Pet Friendly Vacation Rentals

Island Real Estate knows that for some of us our pets are our family and we wouldn't leave home without them. For a nominal fee per pet, your furry friend(or friends!) can enjoy Anna Maria Island along with you.

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Blue Lagoon 3 - Egret $950.00 - $1,650.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes
    Pool:Yes, Heated
    BBQ/Grill: Yes
    SQFT Under A/C: Approx 910 sqft
    Turn Day: Any
    • 2Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Silver
  • Description:

    Charming, light and bright cottage for your perfect island getaway. (2) Bedrooms, (2) Bathrooms, accommodates up to (6) people: 1 Queen, 2 Twins, 1 Sleeper Sofa. Shared heated large lagoon-style pool, free wireless, pets welcome with fee, less than two blocks to the beach.

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Summer Breeze at 313 61st St $1,575.00 - $3,250.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes,Dogs under 25lbs
    Pool:Yes, heated waterfal
    BBQ/Grill: Yes
    SQFT Under A/C: 2,500
    Turn Day: Any
    • 4Bedrooms:
    • 3.5Bath:
    • 8Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Fun and casual “Summer Breeze” 313 61st Street in Holmes Beach. Sleeps (8) in (4) bedrooms (3.5) bathrooms: 2 king beds, 1 queen bed, 2 twin beds and queen sleeper in den. Walk to shopping, dining and free trolley stops. Close to the beach. Wireless internet, propane grill, premium linens, parking, heated pool, washer/dryer, dishwasher. Pet friendly to dogs under 25 pounds.

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Honey Beach House 103 50th St $1,750.00 - $3,150.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes, dogs under 25lb
    Pool:No
    BBQ/Grill: Yes
    SQFT Under A/C: 2,718
    Turn Day: Any
    • 3Bedrooms:
    • 3.5Bath:
    • 7Sleeps:
    • Guest Rating:
      No Guest Rating Available
    • Property Rating: Gold
  • Description:

    Welcome to Honey Beach House located at 103 50th Street Holmes Beach on beautiful Anna Maria Island. A lot of time, love, and taste have gone into this Gulf front vacation home. (3) Bedroom, (3.5) Bathroom, accommodates up to (7) people: 2 King, 1 Double w/ twin over, 1 Trundle & double sleeper sofa. Dogs welcome under 25lbs.

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Au Soleil - 717 Jacaranda Rd $1,575.00 - $3,750.00 per week

  • City: Anna Maria
    Pets Allowed: Yes, under 25lbs
    Pool:Yes,heat, spa heat
    BBQ/Grill: Yes
    SQFT Under A/C: 3,100
    Turn Day: Saturday
    • 5Bedrooms:
    • 3.0Bath:
    • 10Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Spacious and elegant home idyllic for your holiday sojourn. (5) Bedroom, (3) Bath, accommodates up to (10) people: 1 King, 2 Queen, 2 Twin, 5th bedroom with Queen  Murphy Bed. Private pool with spa, free wireless, pets welcome (under 25lbs) with fee, less than a block to the beach.  

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3 Mermaids at 120 Oak Ave $1,600.00 - $2,750.00 per week

  • City: Anna Maria
    Pets Allowed: Yes, under 25 lbs
    Pool:Yes,heated
    BBQ/Grill: Yes
    SQFT Under A/C: 1,558
    Turn Day: Any
    • 4Bedrooms:
    • 2.5Bath:
    • 8Sleeps:
    • Guest Rating:
    • Property Rating: Silver
  • Description:

    Fun and relaxing vacation rental home “3 Mermaids” located at 120 Oak Avenue in Anna Maria. (4) Bedroom (2.5) bathroom, Sleeps(8): 1 king bed, 2 queen bed, and 2 twin beds. Heated pool, wireless internet, DVD player, washer/dryer, dishwasher, dogs up to 25 pounds welcome. Walk to beach, free trolley, shopping and dining.

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The Seashell Cottage $950.00 - $1,650.00 per week

  • City: Anna Maria
    Pets Allowed: Yes (no cats please)
    Pool:No
    BBQ/Grill: Yes
    SQFT Under A/C: 800
    Turn Day: Any
    • 2Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Silver
  • Description:

    This fabulous little beach cottage is a getaway worth writing home about. Enjoy a week of small town serenity in Anna Maria City. (2) Bedrooms, (2) Bath, accommodates up to (6) people: 1 King, 2 Twins, 1 Sleeper Sofa. Free wireless, Small dogs only, less than two blocks to the beach

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Salt Shack at 3705 Gulf Dr A $1,600.00 - $2,625.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes, dogs under 50lb
    Pool:Yes, heated
    BBQ/Grill: Yes
    SQFT Under A/C: 1,452
    Turn Day: Any
    • 3Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Adorable Holmes Beach vacation rental “Salt Shack” accommodates (6) guests in (3) bedroom (2) bathroom ground level duplex with 1 king bed, 1 queen bed, 2 twin beds and full roll-away. Within walking distance of gulf beaches, free trolley stop, dining, and shopping. Heated pool paradise. Propane grill, wireless internet, washer/dryer, dishwasher, premium linen service.  

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North Beach Village Unit 72 $950.00 - $1,650.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes, <50lbs
    Pool:Yes, Community
    BBQ/Grill: Yes
    SQFT Under A/C: Approx 1536 sqft
    Turn Day: Any
    • 3Bedrooms:
    • 2.5Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Silver
  • Description:

    Stylish North Beach Village townhome unit 72 at 6250 Holmes Boulevard in Holmes Beach. Sleeps (6) guests with (3) bedroom and (2.5) bathroom:1 king, 1 queen, 2 twin beds. Premium linens, wireless internet, community heated pool, dogs welcome up to 50 pounds. Walk to beach, screened lanai.

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Fountainhead 5 $800.00 - $1,383.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes
    Pool:Yes, Heated
    BBQ/Grill: Yes
    SQFT Under A/C: Approx 900 sq ft
    Turn Day: Any
    • 2Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Silver
  • Description:

    Coastal, clean and bright centrally located seasonal vacation condo. (2) Bedroom, (2) Bath, accommodates (6) people: 1 Queen, 2 Twins, 1 Sleeper sofa. Shared heated pool, free wireless internet, pets are welcome with fee, less than two blocks to the beach.

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Holly Hideaway-730 Holly Road $1,250.00 - $2,100.00 per week

  • City: Anna Maria
    Pets Allowed: Yes dogs under 25lbs
    Pool:Yes, heated
    BBQ/Grill: Yes
    SQFT Under A/C: 1,130
    Turn Day: Saturday
    • 2Bedrooms:
    • 2.0Bath:
    • 4Sleeps:
    • Guest Rating:
    • Property Rating: Silver
  • Description:

    With a breezy wooden patio outside, a cozy brick fireplace inside, and Florida gulf coast style throughout, you'll never want to spend a holiday on Anna Maria Island anywhere else. (2) Bedrooms, (2) Bathroom, accommodates up to (4) people: 1 King, 1 Queen, 1 Double Sleeper sofa.  Private heated pool, free wireless, pets are welcome (dogs only, up to 25lbs) with fee.

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