Anna Maria Island Vacation Rentals

(180 rentals)
booking message booking message

2 BR | 2 BA | Sleeps 6 | Quick View

5

$186

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 ...

View all property information

Property Type

Anna Maria Island Condo

"Perfect Place for Relaxing, Working Remote, Planning a Move to Florida"

Please see my review of the condo in the video found here: My friend and I were there doing a feature on Anna Maria Island and found this to be a great place to stay. Like a lot of single, empty nester ...

See all reviews

Show less

2 BR | 2 BA | Sleeps 5 | Quick View

10

Distance to beach: 2 miles to Manatee Beach

$242

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • 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 ...

View all property information

Property Type

Anna Maria Island Condo

"Loved our stay."

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

See all reviews

Show less

$375

avg/night

View Details

Key Amenities

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

About this property

Location is everything as you will see when staying at Caribbean Surf. Only 2 blocks to the blue water and white sand beaches as well as just around the corner to amazing restaurants and fabulous shops you might never want to leave. Private heated pool and large outdoor sitting area where you can waste ...

View all property information

Property Type

Anna Maria Island House

"Great place for a family vacation"

Close to Keys Marina - slips, trailer storage and boat ramp. Short walk to beach or via golf cart.Enjoyed our familly vacation:

See all reviews

Show less

$386

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Casa Bonita is bright, inviting and the perfect place for a wonderful vacation with family and friends in tropical paradise. This home has 3 bedrooms with 2 Full and 2 Half located in the heart of Bradenton Beach you're only a few short steps away from beachfront access or Bridge Street. You can lounge ...

View all property information

Property Type

Anna Maria Island House

Show less

$1116

avg/night

View Details

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 ...

View all property information

Property Type

Anna Maria Island House

Show less

3 BR | 2.5 BA | Sleeps 8 | Quick View

$430

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • 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 ...

View all property information

Property Type

Anna Maria Island House

Show less

2 BR | 2 BA | Sleeps 6 | Quick View

2

$241

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • 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 ...

View all property information

Property Type

Anna Maria Island Condo

"Great Location"

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 ...

See all reviews

Show less

3 BR | 1 BA | Sleeps 6 | Quick View

$384

avg/night

View Details

Key Amenities

  • Air conditioning
  • 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 ...

View all property information

Property Type

Anna Maria Island Apartment

Show less

$400

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

This amazing beach front 2 bedroom / 2 bathroom condo is perfect for an island vacation. This beach front unit has been completely updated and remodeled with all new furnishings and decor. The unit features a fully equipped kitchen, washer & dryer, cable TV / wifi, covered assigned parking and a shared ...

View all property information

Property Type

Anna Maria Island Condo

"Great vacation"

This condo was perfect and the location was great! Everything went smoothly with our arrival as we received our code a couple days prior to our arrival , no keys needed which is fantastic.My only ...

See all reviews

Show less

$1188

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Slice of Paradise - 216 68th St - Holmes Beach - FL - 34217 VRC 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 ...

View all property information

Property Type

Anna Maria Island House

Show less

3 BR | 2 BA | Sleeps 6 | Quick View

$258

avg/night

View Details

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 ...

View all property information

Property Type

Anna Maria Island Apartment

Show less

4 BR | 3 BA | Sleeps 8 | Quick View

$1157

avg/night

View Details

Key Amenities

  • Air conditioning
  • 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 ...

View all property information

Property Type

Anna Maria Island House

Show less

2 BR | 2 BA | Sleeps 6 | Quick View

$294

avg/night

View Details

Key Amenities

  • Air conditioning

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 ...

View all property information

Property Type

Anna Maria Island House

Show less

2 BR | 1 BA | Sleeps 5 | Quick View

1

$129

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Rentals by owner

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 ...

View all property information

Property Type

Anna Maria Island Apartment

"Family Vacation 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!

See all reviews

Show less

3 BR | 2 BA | Sleeps 8 | Quick View

$640

avg/night

View Details

Key Amenities

  • Air conditioning
  • 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 ...

View all property information

Property Type

Anna Maria Island House

Show less

4 BR | 3 BA | Sleeps 8 | Quick View

$558

avg/night

View Details

Key Amenities

  • Air conditioning
  • 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 ...

View all property information

Property Type

Anna Maria Island House

Show less

$709

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

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

View all property information

Property Type

Anna Maria Island Townhome

"Lovely stay"

Another family and ourselves rented the property. We found it very clean and equipped to a high standard. The pool and jacuzzi were great and well used especially by the kids. The management company were ...

See all reviews

Show less

$268

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen

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 ...

View all property information

Property Type

Anna Maria Island Cottage

Show less

$328

avg/night

View Details

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 ...

View all property information

Property Type

Anna Maria Island House

"What a perfect spot on AMI!"

No traffic, no noise and right across from the beach! From the pool to the kitchen, we didn't have to look far to have all our needs met. The landlord, David, is a phone call away and very prompt to respond ...

See all reviews

Show less

$417

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • 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, ...

View all property information

Property Type

Anna Maria Island Condo

"Perfect Getaway"

I was surprised at the low cost for this 2-bedroom, 1.5 bath unit nestled in a brick landscaped courtyard. Even though there were other units sharing the same courtyard, it felt very private and quite. ...

See all reviews

Show less

2 BR | 2 BA | Sleeps 6 | Quick View

7

$285

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • 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 ...

View all property information

Property Type

Anna Maria Island House

"Fun in sun"

Except for forgetting to re apply sunblock every hour. This was an awesome place to stay. Bring your Chromecast or Alexa Firestick, as the Tv doesn't appear to have tv streaming. Loved it!

See all reviews

Show less

$296

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

Come relax and enjoy this stunning 2 bedroom 2 bathroom second level, recently updated condo at Runaway Bay. Runaway Bay is a bay front complex that is less than 1/2 block away from the beautiful beaches offering you all of the conveniences you would want in an island stay. The complex has a large heated ...

View all property information

Property Type

Anna Maria Island Condo

Show less

$346

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly

About this property

In the heart of Holmes Beach on Anna Maria Island rests this charming pet-friendly home just steps to the beaches. The flamingo-shaded exterior and island artwork interior create fun Florida island vibes with two bedrooms perfect for a family or a small group getaway. Misty Beach lies within a stone's ...

View all property information

Property Type

Anna Maria Island House

Show less

3 BR | 2 BA | Sleeps 8 | Quick View

$677

avg/night

View Details

Key Amenities

  • Air conditioning

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 ...

View all property information

Property Type

Anna Maria Island House

Show less

4 BR | 2 BA | Sleeps 9 | Quick View

$417

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 ...

View all property information

Property Type

Anna Maria Island House

Show less

3 BR | 2 BA | Sleeps 6 | Quick View

$301

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 – ...

View all property information

Property Type

Anna Maria Island Apartment

Show less

1 BR | 1 BA | Sleeps 2 | Quick View

1

$246

avg/night

View Details

Key Amenities

  • Air conditioning
  • 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 ...

View all property information

Property Type

Anna Maria Island Apartment

"Honeymoon stay"

Pool and hot tub very nice. A little bit of a muggy smell to the inside of home. Great stay if you won’t be inside much.

See all reviews

Show less

$397

avg/night

View Details

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 ...

View all property information

Property Type

Anna Maria Island Condo

"Gulf Watch Condo"

My friends & I stayed at Terry’s place for 2 weeks - the accommodations were great. Very little issue w/tv remote but Terry got right back to us & solved our problem (probably our error haha). Terry ...

See all reviews

Show less

$316

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

Don't miss out on this newly renovated 2 bedroom 2 bathroom 2nd floor condo with elevator on the West side of Gulf drive in Holmes Beach. No streets to cross to reach the white sand beaches and tropical blue water of the Gulf of Mexico. Imagine being about to catch the breathtaking sunsets every night ...

View all property information

Property Type

Anna Maria Island Condo

"Dan's Florida Condo 1 br"

We stayed at Dan's in Runaway Bay in June 2021. It was Just the 2 of us. It had everything one would need, even beach cart, umbrella, beach toys. chairs and a fishing rod. King bed super comfie as well ...

See all reviews

Show less

5 BR | 4 BA | Sleeps 8 | Quick View

1

$915

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 ...

View all property information

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 ...

See all reviews

Show less

$268

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen

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 4 hasgarden views and is  just a few steps to the beach. It features 1bedroom ...

View all property information

Property Type

Anna Maria Island Cottage

"Relaxing and well stocked"

My daughter and I recently visited Sailfish Gulf Suites and it was absolutely amazing!!! We had the best time. Very close to the beach, clean, comfortable, well decorated, well stocked kitchen. One of our ...

See all reviews

Show less

$559

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

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 ...

View all property information

Property Type

Anna Maria Island Condo

Show less

$456

avg/night

View Details

Key Amenities

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

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 ...

View all property information

Property Type

Anna Maria Island House

Show less

$356

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Sangria Sunset is within walking distance to the powder sugar sand of Anna Maria Island. This recently remodeled 2 bedroom and 2 bathroom private home with heated pool was designed with you and your beach vacation in mind. Located in Homes beach and directly across from a boat ramp where you can launch ...

View all property information

Property Type

Anna Maria Island House

"Villa verde"

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

See all reviews

Show less

2 BR | 2 BA | Sleeps 5 | Quick View

1

$253

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • 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 ...

View all property information

Property Type

Anna Maria Island House

"Love this place"

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 ...

See all reviews

Show less

2 BR | 2 BA | Sleeps 4 | Quick View

$285

avg/night

View Details

Key Amenities

  • Air conditioning

About this property

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 2-bedroom, 2-bathroom condo offers all the charm and comforts you will come to expect from a Salty Mermaid Vacation Rental. Perched just steps from the ...

View all property information

Property Type

Anna Maria Island Apartment

Show less

$394

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

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

View all property information

Property Type

Anna Maria Island House

Show less

2 BR | 2 BA | Sleeps 6 | Quick View

$438

avg/night

View Details

Key Amenities

  • Air conditioning
  • 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 ...

View all property information

Property Type

Anna Maria Island House

Show less

$242

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly

About this property

OVERVIEW The Pool Party South Cottage is a beautiful duplex featuring two bedrooms and two baths with a pool area that is unsurpassed! This property is located in the heart of Holmes Beach close to shopping, restaurants and trolley stops. Best of all, this unit is with walking distance to the white sandy ...

View all property information

Property Type

Anna Maria Island House

Show less

$933

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

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 ...

View all property information

Property Type

Anna Maria Island House

"Ideal family vacation home!"

The property was great, and worked really well with our family-which includes a 4 year old and a 9 month old, so having the bedrooms in different areas and private baths, made everything much easier. Centrally ...

See all reviews

Show less

$388

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Overview This is it, paradise found. This fabulous Key West style elevated 3 bedroom 2 bath Anna Maria Island home has so many wonderful features it is hard to list them all here. It offers cathedral ceilings, open floor plan, private heated pool & spa, private decks from every room, screened covered ...

View all property information

Property Type

Anna Maria Island House

Show less

3 BR | 2 BA | Sleeps 6 | Quick View

$538

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 ...

View all property information

Property Type

Anna Maria Island House

Show less

$164

avg/night

View Details

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 ...

View all property information

Property Type

Anna Maria Island Condo

"Just FABULOUS!!!!"

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 ...

See all reviews

Show less

$406

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Seaglass CottageLocated just a few sandy steps from the turquoise Gulf of Mexico, Seaglass Cottage is the Anna Maria Island beach house you've been dreaming about. This quintessential beachfront bungalow has a footpath across the street that leads directly to the sugary white sand of Bean Point— ...

View all property information

Property Type

Anna Maria Island Cottage

"If you love being on a beach, Anna Maria Island is the best place to visit!"

We love going to AMI. Amenities are close, restaurants are excellent and where can you go with beach access every block? It was a little cooler when we went so swimming was out. (Even though we are Canadians) The ...

See all reviews

Show less

3 BR | 2 BA | Sleeps 8 | Quick View

$535

avg/night

View Details

Key Amenities

  • Air conditioning
  • 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 ...

View all property information

Property Type

Anna Maria Island House

Show less

2 BR | 2 BA | Sleeps 4 | Quick View

3

Distance to beach: 0.0 miles to Cortez Beach Anna Maria Is about 45 seconds walk

$436

avg/night

View Details

Key Amenities

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

About this property

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 arrive, every surface has been sanitized. We exceed CDC cleaning standards! ...

View all property information

Property Type

Anna Maria Island Cottage

"Absolutely wonderful"

We loved every minute of our stay! The place was so welcoming and cozy. And so clean and well kept. The outdoor area was fantastic to sit out and enjoy the night under the stars. It was just perfect to ...

See all reviews

Show less

$831

avg/night

View Details

Key Amenities

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

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 ...

View all property information

Property Type

Anna Maria Island House

Show less

$380

avg/night

View Details

Key Amenities

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

About this property

Unique 3 bedroom 2 baths with an upstairs bonus room. This gem was a loved family home for a few decades and has now been changed into a wonderful vacation rental with old-time Florida charm. Close to the beautiful beaches if Bean Point and the Amazing Pine Ave.This beautiful 3 bedrooms 2 bathroom ...

View all property information

Property Type

Anna Maria Island House

Show less

$379

avg/night

View Details

Key Amenities

  • Air conditioning
  • 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 ...

View all property information

Property Type

Anna Maria Island House

"My retirement vacation"

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 ...

See all reviews

Show less

$379

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly

About this property

VRC 107 78th street Holmes Beach 34217 “You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property” We ...

View all property information

Property Type

Anna Maria Island House

Show less

Expand map | Close map
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!