaway Bay, and go for a swim in a warm cay!

Anna Maria Island is the perfect spot for your next beach vacation, especially when looking for something that has a pool, unparalleled beaches, and stunning views in every direction.