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$200

1 BR / 1 BA / Sleeps 4

Coconuts Beach Front  Unit 110 Upstairs - Holmes Beach vacation rentals
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$200

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Coconuts Beach Front Unit 110 Upstairs

1 BR / 1 BA / Sleeps 4 | Quick view

Details

One bedroom one bath condo located on the beach. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two double beds in the bedroom …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly

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$220

2 BR / 2 BA / Sleeps 6

11 Reviews

$220

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Lake by the Beach

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

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Reviews

(11)

The Lake by the Beach at 6806 Palm Drive offers the best of both worlds! This beautiful two bedroom, two bath home is situated on a spring fed lake yet it's only three blocks to the beach. New renovations include a brand new family room addition with easy access to the beautiful pool!A unique and private heated pool …
  • Ocean or water views
  • 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

(11)

Wonderful home

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

I imagine this is what it is like in Hawaii.
The only problem we had was with the master bathroom, the toilet kept over flowing and then the water would come up in the shower. Had to have the plumber in 2-3 times.And had a leak in the roof. Oh well! Things happen.

Would I go back....in a minute I loved this place...and enjoyed it very much. I was amazed at how well the kitchen was stocked, very …

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$214

3 BR / 3 BA / Sleeps 6

Palm Villa: 3BR Family-Friendly Pool Home - Holmes Beach vacation rentals
1 / 24

$214

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Palm Villa: 3BR Family-Friendly Pool Home

3 BR / 3 BA / Sleeps 6 | Quick view

Details

Palm Villa is a New England-style cottage and a Florida Keys getaway all rolled into one, but located on beautiful Anna Maria Island! Just a short five-minute stroll to the white sand beach and azure blue water of the Gulf of Mexico, this home and location will bring you back time and again. The vaulted main room …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly - ask
  • Suitable for children

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$133

2 BR / 3 BA / Sleeps 4

Bay Bella Vista - Holmes Beach vacation rentals
1 / 16

$133

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Bay Bella Vista

2 BR / 3 BA / Sleeps 4 | Quick view

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Bay Bella Vista 244 S. Harbor Drive Unit 2 Holmes Beach, Fl 34217 BAYFRONT CONDO - This 2 bedroom, 3 bathroom condo is beautifully furnished and features exceptional views of the intracoastal waterway. Enjoy the breathtaking views from the Master bedroom and living room! There is a private rooftop sundeck and …
  • Shared outdoor pool (unheated)
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$120

2 BR / 2 BA / Sleeps 4

SEABREEZE D - Holmes Beach vacation rentals
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$120

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SEABREEZE D

2 BR / 2 BA / Sleeps 4 | Quick view

Details

Two bedroom, two bath condo in the quiet, four-unit complex of Seabreeze! Clean and Comfortable! Nicely appointed kitchen with Stainless Steel Applicances. Conveniently located for shopping, restaurants, and the beach, yet tucked back into a quiet area! Just a block to Skinny's for the Best Burger on Anna Maria Island…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly

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$107

1 BR / 1 BA / Sleeps 2

6 Reviews

$107

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Happy Heron: 1BR Perfect Getaway, Block from Beach

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

Details

Reviews

(6)

At first glimpse, Happy Heron will make you smile! Just one short block away from the pristine water of the Gulf of Mexico and Anna Maria Island's gleaming white sand beaches, this one-bedroom, one-bath vacation rental has been completely remodeled inside and out for your vacationing pleasure. When renting this home…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Patio
  • Pet friendly
  • Suitable for children - over five
  • Suitable for the elderly

Details

Reviews

(6)

A little piece of heaven near the beach

Left on Jul 24, 2013 for a stay in June 2013

I almost don't want to tell anyone how lovely this place is so that my family can keep it as our little secret! The Happy Heron was clean, neat and gorgeous. Spacious main area and master suite made us feel so at home instantly. The beach was a very easy 3-5 minute walk away. Loved that there were laundry facilities right there. The grill would have come in handy too if we were inclined to cook …

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$165

2 BR / 2 BA / Sleeps 6

5 Reviews

$165

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Pool Party South side

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

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Reviews

(5)

The Pool Party South side, located at 6102 Marina Drive in Holmes Beach, is a beautiful two bedroom, two bath duplex with a pool area that is unsurpassed! This unit features a heated pool with a spa surrounded by mature, native plantings as well as a shaded hammock and an outdoor bar with charcoal grill and sink. The …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Grill
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(5)

Better than the north side

Left on Feb 23, 2009 for a stay in February 2009

We were all pleased by the Pool Party South side and by the team of Island Vacation Properties.
It was the 4th year I used your services, every time with different guests, and it was again a pleasure.
I like this villa because of the pool and the spa. The limitation with the pool heater only available for the spa was understandable but a bit disappointing since it's called the Pool Party for a …

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$125

1 BR / 1 BA / Sleeps 4

8 Reviews

$125

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Anna Maria Beach Place, Unit 2

1 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 8 Reviews

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Reviews

(8)

Anna Maria Beach Place #2, located at 201 35th Street in Holmes Beach is a charming beachside complex featuring six units surrounding a heated pool and tropical gardens. Immediately across a rarely traveled, dead end road are the white sandy beaches and the emerald green water of the Gulf of Mexico. It doesn't get …
  • Ocean or water views
  • 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

(8)

What a great deal!

Left on May 12, 2010 for a stay in May 2010

Perfect weather. Perfect low pressure atmosphere. Accommodating service. A
guaranteed relaxing time.

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$120

2 BR / 2 BA / Sleeps 6

5 Reviews

$120

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Seacrest II Condos 4

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

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Reviews

(5)

Seacrest II Condo, Unit #4 at 3703 5th Avenue in Holmes Beach, is a very comfortably furnished and recently updated unit in a smaller complex, just a few short steps to the beach and located out of the way on a dead end street. Seacrest offers a heated pool, and every amenity to make your stay here a comfortable one. …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(5)

Spring Break with the Grandchildren!

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

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

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$579

7 BR / 6 BA / Sleeps 24

2 Reviews

$579

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Islands West Resort All units

7 BR / 6 BA / Sleeps 24 | Quick view
“ Very Good ” 2 Reviews

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Reviews

(2)

The Islands West Resort, located at 3605 Gulf Drive in Holmes Beach, is a ground level resort with a large heated pool. Enjoy the relaxing charm of island living where you’ll feel that you've gone back to a simpler time. The resort consists of four, one bedroom, one bath units and one, two bedroom, one bath unit …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Grill
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

We had a nice family vacation

Left on Dec 05, 2012 for a stay in November 2012

The location was excellent. The kids enjoyed the pool. It had a nice courtyard.

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$125

1 BR / 1 BA / Sleeps 4

15 Reviews

$125

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Anna Maria Beach Place, Unit 5

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

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Reviews

(15)

Anna Maria Beach Place #5, located at 201 35th Street in Holmes Beach is a charming beachside complex featuring six units surrounding a heated pool and tropical gardens. Immediately across a rarely traveled, dead end road are the white sandy beaches and the emerald green water of the Gulf of Mexico. It doesn't get …
  • Ocean or water views
  • 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

(15)

Relaxation

Left on Feb 23, 2009 for a stay in May 2007

My husband and I wanted to go somewhere different in Florida as we usually go to the Panhandle. We looked online and found this place. Good proximity to the beach, quiet condo, good view of the ocean. Our neighbors were very nice and we enjoyed the occasional afternoon cocktail with them.

We like to explore and went all around the area and found the best little seafood house in Cortez. We …

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$159

2 BR / 2 BA / Sleeps 6

7 Reviews

$159

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LOGGERHEAD

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

Details

Reviews

(7)

Perfect 2 bedroom/2 bath, with a private HEATED pool in a very lush tropical setting. Loggerhead is just a couple of blocks to the beach, and the free island Trolley! The front entry takes you right into the open great room where the entire family can hang out and talk about the great time they are having on the …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(7)

The best anna Maria has to offer!

Left on Aug 27, 2013 for a stay in September 2012

After our many frequent stays on the island, we have found this is the best value and amenities for our needs!
This home is amazing: We have not wanted for anything while here and love the location.
And, the rental agency has fulfilled our needs for 5 years...we have been coming to aMI for 13 years and this is the best, most knowledgeable staff on the island!
You will not find a better equipped …

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$120

2 BR / 2 BA / Sleeps 4

4 Reviews

$120

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Sunbow Bay 308

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

Details

Reviews

(4)

Sunbow Bay Condominium #308 located at 3805 East Bay Drive in Holmes Beach has everything you could need or want for a memorable vacation. Conveniently close to shopping and restaurants yet out of the way and quiet. Sunbow Bay offers two heated pools, tennis courts, elevators, undercover parking, on site laundry room …
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(4)

Vacation rental

Left on Jun 03, 2009 for a stay in May 2009

We have been coming to this condo for over six years. We have enjoyed our time until recently. Upon arrival we found out they were selling the condo we were staying in. We didn't realize they could call at a moments notice to show the place or not even let you know they were coming. This was unsettling to say the least. We had to worry about people coming in and out even when you weren't there. …

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$200

3 BR / 2 BA / Sleeps 6

1 Reviews

$200

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Gulf Place 2A

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

Details

Reviews

(1)

Gulf Place 2A 6700 Gulf Drive #2 Holmes Beach, Fl 34217 Direct Gulf front newly remodeled 3 bedroom, 2 bath condo with large open covered balcony. Breathtaking views of the Gulf of Mexico right out your window . Bright and light and very inviting and features a large open balcony, updated kitchen and breathtaking…
  • Outdoor Pool
  • Internet Access
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Amazing view.

Left on Dec 10, 2014 for a stay in November 2014

The selling point of this condo is definately the long balcony which fronts onto the beach giving spectacular panoramic views - great for breakfasts and sunsets especially. We were pleasantly surpised by the interior as well which was tastefully decorated and all felt quite high-spec. The kitchen / dining area is particularly nice but it was all good. When we booked there were no reviews for this…

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$162

2 BR / 2 BA / Sleeps 6

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$162

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CASA SIERRA 205A

2 BR / 2 BA / Sleeps 6 | Quick view

Details

Casa Sierra Resort is a private Mediterranean style four unit complex in the heart of Anna Maria Island with just a two minute walk to the beautiful white sand beach! Each unit offers an outdoor patio with the spacious common area providing a large heated pool, gazebo, lush tropical landscaping, and picnic tables …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$514

6 BR / 4 BA / Sleeps 14

1 / 40

$514

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MARGARITA-VILLE

6 BR / 4 BA / Sleeps 14 | Quick view

Details

Welcome to the ultimate in Large Family luxury vacation Homes, with peeks of the Gulf of Mexico from the balconies. This Brand New, 6 bedroom/4.5 bath home with 10' ceilings, Granite countertops, and Stainless Appliances features a large privacy fenced yard, Tropical Heated Pool and Hot Tub, Swim Up Tiki, and covered…
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$296

4 BR / 3 BA / Sleeps 10

1 / 38

$296

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SUZS SEABREEZE

4 BR / 3 BA / Sleeps 10 | Quick view

Details

Huge 4 bedroom/3.5 bath home, just a short block to the beach(just over 100 yards), and a couple houses to the free Island trolley! Beautiful back yard with Heated Pool. Large Master Suite upstairs with private deck Sleeps up to 10. 2830 sq. ft. 210 67th 4 Bedroom/3.5 Bath/House $2325 Weekly - Winter Season $…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$145

2 BR / 2 BA / Sleeps 6

1 / 11

$145

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Sandy Pointe 110 Gorgeous unit, small pet friendly

2 BR / 2 BA / Sleeps 6 | Quick view

Details

Very spacious two bedroom Condo with a large living room. Flat Screen TV, fully equipped kitchen with all the appliances. Not far from the beach, and short distance to area shopping. Unit has heated pool, and a relaxing Pool deck area. Main bedroom has a King size bed with a private bathroom and Second bedroom has as …
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask

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$300

3 BR / 3 BA / Sleeps 6

1 Reviews

$300

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Spectacular Beach House With GulfView Only Steps to a Pristine Beach

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

Details

Reviews

(1)

Spacious 3-level House with 2 large decks overlooking the beautiful Gulf of Mexico. House is fully furnished with a large flat screen TV and Bose Stereo System. Great Gulf views from living room and Master Bedroom. One Guest room also has a gulf view. Large garage is fully equipped with beach chairs, umbrellas, beach …
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

Wonderful Vacation

Left on Jan 22, 2015 for a stay in December 2014

A fantastic home, very well appointed, very clean and the perfect size for a group of 6. The location is spectacular, only steps from the beach and in the heart of Anna Maria Island, both close to all the sights but also not in the midst of any major crowds. The host, Dan, was very attentive and really a pleasure to rent from.

Will certainly consider renting again.

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$137

2 BR / 2 BA / Sleeps 4

1 / 16

$137

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Gulf Sands 102

2 BR / 2 BA / Sleeps 4 | Quick view

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Gulf Sands #102 4200 Gulf Drive #102 Holmes Beach, FL 34217 This Gulf Sands, 2 bedroom 2 bathroom, second floor condo has been recently updated with new appliances and furnishings. Wonderful side views of the Gulf waters from the living room, master bedroom and private balcony. Large heated pool with nicely …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$274

3 BR / 2 BA / Sleeps 6

1 / 33

$274

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BAY SERA

3 BR / 2 BA / Sleeps 6 | Quick view

Details

Come to this Island home and "Whatever will be, will be!" Remodeled and tasteful is this 3 bedroom/2 bath home with new heated pool and hot tub in a very private backyard setting. Well appointed with designer finishes throughout. The kitchen is outfitted with gorgeous granite countertops and stainless steel applicanes…
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly

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$200

4 BR / 3 BA / Sleeps 8

1 / 12

$200

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Casa Del Mar

4 BR / 3 BA / Sleeps 8 | Quick view

Details

Casa Del Mar is a 4 bedroom, 2.5 bath chic Key West style island home with a brand new heated swimming pool located in northern Holmes Beach. Designer decorated from top to bottom. Close to shopping, restaurants, and the trolley stop. Come and enjoy the island life at its very best! Sleeps upto 6-8 people. Amenities …
    • Suitable for children
    • Suitable for the elderly - ask

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    $231

    3 BR / 2 BA / Sleeps 8

    1 / 20

    $231

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    BEACH RETREAT 204

    3 BR / 2 BA / Sleeps 8 | Quick view

    Details

    Completely remodeled, Beautiful, 3 Bedroom/2 Bath villa with private backyard, PRIVATE Heated pool, and only 75 yards to the beach! Beautiful new granite countertops, stainless appliances, and tile throughout. King Master bedroom with TV, Queen Bedroom w/ TV, Full/Twin bunk in the third bedroom with TV, and a full …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • A/C or climate control
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly

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    $150

    3 BR / 1 BA / Sleeps 6

    1 / 24

    $150

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    Anthony Beach Cottages Bare Feet Retreat

    3 BR / 1 BA / Sleeps 6 | Quick view

    Details

    This newly remodeled Florida gem backs onto 17 acres of mangrove forest and is ideally located only 3 blocks from the beach. Reasonably priced, this quaint 3 bedroom, 1 bath cottage has a spacious backyard equipped with a pool, hammock, patio furniture, grill, brick fireplace, and picket fencing, is situated on a …
    • Ocean or water views
    • Wireless Internet
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • Pet friendly - ask
    • Suitable for children
    • Suitable for the elderly - ask

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    $162

    2 BR / 2 BA / Sleeps 6

    1 / 23

    $162

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    CASA SIERRA 205B

    2 BR / 2 BA / Sleeps 6 | Quick view

    Details

    Casa Sierra Resort is a private Mediterranean style four unit complex in the heart of Anna Maria Island with just a two minute walk to the beautiful white sand beach! Each unit offers an outdoor patio with the spacious common area providing a large heated pool, gazebo, lush tropical landscaping, and picnic tables …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • A/C or climate control
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly

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    $250

    4 BR / 3 BA / Sleeps 8

    1 / 26

    $250

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    Avenue E By The Sea

    4 BR / 3 BA / Sleeps 8 | Quick view

    Details

    Avenue E by the Sea 3105 Gulf Drive Holmes Beach, Fl 34217 Wow! Beautiful views of the sparkling Gulf waters can be seen from the living room, kitchen, large covered 2nd floor porch and the roof-top deck- unbelievable!. This luxury home has much more than just views, it offers many extras for your relaxing …
    • Private Pool
    • High Speed Internet
    • Patio
    • Television
    • DVD Player
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $158

    3 BR / 4 BA / Sleeps 12

    1 Reviews

    $158

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    Bollinger Duplex both sides

    3 BR / 4 BA / Sleeps 12 | Quick view
    “ Excellent ” 1 Reviews

    Details

    Reviews

    (1)

    The Bollinger Duplex is a very comfortably furnished and spacious duplex located at 6909 Gulf Drive, in the preferred, quiet area of northern Holmes Beach. This property is located about one-half block to the beautiful Gulf of Mexico where you can walk for miles in either direction on the white, sandy beaches. The …
    • Internet Access
    • Grill
    • Pet friendly
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (1)

    Wonderful Vacation

    Left on Mar 28, 2013 for a stay in June 2013

    We vacationed with friends, so a duplex was the perfect set-up. We could be together when we wanted or separate when we wanted. It was an obviously older unit, but very clean. Appliances were "newish". The one thing I disliked the most was the grill. I really wish it had been a gas grill. Buy a tank and leave it up to the guests to refill it. Or make guests put a refundable deposit down for a …

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    $189

    2 BR / 2 BA / Sleeps 4

    1 Reviews

    $189

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    Bluefin Cottage

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

    Details

    Reviews

    (1)

    Welcome to Bluefin Cottage on Anna Maria Island. This completely remodeled duplex is comprised of two stunning new beach homes that are close to the beach and in a quiet residential neighborhood. The Bluefin Cottage side includes a private heated pool (not shared), hot/cold outdoor shower, lush landscaping …
    • Internet Access
    • Parking
    • Grill
    • Stereo or CD player
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (1)

    All rentals will be compared to Bluefin cottage.

    Left on Feb 06, 2015 for a stay in January 2015

    Bill and I arrived at Bluefin Jan 10 for 2 weeks. I have never rented a more beautiful clean accomodation ever. We loved it so much we would have moved it to BC if possible.Everything was built to the highest standard. I am sorry I never met Karen but Ben took such good care of us responding to any question or wish we had. The pool surround of brick made it difficult for me to enter but a bar …

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    $525

    8 BR / 4 BA / Sleeps 20

    1 Reviews

    $525

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    Garden Villas all units

    8 BR / 4 BA / Sleeps 20 | Quick view
    “ Very Good ” 1 Reviews

    Details

    Reviews

    (1)

    Welcome to the Garden Villas at 4109 Gulf Drive in Holmes Beach. This delightful island locale is situated conveniently across from the Manatee Public Beach and the Gulf of Mexico. Walk to the Cafe on the Beach, West Coast Surf Shop and the nearby Island Centre Shopping which serves all of your shopping needs …
    • Shared outdoor pool (unheated)
    • Grill
    • Pet friendly
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (1)

    Clean, well equipped and relaxing

    Left on Jan 12, 2014 for a stay in December 2008

    My one complaint; Cottage #1's ice maker did not work and we reported this and no one came to fix it or even look at it. Loved the jaccuzi, it was enjoyed by all.The grandchildren played on the beach, building sand sculptures despite the lack of sun during our week. Something to do for everyone. Ps:pull out beds are not usable,and should not be advertised as such.

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    $350

    6 BR / 3 BA / Sleeps 12

    1 / 30

    $350

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    Beachbreeze

    6 BR / 3 BA / Sleeps 12 | Quick view

    Details

    Beachbreeze 130 50th St. Holmes Beach, Fl. 34217 Anna Maria Island is famous for its beaches. And rightly so, when one side of the island is basically just one long, seven-mile stretch of pure white sand it’s not surprising that people have started to notice. But while the island is never exactly wide, even at …
    • Heated Pool
    • High Speed Internet
    • Patio
    • Television
    • DVD Player
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $125

    1 BR / 1 BA / Sleeps 4

    23 Reviews

    $125

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    Anna Maria Beach Place, Unit 6

    1 BR / 1 BA / Sleeps 4 | Quick view
    “ Excellent ” 23 Reviews

    Details

    Reviews

    (23)

    Anna Maria Beach Place #6, located at 201 35th Street in Holmes Beach is a charming beachside complex featuring six units surrounding a heated pool and tropical gardens. Immediately across a rarely traveled, dead end road are the white sandy beaches and the emerald green water of the Gulf of Mexico. It doesn't get …
    • Ocean or water views
    • 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

    (23)

    nice place

    Left on Feb 24, 2009 for a stay in July 2008

    The place was small but lovely. My biggest complaint was that the AC was a wall unti that was right next to the dining room table. You froze if you sat at the table and you were very hot in the bedroom. The price was a little high as well.

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    $100

    2 BR / 2 BA / Sleeps 6

    9 Reviews

    $100

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    Beachview Condo 6

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

    Details

    Reviews

    (9)

    Beachview Condo #6 at 3704 6th Avenue in Holmes Beach, is a very comfortably furnished and recently updated unit in a smaller complex, just a few short steps to the beach and located out of the way on a dead end street. Beachview offers a heated pool, and every amenity to make your stay here a comfortable one. After a…
    • Shared outdoor pool (unheated)
    • Internet Access
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (9)

    WONDERFUL VACATION

    Left on Apr 15, 2009 for a stay in April 2009

    THE CONDO WAS EXCELLENT WE LOVED IT AND WE WILL BE STAYING AGAIN NEXT YEAR WE LOVE IT THERE AND THE WEATHER IS ALWAYS GREAT. THE CONDO WAS VERY CLEAN AND THE DECOR WAS GREAT. BE GLAD TO RETURN NEXT YEAR AND HOPE THIS INFO WILL HELP IN YEARS TO COME. THANKS AGAIN

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    $309

    4 BR / 2 BA / Sleeps 10

    1 / 35

    $309

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    BLUE PINEAPPLE

    4 BR / 2 BA / Sleeps 10 | Quick view

    Details

    Formerly "Mellow Yellow". Awesome 4 bedroom/2.5 bath home with an over-sized garage and private elevator access to all 3 levels Gorgeous tropical pool setting with large deck. Beautifully decorated furnished throughout sporting granite counter tops, stainless appliances, wood floors, and 10' Ceilings! Huge, open …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • A/C or climate control
    • Suitable for children
    • Suitable for the elderly

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    $175

    2 BR / 1 BA / Sleeps 5

    1 / 14

    $175

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    Groovy Gecko Cottage

    2 BR / 1 BA / Sleeps 5 | Quick view

    Details

    Welcome to the Groovy Gecko Cottage on Anna Maria Island. This completely remodeled duplex is comprised of two stunning new beach homes that are close to the beach and in a quiet residential neighborhood. The Groovy Gecko Cottage side includes a private heated pool (not shared), hot/cold outdoor shower, lush …
    • Internet Access
    • Parking
    • Grill
    • Stereo or CD player
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $257

    2 BR / 2 BA / Sleeps 6

    1 / 24

    $257

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    Starfish Villa: 2BR Pool Home w/Elevator

    2 BR / 2 BA / Sleeps 6 | Quick view

    Details

    Just steps from the beach and breathtaking views of the Gulf of Mexico from almost every room you may never want to leave this two-bedroom, two-bath Anna Maria Island vacation rental. Starfish Villa is located in Holmes Beach, and with 1100 square feet this family-friendly home gives you a beach-like feel you dream …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • A/C or climate control
    • Suitable for children - over five
    • Suitable for the elderly
    • Wheelchair accessible - ask

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    $175

    2 BR / 1 BA / Sleeps 5

    1 Reviews

    $175

    Inquire

    Starfish Shack

    2 BR / 1 BA / Sleeps 5 | Quick view
    “ Excellent ” 1 Reviews

    Details

    Reviews

    (1)

    Welcome to the Starfish Shack on Anna Maria Island. This completely remodeled duplex is comprised of two stunning new beach homes that are close to the beach and in a quiet residential neighborhood. The Starfish Shack side includes a private heated pool (not shared), hot/cold outdoor shower, lush landscaping …
    • Internet Access
    • Parking
    • Grill
    • Stereo or CD player
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (1)

    Absolutely "ticketyboo"

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

    The use of the mobile app prior to attending was a godsend, very useful and informative. The apartment was spotless and fulfilled our needs exactly. The description was wholly accurate, and exceeded our expectations. Make use of all the amenities, outside shower, the lovely warm pool, the nearby beach and equipment. The free use the regular trolley bus to the pier and shops was great, local …

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    $161

    2 BR / 2 BA / Sleeps 6

    11 Reviews

    $161

    Book

    Ditch the Crowds – Quiet Gulf-View Condo with Pool

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

    Details

    Reviews

    (11)

    6 reasons why you will love our condos as much as we do: *VIEW! So close to the beach, with a wonderful view from the living room and master bedroom - not to mention from the roof-top terrace! *LOCATION! Close to the beach, grocery store, restaurants and everyday needs. 'We really appreciate not …
    • Ocean or water views
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Suitable for children
    • Suitable for the elderly - ask

    Details

    Reviews

    (11)

    Great! Great! Great!

    Left on Feb 17, 2010 for a stay in January 2010

    Thank you for a wonderful week in your superduper nice apartment! We had such a great time!
    We were 4 adults and 2 kids and there were lots of space for all of us. My sister slept in the nice new bed sofa.

    My Mom is totally in love with your condo and won't stop talking about it!

    The mornings were wonderful - we walked or ran on the beach. Our absolute favourite restaurant was the Sandbar. …

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    $200

    2 BR / 2 BA / Sleeps 4

    1 / 12

    $200

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    Castaway Cottage

    2 BR / 2 BA / Sleeps 4 | Quick view

    Details

    Welcome to Castaway Cottage on Anna Maria Island. This completely remodeled duplex is comprised of two stunning new beach homes that are close to the beach and in a quiet residential neighborhood. The Castaway Cottage side includes a private heated pool (not shared), hot/cold outdoor shower, lush landscaping …
    • Internet Access
    • Parking
    • Grill
    • Stereo or CD player
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask

    PreviousNext property

    $156

    3 BR / 3 BA / Sleeps 8

    1 Reviews

    $156

    Inquire

    Palm Villa

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

    Details

    Reviews

    (1)

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

    Details

    Reviews

    (1)

    Wonderful Rental for 2 families!

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

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

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    $377

    3 BR / 2 BA / Sleeps 8

    1 / 15

    $377

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    LaPlage10

    3 BR / 2 BA / Sleeps 8 | Quick view

    Details

    La Plage Unit #10 6410 Gulf Dr. Holmes Beach, Fl. 34217 La Plage Unit #10 is a luxurious direct Gulf front condo which is located on the second level of the prestigious La Plage Condominimum Complex. This superb Mediterranean style condo offers it all with high ceilings, large space at 2,160 sq. ft and …
    • Shared outdoor pool (unheated)
    • High Speed Internet
    • Patio
    • Television
    • DVD Player
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $171

    1 BR / 1 BA / Sleeps 2

    1 Reviews

    $171

    Inquire

    Flip Cottage

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

    Details

    Reviews

    (1)

    The "Flip Flop" duplex is a fantastic recently remodeled duplex located one block from the white sandy beaches boasting professional landscaping, beautiful retro interiors, and its own private pool for each side of the duplex. Flip (the orange side of the duplex) is a one bedroom, one bath duplex unit featuring an …
    • Internet Access
    • Parking
    • Grill
    • Suitable for children - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (1)

    Wonderful property and owner!

    Left on May 30, 2014 for a stay in March 2014

    Everyone I showed pictures of this home loved the retro look of it! The location is one block from the ocean in a very quiet neighborhood and everything you need is there. Ben, the owner, is very hands on and stopped by to make sure all was well. The pool is beautiful as well as the landscaping around it. If you like to bike, he has bicycle rentals and they are brand new. There is a wagon with …

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    $175

    2 BR / 1 BA / Sleeps 5

    1 / 13

    $175

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    Seahorse Beach House

    2 BR / 1 BA / Sleeps 5 | Quick view

    Details

    Welcome to the Seahorse Beach House on Anna Maria Island. This completely remodeled duplex is comprised of two stunning new beach homes that are close to the beach and in a quiet residential neighborhood. The Seahorse Beach House side includes a private heated pool (not shared), hot/cold outdoor shower, lush …
    • Internet Access
    • Parking
    • Grill
    • Stereo or CD player
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask

    PreviousNext property

    $266

    3 BR / 2 BA / Sleeps 8

    1 Reviews

    $266

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    MANATEE WATCH

    3 BR / 2 BA / Sleeps 8 | Quick view
    “ Excellent ” 1 Reviews

    Details

    Reviews

    (1)

    Beautiful, Brand New, Waterfront, 3 bedroom/2 bath home with Heated Pool, Dock, and just over a block to the beach! Covered Patio by pool area and beautiful views of the canal from the Dock. Great location in a quiet neighborhood, a few steps to the Trolley Stop, and a short walk to the Public Beach and Cafe. Watch …
    • Waterfront
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Internet Access
    • Washing Machine
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (1)

    Fantastic

    Left on Aug 14, 2013 for a stay in March 2013

    This home is perfect for relaxing and entertaining!!! The pool and hot tub great get sun during the day. The Manatee's are so amazing when they come in. Very peaceful and only a few blocks to the beach. This house is close to everything you would need. We can't wait to stay here again!

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    $120

    2 BR / 3 BA / Sleeps 4

    16 Reviews

    $120

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    ISLAND TOWNHOUSE - 200 Steps to the BEACH

    2 BR / 3 BA / Sleeps 4 | Quick view
    “ Excellent ” 16 Reviews

    Details

    Reviews

    (16)

    Fantastic 2 bedroom / 1.5 bath townhome just 200 steps to the beach. Relax in Paradise at #116 52nd Street in Holmes Beach on Anna Maria Island and enjoy all the comforts that this beautifully furnished townhome has to offer. Newly decorated with granite countertops, stainless steel appliances, new front loading …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • A/C or climate control
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (16)

    One stop for eveything - Beach Home

    Left on Feb 09, 2012 for a stay in February 2012

    Great location on a dead end street so it's a direct walk to the beach within a couple hundred yards. Plenty of little shops and family operated resturants in the area, some within walking distance. Condo is fully equiped and functioning perfectly. Nice side yard for play area with a grilling area in the back. This is our first extended stay since retiring and I would highly recommend this …

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    $322

    2 BR / 2 BA / Sleeps 8

    1 / 29

    $322

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    Paradisaical Enclave 5*Waterfront Pool/Dock/Kayak+

    2 BR / 2 BA / Sleeps 8 | Quick view

    Details

    Adriel's Place in Anna Maria...located in upscale private golf club neighborhood, a stone throw from pristine beaches, restaurants and island entertainment ( less than 1 mile ). An expansive backyard dotted with majestic palms, pavered terrace and pool overlooking sailboat water. Fishing and boating from your private …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible - ask

    PreviousNext property

    $175

    2 BR / 1 BA / Sleeps 5

    1 Reviews

    $175

    Inquire

    Sand Dollar Shack

    2 BR / 1 BA / Sleeps 5 | Quick view
    “ Excellent ” 1 Reviews

    Details

    Reviews

    (1)

    Welcome to the Sand Dollar Shack on Anna Maria Island. This completely remodeled duplex is comprised of two stunning new beach homes that are close to the beach and in a quiet residential neighborhood. The Sand Dollar Shack side includes a private heated pool (not shared), hot/cold outdoor shower, lush landscaping …
    • Internet Access
    • Parking
    • Grill
    • Stereo or CD player
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (1)

    Amazing Vacation - Can't Wait To Go There Again!

    Left on Jan 27, 2015 for a stay in January 2015

    We had a wonderful stay at AMI with Lizzie Lu/Sand Dollar Shack!

    From the moment we got there, the owner Ben took great care of us. The location is in a great spot towards the northern part of the island. This gives you a peaceful environment while being very close to the beach. Small things were provided that we never thought we would need but couldn't live without in hindsight... a all …

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    $500

    4 BR / 3 BA / Sleeps 8

    1 / 33

    $500

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    LaPlage #2, Beachfront - Spacious 4 BR/3 BA

    4 BR / 3 BA / Sleeps 8 | Quick view

    Details

    La Plage 2 is Island luxury at its finest! An exquisite example of Mediterranean architecture nestled right on the sands of the Gulf of Mexico, this beachfront enclave will exceed all your expectations. Relax in the tropical splendor of this ultra-luxurious beachfront property on Anna Maria Island in a gated community…
    • Waterfront
    • Shared outdoor pool (unheated)
    • Hot Tub/Jacuzzi
    • Internet Access
    • Washing Machine
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible

    PreviousNext property

    $165

    1 BR / 1 BA / Sleeps 4

    1 Reviews

    $165

    Book

    Coconuts Poolside Unit 104

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

    Details

    Reviews

    (1)

    One bedroom one bath condo located on the poolside. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two double beds in the …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Smoking allowed - ask
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible

    Details

    Reviews

    (1)

    Perfect location, awesome value

    Left on Aug 16, 2014 for a stay in August 2014

    First I should let y'all know we were moved to 103 but it was right next door and actually a little closer to the pool so this is a review of 103. This place was great! The location was perfect, right on the beach and right next to the pool. We loved being able to walk right out to the pool while the kids napped in the afternoon and still see them on the pull out couch! The beach here was never…

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    $168

    1 BR / 1 BA / Sleeps 2

    1 Reviews

    $168

    Inquire

    Flop Cottage

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

    Details

    Reviews

    (1)

    The "Flip Flop" duplex is a fantastic recently remodelled duplex located one block from the white sandy beaches boasting professional landscaping, beautiful retro interiors, and its own private pool for each side of the duplex. Flop (the yellow side of the duplex) is a one bedroom, one bath duplex unit featuring an …
    • Internet Access
    • Parking
    • Grill
    • Suitable for children - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (1)

    A cozy little gem in a great location for a great price!

    Left on Oct 08, 2014 for a stay in October 2014

    My husband and I loved Flop Cottage for many reasons. First of all, the landscaping is lush and tropical and the décor is fun and cozy - so you instantly feel like you are on vacation. The pool is great and we loved the outdoor area and shower. The location is very convenient - a short 2 minute walk to the beach and to the trolley. We live in FL so we also brought our bikes with us which we …

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    $150

    3 BR / 2 BA / Sleeps 6

    1 / 14

    $150

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    Private, pet-friendly home 2 blocks from beach

    3 BR / 2 BA / Sleeps 6 | Quick view

    Details

    This is a comfortably furnished and updated home equipped with every vacation need. Washer and dryer,cable televisions, Wi-Fi, land line phone, screened rear porch for OUTDOOR SMOKING ONLY. There is an outdoor gas grill. All beach equipment such as chairs, umbrella, wagon,coolers,toys and towels are provided. All bed…
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Pet friendly
    • Smoking allowed
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible
    2345 6 78
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