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$69

2 BR / 2 BA / Sleeps 4

2 Reviews

$69

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Cayman Cay Unit 207

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

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Reviews

(2)

Gulf of Mexico glimpses and sparkling pool views! Elegantly furnished two bedroom and two bath condo with brand new Tommy Bahama style furnishings. Sit by the heated pool after a stroll on the white, sandy beach of Holmes Beach just across the street! There are 16 units in this quiet complex, with heated pool and …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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Reviews

(2)

LOVELY HOLIDAY

Left on Apr 24, 2009 for a stay in October 2008

We found the apartment very comfortable with every thing we needed.
The swimming pool area was clean and tidy and not very busy the
times we were there. However we did notice the road noise a little
although this might not be a problem for some people. But our
holiday experience with the apartment we rented and yourselves as a
company were first rated, and we look forward to our coming …

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$114

2 BR / 2 BA / Sleeps 6

7 Reviews

$114

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Anna Maria Island Pelican Cove - Gulf Beach and Bay Fishing

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

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Reviews

(7)

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

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Reviews

(7)

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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$71

2 BR / 1 BA / Sleeps 4

2 Reviews

$71

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Turtle Cove West

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

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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

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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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$292

5 BR / 8 BA / Sleeps 10

14 Reviews

$292

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Coral Reef - 215 64th St

5 BR / 8 BA / Sleeps 10 | Quick view
“ Excellent ” 14 Reviews

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Reviews

(14)

***RECENT UPDATES!!! This property was recently updated with new features and amenities including; new patio furniture, new bench seats, a new entry table, new grill, new patio doors, updated décor, new lighting, wall pictures, throw pillows, bedding and ceiling fans.*** Large and private vacation rental home offers…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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Reviews

(14)

Fantastic Family Home

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

We combined 3 families for a week in this lovely, spacious home.
Plenty of room for the grown-ups, grandparents and kids of all ages!
The Tiki Bar was the favorite hang-out, even during a rain shower.

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$134

2 BR / 6 BA / Sleeps 5

11 Reviews

$134

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Sandy Pants - 133 White Ave

2 BR / 6 BA / Sleeps 5 | Quick view
“ Excellent ” 11 Reviews

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Reviews

(11)

Updated Island Home just steps to the Gulf Beaches with heated pool with waterfall...this multi level vacation rental has everything to offer with two bedrooms, updated kitchen, brand new furnishings and fun sun room off the pool area. The chic beach decor is tasteful, fun and perfect for the island atmosphere. …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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Reviews

(11)

Best vacation home ever

Left on Oct 28, 2008 for a stay in September 2008

A very beautifull home.Lots of space fully fited kitchen fantastic pool,So close to the beach and a short stroll along white sands to the sandbar for cocktails and the best sunset in the world.we loved it so much we booked to come back 8 weeks later

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$100

3 BR / 2 BA / Sleeps 8

4 Reviews

$100

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Maple Cottage-120 Maple

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

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Reviews

(4)

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

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Reviews

(4)

One of our best family vacations ever!

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

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

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$255

4 BR / 3 BA / Sleeps 14

10 Reviews

$255

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Tina's Piece of Paradise

4 BR / 3 BA / Sleeps 14 | Quick view
“ Excellent ” 10 Reviews

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Reviews

(10)

Gorgeous four bedroom and three bath large beach vacation rental cottage completely renovated with everything new. The brand new pool is a tropical paradise with a swim up bar area, a wading area great for the little ones or put your chairs in and relax! The large open floor plan of living room, kitchen and dining…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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Reviews

(10)

Great stay

Left on Feb 17, 2010 for a stay in November 2009

We stayed two families, nine people, in the house and we had a great time. Good
quality of house, quiet area close to beach and a nice pool.

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$100

1 BR / 1 BA / Sleeps 3

12 Reviews

$100

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Palm Isle 3207

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

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Reviews

(12)

DO NOT CHANGE THIS DESCRIPTION 3207 Gulf Drive at Palm Isle Village in Holmes Beach, Florida is located in one of Anna Maria Island's favorite and finest condominium resorts. It offers a fabulous holiday villa which has been designer decorated in charming Old Florida style. The one bedroom-one bath ground level …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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Reviews

(12)

A great vacation spot

Left on Nov 06, 2008 for a stay in October 2008

This place is so comfy, close to the beach and the pool. The kids loved just jumping into the pool where I enjoyed sunning at the beach. Very convenient to everything and nicely decorated.

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$141

2 BR / 2 BA / Sleeps 4

1 / 17

$141

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Sunset Beach Unit 204

2 BR / 2 BA / Sleeps 4 | Quick view

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Enjoy this beautifully furnished and renovated direct Gulf front vacation rental condo with a heated pool beachside. This spacious two bedroom, two bath unit is perfect for your vacation enjoyment. The living room features nice comfortable furniture to sit around and relax after a long beach day! You might want…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$136

3 BR / 2 BA / Sleeps 6

1 / 19

$136

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Casa Campoamor 11107 Gulf Dr.

3 BR / 2 BA / Sleeps 6 | Quick view

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

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$129

2 BR / 2 BA / Sleeps 6

1 Reviews

$129

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Starfish Beach Unit 3

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

Details

Reviews

(1)

Star Fish Beach 3 - Anna Maria Island's premier upscale development offers this vacation rental condo for the discriminating vacationer only. Every detail has been taken care of with our guest's relaxation in mind. A heated pool in a tropical landscape offers an oasis to relax after a long day of walking for miles …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Perfect choice for AMI / Holmes Beach Vacation

Left on Jul 01, 2014 for a stay in June 2014

We stayed at the Starfish Beach 3 in June of 2014. This was a last minute booking (reserved a few hours before arriving) so we were very excited to get such a nice rental unit. The Starfish Beach rentals are a group of about four units, but the way it's laid out, each one almost seems a separate entity. For example, the door to each one is not visible from the other units. The pool has a nice …

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$192

3 BR / 2 BA / Sleeps 8

7 Reviews

$192

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Willow Cottage - 108 Willow

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

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Reviews

(7)

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

Details

Reviews

(7)

Fabulous relaxing getaway!

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

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

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$243

5 BR / 3 BA / Sleeps 12

2 Reviews

$243

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Flip Flops Forever-201 73rd St

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

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Reviews

(2)

** VACATION YOUR WAY - this property welcomes SATURDAY TO SATURDAY reservations ** ** Very Economical FIVE bedroom home with a pool - 20% OFF LAST MINUTE RESERVATIONS! *** (30 days prior to arrival) Welcome to Flip Flops Forever, Holmes Beach, Anna Maria Island, FL...Steps from the Gulf Beaches -- (5) Bed: (3) …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(2)

Best Vacation Ever!!!

Left on Jun 26, 2012 for a stay in May 2012

We treated our children and grandchildren to a well deserved family vacation for all of us on
anna Maria Island and stayed at Flip Flops Forever. Is was the perfect place for our entire family. Loved everything about the house. The pool was fantastic. The location was great. We all decided we would love to come back again. Can't wait!!!

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$129

2 BR / 6 BA / Sleeps 6

19 Reviews

$129

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Water's Edge 106 North

2 BR / 6 BA / Sleeps 6 | Quick view
“ Excellent ” 19 Reviews

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Reviews

(19)

DIRECT GULF FRONT CONDO WITH HEATED POOL1 Perfect family condo for a vacation holiday rental with a large heated pool and nestled right in the sands of the gulf beaches. You will find it quiet and peaceful whether you stay a week or a month - this is the perfect place for a winter retreat, beach rental or an island …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(19)

Nice Condo on Anna Maria

Left on Jul 30, 2008 for a stay in May 2008

This is called "Beach House 105" but it is not a house at all. It is a lower level condo of a two-story building. The amenities were very nice, as was the view. Location great also--recommend bicycles for fun (rent from the guy across from Island Property office near the intersection--he's way too nice). I did have an issue with a nosey permanent tenant (owner) close to us who promptly told me …

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$257

2 BR / 7 BA / Sleeps 4

1 Reviews

$257

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Hidden Cove Unit 1

2 BR / 7 BA / Sleeps 4 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Gulf Front - Hidden Cove Unit #1 is a luxurious DIRECT GULF FRONT 2 bedroom, 2.5 bath vacation rental townhouse. Unbelievable open air deck that lets you relax and listen to nature on the Gulf Coast. This beach rental is just a few short steps to the Gulf from the unique condo deck that leads directly to the sand…
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Totally relaxing!

Left on Aug 04, 2012 for a stay in June 2012

The condo was beautiful! The beach was quiet and very relaxing. It feels like your own personal beach. We can't wait to stay again!

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$170

3 BR / 7 BA / Sleeps 6

3 Reviews

$170

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Bermuda Bay Club 12 - 1461

3 BR / 7 BA / Sleeps 6 | Quick view
“ Excellent ” 3 Reviews

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Reviews

(3)

Welcome to the Bermuda Bay Club located just blocks from downtown Bradenton Beach, Florida on beautiful Anna Maria Island! Jump the free Trolley, ride to Holmes Beach and then to Anna Maria City for a day for shopping and dining. Welcome to the Bermuda Bay Club located just blocks from downtown Bradenton Beach, …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(3)

Incredible!

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

What a wonderful place to vacation - it was absolute paradise!!! The management was very pleasant to work with and the rental experience, getting our keys, etc was very smooth and easy! We had the most marvelous stay at this beautiful condo - the location is awesome - the furnishings were of such quality - it was clean - it was stocked well!!! We loved our arrival and we despised our departure…

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$90

2 BR / 2 BA / Sleeps 6

1 / 15

$90

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Sandy Point Unit 208

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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$86

2 BR / 2 BA / Sleeps 4

1 / 9

$86

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Turtle Nest - 305A 65th St

2 BR / 2 BA / Sleeps 4 | Quick view

Details

Welcome to Turtle Nest just a short walk to the Gulf of Mexico and the sugar sand beaches of Holmes Beach. This vacation rental duplex has everything to offer with two bedrooms, kitchen, 2 bathrooms ,TV's in each room and all the comforts of home.The cozy decor is tasteful, fun and perfect for the island atmosphere.…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$215

3 BR / 2 BA / Sleeps 8

1 / 15

$215

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Sweet Retreat Cottage-748 NoSh

3 BR / 2 BA / Sleeps 8 | Quick view

Details

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

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$143

2 BR / 2 BA / Sleeps 4

1 / 17

$143

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Have breakfast with the dolphins. Spacious 2BR/2BA condo overlooking Anna Maria Sound.

2 BR / 2 BA / Sleeps 4 | Quick view

Details

This extremely bright condo offers everything you could hope for in a seasonal rental property. Brilliant morning sun fills the living areas of this spacious unit. The kitchen is fully equipped and the family room features a raised seating area ideal for entertaining or watching the dolphins swam by in Anna Maria …
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$295

6 BR / 9 BA / Sleeps 16

11 Reviews

$295

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Almost Gulf Front-203 69th St

6 BR / 9 BA / Sleeps 16 | Quick view
“ Excellent ” 11 Reviews

Details

Reviews

(11)

Gulf Peeks from this New Luxury Home located at 203W 69th Street, Holmes Beach, Anna Maria Island, FL-- (6) Bed: (4.5) Bath: Accommodates up to (16) people: 4 Kings, 1 Queen, 2 Twins & 2 Queen Sleeper Sofas: Internet - Wireless: No smoking: Pet Friendly. Fantastic new private vacation rental home with …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(11)

A beautiful home!

Left on Jun 29, 2009 for a stay in April 2009

Aqua Paradise was a perfect place for our family. Its cozy and new with all the extras you need to feel right at home. The pool was beautiful and the beach was only one short block away. Its close to everything yet far enough away to be private. This house is perfect for small children with no stairs to worry about and the door to the pool is much too heavy for little hands to open. The only …

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$111

3 BR / 3 BA / Sleeps 6

1 / 32

$111

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North Beach Village Unit 58

3 BR / 3 BA / Sleeps 6 | Quick view

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This elevated 3 bedroom and 3 bath stand alone townhome at 6250 Holmes Blvd in desirable North Beach Village of Holmes Beach one block to the pristine Gulf beaches of Anna Maria Island. This well-appointed townhome offers the best of both worlds. You are just a short stroll to the best beaches and a short stroll to …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$178

3 BR / 2 BA / Sleeps 6

1 Reviews

$178

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La Vie en Rose 616 Rose St

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

Details

Reviews

(1)

Welcome to "La Vie en Rose"" located at 616 Rose Street on the northern end of beautiful Anna Maria Island. This lovely three bedroom and two bath vacation rental features all that you will need to stay a week or a month! Feel the breezes through the screened lanai or lounge by the new heated pool located in the back …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

home away from home

Left on Feb 09, 2015 for a stay in February 2015

This house was absolutely beautiful.It was totally stocked with everything you could possibly need.The location was perfect.Could not have had a better stay.Thank you so much.

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$132

3 BR / 3 BA / Sleeps 7

1 / 25

$132

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Sangria Sunrise 506 SoBay Blvd

3 BR / 3 BA / Sleeps 7 | Quick view

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

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$283

4 BR / 3 BA / Sleeps 10

1 Reviews

$283

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No Bad Days-7100 Holmes

4 BR / 3 BA / Sleeps 10 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Welcome to this new ground level vacation rental home on Anna Maria Island, this home is OVER the TOP! Easy stroll to the Gulf of Mexico and the white sugar sands on some of the best beaches anywhere. Short stroll in the evening for a magical sunset. Come for a holiday to the West Coast of Florida and enjoy this …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

There were...no bad days!

Left on Aug 24, 2012 for a stay in August 2012

House was great, we rented bikes and rode around everywhere, the gorgeous beach was only a block and a half away and when we got tired of too much fun we came back to the house and relaxed about the tiki bar or at the table or in the hot tub (yes I said hot tub).
Laundry facility was nice, an extra bike was good (one bike rather rusted up).
Yup, like I said there were no bad days!
Lea Van Winkle

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$245

3 BR / 3 BA / Sleeps 7

1 / 19

$245

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La Casa Poulos

3 BR / 3 BA / Sleeps 7 | Quick view

Details

Luxury is yours with this brand new gulf view rare three bedroom and three full bath luxury holiday condo. Pamper yourself and stay awhile on our little "peace" of paradise known as Anna Maria Island. Relax your cares away in the master suite fit for royalty with king size bed, dual headed shower and Jacuzzi tub…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$126

3 BR / 2 BA / Sleeps 6

8 Reviews

$126

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Gulf Shores Unit 203

3 BR / 2 BA / Sleeps 6 | Quick view
“ Very Good ” 8 Reviews

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Reviews

(8)

Endless Sunset Views From your private screened balcony overlooking the white sandy beach of Anna Maria Island. Spacious three bedroom, two bath 2nd floor direct Gulf front condo nestled in the soft white sand beaches next to the sparkling Gulf of Mexico waters. This vacation rental offers features all the …
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(8)

Disappointed in Anna Maria

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

Hi and thanks for asking. We loved the location of the property and Anna Maria. We were only able to get away for just 1 week this year and wanted to spend as much time at the beach as possible but the weather didn't cooperate so we spent more time in the condo than we would have otherwise. Being great golf lovers we felt like this inconvenient weather would be offset by watching The Masters …

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$100

2 BR / 1 BA / Sleeps 4

1 / 24

$100

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Palm Isle 3206

2 BR / 1 BA / Sleeps 4 | Quick view

Details

Perfect for families - the kids will LOVE the bunk beds in the guest room! 3206 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

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$301

5 BR / 9 BA / Sleeps 12

3 Reviews

$301

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Beachy Villa Vista-116 45th

5 BR / 9 BA / Sleeps 12 | Quick view
“ Excellent ” 3 Reviews

Details

Reviews

(3)

Welcome to Beachy Villa Vista! Gulf Peeks from this New Luxury Home located at 116 45th Street, Holmes Beach, Anna Maria Island, FL-- (5) Bed: (4.5) Bath: Accommodates up to (12) people: 4 Queens, 2 Twins & 1 Queen Sleeper Sofas: Internet - Wireless: No smoking: Pet Friendly.Central vacuum. Fantastic brand new …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(3)

Best family vacation ever!

Left on Dec 06, 2014 for a stay in January 2014

We really got lucky with this rental, new home, beautiful furnishings, and close to the beach. We were Grandma and Grandpa, daughter and her husband, and two grandsons aged six and two. There was plenty of space, bedrooms, bathrooms, so we all could have our privacy. Grandparents had the master bedroom on the main floor so we didn't have to climb another stairs.

We also had extended family …

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$186

2 BR / 2 BA / Sleeps 4

1 / 24

$186

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Anna Maria Island Club Unit 17

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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$429

5 BR / 4 BA / Sleeps 12

2 Reviews

$429

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My Sisters Beach House

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

Details

Reviews

(2)

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

Details

Reviews

(2)

Blended family getaway!

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

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

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$200

3 BR / 8 BA / Sleeps 6

9 Reviews

$200

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Coquina Sands - 100A 52nd St

3 BR / 8 BA / Sleeps 6 | Quick view
“ Excellent ” 9 Reviews

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Reviews

(9)

Newer three bedroom, three and a half bath vacation beach townhome on beautiful Anna Maria Island. Enjoy a huge master bedroom with a Jacuzzi tub and separate shower. There is also a door to a bathroom that allows you to walk from the pool area through the shower for easy rinsing off and then into the bathroom which…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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Reviews

(9)

Great location

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

This vacation rental was one of the best that my family and I have stayed in for the summer. Not only was it a great location, just steps from the beach, but the house was beautiful and well equipped to meet all our needs. My family loved the layout of the house and the pool was an added bonus! I would stay here again over and over again.

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$89

2 BR / 2 BA / Sleeps 6

4 Reviews

$89

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408 80th Street

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 4 Reviews

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Reviews

(4)

Value Vacation - enjoy a no frills casual vacation with the spoils of a heated pool and beach super close by! Spacious two bedroom and two bath elevated island vacation rental duplex with a homey feel in the heart of Holmes Beach. Walking distance to shops, restaurants and the best white sandy beaches Anna Maria …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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Reviews

(4)

Nice Restful Home

Left on Sep 24, 2008 for a stay in August 2008

It was a nice week at the house! Our family had a very restful time! We really enjoyed the pool it was fun & not having to share with anyone is nice. It was also cool having the ocean that close!

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$91

2 BR / 2 BA / Sleeps 6

5 Reviews

$91

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Beach View 5 - 3704 6th Ave

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

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Reviews

(5)

Fantastic "Palm Tree Breezes" 2 bedroom, 2 bath, Island Condominium! This Condominium is 350 steps from Gulf water and white pristine beaches, a great place to get away to paradise. The bedrooms are all nice size with plenty of closet space. The large eat-in kitchen is a perfect spot to get together for your meals…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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(5)

great vacation get away

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

What a great get away and awesome location. This rental is in a great location with easy walking access to shops and the beach- even for little ones- Nice pool area too. We loved our time here and you will too.

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$136

3 BR / 2 BA / Sleeps 9

1 Reviews

$136

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Sandy's Getaway-122 Peppertree

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

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Reviews

(1)

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

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Reviews

(1)

Anna Maria Island - A Fantastic Summer Destination

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

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

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$228

5 BR / 4 BA / Sleeps 12

1 / 21

$228

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200-202 66th St House

5 BR / 4 BA / Sleeps 12 | Quick view

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Duplex located 200-202 66th St, Holmes Beach, Anna Maria Island, FL...Steps from the Gulf Beaches -- (5) Bed: (4) Bath: Accommodates up to (12) people: 2 Kings, 2 Queens, Twins & Sleeper Sofa: Internet - Wireless: No smoking: ALL newly remodeled and soooo close to the beach. This vacation rental has everything …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$177

3 BR / 2 BA / Sleeps 8

3 Reviews

$177

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Coastal Sands-213 70th St

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

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Reviews

(3)

** VACATION YOUR WAY - this property welcomes SATURDAY TO SATURDAY reservations ** Honeywood House located at 213 70th St, Holmes Beach, Anna Maria Island, FL -- (3) Bed: (2) Bath: Accommodates up to (8) people: 1 King, 1 Queen, set of twins and 1 Queen Sleeper sofa: Internet - Wireless: No smoking: Pets considered…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(3)

Best Vacation Ever !!!

Left on Aug 04, 2011 for a stay in July 2011

We vacation ever year on anna Marie Island. This year we decided to try renting a house and it really paid for its self. Our kids loved the pool, my husband enjoyed the grill, and I enjoyed the beach. Our house was the perfect fit for us. Check In was easy, the staff was friendly, and Check Out was smooth sailing. Our house was a block away from the beach. The house included beach towels, chairs…

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$86

2 BR / 2 BA / Sleeps 6

4 Reviews

$86

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Pisces Playground-205 73rd St

2 BR / 2 BA / Sleeps 6 | Quick view
“ Very Good ” 4 Reviews

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Reviews

(4)

Open and airy duplex designed gives you the space your family needs to spread out and relax while on holiday. Whether you stay a week or a month this is the perfect spot for a winter retreat or an island escape. There are so many activities on Anna Maria Island at your fingertips: Stroll seven miles of unspoiled …
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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Reviews

(4)

Close to the Beach

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

The duplex was very clean, and adequately supplied. The bedrooms were nice and the beds comfortable. The bathrooms were somewhat incovenient to share. A particular problem was no television or dvd player in the living room, which made it difficult to watch a movie or a ballgame as a family. There is a garage in the photo of the home but it is filled and not available. It is a very short walk …

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$215

3 BR / 2 BA / Sleeps 6

1 / 14

$215

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Dragonfly Breeze - 140 50th St

3 BR / 2 BA / Sleeps 6 | Quick view

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Welcome to Dragonfly Breeze! We offer the experience of a fantastic private vacation rental home that can accommodate up to six guests. This retreat has a coastal feel with upscale appeal. All amenities are top-of-the-line, including, designer furnishings and a private outdoor pool and spa. Other amenities include …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$86

2 BR / 2 BA / Sleeps 4

1 / 22

$86

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Nautilus 7100 Gulf 105

2 BR / 2 BA / Sleeps 4 | Quick view

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Welcome to Nautilus Condominiums located at 7100 Gulf DR. Holmes Beach on beautiful Anna Maria Island. FL .The Nautilus Complex is directly on the Gulf of Mexico and has the best beaches on the West coast of Florida. Unit 105 is a ground level 2 bedroom 2 bathroom condo and it has everything you need to make that …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$110

2 BR / 2 BA / Sleeps 6

2 Reviews

$110

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Plum Cottage 322 64th St

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

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Reviews

(2)

Professionally decorated with a comfortable island flavor, this new villa offers everything you'll desire for a truly memorable vacation! The location of this villa is centered directly in the middle of Anna Maria Island offering you an excellent location for your vacation stay. The villa offers a beautiful, …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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Reviews

(2)

Wow Totally Updated

Left on Dec 20, 2013 for a stay in December 2013

It was hard to believe we were in the middle of three homes. Both bathrooms were great...one with a walk-in shower. Furniture was dark wood & modern, not the usual look that most places have. Large eat-in kitchen with open concept to living room. Nice flat screen TV mounted on the wall. This is our 7th time to anna Maria Island & this home is the nicest we been in. Even crown molding …

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$178

2 BR / 7 BA / Sleeps 6

1 / 30

$178

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Hidden Cove Unit 2

2 BR / 7 BA / Sleeps 6 | Quick view

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Hidden Cove is an incredibly beautiful 6-unit town home community located the white sandy beaches of Anna Maria Island. Anna Maria Island is located 40 miles south of Tampa Bay and seven miles west of Bradenton. Make plans for the perfect Island Holiday. This beautiful condo offers spectacular views of the Gulf of …
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$365

8 BR / 7 BA / Sleeps 23

1 / 17

$365

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303Aand303B 61st St-Gulf Winds

8 BR / 7 BA / Sleeps 23 | Quick view

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Enjoy these new elevated vacation rental homes with two private lagoon style pools and lush tropical plants about two blocks to the beach in Holmes Beach. Fashionably yet comfortably decorated living rooms offers big comfy furniture centered around a new 50" flat screen TV with DVD/BluRay player where you can enjoy …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$137

3 BR / 3 BA / Sleeps 6

13 Reviews

$137

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The Oasis - 4002 6th Ave

3 BR / 3 BA / Sleeps 6 | Quick view
“ Excellent ” 13 Reviews

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Reviews

(13)

Magnificent elevated Mediterranean style vacation rental three bedroom and three bath villa in a perfect Holmes Beach location close to the pristine beaches, choice restaurants and fabulous shopping experiences. Private home has a lushly landscaped yard and lots of character! Maple hardwood floors, queen size beds in…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(13)

GREAT PLACE

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

WE HAD A GREAT TIME. VERY NICE HOME IN A VERY NICE COMMUNITY. VERY CLOSE TO THE BEACH. BEAUTIFUL ARCHITECTURE AND LAYOUT. PLENTY OF ROOM FOR EVERYONE.

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$122

1 BR / 1 BA / Sleeps 3

8 Reviews

$122

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Cabana - 104B 29th St

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

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Reviews

(8)

** VACATION YOUR WAY - this property offers flexible ARRIVAL AND DEPARTURE dates ** Brand NEW Rates for 2012. Check out our standard rates which are low, low, low. Fantastic Island triplex located at 104 B 29th Street, Holmes Beach, Anna Maria Island, FL -- (1) Bed: (1) Bath: Accommodates up to (4) people: 1 Queen…
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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Reviews

(8)

Great location

Left on Sep 24, 2008 for a stay in July 2008

The place was cute location great,but there where issues when we arrived. First the place was full of dead cockroaches!! Not just one or two. The bathtub was dirty and the sheets hadn't been changed!!!I do think if you are renting something at a premium price you should at least have it clean!!!If it has not been rented in awhile at least go over and sweep the place out and make sure everything …

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$200

5 BR / 8 BA / Sleeps 10

1 / 22

$200

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The Palms - 810 NShore Dr

5 BR / 8 BA / Sleeps 10 | Quick view

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Welcome to "The Palms," a large and spacious Island holiday home with views of the Gulf of Mexico and colorful sunsets. Relax in a five bedroom and 3 1/2 bath vacation rental at the desirable northern end of Anna Maria. It is just a flip-flop walk to the pristine gulf beaches. The Bean Point beach access is right out …
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$157

2 BR / 2 BA / Sleeps 7

1 Reviews

$157

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Appletini - 308W 58th St

2 BR / 2 BA / Sleeps 7 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

APPLETINI is a fantastic duplex only a short 5 minute walk to the beach. This property showcases designer quality furnishings and is fully equipped with all the most updated features. This vacation rental is close to shopping,dining and hop the free trolley and explore from Bradenton Beach to the city of Anna Maria…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

our family have a wonderful vacation. we will be calling to stay

Left on Jan 18, 2013 for a stay in December 2012

Perfect:) our family had a great time, we enjoyed everything from relaxing in the pool. To parasailing in the gulf. We will be back. The island is a wonderful place. The sunset are breathtaking.

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$111

3 BR / 7 BA / Sleeps 8

2 Reviews

$111

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Casa di Rose-6250 Holmes Blvd

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

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Reviews

(2)

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
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(2)

A for Location, Convenience, and Service!

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

Our stay at Casa di Rose was just about perfect.

The setup (bedrooms up, living areas down) was ideal for a night owl and an early sleeper. When our adult children and our grandchildren came to visit, all of us had just enough room to keep out of each other's way.

The garage under was plenty spacious for our auto and bikes, and the large-enough-for-serious-laps heated swimming pool was a …

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$78

2 BR / 2 BA / Sleeps 4

1 / 10

$78

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Fountain Head 2

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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$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

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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