Anna Maria

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$700

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Stunning luxury newly constructed beachfront villa

Anna Maria villa
4 BR / 5 BA / Sleeps 8 | Quick view
Excellent16 Reviews

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(16)

4 Bedroom 5 bath luxury beach front house sleeping 8 with heated pool separate spa numerous decks and stunning beach views from every room. We are located on the desirable family friendly island of Anna Maria. The house is direct beach front on the quiet upmarket north end of the island. Recently constructed it has …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

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(16)

Fantastic Beach Home

Left on Dec 18, 2011 for a stay in December 2011

Our week at anna Maria Island was just fantastic! The beach home was absolutely perfect, spacious, immaculate, beautifully decorated and stocked, a kitchen to die for that included every appliance or utensil you could need. Sitting on the balconies (it did not matter which one) and watching the world go by was heavenly. Plenty of space for multiple families - as well as privacy. Good …

$290

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Gorgeous views,spectacular home!

Anna Maria house
5 BR / 3 BA / Sleeps 12 | Quick view
Excellent7 Reviews

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(7)

WELCOME TO ALL DECKED OUT! Whether getting away for a family vacation, with a group of friends, for a wedding or any other occasion, our gorgeous 5 Bedroom home offers everything you could want for a relaxing holiday on Anna Maria Island.... with incredible views of the Bay! Sit by the tropical courtyard garden, …
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask

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(7)

A week of Bliss!

Left on Jan 09, 2014 for a stay in May 2013

We were able to spend a week of absolute delight, fun and relaxation. The rooms are large (huge master bedroom). Flat screens in every room, Ipod docking stations everywhere, plenty of everything and large living areas. Yet the best were the views for the decks. The location is perfect. We will definitely return regardless of whether or not 5 bedrooms are needed!

$330

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Villa Del Sol

Anna Maria house
5 BR / 3 BA / Sleeps 14 | Quick view
Excellent1 Reviews

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Reviews

(1)

Villa Del Sol 211 Chilson Avenue Anna Maria, FL 34217 This is an exquisite, newly remodeled 5 bedroom, 3 bath ground level home with available boat dock. Inside the home you will find quality furnishings with a Caribbean decor. The open floor plan provides the perfect space for spending time together or …
  • Outdoor Pool
  • Internet Access
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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(1)

Beautiful, spacey and comfortable place for families

Left on May 17, 2015 for a stay in May 2015

Villa Del Sol is a Fabulous comfortable house in Paradise. We had 14 people stay at the house for a week. The house fit us very comfortably with awesome beds, bathroom and a wonderful, entertaining backyard. Their was easy access to the beach and plenty of sand/water toys. The house was clean and had everything we need to make it a very comfortable stay. The location is very convenient to Pine …

$200

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Limelight

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

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Reviews

(1)

Limelight 771 Jacaranda Rd. Anna Maria, Fl. 34216 Limelight is a gorgeous newly renovated home, inside and out, located on the prestigious North End of Anna Maria Island. Only a brisk 3 minute walk away from the sandy white beaches, this home offers everything you are looking for in an Island vacation home. …
  • Suitable for children - ask
  • Suitable for the elderly - ask

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(1)

Perfect vacation spot

Left on Jan 11, 2015 for a stay in January 2015

We loved the location and the house was beautiful and well equipped. It was a perfect place for us to vacation with our three adult children. The kitchen was top notch with beautiful appliances. They also supplied beach towels and towels and all the things necessary for an afternoon on the beach...beach chairs,coolers, umbrella. A big plus were the bikes that were available for us to use. We …

$357

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Pool-spa-dock-sea--steps to sugar-white-sand. GEM!

Anna Maria house
4 BR / 3 BA / Sleeps 8 | Quick view
Excellent5 Reviews

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Reviews

(5)

Ahhhhhh. Welcome to Beach Nest! Ready to satisfy that oh-my-gosh-we-need-a-vacation? Kick off your shoes and throw them in the back of the closet. Promise yourselves to live in bathing suits from breakfast to bedtime! Vacationers, dreamers, honeymooners, would-be family-reunion planners and just plain oglers -- peer …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

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(5)

fantastic

Left on Oct 29, 2012 for a stay in July 2012

Stayed several days and enjoyed every moment from swimming in the pool to taking walks on the beach. The accomodations were perfect

$250

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Berryfish Apartments. Gulf location! Sea Views!

Anna Maria condo
6 BR / 4 BA / Sleeps 12 | Quick view
Excellent35 Reviews

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(35)

Berryfish is a fantastic new Caribbean style, beachfront apartment from Pineapplefish, ideal, due to its flexible accommodation, for larger groups of families and friends. Berryfish is double duplex apartment just a stroll to the beach, with 2 separate accommodations - Berryfish East and West, each with 3 bedrooms…
  • Pet friendly - ask
  • Suitable for children - ask

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(35)

Our amazing Wedding Weekend!

Left on Jun 02, 2010 for a stay in May 2010

We reserved Berryfish for our Memorial Weekend Wedding. It was perfect! We had all the key players stay at the house with us. We walked out to the beach for our ceremony and then walked back to our perfect reception. We had it all...caterers that prepared the food all in the east side kitchen and we all got ready for the big day on the west side. Everyone was amazing in helping with this. Sato …

$471

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Cherryfish, a spectacular spacious 4-bed home!

Anna Maria villa
4 BR / 3 BA / Sleeps 8 | Quick view
Excellent4 Reviews

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(4)

Cherryfish is the latest addition to the Pineapplefish collection of houses on Anna Maria Island. It is a spectacular 4 bedroom house, in a fantastic location, just one block from Tampa Bay Beach, the amazing Waterfront Restaurant and the island's most popular tourist destination - City Pier. Climb the steps of this…
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children

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(4)

Wonderful, chilled out experience!

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

Cherryfish is a beautiful home in a tranquil setting on anna Maria Island. The house is close to the beach and close to the "village centre" and probably the best restaurant on the island. The whole place has a very laid back feel and Cherryfish is the perfect house to stay and experience the anna Maria way of life.

The house is well equipped, although a few more instructions on how to use some …

$180

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Ocean View 3 bedroom, pool, North Shore Drive

Anna Maria house
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent15 Reviews

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(15)

Just steps to the sugar sand beaches in Anna Maria, FL. Your 3 bedroom, 2 bath, pool home with sweeping gulf views from two elevated front porches is located in the charming northern end of Anna Maria on North Shore Drive. If you are looking for a tropical vacation home to just relax, take long restfull naps, and …
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask

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(15)

Perfect!

Left on Jul 18, 2012 for a stay in July 2012

This home is lovely, just as the pictures show. It is directly across the street (with beach access) from the most beautiful beach on anna Maria with gorgeous views from the balconies. Everything you need is right here including beach chairs, beach towels, beach umbrella, and even floaties. The pool is on the small side but it is perfect for a quick cool down with lots of poolside lounge …

$279

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4 bed luxury upscale executive waterfront home

Anna Maria house
4 BR / 5 BA / Sleeps 8 | Quick view
Excellent7 Reviews

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(7)

Upscale luxury executive four bedroom waterfront home with private pool dock and elevator. Stylishly furnished and dressed, modern build 2006 - this is our family second home - and is home from home available to you. This exclusive executive property is in the heart of lovely Anna Maria Island; stroll to the …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible

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(7)

Absolutely Wonderful!

Left on Mar 16, 2011 for a stay in March 2011

This house was absolutely perfect for us on our first trip to Anna Maria. We had a family of three (2 adults, 1 teen) and a family of four (2 adults, 1 teen, 1 child) stay at this wonderful home and it was a great setup! Each couple had their own master suite and the kids had their bedrooms. The kitchen and family room were large so we could hang out together there. The kids enjoyed the pool …

$125

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Becker's Beach Bungalow!

Anna Maria house
2 BR / 1 BA / Sleeps 6 | Quick view
Excellent13 Reviews

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(13)

Charming, newly renovated, the Becker Beach Bungalow offers a comfortable stay less than 2 blocks from the beach. Accommodates 6 people comfortably; master bedroom with 1 queen bed, second bedroom with 2 twin beds, and an additional daybed with pop up in the sun room. The living room also has a queen size sofa bed. …
  • Wireless Internet
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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(13)

Fabulous

Left on Jun 29, 2011 for a stay in June 2011

Becker's Beach Bungalow was a dream come true. So clean, comfortable and containing everything you would need made for a perfect vacation destination. The location is the best...right down the street from the beach, ice cream shop even closer and great restaurants and shops all around. Highly recommend this delightful "rental"...

$110

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Waterfront, SeaView, Close to Beach & Restaurants

Anna Maria condo
2 BR / 1 BA / Sleeps 4 | Quick view
Excellent7 Reviews

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(7)

Seaside Views - Waterfront, Steps from Beach & Restaurants This water front, two bedroom condominium (ground floor), sits on the end of Pine Avenue, across the street from the beach and has wonderful seaside views of the bay. It also has it's own private fishing dock and boat slip! We have tastefully furnished …
  • Suitable for children - ask
  • Suitable for the elderly
  • Wheelchair accessible - ask

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(7)

This place is perfect!

Left on Jul 14, 2009 for a stay in January 2008

Anna Maria is quaint and relaxing. The location of this condo made it even more so. It's nice to enjoy a comfortable condo in a great location. Hope to do it again.

$300

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C-view Florida, Canal/Dock/Heated Pool/Near Gulf

Anna Maria house
5 BR / 4 BA / Sleeps 8 | Quick view
Excellent10 Reviews

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(10)

This is our personal Vacation Home. C-view is managed by a team we have selected, not a property management company. C-view Florida is one of the few canal homes (29 foot dock) close to the Gulf of Mexico. This newly renovated, 5 bedroom, 3 1/2 bathroom home has a large and beautifully landscaped pool area …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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(10)

New Perspective on What a Vacation Can Be

Left on Aug 08, 2009 for a stay in July 2009

Staying at C-View for a week has given me a new perspective on how relaxing
a vacation can be. Our family of 8 was able to spread out and enjoy this
wonderful house, but we were also able to spend time together around the
large kitchen table and the outdoor seating area. Our kids especially liked the
pool. It was just the right size and had both shallow and deeper areas for all
ages.

$214

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AMI Retreat: 3BR Pool Home 200 Steps from Beach

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

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(3)

Located in the city of Anna Maria on the north end of Anna Maria Island, this gorgeous three-bedroom dog-friendly vacation rental is the perfect place for a vacation retreat! With an estimated 2100 square feet, AMI Retreat has plenty of room to kick off your flip flops and enjoy your down time. With king beds in …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Deck
  • Pet friendly - ask
  • Suitable for children

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(3)

Relaxing

Left on Feb 14, 2015 for a stay in February 2015

Our rental property was exactly how it was pictured on the web. Plenty of space with all the amenities you need to prepare food in our go out. The newly installed pool and spa made this rental perfect!

The quick access to the beach allowed for many many walks on the white sand beach and plenty of time to enjoy food and cocktails at the sandbar restaurant

I highly recommend this …

$257

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Bradley's Beach House: 4BR Pool Home Steps From Beach

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

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(6)

Steps from the white sand beaches of Anna Maria, this four-bedroom, three bath, elevated house is just the place to build sand castles and memories! Located on Pine Avenue in Anna Maria, this charming beach vacation rental with a new backyard pool is beckoning you to start your vacation now. A large, covered balcony…
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Patio
  • Suitable for children - over five
  • Suitable for the elderly - ask

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(6)

Fabulous location for our 2nd honeymoon!

Left on Feb 03, 2014 for a stay in January 2014

We arrived late after a delayed flight from the UK to find the porch light on and the key easily accessed to get in -- very helpful when tired and bleary. The first impression -- and continued impression -- was fantastic! Beautifully decorated, equipped and located accommodation. And when the pool is completed it will be even better! Coastal Cottages staff were very helpful when something …

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$122

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Pine Ave and North Shore Drive Anna Maria Villa A

Anna Maria villa
2 BR / 1 BA / Sleeps 5 | Quick view

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This villa is quaint and adorable tucked in a quiet neighborhood just 9 houses from the Gulf of Mexico and white sandy north end Anna Maria Island beaches. Step outside your door and stroll down the street in 1 minute or less to the quaint shops and cafes along Pine Ave. Walk to everything the north end has to offer…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible
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$170

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Jacaranda Artist Retreat

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

Details

As an artist this private three bedroom and two bath elevated vacation home has been a retreat that inspires many paintings of Anna Maria Island. Located on the secluded North End you will enjoy the tranquility of the Island and have an easy stroll to the Gulf of Mexico and the best white sugar-sand beach. You can …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly - ask
  • Suitable for children - over five
  • Suitable for the elderly - ask

$243

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North Shore Villa Anna Maria

Anna Maria house
4 BR / 3 BA / Sleeps 8 | Quick view
Very Good1 Reviews

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Reviews

(1)

NORTH SHORE VILLA 904 North Shore Drive Anna Maria Welcome to North Shore Villa. This luxury Key West style home has it all. Expansive bay views, private heated pool, extra large master suite with a double shower and Jacuzzi tub, fresh and modern decor, two large balconies, indoor sitting area off the pool, and 2 …
  • Suitable for children
  • Suitable for the elderly - ask

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(1)

Great house- Poor Management

Left on Jan 05, 2015 for a stay in December 2014

In August I reserved N. Shore house for 2 weeks - Our family's Christmas- 6 adults. Final deposit due early December. The Home is as described-- very beautiful, casual feel, plenty of room, so clean and well kept. Loved It!

On the 1st Monday of our trip a construction crew pulled up to house next door. (Scaffolding and construction limber etc was already on the property.) There were 5-7 …

$143

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Bay View Villa

Anna Maria house
3 BR / 3 BA / Sleeps 6 | Quick view
Excellent1 Reviews

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Reviews

(1)

Bay View Villa is a three bedroom, three bath private Key West style island home with bay views; tile and bamboo floors, spacious living room with large open decks, and just a short stroll to Bean Point and Bayfront Park. Very desireable area on the North end of Anna Maria Island. Sleeps upto 8 people. Amenities …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Central heating
  • Suitable for children

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(1)

quiet ,spacious,clean ,lovely position

Left on Dec 02, 2011 for a stay in November 2011

everything spot on,between the 2 piers ,both walking distance,2 minutes stroll to the park opposite with the beach ,sea and picnic area,lovely. a clean peacefull area .

$136

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706 North Shore

Anna Maria house
3 BR / 2 BA / Sleeps 8 | Quick view
Excellent2 Reviews

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Reviews

(2)

Walk the point collecting shells!~ This 3 bedroom, 2 bath home is just moments from the beach. Located in the city of Anna Maria close to Bean Point, the bay and Pine Ave. Lovely family vacation with all the comforts of home. Additional amenities include: sofabed, type of parking driveway, #of units in complex 1, …
  • Balcony or terrace
  • DVD Player
  • VCR
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

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(2)

What a great vacation!

Left on Jun 16, 2011 for a stay in May 2011

This was our first time to anna Marie Island. This house is easy to find. The items that were furnished were great - there was not only all towels, etc but beach chairs & toys that were not expected. The public beach access is an easy walk. The value of this house is great! It was huge & had more room than we expected. Thank you to the owners for sharing their lovely place.

$275

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103 Pelican

Anna Maria house
3 BR / 2 BA / Sleeps 8 | Quick view
Very Good2 Reviews

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(2)

The coast is here come stay here!~ At this spacious, family friendly home, grab your fishing pole, take the hand of a child and meander to the private dock, cast a line while dangling your feet and spending the day with your child or grandchild. Equipped to entertain a party of eight along with a small pet, this …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Balcony or terrace
  • DVD Player
  • VCR
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

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(2)

Was a very comfortable and enjoyable stay.

Left on Jun 13, 2011 for a stay in June 2011

Check in was quick and easy. The house was very clean and well equipped with just about eveything you needed to make your stay here great. I would highly recomend anyone to stay here for their vacation.

$322

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The Shady Mango ~ Anna Maria Island's Most Charmin

Anna Maria cottage
2 BR / 2 BA / Sleeps 4 | Quick view
Excellent2 Reviews

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(2)

The Shady Mango was originally built in 1925. According to local history the heart pine used in constructing the original house came by steam boat to the City Pier and was hauled by horse-drawn lorry up Pine Avenue to the home's present site. In 2004 the home was given a major renovation consisting of replacing all …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children - ask
  • Suitable for the elderly

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(2)

Magical!

Left on Apr 06, 2012 for a stay in April 2012

I've been affiliated with The Shady Mango for almost 4 years now, and not once have I had a guest stay there who didn't just love their experience! The cottage is just as charming as it looks in the pictures (one guest told me that of all the vacation rentals he and his wife have enjoyed, The Shady Mango is the only one that actually looks like its pictures!), and the back yard with its navy …

$350

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Seaside

Anna Maria house
3 BR / 2 BA / Sleeps 9 | Quick view
Excellent3 Reviews

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Reviews

(3)

Seaside 851 N. Shore Dr. Anna Maria, Fl. 34216 Seaside is a private, luxury home located on the very northern tip of Anna Maria Island. It looks directly at the Skyway Bridge, Egmont Key and Downtown St. Petersburg- you will not find a more breathtaking view anywhere on the island. The home has the charm of a …
  • High Speed Internet
  • Patio
  • Television
  • DVD Player
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

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(3)

The most amazing views

Left on Jul 20, 2013 for a stay in July 2013

We love Anna Maria and decided to splurge and rent a house on the north end right on the beach. This was a winner, a 180 degree view of the gulf, sunrises from the master bedroom and sunsets all in one location. And the best view of the distant Skyway Bridge, this house had all the necessary things, great master suite, studio, loft, decks.....If I had to complain the two other bedrooms were a …

$143

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Birds Eye View

Anna Maria house
2 BR / 2 BA / Sleeps 4 | Quick view
Very Good1 Reviews

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Reviews

(1)

Birds Eye View 802 Gladiolus Street Anna Maria, FL 34216 This spacious and charming 2 bedroom, 2.5 bath elevated home is just three houses from the Gulf of Mexico! It is located near popular Bean Point at the prestigious northern tip of Anna Maria Island. It has fabulous island style furnishings and a bright open …
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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(1)

Nice Location - Bean Point

Left on Sep 06, 2013 for a stay in September 2013

Lovely property...close to both gulf and bay beaches for sunrise/sunset. Loads of space with a huge master bedroom/bathroom. Clean and well kept but could use a few updates. Toaster looked 1960's vintage and although it worked well enough, we were a bit concerned using it due to it's age. Oven door and oven itself were tricky to operate. Several of the venetian blinds did not work, either to open…

$500

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Cayman Bay

Anna Maria house
4 BR / 4 BA / Sleeps 12 | Quick view
Excellent1 Reviews

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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

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(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 …

$250

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Tortuga Bay

Anna Maria house
5 BR / 3 BA / Sleeps 12 | Quick view
Very Good1 Reviews

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Reviews

(1)

Tortuga Bay 9405 Gulf Dr. Anna Maria, FL 34216 This one is extraordinary! Tortuga Bay is a completely renovated, ground level, 5 bedroom property that has one of the most outstanding tropical pools on the island- featuring a theme-park style water-slide! Located in the prestigious city of Anna Maria, it is the…
  • Heated Pool
  • High Speed Internet
  • Patio
  • Television
  • DVD Player
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Amazing week in paradise

Left on Apr 02, 2015 for a stay in March 2015

The house was beautiful, spotless, and comfortable. The pool area was amazing and the walk to the beach was seriously 2 minutes tops. We like to stay beach front so if the beach wasn't too far for me it shouldn't be to far for anyone. The negative side - it was on the main road - the traffic never stopped - a little nerve racking with the kids. But the front yard - like a giant parking lot - …

$300

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Ocean Walk

Anna Maria house
4 BR / 3 BA / Sleeps 14 | Quick view
Excellent1 Reviews

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Reviews

(1)

Ocean Walk 117 Willow Avenue Anna Maria Island, Fl 34216 Ocean Walk is a brand new private home that is now ready for rental! The style of the home offers a very attractive roof line with steep pitches, lots of balconies and being located West of Gulf drive there are no busy roads to cross and only a 1 minute …
  • Suitable for children - ask
  • Suitable for the elderly - ask

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(1)

Perfect introduction to anna Maria island!

Left on Mar 15, 2015 for a stay in March 2015

Everything in this house is top notch. We've rented lots of places in Florida, but this one is beautiful. Everything is brand new, furniture is all good quality, bedding is great. Everything is so pretty. A lot of thought and care went into decorating the house, from accents to furnishings to patio furniture. Televisions in every bedroom, plus family room and pool area. Yes, there's a tv outside…

$250

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Anna Maria Cottage

Anna Maria house
3 BR / 3 BA / Sleeps 6 | Quick view
Very Good1 Reviews

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Reviews

(1)

Anna Maria Cottage 104 Magnolia Avenue Anna Maria Island, FL 34216 This beautiful historic beach cottage is a true embodiment of "Old Florida Charm". This wonderful home offers 3 suites, each with their own en-suite full bathroom, a wrap around porch with stunning Gulf views and much more! Just steps from the…
  • Suitable for children - ask
  • Suitable for the elderly - ask

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(1)

Great location!

Left on Feb 23, 2015 for a stay in February 2015

I spent almost 3 weeks on AMI sharing this lovely cottage with my sister and some other friends and family. The location is wonderful, very close to the beautiful beach, so an easy stroll over for sunsets and long walks, and quite near the Sandbar and restaurants and shops on Gukf and Pine. The cottage is nicely decorated with vintage signs, historical photographs and local art, and the furniture…

$300

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Villa Marianne

Anna Maria house
5 BR / 4 BA / Sleeps 12 | Quick view
Excellent1 Reviews

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Reviews

(1)

Villa Marianne 111 Maple Ave. Anna Maria, Fl. 34216 Wow, you just can't say enough great things about this beautiful beach villa! This 5 bedroom, 4 bathroom home so close to the beach- no more than a 1 minute stroll and located on the prestigious North end of the island. Every room is exquisite- decorated to …
  • Outdoor Pool
  • Internet Access
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Awesome place to stay!!

Left on Mar 22, 2015 for a stay in March 2015

We just returned from our week long stay at Villa Marianne and couldn't be happier. We were two families- mine and my cousin and hers. 4 adults total, and 5 kids ages 8,6, 4,3, and 1. First of all, you are just a short walk to a lovely stretch of beach. At the end of the street there is a short path. And since it isn't a public access area, there aren't that many people- even during crowded …

$209

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Sunchase Villa

Anna Maria house
4 BR / 4 BA / Sleeps 8 | Quick view
Very Good1 Reviews

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Reviews

(1)

Sunchase Villa 302 Gulf Blvd Anna Maria, Fl. 34216 Sunchase Villa is a true Old Florida, ground level beach cottage nestled on the north end of Anna Maria Island only a short walk to restaurants and shopping. There are fantastic Gulf Views from this well-appointed 4 bedroom, 4.5 bath private home directly across…
  • Internet Access
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

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(1)

Great location but property needs some improvements

Left on Dec 15, 2014 for a stay in December 2014

The location of this house is great---right on the beach and close to many restaurants! The house is roomy and nicely furnished, including multiple TVs for anyone who is interested. The screened-in porch looking out on the water is a real plus! However, the house needs some serious work. Many of the windows did not open, the kitchen cabinet doors kept falling open, one bathroom drain was clogged…

$115

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Southern Breeze 1

Anna Maria house
2 BR / 1 BA / Sleeps 6 | Quick view
Excellent2 Reviews

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Reviews

(2)

Southern Breeze #1 607 Fern Street #1 Anna Maria, Fl. 34216 ISLAND 6-PLEX - Newly renovated top to bottom June 2013! These are 2 bedroom, 1 bath ground level units located at the tip of Anna Maria Island just steps from the Bay. Heated pool with nicely landscaped surroundings. Each is decorated with the feel of…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Suitable for children - ask
  • Suitable for the elderly - ask

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Reviews

(2)

Descoberta Maravilhosa!!

Left on Aug 21, 2014 for a stay in June 2014

Amei conhecer a ilha Anna Maria! tanto que estou pretendendo voltar no próximo ano para passar pelo menos um mês inteiro! Alugamos essa casa pela internet com poucos dias de antecedência, recebemos um código por email que serviu para abir um cofre na entrada liberando as chaves da casa. Tudo estava limpo, arrumado, ar condicionado ligado (estava bem quente!). Dois quartos bem mobilhados, uma …

$145

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Whispering Winds

Anna Maria house
4 BR / 2 BA / Sleeps 8 | Quick view
Excellent2 Reviews

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Reviews

(2)

Whispering Winds 210 Sycamore Avenue Anna Maria, Fl 34216 Key West style 4 bedroom, 2 bath home just a short walk from the Gulf of Mexico. This home offers private heated pool, three covered decks overlooking pool, BBQ grill, two car garage, cathedral ceilings, tile, carpet, open floor plan with large kitchen…
  • Outdoor Pool
  • Internet Access
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

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(2)

Can't wait to go BACK!

Left on May 13, 2014 for a stay in March 2014

We stayed at Whisper Winds,3 houses to the wonderful White Sand... Great house with 4 bdrm ,heated pool, great location with plenty of room for Family Vacation.. This is our 2nd trip to AnnaMaria. So many quaint shops,be sure you visit the fresh donuts shop..get their early their worth the wait. The north end is great if your traveling with small kids. Bring your bikes or rent them their.. So …

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$275

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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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$250

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Heron House

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

Details

Heron House 213 Elm Ave. Anna Maria, Fl. 34216 Wow, this luxury 3/3 North-end elevated home has it all! Just newly remodeled and ready to go! Just a short walk to it all- the beautiful Gulf beach, the fun and entertainment of Pine Ave. and even walk to the fantastic Sandbar restaurant. The home has approx. 2700 …
  • Internet Access
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$124

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Sunny Side Up

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

Details

Sunny Side-Up 267 Gladiolus Street Anna Maria, Fl. 34216 Trendy colorful, happy cottage located in popular Anna Maria City. This 2 bedroom 2 bath ground level home was completely renovated inside and out. All new furniture throughout with lots of fun decor and an island feel. A delight the moment you enter …
  • Internet Access
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$450

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The Big Yellow House

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

Details

The Big Yellow House on Pine 104 Pine Avenue Anna Maria Fl. 34216 This home is one of a handful of very select rental properties on the island- direct Gulf front with a private heated pool! It has all the perfect ingredients for a wonderful vacation. Enjoy your front row seat to spectacular sunsets from this …
  • Outdoor Pool
  • Internet Access
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$225

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Whispering Whale Retreat

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

Details

Whispering Whale Retreat 505 Spring Avenue, Anna Maria, Fl 34216 Whispering Whale Retreat is a lovely brand new elevated home with 4 bedrooms and 2 bathrooms. Located on the prestigious Northern end of Anna Maria Island this versatile home incorporates the best of all that Anna Maria Island has to offer! With a …
  • Outdoor Pool
  • Internet Access
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$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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$190

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Dolphin Dreams

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

Details

Dolphin's Dream 855 North Shore Drive Anna Maria, Fl. 34216 Dolphin's Dream is a totally updated Florida beach house ideal for those who want Old Florida charm with updated decor. This 3 bedroom 2 bath ground level home is a short walk to the Rod-n-Reel Pier and Bean Point on the Gulf of Mexico. Incredible views of…
  • Internet Access
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$200

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White Sands

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

Details

White Sands 709 North Bay Blvd Anna Maria, Fl 34216 White Sands is a newly renovated beach cottage located on the prestigious Northern end of Anna Maria Island. Offering 3 bedrooms and 2 bathrooms, a new kitchen and a private heated pool this home is ideal for your Island getaway! Lots of attention to detail has …
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$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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$300

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Whitecaps

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

Details

Whitecaps 749 Jacaranda Anna Maria, FL 34217 Whitecaps is a luxury tropical island style 5 bedroom, 3.5 bathroom home located at the prestigous north end of Anna Maria Island. This home sits only 1 block in from the Gulf beaches and is only about a 1 minute stroll over to the water. It has wonderful views of…
  • Outdoor Pool
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$209

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Sundown North

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

Details

Sundown North 300 N. Shore Dr. - Unit B Anna Maria, Fl. 34216 Sundown North- a unique water front property that has 4 bedrooms, 3 bathrooms and a private heated pool one block to Pine Ave. It sleeps up to 8 guests in beds and 10 total. Sundown North also has a separate living room upstairs with large TV and …
  • Private Pool
  • High Speed Internet
  • Patio
  • Television
  • DVD Player
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$214

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Sundown South

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

Details

Sundown South 300 N. Shore Unit A Anna Maria, Fl. 34216 This is a one of a kind brand new construction on Anna Maria Island. Sundown South has 4 bedrooms and 3 full baths and a private heated pool. Located on a beautiful lake on the prestigious North Shore Drive and only a very short walk to famous Pine Ave. It…
  • Private Pool
  • High Speed Internet
  • Patio
  • Television
  • DVD Player
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$200

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A Sandbox by the Sea

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

Details

A Sandbox by the Sea 507 Spring Avenue Anna Maria, FL 34216 A Sandbox by the Sea has a large luxurious tropical yard with a new private heated pool complete with tanning shelf and a bubbling spa tub!! Both water features have the option of digital light shows for evening fun! A press of a button allows you to …
  • Heated Pool
  • High Speed Internet
  • Patio
  • Television
  • DVD Player
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$214

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Havana Cay

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

Details

Havana Cay 109 Cedar St. Anna Maria, Fl. 34216 With this secluded and historic property, you will feel like you are vacationing at your own private 5-star resort. Havana Cay sits only 4 houses in from the beach and there are no busy streets to cross and zipping to and from the beach will be so easy! A quick 30 …
  • Private Pool
  • High Speed Internet
  • Patio
  • Television
  • DVD Player
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$171

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The Beach House

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

Details

The Beach House 9308 Gulf Drive Anna Maria, Fl. 34216 Totally updated 3 bedroom 2.5 bath elevated home just six houses from the Gulf of Mexico. French doors and sliders open to your covered wrap-around porches. Listen to the sounds of rustling palms and embrace the gentle gulf breezes while relaxing on your …
  • Internet Access
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$188

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Moondance

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

Details

Moondance 206 Spring Lane Anna Maria, Fl. 34216 If you are looking for a unique property you have found it! This property sits right out on the beach and has a private balcony from the property to the beach. Nestled in the heart of Anna Maria, Moondance offers quaint privacy but is only a very short walk over to …
  • Internet Access
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$200

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Anna Maria Chateau

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

Details

Anna Maria Chateau 612 Fern Street Anna Maria, Fl 34216 Perfect island getaway, nestled at the North end of Anna Maria Island. Anna Maria Chateau, open and spacious, a newly and completely renovated, well equipped 3 bedroom, 2 bath home with vaulted ceilings in the living area and in all bedrooms. This house has …
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$250

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Cabana Breeze

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

Details

Cabana Breeze 511 Spring Avenue Anna Maria Island, Fl 34217 Cabana Breeze is a newly and completely renovated 4 bedroom 2 bathroom home with multiple outdoor shaded living areas, a large lot, and a brand new custom pool and pool-side cabana. This gorgeous home is located on the prestigious north end of Anna Maria …
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$400

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Willow Beach House

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

Details

Willow Beach House 211 Willow Avenue Anna Maria, Fl 34216 Willow Beach House is a beautiful, bright and airy 5 bedroom and 3.5 bathroom private home, located on the prestigious North-end of Anna Maria. Only a block away from the stunning white sand beaches, this newly renovated canal front home offers a private …
  • Suitable for children - ask
  • Suitable for the elderly - ask
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