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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Bay Breeze Cottages on Beautiful Anna Maria Island!

Bedrooms 2
Space 800 sq ft
Property type cottage


About the property

Bay Breeze Cottages are charming Old Florida charm bungalows nestled in paradise

Charming re-modeled Anna Maria Cottage one block to the beach & Rod & Reel Pier. 1.5 blocks to Bean Point Park on the North End of Anna Maria Island. Relax in a resort style pool surrounded by Palms and luscious landscaping. End your day with a friendly BBQ enjoying the Bay Breeze or watching the Dolphins jump in the Florida West Coast Sunset. Take a short bike ride to Pine Avenue - 6 blocks away - for some Island Shopping or famous Two Scoops ice cream treat. Island Breeze Cottages offer amenities including: Paddle Boards, Kayaks, Street Legal Gas Powered Golf Carts, Beach Cruiser Bicycles, Gas & Charcoal Grills. Cornhole, Ring Toss, Cable TV, Free WiFi, and so much more!

Unit #3 is our largest unit with a full kitchen, 2 full bathrooms with walk in showers and sleeps up to 7 people with 3 full queen beds and a single bed. Bring the whole family or travel with your best friends in our Deluxe Cottage.

More Details

Jimmy Cirillo
Member since: 2017
Speaks: english
Response time:
Within an hour
Response rate:
Calendar last updated:
April 21, 2018

About Jimmy Cirillo

Hello! My name is Jimmy Cirillo and I am the very proud owner of Bay Breeze Cottages on Anna Maria Island. Me and my family have been locals in the area for 30 years originally coming down from from Rochester, NY. We understand what our guests are looking for and we feel have provided the best private resort for individuals, couples, and families alike. We aim to make your experience a 5 star experience and we hope to meet and exceed your expectations! We look forward to getting to know you better.

Jimmy Cirillo purchased this cottage in 2017

Why Jimmy Cirillo chose Anna Maria

Bay Breeze Cottages on Anna Maria Island offers all of the amenities and features you would find in large scale corporate resorts without any of the fuss. We offer full functioning kitchens, bathrooms, wifi, satellite tv, paddle boards, kayaks, gas powered golf carts to cruise around the island and much much more. Our pool and cabana area has a large shallow swim out area for small children and the elderly. We also have a swim up island bar in the pool with a cabana umbrella perfect to enjoy your refreshing beverage while wading in the heated pool.

What makes this cottage unique

What makes Bay Breeze Cottages unique is the Old Florida Charm feel matched with entirely updated and renovated units complete with full kitchens and bathrooms. Upscale furniture and amenities surround you. We even offer street legal gas powered gold carts that can be taken anywhere on the large island of Anna Maria!


Anna Maria Cottage Accommodation and Amenities

Property Type:
  • cottage
  • Guests provide their own meals
Floor Area:
  • 800 sq ft
House Rules:
  • Check-in: 4:00 PM
  • /
  • Check-out: 11:00 AM
  • Max. occupancy: 7
  • Children welcome
  • Parties/events allowed
  • Pets considered
  • Non smoking only ...
Location Type:
  • Beach View
  • Beachfront
  • Near The Ocean
  • Ocean View
  • Oceanfront
  • Resort
  • Water View
  • Waterfront
  • Adventure
  • Away From It All
  • Budget
  • Family
  • Historic
  • Romantic
  • Spa
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning
  • Clothes Dryer
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking
  • Telephone
  • Towels Provided
  • Washing Machine
  • Free Wifi
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Pantry Items
  • Refrigerator
  • Stove
  • Toaster
  • Dining
  • Dining Area
  • seating for 4 people
  • 2 Bathrooms
  • Bathroom 1 - toilet , shower
    Bathroom 2 - toilet , shower
  • Each bathroom has a full walk in shower and new vanities. Linens and Towels are furnished.
  • 2 Bedrooms, Sleeps 7
  • Bedroom 1 - 2 queen , 1 twin/ single
    Bedroom 2 - 1 queen
  • There are two bedrooms. Bedroom #1 has two full size queen beds and one single bed. Bedroom #2 has a pull out sofa that pulls out to a full queen bed.
  • Games ...
  • Satellite / Cable
  • Television
  • Bicycles
  • Deck / Patio
  • Kayak / Canoe ...
  • Lanai / Gazebo
  • Lawn / Garden
  • Outdoor Grill
  • Water Sports Gear ...
  • 6 bicycles
  • Long-term Renters Welcome
Pool / Spa:
  • Heated Pool
  • Private Pool
Onsite Services:
  • Staff
  • churches
  • cinemas
  • festivals
  • health/beauty spa
  • library
  • marina
  • museums
  • playground
  • restaurants
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • boating
  • eco tourism
  • miniature golf
  • paddle boating
  • photography
  • scenic drives
  • shelling
  • shopping
  • shuffleboard
  • sight seeing
  • walking
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • golf
  • jet skiing
  • kayaking
  • paragliding
  • parasailing
  • pier fishing
  • racquetball
  • roller blading
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • snorkeling/diving
  • sound/bay fishing
  • surf fishing
  • surfing
  • swimming
  • tennis
  • water skiing
  • water tubing
  • wind-surfing


5/5 -
(1 traveler review)

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Bay Breeze Cottages on Beautiful Anna Maria Island!
average rating of 5.0 based on 1 reviews

This cottage was perfect.

  • 5 of 5

We adored our stay here. The cottage was remodeled so beautifully. Everything was top of the line and it was very well stocked... The pool area was beautiful and we loved the golf carts. The owner Jimmy was so kind and accommodating.

  • Submitted: Feb 22, 2018
  • Stayed: February 2018
  • Source: HomeAway
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Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Cleaning Fee $90
Pet Fee $150
Damage Insurance $59

Owner's Cancellation Policy

  • 100% refund if canceled at least 60 days before arrival date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.