Anna Maria Island Vacation Rentals

(98 rentals)
Casita Marina - 11101

3 BR | 2.5 BA | Sleeps 8 | Quick View

$214

per 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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Sea Salt

3 BR | 2 BA | Sleeps 6 | Quick View

$184

per night

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Key Amenities

  • Air Conditioning
  • Private Pool

About this property

Sea Salt is a beautiful recently updated home home nestled in the heart of Holmes Beach-just a short 5 minute walk to the world renowned beaches of Anna Maria Island. This 3 bedroom 2.5 bath home offers everything you need for an unforgettable vacation. Enjoy the private heated pool with sand area, covered ...

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Property Type

Anna Maria Island House

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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

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

$185

per 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!Rest assured that before you arrive, every ...

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Property Type

Anna Maria Island Townhome

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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

2

Distance to beach: 0.2 miles to Bean Point Beach

$179

per 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. Rent one unit or both. Heated ...

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Property Type

Anna Maria Island House

"We loved this AMI jewel! ❤️"
Reviewed June 26, 2020

I recently rented this gem on Anna Maria Island with my two children and we absolutely loved it! My daughter nicknamed it the “Mermaid House” and was so sad when our trip ended. The property owner was ...

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

3 BR | 2.5 BA | Sleeps 8 | Quick View

3
Owner special: Short openings for quick get away to Anna Maria Island - 3 days, 7/11 to 14 or 4 days, 7/21 to 25.

$214

per night

View Details

Key Amenities

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

About this property

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

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Property Type

Anna Maria Island House

"Review of an Excellent Rental"
Reviewed April 19, 2019

The house is in a great location and is well equipped. Beach is only a few minutes away. The free trolley, which serves the entire island, is about a 5 minute walk.Supermarket and drug stores are nearby. ...

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Beach Condo Steps to Beach & Dock, Fully equipped kitchen! A/C BBQ Wifi Bayview

$91

per night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Oceanfront

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. You will even see a "fully sanitized" ...

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Property Type

Anna Maria Island Condo

"Delightful space!"
Reviewed September 26, 2019

Our kids booked us an anniversary weekend on Anna Maria Island, our favorite spot for so many reasons. Island Getaway is on a short block halfway between the gorgeous Gulf and the inter coastal waterway. ...

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Southern Comfort

3 BR | 2 BA | Sleeps 6 | Quick View

$184

per night

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Key Amenities

  • Air Conditioning
  • Pet Friendly
  • Private Pool

About this property

Southern Comfort is a private, single family home centrally located in Holmes Beach. This gorgeous 3 bedroom 2.5 bath vacation rental offers a private heated pool, front and rear balconies, gas BBQ grill, tropical landscaping, one car garage and much more! Just a brief 4 minute stroll to the pristine ...

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Property Type

Anna Maria Island House

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Casa Amiga

4 BR | 4 BA | Sleeps 10 | Quick View

$449

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

CASA AMIGOS is a brand new construction home that features 4 bedrooms and 4.5 bathrooms and a fantastic location-just a 10 minute stroll to the White sandy beaches of BEAN POINT on the coveted north end of Anna Maria. Less than 5 minutes walk to Pine Ave where you can grab your morning coffee, take the ...

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Property Type

Anna Maria Island House

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Casita Marina - 11103

2 BR | 2 BA | Sleeps 6 | Quick View

1

$164

per night

View Details

Key Amenities

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

About this property

This classic home located on the North End of Anna Maria Island is the perfect home for your tropical beach vacation. The beautiful Anna Maria beach is across the street about 100 steps away! The home is a legal duplex (11101+11102 Gulf Drive). This unit has two bedrooms and two bathrooms. The Kitchen ...

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Property Type

Anna Maria Island Condo

"This is a Charming Beach Cottage"
Reviewed February 28, 2019

This duplex has been completely renovated inside with a nice kitchen and bathrooms. It is a perfect location in the quiet northern end of AMI. It is within walking distance to restaurants and the beach ...

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Villa Del Mar

4 BR | 4 BA | Sleeps 10 | Quick View

$504

per 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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Turtle Cottage - Anna Maria Island

$220

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool
  • Rentals by Owner

About this property

Great 1 bedroom, 1 bathroom cottage on the quiet north end of the island. The house is conveniently located and within walking distance (two short blocks) to the beach and close to the intersection of Gladiolus Street/Alamanda Road. This great getaway sleeps up to 4.The space:The cottage has an ...

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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

LAST MINUTE DEAL 6/23 - 7/18: July 11-18, 2020 is available for immediate booking. Discount applied for 6 or 7 night stay. HURRY

Distance to beach: 2 miles to Manatee Beach

$129

per 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

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DEAL
2203 Ave C Bradenton Beach on Anna Maria Island

$357

per night

View Details

Key Amenities

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

About this property

This is a fully-equipped vacation rental:All bed and bath linen are provided. There are bath towel sets for each guest and hairdryers in each bathroom.The kitchen is fully equipped for 10 guests with seating for 12. Every small appliance is provided. Like coffee? There are Keurig, drip, french ...

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Property Type

Anna Maria Island Townhome

"Great home away from home!"
Reviewed October 6, 2018

My friends and I came to Anna Maria Island to get some much needed rest and relaxation, and this rental was the perfect place. The location is awesome, as it is walking distance from the beach. But who ...

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ALECASSANDRA VACATION VILLAS, Your Family Reunion Accommodation

$200

per 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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Tranquil Waterfall and Koi pond nestled in tropical gardens across from aqua gul

Key Amenities

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

About this property

These charmed filled cottages are a writters dream. We offer 1 and 2 bedroom units. Each have queen size pillow tops. Full size kitchens and appliances Full bathrooms. The property is gated for privacy. The beach is just steps away. The island offers a free trolley service , many wonderful ...

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Property Type

Anna Maria Island Cottage

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'Searenity' Stand Alone Home steps from beach!

2 BR | 2 BA | Sleeps 4 | Quick View

1

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

$93

per 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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SMUGGLER'S COVE RESORT-Private Beach Access

$129

per 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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Beautiful super private tropical garden home with waterfall pool

$257

per night

View Details

Key Amenities

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

About this property

NOTE - Our home is ONLY available for FULL WEEK RENTALS, or longer.From mid-December through August our home is ONLY available from SATURDAY to SATURDAY. During the off season in the fall we can make exceptions to this policy.PRIVATE ISLAND PARADISE - Completely remodeled in 2019, this custom ...

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Property Type

Anna Maria Island House

"Private and Gorgeous Tropical Paradise Home"
Reviewed June 25, 2020

This home is an exceptional island paradise destination, and this was our best vacation to date. We are already looking forward to returning next summer. Kent and Pa are like family now, and the lines ...

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

$307

per 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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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

$150

per 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

1

$129

per 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

"Just what the Doctor ordered"
Reviewed October 7, 2019

This was the best vacation I have had in a few years. It was so easy to schedule - Libby the cottage manager was excellent and so accommodating. The cottage was charming, very clean, and well equipped ...

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Stunning Luxury Beachfront House W/Pool &Spa

$600

per 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

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Paradise Beach House

6 BR | 6 BA | Sleeps 14 | Quick View

$449

per night

View Details

Key Amenities

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

About this property

Stunning 6 bed 6.5 bath ~ Spectacular Pool & Spa ~ Walk to the beach and shops ***** IF YOU WOULD LIKE TO RENT FOR LESS THAN 7 DAYS PLEASE CONTACT US AT ***** Paradise Awaits Beach House ~ Be one of the first to enjoy this brand new 6 bedrooms, 6.5 bathrooms beach home that sleeps up to 14 and is ...

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Property Type

Anna Maria Island House

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Summer Retreat

4 BR | 4 BA | Sleeps 12 | Quick View

$362

per night

View Details

Key Amenities

  • Air Conditioning
  • Private Pool

About this property

Summer Retreat is an absolutely amazing, new custom luxury home nestled in the quiet residential area in the heart of Bradenton Beach. Offering 4 bedrooms/4.5 bathrooms. Each bedroom has a private bathroom. There is also a kids gaming room with Xbox and an arcade game. You will find that this home has ...

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Property Type

Anna Maria Island House

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Gone Coastal 3 Beautiful Family and Pet Friendly Home

$243

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • 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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Seahorse Beach House

4 BR | 3 BA | Sleeps 8 | Quick View

$299

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

202 81 st Street - Holmes Beach - Fl 34217 This Beautiful new 4 bedroom 3 bathroom home 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 heated pool in your own backyard oasis. This house has every luxury you could ...

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Property Type

Anna Maria Island House

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Island Nautilus

3 BR | 2 BA | Sleeps 8 | Quick View

$184

per night

View Details

Key Amenities

  • Air Conditioning

About this property

This second floor newly renovated 3-bedroom 2-bathroom condominium is your perfect vacation destination complete with a shared heated pool, private elevator, gas grill and only a two minute walk from the white sandy beaches. Island Nautilus features a living room with 50” smart, flat screen TV, ...

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Property Type

Anna Maria Island Apartment

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Runaway Bay 201

2 BR | 2 BA | Sleeps 6 | Quick View

$133

per night

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Key Amenities

  • Air Conditioning
  • Pool

About this property

OVERVIEW Runaway Bay condominium located on northern Bradenton Beach, is a comfortable two bedroom, two bath second level condo located in a very popular complex. Runaway Bay is a bayfront complex unit 201 is only a few steps away from the beautiful beaches offering you all of the conveniences you would ...

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Property Type

Anna Maria Island Apartment

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Conch Out Beach House

4 BR | 3 BA | Sleeps 10 | Quick View

$329

per night

View Details

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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Beach Bliss

3 BR | 3 BA | Sleeps 6 | Quick View

$225

per night

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About this property

Incredible 3 Bed 3 Bath bungalow, Minutes From The Beach With Backyard OasisSpecial Rate does not include thanksgiving Christmas of New Years week This beautiful 3 bedroom 3 bathroom Bungalow is only minutes from the white sands beach of Anna Maria Island. Only a minute walk to the nearest free ...

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Property Type

Anna Maria Island House

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Resting Beach Place

2 BR | 2 BA | Sleeps 6 | Quick View

$199

per night

View Details

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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Escape the Madness

2 BR | 2 BA | Sleeps 6 | Quick View

2

$175

per night

View Details

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

"Just what we needed!"
Reviewed November 4, 2019

Howard, your place is fantastic! Great location on Bean Point, and the house was well equipped with everything we wanted for the beach, in the kitchen, and even towels and linens- perfect! Thank you for ...

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Flip Flops Forever

5 BR | 3 BA | Sleeps 10 | Quick View

1

$255

per night

View Details

Key Amenities

  • Air Conditioning
  • Pet Friendly
  • Private Pool

About this property

Overview Flip Flops Forever is a traditional Florida home just steps from the beach nestled in the quiet residential area in the heart of Holmes Beach. Offering 5 bedrooms/3 bathrooms. Flip Flops Forever is located in the perfect location for a great family vacation. Only a few seconds walk (around 200 ...

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Property Type

Anna Maria Island House

"good location, across the street from the beach."
Reviewed March 25, 2019

Overall a wonderful experience. The beach is about a block from the house, close enough to not mind running back for bathroom or snacks. There are a few buckets and beach toys included, we left a few more. ...

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Dolphin Cottage - Pet-friendly and very close to beach!

$271

per night

View Details

Key Amenities

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

About this property

Update Friday, May 22, 2020: Manatee County submitted plan to State of Florida to allow vacation rentals and Florida DBPR approved! Beach is waiting for you!Dolphin Cottage, our 'little house' on Anna Maria Island, is a cozy, charming old-Florida home with 3 bedrooms and 1 bathroom - perfect for ...

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Property Type

Anna Maria Island House

"Love the Dolphin Cottage!"
Reviewed April 23, 2019

This is where you want to stay at the beach for a quiet old Florida experience. A beautiful beach is less than a block away where you can enjoy shade under the old Australian pines. The cottage is clean, ...

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Jacaranda

3 BR | 2 BA | Sleeps 8 | Quick View

$199

per night

View Details

Key Amenities

  • Air Conditioning
  • Pet Friendly
  • Private Pool

About this property

766 Jacaranda Road - Anna Maria- fl -34218 Unique 3 bedroom 2 baths with an upstairs bonus room close to the beautiful beaches if Bean Point and the Amazing Pine Ave.This beautiful 3 bedrooms 2 bathroom single family home is minutes from the white sands beach of Anna Maria Island. Only a short walk ...

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Property Type

Anna Maria Island House

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SO CLOSE to the Beach w/Heated Pool ~ Beach Please!

$139

per night

View Details

Key Amenities

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

About this property

ATTENTION: We offer 2 different units for rent. A total of 4 bedrooms are available and we can sleep up to 12 guests!For all the most up to date rates and availability please visit our main website. Click OWNER INFO and there you will find the links to each of our rentals. Thank you!Beach Please ...

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Property Type

Anna Maria Island House

"Perfect location"
Reviewed October 9, 2019

Julie was great to work with and responded very promptly to questions. The property was exactly as presented. The property was clean and inviting. Everyone in our party loved it. Additional information ...

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Almost Beach Apartments

2 BR | 1 BA | Sleeps 5 | Quick View

1

$90

per night

View Details

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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King bed suite, Queen sleep sofa, New Kitchen, Lanai WiFi Cable No limit calling

$84

per night

View Details

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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Mermaid's Crossing

4 BR | 3 BA | Sleeps 10 | Quick View

1

$299

per night

View Details

About this property

At 4 bedrooms and 3 full bathrooms, this is one of the most charming rentals on Anna Maria Island!! Located a few houses from the beach, it is only a two minute walk until white powdery sand is between your toes! Easy on the kids and even easier on you! Around the corner from restaurants, pubs & stores ...

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Property Type

Anna Maria Island House

"Yearly family vacation"
Reviewed May 20, 2019

Location was good with only a short walk to the beach and in a quiet location. House was clean and there was plenty of room for the group. Lots of pool and beach toys for us and the kids. The pool needed ...

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Villa Verde

3 BR | 2 BA | Sleeps 6 | Quick View

$204

per 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

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307 65th Street

5 BR | 4 BA | Sleeps 10 | Quick View

2

$399

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

This stunning brand newly built and decorated 5 bedroom 4 bath home is just steps from the sparkling white sandy beaches of the Gulf of Mexico. Located in prime Holmes Beach you are with in walking distance to the award winning Beach Bistro and many other restaurants, live music , bars and more. The ...

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Property Type

Anna Maria Island House

"Just Like Home!!!"
Reviewed December 22, 2019

This property is everything you see…we had a huge family (10) have an opportunity to stay at this beautiful property. Once you opened the door to walk in you immediately knew it wasn’t like other beach ...

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Angel Sea

6 BR | 3 BA | Sleeps 12 | Quick View

$299

per night

View Details

About this property

This ideally located 6 Bedroom 3.5 Bathroom is an amazing place to escape and unwind. It is the perfect place to get away with friends or family, offering a large open floor plan and multiple outdoor sitting area. This little piece of paradise is centrally located to everything you could desire, it ...

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Property Type

Anna Maria Island House

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Steps To Beach. Fishing Dock Gas Grill WiFi Sparkling Clean! Walk to activities!

$71

per night

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Key Amenities

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

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. Readon 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 "fully sanitized" ...

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Property Type

Anna Maria Island Condo

"Wonderful vacation!"
Reviewed June 12, 2020

My husband and I stayed in Unit #3 from May 19th through May 24th. I can not say enough about the property, the owner and his housekeeping staff! The unit was so clean and comfortable. The California king ...

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Ocean View

6 BR | 5 BA | Sleeps 12 | Quick View

$449

per 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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Turtle's Bay

3 BR | 3 BA | Sleeps 6 | Quick View

1

$279

per night

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Key Amenities

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

About this property

This brand new 3 bedroom 3.5 bathroom + den . This 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 salt water heated pool in your own backyard oasis. This house has every luxury you could want, Flat screen TV’s, ...

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Property Type

Anna Maria Island House

"Beautiful Property"
Reviewed September 23, 2018

Visiting Anna Maria Island was amazing!! The weather was beautiful and the home was beautiful too!! I would definitely come back to visit this area.

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

$157

per 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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Starfish Cove

3 BR | 2 BA | Sleeps 6 | Quick View

1

$199

per night

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Key Amenities

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

About this property

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 Cove is a luxurious and welcome retreat in ...

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Property Type

Anna Maria Island House

"Great location"
Reviewed June 14, 2020

We had a great time in Holmes Beach. The Property worked really well for us, 2 blocks from the beach, pool area is great, the house has enough space for family of 4. We will be back!

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Surf Side Beach House

5 BR | 4.5 BA | Sleeps 12 | Quick View

$399

per night

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Key Amenities

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

About this property

6605 Gulf Drive, Holmes Beach - FL - 34217 5 bedroom, 4.5 bathroom with pool/spa, gulf views minutes from beach.Special rate does not include holiday periods and is only good for a 7 day rentalThere was no expensive spared building this stunning 5 bedroom 4.5 bathroom home . With 11 foot ceilings ...

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Property Type

Anna Maria Island House

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

$114

per night

View Details

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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225 Bradenton Beach Club

3 BR | 2 BA | Sleeps 8 | Quick View

$179

per night

View Details

Key Amenities

  • Air Conditioning
  • Pool

About this property

Bradenton Beach Club is a beautiful Gulf to Bay property that is 1/2 a block away from the beautiful beaches offering you all of the convinces you would want in an island stay. This beautiful townhouse sleeps up to eight people with 2 1/2 bathrooms, full laundry, elevator, garage, and large private, screened ...

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Property Type

Anna Maria Island Villa

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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!