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As the vacation rentals leader on Anna Maria Island we strive for excellence in all aspects of your vacation. Enjoy premium linens professionally cleaned off-site with ozone technology.

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Starfish 6802 Marina Dr $1,500.00 - $2,570.00 per week

Special

Stay Longer, Pay Less - Get 4 weeks for the price of 3 in January 2017!

12/31/2016 to 01/07/2017
Save 25%

Stay longer, pay less! Book 4 weeks for the price of 3 when staying at this property in January 2017! Only want to stay for 3 weeks? Give us a call at 877-778-6066 to get the same discount!

Only valid on new reservations, doesn’t stack with other discounts, select vacation homes may be exempt, subject to manager approval.

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, heated
    BBQ/Grill: Yes
    SQFT Under A/C: 2,425
    Turn Day: Any
    • 3Bedrooms:
    • 3.5Bath:
    • 6Sleeps:
    • Guest Rating:
      No Guest Rating Available
    • Property Rating: Gold
  • Description:

    “Starfish” 6802 Marina Drive in Holmes Beach. (3) Bedroom (3.5) Baths (Sleeps 6): 1 king and 2 queen beds. Heated pool with waterfall and backyard tiki. Washer/Dryer, dishwasher, wireless internet premium linens. Elevator. Wet bar in master suite. Parking for three vehicles.

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Blue Bayou 229 Chilson Ave $1,680.00 - $2,625.00 per week

  • City: Anna Maria
    Pets Allowed: No
    Pool:Yes, heated w/spa
    BBQ/Grill: Yes
    SQFT Under A/C: 1,550
    Turn Day: Any
    • 3Bedrooms:
    • 3.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Platinum
  • Description:

    New Ground level rental "Blue Bayou" 229 Chilson Avenue in Anna Maria. (3) Bedroom (3) Bathroom (Sleeps 6): 1 king bed, 1 queen and 2 twins. Canal front with 16 foot dock. Walk to the beach and free trolley stops. Washer/dryer, dishwasher, wireless internet. Heated pool and spa. Outdoor propane grill. Park 3 vehicles. 

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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:
    • 12Sleeps:
    • 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 (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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Mangrove Cottage-105 Mangrove $1,050.00 - $1,925.00 per week

  • City: Anna Maria
    Pets Allowed: Yes
    Pool:Yes, Heated,Chlorine
    BBQ/Grill: Yes
    SQFT Under A/C: Approx 1404 sqft
    Turn Day: Saturday
    • 2Bedrooms:
    • 2.0Bath:
    • 5Sleeps:
    • Guest Rating:
    • Property Rating: Silver
  • Description:

    Charming and quaint "old Florida" style vacation cottage. (2) Bedrooms, (2) Bath, accommodates up to (5) people: 1 King, 2 Twin, 1 Trundle. Private heated pool, free wireless, pets welcome with fee, only a couple houses to the beach access.

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North Beach Village Unit 63 $819.00 - $1,450.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes<25lbs
    Pool:Yes, Community
    BBQ/Grill: Yes
    SQFT Under A/C: 1,224
    Turn Day: Any
    • 2Bedrooms:
    • 2.5Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Silver
  • Description:

    Comfortable and stylish townhouse style vacation rental “North Beach Village” unit 63, 6250 Holmes Boulevard  in Holmes Beach. (2) Bedroom (2.5) Bathroom, Sleeps(6): 2 king beds and 1 queen sleeper sofa. Heated community pool, screen lanai, wireless internet, washer/dryer, dishwasher. Dogs up to 25 pounds welcome.

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North Beach Village Unit 67 $875.00 - $1,650.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes, under 25lbs
    Pool:Yes, Community
    SQFT Under A/C: 1,536
    Turn Day: Any
    • 3Bedrooms:
    • 2.5Bath:
    • 6Sleeps:
    • Guest Rating:
      No Guest Rating Available
    • Property Rating: Silver
  • Description:

    Casual spacious Holmes Beach vacation rental town home “North Beach Village” 6250 Holmes Boulevard unit 67. (3) Bedroom (2.5) Bathroom: 1 King bed 2 Queen beds. Screened lanai, premium linen service, community heated pool, wireless internet, washer/dryer, dish washer, two car garage. Two blocks from gulf beaches and free trolley stop. Lush landscaping, and dog friendly to pets under 25 pounds. 

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Sandy Pointe Unit 103 $700.00 - $1,300.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, heated
    SQFT Under A/C: 1,000
    Turn Day: Any
    • 2Bedrooms:
    • 2.0Bath:
    • 4Sleeps:
    • Guest Rating:
    • Property Rating: Silver
  • Description:

    Peaceful Holmes Beach vacation condominium Sandy Pointe II unit 103, 3607 East Bay Drive “Latitude Adjustment” (2) Bedroom, (2) bathroom: 1 king bed and 2 twin beds. Next to Nature preserve. Walk to gulf beaches, free trolley, shopping and dining. Community heated pool, wireless internet, washer/dryer, parking for 2 cars, premium linens.

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Casa Sierra - 205 A 36th ST $800.00 - $1,650.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes, dogs < 50lbs
    Pool:Yes, heated shared
    BBQ/Grill: Yes
    SQFT Under A/C: 750
    Turn Day: Any
    • 2Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Just a two minute walk to the beach! Casa Sierra 205 A 36th Street in Holmes Beach. Sleeps (6), (2) Bedroom (2) Bathroom: 1 king bed, 2 twin beds and queen sleeper sofa. Community heated pool. Walk to trolley, shopping, dining. Wireless internet, dishwasher, free community washer/dryer, 2 parking spaces, dogs up to 50 pounds welcome.

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Island Oasis - 111 81st St $2,000.00 - $7,250.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes,considers <25lb
    Pool:Yes heated and spa
    BBQ/Grill: Yes
    SQFT Under A/C: 3,000
    Turn Day: Saturday
    • 5Bedrooms:
    • 3.5Bath:
    • 12Sleeps:
    • Guest Rating:
    • Property Rating: Platinum
  • Description:

    Casual Holmes Beach vacation rental just a short walk to the beach. “Island Oasis” 111 81st Street. (5) bedroom (3.5) bath, Sleeps (12): 4 king bed, 2 twin sleeper sofas, 1 queen sleeper sofa. Washer/dryer, dishwasher, wireless internet, 5 parking spaces. Heated pool and spa gorgeous backyard, propane grill. Short walk to the beach.

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124 50th AMI Beach House $2,400.00 - $8,489.00 per week

Special

124 50th AMI Beach House - 10% off through 12/31/2016

10/04/2016 to 12/31/2016
Save 10%

Book a new reservation at 124 50th AMI Beach House arriving anytime now through the end of 2016 and get 10% off of your stay!

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.

124 50th AMI Beach House - 20% off for New Years Week

12/31/2016 to 01/07/2017
Save 20%

Spend New Years Week at 124 50th AMI Beach House and we'll take 20% 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: No
    Pool:Yes, heated & spa
    BBQ/Grill: Yes
    SQFT Under A/C: 3,000
    Turn Day: Saturday
    • 6Bedrooms:
    • 4.5Bath:
    • 14Sleeps:
    • Guest Rating:
    • Property Rating: Platinum
  • Description:

    Glamorous, luxury-style island getaway. (6) Bedrooms, (4.5) Bath, accommodates up to (14) people: 2 King, 2 Queen, 4 Twin, 1 Sleeper Sofa. Private heated pool with spa, outdoor kitchen & life-size chess game, free wireless internet, 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