Anna Maria Island Vacation Rentals

(79 rentals)
Casita Marina - 11101

3 BR | 2.5 BA | Sleeps 8 | Quick View

$180

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool
  • Rentals 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. This is the larger unit and has three bedrooms and 3.5 bathrooms. The kitchen has ...

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Property Type

Anna Maria Island House

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Coconut Breeze Estate

4 BR | 4 BA | Sleeps 12 | Quick View

LAST MINUTE DEAL 1/17 - 2/9: Last Minute Deal - Stay and Minimum of 4 nights before Feb 13th for only $375 per night + Tax & Fees

$436

per night

View Details

Key Amenities

  • Air Conditioning
  • 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 vacation! From the luxurious heated pool, gourmet ...

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Property Type

Anna Maria Island House

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DEAL
ALECASSANDRA VACATION VILLAS

11 BR | 10 BA | Sleeps 32 | Quick View

$229

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Rentals by Owner

About this property

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

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Property Type

Anna Maria Island Villa

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Casita Marina - 11103

2 BR | 2 BA | Sleeps 6 | Quick View

$157

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool
  • Rentals 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 has two bedrooms and two bathrooms. The Kitchen ...

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Property Type

Anna Maria Island Condo

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Absolute Anna Maria

2 BR | 2 BA | Sleeps 6 | Quick View

$150

per night

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Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Oceanfront
  • Private Pool
  • Rentals by Owner

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 from the Gulf to the Intra-Coastal Waterway. ...

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Property Type

Anna Maria Island Condo

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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

$180

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Rentals by Owner

About this property

Two story duplex. Each unit is two bedrooms, one bathroom. Rent one or both.Shared heated pool, short walk to the beach and everything you need for your perfect Anna Maria Vacation.***Availability calendar does not distinguish between upstairs and downstairs units. Upstairs available: Downstairs ...

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Property Type

Anna Maria Island House

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

$250

per night

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Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Rentals by Owner

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 beautiful Gulf of Mexico. Our guests say it feels ...

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Property Type

Anna Maria Island House

"Paradise Beach House"
Reviewed November 15, 2018

We have spent very nice week at Shady Pines Beach House. Every morning we had a breakfast outside in front of the house and watched the sea of Mexico Gulf. The atmosphere of the house gives to everybody ...

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Anna Maria 4 bedroom 3 bath home on canal five blocks to beach!

$286

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool
  • Rentals by Owner

About this property

A one story ranch on a quiet canal street in Holmes Beach! Spacious 4/3 beach-chic, pool home, with direct access to Bimini Bay and the Gulf of Mexico! Amenities include: Pool and spa with wifi handheld remote, shuffle board court, dock and 12,000 lb boat lift, covered porch with grill and tv, two ...

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Property Type

Anna Maria Island House

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SLEEPS 10 - PRIVATE HEATED SALTWATER POOL + ELEVATOR 4 HOMES FROM GULF BEACH!

$264

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool
  • Rentals 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 your clothes and toiletries! Everything necessary ...

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Property Type

Anna Maria Island Townhome

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

$243

per night

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Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • 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

"Great home with a beautiful yard on the Gulf of Mexico"
Reviewed November 6, 2018

We stayed here for a week and had a great stay. This is an “Old Florida” home, not a super renovated McMansion. The House was full of charm and very clean and comfortable. There are several sitting ...

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Almost Beach Apartments

2 BR | 1 BA | Sleeps 5 | Quick View

$90

per night

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Key Amenities

  • Air Conditioning
  • 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 the Gulf of Mexico! We are located on the free trolley ...

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Property Type

Anna Maria Island Apartment

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Convenience & Comfort at Beach House for Family Fun.

3 BR | 2.5 BA | Sleeps 8 | Quick View

2
Owner special: OPEN DATES / Heated Pool—Jan 17 to 26 and 1 week, Feb 2 to 9. Great beach view & 200 ft to ...

$214

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool
  • Rentals by Owner

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 with identical rental house next door. The unit ...

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Property Type

Anna Maria Island 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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Villa Del Mar

4 BR | 4 BA | Sleeps 10 | Quick View

$504

per night

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Key Amenities

  • Air Conditioning
  • Full 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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307 65th Street

5 BR | 4 BA | Sleeps 10 | Quick View

$286

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

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 restaurants, live music , bars and more. The ...

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Property Type

Anna Maria Island House

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Escape the Madness

2 BR | 2 BA | Sleeps 6 | Quick View

$175

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Rentals by Owner

About this property

Escape the Madness to the serenity of Anna Maria's north end. This single family, two bedroom, 2 bathroom, ground level house is located on the far north end of Anna Maria Island near Bean Point. The property is only 250 feet from the sugar sand beaches where you can walk for hours or sit and enjoy ...

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Property Type

Anna Maria Island House

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Gone Coastal Too: Beautiful Family & Pet-Friendly Private Home

$171

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Private Pool

About this property

Centrally located in Holmes Beach, this elevated two bedroom/two bath half duplex has its own private heated salt water pool and outdoor bbq area! It also has an outside shower for showering off after your trips to the beach.Inside it has a split plan with a king sized bedroom and a second bedroom ...

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Property Type

Anna Maria Island House

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Flip Flops Forever

5 BR | 3 BA | Sleeps 10 | Quick View

$279

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

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 vacation. Only a few seconds walk (around 200 Steps) ...

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Property Type

Anna Maria Island House

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

$199

per night

View Details

Key Amenities

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

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 all the amenities for you. Top-of-the-line finishes ...

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Property Type

Anna Maria Island House

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Anna Maria Island Townhouse - Simply Beautiful!

$179

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • 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 the local trolley and cruise the island to a vast ...

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Property Type

Anna Maria Island Townhome

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225 Bradenton Beach Club

3 BR | 2 BA | Sleeps 6 | Quick View

$210

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

This beautiful townhouse sleeps up to six people with 2 1/2 bathrooms, full laundry, elevator, garage and large, private, screened balcony.The home is part of the Bradenton Beach Club that provides the very best in vacation accommodations. Amenities at the BBC include two swimming pools (one directly ...

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Property Type

Anna Maria Island Townhome

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Ocean View

1 BR | 1 BA | Sleeps 1 | Quick View

$428

per night

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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 slide and grotto. The backyard is an oasis with ...

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Property Type

Anna Maria Island House

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Gulf Sound - A

2 BR | 1 BA | Sleeps 4 | Quick View

$141

per night

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Key Amenities

  • Air Conditioning
  • 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 furnished. It's quiet, yet close to shopping, ...

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Property Type

Anna Maria Island House

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Vitamin Sea

5 BR | 5 BA | Sleeps 12 | Quick View

1

$399

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private 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 heated pool with a spa, The backyard is an oasis ...

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Property Type

Anna Maria Island 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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Addy's Inn

3 BR | 2 BA | Sleeps 8 | Quick View

$279

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Addy's Inn on beautiful Anna Maria Island is the home you will want to come back to time and time again. We are family oriented and pet-friendly. With 3 bedrooms and 2 bathrooms. The open setting has room for everyone. The living room is equipped with a 50' flat screen TV including HD TV, with Netflix. ...

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Property Type

Anna Maria Island House

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Jacaranda

3 BR | 2 BA | Sleeps 8 | Quick View

$159

per night

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Key Amenities

  • Air Conditioning
  • Pet Friendly
  • Private Pool

About this property

766 Jacaranda Road - Anna Maria- fl -34218 Unique 3 bedroom 2 baths with an upstairs bonus room close to the beautiful beaches if Bean Point and the Amazing Pine Ave.This beautiful 3 bedrooms 2 bathroom single family home is minutes from the white sands beach of Anna Maria Island. Only a short walk ...

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Property Type

Anna Maria Island House

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Relax at The Ulmer House...Right on the Beach...Gulf Views Everywhere!

$243

per night

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Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Oceanfront
  • Rentals by Owner

About this property

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

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Property Type

Anna Maria Island House

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Runaway Bay 201

2 BR | 2 BA | Sleeps 6 | Quick View

$114

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

Runaway Bay condominium located on northern Bradenton Beach, is a comfortable two bedroom, two bath second level condo located in a very popular complex. Runaway Bay is a bayfront complex unit 201 is only a few steps away from the beautiful beaches offering you all of the conveniences you would want in ...

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Property Type

Anna Maria Island Condo

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Gone Coastal: Beautiful Family & Pet-Friendly Home with a Heated Salt Water Pool

$200

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Centrally located in Holmes Beach, this elevated two bedroom/two bath half duplex has its own private heated salt water pool and outdoor bbq area! It also has an outside shower for showering off after your trips to the beach. Inside it has a split plan with a king sized bedroom and a second bedroom with ...

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Property Type

Anna Maria Island House

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Bermuda Bay 1467

3 BR | 2 BA | Sleeps 6 | Quick View

$141

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

Bermuda Bay is a beautiful Gulf to Bay property that is located 1/2 block away from the beautiful beaches offering you all of the conveniences you would want in an island stay. The complex has a large heated pool and spa, from the pool you can stroll down the boardwalk to the bay where you can take in ...

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Property Type

Anna Maria Island House

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Coconut Cove

6 BR | 4 BA | Sleeps 14 | Quick View

$399

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool

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 this stunning 6 bedroom 5 bathroom home . With 11 ...

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Property Type

Anna Maria Island House

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Summer Retreat

4 BR | 4 BA | Sleeps 12 | Quick View

$371

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Summer Retreat is an absolutely amazing, brand new (2017) custom luxury home nestled in the quiet residential area in the heart of Bradenton Beach. Offering 4 bedrooms/4.5 bathrooms. Each bedroom has a private bathroom. There is also a kids gaming room with Xbox and an arcade game. You will find that ...

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Property Type

Anna Maria Island House

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Beach Bliss

3 BR | 3 BA | Sleeps 6 | Quick View

$99

per night

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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 Island. Only a minute walk to the nearest free ...

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Property Type

Anna Maria Island House

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Crosswind Cottages

3 BR | 2 BA | Sleeps 6 | Quick View

$143

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

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 white sandy beaches where you will enjoy time with ...

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Property Type

Anna Maria Island Cottage

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Misty Beach

2 BR | 2 BA | Sleeps 6 | Quick View

$171

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Misty Beach is a dog-friendly home with private pool, deck and less than two blocks to the white sandy beach. This home features 2 bedrooms and 2 baths. This property is located in the heart of Holmes Beach close to shopping, restaurants and trolley stops. Best of all, this home is within walking distance ...

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Property Type

Anna Maria Island Condo

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Seahorse Beach House

4 BR | 3 BA | Sleeps 8 | Quick View

$225

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen

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 oasis. This house has every luxury you could ...

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Property Type

Anna Maria Island House

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Pool Party Cottages

4 BR | 4 BA | Sleeps 12 | Quick View

$219

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

The Pool Party Cottage North & South is a beautiful duplex featuring 4 bedrooms and 4 baths with a pool area that is unsurpassed! This property is located in the heart of Holmes Beach close to shopping, restaurants and trolley stops. Best of all, these units are within walking distance to the white ...

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Property Type

Anna Maria Island Cottage

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Costa Lotta

3 BR | 3 BA | Sleeps 6 | Quick View

$340

per night

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Key Amenities

  • Air Conditioning
  • 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 at the spectacular Gulf of Mexico! Walking distance ...

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Property Type

Anna Maria Island House

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Paradise Found

6 BR | 6 BA | Sleeps 12 | Quick View

$299

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 salt water heated pool in your own backyard oasis. ...

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Property Type

Anna Maria Island House

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Summer Breeze

4 BR | 3 BA | Sleeps 8 | Quick View

$257

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

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 you need for your perfect Anna Maria Island ...

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Property Type

Anna Maria Island House

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Sandy Shores Condo

2 BR | 2 BA | Sleeps 4 | Quick View

$143

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

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. W With large sun drenched pool, lite tennis ...

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Property Type

Anna Maria Island Condo

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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
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Rentals 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 entering. A huge pool with lounges and sun umbrellas ...

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Property Type

Anna Maria Island 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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Inn Real Life, A White House Vacation Property

1 BR | 1 BA | Sleeps 4 | Quick View

2

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

$114

per night

View Details

Key Amenities

  • Air Conditioning
  • Kid Friendly
  • Pet Friendly
  • Rentals by Owner

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 three months.A separate bedroom and full size ...

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Property Type

Anna Maria Island Apartment

"White House"
Reviewed January 2, 2019

Found the rooms to be well furnished and very clean. Friendly atmosphere and close to restaurants - quiet area...

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Sea Breeze

3 BR | 2 BA | Sleeps 7 | Quick View

$143

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool

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 walking distance to the award winning Beach Bistro ...

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Property Type

Anna Maria Island House

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Casa Amiga

4 BR | 4 BA | Sleeps 10 | Quick View

$349

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

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 where you can grab your morning coffee, take the ...

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Property Type

Anna Maria Island House

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Turtle's Bay

3 BR | 3 BA | Sleeps 6 | Quick View

1

$199

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool
  • Rentals 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 has every luxury you could want, Flat screen TV’s, ...

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Property Type

Anna Maria Island 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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Sun Plaza West - 204

2 BR | 2 BA | Sleeps 4 | Quick View

$121

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

Sun Plaza West is a beautiful beach front property offering all of the conveniences you would want in an island stay. You will find the furnishings & facilities very accommodating to make your vacation one to remember. This condo is a recently updated, quaint 2 bedroom 2 bath beach front condo located ...

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Property Type

Anna Maria Island Condo

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Bradenton Beach Club - Sleeps 6 with Private Beach Access

$129

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

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. Amenities at the BBC include two swimming pools (one ...

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Property Type

Anna Maria Island 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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Salt Air East

2 BR | 2 BA | Sleeps 6 | Quick View

$171

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool

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 Maria Island.Not in the mood for the beach? ...

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Property Type

Anna Maria Island House

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Angel Sea

6 BR | 3 BA | Sleeps 12 | Quick View

$199

per night

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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 located to everything you could desire, it ...

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Property Type

Anna Maria Island House

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Sandcastle 4

3 BR | 2 BA | Sleeps 6 | Quick View

$230

per night

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Key Amenities

  • Full Kitchen

About this property

Sandcastle is a beautiful beach front property offering all of the conveniences you would want in an island stay. You will find the furnishings & facilities very accommodating to make your vacation one to remember. This condo is a quaint 3 bedroom 2 bath beach front condo located in the heart of ...

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Property Type

Anna Maria Island Condo

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Anna Maria Island Vacation Rentals

Anna Maria Island 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!