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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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Gulf Shores Unit 205 $1,350.00 - $2,250.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:No
    SQFT Under A/C: Approx 1356 sqft
    Turn Day: Any
    • 3Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Silver
  • Description:

    The breath-taking panoramic Gulf views is what this vacation rental is all about. (3) Bedrooms, (2) Bath, accommodates up to (6) people: 2 King, 1 Queen. Free wireless, sorry no pets, DIRECT gulf front location.

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Sea Pirate Unit 2- 3303 Gulf $800.00 - $1,300.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, Heated
    SQFT Under A/C: Approx 700 sqft
    Turn Day: Any
    • 2Bedrooms:
    • 1.0Bath:
    • 4Sleeps:
    • Guest Rating:
    • Property Rating: Silver
  • Description:

    Tranquil ground level condo. (2) Bedroom, (1) Bathroom, accommodates up to (4) people: 1 Queen, 2 Twins. Shared heated pool, free wireless, sorry no pets allowed, across the street from the beach.

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Pineapple Cottage 407 Spring $1,750.00 - $4,000.00 per week

  • City: Anna Maria
    Pets Allowed: Dogs 25lbs
    Pool:Yes, heated & spa
    BBQ/Grill: Yes
    SQFT Under A/C: 1,500
    Turn Day: Any
    • 4Bedrooms:
    • 3.0Bath:
    • 8Sleeps:
    • Guest Rating:
      No Guest Rating Available
    • Property Rating: Platinum
  • Description:

    Experience the laid back luxury vacation you deserve when you stay at "Pineapple Cottage" located at 407 Spring Ave, Anna Maria, Florida. This lively Anna Maria Island ground level vacation rental is well-appointed with everything for the perfect tropical island getaway.

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Misty Beach-5802 Imperiore Ave $1,050.00 - $2,532.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes under 25lbs
    Pool:Yes, Heated
    BBQ/Grill: Yes
    SQFT Under A/C: Approx 1020 sqft
    Turn Day: Any
    • 2Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Bright and beachy island home for a peaceful island getaway. (2) Bedroom, (2) Bathroom, accommodates up to (6) people: 1 King, 1 Queen, 1 Full sleeper sofa. Private heated pool, free wireless, pet friendly (up to 25lbs) with fee, less than two blocks to the beach.  

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North Beach Village Unit 50 $950.00 - $1,650.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, Community
    BBQ/Grill: Yes
    SQFT Under A/C: 1536
    Turn Day: Any
    • 3Bedrooms:
    • 2.5Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Silver
  • Description:

    Spacious Holmes Beach vacation rental “North Beach Village 50” sleeping up to (6) guests in (3) bedroom (2.5) bathroom townhome: 1 king bed, 1 queen bed, 2 twin beds. Community heated pool, short walk to beach and free trolley stops. Dish washer, washer/dryer, wireless internet, premium linen service. Gorgeous balconies and screened lanai.   

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Honey Beach House 103 50th St $1,750.00 - $3,150.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes, dogs under 25lb
    Pool:No
    BBQ/Grill: Yes
    SQFT Under A/C: 2,718
    Turn Day: Any
    • 3Bedrooms:
    • 3.5Bath:
    • 7Sleeps:
    • Guest Rating:
      No Guest Rating Available
    • Property Rating: Gold
  • Description:

    Welcome to Honey Beach House located at 103 50th Street Holmes Beach on beautiful Anna Maria Island. A lot of time, love, and taste have gone into this Gulf front vacation home. (3) Bedroom, (3.5) Bathroom, accommodates up to (7) people: 2 King, 1 Double w/ twin over, 1 Trundle & double sleeper sofa. Dogs welcome under 25lbs.

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Salt Shack at 3705 Gulf Dr A $1,600.00 - $2,625.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes, dogs under 50lb
    Pool:Yes, heated
    BBQ/Grill: Yes
    SQFT Under A/C: 1,452
    Turn Day: Any
    • 3Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Adorable Holmes Beach vacation rental “Salt Shack” accommodates (6) guests in (3) bedroom (2) bathroom ground level duplex with 1 king bed, 1 queen bed, 2 twin beds and full roll-away. Within walking distance of gulf beaches, free trolley stop, dining, and shopping. Heated pool paradise. Propane grill, wireless internet, washer/dryer, dishwasher, premium linen service.  

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Sunfish - 102 55th St $1,300.00 - $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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Key Lime Cottages 202-204 73rd $2,401.00 - $4,368.00 per week

Special

Key Lime Cottages East & West - 25% off Easter Week

04/15/2017 to 04/15/2017
Save 25%

Relax at Key Lime Cottages East or West this Easter and get the gift of 25% off of your rental fee!

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.

  • City: Holmes Beach
    Pets Allowed: Yes, under 50lbs
    Pool:2 pools, heated
    SQFT Under A/C: 1,300 each unit
    Turn Day: Any
    • 6Bedrooms:
    • 4.0Bath:
    • 12Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Newly remodeled and vibrant island duplex perfect for large groups. (6) Bedroom, (4) Bath, accommodates (12) people: 4 Queens, 4 Times.  Two heated pools, free wireless internet, pets are welcome with pet fee, less than two blocks to the beach.

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Key Lime Cottage East-204 73rd $1,200.00 - $2,185.00 per week

Special

Key Lime Cottages East & West - 25% off Easter Week

04/15/2017 to 04/15/2017
Save 25%

Relax at Key Lime Cottages East or West this Easter and get the gift of 25% off of your rental fee!

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.

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