Search Results

Map All Results

La Casa O'Bar $1,849.00 - $3,920.00 per week

  • Quick Facts:
    City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, Heated w/Spa
    • 3Bedrooms:
    • 2.5Bath:
    • 6Sleeps:
    • Property Rating:
  • Description:

    Some of the most popular vacation rentals on Anna Maria Island can be found at La Casa Costeria. And the reason is blissfully simple – because they’re the crème de la crème. (3) Bedroom, (2.5) Bathroom, accommodates up to (6) people: 1 King, 2 Queen, 2 Twin. Heated pool with spa, free wireless, sorry no pets allowed, gulf front location.

    Read More

Palm Isle 3209 $1,000.00 - $1,813.00 per week

  • Quick Facts:
    City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, Heated
    • 2Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Property Rating:
  • Description:

    Captivating and cute cottage-style ground level condos perfect for your relaxing island getaway. (2) Bedroom, (2) Bathroom, accommodates up to (6) people: 2 Kings, 1 Sleeper sofa, 1 Air Mattress. Heated pool, free wireless, sorry no pets allowed, across the road from the beach access.

    Read More

Anna Maria Island Club Unit 27 $1,295.00 - $2,373.00 per week

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

    Anna Maria Island Club is one of Anna Maria's Islands finest Gulf front vacation rental properties. The view from this Anna Maria Island Gulf front vacation rental condo

    Read More

North Beach Village Unit 27 $780.00 - $1,750.00 per week

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

    Refresh, renew, and relax among lush landscaping for privacy at this vacation condo. (3) Bedroom, (2.5) Bath, accommodates (8) people: 2 Queens, 2 Twins, 1 Queen Sleeper Sofa.  Community heated pool, free wireless internet, sorry no pets, less than two blocks to the beach access.

    Read More

Star Fish Cottage-209 Palm Ave $873.00 - $2,160.00 per week

  • Quick Facts:
    City: Anna Maria
    Pets Allowed: No
    Pool:No
    • 2Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Property Rating:
  • Description:

    When a starfish wants to get away, it's more than happy to just detach an arm and take time to recuperate. Check out our Star Fish Cottage. (2) Bedroom, (2) Bath, accommodates up to (6) people: 2 Queens, 2 Twins. Great backyard for grilling out, free wireless internet, less than two blocks to the beach.

    Read More

Plum Cottage 324 64th St $880.00 - $2,185.00 per week

  • Quick Facts:
    City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, Heated
    • 3Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Property Rating:
  • Description:

    Enjoy plenty of island flavors as you’ll be close to some of our favorite local dining, shopping, and water activities while staying at this quaint vacation cottage. (3) Bedroom, (2) Bathroom, accommodates 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.

    Read More

Water's Edge 106 North $900.00 - $1,820.00 per week

  • Quick Facts:
    City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, Heated
    • 2Bedrooms:
    • 1.5Bath:
    • 6Sleeps:
    • Property Rating:
  • Description:

    There are seven miles of pristine, powder soft sands on Anna Maria Island and you can spend a week on them with a holiday to Water's Edge Condominiums. (2) Bedroom, (1.5) Bathroom, accomodates up to (6) people: 1 Queen, 2 Twin, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed, gulf front location.

    Read More

Sun Plaza West 204-5608 Gulf $896.00 - $1,575.00 per week

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

    Relaxing beach front condo style second floor vacation rental home “Sun Plaza West” accommodates up to (4) people with (2) bedrooms (2) Bathroom: 1 King bed and 2 adorable Murphy twin beds. Heated community pool and tennis court! Master bedroom screened balcony, elevator, dish washer, washer/dryer, premium linen service, covered parking for one vehicle, wireless internet. 

    Read More

Heron-Dolphin 706 Rose $2,200.00 - $3,450.00 per week

  • Quick Facts:
    City: Anna Maria
    Pets Allowed: Yes<25lb dogs
    Pool:Yes,heated w/spa
    • 4Bedrooms:
    • 2.0Bath:
    • 8Sleeps:
    • Property Rating:
  • Description:

    Perfect family gathering awaits you at this recently remodeled duplex in Anna Maria. (4) Bedrooms, (2) Bath, accommodates (8) people: 2 Queens, 2 Twins, 2 Queen Sleeper Sofas. Heated pool and spa, pets are welcome with a fee, free wireless internet, less than two blocks to the beach.

    Read More

Harmony House-779 Jacaranda Rd $1,085.00 - $2,380.00 per week

  • Quick Facts:
    City: Anna Maria
    Pets Allowed: No
    Pool:Yes, Heated
    • 3Bedrooms:
    • 2.0Bath:
    • 8Sleeps:
    • Property Rating:
  • Description:

    Blissfulness and relaxation will surround your vacation days in this private cottage in historic Anna Maria.  (3) Bedrooms, (2) Bathroom, accommodates up to (8) people: 1 King, 1 Full, 2 Twins, 1 Full Sleeper Sofa. Private heated pool (small), free wireless, sorry no pets, less than two blocks to the beach.

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

Guest Testimonials

Island Real Estate has it "all going on!". Well organized and great communication from the first inquiry and throughout our...

-Pam & Pete

Owner Testimonials

My wife and I have used Island Real Estate as our property managers since we purchased our second home at 744 North Shore...

-John