Anna Maria Island Vacation Rentals

(162 rentals)

4 BR | 3 BA | Sleeps 8 | Quick View

1

$825

avg/night

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Key Amenities

  • Air conditioning

About this property

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

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Property Type

Anna Maria Island House

"Immaculate"

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

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2 BR | 2 BA | Sleeps 6 | Quick View

$317

avg/night

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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 ...

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Property Type

Anna Maria Island House

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4 BR | 3 BA | Sleeps 8 | Quick View

$631

avg/night

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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 ...

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Property Type

Anna Maria Island House

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Key Amenities

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

About this property

411 79th Street Holmes Beach, Fl 34217 VRC Book with confidence: Cancellations made up until 14 days prior to arrival result in a refund of 85% of the grand total. In the event the reservations exceeds $20,000 or 30+ days, cancellations must be made prior to 30 days prior to arrival in order to receive ...

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Property Type

Anna Maria Island House

"Nice Getaway"

We really enjoyed this vacation rental home. Excellent location with close proximity to the beach and restaurants. Also, house located on a quiet street. Amenities were great including the pool and the ...

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3 BR | 2 BA | Sleeps 6 | Quick View

$554

avg/night

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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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4 BR | 3 BA | Sleeps 8 | Quick View

$1317

avg/night

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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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2 BR | 2 BA | Sleeps 4 | Quick View

4

$175

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Oceanfront
  • Rentals by owner

About this property

This is a two bedroom house on Anna Maria island, and faces the bay side. The water is literally 20 ft from your back door. Looking from your private dock to the north is the Manatee bridge, the Skyway bridge and a view of St Pete. Looking to the south you see the Cortez bridge and beyond to Sarasota. ...

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Property Type

Anna Maria Island House

"wonderfully located gem!"

The location is AMAZING! We saw dolphins by the dock multiple times! The owner was equally as AMAZING. He was SO very kind, said he'd do something & did what he said. Absolutely LOVED our stay & can't ...

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3 BR | 2 BA | Sleeps 8 | Quick View

$715

avg/night

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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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2 BR | 2 BA | Sleeps 5 | Quick View

3

$237

avg/night

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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 ...

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Property Type

Anna Maria Island House

"Lovely Home and Location"

I was very pleased with our rental. I had an accident going down a step from the laundry room and have 3 cracked ribs as a result of the fall. The light into the room was across the room from where the ...

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Key Amenities

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

About this property

Never leave the beach when you come to the SeaBisuit. The gulf-front location and floor to ceiling windows bring the beach right inside no matter where you may be in this beautiful space! Enjoy spectacular views from the living room, kitchen, and bedroom. Fall in love with AMI and her beautiful beach ...

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Property Type

Anna Maria Island Condo

"wonderful home in a beautiful location!"

This home was beautiful and had everything we needed for a wonderful week at the beach. The shaded lot and views of the beach from the house were outstanding!

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4 BR | 2 BA | Sleeps 9 | Quick View

$441

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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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

403 42nd Street, Holmes Beach FL 34217 VRC Book with confidence: Cancellations made up until 14 days prior to arrival result in a refund of 85% of the grand total. In the event the reservations exceeds $20,000 or 30+ days, cancellations must be made prior to 30 days prior to arrival in order to receive ...

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Property Type

Anna Maria Island House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly

About this property

303 68th St, Holmes Beach 34217 VRC - Book with confidence: Cancellations made up until 14 days prior to arrival result in a refund of 85% of the grand total. In the event the reservations exceeds $20,000 or 30+ days, cancellations must be made prior to 30 days prior to arrival in order to receive ...

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Property Type

Anna Maria Island House

"Beautiful house with a very short walk to the Gulf beach."

This is a great house in a fantastic location. The close beach access is very convenient. There are 6 complimentary high quality beach chairs that came in very handy. There is even a handy beach wagon ...

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Key Amenities

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

About this property

This affordable & convenient 3 story home is one house off Holmes Beach. It has fantastic 2nd & 3rd level balcony beach views with no obstruction over the one story house in front of mine with no trees. The 3 bedroom 2.5 bath villa with 2 car garage accommodates 8 guests and is 150 feet from the ...

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Property Type

Anna Maria Island House

"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 ...

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4 BR | 2 BA | Sleeps 8 | Quick View

$654

avg/night

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Key Amenities

  • Air conditioning

About this property

Location, Location, Location…these three words say it all when describing Magnolia Gardens. This Anna Maria Island Home is just a few blocks from the white sandy beaches of the Gulf of Mexico and steps from the shops and resturaunts on Pine Ave.Magnolia Gardens offers 4 Bedrooms, 2 Bathrooms, ...

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Property Type

Anna Maria Island House

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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.Three bedrooms with two king beds and one queen ...

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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 ...

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Key Amenities

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

About this property

VRC 21 Holmes Blvd Holmes Beach, FL 34217 At 4 bedrooms and 3 full bathrooms, this is a great option for one or two families to stay at. A few short blocks to the beach, and around the corner to restaurants, pubs & stores. Featuring a heated pool to relax in after your busy day, Starfish Isle is ...

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Property Type

Anna Maria Island Bungalow

"Wonderful, Clean home with pool!"

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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3 BR | 3 BA | Sleeps 8 | Quick View

2

$771

avg/night

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Key Amenities

  • Air conditioning
  • Private pool

About this property

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

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Property Type

Anna Maria Island House

"Gertie's East"

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

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

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

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Property Type

Anna Maria Island Condo

"Great Getaway!"

Enjoyed my stay with friends. The staff was very friendly and accommodating. Look forward to another visit.

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2 BR | 2 BA | Sleeps 6 | Quick View

3
Owner special: Memorial Week Open! Discounted Rates!

$213

avg/night

View Details

Key Amenities

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

About this property

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

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Property Type

Anna Maria Island Condo

"Beautiful and spacious beach condo"

We loved everything about this place! The condo was beautifully decorated and had everything we needed for a comfortable week away. Plush towels, (and plenty of them!), comfortable beds, and great location! ...

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1 BR | 1 BA | Sleeps 4 | Quick View

1

$215

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

"Location is lovely"

We visited from August 28th to Sept 5th and had the best time ever, this location was great for my husband and I! Hello Sunshine was very clean upon arrival and welcoming! We are coming back August 2022 ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

The Gables is a charming 4 bedroom / 2.5 bathroom southern style home that features a private pool and is centrally located in the heart of Holmes Beach and within walking distance to the white sandy beaches. The furnishings and facilities are of the highest quality to make your vacation one to remember. ...

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Property Type

Anna Maria Island House

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Key Amenities

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

About this property

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

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Property Type

Anna Maria Island House

"Can’t Wait To Go Back"

5-STARS!! We found everything as described. Check-in & out was was super simple… just enter the door code. House was freshly cleaned, furniture was nice. No bathtubs, just showers in all the bathrooms. ...

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3 BR | 2 BA | Sleeps 8 | Quick View

$732

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 ...

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Property Type

Anna Maria Island House

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4 BR | 3 BA | Sleeps 8 | Quick View

$809

avg/night

View Details

Key Amenities

  • Air conditioning

About this property

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

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Property Type

Anna Maria Island House

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4 BR | 2 BA | Sleeps 6 | Quick View

1

$342

avg/night

View Details

Key Amenities

  • Air conditioning

About this property

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

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Property Type

Anna Maria Island Apartment

"Beautiful Riverfront"

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

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2 BR | 2 BA | Sleeps 6 | Quick View

$474

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 ...

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Property Type

Anna Maria Island House

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2 BR | 2 BA | Sleeps 4 | Quick View

$325

avg/night

View Details

Key Amenities

  • Air conditioning

About this property

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

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Property Type

Anna Maria Island Apartment

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2 BR | 2 BA | Sleeps 6 | Quick View

8

$212

avg/night

View Details

Key Amenities

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

About this property

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

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Property Type

Anna Maria Island Condo

"Beautiful Beachy Condo Close to the Beach"

We really enjoyed our stay. I like the small remodeling touches you have made to the condo, as we have stayed in this unit when it was under different ownership. Love the pool area and especially the screened ...

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1 BR | 1 BA | Sleeps 4 | Quick View

3
Owner special: SUMMER OPENINGS starting 7/16 and beyond. Wait list for 2023 dates open too!

$164

avg/night

View Details

Key Amenities

  • Air conditioning
  • 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"

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

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2 BR | 2 BA | Sleeps 6 | Quick View

1

$437

avg/night

View Details

Key Amenities

  • Air conditioning

About this property

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

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Property Type

Anna Maria Island House

"Spectacular"

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

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3 BR | 2 BA | Sleeps 8 | Quick View

$604

avg/night

View Details

Key Amenities

  • Air conditioning

About this property

Upgrades are coming to Shore Beats Work! During Fall 2022 the Kitchen, Bathrooms and Floors will all be remodeled! New photos will come once work is completed in the Fall.Shore Beats Work … yes, the name says it ALL! Welcome to this elevated sweet and cozy beach home located on North Shore ...

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Property Type

Anna Maria Island House

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Key Amenities

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

About this property

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

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Property Type

Anna Maria Island House

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Key Amenities

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

About this property

302 60th Street Holmes Beach, FL 34217 VRC At 3 bedrooms and 2 full bathrooms, this is a beautiful choice for your next Anna Maria Island getaway! Two short blocks to the beach, and around the corner to restaurants, pubs & stores. Featuring a heated pool to relax in after your busy day, Starfish ...

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Property Type

Anna Maria Island Townhome

"The perfect oasis"

My husband and I had the best time at the home we rented on Anna Maria Island. It was spacious and we had far more room than we needed for just the two of us. When we arrived, everything was clean and easy ...

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3 BR | 2 BA | Sleeps 6 | Quick View

$342

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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Key Amenities

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

About this property

Shady Palms is a cozy secluded beach cottage right on the beautiful Gulf of Mexico. Walk out the back door to a white, sugar-sand beach and the sparkling Gulf waters. Shady Palms is the most perfect spot you'll ever find on the beach - with the best of both worlds - the sun and the shade.Beach and ...

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Property Type

Anna Maria Island House

"Comfort, convenience, and shade on the beautiful Gulf of Mexico!"

Shady Palms has all the comforts of home, spacious living areas and bedrooms. It’s clean inside and wonderfully shady outside! The kitchen is stocked with cooking/dining utensils, and plenty of towels ...

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3 BR | 2 BA | Sleeps 6 | Quick View

$301

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 ...

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Property Type

Anna Maria Island Apartment

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Bring your boat or jet skis to Pelican Point, an Anna Maria canal front home complete with a private boat dock with lift and a private screened, heated pool and outdoor hot tub. This 2 bedroom 2 bathroom home is located on a quiet canal street and features a private dock where you can fish, view wildlife ...

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Property Type

Anna Maria Island House

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Key Amenities

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

About this property

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

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Property Type

Anna Maria Island Villa

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Key Amenities

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

About this property

Absolute Anna Maria on Anna Maria Island is a tropical paradise offering you seven miles of the most beautiful and peaceful powdery white sand beaches found anywhere in the world. Anna Maria Island is not a place where you go to the beach; Anna Maria Island is a place where you are at the beach. Completely ...

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Property Type

Anna Maria Island Condo

"Excellent Stay"

Love this property, loved the location and could not have had a better experience. Owner as great to work with and the communication was outstanding.

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2 BR | 2 BA | Sleeps 4 | Quick View

1

$296

avg/night

View Details

Key Amenities

  • Air conditioning

About this property

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

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Property Type

Anna Maria Island Apartment

"Great place"

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

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3 BR | 2 BA | Sleeps 8 | Quick View

$574

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 ...

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Property Type

Anna Maria Island House

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3 BR | 3 BA | Sleeps 7 | Quick View

10

Distance to beach: 1 miles to Manatee beach

$291

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Pool

About this property

High-end resort living, endless amenities and easy access to Anna Maria Island beaches and attractions make this 1,650-square-foot condo an unbeatable home base for your warm-weather retreat! Located in the One Particular Harbor, Margaritaville Resort complex on the Anna Maria Island Sound.Head south ...

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Property Type

Anna Maria Island Condo

"Villa Sea Shell"

Very nice stay at well kept 3 bdrm home with pool. Only complaint was grill old and didn't ignite...very dangerous to start.

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Key Amenities

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

About this property

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

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Property Type

Anna Maria Island House

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Key Amenities

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

About this property

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

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Property Type

Anna Maria Island Condo

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2 BR | 2 BA | Sleeps 4 | Quick View

16

$145

avg/night

View Details

Key Amenities

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

About this property

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

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Property Type

Anna Maria Island Cottage

"Anniversary week"

We were married same month in year prior on this beach and just had to come back. We have this booked again next year. We just cannot get enough of this place, this year we actually got to relax and enjoy ...

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4 BR | 3 BA | Sleeps 10 | Quick View

Distance to beach: 0.0 miles to Gulf Beach & Tampa Bay Beach

$855

avg/night

View Details

Key Amenities

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

About this property

Just renovated! Read our description carefully as we have upgraded and added many amenities that are not shown yet in our professional photos!new metal roof new exterior paint - white! lighting, garage doors, etc.. new composite decking on all stairs and balconies lanai - newly refinished dock new ...

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Property Type

Anna Maria Island House

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Key Amenities

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

About this property

OUTSIDE HIGHLIGHTS: Soft Sandy Backyard Beach Area Tons of New Outdoor Sun Loungers New Pool Terrace Resurfaced and Newly Tiled Heated Pool New Outdoor Conversation Set New Hot Tub Outdoor Shower Hammock Refurbished the Outdoor Bar w/Granite and Stone New Outdoor Bar Stools Added Patio Sliders ...

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Property Type

Anna Maria Island House

"Such a perfect place for our entire family"

We loved our time at Sirena Cove. There were so many amenities and room for all of our adult children, their spouses and our grandchildren all under the age of four. The pool was great fun and we enjoyed ...

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2 BR | 2 BA | Sleeps 6 | Quick View

$429

avg/night

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Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Private pool
  • Rentals by owner

About this property

An addendum to our cancellation policy: If the governor of Florida issues a Florida travel ban you will receive a refund. Additionally, every reservation is offered two different trip insurance policies. One:) cancel for thirty different reasons and receive a full refund (cost 7% of the gross rental amount). ...

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Property Type

Anna Maria Island Condo

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Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

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

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Property Type

Anna Maria Island House

"Perfect beach location with beautiful interior"

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

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Anna Maria Island Vacation Rentals

Anna Maria Island Weather

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