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$125

2 BR / 2 BA / Sleeps 5

Palm Court Villas- 210 B Magnolia Ave, Anna Maria - Anna Maria vacation rentals
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$125

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Palm Court Villas- 210 B Magnolia Ave, Anna Maria

Anna Maria house
2 BR / 2 BA / Sleeps 5 | Quick view

Details

Palm Court Villas are located in the heart of Anna Maria Village with a short stroll to great local restaurants, shops and the Community Center. Beautiful white sand beaches are just one short block away. You have direct beach access to one of the best beaches on the Island. This section of beach has great shade trees…
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Dishwasher
  • Microwave
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$158

4 BR / 4 BA / Sleeps 10

The Cats Paw- 206 Palmetto Ave, Anna Maria - Anna Maria vacation rentals
1 / 28

$158

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The Cats Paw- 206 Palmetto Ave, Anna Maria

Anna Maria house
4 BR / 4 BA / Sleeps 10 | Quick view

Details

Bring the family and come enjoy our beautiful beaches! This 4BR/4BA elevated home is only one short block to the beach with direct beach access. This spacious home has plenty of room for family with 2 king size beds, a queen bed and two twins. Large, fully equipped kitchen, laundry room with washer/dryer, several …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Satellite or cable TV
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$104

2 BR / 1 BA / Sleeps 6

La Casita- 699 North Shore Dr, Anna Maria - Anna Maria vacation rentals
1 / 18

$104

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La Casita- 699 North Shore Dr, Anna Maria

Anna Maria house
2 BR / 1 BA / Sleeps 6 | Quick view

Details

This cute 2BR/1BA beach bungalow is on the Gulf side very close to the beach and located at the quiet north end of the Island. Direct beach access just a few properties away. Enjoy the gulf breezes from the screened lanai or the open brick paver patio. This bungalow has plenty of room to relax with a large living room…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Satellite or cable TV
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$136

3 BR / 2 BA / Sleeps 6

The Tree House- 124 Hammock, Anna Maria - Anna Maria vacation rentals
1 / 15

$136

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The Tree House- 124 Hammock, Anna Maria

Anna Maria house
3 BR / 2 BA / Sleeps 6 | Quick view

Details

Located at the quiet North end of Anna Maria this 3BR/2BA canal front home comes with exceptional views! There are two screened lanais, a boat dock and a garage. Brand new Kitchen with granite countertops and new appliances. Updated furnishings. There are two full size beds, one twin and a queen size bed. TV and DVD …
  • Washing Machine
  • Clothes Dryer
  • Satellite or cable TV
  • DVD Player
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$165

2 BR / 2 BA / Sleeps 6

Egrets Perch - 208 Palmetto Ave, Anna Maria - Anna Maria vacation rentals
1 / 24

$165

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Egrets Perch - 208 Palmetto Ave, Anna Maria

Anna Maria house
2 BR / 2 BA / Sleeps 6 | Quick view

Details

Updated home with Pool!! Elevated 2BR/2BA home with open floor plan and large screened lanai. One short block with direct access to the beautiful white sand beach. This home has been updated with wood flooring, new carpet and granite countertops. Enjoy the outside pool area with beautiful brick pavers and landscape. …
  • Shared outdoor pool (unheated)
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Garage
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$429

4 BR / 4 BA / Sleeps 10

Casa Bonita-230 Oak Avenue - Anna Maria vacation rentals
1 / 38

$429

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Casa Bonita-230 Oak Avenue

Anna Maria house
4 BR / 4 BA / Sleeps 10 | Quick view

Details

Casa Bonita located at 230 Oak Ave Anna Maria, FL is a brand NEW custom built home and new to vacation rentals. Come experience this very upscale private single family home on a quiet street in the City of Anna Maria on beautiful Anna Maria Island, FL. just a short stroll to the white sugar sand beaches on the Gulf of…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$100

2 BR / 2 BA / Sleeps 6

1 / 17

$100

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Herons Watch- 766 North Shore Dr, Anna Maria

Anna Maria house
2 BR / 2 BA / Sleeps 6 | Quick view

Details

This elevated 2BR/2BA home is located directly across from the beach at the quiet North end of the Island. Enjoy the gulf breezes from the large screened lanai. Fully equipped kitchen including a dishwasher. Laundry room with Washer/Dryer. Bed sizes are a Queen bed, two twin beds and a sleeper sofa. Updated …
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$365

4 BR / 4 BA / Sleeps 8

1 / 35

$365

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Blue Waters-230 Willow

Anna Maria house
4 BR / 4 BA / Sleeps 8 | Quick view

Details

Located at the prestigious north end of Anna Maria, Blue Waters on Willow Avenue is a beautiful private resort-style villa, just minutes walk from the gorgeous white sand beaches of Anna Maria Island and a few blocks away from the individual shops, restaurants and bars of Pine Avenue. This luxurious four bedroom four…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$157

2 BR / 1 BA / Sleeps 4

1 / 22

$157

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Heron - 706 Rose A

Anna Maria house
2 BR / 1 BA / Sleeps 4 | Quick view

Details

Welcome to the Heron located at 706 Rose unit A. This quaint 2 bedroom 1 bath duplex located on a quiet street on the north end of beautiful Anna Maria Island awaits the vacationer in you. Recently updated and all new furniture throughout will accommodate up to 4 people. There is a queen bed, 1 twin bed and a queen …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$294

3 BR / 2 BA / Sleeps 8

1 / 26

$294

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Paradise Pointe 411 Poinsettia

Anna Maria house
3 BR / 2 BA / Sleeps 8 | Quick view

Details

Paradise Pointe located in the quiet north end of beautiful Anna Maria awaits the vacationer in you. This picture perfect ground level three bedroom two bathroom vacation rental single family home is located on a lagoon canal and has a private heated pool & spa. Also, it is about 2 blocks to the Bean Pt and the best …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$157

2 BR / 1 BA / Sleeps 4

1 / 25

$157

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Dolphin - 706 Rose B

Anna Maria house
2 BR / 1 BA / Sleeps 4 | Quick view

Details

Welcome to the Dolphin located at 706 Rose unit B. This quaint 2 bedroom 1 bath duplex located on a quiet street on the north end of beautiful Anna Maria Island awaits the vacationer in you. Recently updated and all new furniture throughout will accommodate up to 4 people. There is a queen bed, 1 twin bed and a queen …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$93

1 BR / 1 BA / Sleeps 4

1 Reviews

$93

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A Puff Away West- 114 Magnolia Ave West, Anna Maria

Anna Maria house
1 BR / 1 BA / Sleeps 4 | Quick view
“ Very Good ” 1 Reviews

Details

Reviews

(1)

Located in the heart of Anna Maria Village this recently updated one bedroom apartment is located just a few houses from the beautiful Gulf Beaches. Direct beach access with no streets to cross! 146 steps to the beach and less than a 2 minute walk. Bring your boats and wave runners as there is plenty of room for …
  • Washing Machine
  • Clothes Dryer
  • Parking
  • Dishwasher
  • Satellite or cable TV
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Great location

Left on Jan 06, 2015 for a stay in December 2014

I was a little hesitant to rent this property because I couldn't find any reviews, but it turned out to be a good choice. It's only 4 houses away from the beach, lots of great little restaurants nearby! Don't bother going to the Sandbar restaurant, overpriced for the quality of food. There are a lot of better places on the island to eat. Our unit was clean and had lots of room and storage. Comfy …

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$250

3 BR / 4 BA / Sleeps 8

1 / 35

$250

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HoneyWood House 243 Willow

Anna Maria house
3 BR / 4 BA / Sleeps 8 | Quick view

Details

Living at the beach is like living anywhere else except it's BETTER in almost every way imaginable! You will enjoy the morning sun as it rises over the dock & canal and floods the living room with light. Experience it for yourself in 243 Willow Ave, Anna Maria Island. This beautiful 3 bedroom, den and 4 full …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$314

4 BR / 2 BA / Sleeps 8

1 / 38

$314

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Heron-Dolphin 706 Rose

Anna Maria house
4 BR / 2 BA / Sleeps 8 | Quick view

Details

Welcome to the Dolphin/Heron located at 706 Rose Street .This quaint duplex with each unit having 2 bedroom 1 bath and located on a quiet street on the north end of beautiful Anna Maria Island awaits the vacationer in you. Recently updated and all new furniture throughout will accommodate up to 8 people. There are 2 …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$440

6 BR / 3 BA / Sleeps 16

1 / 57

$440

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Grande Haven-804 No Shore Dr.

Anna Maria house
6 BR / 3 BA / Sleeps 16 | Quick view

Details

Grande Haven is a spectacular example of high architecture, fine design and custom finishing at its best. This home was designed by the award winning Gene Leedy, combining the use of pre-stressed concrete, contemporary architecture and a splash of British East Indies Island flavor. Leedy creates something truly …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$375

4 BR / 2 BA / Sleeps 8

1 / 17

$375

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Breakaway

Anna Maria house
4 BR / 2 BA / Sleeps 8 | Quick view

Details

Breakaway 891 North Shore Dr. Anna Maria, Fl. 34216 Leaping to the top of the class- this fabulous Bay front home has just undergone a significant renovation inside and out! The makeover includes an addition of a 4th bedroom, remodelled Master bedroom with a walk in closet, new floors in the Master and all other …
  • Internet Access
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$223

2 BR / 2 BA / Sleeps 6

1 / 29

$223

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CHAMPAGNE SHORES

Anna Maria house
2 BR / 2 BA / Sleeps 6 | Quick view

Details

This great 2 Bed/2 Bath Home with Private Heated Pool resides in Anna Maria and is only one block to the beach and has no busy streets to cross to get there. You can quickly make your way to the Gulf Sands and to all of the great shops and restaurants that Anna Maria and Holmes Beach have to offer. Furnished very …
  • Shared outdoor pool (unheated)
  • A/C or climate control
  • Parking
  • Grill
  • Suitable for children
  • Suitable for the elderly

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$286

2 BR / 1 BA / Sleeps 6

1 / 19

$286

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Sea Grape Lane - 103 Seagrape

Anna Maria house
2 BR / 1 BA / Sleeps 6 | Quick view

Details

DIRECT GULF FRONT cottage in City of Anna Maria. This totally remodeled vintage beach cottage is located directly on the beautiful white sand beaches on Anna Maria island. As you can see, the cottage faces west on one of the best rated beaches in the world by several travel magazines. This ground level cottage,(no …
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$215

3 BR / 2 BA / Sleeps 8

1 / 15

$215

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Sweet Retreat Cottage-748 NoSh

Anna Maria house
3 BR / 2 BA / Sleeps 8 | Quick view

Details

Right across from the beach! This new ground level home awaits you and your family for a wonderful vacation. Enjoy everything from the heated pool to the soft sand beaches of Anna Maria Island. Everything is new and top of the line for your all of your holiday needs. This is a well sought after location on the quiet …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$136

3 BR / 2 BA / Sleeps 9

1 Reviews

$136

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Sandy's Getaway-122 Peppertree

Anna Maria house
3 BR / 2 BA / Sleeps 9 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Three Bedroom elevated recently renovated private home. This property in Anna Maria City and West of Gulf Drive! Gorgeous outdoor elevated covered deck is a perfect spot to relax and let your cares be whisked away by the Gulf Breezes. Just a few hundred steps from the Gulf of Mexico with no streets to cross. Just …
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Anna Maria Island - A Fantastic Summer Destination

Left on Jul 15, 2014 for a stay in July 2014

Where do I start! First, if you live anywhere near central Florida, this is one of those magical FL west coast places you must visit. A little, secluded, but quaint paradise just a couple hours away from Orlando. Second, the beaches are second to none; white sugar-like sand with a perfect relaxed shore, ideal for bathing and just relax. This time of year, the water is WARM - about 80F on average…

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$79

2 BR / 1 BA / Sleeps 6

1 / 11

$79

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414 A Magnolia

Anna Maria house
2 BR / 1 BA / Sleeps 6 | Quick view

Details

This newly remodeled two bedroom duplex is situated halfway between the Gulf of Mexico and the Tampa Bay. Not more than 3 blocks in either direction. It is located on the north end of Anna Maria Island on Magnolia Avenue. The duplex is furnished with Tommy Bahama style furniture which offers a rich and comfortable …
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$140

4 BR / 3 BA / Sleeps 10

1 Reviews

$140

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405 Spring Ave - Peony House

Anna Maria house
4 BR / 3 BA / Sleeps 10 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Welcome to Peony House! This brand NEW, custom-built, elevated vacation rental home features four bedrooms, three baths, a large living room, and a dining room area for entertainment. From the moment you walk through the front door into this light and airy house, you will be happy that you chose Peony House. The large…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Ami

Left on Aug 07, 2014 for a stay in August 2014

The house was awesome. The only thing that could have been better was the location on the island. It wasn't a far walk from the beach but most other things were a little out of the way. The island was great thou and I would definitely recommend Rudy's sub shop and mr. Bones BBQ. They were our favorites.

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$141

3 BR / 2 BA / Sleeps 6

2 Reviews

$141

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Down by the Sea-268 Gladiolus

Anna Maria house
3 BR / 2 BA / Sleeps 6 | Quick view
“ Very Good ” 2 Reviews

Details

Reviews

(2)

This lovely ground level vacation rental home -- three bedrooms and two full baths private home in a quiet Anna Maria City neighborhood. Beautiful tropical setting with a brand new heated salt water pool. Lovingly and locally decorated to make you feel right at home! Walking distance to the pristine white sand …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(2)

Cozy comfy great time

Left on Jul 20, 2014 for a stay in July 2014

Gladiolus on Anna Maria was super comfortable for a great family vacation. A good living area, a big dining table for all of us, a garage spot, a private pool, and comfortable kitchen and rooms. We had enough privacy and space for all of us plus plenty of open space for us to feel connected. The location was great for walks to the pier, bike rides to Pine Ave (shops), and quick access to the …

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$128

3 BR / 2 BA / Sleeps 8

1 / 26

$128

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316 Hardin Ave

Anna Maria house
3 BR / 2 BA / Sleeps 8 | Quick view

Details

This newly remodeled and updated island vacation rental duplex is just a stroll to the Gulf of Mexico and our beautiful sunsets. This home has been decorated to make you feel like you were in Key West. This unique unit is actually two separate living spaces that adjoin in the center. Offering two separate full …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$143

2 BR / 2 BA / Sleeps 6

1 / 12

$143

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Garden Cottage-420 Spring Ave

Anna Maria house
2 BR / 2 BA / Sleeps 6 | Quick view

Details

Welcome to "Garden Cottage" located in the heart of Anna Maria City. Enjoy this charming island cottage and you will enjoy all that the island has to offer. Stroll to dining and all the new shops on Pine Ave. Just a short stroll and you will be at the City Pier where you can catch your own dinner and enjoy the views …
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$317

4 BR / 3 BA / Sleeps 9

2 Reviews

$317

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TOES IN THE WATER

Anna Maria house
4 BR / 3 BA / Sleeps 9 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

Newly remodeled, 4 bedroom/3 bath home, just 90 Steps to the beach, with a large private HEATED pool! Quiet setting in the beautiful north end of Anna Maria, and located west of Gulf Drive for easy beach access with no streets to cross. Easy walking distance to many shops and restaurants, and less than a block to …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(2)

Great location, adorable and clean!

Left on Oct 27, 2013 for a stay in January 2013

My parent rented this house when they came to visit last winter. We stayed for a week in late January(?) to early Feb and my 3 year old son still asks to go back.

Personally I think that speaks volumes as 1. He is young 2. We have stayed/visited some amazing places since then. He doesn't ask to go to Disney World, he wants to go to 'his' beach house.

It may look small from the front, but it …

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$68

2 BR / 1 BA / Sleeps 4

2 Reviews

$68

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316 Hardin A

Anna Maria house
2 BR / 1 BA / Sleeps 4 | Quick view
“ Very Good ” 2 Reviews

Details

Reviews

(2)

This newly remodeled and updated island vacation rental duplex is just a stroll to the Gulf of Mexico and our beautiful sunsets. This home has been decorated to make you feel like you were in Key West. The living room offers an open floor plan to the kitchen to enjoy the family during your stay. The comfy …
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(2)

Outstanding furnishings and superb ventilation

Left on Apr 14, 2011 for a stay in March 2011

As a late arrvial, we had no personal interaction with Island Rental. Key pick-up works fine. Nice to be trusted.
The funishings far exceeded our fears/expectations. No cast-off furnishings. Screened in porch was favorite spot. Great cross ventilation. Kitchen worked very well and lacked nothing. Did purchase a good knife and cutting board (and a Keurig coffee maker.) Kudos for having …

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$260

4 BR / 2 BA / Sleeps 10

15 Reviews

$260

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Blue Heron Beach House

Anna Maria cottage
4 BR / 2 BA / Sleeps 10 | Quick view
“ Excellent ” 15 Reviews

Details

Reviews

(15)

** Some Fall weeks as low as $1400 - grab your week now before the owner comes to his senses ** Steps to the beach - "Old Florida" large beach cottage located at 117 Peppertree Avenue, Anna Maria, Anna Maria Island, FL -- (4) Bed: (2 ) Bath: Accommodates up to (10) people: 2 King, 2 twins, 2 bunk bed, 2 queen …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(15)

Slice of Paradise

Left on Jul 24, 2008 for a stay in June 2008

I like to start with thanking the Staff at Island Real Estate & Vacation Rentals, even thought it was raining upon our arrival they turned it in to a Sunny Day in paradise. Their professional and friendly atmosphere felt at if I was at a Five Star, Five Diamond Island Resort. The pictures and description of the rental fall short of how comfortable and covenant it was to stay at the cozy home. …

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$250

3 BR / 2 BA / Sleeps 10

1 / 14

$250

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Las Palmas

Anna Maria house
3 BR / 2 BA / Sleeps 10 | Quick view

Details

Las Palmas 212 Palm Avenue Anna Maria, Fl. 34216 North-end location just a few minutes walk to Pine Ave and Gulf beaches! This lovely 3 bedroom 2 bath elevated home with private heated pool is situated in the heart of the island, centrally located to everything fun. Comfortable and charming with a Southern-style …
  • Outdoor Pool
  • Internet Access
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$263

3 BR / 8 BA / Sleeps 6

6 Reviews

$263

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619 Rose - Dream Maker

Anna Maria house
3 BR / 8 BA / Sleeps 6 | Quick view
“ Excellent ” 6 Reviews

Details

Reviews

(6)

Absolutely stunning in every way! This ultimate luxury beach vacation rental home is for relaxing with family and friends at the highly coveted north end of Anna Maria Island. It's just a short stroll from Bean Point beach and an easy walk to the Rod & Reel and City piers for fishing, dining or strolling. This …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(6)

Really liked this house

Left on Oct 08, 2009 for a stay in March 2009

Our family really enjoyed this house. The house was very comfortable - all
the furnishings were new and we really like the way it was decorated -
beachy but not overdone. The kitchen was well equipped - good
appliances, large fridge and plenty of storage. The beds were very
comfortable and it was very convenient that each bedroom had its own
washroom and tons of closet space . The salt …

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$200

3 BR / 2 BA / Sleeps 6

1 / 12

$200

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A Snails Place

Anna Maria house
3 BR / 2 BA / Sleeps 6 | Quick view

Details

A Snails Place 302 Spring Avenue Anna Maria, Fl. 34216 This beautifully decorated 3 bedroom, 2 bath ground level home is just a short walk to the Gulf of Mexico. With it's convenient location on Spring Avenue you are walking distance to historic Pine Avenue! This adorable cottage offers a splash pool (not heated…
  • Outdoor Pool
  • Internet Access
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$68

2 BR / 1 BA / Sleeps 4

1 / 10

$68

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Sand Dollar Cottage-738NShore

Anna Maria house
2 BR / 1 BA / Sleeps 4 | Quick view

Details

This Island holiday home with easy access to the Gulf of Mexico and colorful sunsets. Two bedroom and one bath vacation rental in a desirable north end of Anna Maria location. It is also just a flip-flop walk to the pristine gulf beaches. Pet friendly and wireless internet There are so many island activities you …
  • Internet Access
  • Parking
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$200

5 BR / 8 BA / Sleeps 10

1 / 22

$200

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The Palms - 810 NShore Dr

Anna Maria house
5 BR / 8 BA / Sleeps 10 | Quick view

Details

Welcome to "The Palms," a large and spacious Island holiday home with views of the Gulf of Mexico and colorful sunsets. Relax in a five bedroom and 3 1/2 bath vacation rental at the desirable northern end of Anna Maria. It is just a flip-flop walk to the pristine gulf beaches. The Bean Point beach access is right out …
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$100

3 BR / 2 BA / Sleeps 8

4 Reviews

$100

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Maple Cottage-120 Maple

Anna Maria house
3 BR / 2 BA / Sleeps 8 | Quick view
“ Very Good ” 4 Reviews

Details

Reviews

(4)

Great ground level home on Maple Ave in Anna Maria CIty. West of Gulf Drive with no busy roads to cross. Three bedrooms and two baths. Extra bonus sun room off new deck perfect for a cookout. Kitchen is large enough to try your hand at island cusine, yet the Sandbar Restaurant is just up the street as well! …
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(4)

One of our best family vacations ever!

Left on Jul 24, 2008 for a stay in June 2008

We had a wonderful time during our vacation to AMI. One of the things that made our vacation so enjoyable was our unit. With 3BRs, a huge kitchen, top of the line decor and tons of living space the condo was definately top notch. The beach was absolutely beautiful and the trolley made getting around the island easy. We definately plan to return for another wonderful vacation next year. The Atwell…

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$100

2 BR / 1 BA / Sleeps 4

1 / 16

$100

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Sandy Toes- 116 Palmetto Ave, Anna Maria

Anna Maria house
2 BR / 1 BA / Sleeps 4 | Quick view

Details

This Charming 2BR/1BA beach cottage is just a few properties to the beach and has direct beach access. No streets to cross to get to the beach! Updated kitchen with an apartment size electric range and full size refrigerator. The bedrooms have a Queen size bed and two twin beds. There is an open patio area in the back…
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Patio
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$260

2 BR / 2 BA / Sleeps 6

1 / 22

$260

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My Beach House- 101 Spring Ave, Anna Maria

Anna Maria house
2 BR / 2 BA / Sleeps 6 | Quick view

Details

Nothing better than having the beach at your doorstep! Located in the heart of Anna Maria city this 2 bedroom, 2 bath Direct Gulf Front cottage has 100 feet of Gulf front beach. Enjoy the views from the enclosed sitting room or the observation deck. Amenities include washer/dryer, dishwasher, microwave and screened …
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Porch
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$189

3 BR / 2 BA / Sleeps 8

3 Reviews

$189

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Bikini Bottom-213 Periwinkle

Anna Maria cottage
3 BR / 2 BA / Sleeps 8 | Quick view
“ Excellent ” 3 Reviews

Details

Reviews

(3)

Tropical three bedroom and two bath large beach vacation rental cottage completely renovated with everything new. The brand new pool is a tropical paradise with a spa, a small wading area great for the little ones and a shuffle board court, too! The large open floor plan of living room, Florida room, kitchen and …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(3)

It was AWESOME!!!

Left on Jul 10, 2014 for a stay in June 2014

Bikini Bottom was the BEST house we have every stayed at! Everything was clean and just perfect. It really felt like home. My husband and I have 3 girls and this house was so WONDERFUL for us! We will be back. Thanks for the dream vacation!!

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$159

3 BR / 2 BA / Sleeps 8

9 Reviews

$159

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Harmony House-779 Jacaranda Rd

Anna Maria house
3 BR / 2 BA / Sleeps 8 | Quick view
“ Excellent ” 9 Reviews

Details

Reviews

(9)

What a special place! Remember days gone by in this Key West style island getaway with sparkling pool in a tropical paradise setting. Spacious three bedroom plus den and two bath vacation rental home in desirable Anna Maria City. This property is close to everything including the azure gulf waters, pristine white…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(9)

We keep coming back!

Left on Jul 25, 2008 for a stay in June 2008

We have stayed at this house four times in the last three years and would love to go back every chance we get. It is beautiful, comfortable, clean and has all you need at a home away from home. The location is perfect: minutes from the beach but completely away from traffic. We will be back soon!

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$500

4 BR / 4 BA / Sleeps 12

1 Reviews

$500

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Cayman Bay

Anna Maria house
4 BR / 4 BA / Sleeps 12 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Cayman Bay 505 Magnolia Ave. Anna Maria, Fl. 34216 Cayman Bay may well be one of the most exquisite private homes available for rent on all of Anna Maria Island. This 4 bedroom/4 bathroom 5300 sq. ft. custom home has all the fine touches and professional craftsmanship one would expect in a high-end custom home. …
  • Private Pool
  • High Speed Internet
  • Patio
  • Television
  • DVD Player
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Really Nice

Left on Aug 19, 2014 for a stay in August 2014

We stayed here for two weeks this past August. This was our second trip to AMI - such a lovely place. This house was perfect for us. It is very spacious. All the bedrooms are very comfortable. The beds have nice linens and plenty of pillows. The bathrooms are great - beautiful tile and good lighting - especially the master. The living is very open with a large TV. The sound system was …

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$236

3 BR / 2 BA / Sleeps 8

1 / 18

$236

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BEACHCOMBERS

Anna Maria house
3 BR / 2 BA / Sleeps 8 | Quick view

Details

Beachcombers is a spacious 3 bedroom/2 bath home with all of the "Old Florida Charm" you could ask for. Situated on Spring Avenue, just a couple of blocks to the Gulf of Mexico on Anna Maria's beautiful north end! Easy walking distance to many shops, restaurants, the Anna Maria City Pier and a short block to the free …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly

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$117

2 BR / 1 BA / Sleeps 4

1 Reviews

$117

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The Mermaid`s Purse- 107 Palm Ave, Anna Maria

Anna Maria house
2 BR / 1 BA / Sleeps 4 | Quick view
“ Very Good ” 1 Reviews

Details

Reviews

(1)

"The Mermaid's Purse" is a charming cottage located just one property away from the beautiful white sand beaches in the city of Anna Maria. If you are looking for a fairly priced property that is well equipped, clean and comfortable then this cottage if for you!! The cottage is nicely furnished in a coastal inspired …
  • Wireless Internet
  • Dishwasher
  • Microwave
  • Satellite or cable TV
  • Television
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Clean, comfortable, close to beach!

Left on Nov 12, 2014 for a stay in July 2014

This was our second stay at Mermaid's Purse…another very positive experience. The owner provides every little convenience and more for her guests…even greeted us with a fresh loaf of pineapple bread! There was a problem with the plumbing during our 2-week stay, but it was VERY quickly taken care of after contacting the rental agency. The house is only a 30-second walk from the most …

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$286

4 BR / 3 BA / Sleeps 10

1 / 23

$286

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SeaDreams - 721 North Shore Dr

Anna Maria house
4 BR / 3 BA / Sleeps 10 | Quick view

Details

Enjoy fantastic sunsets and views of the aqua blue waters of the Gulf of Mexico from this 4 bedroom 3 bath Anna Maria City vacation rental home. Enjoy the best location on Anna Maria Island, on the north end. The quiet relaxing location allows you to listen to your cares get swept away by the balmy Gulf of Mexico …
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$114

3 BR / 2 BA / Sleeps 8

1 / 21

$114

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North Shore Cottage-871 NShore

Anna Maria cottage
3 BR / 2 BA / Sleeps 8 | Quick view

Details

Welcome to 871 No Shore guest cottage. Enjoy the feel of "old Florida" with this charming split level 3 bedroom 2 bathroom accommodations located behind the main house. Access to the lower level is on a sprial staricase. Great bayfront location with direct access to bay. Feel free to walk along the main house with …
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$253

3 BR / 2 BA / Sleeps 8

1 / 33

$253

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HURRICANE HOUSE

Anna Maria house
3 BR / 2 BA / Sleeps 8 | Quick view

Details

Beautifully redone 3 bedroom/2.5 bath home! Ceramic tile throughout, and brand new open kitchen area with breakfast bar. Beautiful large caged pool area with huge covered patio! Only a block to the beach, the Sandbar Restaurant, Ginny and Jane E's, Rudy's Subs, Feeling Swell and more. Just a few steps away from …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$171

2 BR / 2 BA / Sleeps 4

4 Reviews

$171

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Simpatico: 2BR Pet-Friendly Canal Home with Kayaks

Anna Maria house
2 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 4 Reviews

Details

Reviews

(4)

With its luscious landscaping, eclectic look and colorful Key-West style, Simpatico could be right out of Coastal Living Magazine. This bungalow is perfect for the ideal secluded island vacation! Located on the north end of Anna Maria Island, this canal home, with a boat dock and kayaks, is just a short stroll to the …
  • Waterfront
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children - over five
  • Suitable for the elderly

Details

Reviews

(4)

A relaxing, tropical paradise...

Left on Apr 07, 2014 for a stay in March 2014

This cottage is the perfect getaway spot for those who want a tropical experience. Located on a canal, this home was bright, clean, and cheery and packed with tropical foliage that made us feel like we had escaped to the tropics. There is a great entertaining area and backyard which our friends loved! Coastal Cottages were terrific and extremely responsive when we called with questions during …

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$100

2 BR / 1 BA / Sleeps 4

1 Reviews

$100

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Gladiolus Get Away- 712 Gladiolus St, Anna Maria

Anna Maria house
2 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

This cute 2 bedroom, 1 bath unit is located at the quiet North End of Anna Maria Island just steps to beautiful white sand beaches. Only 6 properties to the beach access. Nature lovers will enjoy bird watching along the beaches at Bean Point. Rod-N-Reel Pier is not too far away for great fishing and watching the …
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Dishwasher
  • Microwave
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

1 week in Paradise

Left on Dec 24, 2013 for a stay in December 2013

My husband & I spend one week in Gladiolus Get away and we had a wonderful time. The Cottage was renovated, very clean and had everything we needed. All you need to bring is your Bikini :-)!
A 5 minute walk to the Beach, Bike rental a Block away, a short walk to the Peer. This was our third time on anna Maria and this was the best yet. So do yourself a favor, stay at "Gladiolus Get away" and get…

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$250

4 BR / 3 BA / Sleeps 12

1 / 25

$250

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Tarpon Pointe

Anna Maria house
4 BR / 3 BA / Sleeps 12 | Quick view

Details

Tarpon Pointe 306 Tarpon St. Anna Maria, Fl. 34216 Tarpon Pointe is a newly remodeled property on the exclusive Northern-End of Anna Maria Island! This gorgeous private home embodies all of the best that the Island has to offer including a private heated pool, a dock, several porches, tropical landscaping and …
  • Heated Pool
  • High Speed Internet
  • Patio
  • Television
  • DVD Player
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$214

3 BR / 2 BA / Sleeps 6

3 Reviews

$214

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LaRaya-801 Jacaranda

Anna Maria house
3 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 3 Reviews

Details

Reviews

(3)

801 Jacaranda located just two blocks from Bean Point on beautiful Anna Maria Island, FL. This recently totally remodeled home offers designer features throughout and upscale furnishings. There are 3 bedrooms and 2 bathrooms with large living room and dining area. The kitchen has an open floor plan so the whole family…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(3)

Our summer vacation---Relaxing, Fun, Awesome!!!

Left on Jul 22, 2013 for a stay in June 2013

Check in was fast and easy. The home was spacious and very clean. It was very nicely decorated and in an updated manner. The pool was very nice as well as the surrounding patio area. The location is awesome, we stayed at the house next door last summer so we knew we wanted to rent in this area again. We love anna Maria Island and will return again next summer.

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$221

4 BR / 2 BA / Sleeps 6

1 / 24

$221

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Maple by the Sea

Anna Maria house
4 BR / 2 BA / Sleeps 6 | Quick view

Details

Located on one of the prettiest streets in the village of Anna Maria, this lovely 4 bedroom, 2 and a half bath home is just 7 houses away from the beach. The quiet, tree-lined street evokes memories of Florida Gulf Coast islands in days gone by, with a shaded path providing access to the island's fabulous white-sand …
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Fitness Room
  • Parking
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$128

2 BR / 2 BA / Sleeps 8

1 / 23

$128

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North Bay Hideaway- 809 North Bay Blvd, Anna Maria

Anna Maria house
2 BR / 2 BA / Sleeps 8 | Quick view

Details

The best of both worlds on the Island is where the Gulf meets the Bay at the "Tip" of Island in Anna Maria. Beautiful Sunsets, Fishing Piers, a Park and Bird Watching can be found at the Northern tip of the Island. This 2BR/2BA plus a Loft is located one property from the beach access at Bean Point. Peeks of the Gulf …
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
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