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Casa Morado-147 50th St $1,575.00 - $3,395.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes, dogs under 25lb
    Pool:Yes, heated & spa
    BBQ/Grill: Yes
    Remote Entry: Yes
    SQFT Under A/C: 2,040
    Turn Day: Any
    • 4Bedrooms:
    • 3.5Bath:
    • 8Sleeps:
    • Guest Rating:
    • Property Rating: Gold
Description:

This gorgeous multi-level home is truly a tropical paradise. (4) Bedroom, (3.5) Bath, accommodates (8) people: 2 King, 2 Queen, with 1 Double and Twin. Private heated pool,spa, free wireless internet, less than two blocks to the beach with no main streets to cross.

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Starfish Beach Unit 3 $950.00 - $1,650.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Community heated
    BBQ/Grill: Yes
    Remote Entry: No
    SQFT Under A/C: 600
    Turn Day: Any
    • 2Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Gold
Description:

Star Fish Beach 3 - Anna Maria Island's premier upscale development offers this vacation rental condo for the discriminating vacationer only. Starfish Beach are one of Anna Maria Island's most coveted condominium complexes. From the moment you arrive, you’ll feel like this vacation cottage is an oasis all your own. (2) Bedroom, (2) Bathroom, accomodates up to (6) people: 2 Queen plus queen sleeper sofa. Heated pool, pet friendly (with deposit).

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La Casa O'Bar $1,960.00 - $4,000.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, Heated w/Spa
    BBQ/Grill: Yes
    Remote Entry: No
    SQFT Under A/C: Approx 2012 sqft
    Turn Day: Saturday
    • 3Bedrooms:
    • 2.5Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Platinum
Description:

Stunning gulf front vacation rental “La Casa O’Bar” 7308 Gulf Drive Holmes Beach. (3) Bedroom (2.5) Bathroom rooms up to (6): 1 king bed, 2 queen bed, 2 twin bed. Gorgeous views from open balcony. Heated community pool, spa and BBQ grills. Washer/dryer, dishwasher, wireless internet, wet bar, 2 parking spaces, elevator, premium linen service. Jacuzzi tub master suite. 

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202 78th Street $850.00 - $1,450.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes - 25 lbs or less
    Pool:No
    BBQ/Grill: Yes
    Remote Entry: No
    SQFT Under A/C: Approx 1222 sqft
    Turn Day: Any
    • 2Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Gold
Description:

Custom, spacious and bright elevated vacation home. (2) Bedrooms plus loft, (2) Bath, accommodates up to (6) people: 1 King, 1 Queen, 2 Twin, 1 Futon. Free wireless internet, pet friendly (25lbs or less) with fee, no pool but you’re less than two blocks from the beach.

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Beachy Blue-129 52nd ST $2,000.00 - $4,500.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, heated and spa
    BBQ/Grill: Yes
    Remote Entry: No
    SQFT Under A/C: 2,400
    Turn Day: Any
    • 4Bedrooms:
    • 4.0Bath:
    • 8Sleeps:
    • Guest Rating:
    • Property Rating: Platinum
Description:

Luxurious “Beachy Blue” 129 52nd St Holmes Beach. (3) Bedrooms, (3) Bath, accommodates up to (8) guests: 1 King, 2 Queens, 1 Full, and 2 Twins. Short walk to gulf beaches, restaurants, shopping and free trolley stop. Premium linen service, wireless internet, private heated pool and spa, washer, dryer, dishwasher, 2 car garage and driveway parking.

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Fountainhead 5 $800.00 - $1,300.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes
    Pool:Yes, Heated
    BBQ/Grill: Yes
    Remote Entry: No
    SQFT Under A/C: Approx 900 sq ft
    Turn Day: Any
    • 2Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Silver
Description:

Coastal, clean and bright centrally located seasonal vacation condo. (2) Bedroom, (2) Bath, accommodates (6) people: 1 Queen, 2 Twins, 1 Sleeper sofa. Shared heated pool, free wireless internet, pets are welcome with fee, less than two blocks to the beach.

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Captains House-208 Haverkos $1,350.00 - $2,250.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, Heated
    BBQ/Grill: Yes
    Remote Entry: No
    SQFT Under A/C: 2,181
    Turn Day: Any
    • 3Bedrooms:
    • 2.5Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Bronze
Description:

Vibrant, colorful and delightful seasonal rental. (3) Bedroom, (2.5) Bath, accommodates (6) people: 2 Queens, 2 Twins, Queen Sleeper sofa. Private heated pool, free wireless internet, sorry no pets, not far from the beach access.

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Fish House-231 Oak Ave $1,750.00 - $3,087.00 per week

  • City: Anna Maria
    Pets Allowed: Yes, dogs under 50lb
    Pool:Yes, heated & spa
    BBQ/Grill: Yes
    Remote Entry: No
    SQFT Under A/C: 2,033
    Turn Day: Any
    • 3Bedrooms:
    • 3.0Bath:
    • 8Sleeps:
    • Guest Rating:
    • Property Rating: Gold
Description:

Adorable rustic vacation rental “Fish House” located at 231 Oak Avenue in the city of Anna Maria. Rooms (8) guests in (3) bedrooms (3) bathrooms: 1 King bed, 1 Queen bed, 4 Twins in bunk room. Canal front with boat access and 10,000 pound boat lift. Short walk to gulf beaches, free trolley stops, dining and shopping. Dogs under 50 pounds welcome. Heated pool and spa. Premium linens, Gas stove, dishwasher, washer/dryer. 

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Katie's Beach Bungalow $1,050.00 - $1,850.00 per week

  • City: Bradenton Beach
    Pets Allowed: Yes
    Pool:Yes, heat $150
    BBQ/Grill: Yes
    Remote Entry: No
    SQFT Under A/C: Approx 1668 Sqft
    Turn Day: Any
    • 2Bedrooms:
    • 2.0Bath:
    • 5Sleeps:
    • Guest Rating:
    • Property Rating: Bronze
Description:

Elevated, Old Florida style vacation house right across from the Gulf of Mexico. (2) Bedrooms, (2) Bath, accommodates up to (5) people: 1 King, 1 Queen, 1 Day bed. Free wireless, pets welcome (with deposit), less than two blocks to the beach.

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Bella Vida 312B 61st St $1,350.00 - $2,250.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, heated
    BBQ/Grill: Yes
    Remote Entry: No
    SQFT Under A/C: 1,750
    Turn Day: Any
    • 3Bedrooms:
    • 2.5Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Gold
Description:

Captivating island home, updated to perfection. (3) Bedroom, (2.5) Bath, accommodates up to (6) people: 1 King, 1 Queen, 2 Twins, 1 Queen Sleeper sofa. Private heated pool, free wireless internet, close to the beach, outdoor shower, washer/dryer, dishwasher, premium linens. 2 Car garage plus driveway parking.

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Guest Testimonials

"I plan on coming to Anna Maria for many years to come. I will be using Island Real Estate from now on. Thanks for, yet...

-Sarah V View Property

Owner Testimonials

Island Real Estate is outstanding to work with - from Marianne who we've known for about 8 years and wouldn't work...

-Peggy