Big Pine Resort Cottages - Vacation Rentals in Anna Maria Beach

Charming cottage in quiet area, close to beach & bay. From US $374
         

9.8 (303 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Buttonwood Cottage From US $811
         

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10.0 (1 Review)
House
  • Parking
  • Pet Friendly
  • Security/Safety
Tropical Landscaped Beach Cottage with Heated Jetted Pool From US $300
         

9.8 (47 Reviews)
Cottage
  • Air Conditioner
  • Pet Friendly
  • Pool
The Seashell Cottage From US $491
         

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9.5 (2 Reviews)
House
  • Parking
  • Pet Friendly
  • View
Serenity Cottage From US $384
         

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New
Cottage
  • Air Conditioner
  • Pool
  • Balcony/Terrace
Sundance Cottage From US $1,113
         

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9.2 (8 Reviews)
House
  • Air Conditioner
  • Pool
  • View
Holmes Beach Cottage Steps to the Beach with Heated Pool! From US $473
         

10.0 (15 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Starfish Cottage - One of 3 Cottages, with shared pool From US $494
         

Shell Cottage -With shared pool, 200 feet from the beach From US $296
         

Private Pool - Seaglass Cottage by SeaBreeze Vacation From US $585
         

10.0 (129 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pool
Quiet Nights of Quiet Stars on Anna Maria Island From US $231
         

Welcome to Beach Basket – Your Seaside Retreat!" From US $581
         

10.0 (49 Reviews)
Cottage
  • Air Conditioner
  • Pet Friendly
  • Pool
Charming Ground Level Resort Style 3 units Condo of a TRIPLEX- unit A From US $402
         

Seabreeze Cottage moments from the beach From US $302
         

10.0 (21 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
Pro Tip: Bigpineresortcottages makes it easy to compare the best listings on Bigpineresortcottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Bigpineresortcottages homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Anna Maria Beach.

Weather in Anna Maria Beach

View the weather forecast for Anna Maria Beach before booking your Anna Maria Beach Vacation Rentals to confirm your best time to go.

December - February
High 79°F       Low 52°F
March - May
High 91°F       Low 55°F
June - August
High 92°F       Low 73°F
September - November
High 90°F       Low 58°F

Anna Maria Beach Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Anna Maria Beach?
How many vacation rentals are available in Anna Maria Beach?

Currently, the total number of properties listed in 2026 is over 130 in the Anna Maria Beach area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Anna Maria Beach.