Pirate Cove Cottages - Vacation Rentals in Anna Maria Beach

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From US $322

         

9.8 (306 Reviews)

Cottage

Charming cottage in quiet area, close to beach & bay.

• Air Conditioner
• Parking
• Pet Friendly

• Sarasota
• Anna Maria

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From US $811

         

|

10.0 (1 Review)

House

Buttonwood Cottage

• Parking
• Pet Friendly
• Security/Safety

• Sarasota
• Anna Maria

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From US $300

         

9.8 (47 Reviews)

Cottage

Tropical Landscaped Beach Cottage with Heated Jetted Pool

• Air Conditioner
• Pet Friendly
• Pool

• Sarasota
• Anna Maria

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From US $672

         

9.6 (125 Reviews)

Cottage

Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay

• Air Conditioner
• Parking
• TV

• Sarasota
• Anna Maria

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From US $604

         

|

10.0 (1 Review)

House

Covey Cottage

• Sports/Activities
• Fireplace/Heating
• Child Friendly

• Sarasota
• Anna Maria

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From US $384

         

|

New

Cottage

Serenity Cottage

• Air Conditioner
• Pool
• Balcony/Terrace

• Sarasota
• Anna Maria

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From US $381

         

10.0 (10 Reviews)

Cottage

Ground Floor Cottage with 2 Master Suites and Private Heated Pool - Close to Beach!

• Air Conditioner
• Parking
• Pet Friendly

• Sarasota
• Holmes Beach

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From US $491

         

|

9.5 (2 Reviews)

House

The Seashell Cottage

• Parking
• Pet Friendly
• View

• Sarasota
• Anna Maria

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From US $456

         

10.0 (16 Reviews)

Cottage

Holmes Beach Cottage Steps to the Beach with Heated Pool!

• Air Conditioner
• Parking
• Pet Friendly

• Sarasota
• Holmes Beach

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From US $411

         

10.0 (17 Reviews)

Cottage

Two Bedroom Cottage with Tropical Landscaping Surrounding Private Heated Pool!

• Air Conditioner
• Parking
• Pet Friendly

• Sarasota
• Holmes Beach

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From US $395

         

10.0 (13 Reviews)

Cottage

Ground Floor Two Bedroom Island Styled Home on Beautiful Anna Maria. Close to Beaches!

• Air Conditioner
• Parking
• Pet Friendly

• Sarasota
• Holmes Beach

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From US $411

         

10.0 (14 Reviews)

Cottage

Beautiful cottage just around the corner from the beach with Private Pool!

• Air Conditioner
• Parking
• Pet Friendly

• Sarasota
• Holmes Beach

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From US $395

         

10.0 (8 Reviews)

Cottage

Two Bedroom Ground Floor Island Home Sleeps 5 and Includes Heated Pool.

• Air Conditioner
• Parking
• Pet Friendly

• Sarasota
• Holmes Beach

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From US $381

         

10.0 (2 Reviews)

Cottage

Ground Floor home for 5, short walk to beach and private heated pool! Lovely open living area

• Air Conditioner
• Parking
• Pet Friendly

• Sarasota
• Holmes Beach

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From US $412

         

10.0 (2 Reviews)

Cottage

Recently Renovated Luxury Ground Floor Island Home Close to Beach!o Sleeps 4

• Air Conditioner
• Parking
• Pet Friendly

• Sarasota
• Holmes Beach

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From US $471

         

9.8 (49 Reviews)

Cottage

Starfish Cottage - One of 3 Cottages, with shared pool

• Air Conditioner
• Parking
• Pool

• Sarasota
• Anna Maria

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From US $281

         

9.6 (46 Reviews)

Cottage

Shell Cottage -With shared pool, 200 feet from the beach

• Air Conditioner
• Parking
• Pool

• Sarasota
• Anna Maria

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From US $512

         

10.0 (131 Reviews)

Cottage

Private Pool - Seaglass Cottage by SeaBreeze Vacation

• Air Conditioner
• Parking
• Pool

• Sarasota
• Anna Maria

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From US $618

         

10.0 (304 Reviews)

Cottage

Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!

• Air Conditioner
• Parking
• Pet Friendly

• Sarasota
• Anna Maria

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From US $182

         

10.0 (72 Reviews)

Cottage

Quiet Nights of Quiet Stars on Anna Maria Island

• Air Conditioner
• Parking
• TV

• Sarasota
• Holmes Beach

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From US $513

         

10.0 (50 Reviews)

Cottage

Welcome to Beach Basket – Your Seaside Retreat!"

• Air Conditioner
• Pet Friendly
• Pool

• Sarasota
• Anna Maria

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From US $402

         

10.0 (27 Reviews)

Cottage

Charming Ground Level Resort Style 3 units Condo of a TRIPLEX- unit A

• Air Conditioner
• Parking
• Pet Friendly

• Sarasota
• Holmes Beach

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From US $286

         

10.0 (23 Reviews)

Cottage

Seabreeze Cottage moments from the beach

• Air Conditioner
• Parking
• TV

• Sarasota
• Holmes Beach

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From US $358

         

10.0 (21 Reviews)

Cottage

Anna Maria Cottage with Golf Cart

• Air Conditioner
• Parking
• Pet Friendly

• Sarasota
• Holmes Beach

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