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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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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Anna Maria Island Club Unit27S $1,400.00 - $2,500.00 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: Silver
  • Description:

    Stylish direct beach front vacation rental condominium “Anna Maria Island Club 27” located at 2600 Gulf Drive in Bradenton Beach. (2) bedroom (2) bathroom, sleeps (4): 1 king bed and 2 twin beds. Premium linens, wireless internet, washer/dryer, dishwasher, parking for one vehicle. Walk to free trolley stop, dining and shopping. Community heated pool and spa. Open balcony with gulf beach views.

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Sea la vie - 101 31st St $1,250.00 - $2,100.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:No
    BBQ/Grill: Yes
    SQFT Under A/C: Approx 600 sqft
    Turn Day: Saturday
    • 2Bedrooms:
    • 1.0Bath:
    • 5Sleeps:
    • Guest Rating:
    • Property Rating: Silver
  • Description:

    Ideal for small families and honeymooners, this cozy little cottage is private and perfectly located directly on the Gulf of Mexico. (2) Bedroom, (1) Bathroom, accommodates up to (5) people: 1 Queen, and 2 Twins. Free wireless, sorry no pets allowed, gulf front location.

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Sunset Beach Unit 106 $1,250.00 - $2,170.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, Heated
    SQFT Under A/C: Approx 1155 sqft
    Turn Day: Any
    • 2Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Silver
  • Description:

    DIRECT GULF FRONT condo! Sundrenched days and sweet dreams are waiting for you at the Sunset Beach condominium complex right on the world famous, white sands of Anna Maria Island. (2) Bedrooms, (2) Bath, accommodates up to (6) people: 1 King, 2 Twins, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed, gulf front location.

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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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Vista Grande 3 Penthouse $4,893.00 - $5,943.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, heated
    BBQ/Grill: Yes
    SQFT Under A/C: 2600
    Turn Day: Any
    • 3Bedrooms:
    • 3.0Bath:
    • 6Sleeps:
    • Guest Rating:
      No Guest Rating Available
    • Property Rating: Platinum
  • Description:

    By far the BEST direct view of the Gulf you will find on Anna Maria Island. Exclusive PENTHOUSE with floor to ceiling windows across 40’ with sweeping views of the Gulf of Mexico from the kitchen, dining and living rooms. Relax on the wrap around balcony while enjoying the sea breezes and stunning sunsets.

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Hidden Cove Unit 3 $1,400.00 - $2,950.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, No Heat
    SQFT Under A/C: Approx 1456 sqft
    Turn Day: Saturday
    • 2Bedrooms:
    • 2.5Bath:
    • 4Sleeps:
    • Guest Rating:
    • Property Rating: Silver
  • Description:

    Breath-taking panoramic views of the sparkling Gulf of Mexico and sugar sand beaches.  (2) Bedrooms, (2.5) Bathroom, accommodates up to (4) people: 1 King, 2 Twins. Community pool, free wireless, sorry no pets, gulf front location.

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Anna Maria Island Club Unit14S $1,400.00 - $2,500.00 per week

  • City: Bradenton Beach
    Pets Allowed: No
    Pool:Yes - Heated w/Spa
    SQFT Under A/C: 1195
    Turn Day: Any
    • 2Bedrooms:
    • 2.0Bath:
    • 4Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Immaculate and chic direct gulf front seasonal rental. (2) Bedroom, (2) Bath, accommodates up to (4) people: 1 King, 1 Queen, 1 Twin. Shared heated pool and spa, free wireless internet, elevator, sorry no pets.

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