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$290

5 BR / 3 BA / Sleeps 12

6 Reviews

$290

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Gorgeous views,spectacular home!

5 BR / 3 BA / Sleeps 12 | Quick view
“ Excellent ” 6 Reviews

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(6)

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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Reviews

(6)

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!

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$600

3 BR / 2 BA / Sleeps 8

1 Reviews

$600

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Serendipity

3 BR / 2 BA / Sleeps 8 | Quick view
“ Excellent ” 1 Reviews

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Reviews

(1)

Our home is a Direct Beach Front 3 bedroom- 1 & 1/2 bath residence furnished with all the comforts of home. Panoramic view of the Gulf of Mexico from your soothing beach cottage style home and decor. The living level has a full size kitchen, half bath, great room and dining room in an open floor plan to capture …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly

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Reviews

(1)

The house name says it all

Left on Jan 17, 2014 for a stay in September 2013

3 nights here and 11 near Disney. Asked the kids what part of the holiday they preferred - "the one with the house on a beach!". For us that said it all. Buckets and spades Vs Mickey Mouse. Who would have believed the winner.
This place is perfect. Apprehensive with the white interior and kids, but they were always on the beach. It really is a restful retreat for all types - families, couples and…

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$170

3 BR / 2 BA / Sleeps 6

Jacaranda Artist Retreat - Anna Maria vacation rentals
1 / 16

$170

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Jacaranda Artist Retreat

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 …
  • Wireless Internet
  • 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

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$100

2 BR / 2 BA / Sleeps 8

Copacabana - Anna Maria vacation rentals
1 / 13

$100

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Copacabana

2 BR / 2 BA / Sleeps 8 | Quick view

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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

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$250

2 BR / 2 BA / Sleeps 4

2 Reviews

$250

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The Shady Mango ~ Anna Maria Island's Most Charming Coastal Cottage!

2 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 2 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 …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children - ask
  • Suitable for the elderly

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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 …

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$235

3 BR / 2 BA / Sleeps 6

12 Reviews

$235

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Ocean View 3 bedroom, pool, North Shore Drive

3 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 12 Reviews

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Reviews

(12)

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

(12)

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 …

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$300

5 BR / 4 BA / Sleeps 10

10 Reviews

$300

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

5 BR / 4 BA / Sleeps 10 | Quick view
“ Excellent ” 10 Reviews

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Reviews

(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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$300

4 BR / 5 BA / Sleeps 8

7 Reviews

$300

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4 bed luxury upscale executive waterfront home

4 BR / 5 BA / Sleeps 8 | Quick view
“ Excellent ” 7 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 …

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$700

4 BR / 5 BA / Sleeps 8

15 Reviews

$700

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Stunning luxury newly constructed beachfront villa

4 BR / 5 BA / Sleeps 8 | Quick view
“ Excellent ” 15 Reviews

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Reviews

(15)

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

(15)

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 …

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$357

4 BR / 3 BA / Sleeps 8

5 Reviews

$357

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

4 BR / 3 BA / Sleeps 8 | Quick view
“ Excellent ” 5 Reviews

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Reviews

(5)

Beachie, Bright and Beautiful. Say no more. You’re there! Ready to satisfy that oh-my-gosh-we-need-a-vacation? Beach Nest will make you absolutely swoon. 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, …
  • 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

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$189

2 BR / 2 BA / Sleeps 6

2 Reviews

$189

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Sapphire Surf - Heated Pool, North End, 1 Level

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

Enjoy the quiet and comfort of SAPPHIRE SURF on the North end of Anna Maria Island. This enchanting two bedroom/two bath ranch style home is located on a quiet street and less than a 4 minute walk to Gulf Beach. Ranch style construction means easy access to and from the house with no steps to climb. The newly …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(2)

Holiday Perfection!

Left on Aug 19, 2013 for a stay in August 2013

After 10 days in Orlando we wanted to close our vacation with a week by the ocean. Anna Maria Island was recommended and we found Sapphire Surf on the web. The accommodation is in a 2 bedroom bungalow style less than 5 minutes walk from the fabulous beach which faces the Gulf of Mexico. White sands and warm water and safe for kids in the shallows. Sapphire Surf is beautifully furnished, …

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$471

4 BR / 3 BA / Sleeps 8

4 Reviews

$471

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Cherryfish, a spectacular spacious 4-bed home!

4 BR / 3 BA / Sleeps 8 | Quick view
“ Excellent ” 4 Reviews

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Reviews

(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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Reviews

(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 …

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$275

3 BR / 2 BA / Sleeps 9

3 Reviews

$275

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Panoramic Gulfront Home Beautiful Anna Maria Isl

3 BR / 2 BA / Sleeps 9 | Quick view
“ Average ” 3 Reviews

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Reviews

(3)

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

(3)

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.

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$400

4 BR / 2 BA / Sleeps 8

3 Reviews

$400

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A Time Out

4 BR / 2 BA / Sleeps 8 | Quick view
“ Excellent ” 3 Reviews

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Reviews

(3)

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

(3)

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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$125

2 BR / 1 BA / Sleeps 6

10 Reviews

$125

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Becker's Beach Bungalow!

2 BR / 1 BA / Sleeps 6 | Quick view
“ Excellent ” 10 Reviews

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Reviews

(10)

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

Details

Reviews

(10)

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"...

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4 BR / 3 BA / Sleeps 12

1 Reviews

Inquire for rates

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OakView - Anna Maria Island - Old World Florida

4 BR / 3 BA / Sleeps 12 | Quick view
“ Excellent ” 1 Reviews

Details

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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