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$171

3 BR / 8 BA / Sleeps 6

3 Reviews

$171

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Blue Lagoon 4 - Loggerhead

Holmes Beach house
3 BR / 8 BA / Sleeps 6 | Quick view
“ Excellent ” 3 Reviews

Details

Reviews

(3)

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

Details

Reviews

(3)

Wonderful home for a family vacation

Left on Mar 16, 2009 for a stay in February 2009

The unit was furnished very nicely;had great televisions, good kitchen supplies and a good washer & dryer. Having 3 bathrooms plus a powder room was wonderful. Only somewhat negative comment- Beautiful tile floors and
nice granite countertops without any carpeting to absorb sound made it slightly noisy. The pool area was beautiful and the outdoor furniture was lovely and very comfortable.

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$100

2 BR / 1 BA / Sleeps 4

2 Reviews

$100

Inquire

Sea Pirate Unit 2- 3303 Gulf

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

Details

Reviews

(2)

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

Details

Reviews

(2)

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

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

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

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$180

3 BR / 2 BA / Sleeps 6

Little Miss Magic-116 81st St - Holmes Beach vacation rentals
1 / 29

$180

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Little Miss Magic-116 81st St

Holmes Beach house
3 BR / 2 BA / Sleeps 6 | Quick view

Details

Stay any week in the month of May 2015 for only $999.00 per week. Non-holiday and no other discounts would apply. Close to the Beach, classic, and cute!! Welcome to Little Miss Magic located at 116 81st Street on beautiful Anna Maria Island on the West Coast of Florida. Beach access is just 5 homes away, west of …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$165

2 BR / 2 BA / Sleeps 8

1 Reviews

$165

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Hals Haven With Pool- 205 70th St, Holmes Beach

Holmes Beach house
2 BR / 2 BA / Sleeps 8 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

This Newly remodeled 2 bedroom, 2 bath ground floor home with Pool is located one very short block to the beautiful white sand beaches of Anna Maria Island. Quiet North Holmes Beach location. The home offers a spacious living room, Florida room and fully equipped and nicely appointed kitchen. The master bedroom has a …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Patio
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Peaceful rejuvenation and FUN

Left on Jul 16, 2014 for a stay in July 2014

We had a wonderful time! The kitchen was so well stocked with quality items. Even an extra fridge in the garage! The sand wagon was great! The walk across the street to the beach was no big deal! I thought it might be but the wagon made hauling all the beach toys and kids easy! The pool and back yard were beautiful and the kids loved seeing Mr Turtle each morning cross the yard.

We will …

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$129

2 BR / 1 BA / Sleeps 6

SEAPIRATE1 - Holmes Beach vacation rentals
1 / 28

$129

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SEAPIRATE1

Holmes Beach condo
2 BR / 1 BA / Sleeps 6 | Quick view

Details

Great location close to shopping and restaurants, yet tucked away in a small complex right across the street from the beach. This unit includes cable TV, DVD, High Speed Internet, and Washer/Dryer. Queen in the first Bedroom with TV, twins in the 2nd Bedroom with TV, and a sleeper sofa for any visitors. Walk to …
  • 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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$182

3 BR / 7 BA / Sleeps 6

3 Reviews

$182

Inquire

506 Key Royale Drive

Holmes Beach house
3 BR / 7 BA / Sleeps 6 | Quick view
“ Very Good ” 3 Reviews

Details

Reviews

(3)

This spacious Canal front pool home is located in the desirable Key Royale subdivision of Holmes Beach. The sparkling blue water fully caged pool allows you to float your cares away. The pool/lanai area is very large with spaces to relax, eat and swim. This vacation rental home is large enough to bring your whole …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(3)

Nice Property with Pool and Boat Lift

Left on Sep 23, 2008 for a stay in July 2008

All in all we had a great stay.

Stayed over the 4th of July weekend. Parade went right past the house. We just walked out the front with our chairs and watched the parade. Our daughter loved it.

House is older 1950's 60's layout. Semi updated. Kitchen was well equipped. Pool was in decent shape. Boat dock is higher than most, eqiupped with a boat lift for max 24 foot boat. Located at the end of…

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$111

3 BR / 7 BA / Sleeps 8

1 / 19

$111

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North Beach Village Unit 27

Holmes Beach house
3 BR / 7 BA / Sleeps 8 | Quick view

Details

Welcome to North Beach Village unit 27 on beautiful Anna Maria Island. This great location offers the perfect spot to walk to the beach or to shopping and dining in Holmes Beach. This town house features a 3 bedroom 2 ½ bathroom and an updated designer features throughout. There is a large screened lanai and this …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$324

6 BR / 4 BA / Sleeps 12

1 / 18

$324

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Key Lime Cottages 202-204 73rd

Holmes Beach house
6 BR / 4 BA / Sleeps 12 | Quick view

Details

202 & 204 73rd ST welcomes you to this recently re-done and updated island duplex. Just steps from the Gulf of Mexico and the pure white sandy beaches of Anna Maria Island. All new furniture and custom touches throughout to make your stay a pleasant and peaceful one. Spend time in the new private heated pools. Jump …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$111

3 BR / 7 BA / Sleeps 6

1 / 29

$111

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North Beach Village Unit 50

Holmes Beach house
3 BR / 7 BA / Sleeps 6 | Quick view

Details

Ultra-spacious 1520 sq ft 3 bedroom, 2.5 bath holiday condo located at 6250 Holmes Blvd in North Beach Village of Holmes Beach just 1 block from the pristine Anna Maria Island beaches. Lush landscaping gives this townhome privacy and charm. Townhouse-style layout with a 2-car garage on the ground floor; screend deck, …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$250

3 BR / 3 BA / Sleeps 8

1 / 32

$250

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Beach House on 5th Ave

Holmes Beach house
3 BR / 3 BA / Sleeps 8 | Quick view

Details

In certain parts of the world, the Mediterranean is a byword for family vacations in the sun, relaxing, and taking a break from the stresses and strains of modern life. On Anna Maria Island, the Mediterranean design of 4107 5th Ave promises you exactly the same enjoyment. Dogs under 25 lbs are welcome with pet fee. …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$225

4 BR / 8 BA / Sleeps 10

1 Reviews

$225

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Casa Morado-147 50th St

Holmes Beach house
4 BR / 8 BA / Sleeps 10 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Welcome to Casa Morado located on beautiful Anna Maria Island. Located West of Gulf Drive in the City of Holmes Beach is this single family vacation rental home with private heated pool and spa. This home comes well equipped to make your holiday vacation one to remember. The large home has 4 bedrooms, den and 3 ½ …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Great Florida House

Left on Mar 22, 2015 for a stay in March 2015

Loved this house! Our extended family of 9 stayed here for a week and had a wonderful time. The house is immaculate and very spacious. Lots of closets with lots of hangers. Great kitchen. The pool was great to have for our grandchildren. It's close to the beach and within walking distance of many other places. We would love to come back!

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$321

3 BR / 3 BA / Sleeps 6

1 / 22

$321

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LaPlage 5

Holmes Beach house
3 BR / 3 BA / Sleeps 6 | Quick view

Details

La Plage Unit # 5 6422 Gulf Drive Holmes Beach, Fl. 34217 An exquisite example of Mediterranean architecture nestled right on the sands of the Gulf of Mexico, this brand new beachfront enclave will exceed all your expectations. Relax in the tropical splendor of this brand new ultra-luxurious beachfront property on …
  • Heated 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 8

1 Reviews

$156

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Palm Villa

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

Details

Reviews

(1)

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

Details

Reviews

(1)

Wonderful Rental for 2 families!

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

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

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$154

2 BR / 1 BA / Sleeps 6

1 / 25

$154

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SUNSET VILLA D

Holmes Beach condo
2 BR / 1 BA / Sleeps 6 | Quick view

Details

2 Bedroom/1 Bath updated condo in a quiet area, and just a few steps from the beautiful white sand beach! King in the master with TV, Twins in the second bedroom with TV, and a queen sleeper sofa in the living room. Amenities also include Heated pool, Washer/Dryer, Cable TV, DVD, High Speed Internet, AC, Gas Grill, …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$130

2 BR / 2 BA / Sleeps 8

1 / 12

$130

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Heron Heaven-5613 Gulf

Holmes Beach house
2 BR / 2 BA / Sleeps 8 | Quick view

Details

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

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$220

3 BR / 8 BA / Sleeps 6

1 / 20

$220

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SeaBreeze Sands-202 38th

Holmes Beach house
3 BR / 8 BA / Sleeps 6 | Quick view

Details

** VACATION YOUR WAY - this property welcomes SATURDAY TO SATURDAY reservations ** Gorgeous Gulf views located at 202 38th Street, Holmes Beach, Anna Maria Island, FL-- (3) Bed: (3.5) Bath: Accommodates up to (6) people: King, Queen & 2 twins: Internet - Wireless: No smoking: No Pets. Gorgeous 3 bedroom, 3.5 …
  • Outdoor Pool
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$241

3 BR / 7 BA / Sleeps 8

1 / 33

$241

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Tarpon Key-308 55th St

Holmes Beach house
3 BR / 7 BA / Sleeps 8 | Quick view

Details

Impeccably maintained island home in the heart of Holmes Beach located on beautiful Anna Maria Island, Florida and near the beaches with its miles of sugar sand beaches. This vacation rental home offers casual island luxury, an open floor plan with volume ceilings, a large terrace, private tropical yard. One car …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$111

3 BR / 7 BA / Sleeps 6

1 Reviews

$111

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North Beach Village Unit 72

Holmes Beach house
3 BR / 7 BA / Sleeps 6 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Large three bedroom and two and a half bath townhome at 6250 Holmes Blvd in desirable North Beach Village of Holmes Beach one block to the pristine Gulf beaches of Anna Maria Island. Beautifully updated and furnished with no detail left unimagined. New kitchen with a French bistro flare, new appliances and …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Beautiful home, everything you could want found in this home.

Left on Mar 25, 2009 for a stay in December 2008

My children and grandchildren met me at this wonderful house for two glorious weeks at Christmas time. The location was good since we wanted to be within walking distance of the beach. The house was fully outfitted with EVERYTHING you could ask for, and all of it accessible to us. (Bikes, helmets, wagons, beach chairs, outside shower,barbeque grill, etc.) I brought decorations and a Christmas …

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$98

2 BR / 2 BA / Sleeps 4

1 / 11

$98

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Sandy Point Unit 206

Holmes Beach house
2 BR / 2 BA / Sleeps 4 | Quick view

Details

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

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$78

2 BR / 2 BA / Sleeps 4

1 / 10

$78

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Fountain Head 2

Holmes Beach condo
2 BR / 2 BA / Sleeps 4 | Quick view

Details

Gone Coastal is located at the Fountainhead Condo Complex and just a few steps from the beautiful beaches and azure blue water of the Gulf of Mexico. This vacation rental is nicely furnished and well equipped for your enjoyment. This two bedroom, two bath beach rental will sleep four with a queen size bed in one …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$71

2 BR / 1 BA / Sleeps 4

2 Reviews

$71

Inquire

Turtle Cove West

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

Details

Reviews

(2)

Old Florida Style Cottage Duplex a Very Short Stroll to the Beach -- Holmes Beach, Anna Maria Island, FL -- (2) Bed: (1) Bath: Accommodates up to (4) people: 1 Queen & 2 Twins: No smoking: No Pets. Heated pool, shared. This newly remodeled and updated island duplex is just a stroll to the Gulf of Mexico and our…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(2)

Clean and close to beach

Left on Jul 26, 2011 for a stay in July 2011

We truly enjoyed our stay at turtlecove. We found it to be very clean and within walking distance to the beach and the stores.
Working with Kacey and Sybil at Island Real Estate & Rentals was a pleasure.
I would definitely recommend turlecove and Island to family and friends.
Thanks!

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$100

2 BR / 1 BA / Sleeps 6

8 Reviews

$100

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Palm Isle 3204

Holmes Beach house
2 BR / 1 BA / Sleeps 6 | Quick view
“ Excellent ” 8 Reviews

Details

Reviews

(8)

Perfect for families - the kids will LOVE the bunk beds in the guest room! 3204 6th Avenue at Palm Isle Village in Holmes Beach, FL - Anna Maria Island's NEWEST and finest condominium complex offers several fabulous holiday villas all designer decorated and with floor plans maximizing water views. A heated pool is a…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(8)

Close to beach

Left on Sep 04, 2008 for a stay in August 2008

This property is close to beach, in a quiet area of Anna Maria. The condo was very nicely decorated and very comfortable for relaxing. The widow's walk was an extra treat to enjoy the views in early morning or late afternoon. The only down side would be that the one bath was accessible by three different rooms, leaving it not real private. We were all girls so not a problem for us!! The pool …

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$110

2 BR / 1 BA / Sleeps 6

3 Reviews

$110

Inquire

Playa Casanas North-3222 Gulf

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

Details

Reviews

(3)

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

Details

Reviews

(3)

this is paradise

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

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

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$75

1 BR / 1 BA / Sleeps 4

3 Reviews

$75

Inquire

Runaway Bay Unit 279

Holmes Beach house
1 BR / 1 BA / Sleeps 4 | Quick view
“ Very Good ” 3 Reviews

Details

Reviews

(3)

New features include wireles internet service, extended cable, digital phone with free nationwide long distance. If outside entertainment is what you desire then Runaway Bay is the answer. Runaway Bay has the largest heated pool on Anna Maria. Between the tennis courts, gym, pool, and sauna's you will have to make …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(3)

Satisfied

Left on Jul 05, 2009 for a stay in March 2009

This rental was clean, well equipped and in good condition. The location was very convenient to the beach, restaurants and shopping on Anna Maria Island. My only complaint was that it didn't have a hair dryer, which I would expect any rental to have and the internet was very difficult to access. I kept having to restart and reboot the modem in the unit and if I wasn't already familiar with …

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$150

4 BR / 4 BA / Sleeps 8

1 / 21

$150

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Sunbow Bay 1B

Holmes Beach condo
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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$321

4 BR / 7 BA / Sleeps 8

3 Reviews

$321

Inquire

Beach Retreat-208A 72nd St

Holmes Beach house
4 BR / 7 BA / Sleeps 8 | Quick view
“ Excellent ” 3 Reviews

Details

Reviews

(3)

Wiggle your toes in the sand…relax with your morning coffee, afternoon tea or sunset drinks - or all three - on the white sandy beach which is just a short stroll from this luxury rental. Beach Retreat is a newly renovated 4 bedroom, 2½ bath vacation home just steps from the Gulf of Mexico and some of the best …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(3)

Loved it!!

Left on Dec 04, 2009 for a stay in August 2009

The house was awesome. My kids loved the huge pool, and short walk to the beach. I could sit on the front porch and watch them walk down to the beach. My family begged to buy the house so we could live there year round.

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$90

2 BR / 2 BA / Sleeps 6

1 / 15

$90

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Sandy Point Unit 208

Holmes Beach house
2 BR / 2 BA / Sleeps 6 | Quick view

Details

Sandy Pointe II unit 208, at 3607 East Bay Drive in Holmes Beach on Anna Maria Island, FL is a bright and airy, two bedrooms, and two bath holiday condo in a secluded complex, close to shopping and conveniently located to the beach. Park your car and you can go a month without pulling out your car keys...really! …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$300

3 BR / 2 BA / Sleeps 8

1 / 19

$300

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Casa on the Beach

Holmes Beach house
3 BR / 2 BA / Sleeps 8 | Quick view

Details

Casa on the Beach 404 South Bay Boulevard Anna Maria, Fl 34216 Newly renovated!- Casa on the Beach is a gorgeous "Old Florida" styled elevated cottage that faces the Bay with its own private beach area. Enjoy breathtaking views of the water and Skyway Bridge right from the privacy of your own home and the Bay …
  • Private Pool
  • High Speed Internet
  • Patio
  • Television
  • DVD Player
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$355

5 BR / 8 BA / Sleeps 12

3 Reviews

$355

Inquire

Island Oasis - 111 81st St

Holmes Beach house
5 BR / 8 BA / Sleeps 12 | Quick view
“ Excellent ” 3 Reviews

Details

Reviews

(3)

BRAND NEW Custom-built Island Home located at 111 81st Street, Holmes Beach, Anna Maria Island, FL -- (5) Bed: (3.5) Bath Accommodates up to (12) people: 4 Kings, 2 Twin Sleeper Sofas, 1 Sleeper Sofa. Internet - Wireless: No smoking: Pets considered. Fantastic private custom-built vacation rental home just a few …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(3)

Perfect

Left on Aug 08, 2012 for a stay in July 2012

The house was absolutely beautiful and perfect for our Florida vacation. From walking distance to the beach, to having every amenity you could possibly imagine. I would have to say that my favorite thing about the house would be the view of the gulf from the roof top! It was absolutely beautiful.

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$167

2 BR / 2 BA / Sleeps 6

1 / 22

$167

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AHOYMATEY

Holmes Beach villa
2 BR / 2 BA / Sleeps 6 | Quick view

Details

Adorable property with a beautifully landscaped backyard, Private Heated pool, paver deck, and just a block to the beach. Each bedroom has en-suite bath. The fully stocked kitchen with Corian countertops and Stainless Steel appliances allows for home cooking after a nice day at the beach. Then enjoy your family dinner…
  • 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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$100

2 BR / 1 BA / Sleeps 4

1 / 21

$100

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Lazy Days- 5617 Gulf Drive, Holmes Beach

Holmes Beach house
2 BR / 1 BA / Sleeps 4 | Quick view

Details

Enjoy Lazy Days on Beautiful Anna Maria Island. This 2 bedroom, 1 bath single family home is located across the street from the beach in central Holmes Beach with beach access just a few properties away. This "old Florida" home has been appointed in a sleek and modern feel and has a newly updated kitchen. Terrazzo …
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$175

3 BR / 3 BA / Sleeps 6

1 / 26

$175

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About a Mermaid 621 Emerald Ln

Holmes Beach house
3 BR / 3 BA / Sleeps 6 | Quick view

Details

Nicely renovated and designer decorated vacation rental home in Key Royale. Perfectly situated just a few houses from Bimini Bay on a quiet Key Royale street (Cul-de-sac). Sparkling caged, heated pool, dock and direct access to the Intercostal waterway. Dock is perfect for morning coffee to an evening cocktail. Try …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$377

3 BR / 2 BA / Sleeps 8

1 / 15

$377

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LaPlage10

Holmes Beach house
3 BR / 2 BA / Sleeps 8 | Quick view

Details

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

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$162

3 BR / 7 BA / Sleeps 8

5 Reviews

$162

Inquire

Southern Comfort on HolmesBlvd

Holmes Beach house
3 BR / 7 BA / Sleeps 8 | Quick view
“ Excellent ” 5 Reviews

Details

Reviews

(5)

Last minue Special: $1699 for any arrival in May 2015! No other discounts apply. So much better than hotel living in this Anna Maria Island rental home. Sounds like a fabulous vacation - reserve your holiday now! Fantastic ....this elevated vacation rental home is just a short block from lovely pristine sandy …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(5)

Newer home

Left on Jul 25, 2008 for a stay in June 2008

Loved the house, nice, clean, and new. Close to the beach. Wish the pool were bigger.

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$111

3 BR / 7 BA / Sleeps 8

2 Reviews

$111

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Casa di Rose-6250 Holmes Blvd

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

Details

Reviews

(2)

Ultra-spacious 1520 sq ft 3 bedroom, 2.5 bath holiday condo located at 6250 Holmes Blvd in North Beach Village of Holmes Beach just 1 block from the pristine Anna Maria Island beaches. Lush landscaping gives this townhome privacy and charm. Townhouse-style layout with a 1-car garage on the ground floor; screend deck, …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(2)

A for Location, Convenience, and Service!

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

Our stay at Casa di Rose was just about perfect.

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

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

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$86

2 BR / 2 BA / Sleeps 4

1 / 9

$86

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Turtle Nest - 305A 65th St

Holmes Beach house
2 BR / 2 BA / Sleeps 4 | Quick view

Details

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

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$240

3 BR / 2 BA / Sleeps 6

2 Reviews

$240

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SANDY FEET

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

Details

Reviews

(2)

Beautiful, brand new, 3 bedroom/2.5 bath townhouse home with decorator furnishings throughout! Comfortable and roomy with great room, large open lanai, two car garage, and beautiful open kitchen area with granite countertops. Great central location a couple of blocks to the beach, and easily accessible to the free …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(2)

Perfect Beach Vacation House!

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

We absolutely loved this home! Loved the decorations - very fun, colorful, artistic and interesting but absolutely gorgeous. The house is less than half a mile comfortable walk to the beach. It is also right across from a trolley stop.

We have been to anna Maria several times, and we have stayed at many very nice properties. This is definitely one of our favorites.

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$137

3 BR / 3 BA / Sleeps 6

13 Reviews

$137

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The Oasis - 4002 6th Ave

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

Details

Reviews

(13)

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

Details

Reviews

(13)

GREAT PLACE

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

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

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$129

2 BR / 2 BA / Sleeps 6

1 Reviews

$129

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Starfish Beach Unit 3

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

Details

Reviews

(1)

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

Details

Reviews

(1)

Perfect choice for AMI / Holmes Beach Vacation

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

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

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$171

2 BR / 2 BA / Sleeps 4

5 Reviews

$171

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Misty Beach-5802 Imperiore Ave

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

Details

Reviews

(5)

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

Details

Reviews

(5)

Nice Home

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

Home was nice for the time we were there.

Everything we needed was close by.

I would recommend this property.

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$122

1 BR / 1 BA / Sleeps 3

8 Reviews

$122

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Cabana - 104B 29th St

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

Details

Reviews

(8)

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

Details

Reviews

(8)

Great location

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

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

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$294

4 BR / 4 BA / Sleeps 8

1 / 27

$294

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Catchin' Rays at 6801 Gulf Dr

Holmes Beach house
4 BR / 4 BA / Sleeps 8 | Quick view

Details

Welcome to Catchin' Rays located at 6801 Gulf Drive, Holmes Beach. Only 150 steps to the Gulf of Mexico and the best beaches on the West Coast of Florida. New to the vacation rental program and this ground level vacation 4 bedrooms, 4 bathroom vacation rental home is located on beautiful Anna Maria Island. This home …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$228

5 BR / 4 BA / Sleeps 12

1 / 21

$228

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200-202 66th St House

Holmes Beach house
5 BR / 4 BA / Sleeps 12 | Quick view

Details

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

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$250

3 BR / 2 BA / Sleeps 6

1 / 24

$250

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Coastal Sunset

Holmes Beach house
3 BR / 2 BA / Sleeps 6 | Quick view

Details

Coastal Sunset 3302 Gulf Dr. Unit 201 Holmes Beach, Fl. 34217 Looking for luxury- you found it! Wow, what can you say about this gorgeous, custom direct Gulf front condo. The views you can take in from most parts of the top floor corner unit are breathtaking. Kitchen, living room, bedroom and of course the over-…
  • Shared outdoor pool (unheated)
  • High Speed Internet
  • Patio
  • Television
  • DVD Player
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$89

2 BR / 2 BA / Sleeps 6

4 Reviews

$89

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408 80th Street

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

Details

Reviews

(4)

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

Details

Reviews

(4)

Nice Restful Home

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

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

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$100

2 BR / 1 BA / Sleeps 4

1 / 24

$100

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Palm Isle 3206

Holmes Beach house
2 BR / 1 BA / Sleeps 4 | Quick view

Details

Perfect for families - the kids will LOVE the bunk beds in the guest room! 3206 6th Avenue at Palm Isle Village in Holmes Beach, FL - Anna Maria Island's NEWEST and finest condominium complex offers several fabulous holiday villas all designer decorated and with floor plans maximizing water views. A heated pool is a…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$350

3 BR / 2 BA / Sleeps 6

1 / 17

$350

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Beach Dream Cottage

Holmes Beach house
3 BR / 2 BA / Sleeps 6 | Quick view

Details

Beach Dream Cottage 5605 Carissa Street Holmes Beach, Fl. 34217 Beach Dream Cottage is a brand new private duplex that is equipped with 3 bedrooms and 2 bathrooms. This lovely home has a private heated pool, spa and spacious deck-ideal for relaxing in the Florida sun! Just a short 2 minute walk away from the white …
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $162

    2 BR / 2 BA / Sleeps 6

    1 / 30

    $162

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    CASA SIERRA 203B

    Holmes Beach condo
    2 BR / 2 BA / Sleeps 6 | Quick view

    Details

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

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    $120

    2 BR / 2 BA / Sleeps 4

    4 Reviews

    $120

    Inquire

    Sunbow Bay 308

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

    Details

    Reviews

    (4)

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

    Details

    Reviews

    (4)

    Vacation rental

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

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

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    $283

    3 BR / 3 BA / Sleeps 8

    1 / 17

    $283

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    BLUE MARTINI

    Holmes Beach house
    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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