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$326

5 BR / 3 BA / Sleeps 12

SAND CASTLE - Holmes Beach vacation rentals
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$326

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SAND CASTLE

5 BR / 3 BA / Sleeps 12 | Quick view

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Beautiful, brand new, 5 bedroom/3.5 bath home with large privacy fenced lushly tropical landscaped yard, heated pool, hot tub, elevator, and ping pong table! There is large covered patio by the pool area with outside dining options and plenty of seating in the large great room area. The kitchen is outfitted with …
  • Shared outdoor pool (unheated)
  • A/C or climate control
  • Parking
  • Grill
  • Satellite or cable TV
  • Suitable for children
  • Suitable for the elderly

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$114

2 BR / 2 BA / Sleeps 6

A Hidden Gem: 2BR Family-Friendly Condo with Pool - Holmes Beach vacation rentals
1 / 24

$114

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

2 BR / 2 BA / Sleeps 6 | Quick view

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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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$160

3 BR / 2 BA / Sleeps 6

Island living at it's best! - Holmes Beach vacation rentals
1 / 30

$160

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Island living at it's best!

3 BR / 2 BA / Sleeps 6 | Quick view

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Adorable, ground level, vintage cottage with modern conveniences and private pool is all you could desire for a vacation. Tasteful décor, comfortable furnishings and peaceful surroundings await. 3 bedroom, 2 bath sleeps 6. Blocks from the gulf. Additional amenities include: washer & dryer.
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Deck
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$205

2 BR / 2 BA / Sleeps 6

14 Reviews

$205

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Waters Edge 210S

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 14 Reviews

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Reviews

(14)

Waters Edge Condo 210S is a gorgeous two bedroom, two bath direct Gulf front unit, located at 5806 Gulf Drive in Holmes Beach. This much sought after complex features an elevator, heated pool, tennis court and a beach that is unparalleled. The open balcony is directly on the beach and will provide expansive and …
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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Reviews

(14)

The next thing to paradise

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

After a week in orlando with 2 13 year old grandsons this was just what we needed,the appartment was good,clean and and very comfortable,the veiw from the balcony were just stuning.we have been to Anna marire 4 times it just gets better.i don`t have to say anymore just try it!
regards alan fearon

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$236

3 BR / 2 BA / Sleeps 8

2 Reviews

$236

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CHIKI TIKI WEST

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

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Reviews

(2)

Beautiful Tropical villa with Bamboo ceilings and furniture, a private landscaped backyard, Heated pool, gas grill, and a large covered tiki bar, paver deck, and Full kitchen with Granite countertops and Stainless Steel appliances. Sleeps up to 8 people. 1316 Sq. ft. 303A 64th St., Holmes Beach Three Bedroom/Two …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Central heating
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(2)

Great place to stay for our first visit to America

Left on Aug 09, 2013 for a stay in January 2013

We were blown away by the location. Only a few minutes walk to the most beautiful white sandy beach, just one street back from the sea front Great wildlife, dolphins, pelicans, so much to see. The house was well equipped with everything you need. Air conditioning of course, fans, lovely bathrooms. Great sea water pool in a lovely courtyard garden. Within walking distance of shops and some…

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$180

2 BR / 2 BA / Sleeps 4

2 Reviews

$180

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ISLAND GIRL WEST

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

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Reviews

(2)

Tropical, quiet, 2 bedroom/ 2 bath duplex, just over a block to the beach, and a block to the free Island trolley! Elevated, with one car garage underneath filled with beach chairs and wagon. Heated Pool surrounded by a large paver deck, lush landscape and plenty of seating. Sleeps up to 4. 1160 Sq. ft. Island …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(2)

Relaxing

Left on Mar 01, 2014 for a stay in October 2013

ap artment was large and clean. The pool and surrounding plants

are beautiful. Island Girl is close to restaurants and some

shopping. I would love to go again .

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$143

3 BR / 3 BA / Sleeps 8

1 Reviews

$143

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Villa Florence

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

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Reviews

(1)

Villa Florence 4104 6th Ave. Holmes Beach, FL. 34217 Villa Florence is a magnificent 3 bedroom/ 3 bathroom villa that exudes Mediterranean style. Gated at the front, it has pristine landscaped grounds full of palm trees and tropical plants. Walking through the entrance of this home, you are greeted by spanish …
  • Outdoor Pool
  • Internet Access
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Great 3 bed / 3 bath house only a few blocks from the Beach!

Left on Mar 23, 2015 for a stay in March 2015

Our niece's wedding was held on Ana Maria Island. 8 of us stayed in this very spacious house with a nice small unheated pool in the backyard. Loved that the house was located only a few blocks from the beach. We walked to the beach several times a day! The house met all of our needs and expectations. This house is multi level so there are quite a few stairs. Located just across the street …

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$122

2 BR / 2 BA / Sleeps 6

1 / 9

$122

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Sunbow Bay #203

2 BR / 2 BA / Sleeps 6 | Quick view

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Sunbow Bay unit #203 is close to shopping and restaurants; yet out of the way and quiet. This unit is very comfortably furnished and overlooks a natural bayou. Sunbow Bay offers two heated pools, tennis courts, an elevator, covered parking, and a long boardwalk and fishing pier that puts you at the threshold of Anna …
  • Waterfront
  • Ocean or water views
  • A/C or climate control
  • Central heating
  • Patio
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$115

2 BR / 2 BA / Sleeps 4

4 Reviews

$115

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Sunbow Bay 114

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

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Reviews

(4)

Sunbow Bay Condominium #114 located at 3705 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 and every conceivable …
  • 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)

Sun & Fun

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

Nice clean Property, would stay there again,
The Internet has allowed us to view properties,
Prices etc. before booking. Agents for our
rentals have been very helpful.

Note' We travel all over the North Americal
continent, if we are in the Bradenton Fl. area we will defentely look you up again.

Jim Branchfloer

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$120

2 BR / 3 BA / Sleeps 4

6 Reviews

$120

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Gulfview Townhomes 1

2 BR / 3 BA / Sleeps 4 | Quick view
“ Excellent ” 6 Reviews

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Reviews

(6)

Gulfview Townhomes unit 1, located at 3701 5th Avenue in Holmes Beach is located on a very quiet dead end street just a short stroll to the emerald waters of the Gulf of Mexico and only a block from 25 shops and restaurants featuring at least six unique cuisines. This small four unit complex features a heated pool, …
  • 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

(6)

Time to relax

Left on Jul 30, 2009 for a stay in July 2009

This property is ideally located in a quiet cul-de-sac. The supermarket,shops and the beach are all just a short stroll away. The pool is at the side of the property and gets the sun virtually all day.
The owners only bought the townhouse last year
(we met them whilst on vacation last summer)and they have refurbished much of the property. The townhouse has everything you need no matter what …

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$82

2 BR / 2 BA / Sleeps 4

7 Reviews

$82

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The Cove at Sandy Pointe 213

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

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Reviews

(7)

The Cove at Sandy Pointe #213 3601 East Bay Drive #213 Holmes Beach, Fl 34217 ISLAND CONDO - Beautifully presented, bright and airy 2 bed/ 2 bath AC upper floor condo. The lounge and Master bedroom, which has a King sized bed and en-suite shower room, both lead out onto a very private lanai overlooking the …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(7)

Great place to chill out

Left on Aug 02, 2013 for a stay in March 2012

Stayed here for 2 weeks in May 2012. Lovely place, great views of mangroves from balcony and sitting room. Free Wifi was useful for keeping in touch with the folks back home. Comfortable beds and air con was a bonus. Lovely pool and a quiet location. Short walk to beach and supermarkets. Fantastic restaurants nearby.

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$400

8 BR / 5 BA / Sleeps 20

1 Reviews

$400

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Tropical Oasis

8 BR / 5 BA / Sleeps 20 | Quick view
“ Poor ” 1 Reviews

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Reviews

(1)

Tropical Oasis 204 72nd St. Holmes Beach, Fl. 34217 Tropical Oasis is the pinnacle of Anna Maria Island luxury vacationing. This palatial 8 bedroom, 5.5 bathroom is something out of your dreams. A home that truly has it all with beautiful hardwood floors, crown moldings, fine fixtures, granite counter and so …
  • Private Pool
  • High Speed Internet
  • Patio
  • Television
  • DVD Player
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Good Home Terrible Customer Service

Left on Mar 13, 2015 for a stay in March 2015

The home itself is beautiful. Wonderful and comfortable beds, great pool, and close to beach. The Anna Maria Vacation Rental group is terrible. We have rented with them twice so far and both times their customer service is awful. The first time they promised us a rental which was not completely built when we were ready to come. They ended up putting us up in a different home which also was …

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$165

2 BR / 2 BA / Sleeps 6

1 Reviews

$165

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Calm Horizon unit D gorgeous pool,steps to beach

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

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Reviews

(1)

Gorgeous gulf views and steps to white sandy beaches across the street from this 2 bedroom,2 bath elevated vacation rental. Up two flights of stairs to this top unit, with a partial view of the Gulf of Mexico just outside your front door. With 12 x 63 open covered deck below to enjoy the gulf sunsets. Feel the warm…
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Wireless Internet
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

Ok

Left on Jan 07, 2015 for a stay in December 2014

The location of this rental was wonderful,just a few steps from one of the most Beautiful Beaches,we rented this for 31 day's, on the down side, it needs to be up dated,the carpet was stained,the comforter on the King bed needs to be replaced, I had too wash the comforter on the queen bed,because it smelled,other wise everything was clean,we did not have access to the garage or our back deck,our …

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$120

1 BR / 1 BA / Sleeps 2

2 Reviews

$120

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Villas on Anna Maria Island one bedroom one bath

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

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Reviews

(2)

This lovely property features a tropical setting surrounding a heated swimming pool. The six unit complex is located one block from the beach. Great for family reunions or wedding parties. This unit is a one bedroom one bath full size apartment. King bed in bedroom and a sofa sleeper in the living room.
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(2)

Nice Quiet Place

Left on Feb 03, 2015 for a stay in January 2015

The pictures are pretty spot on. There are a total of six units in the complex. If you are looking for nightlife and a wild time, this is not the place for you. It's very quiet and relaxing and the other people there were very nice. Joyce the manager was very helpful if we needed anything. The bed is a king and very comfortable. Lots of great places to eat on the island. We did a lot of cooking …

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$143

3 BR / 3 BA / Sleeps 6

2 Reviews

$143

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Villa Tuscany

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

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Reviews

(2)

Villa Tuscany 4110 6th Avenue Holmes Beach, FL 34217 The enchanting Villa Tuscany is nestled in gated tropical gardens with views towards the Bay waters of Anna Maria Sound. Walls are topped with decorative Italian style balustrading and brightly covered bougainvillea along with flowering hibiscus surrounding …
  • Heated Pool
  • High Speed Internet
  • Patio
  • Dishwasher
  • Television
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(2)

Nice place

Left on Jul 08, 2009 for a stay in January 2009

We had a great stay. The Villa was large enough for all 8 of us. The pool was nice. The grocery store and the beach were in walking distance. We didn't realize there are stairs down to the kitchen. With 2 small grandchildren and my mother who has trouble with stairs this caused some problems. Baby gates would have solved the problem, 1 for the stairs to the kitchen, 1 for the stairs to the …

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$124

2 BR / 2 BA / Sleeps 4

1 / 9

$124

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Island Beach Club 1

2 BR / 2 BA / Sleeps 4 | Quick view

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Island Beach Club #1 3013 Avenue F #1 Holmes Beach, FL 34217 The Island Beach Club #1 is a newly updated ground level condo which is tucked away in the quiet Gulf front community. This 2 bedroom and 2 bathroom home has all new tile floors, fully equipped kitchen and much more as part of its renovation. Right off …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$209

4 BR / 4 BA / Sleeps 10

1 Reviews

$209

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Villa Milano

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

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Reviews

(1)

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

Details

Reviews

(1)

A few things missing.

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

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

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

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

When you go to the beach and return to…

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$211

4 BR / 2 BA / Sleeps 10

1 Reviews

$211

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4 Bedroom w/ Lagoon pool/spa & golf cart- comes w/ all the Toys!

4 BR / 2 BA / Sleeps 10 | Quick view
“ Very Good ” 1 Reviews

Details

Reviews

(1)

Anna Maria Island offers a family oriented vacation destination, laid back feel ...very relaxing. The island's beauty, world famous white beaches and friendly atmosphere will make you want to come back. The four bedroom home with a Golf Cart to bop around the island. The home is furnished with a king bed, in the …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(1)

Great vacation home with pool!

Left on Oct 02, 2014 for a stay in September 2014

We enjoyed our stay at Casa Laguna. Great location just a few blocks from the beach and the option to use the golf cart was a nice perk for getting there easily. The pool and spa was the most perfect, private space to enjoy warm afternoons and evenings. I would recommend this house to friends.

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$235

3 BR / 3 BA / Sleeps 8

1 / 22

$235

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Beachside

3 BR / 3 BA / Sleeps 8 | Quick view

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The Beachside is a custom built three bedroom, three bath home located at 113 31st Street in Holmes Beach. This spectacular home is west of Gulf Drive for easy beach access with no busy streets to cross. There is a wonderful heated, salt water pool for your use. The pool area is tropical and spacious with a charcoal …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$115

2 BR / 2 BA / Sleeps 6

3 Reviews

$115

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Sunbow Bay 310

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

Details

Reviews

(3)

Sunbow Bay Condominium #310 located at 3705 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 and every conceivable …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(3)

Great Place

Left on Mar 21, 2012 for a stay in February 2012

Enjoyed our 5-week stay during January-February 2012. Close to everything that matters. Easy on/off island when needed. Appropriately furnished with all the amenities. We loved it and hope to return next year.

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$125

3 BR / 2 BA / Sleeps 8

1 / 15

$125

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Mermaids Watch

3 BR / 2 BA / Sleeps 8 | Quick view

Details

Mermaids Watch 207 69th St. Unit A Holmes Beach, Fl. 34217 This brand new ground level duplex features 3 bedrooms and 2 baths, a private heated pool with spa and swim up table, and is only a short 2 minute stroll to the Gulf beach. Professionally decorated and outfitted with fine fixtures, travertine marble, …
  • Private Pool
  • High Speed Internet
  • Patio
  • Television
  • DVD Player
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$156

3 BR / 3 BA / Sleeps 6

1 Reviews

$156

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Key Largo Cottage

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

Details

Reviews

(1)

Key Largo Cottage 315 62nd St. Holmes Beach, Fl. 34217 Step into Key Largo Cottage and feel the sun-drenched, tropical ambience. This newly-constructed cottage has a heated pool complete with swim-up table and waterfall surrounded by lush foliage which creates a private backyard oasis. The inside has beautiful …
  • Heated Pool
  • High Speed Internet
  • Patio
  • Television
  • DVD Player
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Can't wait to go back

Left on Jul 22, 2014 for a stay in July 2014

Anna Maria Island is our new destination. Great place for families traveling with kids of all ages. House was in a great location. Easy 5 min walk to the beach made even easier with the provided metal cart. Toss all your stuff in there and go. Beach is very clean and deep. Great shelling and watch out for the sea turtle nests which are clearly marked.

Comfortable beds, well equipped …

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$235

4 BR / 4 BA / Sleeps 8

32 Reviews

$235

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Serenity

4 BR / 4 BA / Sleeps 8 | Quick view
“ Excellent ” 32 Reviews

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Reviews

(32)

The Serenity is a custom built four bedroom, four bath pool home located at 2914 Avenue E in Holmes Beach. Just one house from the beach, the Serenity has sweeping views of the Gulf of Mexico from the master bedroom suite. Additional features include tile and natural wood floors throughout, individually hand painted …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Grill
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(32)

Great Vacation - Great Location!

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

We rented this home for a family vacation with all 5 of our grown children and grandchildren. Steps from the beach and walking distance to Publix, Walgreen's, subway and Shell's resturant! We had a great time! Would definately do it again if we can get everyone together!

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$150

4 BR / 4 BA / Sleeps 8

1 / 21

$150

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Sunbow Bay 1B

4 BR / 4 BA / Sleeps 8 | Quick view

Details

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

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$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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$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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$300

4 BR / 4 BA / Sleeps 8

1 Reviews

$300

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Anthony Beach Cottages Island Retreat

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

Details

Reviews

(1)

Situated 3 blocks from the beach and 2 blocks from the bay with a secluded yard surrounded by mangroves, this two-story pool home includes 3 bedrooms on the first floor and a regal master suite on the second floor. Comes equipped with Wifi, cable TV in all 4 bedrooms, washer/dryer, dishwasher, microwave, dishes, …
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

Great Place on Anna Maria Island!

Left on Feb 08, 2015 for a stay in January 2015

First I want to thank the manager, April, for being helpful in arranging for my family and I to stay at this property at the last minute. She was really amazing to work with. The home was even better than pictured, we were impressed by the size, cleanliness, and location. Such a short walk to the beach. We would most definately stay here again. The only thing I would hope for next time is a newer…

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$230

3 BR / 2 BA / Sleeps 8

1 / 22

$230

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Sirena del Mar

3 BR / 2 BA / Sleeps 8 | Quick view

Details

Sirena del Mar is a three bedroom, two bath home located at 201 30th Street in Holmes Beach. This home has been totally renovated and features a small pool. Its two very short blocks to the wonderful, white sandy beaches.Sirena del Mar has a wonderful open design with all new kitchen cabinets and appliances. There is …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Grill
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$135

2 BR / 2 BA / Sleeps 6

4 Reviews

$135

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Brigadoon

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

Details

Reviews

(4)

The Brigadoon, located at 504 70th Street in Holmes Beach is a wonderful home with a beautiful lagoon style heated pool. It's located on a quiet street in a lovely neighborhood and features a screened lanai and a BBQ area with gas grill. You'll want to wander around the yard and experience the fruit trees, tropical …
  • 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

(4)

Amazing stay

Left on Jun 16, 2010 for a stay in June 2010

Enjoyed, a most relaxing, guiet, and wonderful stay in this neat, clean home. Made happy memories in this lovely home.

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$124

2 BR / 2 BA / Sleeps 6

1 / 12

$124

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Coral Cottage

2 BR / 2 BA / Sleeps 6 | Quick view

Details

Coral Cottage 6700 Holmes Blvd. Unit B (South Unit) Holmes Beach, Fl. 34217 This is a brand new renovation, ground level 2 bedroom, 2 bathroom bungalow which includes its own private heated pool nestled in lush tropical landscaping. It is only a short 2-3 minute stroll over to the pristine Anna Maria Gulf beach…
  • Heated Pool
  • High Speed Internet
  • Patio
  • Television
  • DVD Player
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$120

2 BR / 2 BA / Sleeps 4

13 Reviews

$120

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Seaside Beach House 205

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

Details

Reviews

(13)

Seaside Beach House is a two-story ten-unit condominium located at 102 68th Street in Holmes Beach on Anna Maria Island. It is a Gulf front complex with a heated pool at beachside. Unit 205, with its own private staircase, adds special privacy and is quietly sequestered at the north end of the building. Unit 205 is …
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(13)

Beach property

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

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

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$215

2 BR / 2 BA / Sleeps 4

2 Reviews

$215

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Get Away to Anna Maria Island, Holmes Beach

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

Details

Reviews

(2)

What a great place! The first time I came to Anna Maria Island, I thought how could I get a place like this! A place where a clean shirt and flip flops are the norm. Where people say hi and the food is great and affordable. I watched my first wedding at sunset while having dinner on the beach. I wonder what …
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Housekeeping Optional
  • Suitable for children - ask
  • Suitable for the elderly

Details

Reviews

(2)

Excellent Stay

Left on Mar 10, 2014 for a stay in February 2014

We just got back from a month of staying at this beautiful condo. The place was just what we expected and more. Everything was new in the place. The condo has all the amenities you needed to enjoy your vacation. It was nice to have a big screen television and a television in the master bedroom to watch the Olympics. The location on the island was perfect to travel anywhere. We brought our …

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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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$100

2 BR / 2 BA / Sleeps 6

7 Reviews

$100

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Fountainhead Condo 7

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

Details

Reviews

(7)

Fountainhead Condo #7, located at 3400 6th Avenue in Holmes Beach is just a few steps from the beautiful beaches and emerald green water of the Gulf. This eight unit complex has a heated pool and laundry room on site.This unit is beautifully furnished and well equipped for your enjoyment. The unit itself offers every …
  • 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

(7)

Great! Just what we were looking for.

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

This was a perfect place to stay. Had everything we needed. Nice and clean! Close to the beach and stores/restaurants.

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$156

3 BR / 3 BA / Sleeps 9

1 / 21

$156

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Villa Monica

3 BR / 3 BA / Sleeps 9 | Quick view

Details

Villa Monica 4108 6th Avenue Holmes Beach, FL 34217 This beautiful Mediterranean Villa has recently undergone a full renovation which includes a brand new tropical pool, pool furniture, all new kitchen with new granite counter-tops and stainless steal appliances, cookware and dinnerware. All new furniture, …
  • Outdoor Pool
  • Internet Access
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$250

3 BR / 2 BA / Sleeps 8

1 / 25

$250

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Mango Bay

3 BR / 2 BA / Sleeps 8 | Quick view

Details

Mango Bay 417 Clark Dr. Holmes Beach, Fl. 34217 Mango Bay is not your average vacation rental- it is much more. It is a custom built, elevated 4 bedroom, 2 full bathrooms, 2 half bath, private villa with heated pool and deluxe hot tub (it has it's own table built in). It Includes a huge master suite on second …
  • Private Pool
  • High Speed Internet
  • Patio
  • Television
  • DVD Player
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$283

3 BR / 3 BA / Sleeps 8

1 / 17

$283

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BLUE MARTINI

3 BR / 3 BA / Sleeps 8 | Quick view

Details

Newly built and beautiful is this professionally decorated 3 bedroom/3 bath home with private heated pool, swim-up tiki bar, and stone-scaped waterfall! Amazingly appointed with designer finishes throughout to the "Island-tune" of travertine, custom hardwood floors, wainscoted walls, vaulted ceilings, stainless steel …
  • 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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$309

4 BR / 3 BA / Sleeps 8

2 Reviews

$309

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SIMPLY CHIC

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

Details

Reviews

(2)

Beautiful, Brand New, Ground Level 4 bedroom/3 bath home, just a short block to the beach. Beautiful back yard with Heated Pool surrounded by a large paver deck and beautiful outdoor dining and gas grill area by pool. Open Living/Family/Dining Room area for everyone to gather, and attention to the smallest details …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(2)

2 Weeks in Paradise.

Left on Oct 18, 2013 for a stay in June 2013

Simply Chic more than lived up to it's name.Spacious,well laid out,beautifully furnished,fabulous garden, great pool,ideally located(short stroll to the beach and bus stop)quiet location and truly excellent value for money.

I would not hesitate to re-book anna Maria accommodations managed the booking and the holiday superbly. They are highly recommended.

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$288

5 BR / 3 BA / Sleeps 10

1 / 22

$288

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Gulf Sound All Units

5 BR / 3 BA / Sleeps 10 | Quick view

Details

Gulf Sound is a gulf side, ground level tri-plex located at 2814 Gulf Drive in the southern end of Holmes Beach. This five bedroom, three bath property is fully equipped with everything you need for your stay. Each unit has been updated and is comfortably furnished. It's quiet, yet close to shopping, restaurants and …
  • Shared outdoor pool (unheated)
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$144

1 BR / 1 BA / Sleeps 4

26 Reviews

$144

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Alamanda Villas 5

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

Details

Reviews

(26)

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

Details

Reviews

(26)

RIGHT ON THE BEACH

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

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

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$120

2 BR / 2 BA / Sleeps 4

1 Reviews

$120

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Sunbow Bay 109

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

Details

Reviews

(1)

Sunbow Bay Condominium #109 located at 3705 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 and every conceivable …
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Not what we expected

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

Even though the location and views were great, we had problems. 2nd bedroom closet was locked and no one using it could hang cloths, my 90 year old mother-in-law needed some place to hang her cloths in her room. Frig. was full of partial used food, this turned our stomachs, and housekeepers had instructions not to throw it out prior to our arrival, all storage in the kitchen was used by owner…

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$100

2 BR / 2 BA / Sleeps 6

16 Reviews

$100

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Fountainhead Condo 3

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

Details

Reviews

(16)

Fountainhead Condo #3, located at 3402 6th Avenue in Holmes Beach is just a few steps from the beautiful beaches and emerald green water of the Gulf. This eight unit complex has a heated pool and laundry room on site. Due to some long awaited tree removal, there is now a nice beach view from the master bedroom and …
  • 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

(16)

Great island condo.

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

We've previously rented a unit on Anna Maria through Island Vacations - Siam Garden Resort. This was our first stay in another property.

We were very happy with the unit. It was very spacious, well-decorated, with plenty of bath and bedroom space for the kids and adults to spread out and not be constantly underfoot. The kitchen was well-stocked too, with all the necessities. In addition, the…

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$156

3 BR / 2 BA / Sleeps 6

1 / 14

$156

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Sand Palace

3 BR / 2 BA / Sleeps 6 | Quick view

Details

Sand Palace 215 65th Street Holmes Beach, 34217 Sand Palace is a freshly remodeled 3 bedroom and 2.5 bathroom elevated home with a private heated pool and spa. Only a short 2 minute walk to the Gulf beach, this property offers the convenience of not only its central location but its open floor plan and tropical …
  • Outdoor Pool
  • Internet Access
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$120

2 BR / 2 BA / Sleeps 6

16 Reviews

$120

Inquire

Seacrest II Condos 3

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

Details

Reviews

(16)

Seacrest II Condo, Unit #3 at 3703 5th Avenue in Holmes Beach, is a very comfortably furnished and recently updated unit in a smaller complex, just a few short steps to the beach and located out of the way on a dead end street. Seacrest offers a heated pool, and every amenity to make your stay here a comfortable one. …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(16)

Needs some work

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

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

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

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$236

3 BR / 3 BA / Sleeps 10

6 Reviews

$236

Inquire

BAREFOOTBLISS

3 BR / 3 BA / Sleeps 10 | Quick view
“ Excellent ” 6 Reviews

Details

Reviews

(6)

Coastal living in a tropical setting! Gorgeous ground level 3 bedroom/3 bath home with designer touches at every glance. This light and airy, open-concept floor plan is generously appointed with flat screen TVs in all rooms and tile floors throughout every one of its almost 2000 square feet. You will be pleased to …
  • Shared outdoor pool (unheated)
  • A/C or climate control
  • Parking
  • Grill
  • Satellite or cable TV
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(6)

It was like a little bit of paradise.

Left on Nov 21, 2013 for a stay in May 2013

The home was beautiful and very comfortable. The pool is georgeous and easily accessible from the home. The beach is only a short walk from the home.

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$241

3 BR / 2 BA / Sleeps 8

1 / 18

$241

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Island Paradise 6

3 BR / 2 BA / Sleeps 8 | Quick view

Details

Island Paradise #6 3708 Gulf Drive #6 Holmes Beach, Fl. 34217 Island Paradise is just that- the best view on Anna Maria Island. Panoramic views of the beautiful blue waters of the Gulf of Mexico and the white sand beaches. And don't forget the legendary sunsets. It simply does not get any better than this. …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$250

4 BR / 2 BA / Sleeps 9

1 / 21

$250

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Away To Play

4 BR / 2 BA / Sleeps 9 | Quick view

Details

Away to Play 117 White Avenue Holmes Beach Fl. 34217 This grand Victorian style Island home is luxury at its best! A newly constructed 4 bedroom, 2.5 bath elevated home with a private heated pool is surrounded by tropical landscaping. You will find Away to Play is a very short walk to the Gulf of Mexico - where …
  • Outdoor Pool
  • Internet Access
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$115

1 BR / 2 BA / Sleeps 4

4 Reviews

$115

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Seaside Beach House 103

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

Details

Reviews

(4)

Seaside Beach House #103 located at 102 68th Street in Holmes Beach is a direct Gulf front complex with a heated pool at beachside. It’s one of the nicest complexes on Anna Maria Island. This "hidden away" property is located on a quiet side street in the northern end of Holmes Beach. The beach stretches for miles …
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(4)

great location,great accomodations

Left on Apr 11, 2013 for a stay in March 2013

perfect location, perfect lodging,private parking.fair price. "stuffy" neighbors only drawback

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$270

4 BR / 4 BA / Sleeps 12

13 Reviews

$270

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Pool Party Both sides

4 BR / 4 BA / Sleeps 12 | Quick view
“ Excellent ” 13 Reviews

Details

Reviews

(13)

The Pool Party, located at 6102 Marina Drive in Holmes Beach, is a beautiful duplex featuring two bedrooms and two baths on each side with a pool area that is unsurpassed! This property features a heated pool with a spa surrounded by mature, native plantings as well as a shaded hammock and an outdoor bar with charcoal…
  • 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

(13)

Not as advertised

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

This home was a big disappoint to us. The home was not well cleaned. We found blood stains on one of the comforters. Neither side of the home had been dusted in quite some time. The bathroom toilet had feces left on it. The pool was beautiful, EXCEPT it was dirty and looked like it hadn't been vacuumed in a long time. We lost a whole day of swimming til it was serviced by pool company. Also, …

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$200

3 BR / 2 BA / Sleeps 10

1 / 18

$200

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Island Life

3 BR / 2 BA / Sleeps 10 | Quick view

Details

Island Life 108 78th St. Holmes Beach, Fl. 34217 The name says it all. Just a stone's throw away from the sugar white sand beaches of the Gulf of Mexico. You almost don't even need to leave the front yard to enjoy a full sunset! This ground level home has 3 bedrooms and 2 bathrooms. The home sits on a large lot…
  • Heated Pool
  • High Speed Internet
  • Patio
  • Television
  • DVD Player
  • Suitable for children - ask
  • Suitable for the elderly - ask
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