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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Waterfront Retreat 513 Loquat $2,400.00 - $7,000.00 per week

  • City: Anna Maria
    Pets Allowed: Yes, dogs <50 lbs
    Pool:Yes, heated
    BBQ/Grill: Yes
    Remote Entry Lock: Available
    SQFT Under A/C: 2,650
    Turn Day: Any
    • 6Bedrooms:
    • 3.2Bath:
    • 14Sleeps:
    • Guest Rating:
    • Property Rating: Gold
Description:

Urban beach styled Anna Maria vacation rental Waterfront Retreat. (6) Bedroom (3 full/2 half) Bathroom (Sleeps 14): 2 king beds, 3 queen beds, two sets of bunk beds. Short walk to Tampa Bay beaches, dining, shopping, free trolley stops. Canal front with dock and boat lift, heated pool, open balconies, wireless internet, washer/dryer, 2 dishwashers. Dogs up to 50 pounds. 2 Garage parking and 4 driveway.

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610 Hampshire Lane $1,600.00 - $2,100.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes, dogs, 25lbs
    Pool:Yes, heated & spa
    BBQ/Grill: Yes
    Remote Entry Lock: Not Available
    SQFT Under A/C: 2,500
    Turn Day: Any
    • 4Bedrooms:
    • 3.5Bath:
    • 10Sleeps:
    • Guest Rating:
      No Guest Rating Available
    • Property Rating: Gold
Description:

Canal front home with designer flair. 610 Hampshire Lane in Holmes Beach on the Key Royale golf course. (4) Bedroom (3.5) Bath (Sleeps 10): 2 king bed, 2 queen bed and 1 queen sleeper sofa. Heated pool and spa overlooking canal and outdoor bar. 40 foot boat dock. Washer/dryer, dishwasher, wireless internet, 4 parking spaces.

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25 Seaside Court $800.00 - $1,300.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes
    Pool:None
    BBQ/Grill: Yes
    Remote Entry Lock: Not Available
    SQFT Under A/C: Approx. 1100
    Turn Day: Any
    • 2Bedrooms:
    • 2.0Bath:
    • 4Sleeps:
    • Guest Rating:
    • Property Rating: Gold
Description:

Coastal and cozy vacation villa. (2) Bedrooms, (2) Bathrooms, accommodates up to (4) guests. 1 Queen, 2 Twins. Highspeed wired internet, pets welcome with fee, bay front location with boat access, not far from the beach.

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Coral Reef - 215 64th St $2,047.00 - $4,750.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes
    Pool:Yes, Heated
    BBQ/Grill: Yes
    Remote Entry Lock: Available
    SQFT Under A/C: Approx 2690 sqft
    Turn Day: Any
    • 5Bedrooms:
    • 3.5Bath:
    • 10Sleeps:
    • Guest Rating:
    • Property Rating: Platinum
Description:

Spacious, private vacation home that offers peeks of the gulf and backyard tiki bar. (5) Bedroom, (3.5) Bath, accommodates up to (10) people: 2 King, 1 Queen, 2 Twin, 1 Sleeper Sofa. Private heated pool, free wireless, pet friendly (with deposit), less than two blocks to the beach.

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Heavenly Holly-721 Holly Road $1,350.00 - $2,250.00 per week

  • City: Anna Maria
    Pets Allowed: Yes, under 50lbs
    Pool:Yes, heated + tub
    BBQ/Grill: Yes
    Remote Entry Lock: Available
    SQFT Under A/C: 2,000
    Turn Day: Any
    • 3Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Silver
Description:

Whimsical canal front home located in historic Anna Maria. (3) Bedroom, (2) Bath, accommodates (6) people: 1 King, 1 Queen, 2 Twins. Private heated pool and soaking tub (hot tub without bubbles), pets are welcome with fee, free wilreless internet, boat access, less than two blocks to the beach.

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Katie's Beach Bungalow $1,050.00 - $1,850.00 per week

  • City: Bradenton Beach
    Pets Allowed: Yes
    Pool:Yes, heat $150
    BBQ/Grill: Yes
    Remote Entry Lock: Not Available
    SQFT Under A/C: Approx 1668 Sqft
    Turn Day: Any
    • 2Bedrooms:
    • 2.0Bath:
    • 5Sleeps:
    • Guest Rating:
    • Property Rating: Bronze
Description:

Elevated, Old Florida style vacation house right across from the Gulf of Mexico. (2) Bedrooms, (2) Bath, accommodates up to (5) people: 1 King, 1 Queen, 1 Day bed. Free wireless, pets welcome (with deposit), less than two blocks to the beach.

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Mango Breeze - 141 50th St $1,400.00 - $3,395.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes, Dogs < 50 lbs
    Pool:Yes, Heated
    BBQ/Grill: Yes
    Remote Entry Lock: Available
    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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Sunset Glow 207-72nd St $2,250.00 - $6,000.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes, dogs under 50lb
    Pool:Yes, heated & spa
    BBQ/Grill: Yes
    Remote Entry Lock: Not Available
    SQFT Under A/C: 3,000
    Turn Day: Any
    • 5Bedrooms:
    • 3.0Bath:
    • 10Sleeps:
    • Guest Rating:
    • Property Rating: Platinum
Description:

BRAND NEW! Luxurious and tranquil island home, immaculate from the ground up. (5) Bedroom, (3) Bath, accommodates up to (10) people: 3 Kings, 2 Twins, and Bunk Beds. *5 Star Platinum*, Private heated pool and spa, wireless internet, less than two blocks to the beach. Dogs under 50lbs are welcome with pet fee.

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Coastal Sands-213 70th St $1,350.00 - $2,250.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes
    Pool:Yes, heated/caged
    BBQ/Grill: Yes
    Remote Entry Lock: Not Available
    SQFT Under A/C: 1,500
    Turn Day: Any
    • 3Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Gold
Description:

Cool and coastal beachy vacation rental home. (3) Bathroom, (2) Bath, accommodates up to (6) people: 1 King, 1 Queen, 2 Twins, 1 Queen Sleeper Sofa.  Private heated 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
    Remote Entry Lock: Not Available
    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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Office Locations{ Island Real Estate } 6101 Marina Drive, Holmes Beach, FL 34217 | 419 Pine Ave., Anna Maria, FL 34216