Anna Maria Island is a popular vacation destination known for its beautiful beaches and laid-back atmosphere. With miles of white sandy beaches and crystal clear waters, it’s no wonder that many visitors choose to stay in beachfront rentals. Whether you’re looking for a romantic getaway or a family vacation, there are plenty of beachfront rentals on Anna Maria Island to choose from.

From luxurious condos to charming cottages, there’s something for everyone. These rentals offer breathtaking views of the Gulf of Mexico and provide easy access to the beach. Some of the rentals come with private beach access, so you can enjoy your own slice of paradise without the crowds.

In this guide, we will highlight some of the best beachfront rentals on Anna Maria Island, so you can make the most of your vacation.

Anna Maria island beachfront rentals with pool

Cove at Sandy Point 210

The Cove at Sandy Pointe #210 is a two-bedroom, two-bathroom condo located at 3601 East Bay Drive in a secluded complex close to shopping and the beach. It features undercover parking for two cars, a large heated pool, and a large screened lanai.

The unit sleeps four people and is equipped with a king-size bed and two twin beds, as well as a full-size stack washer and dryer. Beach chairs and umbrellas are provided for guests’ use. The complex has a one-week minimum rental policy and a $200 cancellation fee applies if cancelled 30 days prior to arrival. Guests are also asked to keep noise to a respectful level during the day and night.

Poolside Palms

Poolside Palms is a spacious 3-bedroom, 2.5-bathroom home located on a quiet street in northern Holmes Beach. It is pet-friendly and features a screened-in lanai, open patio with gas grill, fenced yard, and updated kitchen. The home can accommodate six people with a king-size bed, queen-size bed, twin beds in the third bedroom, and two sleeper sofas in the living room.

The updated kitchen is fully equipped for making meals. Poolside Palms has a one-month minimum stay policy, parking is limited to four cars, and a $200 cancellation fee applies when canceling 30 days prior to arrival. Guests are requested to keep noise to a respectful level during the day and night to be considerate of the residential neighborhood.

MI Happy Place-All units

The MI Happy Place Island Resort (formerly Garden Villas) is newly owned and managed, with new amenities and improvements to make it an even more beautiful, convenient, and relaxing location.

When renting the resort, guests have access to all four individual units, each with a maximum occupancy of 6, making it ideal for family reunions, romantic beach weddings, corporate functions or just a fun getaway. The units can also be rented individually.

The resort is conveniently located across from the Manatee Public Beach and the Gulf of Mexico, near the Cafe on the Beach, West Coast Surf Shop, and the Island Centre Shopping. It is also accessible to the free trolley and many Florida attractions like Busch Gardens, Mote Marine Lab and Disney World.

The resort has a shared laundry room, heated pool, a 30 x 40 foot deck at poolside, and a covered grilling area with a gas grill. Parking is limited to eight vehicles and available for boats and trailers. A 7-night minimum stay is required and a $200 cancellation fee applies when canceling 30 days prior to arrival.

Sandcastle 3

Sandcastle 3 is an exquisite three-bedroom, two-bathroom gulf front condo located at 200 Gulf Drive South in Bradenton Beach. The condo is luxuriously decorated with a tropical flair and offers panoramic views of the Gulf of Mexico and Bridge Street. It is situated in the historical district of Bradenton Beach, close to Key West-style shops and restaurants, and just a short stroll away from the city pier and the Cortez fishing village.

The condo has a gourmet kitchen with granite countertops, maple cabinets and stainless steel appliances, a full-size washer and dryer, elevator, central vacuum, heated pool, undercover parking for two cars, and a private veranda overlooking the beach.

The living room features a 46″ television, and the bedrooms feature 19″ and 13″ televisions. The unit can accommodate eight people with a king-size bed in the master bedroom, queen-size beds in the guest bedrooms, and a sofa bed in the living room. Sandcastle 3 has a one-week minimum stay policy and parking is limited to two vehicles.

Bridgeport Condo 101

Bridgeport Condo 101 is a spacious two-bedroom, two-bathroom condo located in Bradenton Beach. The condo is made spotless and sanitized prior to guest’s arrival, paying special attention to high-touch areas such as remotes, light switches, and doorknobs. All bedding is professionally laundered and sanitized with fresh clean comforters or duvets.

The condo features an elevator, undercover parking, large heated pool, and Gulf views from virtually every room. The condo has just been renovated with new tile floors, a screened lanai off of the bedroom, and an open lanai facing the beach.

It has a 32” television in the living room, a 19” television in the main bedroom, and a 19” television in the guest bedroom, both bedrooms also feature DVD players, wireless high-speed internet with expanded cable and free domestic long-distance service is provided.

The unit offers a laundry room with a full-size washer and dryer, an electric fireplace in the living room and a well-equipped kitchen. The owners have a supply of beach chairs and umbrellas for guest’s use.

The unit sleeps four with two king-size beds. A $200 cancellation fee applies when canceling 30 days prior to arrival and parking is limited to two vehicles.

Anna Maria island gulf front rentals

Dockside Darling

Dockside Darling is a 3-bedroom, 3-bathroom home located in Bradenton Beach. The home sits right on the Gulf with a long wooden dock leading all the way out into the water, making it a haven for fishermen and boaters. The rental is just three blocks away from a private beach and situated on one of the quietest streets on Anna Maria Island.

The home features a screened-in porch to sit out without bugs, an outdoor entertainment center and grilling area, a vaulted foyer ceiling that gives a luxurious feel, perfect for a relaxing vacation.

La Plage 11

La Plage 11 is a lovely 3-bedroom home located in Holmes Beach, Anna Maria Island. This end-unit penthouse suite is situated front and center on the beach and during low tide, guests can walk down to the shoreline and do some shelling with family and friends.

The floor plan is open, providing ample space, including a breakfast bar with seating, in addition to a dining area. The master bedroom has an en-suite bath that will make guests feel like they’re relaxing at a spa, making it a perfect spot for a relaxing beach vacation.

Bartizal Beach House

Bartizal Beach House is a 3-bedroom home situated on Bradenton Beach. The house offers a great view of the Gulf of Mexico and is just 25 feet away from the beach. The amenities of the house are top-notch and it features lovely hardwood floors that guests can walk on in their bare feet.

The house also has two massive open decks that are situated beachside, allowing guests to sit and watch the sunrise and set over Anna Maria Island, making it a perfect spot for a beach vacation.

1105 Gulf Dr DN 2

1105 Gulf Dr DN 2 is a 2-bedroom waterfront unit located across the street from Bradenton Beach on Anna Maria Island. The unit features a huge veranda, where guests can sit and enjoy the panoramic view of the Gulf of Mexico. Inside, the unit has comfortable furnishings, making it a perfect spot to relax and take in the view.

The location of the unit is also great, as there are plenty of things to do nearby, such as surfing or turtle watching at the beautiful Cortez Beach.

2812 N-Fins to the Right

2812 N-Fins to the Right is a 2-bedroom, 1-bathroom beachfront duplex unit, which is part of a duplex unit labeled “North” and “South.” It has an open deck area, screened-in beach-side porch, and washer and dryer sets. The unit is dog-friendly and allows guests to park two vehicles.

The unit is also located near plenty of restaurants and shops, and Herb Dolan Park is just a short distance to the east, making it a perfect spot for a beach vacation with your furry friends.

Anna Maria island cheap rentals

Via Roma Beach Resort

Via Roma Beach Resort is a perfect hideaway for taking long vacations and time away from work. The resort features a laid-back atmosphere, moving palm trees and majestic Greek architecture inspired columns with the iconic statue of Venus.

The resort offers a One-Bedroom Suite that is approximately 592 square feet, this spaciously fascinating unit features 1 King Bed in the master bedroom, 1 Queen Sleeper Sofa, a kitchen, dining room, bathroom and laundry situated in the common area.

The unit can accommodate a maximum of 4 occupants. The resort offers additional amenities such as internet access, cable television, DVD player, ice maker, coffee maker, blender, hair dryer, dishwasher, microwave, oven, refrigerator, iron/ ironing board, washer/ dryer and stove/ range, making it a comfortable and convenient spot for a beach vacation.


Close To Anna Maria Island, Beaches

This is a two-bedroom condo with bedrooms on both sides of the common area. The main area of the condo has large windows overlooking the beautiful IMG Golf Course. The master bedroom has a king-sized bed, access to the lanai and a full private bathroom.

The second bedroom has a king-sized bed and access to the lanai. There is a main 3/4 bathroom and a fully equipped kitchen. The condo also features a beautiful pool and laundry facilities just 20 steps down the hallway.

The condo is updated, comfortable, and has a 43-inch TV in the main room, internet is included, and a sleeper couch in the living room is an added bonus.


Private beaches on Anna Maria Island

Bean Point

Located on the northern tip of the island, Bean Point offers visitors a secluded and peaceful escape from the bustling crowds. The beach is surrounded by natural vegetation and large dunes, providing a secluded and private atmosphere for those who want to relax and enjoy the natural beauty of the Gulf of Mexico.

Bean Point is a perfect spot for those looking for a more secluded and intimate experience with the Gulf. The beach is a great place for swimming, sunbathing and picnics, and is also ideal for fishing and kayaking. Visitors can also take a stroll on the beach, enjoy a family picnic or simply relax on the white sandy beach.

It’s important to note that Bean Point is not a designated public beach and has limited parking, but it’s a must-see destination for those who want to experience the natural beauty of the island and enjoy the privacy of a secluded beach.

Best time of year to go to Anna Maria Island

The best time to visit Anna Maria Island depends on what you’re looking for in a vacation. The peak season is from Memorial Day to Labor Day, when the weather is warm and the beaches are busiest. This is the best time to visit if you’re looking for a classic beach vacation with plenty of activities and events to enjoy.

For those looking for a more relaxed and quieter vacation, the best time to visit is from January to March, or in October. The weather is cooler during these months, making it more comfortable for outdoor activities, and the beaches are less crowded. This is also a great time to visit for those who want to experience the natural beauty of the island without the crowds.

It’s also worth noting that the Fall and Spring are also great time to visit Anna Maria Island, the weather is mild, the crowds are thinner and the prices are lower. The island in those seasons is still beautiful and you can enjoy it’s natural beauty and outdoor activities.

Frequently Asked Questions

What part of Anna Maria Island is the best?

It depends on what you’re looking for in a vacation. Some visitors prefer the quieter and more secluded areas of the island, while others prefer the busier and more developed areas. Generally, the northern and southern ends of the island tend to be quieter and more secluded, while the middle of the island is more developed and has more amenities.

Are all beaches public on Anna Maria Island?

No, not all beaches on Anna Maria Island are public. Some beaches are designated as public, while others are private and can only be accessed by residents or guests of certain properties.

Can you drive a car on Anna Maria Island?

Yes, you can drive a car on Anna Maria Island. However, the island is relatively small and can be easily explored by bike or on foot. There are also free trolleys that run throughout the island, making it easy to get around without a car.

Can you drink alcohol on Anna Maria Island?

Yes, alcohol consumption is allowed on Anna Maria Island. However, it is important to note that open containers of alcohol are not permitted on public beaches and can result in fines. It’s also important to consume alcohol responsibly and to be mindful of local laws and regulations.