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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Reviews

(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!

$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 …

$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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Reviews

(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

$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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Reviews

(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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Reviews

(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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Reviews

(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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Reviews

(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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Reviews

(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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Reviews

(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"...

$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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Reviews

(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.

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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
1 / 16

$170

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Jacaranda Artist Retreat

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

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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

$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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Reviews

(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

Details

Reviews

(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 …

$100

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Copacabana

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

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Reviews

(2)

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!

$400

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A Time Out

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

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Reviews

(5)

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

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 …

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OakView - Anna Maria Island - Old World Florida

Anna Maria house
4 BR / 3 BA / Sleeps 12 | Quick view
Excellent1 Reviews

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Reviews

(1)

We completed construction of this new home is November 2009. It is a decorator furnished, pool home and is a top of the line vacation rental home. With approximately 3200 square feet of conditioned space and over 2100 square feet of covered balconies, poolside dining and lounging areas there is plenty of room for a …
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Suitable for children

Details

Reviews

(1)

Excellent

Left on Jan 12, 2014 for a stay in January 2014

The house was excellent and had everything that was expected. The walk to the beach was only about 500 ft. The pool was very nice and easy to clean up with the tools supplied. Very close to some excellent restaurants, very nice local people. We plan on going there again next year !

Thanks Rick


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