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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

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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

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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

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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

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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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$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

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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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$100

2 BR / 2 BA / Sleeps 6

7 Reviews

$100

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Seabreeze Condo B

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

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Reviews

(7)

Seabreeze Condo B, at 403 39th Street in Holmes Beach, is a very nicely furnished, well maintained, and comfortable two bedroom, two bath unit with a heated pool. This smaller complex is located just a few short steps to the beach and it's just a short stroll down a newly created path to, shopping and restaurants. …
  • 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

(7)

Perfect location

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

We rented this unit for our family and it was perfect. You can not beat the location. We could walk to stores and the beach. The pool was great, very private. Plenty of parking and a grassy area for the kids to play in. The unit is tastfully decorated and has almost everything you need. I would suggest to others.

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$159

3 BR / 2 BA / Sleeps 6

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

$159

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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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$215

3 BR / 2 BA / Sleeps 8

1 Reviews

$215

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Island Paradise 2

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

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Reviews

(1)

Island Paradise Unit # 2 3708 Gulf Dr. Unit # 2 Holmes Beach, Fl. 34217 This beautiful Gulf front condo makes you feel like you are living right on top of the beautiful blue waters of the Gulf of Mexico. The entire living area and kitchen are facing west with lots of crystal blue water in front and the master …
  • Shared outdoor pool (unheated)
  • High Speed Internet
  • Patio
  • Television
  • DVD Player
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

I would go back Tomorrow if I could

Left on Oct 14, 2014 for a stay in October 2014

Finally a villa that looks exactly like the pictures. It was very clean, felt new, good views and on the beach. We were very lucky in that we had we were the only ones in the 6 apartment condo so the place was very quite. Bedroom 1 was very nice with a large bed and tv although the shower could have been better, room 2 had 2 beds and a tv, room 3 was a queen but strangely didn't have a tv (this …

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$124

2 BR / 2 BA / Sleeps 6

1 Reviews

$124

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Beach Bliss

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

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Reviews

(1)

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

Details

Reviews

(1)

Enjoyed the pool!

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

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

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$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

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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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$156

3 BR / 2 BA / Sleeps 6

1 / 14

$156

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Sand Palace

3 BR / 2 BA / Sleeps 6 | Quick view

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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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$206

2 BR / 2 BA / Sleeps 6

1 / 19

$206

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BEACHDAZE

2 BR / 2 BA / Sleeps 6 | Quick view

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Cute and updated cottage with a beautifully landscaped private backyard, PRIVATE Heated pool, paver deck, fully stocked kitchen with Granite countertops and Stainless Steel appliances. The Living Room is outfitted with very comfortable furnishings to make you feel right at home! Your family will love this villa and …
  • 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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$209

4 BR / 3 BA / Sleeps 10

1 Reviews

$209

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Bimini Bay

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

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Reviews

(1)

Bimini Bay 4807 2nd Ave. Holmes Beach, Fl. 34217 Because you deserve the best: Bimini Bay is that stunning Island style 4 bedrooms, 3.5 baths, private luxury vacation home you have been dreaming of. Outfitted with beautiful and high end tropical furnishings and open living space, it is perfect for your family …
  • Heated Pool
  • High Speed Internet
  • Patio
  • Television
  • DVD Player
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Beautiful holiday rental

Left on Jun 15, 2014 for a stay in May 2014

We stayed at Bimini Bay on 2nd Avenue in mid May for 2 weeks. We were not disappointed.

We were a party of 3 couples. The master suites with en-suites were delightful and the 3rd double room still had a great bathroom next door. All bedrooms were as described and the small lounge area upstairs was a bonus. We were very comfortable in this house. It's in a really great part of the Island, 3 …

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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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$229

3 BR / 3 BA / Sleeps 6

5 Reviews

$229

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A Pearl of a Beach Home with private Pool & Spa

3 BR / 3 BA / Sleeps 6 | Quick view
“ Excellent ” 5 Reviews

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Reviews

(5)

*** LARGE HEATED FREE-FORM, LUXURY POOL AND SPA WITH SPACIOUS PAVED SURROUND - AVAILABLE FROM AUGUST 2014 - TOGETHER WITH TROPICAL LANDSCAPING, AUTOMATED GARDEN LIGHTING AND LARGE GROUND FLOOR LANAI. *** Leave your troubles behind as you cross to Anna Maria and surrender to the island pace. Our beach house (a …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(5)

Best vacation in 40 years!

Left on Mar 05, 2014 for a stay in February 2014

The owners, Mike and Lesley Crowther were wonderful to deal with

before, during and after our two week stay at their home. The house

was immaculate and had everything we could have needed during our

stay. Large bedrooms and baths with excellent beds and showers. The

kitchen and laundry room appliances were all in new condition. We

found ourselves wanting to eat in most of the time as the …

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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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$429

3 BR / 2 BA / Sleeps 5

1 / 35

$429

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La Casa LaMar

3 BR / 2 BA / Sleeps 5 | Quick view

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Pamper yourself...Everything your're looking for located at 7302 Gulf Dr in Holmes Beach on Anna Maria Island - this is a Beach Home in a condominium complex. Enjoy single family style accommodations with the benefits of condominium amenities. Brand new direct Gulf Front, two bedroom plus den and two baths. …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$114

2 BR / 2 BA / Sleeps 6

1 / 24

$114

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

2 BR / 2 BA / Sleeps 6 | Quick view

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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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$115

2 BR / 2 BA / Sleeps 4

1 / 22

$115

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Sunbow Bay 302

2 BR / 2 BA / Sleeps 4 | Quick view

Details

Sunbow Bay Condominium #302 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 - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$100

2 BR / 2 BA / Sleeps 6

16 Reviews

$100

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Fountainhead Condo 3

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

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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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$140

1 BR / 1 BA / Sleeps 4

1 / 22

$140

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Four Beach Lovers 4

1 BR / 1 BA / Sleeps 4 | Quick view

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

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$110

2 BR / 2 BA / Sleeps 6

9 Reviews

$110

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Terrace Condo 2

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

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Reviews

(9)

The Terrace Condominium #2, located at 3100 Gulf Drive in Holmes Beach is a beautifully and comfortably furnished, two bedroom, two bath town home condo with heated pool, private garage and three separate lanais. The pool area is beautifully landscaped with native plants and features a pergola and multiple seating …
  • 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

(9)

Very Good

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

Good place, good price, good overall experience.

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$236

3 BR / 2 BA / Sleeps 8

6 Reviews

$236

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AINSLEY BEACH HOUSE

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

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Reviews

(6)

This gorgeous 3 bedroom/2 bath villa, offers a private heated pool, newly remodeled with granite countertops, stainless appliances, and brand new furnishings throughout. Outdoor paver patio for private sunning, or put the umbrella and chairs in the pool to cool off. The beach is only a block away, and there are …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Central heating
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(6)

A truely relaxing home away from home

Left on Aug 02, 2013 for a stay in May 2013

Anna Maria accommodations was very helpful in finding us exactly what we hoped for with our large family. The house was very comfortable and the location was convenient to the beach and shopping and there were interesting things to see and do in the area.

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$200

3 BR / 2 BA / Sleeps 6

1 / 17

$200

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Its My Dream

3 BR / 2 BA / Sleeps 6 | Quick view

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It's My Dream 5607 Carissa Street Holmes Beach, Fl. 34217 It's My Dream is a brand new and lovely island-themed private duplex with 3 bedrooms and 2 bathrooms. Equipped with a private heated pool, spa and spacious deck-this home truly represents the best of what Anna Maria Island has to offer. Centrally located …
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $150

    2 BR / 2 BA / Sleeps 6

    8 Reviews

    $150

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    SS Salamander North

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

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    Reviews

    (8)

    Welcome to the SS Salamander, North unit at 121 50th Street in Holmes Beach. This recently updated two bedroom and one and one half bath unit is just a one block stroll down a side street to the beautiful white, sandy beaches. It’s located in a quiet and preferred residential neighborhood yet it's easily within …
    • 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

    (8)

    Well-kept property within a stone's throw of the beach

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

    Besides that it is a well-kept unit, the short walk to the beach makes it perfect for families with small children. Also, the rental agency immediately responds to any issues you might have. For example, our unit was short on washcloths, and the rental agency provide some within one day of notification. It is on a quiet street in a nice neighborhood. The availability of beach chairs and other …

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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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    $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

    Details

    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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    $140

    2 BR / 2 BA / Sleeps 6

    8 Reviews

    $140

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    Anna Cabana Bungalow #4

    2 BR / 2 BA / Sleeps 6 | Quick view
    “ Excellent ” 8 Reviews

    Details

    Reviews

    (8)

    Anna Cabana Bungalow #4 located at 3711 4th Avenue in Holmes Beach is in a ground level five unit complex that’s fun and affordable. It adjoins three other of the Cabana Bungalow units and is next door to the Cabana Beach House. With the numerous room configurations this is a perfect complex for larger families who …
    • 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

    (8)

    Perfect Place to stay

    Left on Apr 04, 2010 for a stay in March 2010

    Our visit to Anna Maria Island was made much more enjoyable because of our "Perfect " accomodations. The house was clean, with rooms and space for everyone to take their space and privacy when needed. Kitchen was well appointed with all we needed. The location was very peaceful and extremely relaxing with the beach just right across the road!Skinny's was walking distance. A Quiet neighborhood pub…

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    $124

    2 BR / 2 BA / Sleeps 6

    1 / 20

    $124

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    Sunset Beach

    2 BR / 2 BA / Sleeps 6 | Quick view

    Details

    Sunset Beach 302 74th St. Holmes Beach, Fl. 34217 This cute island bungalow is just perfect for your laid-back Anna Maria retreat! Newly updated throughout, this 2 bedroom, 2 bathroom beach cottage is just a short 2-3 minute stroll over to the fabulous Gulf beaches. There is a private heated pool, full kitchen …
    • Heated Pool
    • High Speed Internet
    • Patio
    • Television
    • DVD Player
    • Suitable for children - ask
    • Suitable for the elderly - ask

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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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    $83

    1 BR / 1 BA / Sleeps 2

    1 / 24

    $83

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    Aggie's Place: 1BR Perfectly-Priced Duplex

    1 BR / 1 BA / Sleeps 2 | Quick view

    Details

    If you are looking a place to rest your head so you can enjoy Anna Maria Island to its fullest, then this is the place for you! With 400 square feet, this cute, one-bedroom Holmes Beach duplex provides enough space for anyone who just needs a quick getaway. Just a short walk to the white sand beach and sparkling …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Patio
    • Suitable for the elderly

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    $285

    3 BR / 3 BA / Sleeps 8

    25 Reviews

    $285

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    Breakers 1

    3 BR / 3 BA / Sleeps 8 | Quick view
    “ Excellent ” 25 Reviews

    Details

    Reviews

    (25)

    Escape to the Breakers, one of the finest luxury gulf front vacation homes on Anna Maria Island, located at 102 31st Street in Holmes Beach. Enjoy the tropical breezes and aqua-blue surf from the deck overlooking the white sand beach and sparkling Gulf of Mexico. Watch the dolphins cavort in the surf. Relax at the end…
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Grill
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (25)

    Beautiful beachfront home

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

    The house was great. The beach was right outside the door and fairly private. The home was nicely decorated, but had a few maintenance issues. The description states sleeps eight, but our party of eight found it to be a bit crowded. We made it work, but others may not be satisfied. Over all I would recommend this property.

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    $300

    5 BR / 3 BA / Sleeps 12

    1 / 22

    $300

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    Mojito Splash

    5 BR / 3 BA / Sleeps 12 | Quick view

    Details

    Mojito Splash 304 65th St. Holmes Beach, Fl. 34217 This beautiful 5 bedroom, 3.5 bathroom Island style home is perfect for all your vacation needs. It is only a short 2-3 minute walk to the white sand beaches of the Gulf of Mexico. It also is a very short walk to the free trolley stop which can take you from one …
    • Private Pool
    • High Speed Internet
    • Patio
    • Television
    • DVD Player
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $230

    4 BR / 4 BA / Sleeps 8

    1 / 19

    $230

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    Riki Tiki

    4 BR / 4 BA / Sleeps 8 | Quick view

    Details

    Riki Tiki 110 46th Street Holmes Beach, Fl 34217 Riki Tiki is a beautiful beach house that is only 3 houses away from the stunning Gulf of Mexico. Offering a fantastic location, private heated pool, lots of amenities including a gourmet and fully stocked kitchen and much more! The sleeping arrangements for Riki …
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $156

      3 BR / 2 BA / Sleeps 6

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      $156

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      Shades of Surf

      3 BR / 2 BA / Sleeps 6 | Quick view

      Details

      Shades of Surf 213 65th Street Holmes Beach, 34217 Shades of Surf is a newly remodeled 3 bedroom and 2.5 bathroom home with a private heated pool and outdoor spa. This property is only a short 2 minute walk away from the beach and it is closely located to the Island shops and conveniences. Equipped with an …
      • Outdoor Pool
      • Internet Access
      • Dishwasher
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $156

      3 BR / 2 BA / Sleeps 6

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      $156

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      Dolphin House

      3 BR / 2 BA / Sleeps 6 | Quick view

      Details

      Dolphin House 311 64th Street Holmes Beach, Fl. 34217 Nestled right in the midst of Anna Maria Island is this stunning 3 bedroom 2.5 bath townhome with private heated pool. Tropical landscaping abounds with a covered poolside patio. This island townhome offers great room and open kitchen area, large covered …
      • Outdoor Pool
      • Internet Access
      • Dishwasher
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $250

      4 BR / 2 BA / Sleeps 9

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      $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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      $67

      3 BR / 3 BA / Sleeps 8

      6 Reviews

      $67

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      Cove at Sandy Pointe 111

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

      Details

      Reviews

      (6)

      The Cove at Sandy Pointe 111, located at 3601 East Bay Drive in Holmes Beach is an exceptional three bedroom, three bath bay front unit. Located directly on the bay in a quiet location, this unit overlooks a natural mangrove preserve. The complex features a large heated pool.This spacious unit sleeps eight with a king…
      • 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

      (6)

      We had a wonderful time on anna Maria

      Left on Mar 14, 2012 for a stay in February 2012

      3 Bedrooms 3 baths, 3 balconies-what could be better for 2 couples sharing a relaxing month on anna Maria? Master bedroom is huge with a king bed and a pull out couch. Checkin was flawless and service was great-altho there were a few minor problems. Condo had not been cleaned as described, heat was off and then air conditioning needed service--this was taken care of immediately and did not …

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      $150

      3 BR / 3 BA / Sleeps 6

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      Seabreeze Cottage

      3 BR / 3 BA / Sleeps 6 | Quick view

      Details

      Seabreeze Cottage 5009 2nd Avenue Holmes Beach FL. 34217 This gorgeous property is nestled in a quiet residential neighborhood West of Gulf Dr, just over one block to the beach access. Seabreeze Cottage is just a one to two minute stroll to the beach. This pretty 3 bedroom/3 bathroom property is newly landscaped…
      • Heated Pool
      • High Speed Internet
      • Patio
      • Television
      • DVD Player
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $200

      3 BR / 2 BA / Sleeps 6

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      $200

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      Villa Sand Dollar

      3 BR / 2 BA / Sleeps 6 | Quick view

      Details

      Villa Sand Dollar 113 75th Street Holmes Beach, Fl. 34217 Newly remodeled and a perfect location! This Island retreat offers 3 bedrooms, 2 1/2 baths and is a very short walk to the Gulf beach. The home sits West of Gulf Dr, only 5 houses in from the beach and about a 30 second walk! Offering views of the Gulf …
      • Outdoor Pool
      • Internet Access
      • Dishwasher
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $124

      2 BR / 2 BA / Sleeps 4

      1 / 19

      $124

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      Coast House

      2 BR / 2 BA / Sleeps 4 | Quick view

      Details

      Coast House 107 75th Street Holmes Beach, Fl. 34217 This property is right next to the beach! This exquisite 2 bedroom and 2 bathroom condo home is just 200 ft to the Gulf of Mexico. This property exudes high end quality throughout, with beautifully decorated yet cozy furnishings. Right off of the living room you …
      • Internet Access
      • Dishwasher
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $125

      3 BR / 2 BA / Sleeps 6

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      $125

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      Villa Paradise

      3 BR / 2 BA / Sleeps 6 | Quick view

      Details

      Villa Paradise 5608 Holmes Blvd Holmes Beach, Fl. 34217 Villa Paradise is a brand new 3 bedroom, 2 bath ground level home that is only a short 2-3 minute walk to the Gulf beaches. This property has lush tropical landscaping and is surrounded by a privacy fence and also includes a PRIVATE heated pool as well. …
      • Outdoor Pool
      • Internet Access
      • Dishwasher
      • Suitable for children - ask
      • Suitable for the elderly - ask

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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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      $300

      5 BR / 4 BA / Sleeps 12

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      $300

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      Bayfront Paradise

      5 BR / 4 BA / Sleeps 12 | Quick view

      Details

      Bayfront Paradise 238 South Harbor Dr. Holmes Beach, Fl 34217 Bayfront Paradise is an absolutely stunning custom luxury home that is tucked away on a quiet residential street with the most amazing Bay views. As soon as you enter the property you are immediately immersed in the relaxing isle atmosphere of Anna Maria…
      • Heated Pool
      • High Speed Internet
      • Patio
      • Television
      • DVD Player
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $124

      2 BR / 2 BA / Sleeps 6

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      $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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      $125

      1 BR / 1 BA / Sleeps 4

      1 / 13

      $125

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      Island Hideaway

      1 BR / 1 BA / Sleeps 4 | Quick view

      Details

      Island Hideaway 6504 Holmes Blvd. Holmes Beach, Fl. 34217 Island Hideaway is just as its name says- a beautiful, tastefully decorated, luxury one bedroom, one bathroom "hideaway" offering a secluded and private heated pool! It is only a short 2 minute stroll over to the beautiful white sand beaches. This property …
      • Heated Pool
      • High Speed Internet
      • Patio
      • Television
      • DVD Player
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $150

      3 BR / 2 BA / Sleeps 8

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      $150

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      Caribbean Surf

      3 BR / 2 BA / Sleeps 8 | Quick view

      Details

      Caribbean Surf 306 67th Street Unit B Holmes Beach, Fl 34217 Caribbean Surf is one side of a newly constructed private duplex that offers a discreet backyard with a tropical pool, swim-up Tiki table and BBQ grill. This brand new Island home is equipped with 3 bedrooms and 2 bathrooms and is centrally located on the…
        • Suitable for children - ask
        • Suitable for the elderly - ask

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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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        $421

        6 BR / 5 BA / Sleeps 16

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        $421

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        Gulfside Oasis

        6 BR / 5 BA / Sleeps 16 | Quick view

        Details

        Gulfside Oasis 204 66th St. Holmes Beach, Fl. 34217 This is it- the pinnacle of Anna Maria Island luxury! Gulfside Oasis is a brand new luxury home that combines comfort, class and convenience. Spacious, with 6 bedrooms and 5 full bathrooms, this property is the perfect get-away for larger parties or multiple …
        • Private Pool
        • High Speed Internet
        • Patio
        • Television
        • DVD Player
        • Suitable for children - ask
        • Suitable for the elderly - ask

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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

        3 BR / 2 BA / Sleeps 6

        4 Reviews

        $135

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        Palm Cay 5

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

        Details

        Reviews

        (4)

        Palm Cay 5 located at 3000 Gulf Drive in Holmes Beach is a very spacious three bedroom, two bath town home located west of Gulf Drive for easy beach access. The complex features a very large heated pool and onsite laundry room. The complex is about one half block to the beach and is very convenient to shopping and …
        • 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)

        We had a wonderful stay, in a great location, and in a spacious

        Left on Jul 26, 2012 for a stay in July 2012

        We loved the rental property! It was very rencently renovated and the owners must take pride in their property, as they have selected stunning appointments, materials, and finishes for the unit, certainly blowing the majority of its competitors out of the water since most investors merely choose the cheapest and standard "rental" quality materials and finishes. The property is very spacious, …

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        $167

        3 BR / 2 BA / Sleeps 6

        1 / 14

        $167

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        Island Paradise 5

        3 BR / 2 BA / Sleeps 6 | Quick view

        Details

        Island Paradise #5 3708 Gulf Drive #5 Holmes Beach, Fl 34217 This property is only available for a minimum 1 month rental from January, 2014 through April, 2014 and 2015. Please see approximate monthly rates below (rates do not include any taxes or cleaning fees). Please call our office at 941-778-4178 for more …
        • Shared outdoor pool (unheated)
        • Suitable for children - ask
        • Suitable for the elderly - ask
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