Anna Maria

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Cranes Landing- 610 South Bay Blvd, Anna Maria - Anna Maria vacation rentals
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$129

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Cranes Landing- 610 South Bay Blvd, Anna Maria

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

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It doesn't get much better than this! Relaxing on the Screened lanai overlooking the blue waters of Tampa Bay and the Gulf of Mexico. This elevated 3 bedroom, 2 bath Direct Bay Front home has wonderful views from the master bedroom, living room and screened lanai. Private setting close to Anna Maria City Pier. Washer/…
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Porch
  • Parking
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
North Bay Hideaway- 809 North Bay Blvd, Anna Maria - Anna Maria vacation rentals
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$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

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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

$125

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Star Fish Cottage-209 Palm Ave

Anna Maria house
2 BR / 2 BA / Sleeps 6 | Quick view
Excellent1 Reviews

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Reviews

(1)

When a starfish wants to get away, it's more than happy to just detach an arm and take time to recuperate. This elevated coastal cottage might be worth giving up an arm, but we can skip that part and just focus on you relaxing. Located just east of Gulf Drive, a scenic 200-yard walk will take you right to the sugar-…
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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(1)

Perfect place to relax.

Left on Jul 18, 2014 for a stay in May 2014

I found the Star Fish Cottage in Anna Maria online and was enamored by the pictures and location. The cottage is all it promised to be and then some. A short walk to the beach, and close to local stores and restaurants. When I arrived the place was immaculate. Everything is there that you will need to enjoy a quiet, relaxing vacation. Just bring your clothes and personal items. Everything else…

$192

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Willow Cottage - 108 Willow

Anna Maria house
3 BR / 2 BA / Sleeps 8 | Quick view
Excellent7 Reviews

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Reviews

(7)

Welcome to Willow Cottage located West of Gulf Dr at 108 Willow and on beautiful Anna Maria Island.This lovely ground level Anna Maria Island beach bungalow awaits you for the vacation you deserve! This rental home is stylishly decorated with touches of both new and old Florida. Rare and highly desirable three bedroom…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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(7)

Fabulous relaxing getaway!

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

The house on Willow Ave. was the cutest little house on the outside. Once you get inside, however you discover a very spacious home. The backyard was wonderful with a bbq, lawn chairs, and the most beautiful smelling flowering tree. It took us only 2 minutes to walk from the front door of the house to the clear warm water of the beach. The house was stocked with EVERYTHING you could possibly need…

$133

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SUMMER BREEZE

Anna Maria cottage
1 BR / 1 BA / Sleeps 2 | Quick view
Excellent1 Reviews

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Reviews

(1)

Newly Remodeled 1 Bedroom/1 Bath Cottage in a serene north end location. The allure of the Gulf of Mexico Beach just 250 steps away. A back yard dock on Lake LaVista Bayou with a patio table, umbrella, and sling back chairs. Launch the provided kayaks right from the dock or choose to bring your own vessel to explore …
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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(1)

getting away for a week

Left on Nov 14, 2013 for a stay in October 2013

We stayed on anna Maria Island for a week & it was tremendous. Not just the Island itself. While anna Maria Island has kept itself modern in many ways, its also kept itself "accessible". Thats not easy in the age of 12 story condos & "no beach access" unless you are rich.

But the Island itself was only part of our tremendous week. Our stay at Summer Breeze, a dated duplex with what was once …

$240

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ANNA BANANA

Anna Maria house
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent2 Reviews

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Reviews

(2)

Great Ground Level 3 Bedroom/2 Bath Home with a Heated Pool located in the quiet north end and just 3 houses to the beach!! King-Sized master bedroom with TV, Queen in the 2nd Bedroom with TV, and Twins in the Third with TV. Cable TV, DVD, and Flat Screen TV in Living Room. High speed Internet, Washer/Dryer, AC, Gas …
  • 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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(2)

clean, cozy, and close to everything we need!

Left on Aug 22, 2013 for a stay in July 2013

Anna Banana house was pristinely clean, well-decorated, cozy, had plenty of room for the 4 of us, and was the most convenient place we have ever stayed on anna Maria Island. It is close to a lovely stretch of beach where we found fewer people and lots of relaxation...not to mention sand dollars, and lovely shells of all sorts. It is convenient to the trolley stops on Pine, and located on a …

$400

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A Time Out

Anna Maria house
4 BR / 2 BA / Sleeps 8 | Quick view
Excellent5 Reviews

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Reviews

(5)

We call this home "A Time Out" cottage and you will definitely say, "We deserve a time out at this place!" This completely remodeled private home on Anna Maria Island's north end features four bedrooms, two baths and the most wonderful tropical and lush pool and patio area! On the main level of this home you'll find a…
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly

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(5)

Amazing anna Maria Island Sun Cottage Getaway

Left on Feb 05, 2014 for a stay in November 2013

We simply had a wonderful vacation on anna Maria Island over the Thanksgiving holiday. Escaping to the Sun Cottage perfectly located just across the street from beach access made it super easy to ride the provided bike cruisers around the neighborhood and on the beach during low tide, stroll into town for coffee each morning, and walk over for cocktails and dinner in the evenings. The tropical …

$68

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316 Hardin A

Anna Maria house
2 BR / 1 BA / Sleeps 4 | Quick view
Very Good2 Reviews

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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

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(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 …

$124

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Sea's the Day - 207 Coconut

Anna Maria house
2 BR / 2 BA / Sleeps 6 | Quick view
Excellent9 Reviews

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Reviews

(9)

The various shades of blue throughout 207 Coconut might be a bit misleading since you'll feel anything but during your stay in it. But then again, this is the water lover's dream vacation cottage. You have the option of swimming in either natural or manmade beauty. The beach is located less than 100 steps away, but …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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(9)

Vacation in Paradise

Left on Dec 03, 2009 for a stay in August 2009

Our family has vacationed on the west coast of Florida - Longboat Key and Anna Maria - for almost 30 years. Our stay at 207 Coconut was, by far, one of the best vacation experiences we have ever had. For one thing, Anna Maria is definitely the perfect beach destination, and Coconut fit our family's needs and expectations to a "T". We were thrilled at its location and ambiance and the pool was …

$95

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414 B Magnolia

Anna Maria house
2 BR / 1 BA / Sleeps 6 | Quick view
Very Good1 Reviews

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Reviews

(1)

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. A new heated pool was just installed and only can be used by this unit. The home is furnished …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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(1)

Neat duplex in an excellent location

Left on Nov 25, 2014 for a stay in October 2014

We usually book a house on Anna Maria a year in advance but this was a late booking, just for the two of us and we were not disappointed. The duplex was roomy, well equipped and the pool was an additional bonus. It's location was excellent, only a short walk to restaurants, shops and bars. And, more importantly to both piers which we love. We met the owner whilst we were there and he was a really…

$114

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620 Rose Street

Anna Maria house
3 BR / 2 BA / Sleeps 7 | Quick view
Excellent2 Reviews

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Reviews

(2)

.This lovely elevated vacation rental home features three bedrooms, two baths and a large living/dining room area for entertainment. The large screened lanai off the living room makes a pleasant place for morning coffee, evening meals or just sitting back, relaxing and reading. The lush enclosed garden below has …
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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(2)

Wonderful Retreat

Left on Apr 28, 2009 for a stay in March 2009

This was such a relaxing expereince to be at this home. The screened porch just added so much to the home and we all loved it. The location was perfect and we were able to walk to restaurants and stores. It was very quiet and serence. The garden was lush and lovely. We hope to return next year.

$260

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Blue Heron Beach House

Anna Maria cottage
4 BR / 2 BA / Sleeps 10 | Quick view
Excellent15 Reviews

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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

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(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. …

$136

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Sandy's Getaway-122 Peppertree

Anna Maria house
3 BR / 2 BA / Sleeps 9 | Quick view
Excellent1 Reviews

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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

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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…

$159

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Harmony House-779 Jacaranda Rd

Anna Maria house
3 BR / 2 BA / Sleeps 8 | Quick view
Excellent9 Reviews

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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

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(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!

$141

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Down by the Sea-268 Gladiolus

Anna Maria house
3 BR / 2 BA / Sleeps 6 | Quick view
Very Good2 Reviews

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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

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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 …

$607

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My Sisters Beach House

Anna Maria house
5 BR / 4 BA / Sleeps 12 | Quick view
Excellent2 Reviews

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Reviews

(2)

Welcome to "My Sister's Beach House" located at 520 Bayview Place on beautiful Anna Maria Island, Florida. This luxurious home has just been all updated and welcomes the vacationers who want to make their time on our beautiful island a wonderful experience. This luxury vacation rental is located on the highly …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(2)

Blended family getaway!

Left on Jun 29, 2014 for a stay in June 2014

This was our first family trip so it was important that it be perfect and it was! There was plenty of room for all of our grown children and their spouses and grandchildren. The pool was wonderful and the game room was utilized every evening! There were several chefs among us and the kitchen did not disappoint. Everything was supplied and the table was large enough for everyone! We will …

$140

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405 Spring Ave - Peony House

Anna Maria house
4 BR / 3 BA / Sleeps 10 | Quick view
Excellent1 Reviews

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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.

$138

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Holly Hideaway-730 Holly Road

Anna Maria house
2 BR / 2 BA / Sleeps 4 | Quick view
Excellent1 Reviews

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Reviews

(1)

Welcome to "Holly Hideaway" located on the northern end of beautiful Anna Maria Island. This lovely two bedroom and two bath vacation rental features all that you will need to stay a week or a month! Feel the breezes through the screened lanai or lounge by the new heated pool located in the back of the yard. You will …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Holly Hideaway- a private paradise

Left on May 16, 2013 for a stay in April 2013

This house was a little treasure! The living and kitchen area were spacious and well laid out. There was plenty of room for two couples to relax and feel comfortable. We really enjoyed bringing food in and eating at the large table on the screen porch! The second bedroom was fairly small, which wasn't really a problem for us since we don't spend any time there except to sleep. But for my …

$190

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Bikini Bottom-213 Periwinkle

Anna Maria cottage
3 BR / 2 BA / Sleeps 8 | Quick view
Excellent3 Reviews

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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

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(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!!

$360

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619 Rose - Dream Maker

Anna Maria house
3 BR / 8 BA / Sleeps 6 | Quick view
Excellent6 Reviews

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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

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(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 …

$214

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LaRaya-801 Jacaranda

Anna Maria house
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent3 Reviews

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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

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(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.

$294

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Paradise Pointe 411 Poinsettia

Anna Maria house
3 BR / 2 BA / Sleeps 8 | Quick view
Excellent1 Reviews

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Reviews

(1)

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

Details

Reviews

(1)

So much better than expected

Left on May 11, 2015 for a stay in May 2015

We stayed at Paradise Pointe for a week in May and thoroughly enjoyed it. The house is located in a quiet area of AMI and is within walking distance of Bean Point and the Rod and Reel. In fact, it's close enough to Pine Avenue to walk there if you don't mind a longer stroll. The rooms are spacious, the beds comfy, and the house is well-maintained overall. The pool area is large (larger than …

$291

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COZY COTTAGE

Anna Maria house
3 BR / 3 BA / Sleeps 8 | Quick view
Excellent2 Reviews

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Reviews

(2)

Located four houses (2 min stroll) from Anna Maria's sugary beach, "Cozy Cottage" is the ultimate retreat for relaxation and reconnecting with family or friends. Nestled on Anna Maria's cherished North End, this luxurious home features (3) bedrooms and (3) baths - two bedrooms have en-suite bathrooms. Each bedroom is …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

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(2)

Amazing trip to anna Maria Island & loved Cozy Cottage!!

Left on Oct 24, 2013 for a stay in October 2013

We had an amazing visit to anna Maria Island! The cottage is in the most perfect location. It was about a 2 minute walk to the gorgeous, quiet beach & 5 minute bike ride to restaurants and shopping. Waterfront & Eat Here were great for dinner. The house had all that we needed for the kitchen and beach. Everything was clean and well organized and looked new. It was great to have wireless …

$150

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BLUE LAGOON NORTH

Anna Maria condo
2 BR / 2 BA / Sleeps 6 | Quick view
Very Good1 Reviews

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Reviews

(1)

Completely remodeled 2 bedroom/2 bath duplex, with a beautiful tropical HEATED pool, just over a block to the beach, and the free island Trolley! There is a King and a Queen bedroom in the North Unit, and a King and Twin Bedroom in the south unit. Both units also have a queen sleeper sofa.. 708 Sq. ft. 76 North …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

Great Location

Left on Dec 31, 2014 for a stay in October 2014

BLN is very well located in the quieter northern part of the island. It is just a very short walk from the beach and Ginny and Jane Es. Likewise, a short walk in the opposite direction to the shops and restarants on Pine. The unit itself, while it doesn't look anything special from the outside, is very pleasant on the inside and surprisingly spacious, but don't expect 5 star luxury.

One note …

$223

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LAZY LAGOON

Anna Maria house
2 BR / 2 BA / Sleeps 6 | Quick view
Excellent4 Reviews

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Reviews

(4)

Newly remodeled 2 bedroom/2 bath home. Brand new pool, hot tub, and landscape with a serene canalfront setting. Located on a quiet dead-end street, close to the trolley, the beach, and walking distance to Anna Maria shops and restaurants. Bring your boat and take part in some of the best fishing on the West Coast or …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(4)

friendly retreat

Left on Aug 14, 2013 for a stay in July 2013

This was our 3rd visit to the island. we usually
share with family but we travelled ourselves this
year. Lazy Lagoon was a beautiful 2 bed canal
home with pool. This smaller property offered
everything the larger homes we previously rented had.
My daughter (19) fished for hours every day even the
rain did not bring her in. A lovely walk to the short
walk to the beach and short walk to sand …

$283

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CARIBBEAN SOUL

Anna Maria house
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent2 Reviews

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Reviews

(2)

Beautifully remodeled 3 bedroom/2.5 bath home with luxury amenities on the North End of Anna Maria, just 4 houses to Bean Point, one of the quietest beaches on the island, and 2 blocks to the famous Rod & Reel Pier! Private Backyard with Heated Pool, and an open floor plan with vaulted ceilings! Sleeps up to 6. …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(2)

Fabulous getaway

Left on Sep 28, 2013 for a stay in April 2013

This was my first trip to anna Marie Island. The area and weather is gorgeous in april. The accommodations are amazing with everything you can possible want or need provided. I would love to make this an annual event.

$274

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HAWAIIAN PUNCH

Anna Maria house
4 BR / 2 BA / Sleeps 8 | Quick view
Excellent6 Reviews

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Reviews

(6)

Beautiful, cheerful and tropucal 4 bedroom/2 bath home with beautiful new furnishings throughout! Comfortable and roomy with split floor plan (two bedrooms on each side!). Ceramic tile throughout, beautiful open kitchen area with breakfast bar and granite countertops. The living room opens up onto a large paver deck …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

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(6)

Best vacation ever!

Left on Aug 02, 2013 for a stay in May 2013

This was our "family come together" vacation as we live in 4 different locations. We loved our rental house because it offered everything we needed - enough accommodations, pool, fenced in yard, dock access to canal, and absolutely perfect location as to proximity to shops, pier, and beach. It also helped that we had the best weather ever! It seems that every time we talk to any of our kids, …

$141

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TURTLE TRAX

Anna Maria condo
2 BR / 1 BA / Sleeps 4 | Quick view
Excellent3 Reviews

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Reviews

(3)

This adorable remodeled duplex sits quietly in the highly desirable north end of the Island in the City of Anna Maria. It is a short walk of only a little more than a block to the Gulf beach where the sand is sugary white and the water is a beautiful blue-green color. There is a King in the master with TV, a Queen …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly

Details

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(3)

Great week at a great place

Left on Aug 08, 2013 for a stay in April 2013

We had a great visit in april. The weather was great, the pool was even better. Cannot wait to get back in 2014.

$111

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SNAILS PACE

Anna Maria cottage
1 BR / 1 BA / Sleeps 2 | Quick view
Excellent3 Reviews

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Reviews

(3)

Great 1 Bedroom/1 Bath remodeled cottage on the quiet North End with outdoor patio, ceramic tile throughout, and granite countertops. The allure of the Gulf of Mexico Beach just 250 steps away. A back yard dock on Lake LaVista Bayou with a patio table, umbrella, and sling back chairs. Launch the provided kayaks right …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(3)

It was perfectly amazing!

Left on Nov 14, 2013 for a stay in November 2013

This cottage was exactly what my wife and I wanted for our honeymoon. It was super close to the beach and was definitely within walking distance of almost all of the restaurants and shops. We had such a wonderful time there and didn't want to leave after our week was over. The staff were very friendly and helpful, as were the locals that live in the area. They helped us with tips on where to eat …

$141

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YELLOWBIRD COTTAGE B

Anna Maria cottage
2 BR / 1 BA / Sleeps 5 | Quick view
Excellent2 Reviews

Details

Reviews

(2)

Beautiful 2B/1B cottage on the quiet North end, only 5 houses to the beach, and no streets to cross. Beautiful new Heated Pool. Twins can be converted to King in all bedrooms. NO dishwasher, no garbage disposal.Rear trash pick up! Charcoal Grill, not gas. Both units also include private Washer/Dryer, Cable TV, …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(2)

Very close to the beach

Left on Aug 02, 2013 for a stay in June 2013

Excellent service, from booking to checking into Yellowbird B. The cottage was lovely and clean and had everything we needed to enjoy our stay, including chairs for the beach.
Brilliant location only a few steps from the lovely sandy beach.
Only negative bathroom although very clean could do with an update.
We had a fantastic holiday and hope to come back.

$309

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NORTH END CHIC

Anna Maria house
4 BR / 3 BA / Sleeps 8 | Quick view
Excellent2 Reviews

Details

Reviews

(2)

Beautiful, Brand New, Ground Level 4 bedroom/3 bath home, just around the corner from the Rod & Reel Pier, Bayfront Park, and just a couple of blocks to Fabulous Bean Point Beaches and Sunsets. Beautiful back yard with Heated Pool surrounded by a large paver deck and beautiful outdoor lounging area by pool. Open …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(2)

Slice of heaven

Left on Oct 06, 2013 for a stay in October 2013

This was our sixth visit to anna Maria Island and by far the best because of the house. It was wonderful in every way possible, immaculate, beautifully decorated, comfortable beds and quiet. Ami accommodations are easy to work with and very quick to answer my questions prior to arriving and when we checked in. We went to the Rod and Reel for supper one night which as always was excellent and went…

$343

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HAV'ANNA HIDEAWAY

Anna Maria house
4 BR / 4 BA / Sleeps 11 | Quick view
Excellent2 Reviews

Details

Reviews

(2)

When you 'have anna maria' on your mind, you'll want 'hav'anna hideaway' for your vacation home. This newly constructed 4 bedroom, 4 bath home is located just one short block to the beautiful and sparkling gulf beach. The main floor of the home consists of an open concept living room, kitchen with breakfast bar …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(2)

Fantastic Family vacation

Left on Aug 02, 2013 for a stay in June 2013

We rented Hava'nna Hideaway in June 2013. It was the first family vacation for all ten of us. The house was very clean and roomy so we didn't feel hemmed in. We cooked most of our meals and used the BBQ grill outside a lot. It's about a block from the beach but they provide a beach wagon to haul your stuff. We loved the small pool outside and we used it a lot just sitting around talking and …

$317

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TOES IN THE WATER

Anna Maria house
4 BR / 3 BA / Sleeps 9 | Quick view
Excellent2 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 …

$257

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OURPLACEBYTHESEA

Anna Maria house
3 BR / 2 BA / Sleeps 8 | Quick view
Average1 Reviews

Details

Reviews

(1)

Beautiful ground level 3 bedroom/2.5 bath home, with a quiet north end location only a block to the beach! There is a King in the master with a private patio, a Queen in the second, twin beds in the third, and a queen sleeper sofa in the sunroom (which has blinds for privacy), all accommodating up to 8 people. …
  • Shared outdoor pool (unheated)
  • A/C or climate control
  • Parking
  • Grill
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

Great location, pool

Left on Jul 01, 2014 for a stay in June 2014

We had a great time on Anna Maria with our two college-aged sons. This house is very nicely located, and the pool is wonderful. The home was spacious and comfortable for four people. Our main negative was the beds. All of them were uncomfortable with lousy, flimsy, worn-out mattresses. Also, the kitchen was in some regards well-equipped, but lacking in quality and quantity of pots/pans/…

$100

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Maple Cottage-120 Maple

Anna Maria house
3 BR / 2 BA / Sleeps 8 | Quick view
Very Good4 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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(1)

Poor

$132

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Grant's View - 412 S Bay Blvd

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

Details

Reviews

(1)

This bay front private home is on Tampa Bay and you will enjoy the views of the water not to mention Dolphins swimming by. The bayfront is furnished with beach style furniture which offers a rich and comfortable atmosphere and is fully furnished with all comforts of home for a worry-free holiday; virtually everything…
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Location the only good thing

Left on Nov 03, 2014 for a stay in October 2014

This house has great location and that's about it. Sorry to say the place needs updating, needs to have more furnishings,like dishes and pots and pans etc....furniture was cheap and old. The place smelled musty and had cockroaches, dead and alive. No hot water in master shower and the shower door was about to fall off the track. Outlet in bedroom was hanging out of the wall and the cleaning crew…

$134

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Mangrove Cottage-105 Mangrove

Anna Maria house
2 BR / 2 BA / Sleeps 5 | Quick view
Terrible1 Reviews

Details

Reviews

(1)

Mangrove Cottage Welcomes You! A charming two bedroom, two bath vacation rental home only one house from the sandy beach of Anna Maria Island on the Gulf of Mexico. Mangrove Cottage is very comfortable, bright and decorated for relaxed tropical living. Should you desire to lounge waterside in the comfort of your …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Absolutely disappointing. Dated, uncomfortable, poorly designed, run down!

Left on Nov 08, 2014 for a stay in November 2014

We have stayed in 6 places on the Island over the past 6 years. This is absolutely the worse place we have seen. The pictures are very misleading. The pool is at the back of the house, with no way to it except to go out the side door and all the way around the back. The inside of the house is awful, dated, and very run down. The "living" room has one very uncomfortable couch and 2 other …

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$119

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Sunshine Cottage / Boat Dock, Private Pool, Beach

Anna Maria house
3 BR / 3 BA / Sleeps 7 | Quick view

Details

It doesn't get much better than being right on the water, ½ block from the bay beach, and only 7 blocks from Pine Avenue. Sunshine Cottage couldn't be a better name, because this 3 bedroom, 2 bathroom, cottage truly lets you experience the beauty of Anna Maria Island. Enjoy dangling your feet off the dock, swimming …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

$140

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Blue Dolphin Inn - Heron Up

Anna Maria condo
2 BR / 2 BA / Sleeps 6 | Quick view
Very Good7 Reviews

Details

Reviews

(7)

The Heron unit at the Blue Dolphin Inn, located at 404 Alamanda in the Historic Village of Anna Maria is a wonderful two bedroom, two bath upstairs unit furnished in a tropical theme. The Blue Dolphin Inn consists of four units surrounding a free style heated pool with fountains and nearby tiki table. The Blue Dolphin…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(7)

great location

Left on Mar 30, 2011 for a stay in March 2011

we enjoyed our second stay at the blue dolphin. the unit has a great floorplan, huge porch and was very nicely appointed and decorated. everything was new and comfortable, the kitchen had everything needed and every appliance. washer and dryer and most furniture new, unit was freshly painted and tastefully decorated. location was superb.

$190

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Anna Maria Escape

Anna Maria house
2 BR / 2 BA / Sleeps 10 | Quick view
Very Good18 Reviews

Details

Reviews

(18)

The Anna Maria Escape located at 725 North Shore Drive in Anna Maria city is just that - a peaceful, relaxed place to get away from it all. You can stroll on the beach for miles in either direction! It’s a perfect Anna Maria Island vacation home!This spacious and charming two bedroom, two bath Gulf front home has …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Grill
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(18)

peaceful tranquilty

Left on Feb 23, 2009 for a stay in July 2007

No need to travel to paradise when it is right here in our own backyard. The Escape provided everything we needed and had plenty of room for our family of 6. We already know we'll be coming back to the Escape.

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$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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$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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$157

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Dolphin - 706 Rose B

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

Details

Stay now until September 12th 2015 and save 20% off the rates!. No other discounts would apply. 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 …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$135

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Heron - 706 Rose A

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

Details

Stay now until September 12th 2015 and save 20% off the rates!. No other discounts would apply. 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 …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$105

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Sea 'Esta - 890 North Shore

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

Details

Welcome to Sea 'Esta, located at 890 North Shore and enjoy this upscale designer home. Your beach access is a short stroll away and easy walk to the Rod N Reel Pier.Enjoy the feel of old Florida in this nicely furnished 2 bedroom 2 bath vacation rental get away. This is a desirable location is well sought after with …
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$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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$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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$132

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Sangria Sunrise 506 SoBay Blvd

Anna Maria cottage
3 BR / 3 BA / Sleeps 7 | Quick view

Details

Directly on beautiful Tampa Bay and views of the Sunshine Bridge makes this the picture perfect vacation rental. "Sangria Sunrise" Cottage is a 3 bedroom 3 bathroom ground level single family home in the City of Anna Maria. The bay front patio is perfect for soaking up the sun and you have your own slice of bay beach …
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$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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$211

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A Sassy Seahorse 264 Gladiolus

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

Details

The special "North End" vacation rental is immaculately clean and whimsically decorated, professionally landscaped, and boasts one of the larger pools and larger backyards on the Island. The spa is accented by iridescent glass. The 20' tall Chickee (tiki) hut was hand-built by Native Americans and houses the bar and …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
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