Monthly Rentals in Anna Maria Island

(15 rentals)
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3 BR | 2 BA | Sleeps 6 | Quick View

1

$258

avg/night

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Key Amenities

  • Air conditioning
  • Pet friendly

About this property

Welcome to “Sand Dollar Villa”, one of our newest luxury properties at Salty Mermaid Vacation Rentals. This elevated condo offers all the luxury and comfort you will come to expect from staying at one of our vacation rentals on Anna Maria Island. Find ease, relaxation, and luxury the moment ...

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Property Type

Anna Maria Island Apartment

"Beautiful"

The place was very clean and close to the beach. We had no issues with check in or out. The property manager was helpful and made themselves accessible at any time. We had a great time and did not have ...

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Key Amenities

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

About this property

This affordable & convenient 3 story home is one house off Holmes Beach. It has fantastic 2nd & 3rd level balcony beach views with no obstruction over the one story house in front of mine with no trees. The 3 bedroom 2.5 bath villa with 2 car garage accommodates 8 guests and is 150 feet from the ...

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Property Type

Anna Maria Island House

"Quiet Beach View Location"

This house is all about the location!! It's a Great location, 2 houses from the beach on a dead-end road. This home has 2 decks facing the beach for you to sit out and enjoy the beautiful sunsets! ...

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2 BR | 2 BA | Sleeps 5 | Quick View

3

$231

avg/night

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Key Amenities

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

About this property

Ann's cottage is a cozy, original 1950’s, one story beach cottage in the Holmes Beach section of Anna Maria Island. It is a short walk- six houses to the beautiful sugar white sands and sparkling blue waters of the Gulf of Mexico. The homes sits in a quiet neighborhood, yet is only one street away ...

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Property Type

Anna Maria Island House

"Lovely Home and Location"

I was very pleased with our rental. I had an accident going down a step from the laundry room and have 3 cracked ribs as a result of the fall. The light into the room was across the room from where the ...

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2 BR | 2 BA | Sleeps 4 | Quick View

5

Distance to beach: 75 feet to Anna Maria

$205

avg/night

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Key Amenities

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

About this property

This ground level walk out two bedroom two bath condo has just been totally renovated and recently redecorated. The condo features a comfortal coastal style that has been decorated by the owner. The condo sits midway between the Bay of Sarasota and the Gulf of Mexico. Runaway Bay offers many amenities ...

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Property Type

Anna Maria Island Condo

"A lovely place for a perfect vacation!"

I booked this condo for my children and their spouses to stay over Christmas, and it was even better than the listing information portrays. The space is decorated beautifully, and has everything you would ...

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Key Amenities

  • Air conditioning
  • Beachfront
  • Kitchen
  • Oceanfront
  • Pool
  • Private pool

About this property

Absolute Anna Maria on Anna Maria Island is a tropical paradise offering you seven miles of the most beautiful and peaceful powdery white sand beaches found anywhere in the world. Anna Maria Island is not a place where you go to the beach; Anna Maria Island is a place where you are at the beach. Completely ...

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Property Type

Anna Maria Island Condo

"Excellent Stay"

Love this property, loved the location and could not have had a better experience. Owner as great to work with and the communication was outstanding.

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Key Amenities

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

About this property

Shady Palms is a cozy secluded beach cottage right on the beautiful Gulf of Mexico. Walk out the back door to a white, sugar-sand beach and the sparkling Gulf waters. Shady Palms is the most perfect spot you'll ever find on the beach - with the best of both worlds - the sun and the shade.Beach and ...

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Property Type

Anna Maria Island House

"Comfort, convenience, and shade on the beautiful Gulf of Mexico!"

Shady Palms has all the comforts of home, spacious living areas and bedrooms. It’s clean inside and wonderfully shady outside! The kitchen is stocked with cooking/dining utensils, and plenty of towels ...

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3 BR | 3 BA | Sleeps 7 | Quick View

10

Distance to beach: 1 miles to Manatee beach

$252

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Pool

About this property

High-end resort living, endless amenities and easy access to Anna Maria Island beaches and attractions make this 1,650-square-foot condo an unbeatable home base for your warm-weather retreat! Located in the One Particular Harbor, Margaritaville Resort complex on the Anna Maria Island Sound.Head south ...

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Property Type

Anna Maria Island Condo

"Villa Sea Shell"

Very nice stay at well kept 3 bdrm home with pool. Only complaint was grill old and didn't ignite...very dangerous to start.

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Key Amenities

  • Kid friendly

About this property

A classic coastal condominium with easy beach access, this two-bedroom home in beautiful Holmes Beach features 1,000 square feet of immaculate, updated living space. Gulf Breeze is located within a lovely condo complex that features tons of exceptional extras— like a sparkling swimming pool, a barbecue ...

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Property Type

Anna Maria Island Condo

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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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3 BR | 3 BA | Sleeps 6 | Quick View

5.0 rating on other travel sites

$212

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Los Arcos de Canasi is a stunning three-bedroom, three-bathroom private home with heated pool located in Bradenton Beach, just a short stroll to the famed white sandy beaches and crystal-clear waters of the Gulf of Mexico. This incredible three-story home offers plenty of space for the whole family, accommodating ...

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Property Type

Anna Maria Island House

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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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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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Key Amenities

  • Air conditioning
  • Beachfront
  • Kitchen
  • Oceanfront
  • Pool
  • Private pool

About this property

Beachfront living at it's best! Treat yourself to a magical getaway with this oceanfront condo, just steps from the white sand beach. Open the windows and enjoy the warm Gulf breezes with a front-row seat to tropical sunsets and sweeping views of the Gulf of Mexico. Martinique South is a highly desired ...

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Property Type

Anna Maria Island Condo

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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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4 BR | 4 BA | Sleeps 8 | Quick View

$717

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

Cool and calming tiled floors, modern furnishings, and updated appliances give this vacation home an air of Tommy Bahama feel. We know how exhausting and stressful traveling can be so don’t feel an ounce of guilt if the second thing you do is plop down on the living room’s couch and switch ...

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Property Type

Anna Maria Island House

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Anna Maria Island Vacation Rentals