Cheap Vacation Rentals in Anna Maria Island

(11 rentals)
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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

Welcome to Island Retreat where you can enjoy the tranquility of listening to waves, watching dolphins, coastal birds and sunsets you'll remember for the rest of your life. This beautifully remodeled 1 bedroom/1 bathroom condo has everything you will need to make everlasting memories of adventure ...

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Property Type

Anna Maria Island Townhome

"close to white sandy beach"

Everything you would need for a beach vacation. The beach front cafe had live entertainment nightly, a perfect place for sunsets.

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2 BR | 1 BA | Sleeps 4 | Quick View

10

$168

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Rentals by owner

About this property

A guest had this to say: "Songbird is a cute little purple house on a quiet side street on Anna Maria Island. I referred to the house as little, it is really quite spacious & comfortable. This is our 6th stay at Songbird & we are looking forward to our next stay. This trip we were on side ...

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Property Type

Anna Maria Island Cottage

"Splendor in the sun"

Second time staying here and actually lucked out with a cancellation. 2 week stay and couldn’t have been better timing weather wise. Short couple block walk to the pristine white sand beaches. Easy haul ...

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2 BR | 2 BA | Sleeps 6 | Quick View

4
last minute deal
LAST MINUTE DEAL 2/21 - 4/3: Book your summer vacation today!

$181

avg/night

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Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Pool

About this property

Endless Summer is two bedroom, two bath condo located on Anna Maria Island. Specifically, located in Runaway Bay on Bradenton Beach. The condominium complex beautifully maintained and consists of 186 one- and two-bedroom units nestled uniquely between Palma Sola Bay to the east and the Gulf of Mexico ...

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Property Type

Anna Maria Island Condo

"Great Place, Perfect Location"

My husband and I recently stayed at this condo while visiting family and friends. This was the perfect condo and perfect location for us. Unfortunately, the pool was down for repairs of some sort but we ...

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DEAL

$183

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool

About this property

35 Steps to the Sea at Runaway Bay 112 is a 1 bedroom/1 bath, ground floor condo that can sleep 4. Featuring the largest heated pool on the island, private beach access, gym, and an array of amazing amenities, this ground-floor condo is your perfect home base on the Gulf Coast. The fully-equipped kitchen ...

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Property Type

Anna Maria Island Condo

"Fantastic vacation all around"

This was a very nice condo. Clean and well kept. Very close to the beach and to the pool. Location was everything we wanted. Walking distance to restaurants and the heart of town. Great food, great people. ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

Smuggler’s Cove Resort is a family friendly timeshare property that offers studio and one-bedroom units. Each studio unit sleeps two with a queen-size bed and has a full kitchen. One-bedroom units sleep four and offer a king size bed in the bedroom and a queen sleeper sofa in the living area. There ...

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Property Type

Anna Maria Island Condo

"Great stay!"

We really enjoyed our suite. Our balcony faced the bay and the ocean was just across the street. We loved having a full kitchen and living area to make our vacation feel more like home. Thank yo for a ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

This comfy, inviting 1 bedroom/1 bathroom condo is the perfect place to escape from it all. Villas By The Sea Unit 4 is located in the heart of Bradenton Beach and only a few short minutes to beach front access or Bridge Street, where you will find shops and restaurants. This Villa is located on the top ...

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Property Type

Anna Maria Island Condo

"Convenient, cozy, quaint"

Place was all you needed being away from home. Everything you could need is provided for you. I mean everything! Bring yourself. All the amenities of home. Full kitchen of appliances. Grill, sea toys, coolers, ...

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2 BR | 2 BA | Sleeps 6 | Quick View

$190

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Rentals by owner

About this property

Welcome to paradise on beautiful Anna Maria Island! Sunbow Bay 209 is a newly furnished 2 bedroom 2 bath condo with new appliances and coastal decor overlooking a peaceful serene lagoon with kayak and canoe access directly to the intercoastal waterway.Enjoy stunning sunrises with a cup of coffee on ...

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Property Type

Anna Maria Island Condo

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2 BR | 2 BA | Sleeps 6 | Quick View

4.8 rating on other travel sites

$199

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

Beach Escape is a 2 bedroom/2 bathroom completely remodeled & updated property that is located 1/2 block away from the white sandy beaches offering all of the conveniences you would want in an island stay and is within walking distance to shopping and restaurants.This property has a fully-equipped ...

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Property Type

Anna Maria Island House

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2 BR | 2 BA | Sleeps 4 | Quick View

5

$200

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Oceanfront
  • Rentals by owner

About this property

This is a two bedroom house on Anna Maria island, and faces the bay side. The water is literally 20 ft from your back door. Looking from your private dock to the north is the Manatee bridge, the Skyway bridge and a view of St Pete. Looking to the south you see the Cortez bridge and beyond to Sarasota. ...

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Property Type

Anna Maria Island House

"Manatee Cove"

Great location. Great view. Great everything! Can't wait to come back. Terry is great and we appreciate the work that went in to the clean up after Hurricane Ian so we could fall in love with this place. ...

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2 BR | 2 BA | Sleeps 4 | Quick View

$200

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pet friendly
  • Pool
  • Rentals by owner

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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Property Type

Anna Maria Island Apartment

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2 BR | 2 BA | Sleeps 4 | Quick View

1
owner special
Owner special: Want to come for October & November 2024? Let’a talk

$200

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool
  • Rentals by owner

About this property

Private and quiet 2 bedroom/2 bath end unit in Sandy Pointe. Excellent location for all that Anna Maria Island has to offer! Sleeps 4 with a king size bed in the principal bedroom and 2 twins in the secondary bedroom. Large heated pool and screened in lanai. Short walk to shops, dining and stop for the ...

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Property Type

Anna Maria Island Condo

"Hayward by the Sea"

The unit was very clean and the location was secluded and quiet while also being a short walk to the beach, Publix, shops and restaurants. There is also a garage to park 2 cars. The center of Anna Marie ...

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Anna Maria Island Vacation Rentals