Gulf Front Vacation Rentals

Enjoy unfettered access to the Gulf of Mexico and beautiful our sunsets at one of our direct Gulf Front properties on Anna Maria Island.

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5200 Gulf Dr Unit 401S $1,190.00 - $1,414.00 per week

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

    A magical sunset oasis. (2) Bedroom, (2) Bath, accommodates up to (4) people; 2 Kings, free wireless internet, community heated pool, DIRECT beach front condo.

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Nautilus 105 - 7100 Gulf Drive $850.00 - $1,450.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Community, heated
    SQFT Under A/C: 1,081
    Turn Day: Any
    • 2Bedrooms:
    • 2.0Bath:
    • 4Sleeps:
    • Guest Rating:
    • Property Rating: Bronze
  • Description:

    Cute and cozy gulf front vacation rental. (2) Bedroom, (2) Bath, accommodates (4) people: 1 King, 2 Twins. Community heated pool, free wireless internet, sorry no pets, gulf front complex.

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La Casa O'Bar $1,960.00 - $3,920.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, Heated w/Spa
    BBQ/Grill: Yes
    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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La Casa Wendt $2,200.00 - $4,165.00 per week

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

    Casually sophisticated “La Casa Wendt” located at 7312 Unit 6 in Holmes Beach. Rooms (6) in (3) bedroom,(2.5) bathroom: King, Queen, Two Twins.  Direct gulf front with great balcony view. Wireless internet, premium linens, covered parking, washer/dryer, dishwasher, community heated pool and spa. Walk to free trolley stops.

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La Casa Marie $2,000.00 - $4,200.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Community w/spa
    BBQ/Grill: Yes
    SQFT Under A/C: 2,068
    Turn Day: Any
    • 3Bedrooms:
    • 2.5Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Platinum
  • Description:

    Gorgeous gulf front vacation condominium “La Casa Marie” located at 7320 Gulf Drive in the La Casa Costiera complex. (3) Bedroom (2.5) bathroom accommodating (6) guests with 1 king bed and 1 queen bed, 2 twin beds. Heated community pool and spa with gas BBQ grill. Open balcony. Wireless internet, flat screens, wet bar, washer/dryer, dishwasher, 2 parking spots, premium linens. Walk to free trolley. 

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Dolphin Watch - 12108 Gulf Dr $1,400.00 - $2,950.00 per week

  • City: Anna Maria
    Pets Allowed: Yes
    Pool:No
    BBQ/Grill: Yes
    SQFT Under A/C: Approx. 868 Sqft
    Turn Day: Any
    • 2Bedrooms:
    • 1.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Absolutely adorable, charming, colorful and relaxing small island vacation home. (2) Bedrooms, (1) Bath, accommodates up to (6) people: 1 Queen, 2 Twin, 1 Sleeper Sofa. Free wireless, pet friendly with fee, gulf front location.

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Beach House Resort 4 $900.00 - $1,500.00 per week

  • City: Bradenton Beach
    Pets Allowed: Yes, small only
    Pool:No, Large Spa
    BBQ/Grill: Yes
    SQFT Under A/C: Approx 493 sqft
    Turn Day: Any
    • 1Bedrooms:
    • 1.0Bath:
    • 4Sleeps:
    • Guest Rating:
    • Property Rating: Silver
  • Description:

    Cute and cozy holiday rental with stunning views of the gulf. (1) Bedroom, (1) Bath, accommodates up to (4) people: 1 Queen, 1 Sleeper Sofa. Free wireless internet, heated spa, pet friendly (small only) with fee, DIRECT gulf front.

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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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L'Plage 6420 Gulf Dr Unit 3 $2,100.00 - $4,250.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, heated and spa
    SQFT Under A/C: 2,500
    Turn Day: Any
    • 3Bedrooms:
    • 3.0Bath:
    • 8Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Gorgeous Holmes Beach condo L’Plage 6432 Gulf Drive unit 3. (Sleeps 8) with (3) bedroom (3) bathroom: 1 king bed, 1 queen bed, 2 twins beds and queen sleeper sofa. Located on gulf front, heated pool/spa, open balcony with view. Walk to free trolley stop. Wireless internet, dishwasher, washer/dryer, 2 covered parking spaces.

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Anna Maria Island Club Unit21S $2,100.00 - $2,625.00 per week

  • City: Bradenton Beach
    Pets Allowed: No
    Pool:Yes - Heated w/Spa
    SQFT Under A/C: 1,049
    Turn Day: Any
    • 2Bedrooms:
    • 2.0Bath:
    • 4Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Spectacular direct gulf front condo with enviable location,on the beach with gorgeous views and breath-taking sunsets! (2) Bedroom, (2) Bath, accommodates up to (4) people: 2 Kings. Shared heated pool and spa, free wireless internet, elevator, sorry no pets.

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