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Pool

The Gulf of Mexico and bay waters are only ever a few blocks away on Anna Maria Island, but sometimes you still want to relax in a pool, under the sun, with a drink in your hand.

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Sunfish - 104 55th St $950.00 - $1,650.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes
    Pool:Yes, Heated/Shared
    BBQ/Grill: Yes
    SQFT Under A/C: Approx 899 sqft
    Turn Day: Saturday
    • 2Bedrooms:
    • 2.0Bath:
    • 4Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Holiday rental condo for the discriminating vacationer only in Holmes Beach, FL. (2) Bedroom, (2) Bath, accommodating up to (4) people: 1 King, 1 Queen. Heated pool, free wireless, pets welcome (with deposit).  West of Gulf Drive.

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Beach Retreat-208A 72nd St $2,250.00 - $3,250.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, htd w/spa jets
    BBQ/Grill: Yes
    SQFT Under A/C: 2,300
    Turn Day: Saturday
    • 4Bedrooms:
    • 2.5Bath:
    • 8Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Beautiful Anna Maria Island vacation rental “Beach Retreat” 208A 72nd Street in Holmes Beach. Sleeps (8) guests with (4) bedrooms (2.5) bathrooms: 1 king bed, 1 queen bed, 2 twin beds, 1 twin trundle. Walk to beach. Wireless internet, heated pool, balconies, washer/dryer, dishwasher.

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Palm Beach House 216 Palm $1,750.00 - $4,240.00 per week

  • City: Anna Maria
    Pets Allowed: Yes, dogs <50lbs
    Pool:Yes, heated
    BBQ/Grill: Yes
    SQFT Under A/C: 2,400
    Turn Day: Any
    • 4Bedrooms:
    • 3.0Bath:
    • 8Sleeps:
    • Guest Rating:
      No Guest Rating Available
    • Property Rating: Gold
  • Description:

    Welcome to Palm Beach House a private vacation rental home 216 Palm Ave in the city of Anna Maria on beautiful Anna Maria Island, FL-- (4) Bed: (3) Bath: Accommodates up to (8) people: 2 Kings, 1 Queen and a set of twins. Internet - Wireless: No smoking. Dogs less than 50lbs welcomed with pet fee.

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Fish House-231 Oak Ave $1,750.00 - $3,087.00 per week

  • City: Anna Maria
    Pets Allowed: Yes, dogs under 50lb
    Pool:Yes, heated & spa
    BBQ/Grill: Yes
    SQFT Under A/C: 2,033
    Turn Day: Any
    • 3Bedrooms:
    • 3.0Bath:
    • 8Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Adorable rustic vacation rental “Fish House” located at 231 Oak Avenue in the city of Anna Maria. Rooms (8) guests in (3) bedrooms (3) bathrooms: 1 King bed, 1 Queen bed, 4 Twins in bunk room. Canal front with boat access and 10,000 pound boat lift. Short walk to gulf beaches, free trolley stops, dining and shopping. Dogs under 50 pounds welcome. Heated pool and spa. Premium linens, Gas stove, dishwasher, washer/dryer. 

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Sea Glass - 126A 51st St $1,200.00 - $2,500.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, Heated chlorine
    BBQ/Grill: Yes
    SQFT Under A/C: 1,250
    Turn Day: Saturday
    • 3Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Platinum
  • Description:

    Sophisticated designer decor with enough fun personality to make it a dreamy spot for your next Florida family holiday.  (3) Bedroom, (2) Bathroom, accommodates up to (6) people: 1 King, 1 Queen, 2 Twins, 1 Sleeper Sofa. Private heated pool, free wireless internet, sorry no pets, less than two blocks to the beach.

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Water's Edge 205 South $900.00 - $1,500.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, heated
    SQFT Under A/C: 960
    Turn Day: Any
    • 1Bedrooms:
    • 1.5Bath:
    • 4Sleeps:
    • Guest Rating:
    • Property Rating: Bronze
  • Description:

    If you're looking for a charming vacation rental to spend your next visit to Anna Maria Island, you might just be looking for something in the Water's Edge condominium complex. You'll be right in the heart of Holmes Beach! (1) Bedroom, (1.5) Bath, accomodates to (4) people: 1 Queen, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed, gulf front location. 

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Misty Beach-5802 Imperiore Ave $1,050.00 - $2,532.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes under 25lbs
    Pool:Yes, Heated
    BBQ/Grill: Yes
    SQFT Under A/C: Approx 1020 sqft
    Turn Day: Any
    • 2Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Bright and beachy island home for a peaceful island getaway. (2) Bedroom, (2) Bathroom, accommodates up to (6) people: 1 King, 1 Queen, 1 Full sleeper sofa. Private heated pool, free wireless, pet friendly (up to 25lbs) with fee, less than two blocks to the beach.  

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North Beach Village 6313 Gulf $950.00 - $1,650.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, Community
    BBQ/Grill: Yes
    SQFT Under A/C: 1,206
    Turn Day: Any
    • 3Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Silver
  • Description:

    Casual townhouse style Holmes Beach vacation rental North Beach Village 6313 Gulf Drive. Sleeps (6) guests in (3) Bedroom (2) Bathroom: 2 queen beds and 2 twin bed. Walk to beach and free trolley. Wireless internet, washer/dryer, dishwasher. Parking for 3 cars. Heated community pool.

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A Sassy Seahorse 264 Gladiolus $1,400.00 - $3,050.00 per week

  • City: Anna Maria
    Pets Allowed: Yes, under 50lbs
    Pool:Yes, heated & spa
    BBQ/Grill: Yes
    SQFT Under A/C: 1,350
    Turn Day: Any
    • 2Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Soothing, immaculately clean and whimsically decorated, professionally landscaped, and boasts one of the larger pools and larger backyards on the Island. The spa is accented by iridescent glass. The 20' tall tiki hut that houses the bar and seating for six. (2) Bedroom, (2) Bath, accommodates up to (6) people: 1 King, 2 Twins and 1 Full futon. Free wireless internet, private heated pool, about two blocks to the beach.

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Mango Breeze - 141 50th St $1,575.00 - $3,395.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes, 25lbs(no cats)
    Pool:Yes, Heated
    BBQ/Grill: Yes
    SQFT Under A/C: Approx 2040 sqft
    Turn Day: Any
    • 4Bedrooms:
    • 3.5Bath:
    • 8Sleeps:
    • Guest Rating:
    • Property Rating: Platinum
  • Description:

    Mango Breeze will leave you refreshed, renewed, and relaxed. (4) Bedroom, (3.5) Bathroom, accommodates up to (8) people: 2 King, 1 Queen, 2 Twin. Private heated pool, free wireless, pet friendly (dogs up to 25 lbs only) with fee, less than two blocks to the beach.

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Office Locations{ Island Real Estate } 6101 Marina Drive, Holmes Beach, FL 34217 | 419 Pine Ave., Anna Maria, FL 34216