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$125

2 BR / 2 BA / Sleeps 5

Palm Court Villas- 210 B Magnolia Ave, Anna Maria - Anna Maria Island vacation rentals
1 / 23

$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 Island 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
  • Washing Machine
  • Clothes Dryer
  • 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 Island 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
  • Washing Machine
  • Clothes Dryer
  • Satellite or cable TV
  • 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 Island 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
  • Clothes Dryer
  • Satellite or cable TV
  • DVD Player
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$171

3 BR / 8 BA / Sleeps 6

3 Reviews

$171

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Blue Lagoon 4 - Loggerhead

Holmes Beach house
3 BR / 8 BA / Sleeps 6 | Quick view
“ Excellent ” 3 Reviews

Details

Reviews

(3)

Brand New! BLUE LAGOON - Anna Maria Island's newest vacation rental villa is ready for your next vacation! Three bedroom, three and a half bath with a huge Tropical pool and 10' waterfall right outside your back door. The pretty upgraded kitchen offer granite countertops, stainless appliances and ample counter…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(3)

Wonderful home for a family vacation

Left on Mar 16, 2009 for a stay in February 2009

The unit was furnished very nicely;had great televisions, good kitchen supplies and a good washer & dryer. Having 3 bathrooms plus a powder room was wonderful. Only somewhat negative comment- Beautiful tile floors and
nice granite countertops without any carpeting to absorb sound made it slightly noisy. The pool area was beautiful and the outdoor furniture was lovely and very comfortable.

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$100

2 BR / 1 BA / Sleeps 4

2 Reviews

$100

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Sea Pirate Unit 2- 3303 Gulf

Holmes Beach house
2 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

A Seashell Throw From The The Pristine Gulf Of Mexico two bedroom, one bath, wireless internet holiday condo is a stone's throw away from the pristine Anna Maria Island beaches. This bright and sunny, ground-floor vacation rental condo features a relaxing beach decor, has an oversized heated pool and a patio that …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(2)

Comfortable, clean and affordable. Lovely pool, and just across

Left on Aug 29, 2012 for a stay in August 2012

This accomodation perfectly met our needs. The house was very comfortable, clean and very well furnished and equiped. It was easy to settle into, and we very quickly felt at home. The pool was lovely and it was great having the beach with the warm, wavy sea to swim in just across the road. Would definately come again and have already recommended it as a great place to stay to family and friends. …

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$180

3 BR / 2 BA / Sleeps 6

1 / 29

$180

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Little Miss Magic-116 81st St

Holmes Beach house
3 BR / 2 BA / Sleeps 6 | Quick view

Details

Stay any week in the month of May 2015 for only $999.00 per week. Non-holiday and no other discounts would apply. Close to the Beach, classic, and cute!! Welcome to Little Miss Magic located at 116 81st Street on beautiful Anna Maria Island on the West Coast of Florida. Beach access is just 5 homes away, west of …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$355

3 BR / 2 BA / Sleeps 8

1 / 16

$355

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Villa Marisol

Bradenton Beach house
3 BR / 2 BA / Sleeps 8 | Quick view

Details

Villa Marisol is a spectacular three bedroom two bath, ground level gulf front home located at 2728 Avenue E in Holmes Beach. This home has a large deck directly on the beach as well as an enclosed porch to get out of the sun. This very spacious home with split bedroom design offers a fireplace, microwave, …
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Dishwasher
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$165

2 BR / 2 BA / Sleeps 8

1 Reviews

$165

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Hals Haven With Pool- 205 70th St, Holmes Beach

Holmes Beach house
2 BR / 2 BA / Sleeps 8 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

This Newly remodeled 2 bedroom, 2 bath ground floor home with Pool is located one very short block to the beautiful white sand beaches of Anna Maria Island. Quiet North Holmes Beach location. The home offers a spacious living room, Florida room and fully equipped and nicely appointed kitchen. The master bedroom has a …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Patio
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Peaceful rejuvenation and FUN

Left on Jul 16, 2014 for a stay in July 2014

We had a wonderful time! The kitchen was so well stocked with quality items. Even an extra fridge in the garage! The sand wagon was great! The walk across the street to the beach was no big deal! I thought it might be but the wagon made hauling all the beach toys and kids easy! The pool and back yard were beautiful and the kids loved seeing Mr Turtle each morning cross the yard.

We will …

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$129

2 BR / 1 BA / Sleeps 6

1 / 28

$129

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SEAPIRATE1

Holmes Beach condo
2 BR / 1 BA / Sleeps 6 | Quick view

Details

Great location close to shopping and restaurants, yet tucked away in a small complex right across the street from the beach. This unit includes cable TV, DVD, High Speed Internet, and Washer/Dryer. Queen in the first Bedroom with TV, twins in the 2nd Bedroom with TV, and a sleeper sofa for any visitors. Walk to …
  • Shared outdoor pool (unheated)
  • A/C or climate control
  • Parking
  • Grill
  • Satellite or cable TV
  • Suitable for children
  • Suitable for the elderly

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$114

2 BR / 2 BA / Sleeps 6

8 Reviews

$114

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Anna Maria Island Pelican Cove - Gulf Beach and Bay Fishing

Bradenton Beach condo
2 BR / 2 BA / Sleeps 6 | Quick view
“ Very Good ” 8 Reviews

Details

Reviews

(8)

2 Bedroom 2 Bath Unit, Sleeps 6 Pelican Cove is located in a small, private complex on the southern end of Anna Maria Island and one of the few condos with views of both the Gulf and the Bay. You get the best of both worlds at Pelican Cove. It’s just forty yards from one of the most beautiful beaches in Florida, …
  • Hot Tub/Jacuzzi
  • A/C or climate control
  • Patio
  • Dishwasher
  • Microwave
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(8)

Winter Get away

Left on Feb 27, 2014 for a stay in January 2014

Accommodation was comfortable, tastefully decorated Florida style, quiet, secure, nice view of Gulf and bay. Great beach, walking, bike trail. Tennis on site but end of court space limited. Main Island road in front very busy, but trolley transportation a real plus.

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$121

2 BR / 2 BA / Sleeps 4

3 Reviews

$121

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Royal Palm Drive - Boater's Paradise and Spring Training Baseball Headquarters

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

Details

Reviews

(3)

Two bedroom house on the Intercoastal Waterway A BOATER'S PARADISE!! Bring your boat and fishing poles, cruise the intercoastal waters and experience some of the best fishing spots along the beautiful Gulf of Mexico. This completely furnished 2 bedroom, 2 bath, 2 car garage home is located on a quiet salt water canal …
  • Internet Access
  • A/C or climate control
  • Patio
  • Grill
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(3)

Great accomodations, so so weather!

Left on Feb 08, 2014 for a stay in January 2014

The property was great and had all the comforts and conveniences of home, except for the cold miserable northern weather.

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$182

3 BR / 7 BA / Sleeps 6

3 Reviews

$182

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506 Key Royale Drive

Holmes Beach house
3 BR / 7 BA / Sleeps 6 | Quick view
“ Very Good ” 3 Reviews

Details

Reviews

(3)

This spacious Canal front pool home is located in the desirable Key Royale subdivision of Holmes Beach. The sparkling blue water fully caged pool allows you to float your cares away. The pool/lanai area is very large with spaces to relax, eat and swim. This vacation rental home is large enough to bring your whole …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(3)

Nice Property with Pool and Boat Lift

Left on Sep 23, 2008 for a stay in July 2008

All in all we had a great stay.

Stayed over the 4th of July weekend. Parade went right past the house. We just walked out the front with our chairs and watched the parade. Our daughter loved it.

House is older 1950's 60's layout. Semi updated. Kitchen was well equipped. Pool was in decent shape. Boat dock is higher than most, eqiupped with a boat lift for max 24 foot boat. Located at the end of…

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$111

3 BR / 7 BA / Sleeps 8

1 / 19

$111

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North Beach Village Unit 27

Holmes Beach house
3 BR / 7 BA / Sleeps 8 | Quick view

Details

Welcome to North Beach Village unit 27 on beautiful Anna Maria Island. This great location offers the perfect spot to walk to the beach or to shopping and dining in Holmes Beach. This town house features a 3 bedroom 2 ½ bathroom and an updated designer features throughout. There is a large screened lanai and this …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$324

6 BR / 4 BA / Sleeps 12

1 / 18

$324

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Key Lime Cottages 202-204 73rd

Holmes Beach house
6 BR / 4 BA / Sleeps 12 | Quick view

Details

202 & 204 73rd ST welcomes you to this recently re-done and updated island duplex. Just steps from the Gulf of Mexico and the pure white sandy beaches of Anna Maria Island. All new furniture and custom touches throughout to make your stay a pleasant and peaceful one. Spend time in the new private heated pools. Jump …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$165

2 BR / 2 BA / Sleeps 6

1 / 24

$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

1 / 28

$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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$111

3 BR / 7 BA / Sleeps 6

1 / 29

$111

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North Beach Village Unit 50

Holmes Beach house
3 BR / 7 BA / Sleeps 6 | Quick view

Details

Ultra-spacious 1520 sq ft 3 bedroom, 2.5 bath holiday condo located at 6250 Holmes Blvd in North Beach Village of Holmes Beach just 1 block from the pristine Anna Maria Island beaches. Lush landscaping gives this townhome privacy and charm. Townhouse-style layout with a 2-car garage on the ground floor; screend deck, …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - 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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$250

3 BR / 3 BA / Sleeps 8

1 / 32

$250

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Beach House on 5th Ave

Holmes Beach house
3 BR / 3 BA / Sleeps 8 | Quick view

Details

In certain parts of the world, the Mediterranean is a byword for family vacations in the sun, relaxing, and taking a break from the stresses and strains of modern life. On Anna Maria Island, the Mediterranean design of 4107 5th Ave promises you exactly the same enjoyment. Dogs under 25 lbs are welcome with pet fee. …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • 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
  • Washing Machine
  • Clothes Dryer
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$225

4 BR / 8 BA / Sleeps 10

1 Reviews

$225

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Casa Morado-147 50th St

Holmes Beach house
4 BR / 8 BA / Sleeps 10 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Welcome to Casa Morado located on beautiful Anna Maria Island. Located West of Gulf Drive in the City of Holmes Beach is this single family vacation rental home with private heated pool and spa. This home comes well equipped to make your holiday vacation one to remember. The large home has 4 bedrooms, den and 3 ½ …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Great Florida House

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

Loved this house! Our extended family of 9 stayed here for a week and had a wonderful time. The house is immaculate and very spacious. Lots of closets with lots of hangers. Great kitchen. The pool was great to have for our grandchildren. It's close to the beach and within walking distance of many other places. We would love to come back!

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$157

2 BR / 1 BA / Sleeps 4

1 / 25

$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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$321

3 BR / 3 BA / Sleeps 6

1 / 22

$321

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LaPlage 5

Holmes Beach house
3 BR / 3 BA / Sleeps 6 | Quick view

Details

La Plage Unit # 5 6422 Gulf Drive Holmes Beach, Fl. 34217 An exquisite example of Mediterranean architecture nestled right on the sands of the Gulf of Mexico, this brand new beachfront enclave will exceed all your expectations. Relax in the tropical splendor of this brand new ultra-luxurious beachfront property on …
  • Heated Pool
  • High Speed Internet
  • Patio
  • Television
  • DVD Player
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$156

3 BR / 3 BA / Sleeps 8

1 Reviews

$156

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Palm Villa

Holmes Beach house
3 BR / 3 BA / Sleeps 8 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Palm Villa 307 63rd St. Holmes Beach, Fl. 34217 Palm Villa is New England style cottage and Florida Keys getaway all rolled into one. The vaulted main room ceiling gives this newly constructed home a wide-open feel while the shabby chic furnishings create a cozy atmosphere. The tropical foliage around the …
  • Heated Pool
  • High Speed Internet
  • Patio
  • Television
  • DVD Player
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Wonderful Rental for 2 families!

Left on Jul 12, 2009 for a stay in March 2009

We rented this home for a full week! It was clean and ready when we arrived and was the perfect place to share with another family! The Bedrooms and bathrooms are spacious and inviting! The kitchen is "just like home"! We enjoyed spending time on the the deck outdoors and loved the convenient 1 block walk to the beach!
We really didn't have any complaints, but would've enjoyed nicer quality…

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$154

2 BR / 1 BA / Sleeps 6

1 / 25

$154

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SUNSET VILLA D

Holmes Beach condo
2 BR / 1 BA / Sleeps 6 | Quick view

Details

2 Bedroom/1 Bath updated condo in a quiet area, and just a few steps from the beautiful white sand beach! King in the master with TV, Twins in the second bedroom with TV, and a queen sleeper sofa in the living room. Amenities also include Heated pool, Washer/Dryer, Cable TV, DVD, High Speed Internet, AC, Gas Grill, …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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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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$158

2 BR / 2 BA / Sleeps 6

1 Reviews

$158

Inquire

Anna Maria Island Club 33

Bradenton Beach condo
2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

2-bedroom/2-bath units directly on the Gulf of Mexico with its perfect snow-white beach. Large private terrace, views of the Gulf from both living/dining area and master bedroom. This is the perfect place to enjoy your vacation! Building has heated pool, Jacuzzi, covered parking, elevator and secured entry. Amenities…
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

Fantastic - Beyond Our Expectations

Left on Apr 14, 2013 for a stay in April 2013

Online pictures are dated and do not do this unit or the Anna Maria Island Club justice. Overall, the unit was well appointed and maintained. The kitchen was the best stocked that we have experienced in over 7 years of beach rentals. The closets were like a treasure trove. We found beach chairs, umbrellas, boogie boards, beach towels etc. tucked away. We could keep an eye on our teens at the pool…

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$130

2 BR / 2 BA / Sleeps 8

1 / 12

$130

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Heron Heaven-5613 Gulf

Holmes Beach house
2 BR / 2 BA / Sleeps 8 | Quick view

Details

Unique island vacation rental home with sensational sunset views from the large open elevated deck. This home offers wonderful architectural design by Frank Lloyd Wright Fellow and H. Patterson Fletcher. Beautiful hardwood floors upstairs and ceramic floors downstairs. This home is tastefully decorated with an …
  • Internet Access
  • Parking
  • Suitable for children - ask
  • Suitable for the elderly - 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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$220

3 BR / 8 BA / Sleeps 6

1 / 20

$220

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SeaBreeze Sands-202 38th

Holmes Beach house
3 BR / 8 BA / Sleeps 6 | Quick view

Details

** VACATION YOUR WAY - this property welcomes SATURDAY TO SATURDAY reservations ** Gorgeous Gulf views located at 202 38th Street, Holmes Beach, Anna Maria Island, FL-- (3) Bed: (3.5) Bath: Accommodates up to (6) people: King, Queen & 2 twins: Internet - Wireless: No smoking: No Pets. Gorgeous 3 bedroom, 3.5 …
  • Outdoor Pool
  • 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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$241

3 BR / 7 BA / Sleeps 8

1 / 33

$241

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Tarpon Key-308 55th St

Holmes Beach house
3 BR / 7 BA / Sleeps 8 | Quick view

Details

Impeccably maintained island home in the heart of Holmes Beach located on beautiful Anna Maria Island, Florida and near the beaches with its miles of sugar sand beaches. This vacation rental home offers casual island luxury, an open floor plan with volume ceilings, a large terrace, private tropical yard. One car …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$111

3 BR / 7 BA / Sleeps 6

1 Reviews

$111

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North Beach Village Unit 72

Holmes Beach house
3 BR / 7 BA / Sleeps 6 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Large three bedroom and two and a half bath townhome at 6250 Holmes Blvd in desirable North Beach Village of Holmes Beach one block to the pristine Gulf beaches of Anna Maria Island. Beautifully updated and furnished with no detail left unimagined. New kitchen with a French bistro flare, new appliances and …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Beautiful home, everything you could want found in this home.

Left on Mar 25, 2009 for a stay in December 2008

My children and grandchildren met me at this wonderful house for two glorious weeks at Christmas time. The location was good since we wanted to be within walking distance of the beach. The house was fully outfitted with EVERYTHING you could ask for, and all of it accessible to us. (Bikes, helmets, wagons, beach chairs, outside shower,barbeque grill, etc.) I brought decorations and a Christmas …

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

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$98

2 BR / 2 BA / Sleeps 4

1 / 11

$98

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Sandy Point Unit 206

Holmes Beach house
2 BR / 2 BA / Sleeps 4 | Quick view

Details

Lovely two bedroom, two bath Island holiday condo in Sandy Pointe condominiums. The condo backs up to a 30+ acre reserve! It is this reserve that makes this vacation rental quiet and secluded but yet centrally located. Enjoy the community heated pool. Within ten minutes walk to grocery store, multiple gift shops, …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$78

2 BR / 2 BA / Sleeps 4

1 / 10

$78

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Fountain Head 2

Holmes Beach condo
2 BR / 2 BA / Sleeps 4 | Quick view

Details

Gone Coastal is located at the Fountainhead Condo Complex and just a few steps from the beautiful beaches and azure blue water of the Gulf of Mexico. This vacation rental is nicely furnished and well equipped for your enjoyment. This two bedroom, two bath beach rental will sleep four with a queen size bed in one …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$71

2 BR / 1 BA / Sleeps 4

2 Reviews

$71

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Turtle Cove West

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

Details

Reviews

(2)

Old Florida Style Cottage Duplex a Very Short Stroll to the Beach -- Holmes Beach, Anna Maria Island, FL -- (2) Bed: (1) Bath: Accommodates up to (4) people: 1 Queen & 2 Twins: No smoking: No Pets. Heated pool, shared. This newly remodeled and updated island duplex is just a stroll to the Gulf of Mexico and our…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(2)

Clean and close to beach

Left on Jul 26, 2011 for a stay in July 2011

We truly enjoyed our stay at turtlecove. We found it to be very clean and within walking distance to the beach and the stores.
Working with Kacey and Sybil at Island Real Estate & Rentals was a pleasure.
I would definitely recommend turlecove and Island to family and friends.
Thanks!

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$100

2 BR / 1 BA / Sleeps 6

8 Reviews

$100

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Palm Isle 3204

Holmes Beach house
2 BR / 1 BA / Sleeps 6 | Quick view
“ Excellent ” 8 Reviews

Details

Reviews

(8)

Perfect for families - the kids will LOVE the bunk beds in the guest room! 3204 6th Avenue at Palm Isle Village in Holmes Beach, FL - Anna Maria Island's NEWEST and finest condominium complex offers several fabulous holiday villas all designer decorated and with floor plans maximizing water views. A heated pool is a…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(8)

Close to beach

Left on Sep 04, 2008 for a stay in August 2008

This property is close to beach, in a quiet area of Anna Maria. The condo was very nicely decorated and very comfortable for relaxing. The widow's walk was an extra treat to enjoy the views in early morning or late afternoon. The only down side would be that the one bath was accessible by three different rooms, leaving it not real private. We were all girls so not a problem for us!! The pool …

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$110

2 BR / 1 BA / Sleeps 6

3 Reviews

$110

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Playa Casanas North-3222 Gulf

Holmes Beach house
2 BR / 1 BA / Sleeps 6 | Quick view
“ Excellent ” 3 Reviews

Details

Reviews

(3)

Ground level duplex directly on the white sandy beach at Holmes Beach on Anna Maria Island - what a find! This pretty beach cottage is newer throughout. The living room is cozy but well equipped with a flat screen TV and comfortable furnishings. The brand new kitchen offers all new appliances, flat top stove, …
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(3)

this is paradise

Left on Mar 24, 2011 for a stay in March 2011

everything was just perfect!!! weather and golf nice. looking forward to return.

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$75

1 BR / 1 BA / Sleeps 4

3 Reviews

$75

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Runaway Bay Unit 279

Holmes Beach house
1 BR / 1 BA / Sleeps 4 | Quick view
“ Very Good ” 3 Reviews

Details

Reviews

(3)

New features include wireles internet service, extended cable, digital phone with free nationwide long distance. If outside entertainment is what you desire then Runaway Bay is the answer. Runaway Bay has the largest heated pool on Anna Maria. Between the tennis courts, gym, pool, and sauna's you will have to make …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(3)

Satisfied

Left on Jul 05, 2009 for a stay in March 2009

This rental was clean, well equipped and in good condition. The location was very convenient to the beach, restaurants and shopping on Anna Maria Island. My only complaint was that it didn't have a hair dryer, which I would expect any rental to have and the internet was very difficult to access. I kept having to restart and reboot the modem in the unit and if I wasn't already familiar with …

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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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$150

4 BR / 4 BA / Sleeps 8

1 / 21

$150

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Sunbow Bay 1B

Holmes Beach condo
4 BR / 4 BA / Sleeps 8 | Quick view

Details

Sunbow Bay Condominium 1B located at 3701 East Bay Drive in Holmes Beach has everything you could need or want for a memorable vacation. Conveniently close to shopping and restaurants yet out of the way and quiet. Sunbow Bay offers two heated pools, tennis courts, undercover parking and every conceivable amenity to …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$321

4 BR / 7 BA / Sleeps 8

3 Reviews

$321

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Beach Retreat-208A 72nd St

Holmes Beach house
4 BR / 7 BA / Sleeps 8 | Quick view
“ Excellent ” 3 Reviews

Details

Reviews

(3)

Wiggle your toes in the sand…relax with your morning coffee, afternoon tea or sunset drinks - or all three - on the white sandy beach which is just a short stroll from this luxury rental. Beach Retreat is a newly renovated 4 bedroom, 2½ bath vacation home just steps from the Gulf of Mexico and some of the best …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(3)

Loved it!!

Left on Dec 04, 2009 for a stay in August 2009

The house was awesome. My kids loved the huge pool, and short walk to the beach. I could sit on the front porch and watch them walk down to the beach. My family begged to buy the house so we could live there year round.

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$90

2 BR / 2 BA / Sleeps 6

1 / 15

$90

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Sandy Point Unit 208

Holmes Beach house
2 BR / 2 BA / Sleeps 6 | Quick view

Details

Sandy Pointe II unit 208, at 3607 East Bay Drive in Holmes Beach on Anna Maria Island, FL is a bright and airy, two bedrooms, and two bath holiday condo in a secluded complex, close to shopping and conveniently located to the beach. Park your car and you can go a month without pulling out your car keys...really! …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$186

2 BR / 2 BA / Sleeps 4

1 / 24

$186

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Anna Maria Island Club Unit 17

Bradenton Beach house
2 BR / 2 BA / Sleeps 4 | Quick view

Details

Enjoy spectacular views of the beach and sunsets from this wonderful Anna Maria Island vacation beachfront condo. This direct gulf front complex offers you the opportunity to walk directly out to the beautiful white sandy beach and then relax at the pool & spa- who could ask for more! There are many restaurants within…
  • 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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$300

3 BR / 2 BA / Sleeps 8

1 / 19

$300

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Casa on the Beach

Holmes Beach house
3 BR / 2 BA / Sleeps 8 | Quick view

Details

Casa on the Beach 404 South Bay Boulevard Anna Maria, Fl 34216 Newly renovated!- Casa on the Beach is a gorgeous "Old Florida" styled elevated cottage that faces the Bay with its own private beach area. Enjoy breathtaking views of the water and Skyway Bridge right from the privacy of your own home and the Bay …
  • Private Pool
  • High Speed Internet
  • Patio
  • Television
  • DVD Player
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$355

5 BR / 8 BA / Sleeps 12

3 Reviews

$355

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Island Oasis - 111 81st St

Holmes Beach house
5 BR / 8 BA / Sleeps 12 | Quick view
“ Excellent ” 3 Reviews

Details

Reviews

(3)

BRAND NEW Custom-built Island Home located at 111 81st Street, Holmes Beach, Anna Maria Island, FL -- (5) Bed: (3.5) Bath Accommodates up to (12) people: 4 Kings, 2 Twin Sleeper Sofas, 1 Sleeper Sofa. Internet - Wireless: No smoking: Pets considered. Fantastic private custom-built vacation rental home just a few …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(3)

Perfect

Left on Aug 08, 2012 for a stay in July 2012

The house was absolutely beautiful and perfect for our Florida vacation. From walking distance to the beach, to having every amenity you could possibly imagine. I would have to say that my favorite thing about the house would be the view of the gulf from the roof top! It was absolutely beautiful.

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