Anna Maria Island Vacation Rentals

(169 rentals)
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SMUGGLER'S COVE RESORT-Private Beach Access

$129

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

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

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Property Type

Anna Maria Island Condo

"our Florida peaceful time"
Reviewed February 28, 2021

such a peaceful quiet place going one way or the other. one way there is the beach the other way the peaceful garden by the bay. totally relaxing.

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

$299

avg/night

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Key Amenities

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

About this property

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

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Property Type

Anna Maria Island House

"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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ALECASSANDRA VACATION VILLAS, Your Family Vacation Accommodations

$138

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • 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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Villa Del Mar

4 BR | 4 BA | Sleeps 10 | Quick View

$707

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Cool and calming tiled floors, modern furnishings, and updated appliances give this vacation home an air of Tommy Bahama feel. We know how exhausting and stressful traveling can be so don’t feel an ounce of guilt if the second thing you do is plop down on the living room’s couch and switch ...

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Property Type

Anna Maria Island House

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Suite #4 – Garden Views. NEW LISTING! Sailfish Gulf Suites #4, Garden

$190

avg/night

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Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly

About this property

Sailfish Gulf Suites is a Gulf front, Old Florida style ground levelaccommodation which guarantees your most memorable beach vacation!  Sailfish Gulf Suites is comprised of 4 separate suites.  Suite 4 hasgarden views and is  just a few steps to the beach. It features 1bedroom ...

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Property Type

Anna Maria Island Cottage

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2 bedroom + den with wet bar. 2 en-suite bath plus half bath. Jetted spa pools

$286

avg/night

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Key Amenities

  • Air Conditioning
  • Kid Friendly
  • Private Pool

About this property

All brand new, sparkling duplex. Coastal modern design. Heated salt water Spa pools. Great amenities. Price quoted is for each side. Both side can be rented together if available to make sleeping for 8.Side A:1 queen, 1 king, daybed with 2 twin mattresses in den. Private en-suite in each bedroom. ...

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Property Type

Anna Maria Island Villa

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Suite #3 – Garden Views. NEW LISTING! Sailfish Gulf Suites #3, Modern

$190

avg/night

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Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly

About this property

Sailfish Gulf Suites is a Gulf front, Old Florida style ground levelaccommodation which guarantees your most memorable beach vacation!  Sailfish Gulf Suites is comprised of 4 separate suites.  Suite 3 hasgarden views and is  just a few steps to the beach. It features 1bedroom ...

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Property Type

Anna Maria Island Cottage

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AMI Waterfront Beach Condo w Pool!

$179

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

"Vacation Anna Maria Island"
Reviewed May 31, 2021

Oh what a fantastic place! Right on the water at Cortez Bridge, walk to the beach, walking path down to Bridge Street what a fun place! We had a fantastic time, we golfed we went fishing we rode bikes to ...

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Absolute Anna Maria

2 BR | 2 BA | Sleeps 6 | Quick View

3

$214

avg/night

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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

"Excellent vacation rental"
Reviewed March 1, 2021

We thoroughly enjoyed our stay and the beach is so beautiful and a stones throw away. We had no problems whatsoever and any maintenance that came up, which was literally nothing more than a screen door, ...

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Suite #2 – Gulf Front Views. NEW LISTING! Sailfish Gulf Suites #2, Beachfront

$218

avg/night

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Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly

About this property

Sailfish Gulf Suites is a Gulf front, Old Florida style ground levelaccommodation which guarantees your most memorable beach vacation!  Sailfish Gulf Suites is comprised of 4 separate suites.  Suite 2 hasdirect views of the Gulf of Mexico and is  just a few steps to thebeach. It ...

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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

9

Distance to beach: 2 miles to Manatee Beach

$129

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

"Beautifully Appointed and Thoughtfully Stocked"
Reviewed February 18, 2021

We came for 6 weeks and plan to return! Solid construction. High end appliances and cooking gadgets, and extremely comfortable furniture, too. Owners extremely responsive to any questions or needs. We ...

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Shell House- Seconds to the beach! Clean, cozy, & spacious

$356

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Rentals by Owner

About this property

Less than a minute stroll to the beach!Watch the sunset from the house!Shell House is a two-story, 3-bed, 2-bath, multi-level fun-house on a large shady lot in a quiet residential neighborhood only two blocks from popular shopping & dining.Two king beds and one queen in the three bedrooms ...

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Property Type

Anna Maria Island House

"My retirement vacation"
Reviewed April 9, 2021

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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Sirenia Cove - Pool Hot Tub Dock Backyard Beach Steps to Gulf

$549

avg/night

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Key Amenities

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

About this property

Minimum Stays Required Based on Dates - Inquire DirectlySirenia Cove as seen on Sense of Place Travel Show - check out our episode on our website -Some highlights: New pool terrace Resurfaced and newly tiled pool New Dock Hot Tub Outdoor Shower Backyard Beach Hammock Refurbished Outdoor ...

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Property Type

Anna Maria Island House

"Such a perfect place for our entire family"
Reviewed February 11, 2021

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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Edge of Paradise at Margaritaville

3 BR | 3 BA | Sleeps 7 | Quick View

7
Owner special: Entire month of Sept. for $5,500 all in! Includes access to 2 more pools, club house, fitness center

Distance to beach: 1 miles to Manatee beach

$199

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

"Great stay!"
Reviewed April 23, 2021

Condo is gorgeous, and located in a great spot. Our entire family ages 68-13 had a wonderful time. We will be back!

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Casita Marina - 11101

3 BR | 2.5 BA | Sleeps 8 | Quick View

$270

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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Ann’s House

2 BR | 2 BA | Sleeps 5 | Quick View

$230

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • 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

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Suite #1 – Gulf Front Views. NEW LISTING! Sailfish Gulf Suites #1, Beachfront

$218

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly

About this property

Sailfish Gulf Suites is a Gulf front, Old Florida style ground levelaccommodation which guarantees your most memorable beach vacation!  Sailfish Gulf Suites is comprised of 4 separate suites.  Suite 1 hasdirect views of the Gulf of Mexico and is just a few steps to thebeach. It ...

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Property Type

Anna Maria Island Cottage

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

3 BR | 2 BA | Sleeps 6 | Quick View

4

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

$233

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

"ABN’B"
Reviewed June 19, 2021

Stayed at the New Flamingo on Anna Marie Island for my youngest son’s beach wedding. My pastor and his wife came along as well and my oldest son and his wife. We had never stayed in an Airbnb before so ...

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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

14

Distance to beach: 0.2 miles to Bean Point Beach

$231

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

"Paradise"
Reviewed May 25, 2021

Wonderful home in great location. Short walk to gorgeous beach. Nice heated pool is refreshing after day at beach. Highly recommend

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

$436

avg/night

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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

"What a great house and haveing th owners right next door was a real treat."
Reviewed May 28, 2021

Joe and Jan were wonderful hosts and we will be booking this same unit again even later this year. We want to return not just because the house was fantastic but our hosts are really great people. They ...

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Seaduction - 400 steps to beach

$207

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • 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

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Casita Marina - 11103

2 BR | 2 BA | Sleeps 6 | Quick View

2

$190

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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LaCasa Costiera

3 BR | 3 BA | Sleeps 6 | Quick View

About this property

Located in a friendly residential are of Holmes Beach on Anna Maria Island, La Casa Costiera is situated perfectly on the Gulf of Mexico. It has a quiet and soothing atmosphere, and offers privacy and tropical charm. An outside fireplace and grill and heated swimming pool are provided for your comfort. ...

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Property Type

Anna Maria Island Condo

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Hammock Daze

4 BR | 3 BA | Sleeps 8 | Quick View

$660

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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Sun Plaza West Unit 204

2 BR | 2 BA | Sleeps 4 | Quick View

$216

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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Crescent Palms

3 BR | 2 BA | Sleeps 8 | Quick View

$433

avg/night

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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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Shore Beats Work

3 BR | 2 BA | Sleeps 8 | Quick View

$541

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Pet Friendly

About this property

Shore Beats Work … yes, the name says it ALL! Welcome to this elevated sweet and cozy beach home located on North Shore Drive in the north end of Anna Maria Island. This property offers a fantastic location, comfortable accommodations, decks with partial views of the gulf sunsets and a heated private ...

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Property Type

Anna Maria Island House

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'Searenity' Stand Alone Home steps to beach SAVE!!!!!!!!!!

2 BR | 1 BA | Sleeps 4 | Quick View

3

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

$142

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

"Fun in the Sun"
Reviewed March 11, 2021

We had a Great week of fun in the sun. The condo was as advertised and Mark was very easy to work with before, during and after our trip! Walking distance to the beach and several restaurants.

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Magnolia Gardens B

1 BR | 1 BA | Sleeps 2 | Quick View

$172

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Pet Friendly
  • Pool

About this property

Magnolia Gardens BLocation, Location, Location…these three words say it all when describing Magnolia Gardens Unit A & Unit B, the newest additions to our family at Salty Mermaid Vacation Rentals. This Anna Maria Island Duplex can be rented individually or together and is just a few blocks ...

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Property Type

Anna Maria Island Apartment

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Villa Castano

2 BR | 1 BA | Sleeps 4 | Quick View

$205

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Pool
  • Private Pool

About this property

Welcome to "Villa Castano" on gorgeous Anna Maria Island. This ground level 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 Comfort the moment you arrive. You will be greeted by an open ...

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Property Type

Anna Maria Island Apartment

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Willow Cottage

3 BR | 2 BA | Sleeps 8 | Quick View

$380

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Pet Friendly
  • Private Pool

About this property

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

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Property Type

Anna Maria Island House

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Crabby Coconut

3 BR | 2 BA | Sleeps 6 | Quick View

$493

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Private Pool

About this property

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

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Property Type

Anna Maria Island House

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The Sandpiper

3 BR | 2 BA | Sleeps 6 | Quick View

$264

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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Zen Gardens

3 BR | 2 BA | Sleeps 8 | Quick View

$533

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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Sand Dollar Villa

3 BR | 2 BA | Sleeps 6 | Quick View

$201

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Pet Friendly

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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Island in the Sun

2 BR | 2 BA | Sleeps 6 | Quick View

$324

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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Magnolia Gardens A

3 BR | 1 BA | Sleeps 6 | Quick View

$326

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Pet Friendly
  • Pool

About this property

Magnolia Gardens ALocation, Location, Location…these three words say it all when describing Magnolia Gardens Unit A & Unit B, the newest additions to our family at Salty Mermaid Vacation Rentals. This Anna Maria Island Duplex can be rented individually or together and is just a few blocks ...

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Property Type

Anna Maria Island Apartment

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Emma's Cottage

4 BR | 3 BA | Sleeps 8 | Quick View

$716

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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Blue Pearl

4 BR | 2 BA | Sleeps 9 | Quick View

$340

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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Hello Sunshine

1 BR | 1 BA | Sleeps 4 | Quick View

$181

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

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Paradise on Park Ave

5 BR | 4 BA | Sleeps 8 | Quick View

$644

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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The Sea Grape

4 BR | 2 BA | Sleeps 6 | Quick View

1

$264

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"
Reviewed January 12, 2021

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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Pineapple Cottage

4 BR | 3 BA | Sleeps 8 | Quick View

$386

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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Beach Vacation at Angelinos Sea Lodge on Anna Maria Island

1 BR | 1 BA | Sleeps 4 | Quick View

2

Distance to beach: 100 feet to Beach onsite

$170

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

"Not your typical beachy scene"
Reviewed April 26, 2021

This location, with it's shady yard and Tiki feel, water features and sitting areas makes you relax and enjoy your stay. Bungalows are colorful and very clean with anything you might need for your stay. ...

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

$376

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

"Amazing house and location"
Reviewed January 25, 2021

Just back from Shady Palms and what a wonderful week we had. The house is just as pictured, better actually. The gulf is right outside the backdoor and the trees are just beautiful and it's very quiet. ...

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Walker Beach Cottage

2 BR | 2 BA | Sleeps 4 | Quick View

12

$137

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

"Loved It"
Reviewed April 26, 2021

The location was perfect, especially for a vacation with two little kids. Not much walking to get to the beach and we had everything we needed. We would go back in a heartbeat. The sunsets were beautiful ...

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The Blue Heron

2 BR | 1 BA | Sleeps 6 | Quick View

$217

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Pet Friendly

About this property

The Blue Heron is a cozy, newly renovated 2 bedroom 1.5 bath home located in the heart of Holmes Beach. Being only a Short distance to the beach access means you can walk there with your morning coffee, or drink in hand to enjoy the spectacular evening sunsets! The Blue Heron features a living room, dining ...

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Property Type

Anna Maria Island House

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

$143

avg/night

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Key Amenities

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

About this property

This non-smoking unit is over 900 sq ft with a screened in terrace complete with a quiet, peaceful view of the lagoon that flows through the center of the complex (see the pictures). Conveniently located close to Sarasota Airport (20 minutes) and the Tampa Airport (55 minutes). Also, close to major Florida ...

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Property Type

Anna Maria Island Condo

"Incredible Condo & Owner"
Reviewed September 16, 2020

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

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Relax at The Ulmer House...Right on the Beach...Gulf Views Everywhere!

$347

avg/night

View Details

Key Amenities

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

About this property

As you drive up to The Ulmer House, the landscape is natural, graceful and compliments the house in an authentic way. It feels like a compound from the street looking through the mature trees that surround a very large property and shield it from the view of the public. There is a very private and spacious ...

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Property Type

Anna Maria Island House

"wonderful home in a beautiful location!"
Reviewed July 23, 2019

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

$114

avg/night

View Details

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

"Location, location, location. What a wonderful place to vacation. Very nice accommodations."
Reviewed June 1, 2021

Wonderful place to stay. Great accommodations, a beautiful courtyard, a 1 minute walk to the beautiful beaches of Anna Maria Island

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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 15% over our competitors. Plus, we have a wide array of inventory appealing to any group size or traveler tastes. Happy planning!