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)

Anna Maria Island > Anna Maria villa
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)

Anna Maria Island > Anna Maria house
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!

$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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(5)

Anna Maria Island > Anna Maria house
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

$471

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Cherryfish, a spectacular spacious 4-bed home!

Anna Maria villa
4 BR / 3 BA / Sleeps 8 | Quick view
Very Good5 Reviews

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(5)

Anna Maria Island > Anna Maria villa
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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(5)

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 …

$160

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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)

Anna Maria Island > Anna Maria house
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 …

$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)

Anna Maria Island > Anna Maria condo
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 …

$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)

Anna Maria Island > Anna Maria house
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 …

$100

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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)

Anna Maria Island > Anna Maria house
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)

Anna Maria Island > Anna Maria condo
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.

$350

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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)

Anna Maria Island > Anna Maria house
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.

$257

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

Anna Maria house
4 BR / 3 BA / Sleeps 10 | Quick view
Excellent6 Reviews

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(6)

Anna Maria Island > Anna Maria house
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 …

$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
Excellent4 Reviews

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(4)

Anna Maria Island > Anna Maria house
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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(4)

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 …

1 / 14

$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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Anna Maria Island > Anna Maria villa
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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$113

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Jacaranda Artist Retreat

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

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Anna Maria Island > Anna Maria house
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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(1)

Anna Maria Island > Anna Maria house
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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(1)

Anna Maria Island > Anna Maria house
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 up to 6 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 .

$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)

Anna Maria Island > Anna Maria cottage
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 …

$200

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Starfish Dreams: 2BR Canal Home w/Dock and Pool

Anna Maria house
2 BR / 2 BA / Sleeps 6 | Quick view
Excellent5 Reviews

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(5)

Anna Maria Island > Anna Maria house
Starfish Dreams is the perfect place to start your vacation! This family-friendly vacation rental is centrally located on Pine Avenue in the city of Anna Maria on Anna Maria Island, halfway between the Gulf of Mexico and Tampa Bay. If that were not enough, it also has a heated pool and is on a canal. This two-…
  • Waterfront
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children - over five
  • Suitable for the elderly - ask

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(5)

Magnificent property in fantastic spot on Anna Maria

Left on Jun 14, 2013 for a stay in May 2013

This was the best holiday rental (sorry Sue) we've ever had. Right in Pine Street, where all of the boutiques and local stores are, but within 100 yards of the beach and City Pier. Fantastically appointed, with excellent quality of all the equipment, this is a really, really comfortable and well situated property.

$157

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Pineapple Cottage: 2BR Quaint Pet-Friendly Cottage

Anna Maria cottage
2 BR / 1 BA / Sleeps 6 | Quick view
Excellent8 Reviews

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(8)

Anna Maria Island > Anna Maria cottage
Pineapple Cottage, centrally located on historic Pine Avenue in the city of Anna Maria, is the perfect place to slow down and catch your breath! This Anna Maria Island cottage is tastefully decorated with wood floors, granite and stainless kitchen, tiled shower and comfortable furnishings. The master bedroom boasts a…
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Porch
  • Pet friendly
  • Suitable for children - over five
  • Suitable for the elderly

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(8)

peaceful place

Left on Jul 25, 2013 for a stay in June 2013

I love aMI, I am a visitor since 2003 from Miami. I love, love this place and Pineapple Cottage was the best place for us to stay. I felt right at home with all the comodities anyone can desire. We thank you for sharing this house with us. See you soon.

$243

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Wave Crest: 2BR Gulf-Front Beachfront Cottage

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

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(4)

Anna Maria Island > Anna Maria cottage
This gulf-front vacation rental cottage is located right on the beach on the secluded north end of Anna Maria Island. Step out Wave Crest's door and into the waiting lounge chairs and rub your toes in the beautiful white sand beaches of AMI or enjoy the views of the sparkling Gulf of Mexico waters from the Florida …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - over five
  • Suitable for the elderly

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(4)

Best kept secret in the country

Left on Jul 14, 2013 for a stay in March 2013

If you want the beach as your back yard, along with a quiet and empty beach, you just found it. This house was perfect for my wife and I and our two daughters. Having been to Mexican all inclusive resorts twice, my daughters said they actually enjoyed this more. It was so relaxing and being able to look at the beach and water before bed and we woke up was incredible. The sand is so fine, you won'…

$171

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Coastal Cottage: 3BR Pet-Friendly Pool Home

Anna Maria house
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent5 Reviews

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(5)

Anna Maria Island > Anna Maria house
The adorable Coastal Cottage, located in the laid-back city of Anna Maria, is the perfect place to take a totally carefree vacation. The white sand beach of Anna Maria Island and the azure blue waters of the Gulf of Mexico are only a short stroll from this delightful three-bedroom, two-bath vacation rental. An open …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Patio
  • Pet friendly
  • Suitable for children - over five
  • Suitable for the elderly

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(5)

Coastal Cottage

Left on Jul 25, 2013 for a stay in February 2013

We loved the location. We enjoyed the house, but we did not know it was up for sale until we pulled in the driveway. We had too many requests for viewing which disturbed our visit enough that we decided not to book with you again next year.

$171

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Simpatico: 2BR Pet-Friendly Canal Home with Kayaks

Anna Maria house
2 BR / 2 BA / Sleeps 4 | Quick view
Excellent4 Reviews

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(4)

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

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(4)

A relaxing, tropical paradise...

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

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

$171

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Island Oasis: 2BR Canal Home with Pool and Dock

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

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(4)

Anna Maria Island > Anna Maria house
Come and enjoy your own private Island Oasis! Located on the north end of Anna Maria Island in the city of Anna Maria, one block from the bay and a few blocks from the City Pier, this charming vacation rental will allow for some serious relaxation. This home-away-from-home offers two bedrooms and two baths, with a …
  • Waterfront
  • Spa/Whirlpool
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children - over five
  • Suitable for the elderly

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(4)

Best Stay Yet!

Left on Jul 11, 2013 for a stay in May 2013

We were lucky to find Island Oasis. The wife and I have visited Siesta Key and anna Maria Island several times. This was the best stay yet. We caught snook across the bay in Perico Bayou and grouper at Longboat Pass. The backyard pool is the nicest and being able to hop in the boat and to the beach is just wonderful.

$186

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Whispering Pines: 2BR Classic Cottage Near Beach

Anna Maria cottage
2 BR / 2 BA / Sleeps 6 | Quick view
Excellent7 Reviews

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(7)

Anna Maria Island > Anna Maria cottage
This two-bedroom, two-bath vacation rental is located on the quiet north end of Anna Maria Island. Whispering Pines is just three houses from one of the most beautiful beach accesses on the island. This classic 1920's beach cottage has been lovingly restored. The original wood molding, fireplace, high ceilings, and …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children - over five
  • Suitable for the elderly

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(7)

Perfect Old Florida

Left on Jul 25, 2013 for a stay in April 2013

Whispering Pines has everything you could possibly want in an aMI vacation rental home with the exception of swimming pool, but who needs a pool when you are fifty yards from beach access and the Gulf?

$129

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Light House: 2BR/1BA Canal-Front Home with Dock

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

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(2)

Anna Maria Island > Anna Maria house
The Light House welcomes you in with its tropical landscaping, canal view and calming green exterior. This nicely furnished two-bedroom, one-bath vacation rental on Anna Maria Island has everything you need to begin a relaxing and restful vacation. Newer appliances will make quick work of breakfast or dinner, leaving…
  • Waterfront
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children - over five
  • Suitable for the elderly

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(2)

Island Paradise

Left on Jan 07, 2014 for a stay in December 2013

One block from bay and four blocks from Gulf or Bean Point...what more could you want?!! Easy walk to all the restaurants and shopping on the North end of island (our favorite part of anna Maria). We brought our own bicycles and the garage was a good storage area for them.
Loved the backyard view of the canal and the Florida room was excellent for dining in on those occassions.
Cozy little …

$171

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Mangoes on Magnolia: 3BR Classic Beach Home w/Pool

Anna Maria house
3 BR / 2 BA / Sleeps 8 | Quick view
Excellent8 Reviews

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(8)

Anna Maria Island > Anna Maria house
Location, location, location. Welcome to the quaint and quiet north end of Anna Maria Island! This classic AMI elevated, open floor plan vacation rental boasts three bedrooms and two baths with plenty of room for a large family or group to spread out and relax! Two queen-size beds, a full-size bed, a futon and two …
  • Spa/Whirlpool
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children - over five
  • Suitable for the elderly - ask

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(8)

Did not want to leave

Left on Jan 02, 2014 for a stay in December 2013

Beautiful house and very close to the beach. Back yard area with pool and spa is tropical and relaxing. The town of anna Maria is quiet, which is what we wanted but there are also several local bars and restaurants within walking distance when nightlife is in demand. Definitely visit Sand Bar for the sunset...spectacular! We loved staying here and did not want to leave. We were also impressed …

$121

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Island Place Cottage: 1BR Pet-Friendly Cottage

Anna Maria cottage
1 BR / 1 BA / Sleeps 4 | Quick view
Excellent5 Reviews

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(5)

Anna Maria Island > Anna Maria cottage
This vacation rental is located on Anna Maria Island's historic Pine Avenue, halfway between the Gulf of Mexico and the Anna Maria City Pier! This adorable, one bedroom cottage, with high beamed ceilings, wood floors and shabby chic décor throughout is ideal for a vacation getaway! This quaint cottage offers a fully…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Parking
  • Pet friendly
  • Suitable for children - over five
  • Suitable for the elderly

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(5)

Great cottage, great location.

Left on Jul 26, 2013 for a stay in July 2013

Cottage is perfectly located right in the heart of anna Maria. Quick walk to the Gulf beaches or to the Bay.

Cottage was immaculate and perfect size for the three of us. A few years ago we stayed in the adjacent Pineapple House which was also perfect for our larger party during that visit.

Would not hesitate to stay again.

$496

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Seahorse Cove: 5BR Amazing Pool Home with Dock

Anna Maria house
5 BR / 4 BA / Sleeps 10 | Quick view
Excellent7 Reviews

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(7)

Anna Maria Island > Anna Maria house
Located on the north end of Anna Maria Island in the city of Anna Maria, this family-friendly vacation rental was built for rest and relaxation. Beginning with the lush landscaping that meets you at the front door, all the way through to the putting green, kayak launch and boat dock, this house has high standards. A …
  • Waterfront
  • Sauna
  • Spa/Whirlpool
  • Wireless Internet
  • Fireplace
  • Suitable for children - over five
  • Suitable for the elderly - ask

Details

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(7)

Great house, but Coastal Cottages could use lessons in Customer

Left on Jul 25, 2013 for a stay in June 2013

The Seahorse Cove home is outstanding - the furnishings are gorgeous and top of the line. The pool is just as exotic as it looks in the photos. I have nothing but rave reviews about the home itself. What mars my opinion of this property was the treatment we received from Coastal Cottages (the company that maintains the home).

When we arrived on Saturday (which is a typical arrival day), the …

$189

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BON AMI: 3BR Family- and Pet-Friendly Pool Home

Anna Maria house
3 BR / 2 BA / Sleeps 7 | Quick view
Excellent9 Reviews

Details

Reviews

(9)

Anna Maria Island > Anna Maria house
BON AMI will be your "good friend" after a vacation stay. Located on the north end of Anna Maria Island and a short distance to Bean Point, this heated pool stilt home will beckon you back year after year! Beautifully decorated, this three-bedroom, two-bath vacation rental is spacious, airy, and open. Granite …
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Deck
  • Pet friendly
  • Suitable for children - over five
  • Suitable for the elderly - ask

Details

Reviews

(9)

This was a return home for our family without any of the stress

Left on Jul 24, 2013 for a stay in July 2013

Coastal Cottages aMI staff is the best! The rental was truly more than we could have hoped for with central access to the Bay, Coast and lazy shopping. The North Shore is the only place we ever wish to return.

The BON aMI home was just that, we needed for nothing during our stay. The freedom to kick our feet up, fish, swim, explore is all right there. This is what I remember of my childhood …

$129

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Gulfshore Cottage: 3BR Family-Friendly, Block from Beach

Anna Maria cottage
3 BR / 2 BA / Sleeps 8 | Quick view
Excellent5 Reviews

Details

Reviews

(5)

Anna Maria Island > Anna Maria cottage
Your time on Anna Maria Island should be perfectly charming in this classic beach-style cottage perfectly located on the west side of Gulf Drive in the city of Anna Maria. Only steps away from the azure blue waters of the Gulf of Mexico, this unique vacation rental boasts two very large bedrooms with king-sized bed …
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Porch
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(5)

This is fabulous, spacious and well equipped cottage in a superb location only 3 minutes walk from

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

On entering the cottage, the screened porch was a perfect cool place to relax in the evening with a drink or to take morning coffee and watch Anna Maria Island come to life.

Inside,, was spacious and open plan with a very well equipped and stocked kitchen , and comfortable seating and dining areas,simply decorated in restful paste; tones with 'beach themed' soft furnishings. This carried …

$100

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Flamingo House: 1BR Elderly-Friendly Steps From Beach

Anna Maria condo
1 BR / 1 BA / Sleeps 2 | Quick view
Average2 Reviews

Details

Reviews

(2)

Anna Maria Island > Anna Maria condo
Enjoy your vacation in this charming, one-bedroom, one-bath original house just six houses away from the white sand beaches of Anna Maria Island and sparkling waters of the Gulf of Mexico. Flamingo House is perfect for anyone who needs a quick weekend getaway or an extended stay! Located in Anna Maria on the west …
  • Internet Access
  • A/C or climate control
  • Porch
  • Parking
  • Books
  • Suitable for the elderly

Details

Reviews

(2)

Nice community, poor accommodation

Left on Apr 11, 2015 for a stay in March 2015

Very good: the house is close to a beautiful beach

Poor: the house is too close to the noisy street; no place to sit outside; terrible smell of humidity inside; windows dirty and don't open.

Not worth the rental price.

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$157

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Beach Walk: 2BR Family-Friendly Pool Home on Canal

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

Details

Anna Maria Island > Anna Maria house
Begin your relaxing vacation at Beach Walk, located just a block from the white sand beaches of Anna Maria Island. This lovely two bedroom, one bath, home has just been completely remodeled and fabulously decorated! Cozy and relaxing furnishings await you and your friends and family during your vacation stay. The …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Patio
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$168

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Sea Oats: 2BR Elderly-Friendly Pool Home on Canal

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

Details

Anna Maria Island > Anna Maria house
Begin your relaxing vacation at Sea Oats, located just a block from the white sand beaches of Anna Maria Island. This lovely two-bedroom, one-bath vacation rental has just been completely remodeled and fabulously decorated! Cozy and relaxing furnishings await you and your friends and family during your vacation stay…
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$214

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Life is Good at the Beach: 3BR Family/Pet-Friendly

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

Details

Anna Maria Island > Anna Maria house
Life is Good at the Beach, located on the north end of Anna Maria Island, is a fantastic place to start your vacation. This three-bedroom, two-bath, vacation rental is just a five minute walk to the beautiful north end beaches near Bean Point and two blocks to the Rod & Reel Pier. The extra-large screened porch …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Patio
  • Pet friendly
  • Suitable for children - over five
  • Suitable for the elderly - ask
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$186

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Tequila Sunset: 2BR Island Home with Heated Pool

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

Details

Anna Maria Island > Anna Maria house
**SPECIAL** Receive 15% off the base rental fee on stays through August 2015! To take advantage of this offer use the promo code TEQUILA when reserving Tequila Sunset! --------------------------------------------------- This lovely two bedroom family- and pet-friendly Anna Maria Island vacation rental is just a few …
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Deck
  • Pet friendly
  • Suitable for children - over five
  • Suitable for the elderly - ask
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$286

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Villa Marianne: 5BR Awesome Pool Home

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

Details

Anna Maria Island > Anna Maria house
Villa Marianne is the ultimate beach getaway for you and your family. Located on the north end of Anna Maria Island in the city of Anna Maria just steps from the white sand beach, this five bedroom, four bath vacation rental will make you never want to leave! Exquisitely decorated with beach colors in every room, …
  • Spa/Whirlpool
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$157

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Cook's Cove: 2BR Elderly-Friendly Steps From Beach

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

Details

Anna Maria Island > Anna Maria house
Grab your flip flops and your bathing suit for your fabulous vacation in this well-appointed Anna Maria home! Cook's Cove is located just steps away from the beautiful, white sand beaches of Anna Maria Island and the azure water of the Gulf of Mexico. Both elderly- and family-friendly, this lovely, two-bedroom, 2.5-…
  • Wireless Internet
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children - over five
  • Suitable for the elderly

$325

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Panoramic Gulfront Home Beautiful Anna Maria Isl

Anna Maria house
3 BR / 2 BA / Sleeps 9 | Quick view
Very Good7 Reviews

Details

Reviews

(7)

Anna Maria Island > Anna Maria house
This 3 bedroom/2 bath beachy home has views of the gulf from all but 1 bedroom. It has a 600 sq.ft. deck. The sand is sugary white and this is a private beach, but if you want some action, you can walk to some of the nicest restaurants on the water, or drive 5 or 6 minutes into town. I have had some renters return …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(7)

Great house, amazing location

Left on Aug 30, 2014 for a stay in August 2014

What an amazing location: right on one of the best beaches in Florida. The house is old but well maintained and has everything you need, from a washing machine to internet and air conditioning.

$100

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Copacabana

Anna Maria house
2 BR / 2 BA / Sleeps 8 | Quick view
Average2 Reviews

Details

Reviews

(2)

Anna Maria Island > Anna Maria house
Copacabana is a 2 bedroom, 2 bath private canal front home with a pool; with tile floors throughout and a designer's stylish touch, you will feel you have found your home away from home! Copacabana will accommodate 6-8 people and offers a separate family room with a large flat screen TV that is great for the kids. …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(2)

Music and passion are always in fashion...................

Left on May 15, 2015 for a stay in May 2015

We fell for this precious place the moment we walked in the door, This will become an annual rental. It's exactly what we need. A real old Florida home with a great pool!

BTW, I'm writing while seated at the retro teal & white dinette table that Hubs has decreed the most comfy EVER!

$200

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Canal Place

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

Details

Reviews

(1)

Anna Maria Island > Anna Maria house
Canal Place is a restored three bedroom, three bath Old Florida island home with a pool and hot tub; neutral and relaxing decor with a spacious living room and just a short stroll to the white sand beaches if Anna Maria. Direct waterfront with beautiful canal views. Sleeps upto 8 people. Amenities Include: Full …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

Great house for a family beach vacation!

Left on Oct 30, 2013 for a stay in October 2013

We stayed here for a week in October with seven of us and had a great time! The house was incredibly well equipped-the kitchen was stocked with lots of plates, bowls, glasses, pans, etc. which is really helpful when there are seven of us eating together everyday and there are lots of beach towels, beach chairs, and various other beach supplies right there. We used the bikes every day and it was …

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$200

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Casa Allegria

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

Details

Anna Maria Island > Anna Maria house
Casa Allegria is just perfect! Beautiful cool beachy colors throughout and only a short walk from the beach. This spacious 3 bedroom, 2 bath ground level home is located in the most sought after area on Anna Maria Island! Close to Pine Avenue, trolley stops, and the SandBar Restaurant. Come and enjoy the island life…
  • Suitable for children
  • Suitable for the elderly

$133

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SUMMER BREEZE

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

Details

Reviews

(1)

Anna Maria Island > Anna Maria cottage
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

Details

Reviews

(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

Details

Reviews

(2)

Anna Maria Island > Anna Maria house
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

Details

Reviews

(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

Details

Reviews

(5)

Anna Maria Island > Anna Maria house
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

Details

Reviews

(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 …

$291

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COZY COTTAGE

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

Details

Reviews

(2)

Anna Maria Island > Anna Maria house
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

Reviews

(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

Details

Reviews

(1)

Anna Maria Island > Anna Maria condo
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)

Anna Maria Island > Anna Maria house
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

Details

Reviews

(2)

Anna Maria Island > Anna Maria house
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)

Anna Maria Island > Anna Maria house
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

Reviews

(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

Details

Reviews

(3)

Anna Maria Island > Anna Maria condo
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

Reviews

(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.

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