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Stay connected to friends and family, jump on Netflix or post your vacation photos to Facebook at these vacation rental homes.

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303A-303B 61st St-Gulf Winds $2,556.00 - $7,350.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes - two heated
    BBQ/Grill: Yes
    SQFT Under A/C: 2300 each = 4600appr
    Turn Day: Saturday
    • 8Bedrooms:
    • 7.0Bath:
    • 16Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Enjoy this set of elevated vacation homes with two private lagoon style perfect for large family getaways. (8) Bedroom, (7) Bath, accommodates up to (16) people: 3 King, 3 Queen, 5 Twins 1 Double & 2 Sleeper Sofas. Two private heated pools, free wireless internet, sorry no pets allowed, about two and a half blocks to the beach.

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306 B 56th St $1,350.00 - $2,185.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, Heated
    BBQ/Grill: Yes
    SQFT Under A/C: Approx. 2000
    Turn Day: Any
    • 3Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • 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, and 2 Twins. Private heated pool, free wireless internet, sorry no pets allowed, less than two blocks to the beach.

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La Casa Leann $1,715.00 - $3,675.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, Heated w/Spa
    BBQ/Grill: Yes
    SQFT Under A/C: Approx 2136 sqft
    Turn Day: Any
    • 3Bedrooms:
    • 2.5Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Platinum
  • Description:

    Gorgeous beach front condominium style vacation home “La Casa Leann” located at 7318 Gulf Drive in Holmes Beach. Sleeps (6) with (3) bedrooms and (2.5) bathrooms: 1 king bed, 1 queen bed and 2 twin beds. Elevator, washer/dryer, 2 covered parking spots, wireless internet, flat screen televisions, dish washer. Open balcony and community heated pool and spa.

     

     

     

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Sangria Sunrise 506 SoBay Blvd $1,400.00 - $2,266.00 per week

  • City: Anna Maria
    Pets Allowed: No
    Pool:No
    BBQ/Grill: Yes
    SQFT Under A/C: 1,300
    Turn Day: Any
    • 3Bedrooms:
    • 3.0Bath:
    • 7Sleeps:
    • Guest Rating:
    • Property Rating: Silver
  • Description:

    Coastal Bay Front Cottage. (3) Bedroom, (3) Bath, accommodates up to (7) people: 1 King, 1 Queen, 1 Twin and 1 Queen Sleeper.  DIRECT bay front, free wireless internet, sorry no pets please.

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Flip Flops Forever-201 73rd St $1,785.00 - $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:
    • 10Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Beautiful beachy escape “Flip Flops Forever 201 73rd Street in Holmes Beach (5) Bedroom, (3) Bathroom, accommodates up to (10) 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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Neolinda 305 64th B $1,500.00 - $3,040.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes,heated
    BBQ/Grill: Yes
    SQFT Under A/C: 1,610
    Turn Day: Any
    • 3Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Platinum
  • Description:

    Sophisticated vacation rental home “Neolinda” located at 305 64th St unit B in Holmes Beach. Two blocks from gulf beaches! (3) Bedroom (2)Bathroom Sleeps (6): 1 King bed, 1 Queen bed, twin bunk bed. Walking distance of free trolley stops, restaurants and shopping. Beautifully decorated, wireless internet, premium linen service, washer/dryer. Private lagoon swimming pool. 

     

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Cayman Bay 505 Magnolia $2,200.00 - $4,950.00 per week

  • City: Anna Maria
    Pets Allowed: No
    Pool:Yes, heated & spa
    BBQ/Grill: Yes
    SQFT Under A/C: 5,400
    Turn Day: Any
    • 4Bedrooms:
    • 4.0Bath:
    • 8Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Canal front Anna Maria vacation rental “Cayman Bay” 505 Magnolia Avenue. (4) bedroom, (4) bath, Sleeps (8): 2 king beds, 1 queen bed and 2 twin beds. Boat dock with 10,000 pound boat lift. One block to bay beaches. Heated pool/spa, elevator, washer/dryer, dishwasher, wine chiller. 5 parking spaces. Near Pine Avenue.

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Key Lime Cottage West-202 73rd $1,400.00 - $2,185.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes, under 50lbs
    Pool:Yes, heated
    SQFT Under A/C: 1,300
    Turn Day: Any
    • 3Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Coastal and vibrant private duplex for your relaxing seasonal getaway. (3) Bedroom, (2) Bath, accommodates up to (6) people: 2 Queens, 2 Twins.  Pets are welcome with fee, free wireless internet, private heated pool, less than two blocks to the beach.

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Heron Heaven-5613 Gulf $850.00 - $1,400.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:No
    BBQ/Grill: Yes
    SQFT Under A/C: Approx 1422 Sqft
    Turn Day: Any
    • 2Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Bronze
  • Description:

    Modern, custom built seasonal vacation home with sensational sunset views from a large, elevated deck. (2) Bedroom, (2) Bath, accommodates up to (6) people: 1 King, 1 Queen, 2 Twins, 1 Queen Sleeper Sofa. Free wireless, sorry no pets allowed, seashell throw from the beach access.

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SeaBreeze Sands-202 38th $1,475.00 - $3,175.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, Heated w/ Jets
    BBQ/Grill: Yes
    SQFT Under A/C: Approx 2500
    Turn Day: Any
    • 3Bedrooms:
    • 3.5Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    ** Enjoy 20% off a new reservation made within 14 days of arrival!  Ask for the "Last Minute Special"!!  **

    Seabreeze Sands offers over 2500 sq ft of Anna Maria Island style luxury - you'll never want to go back to hotel living again. (3) Bedroom, (3.5) Bathroom, accomodates up to (6) people: 1 King, 1 Queen, 2 Twins. Private heated pool, free wireless, sorry no pets allowed, 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