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$125

2 BR / 2 BA / Sleeps 5

Palm Court Villas- 210 B Magnolia Ave, Anna Maria - Anna Maria vacation rentals
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$125

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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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$158

4 BR / 4 BA / Sleeps 10

The Cats Paw- 206 Palmetto Ave, Anna Maria - Anna Maria vacation rentals
1 / 28

$158

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The Cats Paw- 206 Palmetto Ave, Anna Maria

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

Details

Bring the family and come enjoy our beautiful beaches! This 4BR/4BA elevated home is only one short block to the beach with direct beach access. This spacious home has plenty of room for family with 2 king size beds, a queen bed and two twins. Large, fully equipped kitchen, laundry room with washer/dryer, several …
  • Internet Access
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  • Deck
  • Satellite or cable TV
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$104

2 BR / 1 BA / Sleeps 6

La Casita- 699 North Shore Dr, Anna Maria - Anna Maria vacation rentals
1 / 18

$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
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  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$136

3 BR / 2 BA / Sleeps 6

The Tree House- 124 Hammock, Anna Maria - Anna Maria vacation rentals
1 / 15

$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
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  • DVD Player
  • Suitable for children - ask
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  • Wheelchair accessible - ask

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$165

2 BR / 2 BA / Sleeps 6

Egrets Perch - 208 Palmetto Ave, Anna Maria - Anna Maria vacation rentals
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$165

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Egrets Perch - 208 Palmetto Ave, Anna Maria

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

Details

Updated home with Pool!! Elevated 2BR/2BA home with open floor plan and large screened lanai. One short block with direct access to the beautiful white sand beach. This home has been updated with wood flooring, new carpet and granite countertops. Enjoy the outside pool area with beautiful brick pavers and landscape. …
  • Shared outdoor pool (unheated)
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Garage
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$104

2 BR / 2 BA / Sleeps 8

Canary Cottage- 317 Magnolia Ave, Anna Maria - Anna Maria vacation rentals
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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
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  • Parking
  • Satellite or cable TV
  • Suitable for children - ask
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  • Wheelchair accessible - ask

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$429

4 BR / 4 BA / Sleeps 10

1 / 38

$429

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Casa Bonita-230 Oak Avenue

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

Details

Casa Bonita located at 230 Oak Ave Anna Maria, FL is a brand NEW custom built home and new to vacation rentals. Come experience this very upscale private single family home on a quiet street in the City of Anna Maria on beautiful Anna Maria Island, FL. just a short stroll to the white sugar sand beaches on the Gulf of…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$100

2 BR / 2 BA / Sleeps 6

1 / 17

$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
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  • Clothes Dryer
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$365

4 BR / 4 BA / Sleeps 8

1 / 35

$365

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Blue Waters-230 Willow

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

Details

Located at the prestigious north end of Anna Maria, Blue Waters on Willow Avenue is a beautiful private resort-style villa, just minutes walk from the gorgeous white sand beaches of Anna Maria Island and a few blocks away from the individual shops, restaurants and bars of Pine Avenue. This luxurious four bedroom four…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$157

2 BR / 1 BA / Sleeps 4

1 / 22

$157

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Heron - 706 Rose A

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

Details

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 furniture throughout will accommodate up to 4 people. There is a queen bed, 1 twin bed and a queen …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$229

4 BR / 2 BA / Sleeps 10

1 / 19

$229

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Fun In The Sun- 304 Gulf Blvd, Anna Maria

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

Details

This vintage Island beachfront home has 4 sleeping rooms and 2 bathrooms. Enjoy the charm of yesterday in this great family beach house located between Palm and Magnolia Avenues. Excellent Gulf views, steps to beautiful, white sandy beaches. This home includes a washer/dryer, dishwasher, several flat screen TV's, …
  • Wireless Internet
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  • Dishwasher
  • Satellite or cable TV
  • Suitable for children - ask
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$294

3 BR / 2 BA / Sleeps 8

1 / 26

$294

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Paradise Pointe 411 Poinsettia

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

Details

Paradise Pointe located in the quiet north end of beautiful Anna Maria awaits the vacationer in you. This picture perfect ground level three bedroom two bathroom vacation rental single family home is located on a lagoon canal and has a private heated pool & spa. Also, it is about 2 blocks to the Bean Pt and the best …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
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  • Suitable for children - ask
  • Suitable for the elderly - ask

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$157

2 BR / 1 BA / Sleeps 4

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$157

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Dolphin - 706 Rose B

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

Details

Welcome to the Dolphin located at 706 Rose unit B. 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 furniture throughout will accommodate up to 4 people. There is a queen bed, 1 twin bed and a queen …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$93

1 BR / 1 BA / Sleeps 4

1 Reviews

$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 Good ” 1 Reviews

Details

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

Details

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 …

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$104

2 BR / 2 BA / Sleeps 4

1 / 18

$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
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  • 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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$250

3 BR / 4 BA / Sleeps 8

1 / 35

$250

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HoneyWood House 243 Willow

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

Details

Living at the beach is like living anywhere else except it's BETTER in almost every way imaginable! You will enjoy the morning sun as it rises over the dock & canal and floods the living room with light. Experience it for yourself in 243 Willow Ave, Anna Maria Island. This beautiful 3 bedroom, den and 4 full …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$314

4 BR / 2 BA / Sleeps 8

1 / 38

$314

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Heron-Dolphin 706 Rose

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

Details

Welcome to the Dolphin/Heron located at 706 Rose Street .This quaint duplex with each unit having 2 bedroom 1 bath and located on a quiet street on the north end of beautiful Anna Maria Island awaits the vacationer in you. Recently updated and all new furniture throughout will accommodate up to 8 people. There are 2 …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$136

3 BR / 2 BA / Sleeps 6

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$136

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Casa Campoamor 11107 Gulf Dr.

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

Details

Steps to the beach - "Old Florida" beach cottage located at 11107 Gulf Drive, Anna Maria, Anna Maria Island, FL -- (3) Bed: (2 ) Bath: Accommodates up to (6) people: 1 Kings 2 Queens, Adorable three bedroom and two bath beach cottage rental so close to the beach you can smell the salt air. The sugar sand beach is …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$132

3 BR / 3 BA / Sleeps 7

1 / 25

$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
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  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$211

2 BR / 2 BA / Sleeps 6

1 / 43

$211

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A Sassy Seahorse 264 Gladiolus

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

Details

The special "North End" vacation rental is immaculately clean and whimsically decorated, professionally landscaped, and boasts one of the larger pools and larger backyards on the Island. The spa is accented by iridescent glass. The 20' tall Chickee (tiki) hut was hand-built by Native Americans and houses the bar and …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$440

6 BR / 3 BA / Sleeps 16

1 / 57

$440

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Grande Haven-804 No Shore Dr.

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

Details

Grande Haven is a spectacular example of high architecture, fine design and custom finishing at its best. This home was designed by the award winning Gene Leedy, combining the use of pre-stressed concrete, contemporary architecture and a splash of British East Indies Island flavor. Leedy creates something truly …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$95

2 BR / 1 BA / Sleeps 6

1 Reviews

$95

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414 B Magnolia

Anna Maria house
2 BR / 1 BA / Sleeps 6 | Quick view
“ Very Good ” 1 Reviews

Details

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…

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$429

5 BR / 4 BA / Sleeps 12

2 Reviews

$429

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My Sisters Beach House

Anna Maria house
5 BR / 4 BA / Sleeps 12 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

Welcome to "My Sister's Beach House" located at 520 Bayview Place on beautiful Anna Maria Island, Florida. This luxurious home has just been all updated and welcomes the vacationers who want to make their time on our beautiful island a wonderful experience. This luxury vacation rental is located on the highly …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(2)

Blended family getaway!

Left on Jun 29, 2014 for a stay in June 2014

This was our first family trip so it was important that it be perfect and it was! There was plenty of room for all of our grown children and their spouses and grandchildren. The pool was wonderful and the game room was utilized every evening! There were several chefs among us and the kitchen did not disappoint. Everything was supplied and the table was large enough for everyone! We will …

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$125

2 BR / 2 BA / Sleeps 6

1 Reviews

$125

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Star Fish Cottage-209 Palm Ave

Anna Maria house
2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 1 Reviews

Details

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

Details

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…

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$180

3 BR / 2 BA / Sleeps 6

1 / 29

$180

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Heavenly Holly-721 Holly Road

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

Details

Welcome to 721 Holly Road located on the northern end of beautiful Anna Maria Island. This lovely single family elevated three 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 & soaking tub (hot …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$258

4 BR / 3 BA / Sleeps 8

1 / 35

$258

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Living The Dream 703 So Bay

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

Details

"Living The Dream" is a spacious 2,650 sq. ft. luxurious private vacation rental home with an attached 1 car garage and has been recently re-modeled with ALL NEW furnishing throughout. This 4 bedroom, 3 bath island home sleeps 8 comfortably with new Stearns & Foster and new Sealy Posturpedic mattresses. The bedrooms…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$375

4 BR / 2 BA / Sleeps 8

1 / 17

$375

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Breakaway

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

Details

Breakaway 891 North Shore Dr. Anna Maria, Fl. 34216 Leaping to the top of the class- this fabulous Bay front home has just undergone a significant renovation inside and out! The makeover includes an addition of a 4th bedroom, remodelled Master bedroom with a walk in closet, new floors in the Master and all other …
  • Internet Access
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$114

3 BR / 2 BA / Sleeps 7

2 Reviews

$114

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620 Rose Street

Anna Maria house
3 BR / 2 BA / Sleeps 7 | Quick view
“ Excellent ” 2 Reviews

Details

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

Reviews

(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.

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$291

3 BR / 3 BA / Sleeps 8

2 Reviews

$291

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COZY COTTAGE

Anna Maria house
3 BR / 3 BA / Sleeps 8 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

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 …

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$250

3 BR / 3 BA / Sleeps 8

1 / 26

$250

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Heron House

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

Details

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

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$223

2 BR / 2 BA / Sleeps 6

1 / 29

$223

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CHAMPAGNE SHORES

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

Details

This great 2 Bed/2 Bath Home with Private Heated Pool resides in Anna Maria and is only one block to the beach and has no busy streets to cross to get there. You can quickly make your way to the Gulf Sands and to all of the great shops and restaurants that Anna Maria and Holmes Beach have to offer. Furnished very …
  • Shared outdoor pool (unheated)
  • A/C or climate control
  • Parking
  • Grill
  • Suitable for children
  • Suitable for the elderly

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$286

2 BR / 1 BA / Sleeps 6

1 / 19

$286

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Sea Grape Lane - 103 Seagrape

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

Details

DIRECT GULF FRONT cottage in City of Anna Maria. This totally remodeled vintage beach cottage is located directly on the beautiful white sand beaches on Anna Maria island. As you can see, the cottage faces west on one of the best rated beaches in the world by several travel magazines. This ground level cottage,(no …
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$138

2 BR / 2 BA / Sleeps 4

1 Reviews

$138

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Holly Hideaway-730 Holly Road

Anna Maria house
2 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 1 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 …

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$215

3 BR / 2 BA / Sleeps 8

1 / 15

$215

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Sweet Retreat Cottage-748 NoSh

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

Details

Right across from the beach! This new ground level home awaits you and your family for a wonderful vacation. Enjoy everything from the heated pool to the soft sand beaches of Anna Maria Island. Everything is new and top of the line for your all of your holiday needs. This is a well sought after location on the quiet …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$136

3 BR / 2 BA / Sleeps 9

1 Reviews

$136

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Sandy's Getaway-122 Peppertree

Anna Maria house
3 BR / 2 BA / Sleeps 9 | Quick view
“ Excellent ” 1 Reviews

Details

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…

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$79

2 BR / 1 BA / Sleeps 6

1 / 11

$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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$105

2 BR / 2 BA / Sleeps 6

1 / 12

$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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$140

4 BR / 3 BA / Sleeps 10

1 Reviews

$140

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405 Spring Ave - Peony House

Anna Maria house
4 BR / 3 BA / Sleeps 10 | Quick view
“ Excellent ” 1 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.

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$141

3 BR / 2 BA / Sleeps 6

2 Reviews

$141

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Down by the Sea-268 Gladiolus

Anna Maria house
3 BR / 2 BA / Sleeps 6 | Quick view
“ Very Good ” 2 Reviews

Details

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 …

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$129

3 BR / 2 BA / Sleeps 6

1 / 20

$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

3 BR / 2 BA / Sleeps 8

1 / 26

$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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$143

2 BR / 2 BA / Sleeps 6

1 / 12

$143

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Garden Cottage-420 Spring Ave

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

Details

Welcome to "Garden Cottage" located in the heart of Anna Maria City. Enjoy this charming island cottage and you will enjoy all that the island has to offer. Stroll to dining and all the new shops on Pine Ave. Just a short stroll and you will be at the City Pier where you can catch your own dinner and enjoy the views …
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$317

4 BR / 3 BA / Sleeps 9

2 Reviews

$317

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TOES IN THE WATER

Anna Maria house
4 BR / 3 BA / Sleeps 9 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

Newly remodeled, 4 bedroom/3 bath home, just 90 Steps to the beach, with a large private HEATED pool! Quiet setting in the beautiful north end of Anna Maria, and located west of Gulf Drive for easy beach access with no streets to cross. Easy walking distance to many shops and restaurants, and less than a block to …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(2)

Great location, adorable and clean!

Left on Oct 27, 2013 for a stay in January 2013

My parent rented this house when they came to visit last winter. We stayed for a week in late January(?) to early Feb and my 3 year old son still asks to go back.

Personally I think that speaks volumes as 1. He is young 2. We have stayed/visited some amazing places since then. He doesn't ask to go to Disney World, he wants to go to 'his' beach house.

It may look small from the front, but it …

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$68

2 BR / 1 BA / Sleeps 4

2 Reviews

$68

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316 Hardin A

Anna Maria house
2 BR / 1 BA / Sleeps 4 | Quick view
“ Very Good ” 2 Reviews

Details

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 …

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$124

2 BR / 2 BA / Sleeps 7

8 Reviews

$124

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Sea's the Day - 207 Coconut

Anna Maria house
2 BR / 2 BA / Sleeps 7 | Quick view
“ Excellent ” 8 Reviews

Details

Reviews

(8)

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

(8)

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 …

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$300

5 BR / 4 BA / Sleeps 12

1 Reviews

$300

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Villa Marianne

Anna Maria house
5 BR / 4 BA / Sleeps 12 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

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

Details

Reviews

(1)

Awesome place to stay!!

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

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

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$260

4 BR / 2 BA / Sleeps 10

15 Reviews

$260

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Blue Heron Beach House

Anna Maria cottage
4 BR / 2 BA / Sleeps 10 | Quick view
“ Excellent ” 15 Reviews

Details

Reviews

(15)

** Some Fall weeks as low as $1400 - grab your week now before the owner comes to his senses ** Steps to the beach - "Old Florida" large beach cottage located at 117 Peppertree Avenue, Anna Maria, Anna Maria Island, FL -- (4) Bed: (2 ) Bath: Accommodates up to (10) people: 2 King, 2 twins, 2 bunk bed, 2 queen …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(15)

Slice of Paradise

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

I like to start with thanking the Staff at Island Real Estate & Vacation Rentals, even thought it was raining upon our arrival they turned it in to a Sunny Day in paradise. Their professional and friendly atmosphere felt at if I was at a Five Star, Five Diamond Island Resort. The pictures and description of the rental fall short of how comfortable and covenant it was to stay at the cozy home. …

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$450

5 BR / 4 BA / Sleeps 10

1 / 26

$450

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The Big Yellow House

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

Details

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

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$250

3 BR / 2 BA / Sleeps 10

1 / 14

$250

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Las Palmas

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

Details

Las Palmas 212 Palm Avenue Anna Maria, Fl. 34216 North-end location just a few minutes walk to Pine Ave and Gulf beaches! This lovely 3 bedroom 2 bath elevated home with private heated pool is situated in the heart of the island, centrally located to everything fun. Comfortable and charming with a Southern-style …
  • Outdoor Pool
  • Internet Access
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$192

3 BR / 2 BA / Sleeps 8

7 Reviews

$192

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Willow Cottage - 108 Willow

Anna Maria house
3 BR / 2 BA / Sleeps 8 | Quick view
“ Excellent ” 7 Reviews

Details

Reviews

(7)

Welcome to Willow Cottage located West of Gulf Dr at 108 Willow and on beautiful Anna Maria Island.This lovely ground level Anna Maria Island beach bungalow awaits you for the vacation you deserve! This rental home is stylishly decorated with touches of both new and old Florida. Rare and highly desirable three bedroom…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(7)

Fabulous relaxing getaway!

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

The house on Willow Ave. was the cutest little house on the outside. Once you get inside, however you discover a very spacious home. The backyard was wonderful with a bbq, lawn chairs, and the most beautiful smelling flowering tree. It took us only 2 minutes to walk from the front door of the house to the clear warm water of the beach. The house was stocked with EVERYTHING you could possibly need…

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