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$155

2 BR / 1 BA / Sleeps 6

16 Reviews

$155

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Sea la vie - 101 31st St

2 BR / 1 BA / Sleeps 6 | Quick view
“ Excellent ” 16 Reviews

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Reviews

(16)

Ideally located directly on the Gulf of Mexico! Private Anna Maria Island beach home is close to everything. Step out the sliding glass doors onto the deck and then your feet hit sand! Two bedrooms and one bath make this a cozy vacation spot. Full newer kitchen complete with dishwasher and washer/dryer in the …
  • Internet Access
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(16)

Beautiful view, couldn't get much closer to water.

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

The view was excellent, location great. The house was clean and neat, but the beds were very old and uncomfortable. The linens and pillows very old and worn. The sliding glass door would not close full of sand that needed vaccumed out.

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$86

2 BR / 2 BA / Sleeps 6

4 Reviews

$86

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Fountainhead 5

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

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Reviews

(4)

Fountainhead Condo #5 is just a few steps from the beautiful beaches and azure blue water of the Gulf. This vacation rental is beautifully furnished and well equipped for your enjoyment. This two bedroom, two bath beach rental will sleep six with a queen size bed in one bedroom, two twin beds in the second bedroom …
  • Shared outdoor pool (unheated)
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  • Pet friendly
  • Suitable for children - ask
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(4)

Good for small family

Left on Sep 09, 2008 for a stay in July 2008

The apartment was near to the beach and had a nice pool. The decor was a simple but had all you needed for a short stay.

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$129

2 BR / 2 BA / Sleeps 6

9 Reviews

$129

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Starfish Beach Unit 4

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 9 Reviews

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Reviews

(9)

Starfish Beach Cottage #4 is a totally renovated condo unit at 2913 Avenue E in Holmes Beach. This decorator furnished two bedrooms and two baths holiday condo is gorgeous and features high speed internet, upgraded furnishings and appliances. There is a private patio off the guest bedroom and a wraparound patio off of…
  • Shared outdoor pool (unheated)
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  • Suitable for children - ask
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Reviews

(9)

anna marie is

Left on Mar 17, 2009 for a stay in January 2009

nice place
we liked the private patios

nice pool

beach was very nice and about a block away

we would stay there again.

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$110

2 BR / 2 BA / Sleeps 4

6 Reviews

$110

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Sunfish - 104 55th St

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

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Reviews

(6)

Sun Fish - Anna Maria Island's chic upscale development offers this vacation rental attached 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 on …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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Reviews

(6)

Dream Home

Left on Apr 24, 2009 for a stay in February 2009

I could not have dreamed of a nicer home, exactly the accomodations I wanted.
Location was perfect,quiet and close to the beach, shopping, library, and restaurants.

I highly recommend it even though it was for sale and I had isuues with a lot of interuptions.

To be honest, if I were younger, I would have bought it myself!
I wish the best to the new owner.

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$130

2 BR / 2 BA / Sleeps 6

3 Reviews

$130

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Blue Lagoon 5 - Sandpiper

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

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Reviews

(3)

Brand New! BLUE LAGOON - Anna Maria Island's newest vacation rental villa is ready for your next vacation! Two bedroom, two bath with a huge Tropical pool and 10' waterfall right outside your back door. The pretty upgraded kitchen offer granite countertops, stainless appliances and ample counter space for …
  • Shared outdoor pool (unheated)
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  • Pet friendly
  • Suitable for children - ask
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Reviews

(3)

Easy walk to the beach and a great pool.

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

The unit was recently completed and very cute. The pool complex at
Blue Lagoon is excellent and quiet. When a day at the Gulf is in order,
it's just a short walk away. On the downside, the only closet in the
unit has a washer/dryer stack in it. There were no closets in either
bedroom and very few drawers to allow us to unpack for our week's
stay. It was great to have an outdoor shower …

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$167

2 BR / 1 BA / Sleeps 4

4 Reviews

$167

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Blue Wave Villas-207E 75th St

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

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Reviews

(4)

** VACATION YOUR WAY - this property welcomes SATURDAY TO SATURDAY reservations ** Blue Wave Villas are all NEW and beautifully done duplexes located at 207 75th Street, Holmes Beach, Anna Maria Island, FL -- 2 Bedroom & 1 Bath: Accommodates up to (4) people: 1 King, 2 Twins : New Heated Pool: Internet - …
  • Shared outdoor pool (unheated)
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Reviews

(4)

House ideally located; ideal size and very comfortable.

Left on Apr 28, 2011 for a stay in March 2011

We have absolutely no complaints about our stay in 207 75th Street. The house was clean, furnished adequately and in a residential neighborhood. The pool provided us with the privacy we love that cannot be gotten at a condo development.

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$271

2 BR / 2 BA / Sleeps 4

1 / 33

$271

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Anna Maria Island Club Unit 21

2 BR / 2 BA / Sleeps 4 | Quick view

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Enjoy this spectacular Gulf front location, on the beach with views and sunsets, at this wonderful Anna Maria Island vacation beach front condo. Anna Maria Island Club is a small, up-scale Gulf front complex offering you the opportunity to walk directly out to the beautiful white sand - who could ask for more! You …
  • Shared outdoor pool (unheated)
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  • Suitable for children - ask
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$124

2 BR / 2 BA / Sleeps 4

6 Reviews

$124

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Tiffany Place 213

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

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Reviews

(6)

Tiffany Place located at 7000 Gulf Drive Holmes Beach, FL is a gulf front condominium complex on the Gulf of Mexico. Sit and relax on your private balcony of your vacation rental or take a dip in the large heated pool. This well cared for Gulf Front condo is nicely furnished and one that you will want to call your own…
  • Shared outdoor pool (unheated)
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(6)

Perfect location!

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

Beautiful beaches just a seconds away! The
condo is perfect for a small family. My kids
were thrilled by the sand toys in the storage,
which was also perfect to storing beach
chairs.

Little trolley ride across the island is also
great fun in the evenings. With the trolley
you can get to restaurants further away and
not worry about parking which seems to be a
problem all over the main …

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$86

2 BR / 2 BA / Sleeps 6

1 Reviews

$86

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202 78th Street

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

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Reviews

(1)

Elevated Holmes Beach vacation rental home on the corner of Gulf and 78th is just an ear shot from the Gulf of Mexico. The extra large lot home is a large 2 bedroom with den and loft - lots of room for the family! The home's designer architecture is open and airy with high cathedral ceilings. The loft is above …
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(1)

Great location and value for money at the moment!

Left on Nov 23, 2014 for a stay in May 2014

One block to the fabulous beach and a free trolley stop just across the road to explore the rest of this fantastic island. Good updated kitchen with stainless steel appliances. Large king master bedroom with small ensuite and balcony for two chairs and a table. Second queen bedroom a good size but the bathroom is outside the room, in the living area and it's very small. Third twin room on …

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$111

2 BR / 7 BA / Sleeps 6

1 / 16

$111

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North Beach Village Unit 63

2 BR / 7 BA / Sleeps 6 | Quick view

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Lucky Dux is a two bedroom and two & 1/2 bath townhome at 6250 Holmes Blvd in desirable North Beach Village of Holmes Beach one block to the pristine Gulf beaches of Anna Maria Island. This well cared for and well-appointed townhome offers the best of both worlds. You are just a short stroll to the best beaches and …
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  • Suitable for children - ask
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$90

2 BR / 2 BA / Sleeps 6

1 / 12

$90

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305 B 62nd Street

2 BR / 2 BA / Sleeps 6 | Quick view

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This ground level vacation rental duplex comfortably offers soft tropical colors throughout. The living room, dining room and kitchen are an open floor plan. Relax on the cozy couch and watch a movie or enjoy a pleasant tropical breeze in the large back screened in lanai. The back yard is fully fenced in with a …
  • Shared outdoor pool (unheated)
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  • Suitable for children - ask
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$100

2 BR / 7 BA / Sleeps 7

2 Reviews

$100

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Gulf View Townhomes Unit 4

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

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Reviews

(2)

Gracious Town Home located at 3701 Gulf Drive, Holmes Beach, Anna Maria Island, FL -- (2) Bed: (2.5) Bath: Accommodates up to (6) people: 1 Queen, 2 Twins & Sleeper Sofa: wirless internet, No smoking: No Pets. Absolutely fabulous two bedroom and two and a half baths in Gulfview Town Houses complex. One block to …
  • Shared outdoor pool (unheated)
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Reviews

(2)

BeachHouse

Left on Mar 22, 2009 for a stay in January 2009

Comfortable 2 storey town house in great location; 100 yards from beach & stores. South facing balcony for maximum sun. Well equipped.Block is quiet & maintained well. Have stayed there regularly.

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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)
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(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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$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)
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  • Suitable for children - 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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$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)
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  • Suitable for children - 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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$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
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  • 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

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

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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

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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…
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  • Suitable for children - ask
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(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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$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
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  • 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

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

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Reviews

(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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$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
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  • 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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$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

Details

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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$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

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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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$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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$110

2 BR / 1 BA / Sleeps 6

3 Reviews

$110

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Playa Casanas North-3222 Gulf

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

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Reviews

(3)

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

Details

Reviews

(3)

this is paradise

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

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

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$161

2 BR / 2 BA / Sleeps 6

9 Reviews

$161

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6407 Gulf Dr, Upstairs

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 9 Reviews

Details

Reviews

(9)

Recently remodeled island duplex just steps to the pristine Gulf of Mexico beaches of Holmes Beach. This vacation rental has been lovingly remodeled, and furnished with everything you could desire for a trip to our little "Peace" of paradise. The light and bright interior will allow you to rest peacefully because …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(9)

Great for the Gulf of Mexico

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

Wonderful, comfortable home in an ideal location close to the sea.

Only (slight) issues would be the lack of ensuite bathrooms and the condition of the BBQ tray. When we used it we cleaned it!.

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$108

2 BR / 2 BA / Sleeps 4

1 / 15

$108

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Shore Birds-514 68th St

2 BR / 2 BA / Sleeps 4 | Quick view

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Bay Palms canal home located at 514 68th ST. Holmes Beach, Anna Maria Island, FL -- (2) Bed: (2) Bath Accommodates up to (4) people: Internet - Highspeed: No smoking: Small dogs OK Kick back and relax in this charming 2 bedroom 2 bath island oasis!. Boaters will enjoy the dock on a wide, deep water canal that …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$130

2 BR / 2 BA / Sleeps 8

1 / 12

$130

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Heron Heaven-5613 Gulf

2 BR / 2 BA / Sleeps 8 | Quick view

Details

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

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$107

2 BR / 2 BA / Sleeps 6

1 / 22

$107

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Casa Sierra 203 A 36th ST

2 BR / 2 BA / Sleeps 6 | Quick view

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Casa Sierra Resort is a private Mediterranean style four unit complex in Holmes Beach on beautiful Anna Maria Island. This small quiet complex is just a two minute walk to the beautiful white sand beach! This ground level unit offers an outdoor patio with the spacious common area providing a large heated pool, gazebo…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$98

2 BR / 2 BA / Sleeps 4

1 / 11

$98

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Sandy Point Unit 206

2 BR / 2 BA / Sleeps 4 | Quick view

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

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$173

2 BR / 6 BA / Sleeps 6

4 Reviews

$173

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Beachcomber-3020 Ave F

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

Details

Reviews

(4)

Panoramic views from this wonderful vacation rental duplex which sits literally foot steps to the Anna Maria Island sugar white sands. Views are visible from the large open deck, the front dining area and kitchen. There are two large bedrooms both offering king size beds decorated in a relaxing beachy theme. The …
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(4)

Great View Needs Cleanout of Owners Junk

Left on Nov 13, 2010 for a stay in February 2010

Terrific view. Right on the beach. Rooms are as pictured. However, there's an unmentioned downstairs cottage and you share an external access dirty laundry room with 2 other cottages. Folks in the neighboring laundry sharing cottage were disgusted with the dirt, etc. in their unit. Fortunately our cottage was at least superficially clean. The new to rentals owners have left all sorts of …

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$100

2 BR / 1 BA / Sleeps 4

2 Reviews

$100

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Sea Pirate Unit 2- 3303 Gulf

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

Details

Reviews

(2)

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

Details

Reviews

(2)

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

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

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

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$171

2 BR / 2 BA / Sleeps 4

5 Reviews

$171

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Misty Beach-5802 Imperiore Ave

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

Details

Reviews

(5)

Up to four guests can fit comfortably in the rental home and that's not including furry, four legged members of your family. (2) Bedroom, (2) Bathroom, accommodates up to (4) people: 1 King, 1 Queen. Also, as one of our pet friendly properties, Misty Beach is happy to welcome animals up to 25lbs! (with fee) The …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(5)

Nice Home

Left on Oct 29, 2008 for a stay in September 2008

Home was nice for the time we were there.

Everything we needed was close by.

I would recommend this property.

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$129

2 BR / 2 BA / Sleeps 4

3 Reviews

$129

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Water's Edge 104 South

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

Details

Reviews

(3)

Beautiful gulf front two bedroom and two bath condo in desirable Water's Edge complex which is the best place for a holiday rental. Whether you stay a week or a month this is the perfect condo for a winter retreat, vacation rental or an island escape. There are so many island activities at your fingertips: Stroll …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(3)

Condo comfortable with everything you need - like home!

Left on Feb 22, 2010 for a stay in October 2009

Very comfortable, clean and with everything you need, nothing broken like we have found in other condos. Could have moved in and stayed forever. Of course, the beach is always magnificant. Have rented several condo's in Holmes Beach and this was our favorite. Hope to be lucky enough to be able to rent there again.

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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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$130

2 BR / 2 BA / Sleeps 6

4 Reviews

$130

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Blue Lagoon 3 - Egret

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

Details

Reviews

(4)

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

Details

Reviews

(4)

Our Florida Vacation

Left on Sep 11, 2008 for a stay in July 2008

We arrived from England after a great flight and journey from Tampa airport to discover our property had been double booked and that another family had moved in that same evening. Due to the extreme kindness of the other family and their flexibility, they contacted the agency they had booked through and moved to another property. Not a great start, you would think...

However, we then went on to …

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$161

2 BR / 2 BA / Sleeps 4

1 / 1

$161

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Astounding gulf views from both bedrooms in this remodeled Condo

2 BR / 2 BA / Sleeps 4 | Quick view

Details

5400 Gulf Drive Condominium complex located in the preferred and quieter northern end of Holmes Beach. Come experience amazing views from this quiet complex. You have beautiful partial views of the unspoiled, powder soft, white beach and sparkling Gulf waters from the large lanai off of the living room area …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$125

2 BR / 1 BA / Sleeps 6

3 Reviews

$125

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Hudson Bay

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

Details

Reviews

(3)

Hudson Bay is located at 309 62nd Street in Holmes Beach on Anna Maria Island. This two bedroom one bath home features a private, heated pool in a tropically landscaped fenced backyard. This ground level home features a newly remodeled kitchen with an open floor plan. Free WIFI as well as expanded cable and free …
  • 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

(3)

Not home away from home, but OK

Left on Apr 09, 2013 for a stay in March 2013

Very easy to rent from abroad. Island Vacation Properties know what they are doing! Easy access to the keys even on a Sunday.
The house - situated in a quiet neighbourhood - was small but functional. We especially liked the kitchen.
The outside furniture and the back patio close to the house, is in need of some serious upgrading.

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$157

2 BR / 2 BA / Sleeps 6

2 Reviews

$157

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Sunset Beach Unit 106

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

Details

Reviews

(2)

Enjoy this beautifully furnished and renovated direct Gulf front vacation rental condo with a heated pool beachside. This spacious two bedroom, two bath corner end 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 …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(2)

Gulf Cabins 106

Left on Dec 10, 2009 for a stay in July 2009

The staff at Island Real Estate & Rentals were an extremely pleasent and helpful. I would reuse this organization again if the opportunity presented itself.

The condo we rented was as depicted. It was very comfortable and everything (except the balcony blinds) worked great. The kitchen was well appointed and had everything we needed.

It was awesome to be so close to the beach and not have …

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$129

2 BR / 1 BA / Sleeps 6

9 Reviews

$129

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Island Hideaway East: 2BR Kid-Friendly Pool Home

2 BR / 1 BA / Sleeps 6 | Quick view
“ Excellent ” 9 Reviews

Details

Reviews

(9)

Island Hideaway East has been newly renovated for your vacation pleasure! Over 800 square feet of living area boasts a king master and a twin bedroom with a hall bath. The open and spacious living area includes a kitchen with granite countertops and stainless appliances. The kitchen opens onto an upper deck for …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Deck
  • Suitable for children - over five
  • Suitable for the elderly - ask

Details

Reviews

(9)

Fabulous

Left on Dec 01, 2010 for a stay in November 2010

We had a great time, AMI is such a wonderful place, great beaches, excellent food and amazing sun sets.

We thoroughly enjoyed our time at the villa, spending many hours in the pool with the children. We can honestly say that the master bed was the most comfortable we have ever slept in. The children absolutely loved the bar in the games room, My wife and I had poolside waiter service all day …

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$114

2 BR / 2 BA / Sleeps 6

1 / 24

$114

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A Hidden Gem: 2BR Family-Friendly Condo with Pool

2 BR / 2 BA / Sleeps 6 | Quick view

Details

Note: This property requires a 28-day minimum stay. This two-bedroom, two-bath vacation rental is the perfect size for a romantic getaway, small families or close friends. Located in the Westbay Point & Moorings condominium complex in Holmes Beach, this hidden gem is tucked away from traffic, offering tranquility, …
  • Waterfront
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Porch
  • Suitable for children

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$124

2 BR / 2 BA / Sleeps 6

1 / 11

$124

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Beach Isle

2 BR / 2 BA / Sleeps 6 | Quick view

Details

Beach Isle 304 58th st. Holmes Beach, Fl. 34217 This newly constructed private 2/2 home is perfect for your island vacation getaway! Lounge by your tropical private, heated pool or on our white sandy beaches, the choice is yours with this versatile home! Centrally located to local restaurants and beaches, you are …
  • Heated Pool
  • High Speed Internet
  • Patio
  • Television
  • DVD Player
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$124

2 BR / 2 BA / Sleeps 6

1 Reviews

$124

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Beach Bliss

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

Details

Reviews

(1)

Beach Bliss 304 58th St. Unit A Holmes Beach, Fl. 34217 If you are looking for that perfect cozy island vacation getaway, than look no further! Centrally located to all that Anna Maria Island has to offer this 2 bedroom and 2 bathroom newly constructed private duplex has got it all! The tropical landscaped, private…
  • Private Pool
  • Patio
  • Television
  • DVD Player
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Enjoyed the pool!

Left on Aug 02, 2014 for a stay in July 2014

Stayed a week at Beach Bliss. Nice home with beautiful d├ęcor. The swimming pool was very inviting...not very big but enough for floating and entertaining. The house was very clean and the kitchen was equipped with the basics. The beds were comfortable and the rooms were of good size. Plenty of towels, bath and beach, so that was a plus. All in all the home had a very tropical theme and had…

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