Anna Maria Island Vacation Rentals

Come Visit The Beaches of Florida

Located right on the sandy beaches of the Gulf of Mexico, our luxury Anna Maria Rentals will not only provide quality and comfort, but the foundation for the best beach vacation. Featuring resort-style amenities that include a pool, hot tub, private docks, and outdoor entertainment areas. Each of our properties offers a fully equipped kitchen, laundry rooms, and accommodations to fit any size party.

Our Anna Maria Rentals are are also located close to all major attractions on the island, so traveling is not an issue. Enjoy Kayaking, boogie boarding, or just layout shoreside. Enjoy more, do more, and don’t spend a dollar more than necessary when you book directly with Mainsail Vacation Rentals.

Popular Condo Types	Popular Locations	Other AMI Services
2-Bedroom Condos	Holmes Beach	Monthly Rentals
3-Bedroom Condos	Bradenton	Property Management
	Sarasota

My Rentals (0)

Unit 10 - Island View 2 Bedroom

2434-151617

2 Bed | 2 Baths | Sleeps 6 Location: Holmes Beach

Unit 2 - First Floor Beach Front 2 Bedroom

2434-151653

2 Bed | 2 Baths | Sleeps 6 Location: Holmes Beach

Unit 5 - Second Floor Beach Front 2 Bedroom

2434-151654

2 Bed | 2 Baths | Sleeps 6 Location: Holmes Beach

Unit 1 - First Floor Beach Front 3 Bedroom

2434-151655

3 Bed | 3 Baths | Sleeps 8 Location: Holmes Beach

Unit 4 - Second Floor Beach Front 3 Bedroom

2434-151656

3 Bed | 3 Baths | Sleeps 8 Location: Holmes Beach

Unit 7 - Third Floor Beach Front 3 Bedroom

2434-151657

3 Bed | 3 Baths | Sleeps 8 Location: Holmes Beach

Unit 8 - Third Floor Beach Front 3 Bedroom

2434-151658

3 Bed | 2 Baths | Sleeps 8 Location: Holmes Beach

Unit 3 - First Floor Standard 2 Bedroom

2434-151659

2 Bed | 2.5 Baths | Sleeps 6 Location: Holmes Beach

Unit 6 - Second Floor Standard 2 Bedroom

2434-151660

2 Bed | 2.5 Baths | Sleeps 6 Location: Holmes Beach

Unit 9 - Third Floor Deluxe 2 Bedroom

2434-151661

2 Bed | 2.5 Baths | Sleeps 6 Location: Holmes Beach

Unit 11 - Townhouse 3 Bedroom

2434-151662

3 Bed | 3 Baths | Sleeps 8 Location: Holmes Beach

Unit 12 - Townhouse 4 Bedroom

2434-151663

4 Bed | 3 Baths | Sleeps 10 Location: Holmes Beach

Sapphire Shores

2434-239465

2 Bed | 1 Bath | Sleeps 6 Location: Sarasota

Royal Blue Dreams flexible rental near Anna Maria

2434-255251

3 Bed | 2 Baths | Sleeps 9 Location: Bradenton

Luum at the Shore

2434-265841

3 Bed | 2 Baths | Sleeps 7 Location: Holmes Beach

Frequently Asked Questions

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Where is Anna Maria Island?

Anna Maria Island is located on the eastern shoreline of Florida on its Gulf coast side. It is made up of Anna Maria, Holmes Beach, and Bradenton Beach.

What is Anna Maria Island known for?

Anna Maria Island is best known for their miles of gorgeous beaches, local cuisine, local shops, and family-friendly activities.

When is the best time to visit Holmes Beach?

January through March is a prime to to visit due to the cooler weather and lower number of tourists. October is a great time as well for similar reasons.

Can you walk everywhere on Anna Maria Island?

You can walk just about everywhere on the island. Bicycling is the most popular mode of transportation, as well as the free trolley that travels between Anna Maria, Holmes Beach, and Bradenton Beach.

Does Anna Maria Island allow dogs?

Anna Maria Island is very pet friendly with many shops and local dining allowing dogs on the premises. The beaches are not pet friendly, though.

Can you swim in the Anna Maria Island beach?

Yes! Anna Maria Island has miles of clear water from the Gulf of Mexico lined by stunningly white sandy beaches.