Anna Maria Island Vacation Rentals

(180 rentals)
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Zen Gardens

3 BR | 2 BA | Sleeps 8 | Quick View

$535

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 this fall 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 ...

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Property Type

Anna Maria Island House

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Suite #3 – Garden Views. NEW LISTING! Sailfish Gulf Suites #3, Modern

$176

avg/night

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Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly

About this property

Sailfish Gulf Suites is a Gulf front, Old Florida style ground levelaccommodation which guarantees your most memorable beach vacation!  Sailfish Gulf Suites is comprised of 4 separate suites.  Suite 3 hasgarden views and is  just a few steps to the beach. It features 1bedroom ...

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Property Type

Anna Maria Island Cottage

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Dans Florida Condos - 1 bedroom 1 bath (Private Beach Access) Runaway Bay

$174

avg/night

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Key Amenities

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

About this property

This non-smoking unit is over 900 sq ft with a screened in terrace complete with a quiet, peaceful view of the lagoon that flows through the center of the complex (see the pictures). Conveniently located close to Sarasota Airport (20 minutes) and the Tampa Airport (55 minutes). Also, close to major Florida ...

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Property Type

Anna Maria Island Condo

"Excellent"
Reviewed August 22, 2021

Beautiful , clean & comfy. Great place to stay for family, centrally located, nicely furnished. Really will highly recommend!

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Villa Del Mar

4 BR | 4 BA | Sleeps 10 | Quick View

$747

avg/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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Steps to the Beach! Salt water Pool/Spa! Golf Cart Included!!

$866

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • 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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Sunset Landings Unit 2. Enjoy Sunset Views From 2 Private Balconies

$247

avg/night

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Key Amenities

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

About this property

Crisp, clean, and completely remodeled— this 2 bedroom townhome is the perfect spot to make unforgettable Anna Maria Island memories. The warm sand and turquoise water of the Gulf of Mexico are right across the street. You'll be steps away from the beach and a quick stroll or bike ride from local ...

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Property Type

Anna Maria Island Condo

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Gulf Place Unit 15. Beach front view and only steps to the white sandy beach

$340

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

Located on the tranquil beaches of Anna Maria Island, Gulf Place unit 15 is mere steps away from the beach and offers picturesque views of the Gulf of Mexico. The only thing distancing the balcony from the sand is a large, heated, shared swimming pool. This condo is one of the few originals left on the ...

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Property Type

Anna Maria Island Condo

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Seaduction - 400 steps to beach

2 BR | 2 BA | Sleeps 6 | Quick View

2

$184

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • 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

"Magical trip at Seaduction"
Reviewed September 12, 2021

The condo was beautiful, newly remodeled with the best décor. All that we needed to make our stay comfy was provided. Perfect location with only a short walk to beach. The pool was so refreshing to ...

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Willow Cottage

3 BR | 2 BA | Sleeps 8 | Quick View

$346

avg/night

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Key Amenities

  • Air Conditioning
  • Pet Friendly
  • Private Pool

About this property

Welcome to “Willow Cottage” a charming sunny cottage just steps to the white sandy beaches on the north end of Anna Maria Island. Come bury your feet in the sand or lounge by your private pool. This pristine ground floor island cottage has all the luxuries and charm you’ll come to expect ...

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Property Type

Anna Maria Island House

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AMI Waterfront Beach Condo w Pool!

$179

avg/night

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Key Amenities

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

About this property

Featuring 2 bedrooms and 2 baths, this waterfront home base comfortably accommodates up to 6 guests. Pack the sunscreen and get ready for a memorable stay with family or friends at the Gulf condo. Look forward to spending relaxing days on the beach or lounging by the community pool. Get out on the water ...

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Property Type

Anna Maria Island Condo

"Couldn't be happier!"
Reviewed July 7, 2021

This was our first family vacation and it was perfect

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Blue Pearl

4 BR | 2 BA | Sleeps 9 | Quick View

$319

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

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CHARMING HOUSE W/ HEATED POOL, STEPS TO BEAN POINT BEACH, PINE AVE, AND SHOPPING

2 BR | 1 BA | Sleeps 4 | Quick View

15

Distance to beach: 0.2 miles to Bean Point Beach

$243

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

Location, Location, Location! North end of Anna Maria Island . This charming two story duplex- each unit has two bedrooms , one bathroom. Rent one unit or both. Perfect for a group of extended family and friends who want their own place but still be right together as a group. Heated inground pool, steps ...

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Property Type

Anna Maria Island House

"Wonderful stay"
Reviewed July 7, 2021

Relaxing top floor home with a bbq and pool! The owners living next door was very convenient and they were super helpful. Location was central to the Beach and Pine Ave.

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Villa Castano

2 BR | 1 BA | Sleeps 4 | Quick View

$197

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Pool
  • Private Pool

About this property

Welcome to "Villa Castano" on gorgeous Anna Maria Island. This ground level 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 Comfort the moment you arrive. You will be greeted by an open ...

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Property Type

Anna Maria Island Apartment

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The Sandpiper

3 BR | 2 BA | Sleeps 6 | Quick View

$252

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

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Magnolia Gardens B

1 BR | 1 BA | Sleeps 2 | Quick View

$166

avg/night

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Key Amenities

  • Air Conditioning
  • Pet Friendly
  • Pool

About this property

Magnolia Gardens BLocation, Location, Location…these three words say it all when describing Magnolia Gardens Unit A & Unit B, the newest additions to our family at Salty Mermaid Vacation Rentals. This Anna Maria Island Duplex can be rented individually or together and is just a few blocks ...

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Property Type

Anna Maria Island Apartment

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Sun Plaza West Unit 204

2 BR | 2 BA | Sleeps 4 | Quick View

$198

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

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SUPER CLEAN-STEPS TO BEACH-WALK TO SHOPS/RESTAURANTS/NIGHT SPOTS -SEE REVIEWS

$408

avg/night

View Details

Key Amenities

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

About this property

WHAT PRIOR GUESTS HAVE SAID ABOUT HOW WE ARE HANDLING COVID-19 RELATED RESERVATIONS:Jen and Joe were extremely cooperative with us as we canceled our May 20 beach trip. We were devastated but felt we needed to cancel in light of the COVID-19 crisis. Thank you, Jen and Joe, and we hope to rent from ...

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Property Type

Anna Maria Island Townhome

"A home away from home experience!"
Reviewed July 1, 2021

We did a big family trip here for two weeks and it was hands down a home away from home experience for us. The home was clean, bright and the kitchen was well stocked! We brought four children ages 8-13, ...

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Hello Sunshine

1 BR | 1 BA | Sleeps 4 | Quick View

$163

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Pool

About this property

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

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Property Type

Anna Maria Island Apartment

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Starfish Isle. 4 bed 3 bath Heated pool & spa SONOS Sound System Close to

$376

avg/night

View Details

Key Amenities

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

About this property

VRCBOOK WITH CONFIDENCE ALL RESERVATIONS MADE AFTER FEBRUARY 18TH 2021, WILL BE REFUNDED 85% OF THE TOTAL BOOKING COST IF CANCELED AT LEAST 14 DAYS BEFORE ARRIVAL. RESERVATIONS MUST BE UNDER 60 DAYS, LESS THE $20,000, AND PAID IN FULL 30 DAYS BEFORE ARRIVAL TO QUALIFY. CANCEL FOR ANY REASON NO QUESTIONS ...

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Property Type

Anna Maria Island Bungalow

"Wonderful, Clean home with pool!"
Reviewed August 18, 2021

The home was absolutely wonderful with everything we needed to make our weeklong vacation a success! Everything was clean and well kept. The beds were comfortable and the best part was the pool and pool ...

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Shell House- Seconds to the beach! Clean, cozy, & spacious

$347

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Rentals by Owner

About this property

Less than a minute stroll 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.Two king beds and one queen in the three bedrooms ...

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Property Type

Anna Maria Island House

"My retirement vacation"
Reviewed April 9, 2021

My wife and I stayed for a month to celebrate retirement. The location to the shops and restaurants was great. The biggest plus was the location to the beach. Fantastic. There was plenty of parking at the ...

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Shore Beats Work

3 BR | 2 BA | Sleeps 8 | Quick View

$539

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Pet Friendly

About this property

Shore Beats Work … yes, the name says it ALL! Welcome to this elevated sweet and cozy beach home located on North Shore Drive in the north end of Anna Maria Island. This property offers a fantastic location, comfortable accommodations, decks with partial views of the gulf sunsets and a heated private ...

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Property Type

Anna Maria Island House

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Crabby Coconut

3 BR | 2 BA | Sleeps 6 | Quick View

$485

avg/night

View Details

Key Amenities

  • Air Conditioning
  • 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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Gorgeous AMI VILLA with private pool & just steps to the beach!

$407

avg/night

View Details

Key Amenities

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

About this property

Welcome to paradise- AMI VILLA! When you come to Anna Maria Island for vacation, make this charming Mediterranean beach 3 bedroom & 3 bath villa your home away from home! With much to offer, this home will have your family wanting to return to Anna Maria Island year after year.Features include: -3 ...

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Property Type

Anna Maria Island Villa

"Loved our stay at AMI Villa"
Reviewed September 4, 2021

We just spent the week at AMI Villa and Loved it! Beautiful house! Loved all the balconies! The fenced in yard and pool area was perfect. The kitchen is well stocked. The pool is perfect. The sun hits it ...

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Penthouse Condo in One Particular Harbour Near Anna Maria Island / Marina Access

2 BR | 2 BA | Sleeps 5 | Quick View

10
LAST MINUTE DEAL 9/22 - 10/1: September 27 - October 10 completely available. $150/night normally $165/night. Book you getaway!!

Distance to beach: 2 miles to Manatee Beach

$187

avg/night

View Details

Key Amenities

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

About this property

2 BR / 2 BA Penthouse Sleeps 5 comfortably - 1.6 Miles from Anna Maria Island BeachesFall in love with the amenities of the property and convenience to Anna Maria Island Beaches in this brand new 2 bed/2 bath penthouse condo! The adjoining marina is a great convenience for guests that want to bring ...

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Property Type

Anna Maria Island Condo

"Loved our stay."
Reviewed June 26, 2021

Decorated very beachy Loved our stay Thinking of revisiting again. Everything for a toddler to play with at beach.

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DEAL
Beautiful Anna Maria Island! THIS PLACE ROCKS!

$156

avg/night

View Details

Key Amenities

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

About this property

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

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Property Type

Anna Maria Island Cottage

"Another wonderful stay!"
Reviewed August 10, 2021

My son and i love this little place. Its our go to for a quick getaway. Bruce is terrific to work with and the house is just adorable!

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1 Bed 'Reel Paradise' Charming steps from beach & bay fish dock on both sides.

$111

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

Rest assured that before you arrive, every surface has been sanitized. We exceed CDC cleaning guidelines! You will even see a " fully sanitized" sign on door knob and band in bathroom! We also provide UV air purification that eliminates Virus as well as mold and bacteria! So important in todays ...

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Property Type

Anna Maria Island Condo

"Absolutely great, everything and more, 5 star."
Reviewed September 23, 2021

Accommodations were great, everything and more as described, owner is great and quick to respond and fix any problem.

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Sea 'Esta

2 BR | 2 BA | Sleeps 6 | Quick View

$211

avg/night

View Details

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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Emma's Cottage

4 BR | 3 BA | Sleeps 8 | Quick View

$682

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Pet Friendly
  • Private Pool

About this property

"Emma's Cottage" is located on the north end of Anna Maria Island in the City of Anna Maria. It is offered exclusively through Salty Mermaid Vacation Rentals. Rich history and beautiful antiques await you. Built in 1912, one of four Gulf front Anna Maria homesteads known as the "Painted ...

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Property Type

Anna Maria Island House

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Blue Lagoon South. Soak in the sun at the Blue Lagoon South with heated pool

$282

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly

About this property

Come enjoy this 2 bedroom 2 bath duplex that can sleep up to 6 people with the add-on of the sleeper sofa. Blue Lagoon is located on North Shore which is just a few blocks from the renowned shopping and dining of Pine Avenue and features a large, shared heated pool. Upon entry you will find the open living ...

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Property Type

Anna Maria Island House

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Casita Marina - 11101

3 BR | 2.5 BA | Sleeps 8 | Quick View

$281

avg/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. 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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Absolute Anna Maria

2 BR | 2 BA | Sleeps 6 | Quick View

3

$225

avg/night

View Details

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

"Excellent vacation rental"
Reviewed March 1, 2021

We thoroughly enjoyed our stay and the beach is so beautiful and a stones throw away. We had no problems whatsoever and any maintenance that came up, which was literally nothing more than a screen door, ...

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Luana Breeze

4 BR | 3 BA | Sleeps 8 | Quick View

1

$759

avg/night

View Details

Key Amenities

  • Air Conditioning

About this property

Welcome to "Luana" on gorgeous Anna Maria Island. This ground level beach cottage 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 few flip flop steps away from ...

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Property Type

Anna Maria Island House

"Immaculate"
Reviewed January 22, 2021

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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Paradise on Park Ave

5 BR | 4 BA | Sleeps 8 | Quick View

1

$743

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

"Spectacular"
Reviewed August 30, 2021

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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Island in the Sun

2 BR | 2 BA | Sleeps 6 | Quick View

$311

avg/night

View Details

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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Magnolia Gardens A

3 BR | 1 BA | Sleeps 6 | Quick View

$325

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Pet Friendly
  • Pool

About this property

Magnolia Gardens ALocation, Location, Location…these three words say it all when describing Magnolia Gardens Unit A & Unit B, the newest additions to our family at Salty Mermaid Vacation Rentals. This Anna Maria Island Duplex can be rented individually or together and is just a few blocks ...

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Property Type

Anna Maria Island Apartment

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ALECASSANDRA VACATION VILLAS, Your Family Vacation Accommodations

$160

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • 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

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Beach Vacation at Angelinos Sea Lodge on Anna Maria Island

1 BR | 1 BA | Sleeps 4 | Quick View

2

Distance to beach: 100 feet to Beach onsite

$154

avg/night

View Details

Key Amenities

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

About this property

Angelinos Sea Lodge offers four unique vacation rentals right on the beach of Florida Gulf Coast, Anna Maria Island, Holmes Beach. Hidden in a quiet residential street, these beachfront cottages are quaint, charming, and just a few steps to the white sand and blue sea. All beach cottages have direct ocean ...

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Property Type

Anna Maria Island Cottage

"Not your typical beachy scene"
Reviewed April 26, 2021

This location, with it's shady yard and Tiki feel, water features and sitting areas makes you relax and enjoy your stay. Bungalows are colorful and very clean with anything you might need for your stay. ...

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Casita Marina - 11103

2 BR | 2 BA | Sleeps 6 | Quick View

2

$186

avg/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

"Great Location"
Reviewed August 12, 2020

Pros: The pool and hot tub are lovely. You can walk to the beach in 5 minutes and then walk back to go to the bathroom or make yourself a sandwich without having to carry your full day of food and drink ...

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Blue Lagoon North. Blue Lagoon on Anna Maria with heated pool

$282

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly

About this property

Come enjoy this 2 bedroom 2 bath duplex that can sleep up to 6 people with the add-on of the sleeper sofa. Blue Lagoon is located on North Shore which is just a few blocks from the renowned shopping and dining of Pine Avenue and features a large, shared heated pool. Upon entry you will find the open living ...

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Property Type

Anna Maria Island House

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SMUGGLER'S COVE RESORT-Private Beach Access

$139

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • 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

"Just FABULOUS!!!!"
Reviewed August 13, 2021

Can not state enough how much we loved our stay at Smuggler's Cove!!! Our unit...212 was the best location! The back of our unit faced the beautiful bay garden side and we were able to enjoy the sunrise ...

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Conch Out Beach House. 4 bed 3 bath bungalow / ranch style heated pool spa

$509

avg/night

View Details

Key Amenities

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

About this property

BOOK WITH CONFIDENCE ALL RESERVATIONS MADE AFTER FEBRUARY 18TH 2021, WILL BE REFUNDED 85% OF THE TOTAL BOOKING COST IF CANCELED AT LEAST 14 DAYS BEFORE ARRIVAL. RESERVATIONS MUST BE UNDER 60 DAYS, LESS THE $20,000, AND PAID IN FULL 30 DAYS BEFORE ARRIVAL TO QUALIFY. CANCEL FOR ANY REASON NO QUESTIONS ...

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Property Type

Anna Maria Island House

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Sand Dollar Villa

3 BR | 2 BA | Sleeps 6 | Quick View

$197

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

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Fantastic Beach View - Convenience & Comfort at Beach House for Family Fun.

$268

avg/night

View Details

Key Amenities

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

"Location, space and value!"
Reviewed January 4, 2021

The owner of this beach home was top notch! Great to communicate with, and flexible! We typically stay on the North end of the beach, this was our first time at Homes. Very close to Publix and Dollar ...

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Crescent Palms

3 BR | 2 BA | Sleeps 8 | Quick View

$413

avg/night

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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

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Suite #1 – Gulf Front Views. NEW LISTING! Sailfish Gulf Suites #1, Beachfront

$201

avg/night

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Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly

About this property

Sailfish Gulf Suites is a Gulf front, Old Florida style ground levelaccommodation which guarantees your most memorable beach vacation!  Sailfish Gulf Suites is comprised of 4 separate suites.  Suite 1 hasdirect views of the Gulf of Mexico and is just a few steps to thebeach. It ...

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Property Type

Anna Maria Island Cottage

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Ann’s House

2 BR | 2 BA | Sleeps 5 | Quick View

1

$233

avg/night

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Key Amenities

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

About this property

Ann's house 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 this place"
Reviewed July 12, 2021

We have stayed at Ann’s Place several times and have always enjoyed the house. Close walk to the beach and local shopping. The best little breakfast cafe just one block over. We especially love the ...

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Pineapple Cottage

4 BR | 3 BA | Sleeps 8 | Quick View

$341

avg/night

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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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Tradewinds Resort-Vacation Cottage Rental

$145

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Pool

About this property

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

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Property Type

Anna Maria Island Cottage

"Best Vacation Ever!"
Reviewed July 19, 2021

The Tradewinds Resort exceeded our expectations in every way! Linda, the owner, responded and answered all our questions quickly and it was exactly as she described. The beach is across the street and ...

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The Sea Grape

4 BR | 2 BA | Sleeps 6 | Quick View

1

$252

avg/night

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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"
Reviewed January 12, 2021

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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Absolute Paradise AMI

2 BR | 2 BA | Sleeps 5 | Quick View

$233

avg/night

View Details

Key Amenities

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

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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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 15% over our competitors. Plus, we have a wide array of inventory appealing to any group size or traveler tastes. Happy planning!