Cheap Vacation Rentals in Anna Maria Island

(22 rentals)
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1 BR | 1 BA | Sleeps 4 | Quick View

4.6 rating on other travel sites

$127

avg/night

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Key Amenities

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

About this property

Miracles at Runaway 117 is a 1 bedroom 1 updated bathroom first floor condo that has a pond view and only steps to the beaches and large heated pool. This unit has everything you will need for a perfect beach getaway. Amenities include: Largest heated pool on Anna Maria Island, private beach access, tennis ...

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Property Type

Anna Maria Island Condo

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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 or queen Murphy bed plus a full kitchen. One-bedroom units sleep four and offer a king size bed in the bedroom and a queen sleeper sofa in the ...

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Property Type

Anna Maria Island Condo

"Great Getaway!"

Enjoyed my stay with friends. The staff was very friendly and accommodating. Look forward to another visit.

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2 BR | 1 BA | Sleeps 4 | Quick View

7

$129

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

"Affordable AMI"

A cute clean house with a beautiful backyard garden! Nice and clean and close to the beach. Owner stayed in constant contact and we had zero problems. Would gladly stay here again!

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2 BR | 2 BA | Sleeps 4 | Quick View

3

Distance to beach: 0.5 miles to Manatee Beach

$132

avg/night

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Key Amenities

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

About this property

2 bed/2bath condo on second floor, fits up to four guests, close to the gulf beach. Turnkey furnished and spruced by the owner. Shops and restaurants are close by. Trolley stop for free rides on the island is around the corner. Come and enjoy!Just remodeled and equipped with more than everything ...

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Property Type

Anna Maria Island Condo

"Amazing vacation"

Carla is an excellent hostess. It was my first time ever renting from someone and she answered my million questions and was very patient. Condo was wonderful and clean with everything you need in a great ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

Welcome to Paradise!When you come to Anna Maria Island for vacation, make this charming and inviting two-bedroom condo your home away from home! You're sure to love the relaxed island attitude with amenities like a heated pool, private screened lanai, and easy access to the beach, dining, and shopping. ...

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Property Type

Anna Maria Island Condo

"Stunning Accommodation"

We arrived, looking forward to a three day trip to the island. We were delighted to find this beautiful apartment was situated in a lovely quiet area but close to the free trolley bus stop and Publix supermarket. ...

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1 BR | 1 BA | Sleeps 4 | Quick View

4.7 rating on other travel sites

$142

avg/night

View Details

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 and ...

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Property Type

Anna Maria Island Townhome

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2 BR | 2 BA | Sleeps 4 | Quick View

16

$156

avg/night

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Key Amenities

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

About this property

My wood-frame beach cottage was built in 1936, and was originally part of 6-8 cottages and a lodge house. It is the only surviving cottage, many having been taken by hurricanes. (Forward of the cottage’s beach, a street and an entire city block of the old subdivision are submerged beneath the ...

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Property Type

Anna Maria Island Cottage

"Anniversary week"

We were married same month in year prior on this beach and just had to come back. We have this booked again next year. We just cannot get enough of this place, this year we actually got to relax and enjoy ...

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1 BR | 1 BA | Sleeps 4 | Quick View

1

$158

avg/night

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Key Amenities

  • Air conditioning
  • Pool

About this property

Hello, Sunshine! If you are ready for a great relaxing stay on beautiful Anna Maria Island, then this unit is for you! You will love this gorgeous one-bedroom / one-bath ground-floor unit with direct access to the beautiful Anna Maria Island Beaches. This condo makes it easy to enjoy leisurely strolls ...

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Property Type

Anna Maria Island Apartment

"Location is lovely"

We visited from August 28th to Sept 5th and had the best time ever, this location was great for my husband and I! Hello Sunshine was very clean upon arrival and welcoming! We are coming back August 2022 ...

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2 BR | 2 BA | Sleeps 6 | Quick View

Owner special: Discounted Rates for August and September!

$164

avg/night

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Key Amenities

  • Beachfront
  • Kid friendly
  • Kitchen

About this property

Welcome to Sand & Surf! This spacious 2 bedroom condo is close to the beach and in the heart of it all.*Features include* * 2 full bedrooms and 2 bathrooms * Fully equipped kitchen * Easy Walk to the grocery store, shops, and restaurants, and beach * Washer and dryer in unit * One king, two ...

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Property Type

Anna Maria Island Condo

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Key Amenities

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

About this property

Ideal Location - Family Vacation Accommodation 2 Individual Villas, 4 Bedroom 4 Baths Sleeping for 8-12 GuestsThe Alecassandra Vacation Villas is a small 4 bedroom vacation property that is family owned by Nick and Vicki Zec and named after our children Alec & Cassandra. When renting entire ...

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Property Type

Anna Maria Island Villa

"Perfect"

I cannot say enough good thingsā€¦. first of all about the booking process, Vicky made everything so easy and a big shout out to Wagner Realty!! awesome communication super smooth rental process!! you guys ...

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Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Pet friendly

About this property

This amazing 1 bedroom house is directly across from the beach and offers full beach views from your huge deck, the living room and kitchen. Heck, you can even see the beach from your bed! We offer a clean house will all of the amenities you need and more! All linens, towels, dishes, washer and dryer, ...

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Property Type

Anna Maria Island Cottage

"Wonderful Pet Friendly Property"

This house is comfortable from the moment you enter! It has plenty of space and is well stocked in everything you need. We enjoyed the use of heavy duty beach chairs and beach cart. Traffic in the afternoon ...

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2 BR | 2 BA | Sleeps 4 | Quick View

1

$171

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

Two bedroom, two bath condo for rent in the lovely Runaway Bay complex in Bradenton Beach, on beautiful Anna Maria Island, Florida! Live the relaxed lifestyle on Anna Maria. Enjoy morning walks and evening sunsets on the beach, just across the road. While away the afternoon by the big, beautiful pool ...

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Property Type

Anna Maria Island Condo

"Snowbird Retreat"

We enjoyed this unit very much! It has all the amenities we need! It is a very quiet spot and has a nice view of the pond.

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2 BR | 2 BA | Sleeps 4 | Quick View

4

$175

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

"wonderfully located gem!"

The location is AMAZING! We saw dolphins by the dock multiple times! The owner was equally as AMAZING. He was SO very kind, said he'd do something & did what he said. Absolutely LOVED our stay & can't ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

This cozy beach condo has been updated and features a lovely open floor plan, 2 bedrooms and 2 bathrooms as well as a lanai ideal for enjoying quality time together after a fun day at the beach. The outdoor closet offers beach chairs, a beach cart, beach umbrellas and toys for the littles ones to enjoy. ...

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Property Type

Anna Maria Island Condo

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

Lazy Days at Runaway Bay is the perfect place to take time out and relax at your home away from home. This ground floor beach condo has been updated and features a lovely open floor plan, two bedrooms and two bathrooms, as well as a sheltered lanai with views out to the lush tropical garden, and is only ...

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Property Type

Anna Maria Island Condo

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2 BR | 1 BA | Sleeps 6 | Quick View

4.6 rating on other travel sites

$184

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

Relax, unwind, and make the best beach memories in this beachy home! This home has a fully equipped kitchen that will make preparing meals easy. Spend time grilling on the private patio after a day of fun on the beach.You are just a seashell's throw from the white sands of the Gulf of Mexico, it is also ...

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Property Type

Anna Maria Island Condo

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$188

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly
  • Pool

About this property

Condo-cottage with Old Florida charm..... Welcome to paradise.....This updated cottage is within a small resort, just steps from a beautiful private gulf beach. Drive into the Tradewinds Resort, and you will find quaint, pastel colored cottages on both sides of you hidden behind lush tropical foliage. ...

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Property Type

Anna Maria Island Cottage

"A nice last minute stay"

We stayed for a few nights during the last week of January. The room was very clean and included every amenity we needed. The location is great and so convenient to the beach and restaurants. We will definitely ...

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Key Amenities

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

About this property

Perfectly located 2 bedroom 2 bathroom condo is directly across the street from the gulf beaches. Pelican Cove is located in a small, private complex on a very unique part of the island. It is one of the few condos with views of both the Gulf and the Bay. Pelican Cove is just forty yards from one of the ...

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Property Type

Anna Maria Island Condo

"Great Stay"

We were actually supposed to stay in # 3,but ended up in #2. The condo was really really clean and we'll stocked. The appliances are up to date,and everything works. Plenty of glasses,pots,pans,utensils ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

Looking for the perfect beach destination well, it doesn't get better than this! This 2 bedroom, 2 bath condo is centrally located on Holmes Beach and is only steps from the sparkling gulf waters and white sandy beaches. There is plenty of natural lighting with the large windows in the living room, a ...

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Property Type

Anna Maria Island Condo

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

This 2 bedroom, 2 bath condo is centrally located in Holmes Beach and is less than 100 steps from the sparkling gulf waters and white sandy beaches. This condo offers heated community pool with covered patio area and roof top terrace with sun deck and private balcony where you can enjoy your morning coffee ...

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Property Type

Anna Maria Island Condo

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

OVERVIEWSunset Azul is a 2 bedroom 1 bath gulf side ground level villa on the southern end of Holmes Beach. This unit has just been completely updated October of 2019 with all new floors, paint and beautiful coastal furnishings. It's quiet, yet close to shopping, restaurants and trolley stops. Best ...

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Property Type

Anna Maria Island Condo

"Beautiful place - Highly recommended!!"

This is a great condo!! Full kitchen, washer and dryer IN unit, comfortable bed and beautiful natural light throughout. Only a 2 minute walk to the Gulf beach, Walgreens and Public. 2 parking spots are ...

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2 BR | 2 BA | Sleeps 4 | Quick View

1

$200

avg/night

View Details

Key Amenities

  • Air conditioning

About this property

Come experience Unit 204 at Sun Plaza West on beautiful Anna Maria Island. This 2 bedroom 2 bathroom Condo is located in the heart of Holmes Beach within walking distance to restaurants, shopping and the Islands Free Trolley. Sun Plaza West complex offers a secure entry, an elevator, heated pool and an ...

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Property Type

Anna Maria Island Apartment

"Great place"

The condo was very clean when we entered and there were soap, dish washing and paper starter items when we arrived. There is nice fully equipped nice new kitchen. The TV in the living room was Roku and ...

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Anna Maria Island Vacation Rentals