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As the vacation rentals leader on Anna Maria Island we strive for excellence in all aspects of your vacation. Enjoy premium linens professionally cleaned off-site with ozone technology.

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Starfish Beach Unit 4 $900.00 - $1,700.00 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:
    • Guest Rating:
    • Property Rating: Gold
  • 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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Mon AMI Beach House 311 Pine $1,500.00 - $2,520.00 per week

  • City: Anna Maria
    Pets Allowed: No
    Pool:Yes, heated & spa
    BBQ/Grill: Yes
    SQFT Under A/C: 2,160
    Turn Day: Any
    • 3Bedrooms:
    • 2.0Bath:
    • 8Sleeps:
    • Guest Rating:
      No Guest Rating Available
    • Property Rating: Gold
  • Description:

    Right in the heart of the city of Anna Maria’s Pine Avenue. “Mon AMI Beach House” 311 Pine Avenue. (3) Bedroom (2) Bath (Sleeps 8): 1 king, 1 queen, 1 twin/1 full, 1 queen sleeper sofa. Heated pool and spa. Screened balcony, washer/dryer, dishwasher, 4 total parking spaces. Walk to beaches, free trolley.

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Le Paradis 727 Jacaranda $1,475.00 - $3,175.00 per week

  • City: Anna Maria
    Pets Allowed: Yes, Dogs < 50lbs.
    Pool:Yes, heated
    BBQ/Grill: Yes
    SQFT Under A/C: 2,150
    Turn Day: Any
    • 3Bedrooms:
    • 2.5Bath:
    • 6Sleeps:
    • Guest Rating:
      No Guest Rating Available
    • Property Rating: Gold
  • Description:

    Airy and charming Anna Maria rental “Le Paradis” 727 Jacaranda Road. (3) Bedroom, (2.5) Bath (Sleeps 6): 1 king bed, 2 queen bed. Heated pool, short walk to beach. Wireless internet, dishwasher, washer/dryer, basketball and ping pong. Wrap around screened balcony. Pets up to 50 pounds with pet fee. Park 4 vehicles.

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Sea la vie - 101 31st St $1,139.00 - $2,065.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:No
    BBQ/Grill: Yes
    SQFT Under A/C: Approx 600 sqft
    Turn Day: Saturday
    • 2Bedrooms:
    • 1.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Silver
  • Description:

    Ideal for small families and honeymooners, this cozy little cottage is private and perfectly located directly on the Gulf of Mexico. (2) Bedroom, (1) Bathroom, accommodates up to (5) people: 1 Queen, and 2 Twins. Free wireless, sorry no pets allowed, gulf front location.

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North Beach Village Unit 63 $788.00 - $1,575.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes<25lbs
    Pool:Yes, Community
    BBQ/Grill: Yes
    SQFT Under A/C: 1,224
    Turn Day: Any
    • 2Bedrooms:
    • 2.5Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Silver
  • Description:

    Comfortable and stylish townhouse style vacation rental “North Beach Village” unit 63, 6250 Holmes Boulevard  in Holmes Beach. (2) Bedroom (2.5) Bathroom, Sleeps(6): 2 king beds and 1 queen sleeper sofa. Heated community pool, screen lanai, wireless internet, washer/dryer, dishwasher. Dogs up to 25 pounds welcome.

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Sunfish - 102 55th St $1,400.00 - $2,345.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes- Dogs Only
    Pool:Yes, Heated/Shared
    BBQ/Grill: Yes
    SQFT Under A/C: Approx 1143 sqft
    Turn Day: Saturday
    • 3Bedrooms:
    • 2.5Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Holiday rental condo for the discriminating vacationer only in Holmes Beach, FL. (3) Bedrooms, (2.5) Bath, accommodates up to (6) people: 2 Queens, 2 Twins. Heated pool, free wireless, pets welcome (dogs only, with deposit).  West of Gulf Drive.

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Bradenton Beach Club Unit B $1,260.00 - $2,625.00 per week

  • City: Bradenton Beach
    Pets Allowed: No
    Pool:Yes, Heated
    SQFT Under A/C: Approx 942 sqft
    Turn Day: Saturday
    • 2Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Luxurious DIRECT gulf front Mediterranean-style condominium for a delightful island escape. (2) Bedrooms, (2) Bath, accommodates up to (6) people: 1 King, 2 Twins, 1 Queen Sleeper. Shared heated pool, free wireless, sorry no pets, gulf front location. 

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Tropical Paradise 205 68th ST $1,200.00 - $2,410.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes, under 25lbs
    Pool:Yes, caged heated
    BBQ/Grill: Yes
    SQFT Under A/C: 1,384
    Turn Day: Any
    • 3Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Silver
  • 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, premium linen service, Pet friendly to dogs up to 25 pounds with a fenced in backyard. Just steps to the beach, fine dining restaurants, and two free trolley stops. Enjoy wireless internet and flat screen.

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Tropical Oasis -208 71st St $1,246.00 - $2,205.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes, under 25lbs.
    Pool:Yes, heated & spa
    BBQ/Grill: Yes
    SQFT Under A/C: 1699
    Turn Day: Any
    • 3Bedrooms:
    • 2.0Bath:
    • 8Sleeps:
    • Guest Rating:
    • Property Rating: Silver
  • Description:

    Well appointed single family home with a spacious layout. (3) Bed: (2) Bath: Accommodates up to (8) people: 2 Queens, 2 Twins, 1 Queen Sleeper sofa. NEW heated pool and spa, less than two blocks to the beach, free wireless internet, pets welcome with fee.

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Heavenly Holly-721 Holly Road $1,387.00 - $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:
    • 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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Office Locations{ Island Real Estate } 6101 Marina Drive, Holmes Beach, FL 34217 | 419 Pine Ave., Anna Maria, FL 34216