Anna Maria Island Vacation Rentals

(145 rentals)
ALECASSANDRA VACATION VILLAS, Your Family Reunion Accommodation

$378

avg/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 - 5 Individual Villas - Sleeping for 30The Alecassandra Vacation Villas is a small 10 bedroom vacation resort 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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King bed suite, Queen sleep sofa, New Kitchen, Lanai WiFi Cable No limit calling

$184

avg/night

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Key Amenities

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

About this property

You've looked at the rest now book the best. Book directly thru me, in order to secure the dates you want and, at our current great rates. Read on to see what sets us apart from the rest!Rest assured that before you arrive, every surface has been sanitized. You will even see a sanitized sign on door ...

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Property Type

Anna Maria Island Condo

"The best accommodations Anna Maria Island has to offer."
Reviewed May 26, 2020

Wonderful place to stay. 1 minute walk to beautiful beaches. 5 minute walk to many restaurants and pubs. Owners did a great job of decorating and updating their units with new furniture and appliances. ...

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BRAND NEW! ‘Primo Flamingo' 3bed/2 full bath Deluxe renewed home, Fishing dock!

3 BR | 2 BA | Sleeps 6 | Quick View

3

Distance to beach: 250 feet to About a 50 second walk

$306

avg/night

View Details

Key Amenities

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

About this property

Our newest 3 bedroom/2 full bathroom is one of the most deluxe vacation rentals available on Anna Maria Island and located in most sought after and narrow part of island. If you deserve the best and would like to enjoy the best at introductory rates, read on! But before you do, watch our new 5 minute ...

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Property Type

Anna Maria Island Townhome

"Amazing place"
Reviewed September 3, 2020

Mark was an amazing host. Hands down the best vacation destination. Across the street from the beach, and the mariana. The house is beautiful, the city is great. I cant wait to come back. One of my favorite ...

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

$199

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

"Incredible Condo & Owner"
Reviewed September 16, 2020

My sister and I stayed at Dan’s condo for a few weeks.The condo location was very handy to all shops & grocery stores.The condo was excellent in enough space, amenities & relaxing view, the ...

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2203 Ave C Bradenton Beach 5-Star Townhome on Anna Maria Island

4 BR | 3 BA | Sleeps 10 | Quick View

2
LAST MINUTE DEAL 12/1 - 12/19: December 1, 2020 to December 19, 2020 - $2,400 ALL-IN!

$466

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

"Best vacation ever!"
Reviewed September 4, 2020

My family enjoyed an unforgettable week at Jen and Joe's property. The house is even prettier than the photos and meticulously clean. Everything, and I do mean everything that you would require is included. ...

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DEAL
Escape the Madness

2 BR | 2 BA | Sleeps 6 | Quick View

3

$236

avg/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

"Best trip ever!"
Reviewed October 19, 2020

My friend and I stayed in your home for a week of relaxation at the beach! It was absolutely perfect! Your house is beautiful, and we had everything we needed all week. The neighborhood was a short walk ...

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Casita Marina - 11103

2 BR | 2 BA | Sleeps 6 | Quick View

2

$223

avg/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 (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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2 bed/1 &1/2 bath. Gourmet kitchen Priv patio-Steps from Beach Bay Restaurants

$278

avg/night

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Key Amenities

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

About this property

JUST remodeled. You asked, we listened. No expense spared makeover! Both bedrooms now have a private bathroom (see pix).You've seen the rest now rent from the best. Read on to see what sets us apart & if you want to take advantage of our current great rates.Rest assured that before you arrive, ...

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Property Type

Anna Maria Island Condo

"Perfect stay!"
Reviewed June 29, 2020

We stayed at this property with our 5 year old son and my parents. When we arrived we noticed that the property was very clean. It had everything we needed and more! The private lanai was very nice to have. ...

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Red Fish Cottage

3 BR | 2 BA | Sleeps 6 | Quick View

$275

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Rentals by Owner

About this property

Located at north end of AMI, across the street from the famous Rod & Reel Pier and sugar sand beaches. Newly renovated kitchen, guest bathroom, and hardwood floors throughout.Separate wine cooler refrig in the kitchen.Relaxing front screened porch with dining and comfy sofa. Perfect for ...

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Property Type

Anna Maria Island Cottage

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

2 BR | 2 BA | Sleeps 5 | Quick View

8
LAST MINUTE DEAL 11/29 - 12/19: SPECIAL !! November 29 thru December 19, 2020, $175 per night, plus taxes and applicable fees

Distance to beach: 2 miles to Manatee Beach

$200

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

"Most enjoyable accommodations we have ever experienced in Florida in 20 years."
Reviewed November 9, 2020

Condo was squeaky clean. Best ever. The amenities were wonderful. The interior design of the unit was so impressive. The grounds were beautiful and perfectly landscaped. The owner's saw to it that we were ...

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

$254

avg/night

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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

"Great time in August"
Reviewed August 20, 2020

This is the 3rd time we have stayed here. As always we had a great time and no rain. House was very clean and no issues. The owner has a list of expectations which is great. The owner is available if you ...

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Dans Florida Condos - 2bedroom 2 bath (Private Beach Access) Runaway Bay

$228

avg/night

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Key Amenities

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

About this property

--Don't see the exact dates you are looking for? Check out the additional availabilty in my 1br 1 bath unit (40 steps away from this unit) /5597This updated 2 bedroom 2 bath condo is located at Bradenton Beach on Anna Maria Island, directly off Gulf Drive. Runaway Bay is a lovely vacation resort on ...

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Property Type

Anna Maria Island Condo

"Great location"
Reviewed May 13, 2019

This is the first time we stayed at Dans Florida Condos. The condos were right across the street from the private beach access, and I could not have asked for a cleaner unit. Pictures tell the whole story. ...

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Resting Beach Place

2 BR | 2 BA | Sleeps 6 | Quick View

$263

avg/night

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Key Amenities

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

About this property

Don't miss out on the opportunity to stay steps away from one of the best beaches in Florida. This complex includes Tennis Court, Gazebo, Community Pool, Shuffle Board Court, Sauna, Pool Baths, Private ground level storage room, under building assigned parking, elevator, and garbage shoot. and laundry ...

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Property Type

Anna Maria Island Condo

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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

7

Distance to beach: 0.2 miles to Bean Point Beach

$229

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

"Home away from home!"
Reviewed September 7, 2020

We could not have been more pleased with our rental. Not only was the place in the perfect location, just a 5 minute walk to the beach, it was super clean and nicely equipped with everything we needed ...

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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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Katie's AMIable Condo

2 BR | 2 BA | Sleeps 4 | Quick View

1

$195

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

Two bedroom, two bath condo for rent in the lovely Runaway Bay complex in Bradenton Beach, on beautiful Anna Maria Island, Florida! Live the relaxed lifestyle on Anna Maria. Enjoy morning walks and evening sunsets on the beach, just across the road. While away the afternoon by the big, beautiful pool ...

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Property Type

Anna Maria Island Condo

"Snowbird Retreat"
Reviewed December 6, 2018

We enjoyed this unit very much! It has all the amenities we need! It is a very quiet spot and has a nice view of the pond.

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Villa Del Mar

4 BR | 4 BA | Sleeps 10 | Quick View

$556

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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Almost Beach Apartments

2 BR | 1 BA | Sleeps 5 | Quick View

1

$115

avg/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

"Family Vacation 2019"
Reviewed April 5, 2019

Everything was just as expected and we enjoyed everyday! The beach is right out your doorstep, well it is the best part. We'd love to stay again!

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B100 step to the sugar sand gulf front view & pool

Key Amenities

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

About this property

You’ll love it because of the views, the kitchen, the comfy bed, the coziness & the beautiful pool/jacuzzi. My place is good for couples and families (with kids). I have two units together that can accommodate up to 10 people. Recently remodeled upgraded --- modern elegant Super super clean ...

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Property Type

Anna Maria Island House

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Crescent Palms

3 BR | 2 BA | Sleeps 8 | Quick View

$349

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

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The Sandpiper

3 BR | 2 BA | Sleeps 6 | Quick View

$215

avg/night

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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 steps to the beach that offers a pool – ...

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Property Type

Anna Maria Island Apartment

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Paradise on Park Ave

5 BR | 4 BA | Sleeps 8 | Quick View

$695

avg/night

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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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The Orca

2 BR | 2 BA | Sleeps 4 | Quick View

$199

avg/night

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Key Amenities

  • Air Conditioning
  • Pet Friendly

About this property

Stay at our newest killer property we call "The Orca". This cozy waterfront cottage is located on gorgeous Anna Maria Island offering great water views and water access. This cottage offers a great central location on AMI, in the city of Holmes Beach. It is close to the Holmes Beach park and ...

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Property Type

Anna Maria Island Villa

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Willow Cottage

3 BR | 2 BA | Sleeps 8 | Quick View

$356

avg/night

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Key Amenities

  • Air Conditioning
  • Pet Friendly

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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Island in the Sun

2 BR | 2 BA | Sleeps 6 | Quick View

$348

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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Zen Gardens

3 BR | 2 BA | Sleeps 8 | Quick View

$407

avg/night

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Key Amenities

  • Air Conditioning
  • Pet Friendly

About this property

Welcome to Zen Gardens on beautiful AMI. 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 a memorable stay on Anna Maria Island. This ground level cottage has been professionally ...

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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

$222

avg/night

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Key Amenities

  • Air Conditioning

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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Pineapple Cottage

4 BR | 3 BA | Sleeps 8 | Quick View

$427

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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Crabby Coconut

3 BR | 2 BA | Sleeps 6 | Quick View

$372

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 a charming beach house is pet ...

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Property Type

Anna Maria Island House

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BBC Unit 246

4 BR | 2 BA | Sleeps 6 | Quick View

$215

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

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'Searenity' Stand Alone Home steps from beach!

2 BR | 1 BA | Sleeps 4 | Quick View

1

Distance to beach: 0.0 miles to Cortez about 50 second walk

$256

avg/night

View Details

Key Amenities

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

About this property

Rest assured that before you arrive, every surface has been sanitized. You will even see a "fully sanitized" sign hanging on door knob and band in bathroom! We also provide UV air purification that eliminates Virus, mold, as well as bacteria! So important in todays world! No need to pack your ...

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Property Type

Anna Maria Island House

"Worry free vacation"
Reviewed June 9, 2020

We have booked with Mark for the past few years. His properties are in the perfect location. Less than two minute walks to the beach and a perfect view of the bay. Walking distance to shops and restaurants. ...

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3 Mermaids

4 BR | 2 BA | Sleeps 8 | Quick View

$455

avg/night

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Key Amenities

  • Air Conditioning
  • Pet Friendly
  • Private Pool

About this property

Come experience “3 Mermaids”, this ground level bungalow offers all the charm you expect from Anna Maria Island. Find ease and relaxation the moment you arrive …there is a charming front porch waiting to welcome you! “3 Mermaids” sits on the North End of Anna Maria Island ...

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Property Type

Anna Maria Island House

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SMUGGLER'S COVE RESORT-Private Beach Access

$129

avg/night

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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

"Outstanding value and meticulous facility"
Reviewed May 25, 2020

Smugglers cove was a tremendous value we have paid a lot more for vacation rentals and received a great deal less, will book again very soon! Everyone on the staff was very professional ,friendly and just ...

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Emma's Cottage

4 BR | 2 BA | Sleeps 8 | Quick View

$695

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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Hammock Daze

4 BR | 3 BA | Sleeps 8 | Quick View

$719

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Private Pool

About this property

Welcome to "Hammock Daze" The perfect home for a Luxurious family trip to Anna Maria Island. This Elegant home is new construction and is located in the City of Anna Maria. Leave your car parked in one of the 4 spots provided in the large driveway, you are only a short stroll away from all the ...

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Property Type

Anna Maria Island House

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Blue Pearl

4 BR | 2 BA | Sleeps 9 | Quick View

$349

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. This gorgeous beach house offers all the charm and comfort you will come to expect from staying at one of our vacation rentals on Anna Maria Island. NOTE: A brand new Pool and Spa will be available ...

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Property Type

Anna Maria Island House

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Sun Plaza West Unit 204

2 BR | 2 BA | Sleeps 4 | Quick View

$240

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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AMI Waterfront Bradenton Beach Condo w Pool!

$167

avg/night

View Details

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

"Love, love, love this place so much!!!"
Reviewed November 11, 2020

The condo is absolutely gorgeous! Picture perfect beach stay right on the bay and across from the beach. Anna Maria is adorable and quaint but with an active night life after long days at the beach. Also, ...

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Beach Vacation at Angelinos Sea Lodge on Anna Maria Island

1 BR | 1 BA | Sleeps 4 | Quick View

1

Distance to beach: 100 feet to Beach onsite

$181

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

"Paradise on the Beach!!"
Reviewed March 6, 2020

The hosts are kind and accommodating and share their beautiful property generously! The unit was equipped with all necessary items for an enjoyable stay. The comfortable bed provided a great sleep after ...

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Walker Beach Cottage

2 BR | 2 BA | Sleeps 4 | Quick View

4

$146

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • 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

"We enjoyed an awesome stay at this adorable cottage!"
Reviewed November 22, 2020

This was our first time to stay at Walker Cottage but had always noticed it in previous trips to the island. It met all of our expectations. There were two of us and it was very comfortable. The amenities ...

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Stunning Luxury Beachfront House W/Pool &Spa

$907

avg/night

View Details

Key Amenities

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

About this property

An outstanding luxury beach house furnished as our home to a very high standard. With a stunning beach coastal theme. It is located on the north end of Anna Maria island The house has 4 bedrooms and 4 bathrooms it was constructed in 2011 has been designed to accommodate a single family group. Please ...

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Property Type

Anna Maria Island House

"Spotless Home, Perfect Vacation"
Reviewed August 20, 2020

We had one of the best family vacations thanks to this perfect rental. The home was in BEAUTIFUL condition and the location in AMI is perfect. It was very clean upon our arrival. I am picky and can truly ...

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Real Gulf-Front Beach House - One Step to the Beach!

$372

avg/night

View Details

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

"Beautiful!"
Reviewed June 26, 2020

Our family of four stayed for a week in June. Cindy was a pleasure to rent from. She was so helpful and hospitable and did everything to make us feel very welcome. The house and location were perfect. You ...

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Conch Out Beach House

4 BR | 3 BA | Sleeps 10 | Quick View

$536

avg/night

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Key Amenities

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

About this property

At 4 bedrooms and 3 full bathrooms, this is one of the best rentals on Anna Maria Island. Straight down the road 1 block to the beach, and around the corner to restaurants, pubs & stores. Featuring a huge heated pool to relax in after your busy day, Conch Out Beach House is a luxurious and welcome ...

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Property Type

Anna Maria Island House

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Ocean View

6 BR | 5 BA | Sleeps 12 | Quick View

$788

avg/night

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Key Amenities

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

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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Bare Feet Retreat

3 BR | 3 BA | Sleeps 6 | Quick View

$582

avg/night

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Key Amenities

  • Full Kitchen

About this property

Stunning beach front resort with gated covered parking.

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Property Type

Anna Maria Island House

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Sun Plaza West - 214

2 BR | 2 BA | Sleeps 5 | Quick View

$270

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Pool

About this property

Sun Plaza West is a beautiful beach front property offering all of the conveniences you would want in an island stay. This updated 2 bedroom 2 bathroom condo offers beach front views and is located in the heart of Holmes Beach featuring an elevator, heated pool, on-site tennis court and less than a minute ...

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Property Type

Anna Maria Island Apartment

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Rum Dog

3 BR | 2 BA | Sleeps 6 | Quick View

$223

avg/night

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Key Amenities

  • Air Conditioning
  • Pet Friendly

About this property

Perfect for a family vacation or a couple's retreat, this newly listed and newly updated, furnished 2 bedroom 2 bath duplex is located on the north end of desirable Holmes Beach. This home offers all the comforts of home and is just steps to the beautiful white sandy beach. The kitchen is fully equipped ...

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Property Type

Anna Maria Island House

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Runaway Bay 105

2 BR | 2 BA | Sleeps 6 | Quick View

$215

avg/night

View Details

Key Amenities

  • Air Conditioning

About this property

Casual Elegance can best describe this charming 2 bedroom 2 bath first floor condo in beautiful Runaway Bay. This condo has been completely remodeled and everything in the unit is brand new. The unit features a fully equipped kitchen complete with stainless steel appliances and quartz countertops, break ...

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Property Type

Anna Maria Island Apartment

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Villa Verde

3 BR | 2 BA | Sleeps 6 | Quick View

2

$331

avg/night

View Details

Key Amenities

  • Air Conditioning

About this property

This Beautiful 3 bedroom 3.5 bathroom 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 private heated pool in your own backyard oasis. Villa Verde has every luxury you could want, the open concept floor plan is ...

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Property Type

Anna Maria Island House

"Villa verde"
Reviewed August 9, 2020

The house was more Than I expected everything was clean unbelievable pool in a perfect location close to everything my family and I enjoy very much We will definitely visit again

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Peaceful retreat Mint Clean New! Dock Bikes (nearby), Grill Big Lanai WiFi Cable

$201

avg/night

View Details

Key Amenities

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

About this property

This may be the nicest one bedroom vacation rental on Anna Maria Island!! You've looked at the rest now book the best. Book directly thru this site, in order to secure the dates you want and, at our current great rates. Read on to see what sets us apart from the rest!Rest assured that before you ...

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Property Type

Anna Maria Island Condo

"Great stay!"
Reviewed November 13, 2020

This was our first time on Anna Maria island and we absolutely loved it! The location was great and the house was clean and perfect for my husband and I.

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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!