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Boat Access

With pristine waters and blue skies, Anna Maria Island has some of the best fishing and boating in Florida. Enjoy that privilege at one of Island Real Estate's vacation rental properties with boat access.

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Anna Maria's Finest-231 Willow $1,750.00 - $3,087.00 per week

  • City: Anna Maria
    Pets Allowed: Yes, under 25 lbs
    Pool:Yes, heated and spa
    BBQ/Grill: Yes
    SQFT Under A/C: 2,023
    Turn Day: Any
    • 3Bedrooms:
    • 3.0Bath:
    • 8Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Luxury vacation rental “Anna Maria’s Finest” located at 231 Willow Avenue, Anna Maria. Accommodates (8) guests with (3) Bedroom (3) Bathrooms: 2 King Beds, 1 Double bed and 1 queen sleeper sofa. Beautiful caged lanai with heated pool and spa, ample seating and outdoor grill kitchen area. Canal front with dock and boat access. Dogs up to 25 pounds welcome. Walking distance to gulf beaches, free trolley stop, dining and shopping.

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208 Periwinkle Plaza $1,400.00 - $2,587.00 per week

  • City: Anna Maria
    Pets Allowed: No
    Pool:Yes, Heated
    BBQ/Grill: Yes
    SQFT Under A/C: 2,000
    Turn Day: Saturday
    • 3Bedrooms:
    • 2.5Bath:
    • 8Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Newly renovated, elegant oasis escape with a screened in patio. (3) Bedrooms, (2.5) Bath, accommodates up to (8) people: 1 King, 1 Queen, 2 Twin, 1 Double Sleeper Sofa. Private heated pool, free wireless internet, sorry no pets allowed, boat access, less than two blocks to the beach.

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Casa Bonita-230 Oak Avenue $2,200.00 - $5,653.00 per week

Special

Stay Longer, Pay Less - Get 4 weeks for the price of 3 in January 2017!

12/31/2016 to 01/07/2017
Save 25%

Stay longer, pay less! Book 4 weeks for the price of 3 when staying at this property in January 2017! Only want to stay for 3 weeks? Give us a call at 877-778-6066 to get the same discount!

Only valid on new reservations, doesn’t stack with other discounts, select vacation homes may be exempt, subject to manager approval.

  • City: Anna Maria
    Pets Allowed: No
    Pool:Yes, heated & spa
    BBQ/Grill: Yes
    SQFT Under A/C: 3,600
    Turn Day: Any
    • 4Bedrooms:
    • 4.0Bath:
    • 8Sleeps:
    • Guest Rating:
      No Guest Rating Available
    • Property Rating: Platinum
  • Description:

    Experience very upscale living in Casa Bonita; a BRAND NEW single family home in our rental program. (4) Bedroom, (4) Bath, accommodates up to (8) people: 3 Kings, a double and a twin, 1 Queen Sleeper Sofa. Heated pool and hot tub, "5 Star Platinum", Elevator, less than two blocks to the beach, free wireless internet, sorry no pets please.

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HoneyWood House 243 Willow $1,750.00 - $3,153.00 per week

  • City: Anna Maria
    Pets Allowed: No
    Pool:Yes,heated & spa
    BBQ/Grill: Yes
    SQFT Under A/C: 2,400
    Turn Day: Any
    • 3Bedrooms:
    • 4.0Bath:
    • 8Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Relaxing canal front Anna Maria vacation rental “Honeywood House” 243 Willow Avenue. (3) Bedroom (4) bath, Sleeps (8): 3 king bed, 1 twin with trundle. Heated pool/spa and large screened lanai. Walk to beach, shopping, dining, free trolley. Dishwasher, premium linens, washer/dryer, wireless internet, 4 parking spaces. Boat access 28 feet/12 feet.

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Palm Paradise 518 71st $1,350.00 - $2,100.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes, dogs under 25lb
    Pool:Yes, heated
    BBQ/Grill: Yes
    SQFT Under A/C: 1,508
    Turn Day: Any
    • 3Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
      No Guest Rating Available
    • Property Rating: Gold
  • Description:

    Anna Maria Island vacation rental "Palm Paradise" is located at 518 71st Street in Holmes Beach. (3) bedroom, (2) bath (Sleeps 6): 1 king, 1 queen and 2 twin beds. Newly re-done canal front home in Bay Palms. 30ft boat dock. Heated pool. Dishwasher, washer/dryer, wireless internet, pet friendly, 3 parking spaces. 

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671 Old Compass Rd LBK $1,200.00 - $1,850.00 per week

  • City: Long Boat Key
    Pets Allowed: No
    Pool:Yes,heated & spa
    BBQ/Grill: Yes
    SQFT Under A/C: 2012
    Turn Day: Any
    • 3Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
      No Guest Rating Available
    • Property Rating: Silver
  • Description:

    Canal Front Longboat Key Vacation rental home 671 Old Compass Road. (3) Bedroom (2) Bath (Sleeps 6): 1 king bed, 1 queen bed, 1 twin with trundle. Canal Front. 30 night minimum stay. Heated pool and spa, washer/dryer, dishwasher, wireless internet, large front yard, parking for four vehicles.

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Island Jewel-632 Emerald Lane $1,350.00 - $2,250.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, Heated, Caged
    BBQ/Grill: Yes
    SQFT Under A/C: 2208
    Turn Day: Any
    • 3Bedrooms:
    • 2.5Bath:
    • 8Sleeps:
    • Guest Rating:
    • Property Rating: Silver
  • Description:

    A home-away-from-home in the coveted Key Royale neighborhood; perfectly situated at the end of a quiet cul-de-sac just one house from Bimini Bay. (3) Bedrooms, (2.5) Bathroom, accommodates up to (8) people: 1 King, 4 Twins, 1 Queen Air Mattress. Private heated pool, free wireless, sorry no pets, canal front location.

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Casa Varadero-619 Gladstone $2,350.00 - $3,250.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:No, but large spa
    BBQ/Grill: Yes
    SQFT Under A/C: 2,200
    Turn Day: Any
    • 4Bedrooms:
    • 3.0Bath:
    • 8Sleeps:
    • Guest Rating:
      No Guest Rating Available
    • Property Rating: Platinum
  • Description:

    Quiet, gorgeous upscale location in Key Royale perfect for a delightful holiday getaway. (4) Bedroom, (3) Bath, accommodates up to (8) people: 2 Kings, 2 Queens.  Heated spa, free wireless internet, sorry no pets, canal access for boat lovers.

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About a Mermaid 621 Emerald Ln $1,200.00 - $2,000.00 per week

Special

About A Mermaid - 20% off now through 12/31/2016

08/31/2016 to 12/31/2016
Save 20%

Book a stay arriving now through the end of the year and save 20% off of you Anna Maria Island vacation!

Only valid on new reservations, doesn’t stack with other discounts, select vacation homes may be exempt, subject to manager approval and black out dates including the weeks of Easter, 4th of July, Thanksgiving and most major holidays

  • City: Holmes Beach
    Pets Allowed: Yes, dogs only
    Pool:Yes, heated
    BBQ/Grill: Yes
    SQFT Under A/C: 1,632
    Turn Day: Any
    • 3Bedrooms:
    • 3.0Bath:
    • 6Sleeps:
    • Guest Rating:
      No Guest Rating Available
    • Property Rating: Silver
  • Description:

    Beautifully designed & designer decorated vacation rental home a few blocks from Bimini Bay in the wonderful neighborhood of Key Royale. (3) Bedroom, (3) Bathroom, accommodates up to (6) people: 2 Kings, 2 Twins. Private pool, dock with boat access, direct Intracoastal access, free wireless internet, pets welcome with fee.

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Living The Dream 703 So Bay $2,500.00 - $3,675.00 per week

  • City: Anna Maria
    Pets Allowed: No
    Pool:Yes, heated
    BBQ/Grill: Yes
    SQFT Under A/C: 2,366
    Turn Day: Any
    • 4Bedrooms:
    • 3.0Bath:
    • 8Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Gorgeous canal front vacation home with immaculate decor. (4) Bedroom, (3) Bath, accommodates (8) people: 2 Kings, 2 XL Twins, 2 Twins. Private heated pool, boat access, free wireless internet, sorry no pets, across the street from the bay beach access.

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