Anna Maria

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$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"...

$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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Reviews

(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.

Pine Ave and North Shore Drive Anna Maria Villa A - Anna Maria vacation rentals
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

Details

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

$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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(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 …

Sunny Side Up - Anna Maria vacation rentals
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$124

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Sunny Side Up

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

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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
Sunset Cottage On Rose - Anna Maria vacation rentals
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Sunset Cottage On Rose

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

Details

Sunset Cottage on Rose 710 Rose Street Anna Maria, FL 34216 Sunset Cottage on Rose is a beautiful newly renovated Island home located on the prestigious Northern End of Anna Maria Island! Tucked away on a quiet residential street this wonderful property is your home away from home. With just a short walk to the …
  • Suitable for children - ask
  • Suitable for the elderly - ask

$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

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Reviews

(5)

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

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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 …

$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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Reviews

(5)

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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Reviews

(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.

$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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Reviews

(2)

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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Reviews

(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 …

$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

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Reviews

(2)

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

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(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.

$100

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Sandy Toes- 116 Palmetto Ave, Anna Maria

Anna Maria house
2 BR / 1 BA / Sleeps 4 | Quick view
Excellent1 Reviews

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Reviews

(1)

This Charming 2BR/1BA beach cottage is just a few properties to the beach and has direct beach access. No streets to cross to get to the beach! Updated kitchen with an apartment size electric range and full size refrigerator. The bedrooms have a Queen size bed and two twin beds. There is an open patio area in the back…
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Patio
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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Reviews

(1)

Nice,quaint place

Left on Apr 20, 2015 for a stay in April 2015

This place was ideal for us. Not too big, not too small. Nice place. GREAT LOCATION!!! Very clean. Plenty of clean towels, sheets... Would definitely stay there again!

$93

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A Puff Away West- 114 Magnolia Ave West, Anna Maria

Anna Maria house
1 BR / 1 BA / Sleeps 4 | Quick view
Very Good1 Reviews

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Reviews

(1)

Located in the heart of Anna Maria Village this recently updated one bedroom apartment is located just a few houses from the beautiful Gulf Beaches. Direct beach access with no streets to cross! 146 steps to the beach and less than a 2 minute walk. Bring your boats and wave runners as there is plenty of room for …
  • Washing Machine
  • Clothes Dryer
  • Parking
  • Dishwasher
  • Satellite or cable TV
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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Reviews

(1)

Great location

Left on Jan 06, 2015 for a stay in December 2014

I was a little hesitant to rent this property because I couldn't find any reviews, but it turned out to be a good choice. It's only 4 houses away from the beach, lots of great little restaurants nearby! Don't bother going to the Sandbar restaurant, overpriced for the quality of food. There are a lot of better places on the island to eat. Our unit was clean and had lots of room and storage. Comfy …

$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!

$117

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The Mermaid`s Purse- 107 Palm Ave, Anna Maria

Anna Maria house
2 BR / 1 BA / Sleeps 4 | Quick view
Very Good1 Reviews

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Reviews

(1)

"The Mermaid's Purse" is a charming cottage located just one property away from the beautiful white sand beaches in the city of Anna Maria. If you are looking for a fairly priced property that is well equipped, clean and comfortable then this cottage if for you!! The cottage is nicely furnished in a coastal inspired …
  • Wireless Internet
  • Dishwasher
  • Microwave
  • Satellite or cable TV
  • Television
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Clean, comfortable, close to beach!

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

This was our second stay at Mermaid's Purse…another very positive experience. The owner provides every little convenience and more for her guests…even greeted us with a fresh loaf of pineapple bread! There was a problem with the plumbing during our 2-week stay, but it was VERY quickly taken care of after contacting the rental agency. The house is only a 30-second walk from the most …

$100

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Gladiolus Get Away- 712 Gladiolus St, Anna Maria

Anna Maria house
2 BR / 1 BA / Sleeps 4 | Quick view
Excellent1 Reviews

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Reviews

(1)

This cute 2 bedroom, 1 bath unit is located at the quiet North End of Anna Maria Island just steps to beautiful white sand beaches. Only 6 properties to the beach access. Nature lovers will enjoy bird watching along the beaches at Bean Point. Rod-N-Reel Pier is not too far away for great fishing and watching the …
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Dishwasher
  • Microwave
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

1 week in Paradise

Left on Dec 24, 2013 for a stay in December 2013

My husband & I spend one week in Gladiolus Get away and we had a wonderful time. The Cottage was renovated, very clean and had everything we needed. All you need to bring is your Bikini :-)!
A 5 minute walk to the Beach, Bike rental a Block away, a short walk to the Peer. This was our third time on anna Maria and this was the best yet. So do yourself a favor, stay at "Gladiolus Get away" and get…

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$104

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La Casita- 699 North Shore Dr, Anna Maria

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

Details

This cute 2BR/1BA beach bungalow is on the Gulf side very close to the beach and located at the quiet north end of the Island. Direct beach access just a few properties away. Enjoy the gulf breezes from the screened lanai or the open brick paver patio. This bungalow has plenty of room to relax with a large living room…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Satellite or cable TV
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
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$104

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Canary Cottage- 317 Magnolia Ave, Anna Maria

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

Details

The Canary Cottage has 2 bedrooms plus a bunkroom - and 2 full baths and will Sleep up to 8. Located in the heart of Anna Maria City- This Key West charmer is elevated and has been updated with new tile, fixtures, plus a new tub/shower! Updated furnishings, and appliances, which add to the charm plus it has been …
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Parking
  • Satellite or cable TV
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
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$130

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Palm Court Villas- 210 B Magnolia Ave, Anna Maria

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

Details

Palm Court Villas are located in the heart of Anna Maria Village with a short stroll to great local restaurants, shops and the Community Center. Beautiful white sand beaches are just one short block away. You have direct beach access to one of the best beaches on the Island. This section of beach has great shade trees…
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Dishwasher
  • Microwave
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
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$86

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Islands End- 792 North Shore Dr, Anna Maria

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

Details

Tropical paradise awaits at this 2BR/1BA villa located across the street from the beach at the beautiful, quiet North End of Anna Maria Island. Sleeps 4 with a double bed and two twin beds. Nicely furnished with tiled floors and updated interior. Enjoy the Gulf breezes from your screened lanai. Equipped with a …
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Dishwasher
  • Satellite or cable TV
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
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$136

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The Tree House- 124 Hammock, Anna Maria

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

Details

Located at the quiet North end of Anna Maria this 3BR/2BA canal front home comes with exceptional views! There are two screened lanais, a boat dock and a garage. Brand new Kitchen with granite countertops and new appliances. Updated furnishings. There are two full size beds, one twin and a queen size bed. TV and DVD …
  • Washing Machine
  • Clothes Dryer
  • Satellite or cable TV
  • DVD Player
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
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$100

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Herons Watch- 766 North Shore Dr, Anna Maria

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

Details

This elevated 2BR/2BA home is located directly across from the beach at the quiet North end of the Island. Enjoy the gulf breezes from the large screened lanai. Fully equipped kitchen including a dishwasher. Laundry room with Washer/Dryer. Bed sizes are a Queen bed, two twin beds and a sleeper sofa. Updated …
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
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$104

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A Puff Away East- 114 Magnolia Ave East, Anna Maria

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

Details

Located in the heart of Anna Maria Village and walking distance to everything fun! This 2BR/1.5 Duplex apartment has been recently updated and is located a few houses from the beautiful Gulf Beaches. Direct beach access with no streets to cross. 146 steps to the beach and less than a 2 minute walk. Unit has a King …
  • Washing Machine
  • Clothes Dryer
  • Parking
  • Dishwasher
  • Satellite or cable TV
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
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$129

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Cranes Landing- 610 South Bay Blvd, Anna Maria

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

Details

It doesn't get much better than this! Relaxing on the Screened lanai overlooking the blue waters of Tampa Bay and the Gulf of Mexico. This elevated 3 bedroom, 2 bath Direct Bay Front home has wonderful views from the master bedroom, living room and screened lanai. Private setting close to Anna Maria City Pier. Washer/…
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Porch
  • Parking
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
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$128

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North Bay Hideaway- 809 North Bay Blvd, Anna Maria

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

Details

The best of both worlds on the Island is where the Gulf meets the Bay at the "Tip" of Island in Anna Maria. Beautiful Sunsets, Fishing Piers, a Park and Bird Watching can be found at the Northern tip of the Island. This 2BR/2BA plus a Loft is located one property from the beach access at Bean Point. Peeks of the Gulf …
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

$125

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Star Fish Cottage-209 Palm Ave

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

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Reviews

(1)

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

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Reviews

(1)

Perfect place to relax.

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

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

$133

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SUMMER BREEZE

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

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Reviews

(1)

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

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 …

$68

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316 Hardin A

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

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Reviews

(2)

This newly remodeled and updated island vacation rental duplex is just a stroll to the Gulf of Mexico and our beautiful sunsets. This home has been decorated to make you feel like you were in Key West. The living room offers an open floor plan to the kitchen to enjoy the family during your stay. The comfy …
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(2)

Outstanding furnishings and superb ventilation

Left on Apr 14, 2011 for a stay in March 2011

As a late arrvial, we had no personal interaction with Island Rental. Key pick-up works fine. Nice to be trusted.
The funishings far exceeded our fears/expectations. No cast-off furnishings. Screened in porch was favorite spot. Great cross ventilation. Kitchen worked very well and lacked nothing. Did purchase a good knife and cutting board (and a Keurig coffee maker.) Kudos for having …

$124

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Sea's the Day - 207 Coconut

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

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Reviews

(9)

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

Details

Reviews

(9)

Vacation in Paradise

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

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

$95

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414 B Magnolia

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

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Reviews

(1)

This newly remodeled two bedroom duplex is situated halfway between the Gulf of Mexico and the Tampa Bay. Not more than 3 blocks in either direction. It is located on the north end of Anna Maria Island on Magnolia Avenue. A new heated pool was just installed and only can be used by this unit. The home is furnished …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Neat duplex in an excellent location

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

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

$114

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620 Rose Street

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

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Reviews

(2)

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

Details

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(2)

Wonderful Retreat

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

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

$136

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Sandy's Getaway-122 Peppertree

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

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Reviews

(1)

Three Bedroom elevated recently renovated private home. This property in Anna Maria City and West of Gulf Drive! Gorgeous outdoor elevated covered deck is a perfect spot to relax and let your cares be whisked away by the Gulf Breezes. Just a few hundred steps from the Gulf of Mexico with no streets to cross. Just …
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Anna Maria Island - A Fantastic Summer Destination

Left on Jul 15, 2014 for a stay in July 2014

Where do I start! First, if you live anywhere near central Florida, this is one of those magical FL west coast places you must visit. A little, secluded, but quaint paradise just a couple hours away from Orlando. Second, the beaches are second to none; white sugar-like sand with a perfect relaxed shore, ideal for bathing and just relax. This time of year, the water is WARM - about 80F on average…

$141

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Down by the Sea-268 Gladiolus

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

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Reviews

(2)

This lovely ground level vacation rental home -- three bedrooms and two full baths private home in a quiet Anna Maria City neighborhood. Beautiful tropical setting with a brand new heated salt water pool. Lovingly and locally decorated to make you feel right at home! Walking distance to the pristine white sand …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(2)

Cozy comfy great time

Left on Jul 20, 2014 for a stay in July 2014

Gladiolus on Anna Maria was super comfortable for a great family vacation. A good living area, a big dining table for all of us, a garage spot, a private pool, and comfortable kitchen and rooms. We had enough privacy and space for all of us plus plenty of open space for us to feel connected. The location was great for walks to the pier, bike rides to Pine Ave (shops), and quick access to the …

$140

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405 Spring Ave - Peony House

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

Details

Reviews

(1)

Welcome to Peony House! This brand NEW, custom-built, elevated vacation rental home features four bedrooms, three baths, a large living room, and a dining room area for entertainment. From the moment you walk through the front door into this light and airy house, you will be happy that you chose Peony House. The large…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Ami

Left on Aug 07, 2014 for a stay in August 2014

The house was awesome. The only thing that could have been better was the location on the island. It wasn't a far walk from the beach but most other things were a little out of the way. The island was great thou and I would definitely recommend Rudy's sub shop and mr. Bones BBQ. They were our favorites.

$138

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Holly Hideaway-730 Holly Road

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

Details

Reviews

(1)

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

Details

Reviews

(1)

Holly Hideaway- a private paradise

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

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

$141

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TURTLE TRAX

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

Details

Reviews

(3)

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

Details

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.

$111

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SNAILS PACE

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

Details

Reviews

(3)

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

Details

Reviews

(3)

It was perfectly amazing!

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

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

$141

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YELLOWBIRD COTTAGE B

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

Details

Reviews

(2)

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

Details

Reviews

(2)

Very close to the beach

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

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

$100

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Maple Cottage-120 Maple

Anna Maria house
3 BR / 2 BA / Sleeps 8 | Quick view
Very Good4 Reviews

Details

Reviews

(4)

Great ground level home on Maple Ave in Anna Maria CIty. West of Gulf Drive with no busy roads to cross. Three bedrooms and two baths. Extra bonus sun room off new deck perfect for a cookout. Kitchen is large enough to try your hand at island cusine, yet the Sandbar Restaurant is just up the street as well! …
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(4)

One of our best family vacations ever!

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

We had a wonderful time during our vacation to AMI. One of the things that made our vacation so enjoyable was our unit. With 3BRs, a huge kitchen, top of the line decor and tons of living space the condo was definately top notch. The beach was absolutely beautiful and the trolley made getting around the island easy. We definately plan to return for another wonderful vacation next year. The Atwell…

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(1)

Poor

$132

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Grant's View - 412 S Bay Blvd

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

Details

Reviews

(1)

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

Details

Reviews

(1)

Location the only good thing

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

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

$134

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Mangrove Cottage-105 Mangrove

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

Details

Reviews

(1)

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

Details

Reviews

(1)

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

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

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

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$119

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Sunshine Cottage / Boat Dock, Private Pool, Beach

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

Details

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

$140

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Blue Dolphin Inn - Heron Up

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

Details

Reviews

(7)

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

Details

Reviews

(7)

great location

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

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

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$114

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North Shore Cottage-871 NShore

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

Details

Welcome to 871 No Shore guest cottage. Enjoy the feel of "old Florida" with this charming split level 3 bedroom 2 bathroom accommodations located behind the main house. Access to the lower level is on a sprial staricase. Great bayfront location with direct access to bay. Feel free to walk along the main house with …
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$135

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Heron - 706 Rose A

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

Details

Stay now until September 12th 2015 and save 20% off the rates!. No other discounts would apply. Welcome to the Heron located at 706 Rose unit A. This quaint 2 bedroom 1 bath duplex located on a quiet street on the north end of beautiful Anna Maria Island awaits the vacationer in you. Recently updated and all new …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$105

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Sea 'Esta - 890 North Shore

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

Details

Welcome to Sea 'Esta, located at 890 North Shore and enjoy this upscale designer home. Your beach access is a short stroll away and easy walk to the Rod N Reel Pier.Enjoy the feel of old Florida in this nicely furnished 2 bedroom 2 bath vacation rental get away. This is a desirable location is well sought after with …
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$68

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Sand Dollar Cottage-738NShore

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

Details

This Island holiday home with easy access to the Gulf of Mexico and colorful sunsets. Two bedroom and one bath vacation rental in a desirable north end of Anna Maria location. It is also just a flip-flop walk to the pristine gulf beaches. Pet friendly and wireless internet There are so many island activities you …
  • Internet Access
  • Parking
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$79

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414 A Magnolia

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

Details

This newly remodeled two bedroom duplex is situated halfway between the Gulf of Mexico and the Tampa Bay. Not more than 3 blocks in either direction. It is located on the north end of Anna Maria Island on Magnolia Avenue. The duplex is furnished with Tommy Bahama style furniture which offers a rich and comfortable …
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$132

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Sangria Sunrise 506 SoBay Blvd

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

Details

Directly on beautiful Tampa Bay and views of the Sunshine Bridge makes this the picture perfect vacation rental. "Sangria Sunrise" Cottage is a 3 bedroom 3 bathroom ground level single family home in the City of Anna Maria. The bay front patio is perfect for soaking up the sun and you have your own slice of bay beach …
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$93

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The Seashell Cottage

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

Details

Steps to the beach - "Old Florida" beach cottage located at 118 Palmetto Avenue, Anna Maria, Anna Maria Island, FL -- (2) Bed: (2 ) Bath: Accommodates up to (6) people: 1 King, 2 twins, 1 queen sleeper: Wireless : free long distance phone in the USA and enhanced cable channels. No smoking: Pets welcome Adorable two…
  • Internet Access
  • Parking
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$128

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316 Hardin Ave

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

Details

This newly remodeled and updated island vacation rental duplex is just a stroll to the Gulf of Mexico and our beautiful sunsets. This home has been decorated to make you feel like you were in Key West. This unique unit is actually two separate living spaces that adjoin in the center. Offering two separate full …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
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