Rating 5 (4)

The Cottage on Pine

$275.00 - $850.00 / night + taxes & fees

Bedroom 2 bedrooms
Bathroom 1 baths
Guests 4 guests
Pets Allowed Pets Allowed

  • Address: 411 Pine Avenue
  • Location: Anna Maria
Banner Post Storm Status:

This home had flooding and is working to be professionally and safely restored, newly furnished, and ready for guests for January 2025!


Location Location

Description Description

Welcome to The Cottage on Pine!
On Anna Maria Island (Anna Maria, FL)
Managed by Once Upon A Beach Vacation Rentals, a locally owned and operated boutique vacation rental agency.

Ground Level Fully Renovated Beach Cottage in Heart of Anna Maria

2 Bed (sleeps 4), 1 Bath with Heated Pool directly on Pine Avenue. Short walk to Piers, Shops, and Gulf Side Beaches

HIGHLIGHTS:
- Kitchen, Dining Area, Living w/ TV
- 1 King Bedroom w/ TV
- 2 Twins
- Hall Full Bath
- Covered Front Porch w/ Outdoor Seating & Grill
- Private Pool & Fenced in Backyard w/ Loungers, Chairs, and Outdoor Dining

Kitchen:
Stove, Oven, Microwave, Refrigerator/Freezer, Coffeemaker (12 cup & Keurig), Blender, Toaster, Kitchenware

Outdoor Area:
Heated Private Pool, Grill, Outdoor Shower, Outdoor Seating

Laundry:
Washer/Dryer (located off covered porch)

Parking:
1-2 Cars in Driveway

Please note this home is located behind another home, however all areas designated for this home are private including driveway, entrance, fenced-in backyard and pool.

AMENITIES:
A/C, Heat, Cable Television, Roku, Wireless Internet, Linens, Towels, TV’s, Hair Dryers, Iron/Ironing Board

*Beach Gear Equipment (Provided by VayKLife Gear):

Assorted beach gear items may be onsite but not guaranteed. Every reservation now includes a credit towards personalized beach gear rental included with your stay (chairs, cart, umbrella, bikes, coolers, games, and so much more). Simply make selections prior to your stay and we will have at your home for you!

PET FRIENDLY with prior approval and payment of pet fee

DESCRIPTION:
This home is the definition of a what a charming beachside cottage vacation is on Anna Maria Island!  This clean, quaint, and fully renovated cottage is perfect for a small family, couple(s), or group of friends looking to stay in the heart of downtown Anna Maria within walking distance of everything you need... shops, piers, and beaches!

Located on directly on the main street of Anna Maria, Pine Avenue, this home is easily within walking distance of the Pine Avenue, shops, and restaurants, as well as the beautiful white sand beaches alongside the Gulf of Mexico! The home is also very close to the community center which is perfect for those looking for a fitness center, tennis courts, and even playground to use throughout their stay!

The home has and covered front porch so guests can enjoy some coastal breezes with your morning coffee. Step inside the adorable island cottage and you will find a fully equipped kitchen, living room with TV and dining area. The cottage is designer-inspired decorated and furnished with original hardwood floors, new furnishings, and high end Cafe kitchen appliances. The master bedroom boasts a king-sized bed with French doors leading to a private deck and backyard, with dresser, closet, and TV. The second bedroom holds two twin beds, dresser, closet, and TV.

When not at the beach, a private, secluded heated pool in the fenced backyard. An outdoor shower, loungers, and grilling area are a nice addition to this charming cottage.

The home has enough parking for 1-2 cars in driveway. There is no garage.

POLICIES:
Pets are accepted with prior approval only if they meet our pet policy guidelines, max of 2, < 65 lbs each, and with payment of $100 (<4 day, $200 (4-14 day), $400 (15+ day) per pet per stay.

NO SMOKING.

Registered Guest must provide copy of ID, be at least 25 years of age and be present throughout entire stay.  

Standard occupancy is 2 persons per every standard bedroom, an additional occupant fee of $25 per person/per night will be assessed for each occupant over this up to max occupancy, if applicable.

Quiet Hours 10p-8a. You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.

Reservations are typically taken for 7 night Saturday-Saturday stays. However, we can offer flexible stays with varying minimum night requirements and non-Saturday check-ins/check-outs during most of the year with exception to holidays and peak weeks unless city ordinances prohibit it. Always feel free to ask prior to booking to see if this is a possibility as we may not be able to accommodate changes after booking.

CLEANING AND SAFETY:
All our homes and linens are cleaned, sanitized, and inspected between each guest per industry standards.  A starter set of basic amenities, linens, towels, and bedding are provided at the beginning of your stay per home occupancy. Daily housekeeping or linen services are not included in your stay. 

Additional cleaning and laundry services are available by request mid-stay at additional charge. For stays of 28-days or more, a mid-stay clean will be required to be scheduled and paid by guest at additional cost.

This home participates in our Professional Linen Program. This ensures high quality linens and towels are provided according to the home’s occupancy at the beginning of your stay. These are professionally laundered at a commercial facility between each guest.  Please keep in mind extra sets are not kept in homes. 


GOLF CART RENTALS:
Golf carts are a fun and easy way to get around the island! After booking, reserve one for your stay with our sister company, Once Upon A Beach Carts, for an exclusive discount for our vacation rental guests!

BABY EQUIPMENT RENTALS:
Baby equipment is not available for use at the home for safety and sanitation reasons. We are however partnered with local companies offering rentals of these items including pick-up and drop-off.

POOL & SPA (if any):
The pool is heated year round at no additional cost for the convenience and comfort of our guests. Pool temperatures are set between 82-85 degrees and will not be set higher due to keeping proper chemical balance, clarity, and cleanliness of the pools. Due to strict city noise ordinances pool heaters and filters do not run during the hours of 10p-8a. Please note that cooler ambient temperatures (20 degree difference between water and air temperature) may result in pool heater unable to compensate the difference. We are not responsible for cold spells causing cooler pool temperatures or unexpected failure of equipment. Please note that a residential spa is a section of pool that once turned on provides relaxation, misting bubbles and warmer temperatures in the high 90s - low 100s but are not permitted to remain on 24/7 or will not reach temperatures like that of a commercial hot tub. Spas may not be operational during the months of June - September to avoid high temperatures of pool water which is detrimental to keeping proper pool chemical balances. Guests are required to read and abide by all posted rules, safety and operating information. Under no circumstance is any guest allowed to adjust pool equipment. Failure to abide may result in guests being fined or liable for any damages to equipment.

PROPERTY SECURITY/SAFETY:
Please note this home may be equipped with Ring, Nest or other exterior cameras viewing front door, driveways, pool equipment, and entry/exits of backyard areas only. Cameras are only intended to keep property safe and secure, monitor deliveries, assure occupancy, and are not angled into any areas where guests would assume or expect privacy.

PAYMENTS:

  • 50% of total amount due must be made at time of reservation request to confirm reservation.
  • 50% of total amount due must be paid on or before 60 days prior to check-in date
  • Full amount due must be made at time of booking if check in date is within next 60 days.


CANCELLATION POLICY:
Please review the details of our Cancellation Policy page or Terms & Conditions at booking.  We encourage you to review as OUR POLICIES HAVE CHANGED as of MARCH 25, 2023. We continue to offer refunds of deposits for cancellations (for stays of 28 days or less) made greater than 60 days to arrival, however all cancellations are now subject to a non-refundable booking admin fee. We continue to offer our US Citizens guests (with exception to residents of NY and HI) the option of purchasing CSA Travel Insurance directly with us. We strongly encourage all guests to purchase Travel Insurance in the event of any unforeseen eventualities.  Refunds or credits are not provided for COVID-19 related cancellations, weather or beach conditions outside of our cancellation policy. Hurricane season is June 1st – November 30th.


Manager is not responsible for providing refunds due to circumstances beyond the Manager's control like travel disruptions, guest travel restrictions, work and school scheduling changes, etc. Weather, tropical storms, hurricane threats, environmental conditions like red-tide, construction, water, or beach conditions cannot be guaranteed.

All cancellation requests must be initiated by Registered Guest through the website in which they booked and/or be in writing via email. Cancellation requests will not be accepted via phone, text, or by a member of the party other than the main Registered Guest.

Max Occupancy: 4
Max Cars: 2
City of Anna Maria: N/A

The information provided online, though deemed accurate is not guaranteed. It is subject to errors, omissions, change of price or withdrawal without notice.


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Amenities 139 Amenities
Accommodations
  • House Cleaning Optional
  • Other Services Concierge
  • Wifi
Amenities
  • Bed Linens
  • Cable/satellite TV
  • Dryer
  • Hair Dryer
  • Hangers
  • Heating
  • Internet
  • Internet Access
  • Iron
  • Iron Board
  • Linens
  • Linens provided
  • Living Room
  • Parking
  • Private Entrance
  • Safety Card
  • Self Check-In
  • Smartlock
  • Towels
  • Towels provided
  • TV
  • Washer
Attractions
  • Bay
  • Botanical Garden
  • Coin Laundry
  • Health Beauty Spa
  • Marina
  • Museums
  • Playground
  • Theme Parks
  • Water Parks
  • Zoo
Car
  • Not Necessary
Changeover/Arrival Day
  • 24Hr Check-In
Cleanliness
  • All towels and bedding washed in hot water that's at least 60ºC
  • Cleaning Disinfection
  • Enhanced Cleaning Practices
  • High-touch surfaces cleaned with disinfectant
  • Self Check In / Check Out
Emergency
  • Emergency Exit Route
  • Emergency Fire Contact
  • Emergency Medical Contact
  • Emergency Police Contact
Entertainment
  • DVD player
  • Laptop Friendly
  • Satellite or Cable
  • Television
Household
  • Newly Listed
Kitchen and Dining
  • BBQ
  • Coffee Maker
  • Cooking Basics
  • Dining Area
  • Dining table
  • Dishes Utensils
  • Dishwasher
  • Freezer
  • Fridge
  • Kettle
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Wine glasses
Leisure
  • Antiquing
  • Bird Watching
  • Boating
  • Bowling
  • Eco Tourism
  • Gambling
  • Horse riding nearby
  • Horseback Riding
  • Miniature Golf
  • Outlet Shopping
  • Shopping
  • Water Sports
  • Wildlife Viewing
Local Features
  • ATM Bank
  • Fitness Center
  • Groceries
  • Hospital
  • Laundromat
Location Types
  • Beach
Outdoor
  • Beach Access
  • Garden Or Backyard
  • Grill
  • Outdoor seating
  • Patio
  • Private yard
Pool/Spa
  • Heated Outdoor Pool Private
  • Heated Pool
  • Private Pool
Purchaseable Amenities
  • Concierge - Equipment Rentals by Fun & More Rentals
Safety Features
  • Carbon Monoxide Detector
  • Deadbolt Lock
  • Fire Extinguisher
  • First Aid Kit
  • Outdoor Lighting
  • Smoke Detector
Sports and Adventure
  • Basketball Court
  • Deepsea Fishing
  • Fishing
  • Fishing Bay
  • Fishing Fly
  • Fishing nearby
  • Fishing Surf
  • Golf
  • Golf course within 30 min drive
  • Jet Skiing
  • Parasailing
  • Pier Fishing
  • Sailing
  • Scuba or Snorkeling
  • Skiing Water
  • Snorkeling
  • Snorkeling / Diving
  • Surfing
  • Swimming
  • Tennis
  • Tennis courts nearby
  • Tubing Water
  • Watersports nearby
  • Wind Surfing
Suitability
  • Air Conditioning
  • Central heating
  • Children Welcome
  • Free Parking
  • Hot Water
  • Minimum Age Limit
  • Pets allowed
  • Pets Considered
  • Single Level Home
  • Smoking Not Allowed
Themes
  • Family
  • Luxury

Reviews Rating 5 (4) Reviews
Rating 5
Perfect AMI Home
This was our first time coming to AMI, and we could not have chosen a more perfect location to spend it. The cottage was just the right size for our family of 4 (our boys are 5 and 7). It was well-appointed, decorated beautifully, and had everything we needed for the week. We also rented a golf cart from Once Upon A Beach and would definitely recommend it! We went to Bean Point and the access at White Avenue most days, and the golf cart made the trip much more manageable! We had a tiny issue the first night upon arrival, but a quick text to Mike and it was resolved within 10 minutes. We will definitely book again!
Anonymous U from White Pine, TN - Posted: 3/23/2024
Rating 5
The Cottage on Pine - formally Pineapple Cottage
Stayed for 6 nights for our nephew’s wedding. The Pineapple cottage was great. Very clean, nice pool, very quiet even though it’s on a busy street. Able to walk to the beach and the city pier. Lots of food options nearby. The gas grille was very clean and there is a nice covered table outside. Very nice small property. Hope to be back. Had a beach buggy and chairs.
Mike W - Posted: 6/19/2023
Rating 5
The Cottage on Pine - formally Pineapple Cottage
We vacationed at Anna Maria Island (AMI) and stayed at "Pineapple Cottage" by Once Upon A Beach. The beach cottage was cozy, exceptionaly clean, and the interior woodwork was absolutely lovely! The private partially shaded inground pool was perfect for a refreashing afternoon swim and lighted during the evening. There was plenty of outdoor seating areas including a covered and shaded dining area. The location on Pine Ave was within walking distance of many local shops, eating establishments, Two Scoops Ice Cream (which has the best ice cream on the island), and the island pier. The owners of Once Upon A Beach are very attentive to their occupant's needs and add "special touches" such as a welcome gift bag. The cottage was stocked with everything we needed for a beach day such as chairs, umbrella, and even a wagon to carry them. We will definately be back to the tranquil and relaxing AMI. I highly recommend staying at one of Once Upon A Beach's lovely homes!
Celine P - Posted: 6/19/2023
Rating 5
The Cottage on Pine - formally Pineapple Cottage
We have been coming to AMI for over 10 years now this is by far my favorite place to stay ! Very clean and cozy ! Finally a place with comfortable beds !!! Perfect location this made our trip top shelf staying here ! Coming back in May ! Love the Pineapple Cottage !!!
Kimberly S - Posted: 6/19/2023
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Hello! We are a family of 5, we have three kiddos. Is the max occupancy 4 or do you allow 5? Thank you! Heidi

Heidi S - Posted: 04/08/2024

Answer:

Thank you for your inquiry. Please note that the maximum occupancy of our homes must not exceed the number listed in the property details. However, children aged 2 and under are not included in this guest count. If you have any further questions, feel free to reach out—we’re here to help!

Hi there, just wondering if Cottage on Pine has courtesy bicycles? We’re staying there in a few weeks and just wanted to know if we need to make arrangements ahead of time. Thanks!

Kelly C - Posted: 05/18/2024

Answer:

Guests with reservations at any Once Upon A Beach property will receive a credit towards beach gear rentals, which includes bicycles! The credit amount varies by nightly rate and can be found when entering your Reservation ID into the VayKLife Portal. After reserving your home, you'll receive an email from VayKLife to select your gear via the Once Upon A Beach customized beach gear website. If you exceed the credit limit, additional items can be added at discounted rates. Your gear will be delivered to your rental property on the day you arrive and picked up on the day you depart, ensuring a stress-free vacation experience.

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