Anna Maria Island Vacation Rentals

(158 rentals)
Costa Lotta

3 BR | 3 BA | Sleeps 6 | Quick View

$496

avg/night

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Key Amenities

  • Air Conditioning
  • Private Pool

About this property

OverviewCosta Lotta is "home away from home”. All the amenities you will need in this 2100 sq. ft. home. Costa Lotta is the perfect vacation spot for relaxation on Anna Maria Island! Just 200 steps and you are on a gorgeous, white sandy beach looking at the spectacular Gulf of Mexico! Walking ...

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Property Type

Anna Maria Island House

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Runaway Bay 201

2 BR | 2 BA | Sleeps 6 | Quick View

$250

avg/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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ALECASSANDRA VACATION VILLAS, Your Family Reunion Accommodation

$362

avg/night

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Key Amenities

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

About this property

Ideal Location - Family Reunion Accommodation 1 Property - 2 - Buildings - 5 Individual Villas - Sleeping for 30The Alecassandra Vacation Villas is a small 10 bedroom vacation resort that is family owned by Nick and Vicki Zec and named after our children Alec & Cassandra. When renting entire ...

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Property Type

Anna Maria Island Villa

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SunSet Azul

2 BR | 1 BA | Sleeps 4 | Quick View

2

$215

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Pool

About this property

OVERVIEW Sunset Azul is a fully updated 2 bedroom 1 bath gulf side ground level villa on the southern end of Holmes Beach. This unit has been updated and is comfortably furnished. It's quiet, yet close to shopping, restaurants and trolley stops. Best of all, this unit is only a few short steps to the ...

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Property Type

Anna Maria Island Apartment

"Loved my Stay Can't wait to return!!!"
Reviewed September 25, 2020

I loved my stay at Azul at Sunset Vistas so much, I'm bugging Diane for the colors of the walls because they were gorgeous! The unit feels fresh and updated, super clean, and was only half a block to the ...

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Island Dream

3 BR | 2 BA | Sleeps 6 | Quick View

2

$332

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Pet Friendly
  • Private Pool

About this property

Overview Island Dream is a recently updated custom home nestled in the quiet residential area in the heart of Holmes Beach. Offering 3 bedrooms / 2 bathrooms. You will find that this home has everything you need for your perfect Anna Maria Island vacation! From the brand new (2018) luxurious heated pool ...

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Property Type

Anna Maria Island House

"GREAT POOL AND HOT TUB"
Reviewed August 13, 2019

We loved the Pool and Hot Tub. Home was well maintained and stocked with much of what we needed. A little further from the beach to walk, but close to many other restaurants,walking or driving.

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Summer Breeze

4 BR | 3 BA | Sleeps 8 | Quick View

$467

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Pet Friendly
  • Private Pool

About this property

Overview Summer Breeze is a custom home nestled in the quiet residential area in the heart of Holmes Beach. Offering 4 bedrooms/3.5 bathrooms. There is also a Den where the kids can hang out with a TV and Queen Sleeper sofa. You will find that this home has everything you need for your perfect Anna Maria ...

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Property Type

Anna Maria Island House

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Summer Retreat

4 BR | 4 BA | Sleeps 12 | Quick View

$856

avg/night

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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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Casita Marina - 11103

2 BR | 2 BA | Sleeps 6 | Quick View

2

$258

avg/night

View Details

Key Amenities

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

About this property

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

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Property Type

Anna Maria Island Condo

"Great Location"
Reviewed August 12, 2020

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

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

2 BR | 1 BA | Sleeps 4 | Quick View

7

Distance to beach: 0.2 miles to Bean Point Beach

$225

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

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

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Property Type

Anna Maria Island House

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

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

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

$243

avg/night

View Details

Key Amenities

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

About this property

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

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Property Type

Anna Maria Island House

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

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

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Waterfront! Save $200/nt til 1/31! Stunning Bay view! Beach 1/2 block away!

2 BR | 1 BA | Sleeps 4 | Quick View

Distance to beach: 120 yards to 1/2 block stroll

$425

avg/night

View Details

Key Amenities

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

About this property

Avail for 1st time in nearly 2 years after being used by our family!Act fast, at this sale rate won't be available long! Never again will rates be lower!Rest assured that before you arrive, every surface has been sanitized. You will even see a "fully sanitized" sign on door knob and ...

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Property Type

Anna Maria Island Bungalow

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

3 BR | 2 BA | Sleeps 6 | Quick View

3

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

$398

avg/night

View Details

Key Amenities

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

About this property

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

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Property Type

Anna Maria Island Townhome

"Amazing place"
Reviewed September 3, 2020

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

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Gulf Sound - A

3 BR | 1 BA | Sleeps 6 | Quick View

$240

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Pool

About this property

OverviewGulf Sound is a gulf side, ground level tri-plex located on Gulf Drive in the southern end of Holmes Beach. Unit A at Gulf Sound is the southern unit. It is a two bedroom, one bath that will sleep six people. The unit has been updated and is comfortably furnished. It's quiet, yet close to ...

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Property Type

Anna Maria Island Cottage

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Villa Del Mar

4 BR | 4 BA | Sleeps 10 | Quick View

$586

avg/night

View Details

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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Casita Marina - 11101

3 BR | 2.5 BA | Sleeps 8 | Quick View

$293

avg/night

View Details

Key Amenities

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

About this property

This classic home located on the North End of Anna Maria Island is the perfect home for your tropical beach vacation. The beautiful Anna Maria beach is across the street about 100 steps away! The home is a legal duplex. This is the larger unit and has three bedrooms and 3.5 bathrooms. The kitchen has ...

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Property Type

Anna Maria Island House

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225 Bradenton Beach Club

3 BR | 2 BA | Sleeps 8 | Quick View

$343

avg/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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Ground Floor Two Bedroom Condo Steps to Gulf of Mexico and Bay

2 BR | 2 BA | Sleeps 4 | Quick View

2

Distance to beach: 75 feet to Anna Maria

$229

avg/night

View Details

Key Amenities

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

About this property

This ground level walk out two bedroom two bath condo has just been totally renovated and recently redecorated. The condo features a comfortal coastal style that has been decorated by the owner. The condo sits midway between the Bay of Sarasota and the Gulf of Mexico. Runaway Bay offers many amenities ...

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Property Type

Anna Maria Island Condo

"Absolutely perfect!"
Reviewed December 1, 2020

We just left Michael's absolutely fantastic condo in Runaway Bay. This condo has everything you could possibly need. Michael doesn't skimp on anything. There are more towels, sheets, dishes pots, pans, ...

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Red Fish Cottage

3 BR | 2 BA | Sleeps 6 | Quick View

$275

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Rentals by Owner

About this property

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

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Property Type

Anna Maria Island Cottage

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Kickback Cabana

3 BR | 2 BA | Sleeps 6 | Quick View

2

$406

avg/night

View Details

Key Amenities

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

About this property

This large single-family home located in Holmes Beach on Anna Maria Island is the perfect spot to spend your next beach vacation. With 2 king bedrooms and a large 3rd bedroom with a queen bed and a single bunk bed, there is plenty of space for everyone. This home has just been completely repainted and ...

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Property Type

Anna Maria Island House

"Nice Getaway"
Reviewed September 25, 2020

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

$478

avg/night

View Details

Key Amenities

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

About this property

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

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Property Type

Anna Maria Island Townhome

"Beautiful rental at wonderful Bradenton Beach"
Reviewed November 23, 2020

Jo and Jen are wonderful owners and went above and beyond to make sure our stay was wonderful. Grammie arrived first, and was there alone for hurricane Eta. Jen and Jo continually checked in to keep her ...

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

2 BR | 2 BA | Sleeps 5 | Quick View

8

Distance to beach: 2 miles to Manatee Beach

$194

avg/night

View Details

Key Amenities

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

About this property

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

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Property Type

Anna Maria Island Condo

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

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

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Absolute Anna Maria

2 BR | 2 BA | Sleeps 6 | Quick View

2

$294

avg/night

View Details

Key Amenities

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

About this property

Surrounded by water with the Gulf of Mexico to the west, the Intra-Coastal Waterway to the east, Tampa Bay to the north and Sarasota Bay to the south. We have the best location on Anna Maria Island where the island is only 150 yards wide. Our complex stretches from the Gulf to the Intra-Coastal Waterway. ...

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Property Type

Anna Maria Island Condo

"The beach was the best place to be ,very close clean"
Reviewed May 3, 2020

Do to the virus,I alone but made the best of my time,I did a-daily walk, went to pier ,then to that beach and then finally to the pool,every day

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Songbird Cottage

2 BR | 1 BA | Sleeps 5 | Quick View

3

$141

avg/night

View Details

Key Amenities

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

About this property

Staying here amplifies the feeling of Anna Maria Island with that old Florida feel. Instant relaxation in a quiet neighborhood yet near most everything. There are several [ok so I like bikes and actually there are 7] that you can lazily bike through the neighborhood in the AM or evenings to take in all ...

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Property Type

Anna Maria Island Cottage

"Cool Little House"
Reviewed September 8, 2020

Owner Joel was very helpful through the booking and even issues with bikes, he was always just a phone call or text message away, very responsive. House was very clean and had everything there you would ...

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Bermuda Bay Club 1467

3 BR | 2 BA | Sleeps 6 | Quick View

$314

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Pool

About this property

Overview Bermuda Bay is a beautiful Gulf to Bay property that is located directly across the street from the beautiful beaches offering you all of the conveniences you would want in an island stay. The complex has a large heated pool and spa, from the pool you can stroll down the boardwalk to the bay ...

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Property Type

Anna Maria Island Villa

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The Sandpiper

3 BR | 2 BA | Sleeps 6 | Quick View

$299

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

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Property Type

Anna Maria Island Apartment

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BBC Unit 246

4 BR | 2 BA | Sleeps 6 | Quick View

$299

avg/night

View Details

Key Amenities

  • Air Conditioning

About this property

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

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Property Type

Anna Maria Island Apartment

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The Orca

2 BR | 2 BA | Sleeps 4 | Quick View

$216

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Pet Friendly

About this property

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

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Property Type

Anna Maria Island Villa

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Island in the Sun

2 BR | 2 BA | Sleeps 6 | Quick View

$362

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Pet Friendly
  • Private Pool

About this property

WELCOME to “Island in the Sun” ...this newly renovated home on AMI offers charm, comfort, and luxury. Island in the Sun is located just one block south of Pine Ave and just a few flip flop steps away from the City Pier Bay Beach and the popular restaurant - The Waterfront. The City Pier Bay ...

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Property Type

Anna Maria Island House

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Blue Pearl

4 BR | 2 BA | Sleeps 9 | Quick View

$396

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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Crescent Palms

3 BR | 2 BA | Sleeps 8 | Quick View

$485

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Pet Friendly
  • Private Pool

About this property

Treat yourself to “Crescent Palms” on the north end of Anna Maria Island. This ground level, newly renovated and professionally decorated 3 bedroom, 2 bath beach house offers comfort, luxury, and relaxation. Crescent Palms is located on a quiet street- north of Pine Ave and just a few flip ...

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Property Type

Anna Maria Island House

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'Searenity' Stand Alone Home steps from beach!

2 BR | 1 BA | Sleeps 4 | Quick View

2

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

$306

avg/night

View Details

Key Amenities

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

About this property

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

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Property Type

Anna Maria Island House

"Location, Location, Location"
Reviewed December 3, 2020

Staying at Searenity was our best rental experience ever (and we travel a lot !!). Superhost Mark is so easy to work with: always available, quick responses, goes the extra mile to ensure your satisfaction. ...

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Emma's Cottage

4 BR | 2 BA | Sleeps 8 | Quick View

$816

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Pet Friendly
  • Private Pool

About this property

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

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Property Type

Anna Maria Island House

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Sun Plaza West Unit 204

2 BR | 2 BA | Sleeps 4 | Quick View

$258

avg/night

View Details

Key Amenities

  • Air Conditioning

About this property

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

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Property Type

Anna Maria Island Apartment

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Paradise on Park Ave

5 BR | 4 BA | Sleeps 8 | Quick View

$731

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Private Pool

About this property

Welcome to Paradise on Park Ave, one of our premier luxury rentals at Salty Mermaid Real Estate.This newer construction, West of Gulf Drive property offers the perfect location in The City of Anna Maria with no busy streets to cross. You and your little ones are only a few flip flop steps away from ...

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Property Type

Anna Maria Island House

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Hammock Daze

4 BR | 3 BA | Sleeps 8 | Quick View

$765

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Private Pool

About this property

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

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Property Type

Anna Maria Island House

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Crabby Coconut

3 BR | 2 BA | Sleeps 6 | Quick View

$506

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Pet Friendly
  • Private Pool

About this property

Welcome to “Crabby Coconut” on beautiful Anna Maria Island. Appropriately named, this ground level beach house offers all the charm, luxury and relaxation you expect from a memorable vacation on AMI. Find ease and relaxation the moment you arrive …this a charming beach house is pet ...

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Property Type

Anna Maria Island House

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Sand Dollar Villa

3 BR | 2 BA | Sleeps 6 | Quick View

$232

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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Pineapple Cottage

4 BR | 3 BA | Sleeps 8 | Quick View

$485

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Pet Friendly
  • Private Pool

About this property

Welcome to “Pineapple Cottage” – a beautifully updated ground level beach cottage located in the heart of Anna Maria City and just 1 block from all the shops, restaurants and fun on Pine Avenue. This charming cottage has been professionally decorated and offers all the luxuries you will ...

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Property Type

Anna Maria Island House

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SMUGGLER'S COVE RESORT-Private Beach Access

$155

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

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

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Property Type

Anna Maria Island Condo

"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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3 Mermaids

4 BR | 2 BA | Sleeps 8 | Quick View

$496

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Pet Friendly
  • Private Pool

About this property

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

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Property Type

Anna Maria Island House

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Willow Cottage

3 BR | 2 BA | Sleeps 8 | Quick View

$462

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Pet Friendly

About this property

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

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Property Type

Anna Maria Island House

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Zen Gardens

3 BR | 2 BA | Sleeps 8 | Quick View

$647

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Pet Friendly

About this property

Welcome to Zen Gardens on beautiful AMI. BIG NEWS: a brand new, full sized pool and spa was installed this fall and is ready for your use. Zen Gardens is located just north of Pine Ave - and 1 house from the beach - in the City of Anna Maria. This property offers a beachy bohemian vibe and has all you ...

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Property Type

Anna Maria Island House

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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

$205

avg/night

View Details

Key Amenities

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

About this property

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

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Property Type

Anna Maria Island Cottage

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

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

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

$382

avg/night

View Details

Key Amenities

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

About this property

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

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Property Type

Anna Maria Island House

"Wonderful!"
Reviewed January 3, 2021

Our family tradition is to stay on Anna Maria for the Christmas Holiday. This was the first time we rented a house and WOW!! LOVED IT!! It was wonderful to be so close to restaurants and have the choice ...

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Walker Beach Cottage

2 BR | 2 BA | Sleeps 4 | Quick View

5

$155

avg/night

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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

"Comfy"
Reviewed December 20, 2020

We were very pleased with our cottage rental. The path to the beach was close and the beach was beautiful. Lots of equipment for the beach, too. The cottage was very well equipped. The king bed was very ...

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AMI Waterfront Bradenton Beach Condo w Pool!

$167

avg/night

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Key Amenities

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

About this property

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

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Property Type

Anna Maria Island Condo

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

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

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Stunning Luxury Beachfront House W/Pool &Spa

$869

avg/night

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Key Amenities

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

About this property

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

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Property Type

Anna Maria Island House

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

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

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Sunny & Share

4 BR | 2 BA | Sleeps 10 | Quick View

$460

avg/night

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Key Amenities

  • Air Conditioning

About this property

Welcome to Sunny & Share!!! Beautiful, completely updated 4 bedroom 2 bathroom house, with lush tropical feel and plenty of privacy. Nestled at the end of the street, yet only 2 short blocks to the white sandy beaches, (a 3 min walk!). The house has many features, such as a private heated pool & ...

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Property Type

Anna Maria Island House

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Salt Air East

2 BR | 2 BA | Sleeps 6 | Quick View

$290

avg/night

View Details

Key Amenities

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

About this property

Relax and unwind in this gorgeous, newly renovated 2 bedroom, 2 bath home close to everything!Salt Air East villa, located only a short walk to the powdery white sandy beach of the Gulf of Mexico and ½ a mile from historic Pine Avenue on Anna Maria Island.Not in the mood for the beach? ...

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Property Type

Anna Maria Island House

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Angel Sea

6 BR | 3 BA | Sleeps 12 | Quick View

$633

avg/night

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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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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!