Bayside Bungalows

This beautiful bayside building is nestled on the northern tip of the island and only one block from Pine Avenue, the heart of the City of Anna Maria.  Bayside Bungalows is just steps to the bay, shops, eateries, the city pier, and trolley stop… you couldn't pick a more perfect location to spend your time on the island!

These beautifully remodeled and updated units feature kitchens, views, a shared heated pool and sundeck, and lots of Florida charm.  They offer more flexibility for booking, with shorter stays and multiple units for families or couples that want to vacation as a group but need their own space as well!

Bayside Bungalows, Anna Maria Island Rentals


Choose from any one of our five gorgeous apartments in the building, from 1 bedroom to 3 bedrooms, all with their own private entrances as well as a shared heated pool with sundeck, and 24-hr laundry room available with dual washers and dryers.

Bay Breezes | Anna Maria Island Vacation Rentals

Bay Breezes, Unit #1

2 bedroom • 1 bathroom
• Ground Level Unit

Bayside Cutie | Anna Maria Island Vacation Rentals

Bayside Cutie, Unit #2

1 bedroom • 1 bathroom
• Ground Level Unit

Barefoot by the Bay | Anna Maria Island Vacation Rentals

Barefoot by the Bay, Unit #3

1 bedroom • 2 bathrooms
• Ground Floor Unit

Blissful Bay | Anna Maria Island Florida Rentals

Blissful Bay, Unit #4

3 bedrooms • 2 bathrooms
• 2nd Floor Unit

Bay Vista | Anna Maria Rentals

Bay Vista,
Unit #5

3 bedrooms • 2 bathrooms 
• 2nd Floor Unit

Anna Maria Island Luxury Rentals

These adorable vacation rental units are clean, comfortable, and in the perfect location to enjoy all that Anna Maria Island has to offer!  Please call 941-757-8226 or email with any questions about Bayside Bungalows!

Bayside Bungalows | Anna Maria Rentals

a woman standing in front of a window


Anna Maria Island Vacation Rentals

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Anna Maria Island Vacation Specials & Discounts

Special and Discounts

Check out our Specials. Book Now, or sign up for our newsletter and be the first to know about promo codes and the latest offers.

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Anna Maria Island Nightly Vacation Rentals

Nightly Beachfront Rentals

Looking for a shorter stay? Check out our sister property, The Bali Hai Beachfront Resort and Spa.  Featuring a private beach, pool, spa, and lounge!

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Anna Maria Island Property Management

Property Management

We want to partner with you to turn your beautiful Anna Maria Island Property into an even greater asset for you. Contact us about our Rental Management today!

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