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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
    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. Dogs up to 25 pounds welcome.

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Bay View Inn 202-308 2nd St $650.00 - $1,000.00 per week

  • City: Bradenton Beach
    Pets Allowed: No
    Pool:Yes, heated & shared
    BBQ/Grill: Yes
    SQFT Under A/C: 550
    Turn Day: Any
    • 1Bedrooms:
    • 1.0Bath:
    • 4Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Quaint and stylish Bradenton Beach vacation rental condominium Bay View Inn 202 at 308 2nd street. Sleeps (4) guests in (1) bedroom (1) bathrooms: 1 king bed 1 queen sleeper sofa. walk to gulf beach, Historic Bridge Street, shopping, dining, activities, free trolley. One parking space, wireless internet, coin operated laundry.

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Blue Wave Villas-207W 75th St $950.00 - $1,650.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, elec&solar
    BBQ/Grill: Yes
    SQFT Under A/C: 856 sq. ft under A/C
    Turn Day: Any
    • 2Bedrooms:
    • 1.0Bath:
    • 4Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Cozy, comfortable, but above all classy vacation duplex. (2) Bedrooms, (1) Bath, accommodates up to (4) people: 1 King, 2 Twin. Private heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach.

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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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Bermuda Bay Club 25 - 1435 $1,200.00 - $1,950.00 per week

  • City: Bradenton Beach
    Pets Allowed: No
    Pool:Yes, comm and spa
    BBQ/Grill: Yes
    SQFT Under A/C: 1,524
    Turn Day: Saturday
    • 3Bedrooms:
    • 2.5Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Silver
  • Description:

    Crisp, clean and beachy 3 Bedroom, 2.5 Bath Key West style townhome that accommodates up to 6 people (2 Queens, 2 Twins). Directly in front of the heated pool, spa and grill. Steps to the beach. Free WIFI. Sorry no pets.

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510 68th ST $850.00 - $1,470.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, heated
    BBQ/Grill: Yes
    SQFT Under A/C: 1,494
    Turn Day: Any
    • 2Bedrooms:
    • 2.0Bath:
    • 4Sleeps:
    • Guest Rating:
      No Guest Rating Available
    • Property Rating: Bronze
  • Description:

    Bay Palms canal home located at 510 68th ST. Holmes Beach, Anna Maria Island, FL -- (2) Bed: (2) Bath Accommodates up to (4) people: 1 king, 1 queen. Heated pool, boat dock, wireless internet, bbq grill. 

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Palm Isle 3203 $950.00 - $1,650.00 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:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Captivating and cute cottage-style ground level condos perfect for your relaxing island getaway. (2) Bedroom, (2) Bathroom, accommodates up to (6) 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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Le Paradis 727 Jacaranda $1,750.00 - $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:
    • 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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Water's Edge 209 South $1,250.00 - $2,100.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, heated
    SQFT Under A/C: 1,202
    Turn Day: Any
    • 2Bedrooms:
    • 2.0Bath:
    • 4Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • 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. You'll be right in the heart of Holmes Beach! (2) Bedroom, (2) Bath, accomodates to (4) people: 1 King, 1 Queen. Heated pool, free wireless, sorry no pets allowed, gulf front location. 

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All Decked Out-509 SoBay Blvd $1,945.00 - $4,750.00 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:
    • 12Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    A whimsical multi-level home for your idyllic sojourn. (5) Bedroom, (3) Bath, accommodates up to (12) 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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Guest Testimonials

"We would definitely use island real estate again." 

...

-Jennifer G View Property

Owner Testimonials

Island Real Estate is outstanding to work with - from Marianne who we've known for about 8 years and wouldn't work...

-Peggy