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Bradenton Beach (Anna Maria Island, Florida) Vacation Rentals

(57 rentals)
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS! All Drivers must be over the age of 21. Drivers must provide valid Driver's License and Vehicle Insurance. To drive the golf cart, non-US driver license holders are required to pay an additional $25 per day instead of providing vehicle insurance....

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$672
avg per night
Anna Maria Island Townhome
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to Island Time – Your Coastal Retreat in Bradenton Beach!Wake up to the gentle sway of palms and end your days with sunset views over the bay. Nestled within the sought-after Bradenton Beach Club community, this spacious coastal townhome offers a private, peaceful escape just moments...

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$367
avg per night
Anna Maria Island Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

2 bedroom 2 bath 1000 square feet condo with a beachfront view of the Gulf of Mexico on the quiet, peaceful Anna Maria Island. Walking distance to many restaurants and bars. 30 minutes away from the Sarasota/Bradenton airport. Free trolley to go anywhere on the island.

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Featured review

"Big Joe"

Awesome unit with great views and access to the beach as well as restaurants and grocery stores. I would definitely stay there again. Great time and relaxing vacation.

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$127
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 3 bathrooms
7 reviews

Distance to beach: 250 feet to About a 50 second walk

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

We have these last minute openings available at 50% off. Just Act FAST because this sale period ends 2/6!This home was great before but now it's undergone a 3+ year no expense spared renovation & expansion, making it exceptional in every way! Our newest 3 bedroom/3 full bathroom home is one...

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Featured review

"The best place you can stay"

My family stayed here over Christmas in Dec '25 and it was heavenly! The home was modern, clean, comfortable, and well-stocked. The pool in the backyard was perfect for our kids, and the walk to the beach...

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$708
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Welcome to "Down On The Island" the perfect beach destination for your next family getaway! .01 Miles to the World Class Beaches of Anna Maria Island Nearby Park with Basketball, Playground, Kayak Launch Fully Stocked Kitchen for Home-Cooked Delights Seamless Arrival with Fast Wi-Fi &...

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$281
avg per night

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Anna Maria Island Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to Villas by the Sea 4! .01 Miles to the World Class Beaches of Anna Maria Island .02 Miles to Bridge Street Pickleball Courts & Playground Across the Street Beach Wagon, Chairs, Umbrella, & Cooler available for use Heated Community Pool Fully stocked kitchen for all of your...

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$148
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 1 bathroom

Key Amenities

  • Pool
  • WiFi

About this property

Welcome to Villas by the Sea 5! .01 Miles to the World Class Beaches of Anna Maria Island .02 Miles to Bridge Street Pickleball Courts & Playground Across the Street Beach Wagon, Chairs, Umbrella, & Cooler available for use Fully stocked kitchen for all of your favorite home cooked...

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$171
avg per night
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