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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Playa Casanas South-3222 Gulf $1,000.00 - $1,840.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:No
    BBQ/Grill: Yes
    SQFT Under A/C: Approx. 610
    Turn Day: Saturday
    • 2Bedrooms:
    • 1.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    “Playa Casanas South” 3222 unit A on Gulf Boulevard in Holmes Beach. Direct Gulf front duplex. Sleeps (4-6) guests with (2) bedroom and (1) bathroom: 1 queen bed, twin bed with trundle, and queen sleeper sofa. Wireless internet, flat screen television, outdoor shower, screened beachfront lanai.

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Wine Down 2907 Ave F $4,999.00 - $14,000.00 per week

Special

Wine Down - 25% off now through January 2017

09/15/2016 to 02/24/2017
Save 25%

Stay at Wine Down along the Gulf of Mexico at 25% off when arriving anytime now through January 2017!  Want to stay for a whole month? Ask us about our Snowbird Monthly Discount!

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 including the weeks of Easter, 4th of July, Thanksgiving and most major holidays.

 

Wine Down - Stay during the week of February 25th for 50% off!

09/15/2016 to 02/25/2017
Save 50%

Rent Wine Down for the week of February 25th and get 50% off of your vacation! You can't beat this price anywhere else on the island when you're staying Gulf Front!

Ask us about our Snowbird Monthly Discount!

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 including the weeks of Easter, 4th of July, Thanksgiving and most major holidays.

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, heated & spa
    BBQ/Grill: Yes
    SQFT Under A/C: 2,300
    Turn Day: Any
    • 4Bedrooms:
    • 4.5Bath:
    • 10Sleeps:
    • Guest Rating:
    • Property Rating: Platinum
  • Description:

    Stunning luxury direct gulf front vacation rental, “Wine Down” located at 2907 Avenue F in Holmes Beach. Sleeps (10) guests with (4) Bedroom (4.5) bathroom: 3 king beds, 1 queen bed, 1 queen sleeper sofa. Gorgeous balcony views of the gulf, heated pool/spa, bbq grill, wireless internet, flat screen tv’s, washer/dryer, dishwasher.

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Serenity Now - 6820 Gulf Dr $1,085.00 - $1,890.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Condo, heated
    SQFT Under A/C: 1,280
    Turn Day: Any
    • 2Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    "beachy", and quaint Gulf front condominium. (2) Bedroom, (2) Bath, accommodates up to (6) guests: 1 King, 2 Twins, 1 Sleeper. Heated community pool, gulf views, free wireless internet, sorry no pets please.

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HaciendadelMar 765 NoShore Dr $3,500.00 - $8,200.00 per week

  • City: Anna Maria
    Pets Allowed: No
    Pool:No
    BBQ/Grill: Yes
    SQFT Under A/C: 2,119
    Turn Day: Any
    • 4Bedrooms:
    • 3.0Bath:
    • 8Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Direct beach front bungalow “Hacienda Del Mar” 765 North Shore Boulevard in the city of Anna Maria. (Sleeps 8) with (4) bedrooms and (3) bathrooms: 2 king beds, 1 queen bed, 1 twin bed with trundle. Dishwasher, washer/dryer, outdoor shower, propane BBQ grill, flat screen television, wireless internet, 5 parking spaces.

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Nautilus 105 - 7100 Gulf Drive $602.00 - $1,652.00 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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Bradenton Beach Club Unit B $1,260.00 - $2,625.00 per week

  • City: Bradenton Beach
    Pets Allowed: No
    Pool:Yes, Heated
    SQFT Under A/C: Approx 942 sqft
    Turn Day: Saturday
    • 2Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Luxurious DIRECT gulf front Mediterranean-style condominium for a delightful island escape. (2) Bedrooms, (2) Bath, accommodates up to (6) people: 1 King, 2 Twins, 1 Queen Sleeper. Shared heated pool, free wireless, sorry no pets, gulf front location. 

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Hidden Cove Unit 6 $1,295.00 - $3,059.00 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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L'Plage 6420 Gulf Dr Unit 3 $2,500.00 - $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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Coquina Beach Club 205 $2,002.00 - $3,150.00 per week

  • City: Bradenton Beach
    Pets Allowed: No
    Pool:Yes, Comm heated
    SQFT Under A/C: 1,100
    Turn Day: Any
    • 2Bedrooms:
    • 2.0Bath:
    • 4Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Sunsets, shimmering gulf waters, and sand between your toes are all waiting for you at this fabulous and recently renovated vacation condo in Bradenton Beach.  (2) Bedroom, (2) Bathroom, accommodates up to (4) people: 1 King, 2 Twin. Heated pool, free wireless, sorry no pets allowed, gulf front location.

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Hidden Cove Unit 3 $1,295.00 - $3,059.00 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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Office Locations{ Island Real Estate } 6101 Marina Drive, Holmes Beach, FL 34217 | 419 Pine Ave., Anna Maria, FL 34216