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  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, heated
    BBQ/Grill: Yes
    Remote Entry: No
    SQFT Under A/C: 1,800
    Turn Day: Saturday
    • 3Bedrooms:
    • 3.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Platinum
Description:

Vacation in style and comfort in this nautical cottage with in-pool tiki bar and umbrella. (3) Bedroom, (3) Bathroom, accommodates up to (6) people: 2 King, 1 Queen, 1 Sleeper Sofa. Private heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach.

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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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  • City: Anna Maria
    Pets Allowed: Yes dogs under 25lbs
    Pool:Yes, heated
    BBQ/Grill: Yes
    Remote Entry: No
    SQFT Under A/C: 1,130
    Turn Day: Saturday
    • 2Bedrooms:
    • 2.0Bath:
    • 4Sleeps:
    • Guest Rating:
    • Property Rating: Silver
Description:

With a breezy wooden patio outside, a cozy brick fireplace inside, and Florida gulf coast style throughout, you'll never want to spend a holiday on Anna Maria Island anywhere else. (2) Bedrooms, (2) Bathroom, accommodates up to (4) people: 1 King, 1 Queen, 1 Double Sleeper sofa.  Private heated pool, free wireless, pets are welcome (dogs only, up to 25lbs) with fee.

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  • City: Holmes Beach
    Pets Allowed: No
    Pool:No
    BBQ/Grill: Yes
    Remote Entry: No
    SQFT Under A/C: Approx 1422 Sqft
    Turn Day: Any
    • 2Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Bronze
Description:

Modern, custom built seasonal vacation home with sensational sunset views from a large, elevated deck. (2) Bedroom, (2) Bath, accommodates up to (6) people: 1 King, 1 Queen, 2 Twins, 1 Queen Sleeper Sofa. Free wireless, sorry no pets allowed, seashell throw from the beach access.

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619 Rose - Dream Maker $2,500.00 - $3,200.00 per week

  • City: Anna Maria
    Pets Allowed: No
    Pool:Yes, Heated salt
    BBQ/Grill: Yes
    Remote Entry: No
    SQFT Under A/C: Approx 2100 sqft
    Turn Day: Saturday
    • 3Bedrooms:
    • 3.5Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Platinum
Description:

Everything about this Bean Point area home is special, from the unique architecture and design, the one of a kind "egg lights" over the dining table, porcelain tile floors, chef's kitchen, vaulted ceilings with elegant overhead palm fans and a very unique floor plan offer the perfect balance between privacy and comfort. (3) Bedroom, (3) Bath, accommodates up to (6) people: 2 Queens and 2 Twins. Free wireless internet, private heated pool, sorry no pets allowed, less than two blocks to the beach.

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Special

A Pirate's Cove - 20% off when staying in May 2017

Special Eligible When Booking From 04/28/2017 to 05/31/2017
Save 20%

Book your end of spring stay at A Pirate's Cove on Anna Maria Island, Florida, and get 20% off of your rental fee!

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: Bradenton Beach
    Pets Allowed: No
    Pool:Yes, heated
    BBQ/Grill: Yes
    Remote Entry: No
    SQFT Under A/C: 956
    Turn Day: Any
    • 2Bedrooms:
    • 1.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Gold
Description:

Adorable vintage Bradenton Beach Cottage “A Pirate’s Cove” located at 2109 Avenue C. Sleeps (6) guests with (2) bedroom and (1) bathroom: 1 king, 1 double, twin bunk bed. Heated private pool. One block from gulf beaches. Two driveway parking spaces, wireless internet, washer/dryer.

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  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, heated & spa
    BBQ/Grill: Yes
    Remote Entry: Yes
    SQFT Under A/C: 2,000
    Turn Day: Saturday
    • 4Bedrooms:
    • 3.5Bath:
    • 8Sleeps:
    • Guest Rating:
    • Property Rating: Platinum
Description:

Visit AMI Beach Home, a marvelous custom-built ground floor vacation rental home just a few steps from the powder soft beaches of the Gulf of Mexico. 4 spacious Bedrooms, 3.5 Bathrooms, accommodates up to 8 people, 3 King beds, 2 Twin beds, 1 Queen sleeper sofa in living room.

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  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, heated & spa
    BBQ/Grill: Yes
    Remote Entry: No
    SQFT Under A/C: 2,000
    Turn Day: Any
    • 3Bedrooms:
    • 3.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Gold
Description:

In certain parts of the world, the Mediterranean is a byword for family vacations in the sun, relaxing, and taking a break from the stresses and strains of modern life. (3) Bedroom, (3) Bath, accommodates up to (6): 2 Kings, 2 Twins, 1 Queen Sleeper. Heated pool and spa, free wireless internet, sorry no pets, less than two blocks to the beach.

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  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, Heated
    BBQ/Grill: Yes
    Remote Entry: Yes
    SQFT Under A/C: Approx 2600 sqft
    Turn Day: Saturday
    • 4Bedrooms:
    • 3.5Bath:
    • 8Sleeps:
    • Guest Rating:
    • Property Rating: Gold
Description:

Colorful Holmes Beach vacation rental “East Wind” located at 303 B 61st Street. Sleeps (8) guests with (4) bedrooms and (3.5) bathrooms: 2 king bed, 1 queen, 1 twin/double bunk, 2 twin bunks. Heated pool, walk to beach. Washer/Dryer, dishwasher, 3-4 parking spaces, wireless television, elevator.

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  • City: Anna Maria
    Pets Allowed: Yes
    Pool:No
    BBQ/Grill: Yes
    Remote Entry: No
    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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Office Locations{ Island Real Estate } 6101 Marina Drive, Holmes Beach, FL 34217 | 419 Pine Ave., Anna Maria, FL 34216