Anna Maria Island Vacation Rentals

(191 rentals)
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2 BR | 2 BA | Sleeps 6 | Quick View

1

$467

avg/night

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Key Amenities

  • Air conditioning
  • Pet friendly

About this property

Need a GREAT AMI GETAWAY? Just steps from the bayfront park in the City of Anna Maria is a charming island beach house called “La Cocolia” lovingly translated as the "little crab". This property is ready to host you and your family as you enjoy this newly renovated and decorated ...

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Property Type

Anna Maria Island House

"Spectacular"

We have rented many properties on Anna Maria Island and this one was my favorite! The home is wonderful with every amenity you can imagine and immaculate as far as cleanliness! It is completely updated ...

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3 BR | 3 BA | Sleeps 7 | Quick View

12

Distance to beach: 1 miles to Manatee beach

$248

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

"We Loved Our Stay"

We absolutely loved our stay! And Morgan was fantastic and was quick to respond and help us with any issues. We will be back!

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5 BR | 5 BA | Sleeps 14 | Quick View

Distance to beach: 0.1 miles to Bayside Beach

$948

avg/night

View Details

Key Amenities

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

About this property

Just updated 2020, with state of the art finishes! 5 BR 2 King Sleep Sofas, 1.5 Chaise Lounger, 5 BA Duplex with direct views of Skyway Bridge and Tampa Bay in front and at canal end in back with frequent visits from Manatees!! Email owner about our other property that sleeps 6 for smaller groups listing ...

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Property Type

Anna Maria Island House

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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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2 BR | 2 BA | Sleeps 4 | Quick View

$333

avg/night

View Details

Key Amenities

  • Air conditioning
  • Pool

About this property

Come experience Unit 201 at Sun Plaza West on beautiful Anna Maria Island. This 2 bedroom 2 bathroom Condo is located in the heart of Holmes Beach within walking distance to restaurants, shopping and the Islands Free Trolley. Sun Plaza West complex offers a secure entry, an elevator, heated pool and an ...

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Property Type

Anna Maria Island Apartment

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4 BR | 4 BA | Sleeps 8 | Quick View

$1117

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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2 BR | 1 BA | Sleeps 2 | Quick View

$139

avg/night

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Key Amenities

  • Air conditioning

About this property

Welcome to the “The Gathering Place” a cute cottage reminiscent of days past on Anna Maria. This charming ground floor cottage is only 4 houses (300 Ft) TO DIRECT BEACH ACCESS in the City of Holmes Beach on Anna Maria Island!!!Looking to get out of the snow and cold rain for the upcoming ...

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Property Type

Anna Maria Island Cottage

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2 BR | 2 BA | Sleeps 4 | Quick View

$298

avg/night

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Key Amenities

  • Air conditioning
  • Pet friendly

About this property

Welcome to “Beachcomber” a cozy villa reminiscent of days past on Anna Maria. This charming villa is only 3 houses (300 Ft) TO DIRECT BEACH ACCESS in the City of Holmes Beach on Anna Maria Island!!! When arriving at “Beachcomber” you will get excited with how close you are ...

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Property Type

Anna Maria Island Villa

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Key Amenities

  • Air conditioning
  • Kitchen
  • Rentals by owner

About this property

Less than a minute's walk to the beach!Watch the sunset from the house!Shell House is a two-story, 3-bed, 2-bath, multi-level fun-house on a large shady lot in a quiet residential neighborhood only two blocks from popular shopping & dining.Three bedrooms with two king beds and one queen ...

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Property Type

Anna Maria Island House

"Great family vacation!"

We stayed at shell house @ , I was able to bring my daughter and son and their fiancé’s to stay with us, it was just as I remembered! What a great trip! The house is so cozy and the location is perfect! ...

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4 BR | 2 BA | Sleeps 9 | Quick View

2

$470

avg/night

View Details

Key Amenities

  • Air conditioning

About this property

Welcome to the “Blue Pearl” one of our newest properties at Salty Mermaid Vacation Rentals. BIG NEWS: a brand new, full sized pool and spa was installed this fall and is ready for your use. This gorgeous beach house offers all the charm and comfort you will come to expect from staying at one ...

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Property Type

Anna Maria Island House

"Family vacation"

The house was great! Close proximity to the trolly, which made exploring the island very easy!The beach is just a few minute walk, and was so convenient. Everyone loved the pool and hot tub, even though ...

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Key Amenities

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

About this property

ASK US ABOUT MULTI WEEK DISCOUNTS!!Featuring 6 bedrooms 5.5 baths (sleeps 12) and a fantastic location - just a 1 minute stroll to the white sands of the 65th St Beach Access! This lovely home offers a huge private heated pool with spa, rock water slide and grotto waterfall. Covered outdoor entertaining ...

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Property Type

Anna Maria Island House

"Awesome home"

My family of 11 stayed at this beautiful home for 7 days. We had five kids ranging from 5yr-12yr and I will say the pool was the biggest hit! The entire home was very spacious and even with our large group ...

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4 BR | 3 BA | Sleeps 8 | Quick View

$665

avg/night

View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

Welcome to “Pineapple Cottage” – a beautifully updated ground level beach cottage located in the heart of Anna Maria City and just 1 block from all the shops, restaurants and fun on Pine Avenue. This charming cottage has been professionally decorated and offers all the luxuries you will ...

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Property Type

Anna Maria Island House

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3 BR | 2 BA | Sleeps 8 | Quick View

$708

avg/night

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Key Amenities

  • Air conditioning
  • Pet friendly

About this property

Welcome to Zen Gardens on beautiful AMI. BIG NEWS: a brand new, full sized pool and spa was installed and is ready for your use. Zen Gardens is located just north of Pine Ave - and 1 house from the beach - in the City of Anna Maria. This property offers a beachy bohemian vibe and has all you need for ...

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Property Type

Anna Maria Island House

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4 BR | 3 BA | Sleeps 12 | Quick View

$822

avg/night

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Key Amenities

  • Air conditioning
  • Pet friendly

About this property

Welcome to Sunset Shore!Sunset Shore is situated on a secluded lake on the prestigious North Shore Drive on Anna Maria Island. This quiet residential street is only 1 block from the gorgeous white sand beaches of the Gulf of Mexico and 1 block away from many amazing shops and restaurants on Pine Ave. ...

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Property Type

Anna Maria Island House

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3 BR | 3 BA | Sleeps 8 | Quick View

2

$604

avg/night

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Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

*A Brand new Pool/Spa has been installed and is ready for guest use! New Pool pictures are at the end of the photo list*Come Relax and Unwind at the "North Shore" on gorgeous Anna Maria Island. This ground level, newly renovated and professionally decorated 3 bedroom, 3 bath beach house ...

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Property Type

Anna Maria Island House

"Gertie's East"

We stayed at Gertie's East and had a great vacation. Perfect duplex for 2. Very clean and cute. Very close to Publix and to the beach. Pool was very clean and a perfect size. Patio with a propane grill ...

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3 BR | 2 BA | Sleeps 6 | Quick View

$532

avg/night

View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

Welcome to “Crabby Coconut” on beautiful Anna Maria Island. Appropriately named, this ground level beach house offers all the charm, luxury and relaxation you expect from a memorable vacation on AMI. Find ease and relaxation the moment you arrive …this charming beach house is just a ...

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Property Type

Anna Maria Island House

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4 BR | 3 BA | Sleeps 8 | Quick View

$691

avg/night

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Key Amenities

  • Air conditioning
  • Pet friendly

About this property

Welcome to “Oceans Blue” on beautiful Anna Maria Island. Enjoy Luxury Living all on one floor. There are no stairs to climb at this ground level home.Peace, tranquility and the ultimate in privacy are yours at this completely renovated beach house with brand new private pool and spa and ...

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Property Type

Anna Maria Island House

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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

"Awesome house and outdoor area"

Nice house with a fantastic outdoor area with a nice pool, sitting area, bar, and t.v.. Close to the beach and there were chairs, tents, beach toys, and a wagon. Walking distance to several restaurants ...

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2 BR | 2 BA | Sleeps 6 | Quick View

$509

avg/night

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Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

WELCOME to “Island in the Sun” ...this newly renovated home on AMI offers charm, comfort, and luxury. Island in the Sun is located just one block south of Pine Ave and just a few flip flop steps away from the City Pier Bay Beach and the popular restaurant - The Waterfront. The City Pier Bay ...

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Property Type

Anna Maria Island House

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2 BR | 2 BA | Sleeps 6 | Quick View

$332

avg/night

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Key Amenities

  • Air conditioning
  • Pet friendly

About this property

Welcome to Sea'Esta on gorgeous Anna Maria Island! Sea'Esta is a ground level Home that offers all the luxuries and comfort you will come to expect from staying at one of our vacation rentals on Anna Maria Island. This 2 Bed/2 Bath sweet and cozy beach home is located on North Shore Drive right on the ...

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Property Type

Anna Maria Island House

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Key Amenities

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

About this property

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

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Property Type

Anna Maria Island Villa

"Perfect"

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

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6 BR | 4 BA | Sleeps 17 | Quick View

$1325

avg/night

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Key Amenities

  • Air conditioning
  • Pet friendly

About this property

Welcome to Coastal Cove!This stunning 6 Bedroom, 4.5 Bathroom luxury beach home boasts an amazing location right in the heart of Bradenton Beach, featuring a private heated pool and spa with a rooftop deck that offers full 360-degree views of the Bay and the Gulf of Mexico.Home LayoutMain ...

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Property Type

Anna Maria Island House

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Key Amenities

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

About this property

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

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Property Type

Anna Maria Island Condo

"Nice place, good people"

This place has many great pluses and I have stayed at many and can be picky. First, the owners are very responsive and attended to all of our needs immediately. We had one sink stopped up, but they sent ...

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4 BR | 2 BA | Sleeps 6 | Quick View

1

$351

avg/night

View Details

Key Amenities

  • Air conditioning

About this property

If you are travelling with another family or have a larger party than 6 people, we also offer the sister property to this unit at “BBC #234”Welcome to Bradenton Beach Club #246! Here is a great opportunity to enjoy an updated condo featuring 2 bedrooms plus a bunk room and 2 full baths. ...

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Property Type

Anna Maria Island Apartment

"Beautiful Riverfront"

This house was beautiful lovely layout with 3 bedrooms and 2 bathrooms. Just steps away from the manatee river! Can’t wait to come back

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3 BR | 2 BA | Sleeps 8 | Quick View

1

$524

avg/night

View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

Treat yourself to “Crescent Palms” on the north end of Anna Maria Island. This ground level, newly renovated and professionally decorated 3 bedroom, 2 bath beach house offers comfort, luxury, and relaxation. Crescent Palms is located on a quiet street- north of Pine Ave and just a few flip ...

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Property Type

Anna Maria Island House

"Peaceful and relaxing family trip"

We were looking for a quiet spot for the family and hit the bullseye at Max and Denise's place on Northern Anna Maria island. Centrally located, 3 blocks either way, between the Gulf of Mexico or Tampa ...

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Key Amenities

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

About this property

Have the best of both worlds with the bay & the gulf beaches at this new 4 bed/3.5 bath luxury home. Enjoy the quiet, laid back way of life on the north end of the island being only steps to the gorgeous bayside beach with city park or a 5 minute walk to the world renowned Bean Point! You are also ...

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Property Type

Anna Maria Island House

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2 BR | 2 BA | Sleeps 4 | Quick View

$365

avg/night

View Details

Key Amenities

  • Air conditioning

About this property

*VRC - CITY OF HOLMES BEACH VACATION RENTAL ORDINANCE REQUIRES 7-NIGHT MINIMUM STAYS. THIS PROPERTY REQUIRES A SATURDAY-TO-SATURDAY ARRIVAL/DEPARTURE*Need a getaway? We have the perfect spot for you. Welcome to "Sun & Surf", a direct gulf front condo on beautiful Anna Maria Island. This ...

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Property Type

Anna Maria Island Apartment

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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 - have the best of both worlds - the sun and the shade.Beach and ...

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Property Type

Anna Maria Island House

"Excellent"

This was a perfect place for our family to stay. The memory of it is pure perfection. The host was phenomenal and the stay accommodations were very comfortable.

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2 BR | 2 BA | Sleeps 5 | Quick View

4

$265

avg/night

View Details

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

"Love it"

This cottage is amazing, has everything you need (even for kids). The location is great - the beach is 5 min walking, has nice restarants near by. We'd like to visit again.

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3 BR | 2 BA | Sleeps 6 | Quick View

$633

avg/night

View Details

Key Amenities

  • Air conditioning

About this property

Welcome to 155 Crescent Dr on the north end of Anna Maria Island. This ground level, newly renovated and professionally decorated 3 bedroom, 2 bath beach house offers comfort, luxury, and relaxation. 155 Crescent Dr is located on a quiet street- north of Pine Ave and just a few flip flop steps away from ...

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Property Type

Anna Maria Island House

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4 BR | 3 BA | Sleeps 8 | Quick View

1

$822

avg/night

View Details

Key Amenities

  • Air conditioning

About this property

Welcome to "Luana Breeze" located at 208 68th Street, Holmes Beach. Find ease and relaxation the moment you arrive, this property is about 100 steps to the Gulf of Mexico and one of the best beaches on the West Coast of Florida.This ground level beach house offers 4 bedrooms, 3 bathrooms ...

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Property Type

Anna Maria Island House

"Immaculate"

My family loved the Orca. It was newly renovated and meticulously appointed. The owners have put alot of thought into what you might need and they nailed it. We brought our small boat and had an amazing ...

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2 BR | 2 BA | Sleeps 4 | Quick View

1

$309

avg/night

View Details

Key Amenities

  • Air conditioning

About this property

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

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Property Type

Anna Maria Island Apartment

"Great place"

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

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3 BR | 2 BA | Sleeps 6 | Quick View

1

$366

avg/night

View Details

Key Amenities

  • Air conditioning
  • Pool

About this property

If you are travelling with another family or have a larger party than 6 people, we also offer the sister property to this unit at “BBC #246”Welcome to “Bradenton Beach Club #234” on beautiful Anna Maria Island!Need something close to the beach that offers a pool – ...

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Property Type

Anna Maria Island Apartment

"Great place"

We were happy staying at the sandpiper. The proximity to the beach is excellent. It is also easy to get to other areas. Having never been to Ana Maria Island before it was a great experience. Condo is clean ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

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

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Property Type

Anna Maria Island Condo

"Perfect"

Perfect for us. Reasonably priced in comparison. Very clean. Stocked kitchen. Ice maker in freezer. Coin laundry service on site. Clean pool. Extra towels for pool or beach. Beach across the street, very ...

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4 BR | 2 BA | Sleeps 8 | Quick View

$654

avg/night

View Details

Key Amenities

  • Air conditioning
  • Pet friendly

About this property

*3 Night Minimum stays are allowed during low season, please refer to the rate table for the specific date ranges* Magnolia Location, Location, Location! Magnolia is situated on a quiet residential street, 2 blocks from the gorgeous white sand beaches of the Gulf of Mexico and 2 blocks from ...

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Property Type

Anna Maria Island House

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5 BR | 4 BA | Sleeps 14 | Quick View

4.8 rating on other travel sites

$1002

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Welcome to our new beautiful Italian Mediterranean home in Holmes Beach, Anna Maria FL! Recently renovated, this home sleeps 14 very comfortably! It has a private enclosed heated pool area with an outdoor bar, and a luxury outdoor Greek setting under a pergola for 10! This home is steps from the Gulf ...

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Property Type

Anna Maria Island House

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3 BR | 2 BA | Sleeps 6 | Quick View

$633

avg/night

View Details

Key Amenities

  • Air conditioning
  • Pet friendly

About this property

Welcome to this luxury vacation rental on AMI, “620 North Bay Blvd” located on the north end of Anna Maria Island. This ground level, newly renovated and professionally decorated 3 bedrooms, 2 bath beach house offers comfort, luxury, and relaxation. 620 North Bay Blvd is located on a quiet ...

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Property Type

Anna Maria Island House

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2 BR | 2 BA | Sleeps 6 | Quick View

16

$321

avg/night

View Details

Key Amenities

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

About this property

Located on 5th Avenue in Holmes Beach this unit is out of the way on a dead end street. Seaduction offers a heated pool, and every amenity to make your stay here a comfortable one. After a day at the beach, you can relax by the pool or in the private, nicely landscaped picnic area. There are only 4 units ...

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Property Type

Anna Maria Island Condo

"Fantastic Condo!"

Morgan and Dan - we loved your beautiful condo. We wish we could have stayed even longer. You left no stone unturned. The condo is well appointed and nicely decorated. We had the best time and really ...

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5 BR | 4 BA | Sleeps 8 | Quick View

$1072

avg/night

View Details

Key Amenities

  • Air conditioning
  • Private pool

About this property

Welcome to Paradise on Park Ave, one of our premier luxury rentals at Salty Mermaid Real Estate.This newer construction, West of Gulf Drive property offers the perfect location in The City of Anna Maria with no busy streets to cross. You and your little ones are only a few flip flop steps away from ...

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Property Type

Anna Maria Island House

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5 BR | 4 BA | Sleeps 8 | Quick View

$704

avg/night

View Details

Key Amenities

  • Air conditioning
  • Pet friendly

About this property

Mia BellaNew to the market!Mia Bella has been completely restored and updated, creating one of the most unique and spacious residential properties on Anna Maria Island. The property is located on a deep water canal with over 80 feet of private patio running alongside mature mangroves. A new heated ...

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Property Type

Anna Maria Island House

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3 BR | 3 BA | Sleeps 6 | Quick View

$483

avg/night

View Details

Key Amenities

  • Air conditioning

About this property

*New 2022 & 2023 bookings are 15% off, the quoted rates already reflect this discount. No promotion code needed*Welcome to "Beach Escape" on beautiful Anna Maria Island. Appropriately named, this Mediterranean-inspired beach house offers all the charm and luxury you expect from a memorable ...

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Property Type

Anna Maria Island House

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3 BR | 2 BA | Sleeps 6 | Quick View

5.0 rating on other travel sites

Distance to beach: 0.1 miles to 30 seconds to your left

$860

avg/night

View Details

Key Amenities

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

About this property

This newly redesigned elevated 3 Bedroom, 2 Bathroom home is beautifully appointed throughout, with state of the art quartzite counter tops, stainless steel appliances and driftwood style hardwood floors and ceilings. Relax on the covered porch with direct views of the Gulf of Mexico and it's stunningly ...

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Property Type

Anna Maria Island House

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2 BR | 2 BA | Sleeps 6 | Quick View

$185

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

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

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Property Type

Anna Maria Island Condo

Show less

3 BR | 2 BA | Sleeps 6 | Quick View

1

$340

avg/night

View Details

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
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool
  • Rentals by owner

About this property

Welcome to Gone Coastal 3! This quaint three bedroom, two bathrooms plus a half bath vacation home is located just a short walk from Anna Maria Island’s sugar white sands and crystal clear waters! Beach towels, six beach chairs, and a beach wagon are provided to ensure your days spent in the sun ...

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Property Type

Anna Maria Island House

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Key Amenities

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

About this property

Welcome to Beach Paradise on Bradenton Beach. This Gulf condo is sure to provide you a memorable stay with family or friends while spending relaxing days on the beach or lounging by the pool. This family-friendly condo has a view of the Gulf and Inter-coastal waterway and is just steps to the beautiful ...

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Property Type

Anna Maria Island Condo

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2 BR | 2 BA | Sleeps 4 | Quick View

19

$224

avg/night

View Details

Key Amenities

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

About this property

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

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Property Type

Anna Maria Island Cottage

"25th Wedding Anniversary"

OMG! Paradise right outside the back door! Couldn't ask for anything more! Convenient to everything! Thanks for a wonderful stay, Libby! You are the hostess with the mostest! :)

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2 BR | 2 BA | Sleeps 5 | Quick View

$527

avg/night

View Details

Key Amenities

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

About this property

Just completely remodelled for your vacation comfort" -new designer kitchen -quartz counter tops -matching quartz backsplash -all new state of the art black graphite appliances -two new designer washrooms with quartz counter tops -two new walk-in showers -all new hardwood flooring -all new ...

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Property Type

Anna Maria Island Condo

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Key Amenities

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

About this property

We have developed a comprehensive Safety / Cleaning / Sanitation Plan and work with an amazing team to ensure the home & pool are sparkling clean for all of our guests. Our home goes through rigorous cleaning per CDC guidelines using only EPA approved detergent and highest MERV 13 A/C filters changed ...

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Property Type

Anna Maria Island House

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Key Amenities

  • Air conditioning
  • 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

"Perfect beach location with beautiful interior"

This duplex includes stunning beachy interior decorating, great location (quiet neighborhood with an easy walk to a white sands beach) with a bonus heated pool with outdoor shower, which was ideal after ...

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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°

FAQ

How many vacation rentals are there in/around Anna Maria Island?

There are 191 Anna Maria Island vacation rentals available on FloridaRentals.com. From house rentals to condo rentals and beyond, find a unique vacation rental for you to enjoy a memorable vacation in Florida.

How much does it cost to rent a vacation rental in Anna Maria Island?

There are vacation rentals available in Anna Maria Island for as low as $139 per night with an average price per night of $469.

Can I find a vacation rental in Anna Maria Island?

Yes, you can find vacation rentals in Anna Maria Island close to Holmes Beach, Coquina Beach, and Bradenton Beach. Don't forget to stop in to Bean Point or Manatee Public Beach.

Do any vacation rentals in Anna Maria Island have a pool?

Yes, there are 91 vacation rentals with a pool in Anna Maria Island on FloridaRentals.com. Search using our filters and book one for your next vacation!

Are any Anna Maria Island vacation rentals on the ocean?

There are 9 oceanfront rentals in Anna Maria Island available on FloridaRentals.com. Use our filters to search and book yours today!