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Beach House on 5th Ave $1,575.00 - $2,625.00 per week

  • Quick Facts:
    City: Holmes Beach
    Pets Allowed: Yes, dogs under 25lb
    Pool:Yes, heated
    • 3Bedrooms:
    • 3.0Bath:
    • 8Sleeps:
    • Property Rating:
  • Description:

    In certain parts of the world, the Mediterranean is a byword for family vacations in the sun, relaxing, and taking a break from the stresses and strains of modern life. (3) Bedroom, (3) Bath, accommodates up to (8) people: 1 King, 1 Queen, 2 Twins, 1 Queen sleeper. Private heated pool, free wireless internet, sorry no pets, less than two blocks to the beach.

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Flip Flops Forever-201 73rd St $1,700.00 - $3,675.00 per week

  • Quick Facts:
    City: Holmes Beach
    Pets Allowed: Yes (no cats)
    Pool:Yes heated
    • 5Bedrooms:
    • 3.0Bath:
    • 12Sleeps:
    • Property Rating:
  • Description:

    Beautiful beachy escape makes for a peaceful and homely seasonal island rental. (5) Bedroom, (3) Bathroom, accommodates up to (12) 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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Anna Maria Island Club Unit 17 $1,260.00 - $2,478.00 per week

  • Quick Facts:
    City: Bradenton Beach
    Pets Allowed: No
    Pool:Yes, heated
    • 2Bedrooms:
    • 2.0Bath:
    • 4Sleeps:
    • Property Rating:
  • Description:

    Luxurious, light and bright tropically decorated  direct gulf front seasonal rental. (2) Bedroom, (2) Bath, accommodates up to (4) people: 1 King, 2 Twins. Shared heated pool and spa, free wireless internet, elevator, sorry no pets.

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Bermuda Bay Club 26 - 1437 $990.00 - $2,513.00 per week

  • Quick Facts:
    City: Bradenton Beach
    Pets Allowed: No
    Pool:Yes, community. Spa
    • 3Bedrooms:
    • 2.5Bath:
    • 6Sleeps:
    • Property Rating:
  • Description:

    Excellent beach getaway for your island sojourn. (3) Bedroom, (2.5) Bath, accommodates (6) people: 2 Queens, 2 Twins. Heated pool with spa, free wireless, sorry no pets allowed, less than one block from the beach.

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Casa Varadero-619 Gladstone $2,333.00 - $3,267.00 per week

  • Quick Facts:
    City: Holmes Beach
    Pets Allowed: No
    Pool:No, but large spa
    • 4Bedrooms:
    • 3.0Bath:
    • 8Sleeps:
    • Property Rating:
  • 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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Blue Heron Beach House $1,820.00 - $3,565.00 per week

  • Quick Facts:
    City: Anna Maria
    Pets Allowed: No-Ask Lynn for Sml
    Pool:Yes, Heated
    • 4Bedrooms:
    • 2.0Bath:
    • 10Sleeps:
    • Property Rating:
  • Description:

    Adorable and quaint old-Florida style seasonal vacation cottage. (4) Bedroom, (2) Bath, accommodates (10) people: 2 Kings, 2 Twins, 1 Bunk Bed, 2 Queen Sleeper Sofas. Private heated pool, free wireless, only 6-7 houses to the beach with no streets to cross.

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Tarpon Key-308 55th St $1,687.00 - $2,751.00 per week

  • Quick Facts:
    City: Holmes Beach
    Pets Allowed: No
    Pool:Yes,Heated & Spa
    • 3Bedrooms:
    • 2.5Bath:
    • 8Sleeps:
    • Property Rating:
  • Description:

    You'll never forget the peeks of the gulf and sunset vistas from your balcony at this Holmes Beach vacation rental. (3) Bedroom, (2.5) Bathroom, accomodates up to (8) people; 1 King,1 Queen, 2 Twin, Queen sleeper. Free wireless.

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Key Lime Cottage East-204 73rd $1,134.00 - $2,503.00 per week

  • Quick Facts:
    City: Holmes Beach
    Pets Allowed: Yes, under 50lbs
    Pool:Yes, heated
    • 3Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Property Rating:
  • 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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Tropical Paradise 205 68th ST $1,610.00 - $2,410.00 per week

  • Quick Facts:
    City: Holmes Beach
    Pets Allowed: Yes, under 25lbs
    Pool:Yes, caged heated
    • 3Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Property Rating:
  • 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 and spa, premium linen service, Pet friendly to dogs up to 25 pounds with a fenced in backyard. Short stroll to white sandy gulf beaches, fine dining restaurants, and two free trolley stops. Enjoy wireless internet and flat screen.

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Blue Lagoon 2 - Sand Dollar $910.00 - $1,925.00 per week

  • Quick Facts:
    City: Holmes Beach
    Pets Allowed: Yes
    Pool:Yes, Heated
    • 2Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Property Rating:
  • Description:

    Beautiful, bright and beachy holiday rental cottage. (2) Bedrooms, (2) Bathrooms, accommodates up to (6) people: 1 King, 1 Queen, 1 Sleeper Sofa. Shared heated large lagoon-style pool, free wireless, pets welcome with fee, 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

Guest Testimonials

Just a short note of thanks to you and your team for all your help and assistance during our 6 week stay on Anna Maria,...

-Mike View Property

Owner Testimonials

As you know, I was not originally signed up with Island Real Estate. After enduring a year of problems with my old property...

-Michael