Anna Maria Island Vacation Rentals

(57 rentals)
North End of Anna Maria Duplex with heated pool!

North End of Anna Maria Duplex with heated pool!

2 BR | 1 BA | Sleeps 4 | Quick View

Distance to beach: 500 feet to Bean Point

$200

per night

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Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Communal Pool
  • Non-Smoking
  • No Pets Allowed
  • Managed by Owner
  • Free WiFi

About this property

Two story duplex. Each unit is two bedrooms, one bathroom.

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Location Information

Anna Maria Island, Florida, 34216

Property Type

House

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ALECASSANDRA VACATION VILLAS

ALECASSANDRA VACATION VILLAS

11 BR | 10 BA | Sleeps 32 | Quick View

$229

per night

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Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Communal Pool
  • Kid Friendly
  • Non-Smoking
  • No Pets Allowed
  • Managed by Owner

About this property

Ideal Location - Family Reunion Accommodation 1 Property - 2 - Buildings - 6 Individual Villas - Sleeping for 32

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Location Information

Anna Maria Island, Florida, 34217

Property Type

Villa

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Manna-Tee Beach House is your Home Away from Home and close to the Beach

$199

per night

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Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Private Pool
  • Kid Friendly
  • Non-Smoking
  • No Pets Allowed
  • Managed by Property Manager

About this property

If you are ready to put your "heels in the sand", look no further. Manna-Tee Beach House is the perfect vacation spot for relaxation on Anna Maria Island. This beautiful 3 bedroom, 2.5 bath home located on Holmes Beach on Anna Maria Island has ...

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Location Information

Anna Maria Island, Florida, 34217

Property Type

House

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Pier To Pier Paradise

Pier To Pier Paradise

4 BR | 4 BA | Sleeps 8 | Quick View

$300

per night

View Details

Key Amenities

  • Private Pool
  • No Pets Allowed

About this property

Welcome to Pier to Pier Paradise! This beautiful brand new luxury home is one of a kind! Three stories high and ideally situated on Anna Maria's North end, the property is tucked into a quiet little neighborhood across the street from the beach and a ...

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Location Information

Anna Maria Island, Florida, 34216

Property Type

House

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100 footsteps to the white sands of Bradenton Beach

100 footsteps to the white sands of Bradenton Beach

3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 100 yards to Bradenton Beach

$143

per night

View Details

Key Amenities

  • Air Conditioning
  • Hot Tub
  • Linens Provided
  • Wheelchair Accessible
  • Full Kitchen
  • Communal Pool
  • Kid Friendly
  • Non-Smoking

About this property

Beach to Bay Luxury 3 bed, 2 Bath Condo, 2 Pools and Spa, Sleeps 6/7 Beautiful condo Bradenton Beach Club sleeping up to 6 comfortably and privately in 3 bedrooms. Master king bedroom with ensuite shower room, his and her sinks, cable TV. 2nd Queen ...

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Location Information

Anna Maria Island, Florida, 34217

Property Type

Condo

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Villa Del Mar

Villa Del Mar

4 BR | 4 BA | Sleeps 10 | Quick View

$504

per night

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Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Waterfront
  • 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 ...

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Location Information

Anna Maria Island, Florida, USA

Property Type

House

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Lazy Gecko II

Lazy Gecko II

2 BR | 2 BA | Sleeps 6 | Quick View

$160

per night

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Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Private Pool
  • Pet Friendly
  • Kid Friendly
  • Non-Smoking
  • Managed by Owner

About this property

Private pool, steps to a free trolley that takes you the length of the Island. 2 blocks to the gulf beaches. Very nicely appointed with everything you need, large beach wagon with all the things you need for the beach, pool toys, BBQ, screened in lanai. ...

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Location Information

Anna Maria Island, Florida, 34217

Property Type

House

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Almost Beach Apartments

Almost Beach Apartments

2 BR | 1 BA | Sleeps 5 | Quick View

$90

per night

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Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen

About this property

We are a small, clean, 'Old Florida' business located directly across the street from the Gulf of Mexico.Our units are comfortable and priced to allow the average person a chance to spend quality vacation time on our beautiful wide sandy beaches of ...

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Location Information

Anna Maria Island, Florida, 34217

Property Type

Apartment

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Bradenton Beach Club - Sleeps 6 with Private Beach Access

$129

per night

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Key Amenities

  • Air Conditioning
  • Hot Tub
  • Linens Provided
  • Wheelchair Accessible
  • Full Kitchen
  • Communal Pool
  • Kid Friendly
  • Non-Smoking

About this property

his beautiful condo sleeps up to six people with 2  bathrooms, washer/dryer, elevator from the covered garage area, large, screened balcony. The condo is part of the Bradenton Beach Club that provides the very best in vacation accommodations. ...

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Location Information

Anna Maria Island, Florida, 34217

Property Type

Condo

"Again an Amazing Vacation!"
Reviewed July 9, 2018

We have stayed in this condo for the past three years and LOVE it! The condo is fully stocked and the owners are wonderful to deal with. Did I mention it comes with a locker for all your beach stuff right ...

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4 BR 'Nantucket-Style' Home w/ Heated Pool, Short Walk to Beautiful Gulf Beach

$225

per night

View Details

Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Private Pool
  • Pet Friendly
  • Kid Friendly
  • Managed by Owner
  • Free WiFi

About this property

3 story single family home in a tropical setting with heated pool. Just a short walk to beautiful Gulf of Mexico beach. Professionally decorated, with large master suite and Roman tub, mini-master suite with private bath, bedrooms 3 & 4 have both ...

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Location Information

Anna Maria Island, Florida, 34217

Property Type

House

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Convenience & Comfort at Beach House for Family Fun.

$214

per night

View Details

Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Private Pool
  • Pet Friendly
  • Kid Friendly
  • Managed by Owner
  • Free WiFi

About this property

This affordable & convenient 3 story home is one house off Holmes Beach. The 3 bedroom 2.5 bath villa with 2 car garage accommodates 8 guests and is 150 feet from the pristine white sandy beaches with easy access. It has a 16 x 36 ft heated pool shared ...

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Location Information

Anna Maria Island, Florida, 34217

Property Type

House

"Holmes Beach Happy Place!!"
Reviewed March 25, 2018

Spacious, clean and comfortable house with all the amenities for a get-a-way beach vacation! The house has a lovely heated pool, multiple decks, fully equipped kitchen, with plenty of seating areas to ...

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November, December, January Special $1,850 for 7 nights!

$264

per night

View Details

Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Private Pool
  • Pet Friendly
  • Kid Friendly
  • Non-Smoking
  • Managed by Owner

About this property

5-Star Beachhome 4 Bdrm, 3 Bath, Private Pool and Elevator - Anna Maria Island, Florida.Go to and take a 3D Virtual Tour throughout this magnificent home! Amazing! Just like being in the home!This is a fully-equipped vacation rental. Just bring ...

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Location Information

Anna Maria Island, Florida, 34217

Property Type

Town Home

"Great home away from home!"
Reviewed October 6, 2018

My friends and I came to Anna Maria Island to get some much needed rest and relaxation, and this rental was the perfect place. The location is awesome, as it is walking distance from the beach. But who ...

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Casita Marina - 11103

Casita Marina - 11103

2 BR | 2 BA | Sleeps 6 | Quick View

$157

per night

View Details

Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Private Pool
  • Kid Friendly
  • Non-Smoking
  • No Pets Allowed
  • Managed by Owner

About this property

This classic home located on the North End of Anna Maria Island is the perfect home for your tropical beach vacation. The beautiful Anna Maria beach is across the street about 100 steps away! The home is a legal duplex (11101+11102 Gulf Drive). This unit ...

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Location Information

Anna Maria Island, Florida, 34216

Property Type

Condo

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"Shady Palms" - Real Gulf-Front Beach House - One Step to the Beach !

"Shady Palms" - Real Gulf-Front Beach House - One Step to the Beach !

2 BR | 1.5 BA | Sleeps 6 | Quick View

2
LAST MINUTE DEAL 11/20 - 1/1: Special Offer...$300 discounted weekly rate until end Jan 2019! Take a trip to Anna Maria and SAVE !

$286

per night

View Details

Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Waterfront
  • Beachfront
  • Oceanfront
  • Kid Friendly
  • Non-Smoking

About this property

Classic Beach Cottage, 2 BR, 1.5-bath (1 indoor, 1 outdoor) beach house right on the beautiful Gulf of Mexico. Walk out the back door to a white, sugar-sand beach and the sparkling Gulf of Mexico. Shady Palms is in the most perfect spot you'll ever find ...

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Location Information

Anna Maria Island, Florida, 34217

Property Type

House

"Beyond our dreams and even better than it looks!"
Reviewed April 4, 2018

What a beautiful beach house! The pictures do not do justice to this place. First of all it is much larger than the pictures show. There was just the two of us but I could see 4 staying very comfortably ...

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DEAL
Casita Marina - 11101

Casita Marina - 11101

3 BR | 2.5 BA | Sleeps 8 | Quick View

$180

per night

View Details

Key Amenities

  • Air Conditioning
  • Hot Tub
  • Linens Provided
  • Wheelchair Accessible
  • Full Kitchen
  • Private Pool
  • Kid Friendly
  • Non-Smoking

About this property

This classic home located on the North End of Anna Maria Island is the perfect home for your tropical beach vacation. The beautiful Anna Maria beach is across the street about 100 steps away! The home is a legal duplex. This is the larger unit and has ...

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Location Information

Anna Maria Island, Florida, 34216

Property Type

House

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Coconut Cove

Coconut Cove

6 BR | 4 BA | Sleeps 14 | Quick View

$399

per night

View Details

Key Amenities

  • Air Conditioning
  • Hot Tub
  • Linens Provided
  • Full Kitchen
  • Private Pool
  • Pet Friendly
  • Kid Friendly
  • Managed by Property Manager

About this property

205 17th St N - Bradenton Beach - FL - 34217 6 bedroom, 5 bathroom with saltwater pool/spa, gulf views minutes from beach.Special rate does not include holiday periods and is only good for a 7 day rentalThere was no expensive spared building ...

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Location Information

Anna Maria Island, Florida, 34217

Property Type

House

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Emerald Bay

Emerald Bay

3 BR | 3 BA | Sleeps 6 | Quick View

$125

per night

View Details

Key Amenities

  • Free WiFi

About this property

This brand new 3 bedroom 3.5 bathroom + den . This home is ideally located just down the street from the white sand beaches, restaurants and shops. After a day of fun in the sun relax by the salt water heated pool in your own backyard oasis. This house ...

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Location Information

Anna Maria Island, Florida, USA

Property Type

House

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Mermaid's Crossing

Mermaid's Crossing

4 BR | 3 BA | Sleeps 10 | Quick View

$399

per night

View Details

Key Amenities

  • Free WiFi

About this property

At 4 bedrooms and 3 full bathrooms, this is one of the most charming rentals on Anna Maria Island!! Located a few houses from the beach, it is only a two minute walk until white powdery sand is between your toes! Easy on the kids and even easier on you! ...

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Location Information

Anna Maria Island, Florida, USA

Property Type

House

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Sunset & Sand

Sunset & Sand

4 BR | 3 BA | Sleeps 8 | Quick View

$199

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool
  • Free WiFi

About this property

Brand New 4 Bedroom 3 Bathroom, Pool & SPA Garage & Bikes. Minutes from beach This brand new 4 bedroom 3 bathroom home ideally located just down the street from the white sand beaches, restaurants and shops. After a day of fun in the sun relax ...

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Location Information

Anna Maria Island, Florida, 34217

Property Type

House

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Anna Maria Island Townhouse - Simply Beautiful!

Anna Maria Island Townhouse - Simply Beautiful!

3 BR | 3 BA | Sleeps 8 | Quick View

LAST MINUTE DEAL 11/25 - 12/22: We just received a 4 week cancellation-bad for us- GREAT for you! Book & receive 20% off your stay!

$179

per night

View Details

Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Communal Pool

About this property

This townhouse is beautifully decorated and completely modern with everything you need for the perfect vacation in paradise! The townhouse is convenient to everything on the island - walk to the beach, supermarket, retail shops, and restaurants. Or catch ...

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Location Information

Anna Maria Island, Florida, USA

Property Type

Town Home

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DEAL
Gulf Sound - A

Gulf Sound - A

2 BR | 1 BA | Sleeps 4 | Quick View

$141

per night

View Details

Key Amenities

  • Air Conditioning
  • Communal Pool

About this property

Gulf Sound is a gulf side, ground level tri-plex located at 2814 Gulf Drive in the southern end of Holmes Beach. Unit A at Gulf Sound is the southern unit. It is a two bedroom, one bath that will sleep four people. The unit has been updated and is comfortably ...

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Location Information

Anna Maria Island, Florida, 34217

Property Type

House

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Inn Real Life, A White House Vacation Property

Inn Real Life, A White House Vacation Property

1 BR | 1 BA | Sleeps 4 | Quick View

1

Distance to beach: 150 feet to Cortez Beach heading south to Coquina Beach

$114

per night

View Details

Key Amenities

  • Air Conditioning
  • Linens Provided
  • Pet Friendly
  • Kid Friendly
  • Non-Smoking
  • Managed by Owner
  • Free WiFi

About this property

For more information:Cute one-bedroom apartments half a block to Gulf of Mexico beaches. No extra cleaning fees. Short visits (two night minimum) welcome except for holidays (three night minimum) and January through March when snowbirds come for ...

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Location Information

Anna Maria Island, Florida, 34217

Property Type

Apartment

"Perfect Stay"
Reviewed July 5, 2018

From the moment I was contacted by Terri to the end of our stay everything was wonderful. When she returned my messages I felt like we had know one another for years. Just great personality and a wonderful ...

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Sea Breeze

Sea Breeze

3 BR | 2 BA | Sleeps 7 | Quick View

$143

per night

View Details

Key Amenities

  • Air Conditioning
  • Hot Tub
  • Linens Provided
  • Full Kitchen
  • Private Pool
  • Pet Friendly
  • Kid Friendly
  • Non-Smoking

About this property

This 3 bed 2 bath island oasis will take you back to the days of old Florida charm but in a modern and well appointed setting. It is nestled away on a quiet street just a few minutes walk to the white sand beaches on the Gulf of Mexico. Located within ...

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Location Information

Anna Maria Island, Florida, 34217

Property Type

House

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Oasis By The Beach

Oasis By The Beach

5 BR | 4 BA | Sleeps 12 | Quick View

$328

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool
  • Communal Pool
  • Free WiFi

About this property

This amazing rental is a favorite for all that stay. 5 bedroom, 4 bathroom beach home just a one minute walk to the famous Anna Maria Island beach. The beach stretches for miles in each directions. Feel the powdery sand between your toes and enjoy the ...

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Location Information

Anna Maria Island, Florida, 34217

Property Type

House

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BEACH FRONT HOUSE with TIKI HUT ....SHADY PINES yard is 1 step to beach.

$250

per night

View Details

Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Waterfront
  • Beachfront
  • Kid Friendly
  • Non-Smoking
  • No Pets Allowed

About this property

The best of both worlds all in one family friendly spot! SUN and SHADE. Best lot on the Island according to frequent visitors. We do not accept pets. Shady Pines is a very comfortable tastefully decorated, 2 BR, 1-1/2 bath, beach house right on the ...

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Location Information

Anna Maria Island, Florida, 34217

Property Type

House

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Island Dream

Island Dream

3 BR | 2 BA | Sleeps 6 | Quick View

$221

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Island Dream is a custom home nestled in the quiet residential area in the heart of Holmes Beach. Offering 3 bedrooms / 2 bathrooms. You will find that this home has everything you need for your perfect Anna Maria Island vacation! From the brand new (2018) ...

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Location Information

Anna Maria Island, Florida, 34217

Property Type

House

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Relax at The Ulmer House...right on the beach...gulf views everywhere!

Relax at The Ulmer House...right on the beach...gulf views everywhere!

2 BR | 2.5 BA | Sleeps 4 | Quick View

LAST MINUTE DEAL 11/20 - 1/1: $300/week OFF through Jan 2019! Don't miss this deal for a private, secluded beachfront cottage!

$286

per night

View Details

Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Waterfront
  • Beachfront
  • Oceanfront
  • Non-Smoking
  • No Pets Allowed

About this property

As you drive up to the property, the landscape is natural, graceful and compliments the house in an authentic way. It feels like a compound looking from the street through the mature trees that surround the property and shield it from the view of the public. ...

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Location Information

Anna Maria Island, Florida, 34217

Property Type

House

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DEAL
Coconut Breeze Estate

Coconut Breeze Estate

4 BR | 4 BA | Sleeps 12 | Quick View

$436

per night

View Details

Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Private Pool

About this property

Coconut Breeze is a custom home on the north end of Anna Maria in the quiet residential area in the sought after City Of Anna Maria. Offering 4 bedrooms / 4 bathrooms. You will find that this home has everything you need for your perfect Anna Maria Island ...

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Location Information

Anna Maria Island, Florida, 34216

Property Type

House

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Turtle's Bay

Turtle's Bay

3 BR | 3 BA | Sleeps 6 | Quick View

1

$199

per night

View Details

Key Amenities

  • Air Conditioning
  • Hot Tub
  • Linens Provided
  • Full Kitchen
  • Private Pool
  • Pet Friendly
  • Kid Friendly
  • Managed by Owner

About this property

This brand new 3 bedroom 3.5 bathroom + den . This home is ideally located just down the street from the white sand beaches, restaurants and shops. After a day of fun in the sun relax by the salt water heated pool in your own backyard oasis. This house ...

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Location Information

Anna Maria Island, Florida,

Property Type

House

"Beautiful Property"
Reviewed September 23, 2018

Visiting Anna Maria Island was amazing!! The weather was beautiful and the home was beautiful too!! I would definitely come back to visit this area.

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Flip Flops Forever

Flip Flops Forever

5 BR | 3 BA | Sleeps 10 | Quick View

$279

per night

View Details

Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Private Pool
  • Free WiFi

About this property

Flip Flops Forever is a traditional Florida home just steps from the beach nestled in the quiet residential area in the heart of Holmes Beach. Offering 4 bedrooms/3 bathrooms.Flip Flops Forever is located in the perfect location for a great family ...

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Location Information

Anna Maria Island, Florida, 34217

Property Type

House

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Crosswind Cottages

Crosswind Cottages

3 BR | 2 BA | Sleeps 6 | Quick View

$143

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool
  • Communal Pool
  • Free WiFi

About this property

312 (B) 61st street - Holmes Beach - FL - 34217 Welcome to this luxury Key West style home by the sea! It is your place in the sun to make memories and unwind!Crosswinds Cottage is just a short five minute walk to Anna Maria Island's world renowned ...

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Location Information

Anna Maria Island, Florida,

Property Type

Cottage

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Sandy Shores Condo

Sandy Shores Condo

2 BR | 2 BA | Sleeps 4 | Quick View

$129

per night

View Details

Key Amenities

  • Air Conditioning
  • Linens Provided
  • Wheelchair Accessible
  • Full Kitchen
  • Communal Pool
  • Kid Friendly
  • Non-Smoking
  • No Pets Allowed

About this property

5608 Gulf Dr 201 Sun PlazaThis newly renovated 2 bed 2 bath condo is only steps to the white sand beaches of Anna Maria island. Granite counter tops, stainless steal appliances this condo has everything you could ask for in a relaxing beach escape. ...

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Location Information

Anna Maria Island, Florida, 34217

Property Type

Condo

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Ocean View

Ocean View

1 BR | 1 BA | Sleeps 1 | Quick View

$499

per night

View Details

About this property

OCEAN VIEW is a brand new construction home that features 6 bedrooms and 5.5 bathrooms and a fantastic location-just a 1 minute stroll to the White sandy beaches at the 65 th st access! This lovely property offers a private heated pool with a spa, water ...

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Location Information

Anna Maria Island, Florida, USA

Property Type

House

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Mermaids Landing

Mermaids Landing

6 BR | 5 BA | Sleeps 12 | Quick View

1

$428

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool
  • Communal Pool
  • Free WiFi

About this property

Relax and unwind in this brand new custom built and professionally decorated 6 bedroom 5 bath home located just steps from both the Gulf of Mexico and the bay. This coastal style property boast luxury views from each room and features smart tvs in all ...

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Location Information

Anna Maria Island, Florida, 34217

Property Type

House

"Wonderful Getaway!"
Reviewed August 9, 2018

We really enjoyed Mermaid's Landing on Bradenton Beach this past weekend! We had a group of families getting together for a reunion - a last hurrah before school starts. The house is new, clean, beautiful, ...

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Caribbean Surf

Caribbean Surf

3 BR | 2 BA | Sleeps 6 | Quick View

$129

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool
  • Kid Friendly
  • Free WiFi

About this property

This beach 3 bedrooms 2 bathroom home is only a short stroll to the beautiful white sand beaches and miles away from any care. Covered deck looking over the pool is a wonderful spot to sit and relax or enjoy a meal. As they say, location is everything ...

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Location Information

Anna Maria Island, Florida,

Property Type

House

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Absolutely perfect

Absolutely perfect

2 BR | 2 BA | Sleeps 4 | Quick View

2

Distance to beach: 0.5 miles to Manatee Beach

$100

per night

View Details

Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Communal Pool
  • Kid Friendly
  • Non-Smoking
  • No Pets Allowed
  • Managed by Owner

About this property

Very contemporary condo (danish style), just refurnished and remodeled, and equipped with more than everything you need for a relaxing and unforgettable vacation in Paradise.The unit is inspiring and gives you a laid back feeling immediately after ...

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Location Information

Anna Maria Island, Florida, 34217

Property Type

Condo

"Fantastic stay!"
Reviewed July 22, 2018

The condo has everything you could possibly need. Carla and her husband were wonderful to work with, as was the local rental agency that managed the condo. We called for a minor issue - but they came ...

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Seahorse Beach House

Seahorse Beach House

4 BR | 3 BA | Sleeps 8 | Quick View

$225

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Free WiFi

About this property

202 81 st Street - Holmes Beach - Fl 34217 This Beautiful new 4 bedroom 3 bathroom home ideally located just down the street from the white sand beaches, restaurants and shops. After a day of fun in the sun relax by the heated pool in your own backyard ...

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Location Information

Anna Maria Island, Florida, 34217

Property Type

House

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OCEAN 72

OCEAN 72

2 BR | 2 BA | Sleeps 6 | Quick View

$100

per night

View Details

Key Amenities

  • Free WiFi

About this property

Relax and unwind in this gorgeous, newly renovated 2 bedroom, 2 bath home close to everything!OCEAN 72, located only a short walk to the powdery white sandy beach of the Gulf of Mexico and ½ a mile from historic Pine Avenue on Anna Maria Island. ...

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Location Information

Anna Maria Island, Florida, USA

Property Type

House

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Angel Sea

Angel Sea

6 BR | 3 BA | Sleeps 12 | Quick View

$199

per night

View Details

Key Amenities

  • Free WiFi

About this property

This ideally located 6 Bedroom 3.5 Bathroom is an amazing place to escape and unwind. It is the perfect place to get away with friends or family, offering a large open floor plan and multiple outdoor sitting area. This little piece of paradise is centrally ...

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Location Information

Anna Maria Island, Florida, USA

Property Type

House

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Casa Amiga

Casa Amiga

4 BR | 4 BA | Sleeps 10 | Quick View

$349

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool
  • Communal Pool
  • Free WiFi

About this property

CASA AMIGOS is a brand new construction home that features 4 bedrooms and 4.5 bathrooms and a fantastic location-just a 10 minute stroll to the White sandy beaches of BEAN POINT on the coveted north end of Anna Maria. Less than 5 minutes walk to Pine Ave ...

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Location Information

Anna Maria Island, Florida, 34216

Property Type

House

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Beach Bliss

Beach Bliss

3 BR | 3 BA | Sleeps 6 | Quick View

$99

per night

View Details

Key Amenities

  • Free WiFi

About this property

Incredible 3 Bed 3 Bath bungalow, Minutes From The Beach With Backyard OasisSpecial Rate does not include thanksgiving Christmas of New Years week This beautiful 3 bedroom 3 bathroom Bungalow is only minutes from the white sands beach of Anna Maria ...

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Location Information

Anna Maria Island, Florida, 34217

Property Type

House

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Summer Breeze

Summer Breeze

4 BR | 3 BA | Sleeps 8 | Quick View

$257

per night

View Details

Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Private Pool
  • Communal Pool
  • Free WiFi

About this property

Summer Breeze is a custom home nestled in the quiet residential area in the heart of Holmes Beach. Offering 4 bedrooms/3.5 bathrooms. There is also a Den where the kids can hang out with a TV and Queen Sleeper sofa. You will find that this home has everything ...

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Location Information

Anna Maria Island, Florida, 34217

Property Type

House

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Vitamin Sea

Vitamin Sea

5 BR | 5 BA | Sleeps 12 | Quick View

1

$499

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool
  • Communal Pool

About this property

VITAMIN SEA is a brand new construction home that features 5 bedrooms and 5 bathrooms and a fantastic location-just a 10 minute stroll to the White sandy beaches of BEAN POINT on the coveted north end of Anna Maria. This lovely property offers a private ...

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Location Information

Anna Maria Island, Florida, 34216

Property Type

House

"Rain or Shine"
Reviewed June 1, 2018

Having a steamy hot tub, a pretty cool pool deck and pool during a tropical depression made everything alright. Staying here over Memorial weekend was just what we needed. Each room had it's own restroom, ...

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Costa Lotta

Costa Lotta

3 BR | 3 BA | Sleeps 6 | Quick View

$340

per night

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Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Private Pool

About this property

Costa Lotta is "home away from home". All the amenities you will need in this 2100 sq. ft. home. Costa Lotta is the perfect vacation spot for relaxation on Anna Maria Island! Just 200 steps and you are on a gorgeous, white sandy beach looking ...

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Location Information

Anna Maria Island, Florida, 34217

Property Type

House

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Salt Air East

Salt Air East

2 BR | 2 BA | Sleeps 6 | Quick View

$171

per night

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Key Amenities

  • Air Conditioning
  • Linens Provided
  • Wheelchair Accessible
  • Full Kitchen
  • Private Pool
  • Pet Friendly
  • Kid Friendly
  • Non-Smoking

About this property

Relax and unwind in this gorgeous, newly renovated 2 bedroom, 2 bath home close to everything!Salt Air East villa, located only a short walk to the powdery white sandy beach of the Gulf of Mexico and ½ a mile from historic Pine Avenue on Anna ...

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Location Information

Anna Maria Island, Florida, USA

Property Type

House

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Paradise Found

Paradise Found

6 BR | 6 BA | Sleeps 12 | Quick View

$428

per night

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About this property

401 42 nd Street - Holmes Beach - FL - 34217 This brand new 6 bedroom 6.5 bathroom - SLEEPS 14 Comfortably. This home is ideally located just down the street from the white sand beaches, restaurants and shops. After a day of fun in the sun relax by the ...

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Location Information

Anna Maria Island, Florida, 34217

Property Type

House

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307 65th Street

307 65th Street

5 BR | 4 BA | Sleeps 10 | Quick View

$299

per night

View Details

Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Private Pool
  • Communal Pool
  • Free WiFi

About this property

This stunning brand newly built and decorated 5 bedroom 4 bath home is just steps from the sparkling white sandy beaches of the Gulf of Mexico. Located in prime Holmes Beach you are with in walking distance to the award winning Beach Bistro and many other ...

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Location Information

Anna Maria Island, Florida, 34217

Property Type

House

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Absolute Anna Maria

Absolute Anna Maria

2 BR | 2 BA | Sleeps 6 | Quick View

$150

per night

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Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Waterfront
  • Private Pool
  • Beachfront
  • Oceanfront
  • Kid Friendly

About this property

Surrounded by water with the Gulf of Mexico to the west, the Intra-Coastal Waterway to the east, Tampa Bay to the north and Sarasota Bay to the south. We have the best location on Anna Maria Island where the island is only 150 yards wide. Our complex stretches ...

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Location Information

Anna Maria Island, Florida, 34217

Property Type

Condo

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Full Beach Views! Kayaks and Sunsets! This Place Rocks!

$129

per night

View Details

Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Pet Friendly
  • Beachfront
  • Kid Friendly
  • Managed by Property Manager
  • Free WiFi

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 ...

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Location Information

Anna Maria Island, Florida, 34217

Property Type

Cottage

"Seaview Rocks"
Reviewed October 31, 2018

What better sunsets can you have from the porch or living room window? None! This place is steps from the Gulf, steps from the Bay, and has everything you need to have a relaxing, intimate Florida beach ...

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#2-1 BR QUEEN SUITE-30 Sec. to BEACH, HTD POOL, SLEEPS 4

$85

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Communal Pool
  • Non-Smoking
  • Managed by Owner
  • Free WiFi

About this property

GREAT COUPLES GETAWAY/HIDEAWAY/RETREAT!! FULLY RENOVATED IN 2018, NEW GRANITE, CABINETS, FLOORING, PAINT, FURNITURE, BATHROOMS, BEAUTIFUL! Light and airy, Old Florida Island Life, 30 second walk to the blue waters of the Gulf of Mexico, heated pool, ...

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Location Information

Anna Maria Island, Florida, 34217

Property Type

Cottage

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Anna Maria Island Vacation Rentals

Local Weather

 | 

7423°  5211°
JANUARY
Ocean 6518°
7624°  5412°
FEBRUARY
Ocean 6518°
7926°  5714°
MARCH
Ocean 6820°
8328°  6116°
APRIL
Ocean 7423°
8831°  6719°
MAY
Ocean 7926°
9133°  7222°
JUNE
Ocean 8328°
9133°  7323°
JULY
Ocean 8529°
9233°  7423°
AUGUST
Ocean 8731°
9032°  7323°
SEPTEMBER
Ocean 8529°
8630°  6719°
OCTOBER
Ocean 8228°
8127°  6016°
NOVEMBER
Ocean 7624°
7624°  5412°
DECEMBER
Ocean 7021°

Choose a vacation rental on the little island that has it all

A mere 20 minutes from Bradenton, laid-back Anna Maria Island awaits. What feels like “old” Gulf Coast Florida with strict business regulations, little to no car traffic, and a peaceful way of life. That’s right, you won’t find any chain restaurants or high-rise, view-blocking buildings here. And oh, the beaches! A seven-mile strip of beautiful white-sand beaches line the barrier island of Anna Maria Island between the turquoise Gulf of Mexico and peninsular Florida. It won’t be difficult to unwind here.

Anna Maria Island has amazing beachfront with available accommodations for you. When staying in one of our Anna Maria Island vacation rentals instead of hotel, you’ll have much more space and privacy, plus cost savings when booking a property for a large group. Use the filters to narrow down your choices and choose the rental that calls to you, just like Anna Maria Island does.

Climate

You come to Florida for warmth and guaranteed clear skies. You’ll find all that and more in Anna Maria Island. The average year-round temperature in Anna Maria Island is a comfortable 75 degrees making it an ideal destination to visit during any month. You won’t see too much shifting of temps and precipitation here, though try to avoid hurricane season in the fall. Otherwise, you can’t go wrong whenever you visit.

Getting around

Hop around the island on the Anna Maria Trolley, as it runs north to south from the pier all the way to Coquina Beach. It stops every few blocks for riders to get on and off. Since parking is rare throughout the city, the trolley is a fan favorite. The best part? This scenic, air-conditioned ride is completely FREE!

Top activities and attractions

Your family won’t run low on things to do in Anna Maria Island. You’re visiting for the beaches, of course, and the best public one is known as Bean Point, located at the north end of the island. From here, you can walk around the entire island without leaving the sand. At the southern end of the area you’ll find Bradenton Beach which is another highly-rated, soft-sand place to spread your blanket and enjoy the sun. Of course a seaside city excels at water sports, too. Try your hand at parasailing, snorkeling, jet-ski, water ski, and many more activities on the turquoise blue waves.

Once you’re through with the surf, walk along the Anna Maria City Pier. Over 100 yrs old, the Pier offers up some great views of Tampa Bay and the Sunshine Skyway bridge at the northern end of the island. Visitors can see an array of birds and marine life, including dolphins and manatee. For more scenic and historic walking, check out Coquina Baywalk. This pleasant park is fun to explore. Winding boardwalks and trails along the water's edge, hidden in the mangroves.

The local museums and art galleries are popular attractions as well and great alternatives to outdoor activities. Spend an afternoon at the Anna Maria Island Historical Museum and Park. Visitors to the museum and park can learn about the island’s history, take part in a scavenger hunt, and tour the cottage that fell into the bay.

Shopping and dining

You’ll want to shop the day away on Pine Avenue, known as “the greenest little main street in America”. It’s lined with boutiques all the way up to the City Pier. Holmes Beach is also a populars shopping center ideal for grabbing that perfect souvenir.

Nestled alongside the storefronts are award-winning dining options. For those with a sweet tooth, The Donut Experiment serves up custom creations daily including a Fruity Pebbles inspired masterpiece. Yum! Fresh seafood abounds, like at the popular Waterfront Restaurant and upscale Blue Marlin Grill. For a taste of Europe, and German hops, visit Old Hamburg Schnitzelhaus serving up sausage, beer, and pretzels - each more delicious than the last.

Events

Although we discussed how the year-round flawless weather makes AMI an ideal choice no matter the month, time your trip to coincide with some popular area events to maximize fun. Heritage Day in February features the wares and skills of local artists and crafters, and attendees can take part in activities, enjoy lively music and participate in old-fashioned games for kids. Later in spring, the Bridge Street Merchants host the Blues, Brews & BBQ event to showcase the area’s top musical talents. Outdoor Market Sundays take place November through April with crafts and local produce for sale.

Anna Maria Island beach rentals on FloridaRentals.com

Booking Anna Maria Island rentals on FloridaRentals.com can save you up to 20% over our competitors. Plus, we have a wide array of inventory appealing to any group size or traveler tastes. Happy planning!