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$300

5 BR / 4 BA / Sleeps 12

Villa Marianne - Anna Maria Island vacation rentals
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Villa Marianne

5 BR / 4 BA / Sleeps 12 | Quick view

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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

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$285

3 BR / 2 BA / Sleeps 6

17 Reviews

$285

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Franks Beach House

3 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 17 Reviews

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Reviews

(17)

Franks Beach House is a beautiful three bedroom, two bath direct Gulf front home located at 3212 Gulf Drive in Holmes Beach. It features a very large open deck facing the beach as well as a screened lanai for when you want a little shade. The expansive beach stretches for miles in either direction.This spacious and …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Grill
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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Reviews

(17)

Spacious home with very good location

Left on Dec 30, 2010 for a stay in December 2010

Excellent location right on beautiful beach within walking distance of shopping center. The new deck is a great addition. Home is generously layed out, well equipped with dishes, cutlery, linens and blankets, as well as beach equipment. Home is older and has not been updated in recent years other than the deck. The couch is a back breaker.

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$129

1 BR / 1 BA / Sleeps 4

Shell Haven - Anna Maria Island vacation rentals
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$129

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Shell Haven

1 BR / 1 BA / Sleeps 4 | Quick view

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Shell Haven 101 73rd St. Unit #4 Holmes Beach, Fl 34217 Direct Beachfront- steps to the beach! Shell Haven is a lovely 1 bedroom and 1 bathroom Gulf front condo that has been completely renovated top to bottom. This ground floor unit is just steps away from the pristine white sand beaches and features a west-facing…
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$120

2 BR / 2 BA / Sleeps 6

16 Reviews

$120

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Seacrest II Condos 3

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 16 Reviews

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Reviews

(16)

Seacrest II Condo, Unit #3 at 3703 5th Avenue in Holmes Beach, is a very comfortably furnished and recently updated unit in a smaller complex, just a few short steps to the beach and located out of the way on a dead end street. Seacrest offers a heated pool, and every amenity to make your stay here a comfortable one. …
  • 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

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Reviews

(16)

Needs some work

Left on Feb 25, 2009 for a stay in July 2008

This condo needed a lot of minor repairs. Every window treatment in the unit was broken. There was a bug infestation in the kitchen. Master bedroom mattress-very uncomforable(no mattress pad on mattress also) Light in pool kept falling out. No screens on lanai-other condos had them.

condo was for sale--not a desirable way to sell a property! Would not rent this condo again!

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$120

2 BR / 2 BA / Sleeps 4

13 Reviews

$120

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Seaside Beach House 205

2 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 13 Reviews

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Reviews

(13)

Seaside Beach House is a two-story ten-unit condominium located at 102 68th Street in Holmes Beach on Anna Maria Island. It is a Gulf front complex with a heated pool at beachside. Unit 205, with its own private staircase, adds special privacy and is quietly sequestered at the north end of the building. Unit 205 is …
  • Waterfront
  • 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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Reviews

(13)

Beach property

Left on Apr 25, 2009 for a stay in April 2009

Approximately 20/25 steps up to property.
Not impressed with overall cleanliness, pulled out couch and beds to find remains of food, dead roaches (4)and food wrappers.Advised rental company (very helpful)sent cleaner,but had already cleaned up.Also dead roach trapped in metal ring around spotlight in ceiling of kitchen.
Bedding on single beds not up to standard (hole in sheet)overall looked like …

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$300

5 BR / 3 BA / Sleeps 12

Gulf View Cottage - Anna Maria Island vacation rentals
1 / 31

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Gulf View Cottage

5 BR / 3 BA / Sleeps 12 | Quick view

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Gulf View Cottage 113 36th St. Holmes Beach, Fl. 34217 Gulf View Cottage has just completed a major renovation and is ready for rental. It has all new bedrooms, bathrooms, kitchen, private heated pool, 2 decks and much more! It is only a short 1 minute stroll over to the beach and there are no busy roads to cross…
  • Private Pool
  • High Speed Internet
  • Patio
  • Television
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$350

5 BR / 3 BA / Sleeps 15

1 / 31

$350

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Lighthouse Lagoon

5 BR / 3 BA / Sleeps 15 | Quick view

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Lighthouse Lagoon 508 Spring Avenue Anna Maria, Fl. 34216 Lighthouse Lagoon is a beautifully updated 5 bedroom, 3 bathroom Island home located on Spring Street on the North-end of Anna Maria Island. The rear of the house backs up to outstanding Pine Avenue with it's quaint shops, wonderful restaurants and of …
  • Private Pool
  • High Speed Internet
  • Patio
  • Television
  • DVD Player
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$129

2 BR / 2 BA / Sleeps 8

23 Reviews

$129

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Palm Isle 3203

2 BR / 2 BA / Sleeps 8 | Quick view
“ Excellent ” 23 Reviews

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Reviews

(23)

3203 Gulf Drive 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 great place to relax after a day at the beach. Widow watches surround the …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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Reviews

(23)

september getaway

Left on Oct 24, 2008 for a stay in September 2008

The apartment itself was beautiful with lots of attention to detail
and very pleasing to the eye. Lots of storage space. The only
down side to the unit was the kitchen. Again, the kitchen was
gorgeous and spacious but was not well supplied. If you are a
real cook you would be unhappy here.

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$250

4 BR / 3 BA / Sleeps 10

1 / 22

$250

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Bay View

4 BR / 3 BA / Sleeps 10 | Quick view

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Bay View 804 South Bay Blvd. Anna Maria, Fl 34216 Stunning Bay views and white sandy beaches are literally at your doorstep at Bay View. This spacious, well-equipped four bedroom, three-bath ground-level property provides all the comforts of home in an ideal beach setting. It has been recently completely …
  • Internet Access
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$209

4 BR / 4 BA / Sleeps 10

1 Reviews

$209

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Villa Milano

4 BR / 4 BA / Sleeps 10 | Quick view
“ Average ” 1 Reviews

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Reviews

(1)

Villa Milano 4006 5th Avenue Holmes Beach, FL 34217 This casually elegant Mediterranean style 4 bedroom, 4 full bathroom vacation residence has views of the Gulf waters and its own heated swimming pool set in a gated, private garden area. Just a two minute stroll from the beach, this Mediterranean villa is topped …
  • Outdoor Pool
  • Internet Access
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

A few things missing.

Left on Aug 18, 2014 for a stay in August 2014

At first glance the place seems great. Location to beach, shopping, and restaurants is ideal.

Once your there awhile you start to notice a few things. Lots of water damage on west walls of building. Rot around windows and doors. Water stains on ceilings and walls.

There is no common bathroom in the house. You must go though a bedroom to use restroom.

When you go to the beach and return to…

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$500

6 BR / 5 BA / Sleeps 14

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$500

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Hunters Point

6 BR / 5 BA / Sleeps 14 | Quick view

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Hunters Point 4510 125th St. Cortez, Fl. 34215 Hunters Point is a unique and special vacation "luxury compound" that provides all the exceptional amenities that a discriminating vacationer is looking for in a unique setting. This outstanding 6 bedroom, 5.5 bathroom property has an amazing 500+ feet of water …
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $144

    1 BR / 1 BA / Sleeps 4

    26 Reviews

    $144

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    Alamanda Villas 5

    1 BR / 1 BA / Sleeps 4 | Quick view
    “ Very Good ” 26 Reviews

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    Reviews

    (26)

    Alamanda Villas, located at 102 39th Street in Holmes Beach is a charming beachside complex featuring eight units surrounding a heated pool, tropical landscaping, multi-level decks and built in BBQ area. Anna Maria's white sandy beaches and the emerald green water of the Gulf of Mexico are just outside your door to …
    • Waterfront
    • Ocean or water views
    • Shared outdoor pool (unheated)
    • Internet Access
    • Grill
    • Pet friendly
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (26)

    RIGHT ON THE BEACH

    Left on Feb 23, 2009 for a stay in October 2008

    A great place for a couple to stay, in a wonderful part of the world. unfortunately the weakness of the British currency will defer most Uk citizens from returning in 2009.

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    $250

    4 BR / 3 BA / Sleeps 10

    1 / 21

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    Coral Cove

    4 BR / 3 BA / Sleeps 10 | Quick view

    Details

    Coral Cove 206 N. Harbor Drive Holmes Beach, Fl 34217 Coral Cove is a brand new, bright and cheery 4 bedroom and 3.5 bathroom home located just a short 3 minute walk away from the white sand beaches! Providing a private heated pool, fully stocked kitchen, tropical landscaping and multiple balconies-this home offers…
    • Outdoor Pool
    • Patio
    • Television
    • DVD Player
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $100

    2 BR / 1 BA / Sleeps 6

    8 Reviews

    $100

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    Palm Isle 3204

    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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    $157

    2 BR / 1 BA / Sleeps 4

    1 / 22

    $157

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    Heron - 706 Rose A

    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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    $250

    4 BR / 3 BA / Sleeps 10

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    $250

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    Island Retreat

    4 BR / 3 BA / Sleeps 10 | Quick view

    Details

    Island Retreat 4805 2nd Avenue Holmes Beach, FL 34217 Key West meets Anna Maria Island in a dream vacation home. Island Retreat combines the best of both worlds, oozing a traditional south Florida style outside, with shaded balconies and intricate wooden architecture, with unrivalled, modern luxury on the inside. …
    • Heated Pool
    • High Speed Internet
    • Patio
    • Television
    • DVD Player
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $143

    3 BR / 2 BA / Sleeps 6

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    $143

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    Bay Bungalow

    3 BR / 2 BA / Sleeps 6 | Quick view

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    Bay Bungalow 607 N. Bay Blvd. Anna Maria, Fl. 34216 Brand new heated pool! Bay Bungalow is a newly updated elevated bungalow located on the North end of the island, just across from the famous Rod and Reel Pier and only 2 blocks from Bean Point beach. The custom decoration includes nautical themes and artwork …
    • Heated Pool
    • High Speed Internet
    • Patio
    • Television
    • DVD Player
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $342

    4 BR / 4 BA / Sleeps 13

    1 Reviews

    $342

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    Island Bay House Both

    4 BR / 4 BA / Sleeps 13 | Quick view
    “ Very Good ” 1 Reviews

    Details

    Reviews

    (1)

    The Island Bay House is a glorious four bedroom four bathroom bay front duplex located at 232 South Harbor Drive in Holmes Beach. This spacious duplex features an elevator, boat dock, heated indoor pool and spa. This property features spectacular panoramic views of the Intracoastal and Tampa Bay from almost every room…
    • Waterfront
    • Ocean or water views
    • Shared outdoor pool (unheated)
    • Internet Access
    • Grill
    • Pet friendly
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (1)

    It was a incredible view.

    Left on Apr 24, 2014 for a stay in April 2014

    I've never reserved anything on line before. When we pulled up to the house we got excited and when we got into the house my son give me the high 5 thumbs up. There were 3 families and we took 5 high school seniors for there senior trip. It was a great house, with plenty of space for all of us. The only negative things were, there could of been more water in the pool, and maybe a little …

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    $250

    4 BR / 4 BA / Sleeps 10

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    $250

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    Island Dream

    4 BR / 4 BA / Sleeps 10 | Quick view

    Details

    Island Dream 157 Crescent Drive Anna Maria, FL 34216 An exceptional property with glorious views of the Sunshine Skyway Bridge from its entrance, this beautiful, newly built and elegantly furnished four bedroom and four bathroom home on the desirable north end of Anna Maria is situated in a quiet residential …
    • Private Pool
    • High Speed Internet
    • Patio
    • Television
    • DVD Player
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $275

    5 BR / 4 BA / Sleeps 14

    1 / 26

    $275

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    Sunset Landing

    5 BR / 4 BA / Sleeps 14 | Quick view

    Details

    Sunset Landing 4804 Gulf Dr. Holmes Beach, Fl. 34217 Sunset Landing is a brand new 5 bedroom+ bonus room, 4.5 bathroom vacation home sitting West of Gulf Dr. and an easy 2 minute walk to the beach. Professionally decorated, this fabulous vacation home has it all! Granite counters, travertine tile, fine fixtures…
    • Private Pool
    • High Speed Internet
    • Patio
    • Television
    • DVD Player
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $143

    2 BR / 1 BA / Sleeps 4

    1 / 11

    $143

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    Kims Kottage West

    2 BR / 1 BA / Sleeps 4 | Quick view

    Details

    Kim's Kottages West 205W 75th Street Holmes Beach, FL 34217 ISLAND DUPLEX-This totally updated 2 bedroom and 1 bathroom ground level duplex is just a short 2 minute walk away from the stunning white sandy beaches of the Gulf of Mexico. If you are looking for a quiet retreat away from it all than look no further. …
    • Shared outdoor pool (unheated)
    • Internet Access
    • Dishwasher
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $300

    6 BR / 6 BA / Sleeps 16

    1 / 27

    $300

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    Hemingway House

    6 BR / 6 BA / Sleeps 16 | Quick view

    Details

    Hemingway House 4103 4th Avenue Holmes Beach, Fl 34217 Hemingway House is a gorgeous, brand new elevated Island house that is tucked away on a quiet residential street and only a short one minute stroll to the Gulf beaches. This 6 bedroom and 6.5 bathroom luxury home is equipped with a private heated pool, spa, BBQ…
    • Outdoor Pool
    • Internet Access
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $128

    2 BR / 2 BA / Sleeps 8

    1 / 23

    $128

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    North Bay Hideaway- 809 North Bay Blvd, Anna Maria

    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 …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Parking
    • Dishwasher
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $141

    2 BR / 1 BA / Sleeps 4

    3 Reviews

    $141

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    TURTLE TRAX

    2 BR / 1 BA / Sleeps 4 | Quick view
    “ Excellent ” 3 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.

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    $140

    2 BR / 2 BA / Sleeps 6

    7 Reviews

    $140

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    Anna Cabana Beach House

    2 BR / 2 BA / Sleeps 6 | Quick view
    “ Excellent ” 7 Reviews

    Details

    Reviews

    (7)

    The Anna Cabana Beach House is an adorable two bedroom, two bath home located at 3709 Gulf Drive in Holmes Beach. This quaint home has a large open deck with a great view of the beach. Watch the sunsets or enjoy the tropical landscaping on the large deck facing the Gulf. Numerous fruit trees and coconut palms surround…
    • Ocean or water views
    • Internet Access
    • Grill
    • Pet friendly
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (7)

    Beautiful retreat!!

    Left on Feb 23, 2009 for a stay in July 2008

    The bungalow is just perfect. Our family loved the location and the
    property was clean and beautiful. I only wish it was available when we
    return this June. Too bad for us!!! It's a place to dream of while back
    home in Illinois!!

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    $130

    2 BR / 3 BA / Sleeps 4

    1 Reviews

    $130

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    Seabreeze Cottage

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

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    Reviews

    (1)

    Seabreeze Cottage is coastal living chic at its best! This huge one bedroom, two bath cottage is located at 103 Highland Avenue in the historic Bridge Street neighborhood of Bradenton Beach. The gorgeous beach is just about 60 yards or so down a quiet street, turn the other way and you are at the fishing pier. Unique …
    • Internet Access
    • Grill
    • Pet friendly
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (1)

    Wonderful and relaxing time

    Left on Jul 27, 2009 for a stay in July 2009

    My husband and I and our little dog stayed at the Seabreeze cottage on Anna Maria Island (Bradenton Beach). It was our first time renting a place for one week and we are so glad we did it. We had a great time and the cottage was perfect for us. It had everything you need to enjoy your stay. We especially liked the extra amenities like two bicycles, beach chairs, beach floats, etc... We didn'…

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    $118

    2 BR / 2 BA / Sleeps 4

    1 / 13

    $118

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    Panoramic Golf Course View One Month Minimum

    2 BR / 2 BA / Sleeps 4 | Quick view

    Details

    Designer perfect ' turn key ' furnished luxury 2 bedroom 2 bath condo. Sleeps 4 adults. Condo overlooks golf course and water views in a fabulous gated community offering a 27-hole Arthur Hill designed professional golf course and tennis club setting. The building has elevators, extra private locked storage areas, 1 …
    • Hot Tub/Jacuzzi
    • Sauna
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $225

    4 BR / 2 BA / Sleeps 10

    1 / 15

    $225

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    Cabana Breeze

    4 BR / 2 BA / Sleeps 10 | Quick view

    Details

    Cabana Breeze 511 Spring Avenue Anna Maria Island, Fl 34217 Cabana Breeze is a newly and completely renovated 4 bedroom 2 bathroom home with multiple outdoor shaded living areas, a large lot, and a brand new custom pool and pool-side cabana. This gorgeous home is located on the prestigious north end of Anna Maria …
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $223

      2 BR / 2 BA / Sleeps 6

      1 / 35

      $223

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      TRIPLEPLAY

      2 BR / 2 BA / Sleeps 6 | Quick view

      Details

      Looking for that place to kick back and relax your cares away? Check out ‘Triple Play Guest House.' There's a triple chance to play: (1) walk to the beach, (2) lounge in the pool or spa or patio or (3) launch a kayak, fish or just relax on one of our two docks on the canal. Nothing quite compares to the sugary white…
      • Hot Tub/Jacuzzi
      • A/C or climate control
      • Parking
      • Grill
      • Suitable for children
      • Suitable for the elderly

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      $200

      3 BR / 2 BA / Sleeps 8

      1 / 17

      $200

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      Quiet Palms

      3 BR / 2 BA / Sleeps 8 | Quick view

      Details

      Quiet Palms 215 81st St. Holmes Beach, FL. 34217 The name says it all! Quiet palms resides on a docile street on Holmes Beach, just a few minutes walk from the white sandy beaches. This 3 bedroom, 2.5 bathroom Florida vacation home offers a lovely serene atmosphere. The very private backyard is embellished with…
      • Private Pool
      • High Speed Internet
      • Patio
      • Television
      • DVD Player
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $171

      3 BR / 3 BA / Sleeps 8

      1 / 16

      $171

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      Sea Place

      3 BR / 3 BA / Sleeps 8 | Quick view

      Details

      Sea Place 215 66th St. Holmes Beach, Fl. 34217 WOW- look at the reduced pricing on this one! This is a ground level island bungalow with 3 bedrooms and 2 full baths. Recently professionally re-decorated in a tasteful tropical island style, it also has a brand new heated pool to enjoy. One of the best values on …
      • Private Pool
      • High Speed Internet
      • Patio
      • Television
      • DVD Player
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $175

      2 BR / 2 BA / Sleeps 4

      1 / 15

      $175

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      Windsong Cottage

      2 BR / 2 BA / Sleeps 4 | Quick view

      Details

      Windsong Cottage 119 Beach Avenue Anna Maria, Fl 34216 Windsong Cottage is a charming 2 bedroom 2 bath elevated home just five houses from the Gulf. It has an open floor plan with new, comfortable furnishings that make you feel *right at home*. The plantation shutters add to that "Old Florida" charm. You won'…
      • Outdoor Pool
      • Internet Access
      • Dishwasher
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $120

      2 BR / 2 BA / Sleeps 6

      5 Reviews

      $120

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      Seacrest II Condos 4

      2 BR / 2 BA / Sleeps 6 | Quick view
      “ Excellent ” 5 Reviews

      Details

      Reviews

      (5)

      Seacrest II Condo, Unit #4 at 3703 5th Avenue in Holmes Beach, is a very comfortably furnished and recently updated unit in a smaller complex, just a few short steps to the beach and located out of the way on a dead end street. Seacrest offers a heated pool, and every amenity to make your stay here a comfortable one. …
      • 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

      (5)

      Spring Break with the Grandchildren!

      Left on Mar 13, 2009 for a stay in March 2008

      Every year my three grandchildren and I go somewhere warm for Spring Break. The last 3 years, we have enjoyed the beauty and restfulness of Anna Maria Island in Florida. Our stay at Seacrest II was delightful! The condo was clean and bright with lots of room for all of us. I thoroughly enjoyed the master bedroom with the wonderful walk in shower with shower heads at each end. We were in short…

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      $129

      2 BR / 2 BA / Sleeps 4

      1 / 14

      $129

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      A LITTLE LONGER

      2 BR / 2 BA / Sleeps 4 | Quick view

      Details

      2 bedroom/2 bath Condo in the heart of the island, and just across the street to the beach. Great location with trolley stop close by. This complex has everything you need for a great vacation. Sleeps up to 4. 1080 Sq. ft. 1801 Gulf Drive N, Bradenton Beach. 2 Bedroom/2 Bath Condo With Heated Pool, Exercise Room, …
      • Sauna
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • Outdoor Dining Area
      • Pet friendly
      • Suitable for children
      • Suitable for the elderly

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      $137

      2 BR / 2 BA / Sleeps 6

      1 / 20

      $137

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      Gulf Shores 106

      2 BR / 2 BA / Sleeps 6 | Quick view

      Details

      Gulf Shores #106 5616 Gulf Drive #106 Holmes Beach, FL 34217 Enjoy the beautiful, unobstructed views of the Gulf of Mexico from your living room, kitchen or dining room in this lovely Gulf front condo in Holmes Beach. Offering 2 bedrooms and 2 baths, this very spacious direct gulf front condo is ideal for a beach …
      • Dishwasher
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $193

      2 BR / 2 BA / Sleeps 6

      1 / 19

      $193

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      Anna Maria Island Club 25

      2 BR / 2 BA / Sleeps 6 | Quick view

      Details

      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

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      $266

      4 BR / 3 BA / Sleeps 11

      1 / 22

      $266

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      SS Salamander Both units

      4 BR / 3 BA / Sleeps 11 | Quick view

      Details

      Welcome to the SS Salamander located at 121 50th Street in Holmes Beach. This recently updated duplex is just a one block stroll down a side street to the beautiful white, sandy beaches. It’s located in a quiet and preferred residential neighborhood yet it's easily within walking distance to restaurants and shopping…
      • Shared outdoor pool (unheated)
      • Internet Access
      • Grill
      • Pet friendly
      • Smoking allowed - ask
      • Suitable for children - ask
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

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      $207

      4 BR / 4 BA / Sleeps 8

      1 / 22

      $207

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      Good Times Both units

      4 BR / 4 BA / Sleeps 8 | Quick view

      Details

      The Good Times A and B, located at 303 Highland Avenue in Bradenton Beach is a quiet, duplex with four bedrooms and four baths. Each unit features a spacious living room, large open design and very spacious open deck. Just one very short block to the beach, the unit provides the ultimate in convenience. Walk to the …
      • Internet Access
      • Pet friendly
      • Smoking allowed - ask
      • Suitable for children - ask
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

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      $100

      2 BR / 2 BA / Sleeps 6

      2 Reviews

      $100

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      Bay Watch 6A

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

      Details

      Reviews

      (2)

      Bay Watch Condo is a smaller sixteen unit complex located at 1301 Bay Drive North in Bradenton Beach in a much sought after complex. It's a direct Bay front condo with a boat dock, tropical, heated pool and undercover parking. Full bay views from the living room, kitchen and master bedroom bring the beauty of the …
      • Waterfront
      • 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

      Details

      Reviews

      (2)

      Great rental.

      Left on Oct 22, 2014 for a stay in September 2014

      Nice well equiped condo on the bay wuth great views. If you plan to cook or use the washing facilities be prepared to do some shopping as when we were there it was devoid of any consumables although Island vacations do provide a small welcome pack.

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      $188

      3 BR / 2 BA / Sleeps 8

      12 Reviews

      $188

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      Blue Dolphin Inn - Flamingo Up

      3 BR / 2 BA / Sleeps 8 | Quick view
      “ Excellent ” 12 Reviews

      Details

      Reviews

      (12)

      The Flamingo unit at the Blue Dolphin Inn, located at 780 Jacaranda in the Historic Village of Anna Maria is a wonderful and spacious three 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 …
      • 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

      (12)

      Megan and Justin's Wedding

      Left on Oct 28, 2010 for a stay in October 2010

      This was the best vacation ever. I could not have wanted any more. The hammock between two palm trees, the pool, the wooden tower, it was just amazing. I didn't want to leave. Very clean, had everything we needed. Very impressed!

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      $414

      5 BR / 3 BA / Sleeps 13

      12 Reviews

      $414

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      Valhalla Up and Down

      5 BR / 3 BA / Sleeps 13 | Quick view
      “ Excellent ” 12 Reviews

      Details

      Reviews

      (12)

      The Valhalla located at 3216 Gulf Drive in Holmes is a wonderful five bedroom, three bath Gulf front duplex on a secluded beach. While the Valhalla is tucked away in a quiet area, it is within walking distance to shopping and restaurants. The location is perfect!Each unit features a large covered deck that is a …
      • Waterfront
      • Ocean or water views
      • Internet Access
      • Pet friendly
      • Smoking allowed - ask
      • Suitable for children - ask
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

      Details

      Reviews

      (12)

      Wonderful Family Location

      Left on Mar 05, 2009 for a stay in July 2008

      Our extended family met here at the Valhalla. Accomodated 3 families plus a grandparent very comfortably. We used the uppper kitchen for family dinners and the lower kitchen for beach supplies, lots of waters, sodas, juices and snacks. Location is wonderful, units were clean and comfortable, low on a few kitchen supplies but not really a problem. The only think that I would mention is that …

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      $105

      1 BR / 1 BA / Sleeps 4

      15 Reviews

      $105

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      Palm Cay 1

      1 BR / 1 BA / Sleeps 4 | Quick view
      “ Very Good ” 15 Reviews

      Details

      Reviews

      (15)

      Palm Cay Condominium #1 is located at 3000 Gulf Drive in Holmes Beach, on the west side of the street for easy beach access. The complex offers a heated pool and an on site coin operated laundry room for your convenience. It’s a short stroll to shopping and restaurants and the beach is less than two minutes away. …
      • Shared outdoor pool (unheated)
      • Internet Access
      • Pet friendly - ask
      • Smoking allowed - ask
      • Suitable for children - ask
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

      Details

      Reviews

      (15)

      cozy, great location and affordable

      Left on Feb 23, 2009 for a stay in April 2008

      Nice home with a cozy feel. convienent location to beach and stores. Pool was clean and quiet. Nice layout and room to bq on side lawn. We rented bikes and biked the area never using our car. Clean, good size rooms and well kept property.Nice laundry area as well. Easy walk to the beach.
      The busy road was a bit of a draw back since our unit fronted the road.

      We would rent this unit again.

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      $145

      2 BR / 2 BA / Sleeps 4

      1 Reviews

      $145

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      Coquina Beach Club 203

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

      Details

      Reviews

      (1)

      Coquina Beach Club Unit 203 1906 Gulf Drive N. Bradenton Beach, FL 34216 Coquina Beach Club is a beautiful 2 bedroom 2 bath Gulf front condo with a heated pool and spacious floor plan. Gorgeous unobstructed view of the emerald Gulf water. All new furnishings and stainless steel appliances, granite counter tops, …
      • Shared outdoor pool (unheated)
      • High Speed Internet
      • Patio
      • Television
      • DVD Player
      • Suitable for children - ask
      • Suitable for the elderly - ask

      Details

      Reviews

      (1)

      Loved this condo!!

      Left on Nov 01, 2014 for a stay in October 2014

      Stayed here for our girlfriends getaway and we all loved it. Perfect location, very quiet, great view of the gulf. The condo has everything you need for a relaxing stay. The color scheme is tranquil and the furnishings go perfectly for a beach place. The bed in the master bedroom is so comfortable and the closets are large.

      The only drawback were the stairs and taking our luggage up and down, …

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      $300

      6 BR / 3 BA / Sleeps 12

      1 / 25

      $300

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      Angel Sea

      6 BR / 3 BA / Sleeps 12 | Quick view

      Details

      Angel Sea 4118 5th Avenue Holmes Beach , FL 34217 Take a look at this moderately priced 6 bedroom luxury villa only a few minutes stroll to the beach! 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…
      • Private Pool
      • High Speed Internet
      • Patio
      • Television
      • DVD Player
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $350

      6 BR / 5 BA / Sleeps 16

      1 / 32

      $350

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      Blue Water View

      6 BR / 5 BA / Sleeps 16 | Quick view

      Details

      Blue Water View 118 50th St. Holmes Beach, Fl. 34217 This new 6 bedroom, 5 full bathroom luxury rental property has large views of the Gulf of Mexico from the roof top deck. It offers the upscale amenities of a brand new home: pool side bar with TV, ping pong table, gas grill and outdoor shower are just some of …
      • Private Pool
      • High Speed Internet
      • Patio
      • Television
      • DVD Player
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $200

      3 BR / 2 BA / Sleeps 6

      1 / 18

      $200

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      White Sands

      3 BR / 2 BA / Sleeps 6 | Quick view

      Details

      White Sands 709 North Bay Blvd Anna Maria, Fl 34216 White Sands is a newly renovated beach cottage located on the prestigious Northern end of Anna Maria Island. Offering 3 bedrooms and 2 bathrooms, a new kitchen and a private heated pool this home is ideal for your Island getaway! Lots of attention to detail has …
        • Suitable for children - ask
        • Suitable for the elderly - ask

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        $155

        1 BR / 1 BA / Sleeps 4

        1 Reviews

        $155

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        Four Beach Lovers 1

        1 BR / 1 BA / Sleeps 4 | Quick view
        “ Very Good ” 1 Reviews

        Details

        Reviews

        (1)

        Welcome to the Four Beach Lovers (Formerly Dawg Daze). Located at 2908 Avenue E in Holmes Beach, this gulf front tropical paradise features four well-appointed and comfortable one bedroom units. Each of the four units is fully equipped and tastefully furnished. All four units feature a private patio area and a …
        • Waterfront
        • Ocean or water views
        • Internet Access
        • Grill
        • Pet friendly
        • Smoking allowed - ask
        • Suitable for children - ask
        • Suitable for the elderly - ask
        • Wheelchair accessible - ask

        Details

        Reviews

        (1)

        Beautiful Sunsets/Sunrises

        Left on Aug 25, 2014 for a stay in August 2014

        We have stayed in this unit several times and have never been disappointed. We first stayed here because the unit is "pet friendly" and it is hard to find a place in this area that will allow you to bring your pet . The unit is secure and private with a fence and locked gate around three sides of the property and is convenient to great restaurants, fishing pier and a Publix grocery store. The …

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        $157

        3 BR / 2 BA / Sleeps 6

        1 / 18

        $157

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        Beach Side Vista

        3 BR / 2 BA / Sleeps 6 | Quick view

        Details

        Beach Side Vista 2319 Avenue C Unit #200 Bradenton Beach, Fl. 34217 A beautiful, newly constructed 3 bedroom 2 bath condo home that is located just a short walk to the pristine white sand beaches of the Gulf and the Bay-side. This home offers the best of both worlds—Views of the Gulf waters from the spacious …
        • Internet Access
        • Dishwasher
        • Suitable for children - ask
        • Suitable for the elderly - ask

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        $150

        3 BR / 2 BA / Sleeps 8

        2 Reviews

        $150

        Inquire

        Caribbean Reef

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

        Details

        Reviews

        (2)

        Caribbean Reef 306 67th Street Unit A Holmes Beach, Fl 34217 Caribbean Reef is one side of a newly constructed private duplex and is embellished with its own private heated pool. This cute as a button 3 bedroom and 2 bathroom home is centrally located on the Island and is just a short 2.5 minute walk from the white…
          • Suitable for children - ask
          • Suitable for the elderly - ask

          Details

          Reviews

          (2)

          Paradise

          Left on Sep 02, 2014 for a stay in May 2014

          We stayed at Caribbean Reef in May 2014. It was a amazing. The home was gorgeous and just a couple blocks from the beach. The house had almost everything you would need to just start relaxing! There were pool toys and beach items in the home. The home is beautifully decorated! The private pool in the back yard is amazing. Our family had a glorious and relaxing vacation! The company was …

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          $120

          2 BR / 2 BA / Sleeps 6

          2 Reviews

          $120

          Inquire

          While Away

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

          Details

          Reviews

          (2)

          The While Away, located at 6203 Holmes Blvd. in Holmes Beach is a two bedroom, two bath, ground level duplex with a private heated pool. This very spacious duplex is located in a quiet, residential neighborhood just a short stroll to the beach, shopping or the library. It’s a perfect spot to relax, unwind and …
          • Shared outdoor pool (unheated)
          • Internet Access
          • Pet friendly
          • Smoking allowed - ask
          • Suitable for children - ask
          • Suitable for the elderly - ask
          • Wheelchair accessible - ask

          Details

          Reviews

          (2)

          Overall OK

          Left on Aug 21, 2014 for a stay in July 2014

          The property was clean and we'll kept. The AC had trouble maintaining a constant, comfortable temp during the day. We arrived on Thursday and discovered on Friday night that the washing machine was broken. We reported the problem to property management on Saturday and to their credit, they had someone out they same day; however, it wasn't fixed until the following Tuesday.

          About a 5 minutes …

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