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Water's Edge 103 North $900.00 - $1,820.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, heated
    SQFT Under A/C: 1,092
    Turn Day: Any
    • 2Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Property Rating:
  • 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. (2) Bedroom, (2) Bath, accomodates to (6) people: 1 Queen, 2 Twin, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed, gulf front location. 

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La Casa O'Bar $1,849.00 - $3,920.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, Heated w/Spa
    BBQ/Grill: Yes
    SQFT Under A/C: Approx 2012 sqft
    Turn Day: Saturday
    • 3Bedrooms:
    • 2.5Bath:
    • 6Sleeps:
    • Property Rating:
  • Description:

    Stunning gulf front vacation rental “La Casa O’Bar” 7308 Gulf Drive Holmes Beach. (3) Bedroom (2.5) Bathroom rooms up to (6): 1 king bed, 2 queen bed, 2 twin bed. Gorgeous views from open balcony. Heated community pool, spa and BBQ grills. Washer/dryer, dishwasher, wireless internet, wet bar, 2 parking spaces, elevator, premium linen service. Jacuzzi tub master suite. 

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Flip Flops Forever-201 73rd St $1,700.00 - $3,675.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes (no cats)
    Pool:Yes heated
    BBQ/Grill: Yes
    SQFT Under A/C: 2,500
    Turn Day: Saturday
    • 5Bedrooms:
    • 3.0Bath:
    • 12Sleeps:
    • Property Rating:
  • Description:

    Beautiful beachy escape makes for a peaceful and homely seasonal island rental. (5) Bedroom, (3) Bathroom, accommodates up to (12) people: 1 King, 3 Queen, 2 Twin, 1 Trundle, 1 Infant-sized Bed. Private heated pool, free wireless, pets are welcome (dogs only) with fee, across the road from the beach access with gulf views from master bedroom.

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Palm Isle 3203 $900.00 - $1,701.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, Heated
    BBQ/Grill: Yes
    SQFT Under A/C: Approx 1239 sqft
    Turn Day: Any
    • 2Bedrooms:
    • 2.0Bath:
    • 8Sleeps:
    • Property Rating:
  • Description:

    Captivating and cute cottage-style ground level condos perfect for your relaxing island getaway. (2) Bedroom, (2) Bathroom, accommodates up to (8) people: 1 King, 1 Queen, 1 Sleeper Sofa, 1 Air Mattress. Heated pool, free wireless, sorry no pets allowed, across the road from the beach access.

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Coral Escape - 132 50th St $2,485.00 - $8,489.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes - Heated
    BBQ/Grill: Yes
    SQFT Under A/C: Over 3000 sqft
    Turn Day: Saturday
    • 6Bedrooms:
    • 4.0Bath:
    • 14Sleeps:
    • Property Rating:
  • Description:

    Luxurious custom built multi-level tropical oasis and pool paradise. (6) Bedroom, (4.5) Bath, accommodates up to (14) people: 3 Kings, 2 Queens, 1 Bunk Bed, 1 Sleeper Sofa. Private heated pool, free wireless, sorry no pets, less than a block to the beach.

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Starfish Beach Unit 4 $900.00 - $1,631.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes 25lbs or less
    Pool:Yes, Heated
    BBQ/Grill: Yes
    SQFT Under A/C: Approx 774 sqft
    Turn Day: Any
    • 2Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Property Rating:
  • Description:

    Starfish Beach Cottage #4 is a totally renovated vacation condo offering you a retreat wit hthe best of Anna Maria Island life and luxury. (2) Bedroom, (2) Bathroom, accomodates up to (6) people: 1 King, 1 Queen, 1 Sleeper Sofa. Heated pool, free wireless, pet friendly (up to 25lbs, with deposit).

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All Decked Out-509 SoBay Blvd $1,571.00 - $5,198.00 per week

  • City: Anna Maria
    Pets Allowed: Yes under 50 lbs
    Pool:Yes, heated
    BBQ/Grill: Yes
    SQFT Under A/C: 3,000
    Turn Day: Saturday
    • 5Bedrooms:
    • 3.0Bath:
    • 10Sleeps:
    • Property Rating:
  • Description:

    A whimsical multi-level home for your idyllic sojourn.  (5) Bedroom, (2.5) Bath, accommodates up to (10) people: 2 Kings, 1 Queen, 2 Twins, 2 Doubles. Private heated pool, amazing bay views, free wireless internet, pets welcome with fee.

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Heavenly Holly-721 Holly Road $1,260.00 - $2,315.00 per week

  • City: Anna Maria
    Pets Allowed: Yes, under 50lbs
    Pool:Yes, heated + tub
    BBQ/Grill: Yes
    SQFT Under A/C: 2,000
    Turn Day: Any
    • 3Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Property Rating:
  • 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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7001 B Holmes Blvd $1,100.00 - $2,185.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, heated
    BBQ/Grill: Yes
    SQFT Under A/C: 1,394
    Turn Day: Any
    • 3Bedrooms:
    • 2.0Bath:
    • 8Sleeps:
    • Property Rating:
  • Description:

    Relaxing raised vacation home, 7001 B Holmes Boulevard located in wonderful Holmes Beach. Offers (3) Bedrooms, (2) Bath and, up to (8) guests: 1King, 1 Queen, 2 Twin, 1 Queen Sleeper sofa. Short walk to the beach and southbound free trolley stop. Enjoy premium linen service, dish washer, heated private pool, canal side views, washer/dryer, driveway parking and wireless internet.

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Rest a Shore - 838 South Bay $2,002.00 - $4,375.00 per week

  • City: Anna Maria
    Pets Allowed: No
    Pool:Yes, heated & spa
    SQFT Under A/C: 3,000
    Turn Day: Saturday
    • 4Bedrooms:
    • 3.5Bath:
    • 8Sleeps:
    • Property Rating:
  • Description:

    This effervescent luxury rental is a balance of modern comfort and casual beach living, and it all sits against an endless backdrop of the bay and pool deck. (4) Bedroom, (3.5) Bathroom, accommodates up to (8) people: 1 King, 1 Queen, 4 Twins. Private heated pool with spa, free wireless, sorry no pets allowed, bay front location.

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