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Book Online or call HomeAway Booking Assistance +44 (0) 800 917 5992

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 a few hours
Response rate:
Calendar last updated:
22 June, 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!


Accommodation and facilities for this holiday cottage in Anna Maria in Manatee County

Property Type:
  • cottage
  • Self-catering
Floor Area:
  • 800 sq ft
House Rules:
  • Check-in: 16:00
  • /
  • Check-out: 11:00
  • Max. occupancy: 7
  • Children welcome
  • Parties/events allowed
  • Pets considered
  • Non smoking only ...
Location Type:
  • Beach View
  • Beachfront
  • near the sea
  • 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
  • Hob
  • Toaster
  • Dining
  • Dining Area
  • seating for 4 people
  • 2 Bathrooms
  • Bathroom 1 - Toilet , Shower Enclosure
    Bathroom 2 - Toilet , Shower Enclosure
  • Each bathroom has a full walk in shower and new vanities. Linens and Towels are furnished.
  • 2 Bedrooms, Sleeps 7
  • Bedroom 1 - 2 Large Double Bed , 1 Single Bed
    Bedroom 2 - 1 Large Double Bed
  • 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
  • Terrace
  • Kayak / Canoe ...
  • Lanai / Gazebo
  • Garden
  • Barbecue
  • 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:
  • antique hunting
  • 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 centre
  • groceries
  • hospital
  • laundrette - serviced
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • golf
  • jet skiing
  • Kayaking
  • paragliding
  • Parasailing
  • pier fishing
  • Racquetball
  • roller blading
  • sailing
  • diving
  • snorkelling
  • Snorkeling/Diving
  • bay fishing
  • surf fishing
  • surfing
  • swimming
  • tennis
  • water skiing
  • water tubing
  • wind-surfing


4.8/5 -
(5 traveller reviews)

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Bay Breeze Cottages on Beautiful Anna Maria Island!
average rating of 4.8 based on 5 reviews

Loved the cottage!

  • 5 of 5

The cottage was clean and had all we needed. The pool area was a great bonus!

  • Review Submitted: 04-Jun-2018
  • Date of Stay: May 2018
  • Source: VRBO, from HomeAway
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  • 5 of 5


  • Review Submitted: 14-May-2018
  • Date of Stay: May 2018
  • Source: VRBO, from HomeAway
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Steamboat Srping, CO

Great location, perfect for families!

  • 5 of 5

Great access to the pier and water. Lovely amenities like golf carts, bikes and kayaks enhance the island experience. Wonderful pool to cool off in after a long day in the sun.

  • Review Submitted: 27-Apr-2018
  • Date of Stay: April 2018
  • Source: VRBO, from HomeAway
Owner's Response: We thoroughly enjoyed Sandra and her party. They were fantastic and we look forward to having them back soon in paradise at Bay Breeze Cottages!
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The cottage was very cozy with all amenities. I do recommend non-non-watered down hand soaps in futu

  • 4 of 5

The cottage was very cozy with all amenities. I do recommend non-non-watered down hand soaps in future the golf carts were so much fun and the location is fabulous thank you so much

  • Review Submitted: 24-Apr-2018
  • Date of Stay: April 2018
  • Source: VRBO, from HomeAway
Owner's Response: Thank you Jonathan and please come back anytime! The hand soaps provided are full strength. If you desire a special hand soap for your next stay, please let us know and we would be happy to accommodate any special request you may have.
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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.

  • Review Submitted: 22-Feb-2018
  • Date of Stay: February 2018
  • Source: HomeAway
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Prices & Availability

Ask Owner a Question

Additional pricing information

Cleaning Fee £79.26
Pet Fee £113.23
Damage Insurance £44.54

Owner's Cancellation Policy

  • 100% refund for cancellations more than 60 days before check-in date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.