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306 B 56th St $1,080.00 - $2,185.00 per week

  • Quick Facts:
    City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, Heated
    Turn Day: Saturday
    • 3Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
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  • Description:

    Coastal and beachy multi-level home with a serene and relaxing pool oasis. (3) Bedrooms, (2) Bath, accommodates up to (6) people: 1 King, 1 Queen, 2 Twins, 1 Sleeper Sofa. Private heated pool, free wireless internet, sorry no pets allowed, less than two blocks to the beach.

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Ariel's By The Sea 203E 75th $1,300.00 - $2,573.00 per week

  • Quick Facts:
    City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, heated
    Turn Day: Any
    • 3Bedrooms:
    • 2.0Bath:
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  • Description:

    Comfortably luxurious vacation rental “Ariel’s By the Sea” located at 203 E 75th Street in Holmes Beach. Offering (3) bedrooms and (2) full bathrooms with 1 king bed, 1 Queen bed, and 2 twin beds. Short walk to Gulf Beaches and free Trolley stop. Private heated pool, wireless internet, outdoor grill, premium linens, dish washer, and washer/dryer. 

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Anna Maria AHHHH $1,300.00 - $2,275.00 per week

  • Quick Facts:
    City: Bradenton Beach
    Pets Allowed: No
    Pool:Yes - Heated w/Spa
    Turn Day: Any
    • 2Bedrooms:
    • 2.0Bath:
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  • Description:

    Immaculate and chic direct gulf front seasonal rental. (2) Bedroom, (2) Bath, accommodates up to (6) people: 1 King, 1 Queen, 1 Twin, 1 Sleeper sofa. Shared heated pool and spa, free wireless internet, elevator, sorry no pets.

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Plum Cottage 322 64th St $770.00 - $1,840.00 per week

  • Quick Facts:
    City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, Heated
    Turn Day: Saturday
    • 2Bedrooms:
    • 2.0Bath:
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  • Description:

    Ground level vacation villa just a short stroll to the beach and features a garden area with lagoon style heated pool - the perfect place to relax! (2) Bedroom, (2) Bathroom, accommodates up to (6) people: 1 King, 1 Queen. Private heated pool, free wireless, less than two blocks to the beach.

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Beachcomber-3020 Ave F $1,210.00 - $2,828.00 per week

  • Quick Facts:
    City: Holmes Beach
    Pets Allowed: No
    Pool:No
    Turn Day: Any
    • 2Bedrooms:
    • 1.5Bath:
    • 6Sleeps:
    • Property Rating:
  • Description:

    A beach lover's paradise.  (2) Bedroom, (1.5) Bath, accommodates up to (6): 2 Kings, 1 Sleeper Sofa. Free wireless, sorry no pets allowed, DIRECT gulf front.

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Sunset Villa 3- 1001 Gulf Dr $770.00 - $1,815.00 per week

  • Quick Facts:
    City: Bradenton Beach
    Pets Allowed: No
    Pool:Yes, heated
    Turn Day: Any
    • 2Bedrooms:
    • 1.5Bath:
    • 6Sleeps:
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  • Description:

    Sunset Villa is waiting for you! Located directly across the street from the some of gulfcoast Florida's best beaches. (2) Bedrooms, (1.5) Bath, accommodates up to (6) people: 1 King, 2 Twins, 1 Sleeper Sofa. Heated pool, free wireless and sorry no pets allowed. Direct Gulf views and the beach is right across the street. 

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506 Key Royale Drive $0.00 - $1,337.00 per week

  • Quick Facts:
    City: Holmes Beach
    Pets Allowed: Yes
    Pool:Yes, Heated/Caged
    Turn Day: Any
    • 3Bedrooms:
    • 2.5Bath:
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  • Description:

    Spacious and sunny vacation home. (3) Bedroom, (2.5) Bath, accommodates up to (6) people: 1 King, 4 Twin. Private heated and caged pool, free wireless internet, pet friendly with fee, canal front with boat access.

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Tropical Paradise 205 68th ST $1,610.00 - $2,410.00 per week

  • Quick Facts:
    City: Holmes Beach
    Pets Allowed: Yes, under 25lbs
    Pool:Yes, caged heated
    Turn Day: Saturday
    • 3Bedrooms:
    • 2.0Bath:
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  • Description:

    Relaxing, island-style “Tropical Paradise” located at 205 68th St in Holmes Beach. Offering (3) Bedrooms, (2) Bath, accommodates up to (6) guests: 2 Queen, 2 Twin. Private caged heated pool and spa, premium linen service, Pet friendly to dogs up to 25 pounds with a fenced in backyard. Short stroll to white sandy gulf beaches, fine dining restaurants, and two free trolley stops. Enjoy wireless internet and flat screen.

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

  • Quick Facts:
    City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, Heated w/Spa
    Turn Day: Saturday
    • 3Bedrooms:
    • 2.5Bath:
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  • Description:

    Some of the most popular vacation rentals on Anna Maria Island can be found at La Casa Costeria. And the reason is blissfully simple – because they’re the crème de la crème. (3) Bedroom, (2.5) Bathroom, accommodates up to (6) people: 1 King, 2 Queen, 2 Twin. Heated pool with spa, free wireless, sorry no pets allowed, gulf front location.

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Paradise Pointe 411 Poinsettia $2,058.00 - $3,087.00 per week

  • Quick Facts:
    City: Anna Maria
    Pets Allowed: No
    Pool:Yes, heated & spa
    Turn Day: Any
    • 3Bedrooms:
    • 2.0Bath:
    • 8Sleeps:
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  • Description:

    BRAND NEW to our rental program, a picture perfect vacation home in the quaint city of Anna Maria. (3) Bedroom, (3) Bath, accommodates (8) people: 1 King, 1 Queen, 2 Twins, 1 Queen Sleeper. Canal front with boat access, heated pool and hot tub, free wireless internet, sorry no pets please.

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