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Any Day Arrival

Any Day Arrival

Arrive on your schedule with these Anna Maria Island vacation rental properties.

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Blue Wave Villas-207E 75th St $950.00 - $1,650.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, elec&solar
    BBQ/Grill: Yes
    SQFT Under A/C: 856 under A/C
    Turn Day: Any
    • 2Bedrooms:
    • 1.0Bath:
    • 4Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Cozy, comfortable, but above all classy vacation duplex. (2) Bedrooms, (1) Bath, accommodates up to (4) people: 1 King, 2 Twin. Private heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach.

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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
    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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Gulf Place 14 6700 Gulf Dr $1,347.00 - $2,500.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Comm, heated
    BBQ/Grill: Yes
    SQFT Under A/C: 1,513
    Turn Day: Any
    • 3Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Calming direct beach front condo “Gulf Place” unit 14 at 6700 Gulf Drive in Holmes Beach. Accommodates (6) guests with (3) Bedroom and (2) Bathrooms: 1 King bed, 1 Queen bed, 2 Twin beds. Heated community pool and tennis court. Screened lanai with grill. Short walk to free trolley stop, shopping and dining. Assigned parking, premium linens, washer/dryer, dish washer. 

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Wine Down 2907 Ave F $997.00 - $13,000.00 per week

  • 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:
    • 8Sleeps:
    • Guest Rating:
    • Property Rating: Platinum
  • Description:

    Stunning luxury direct gulf front vacation rental, “Wine Down” located at 2907 Avenue F in Holmes Beach. Sleeps (8) 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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Palm Isle 3208 $850.00 - $1,450.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, Heated
    BBQ/Grill: Yes
    SQFT Under A/C: Approx 782 sqft
    Turn Day: Any
    • 2Bedrooms:
    • 1.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Captivating and cute cottage-style ground level condos perfect for your relaxing island getaway. (2) Bedroom, (1) Bathroom, accommodates up to (6) people: 1 King, 1 Queen, 1 Sleeper sofa. Heated pool, free wireless, sorry no pets allowed, across the road from the beach access.

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Water's Edge 209 North $1,250.00 - $2,100.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, heated
    SQFT Under A/C: 1,200
    Turn Day: Any
    • 2Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Bronze
  • Description:

    If you're looking for a charming vacation rental to spend your next visit to Anna Maria Island, you might just be looking for something in the Water's Edge condominium complex. You'll be right in the heart of Holmes Beach! (2) Bedroom, (2) Bath, accomodates to (6) people: 1 King, 2 Twin, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed, gulf front location. 

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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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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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Cayman Bay 505 Magnolia $2,200.00 - $5,250.00 per week

  • City: Anna Maria
    Pets Allowed: No
    Pool:Yes, heated & spa
    BBQ/Grill: Yes
    SQFT Under A/C: 5,400
    Turn Day: Any
    • 4Bedrooms:
    • 4.0Bath:
    • 8Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Canal front Anna Maria vacation rental “Cayman Bay” 505 Magnolia Avenue. (4) bedroom, (4) bath, Sleeps (8): 2 king beds, 1 queen bed and 2 twin beds. Boat dock with 10,000 pound boat lift. One block to bay beaches. Heated pool/spa, elevator, washer/dryer, dishwasher, wine chiller. 5 parking spaces. Near Pine Avenue.

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Starfish 6804 B Marina Dr $1,500.00 - $2,600.00 per week

  • 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” 6804 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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Office Locations{ Island Real Estate } 6101 Marina Drive, Holmes Beach, FL 34217 | 419 Pine Ave., Anna Maria, FL 34216