The Cottage on Pine - Charming Pine Ave Cottage w/ Heated Pool in Heart of AMI

Welcome to The Cottage on Pine!
On Anna Maria Island (Anna Maria, FL)

Highlights
- Living & Dining Area: Open-concept space with comfortable seating, a flat-screen TV, and a dining area for gathering and relaxing.
- Bedrooms:
1 King Bedroom: Features a king bed, TV, French doors leading to the backyard, and ample storage with a dresser and closet.
1 Twin Bedroom: Includes two twin beds, TV, dresser, and closet.
- Outdoor Living:
Covered front porch with outdoor seating, perfect for enjoying coastal breezes and morning coffee.
Private fenced-in backyard featuring a heated pool, loungers, chairs, outdoor dining area, grill, and outdoor shower.
- Pet-Friendly: Welcomes your furry family members with prior approval and a paid pet fee, so everyone can enjoy the island getaway!

Laundry
Washer and dryer located off the covered porch for convenience.

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

Amenities
A/C, Heat, Cable Television, Roku, Wireless Internet, Linens, Towels, TV's, Hair Dryer, Iron/Ironing Board

Parking
Space for 1-2 cars in the private driveway.

Please Note
This home is conveniently located behind another property, which also serves as our office. Rest assured, all areas designated for this property—such as the private driveway, entrance, fenced-in backyard, and pool—are completely separate and exclusively for your use, ensuring a peaceful and private stay.

Beach Gear
A credit for beach gear rental (chairs, cart, umbrella, bikes, coolers, games, etc.) is included with your stay. Select items before arrival and they'll be delivered to the home. Credit amount varies by home size and length of stay. Some gear may be onsite but is not guaranteed.

Description
Your Dream Island Cottage Vacation
Experience the charm and simplicity of island living at The Cottage on Pine, a beautifully renovated beach cottage nestled in the heart of Anna Maria Island. This cozy retreat is ideal for small families, couples, or friends seeking a relaxing getaway steps away from everything Anna Maria has to offer.

Located directly on Pine Avenue, the main street of Anna Maria, this home places you within walking distance of boutique shops, delicious restaurants, and the white sandy beaches of the Gulf of Mexico. For those seeking activities, the nearby community center offers a fitness center, tennis courts, and a playground, adding even more to your vacation experience.

Step inside and discover a warm and inviting interior that blends modern comfort with timeless charm. The cottage boasts designer-inspired decor and luxurious high-end finishes. The fully equipped kitchen features premium Café appliances and everything you need to prepare meals or snacks during your stay. Relax in the living area with a flat-screen TV, or gather for meals in the dining space.

The spacious king bedroom offers French doors that open to a private deck and backyard, creating a peaceful retreat. The second bedroom, with two twin beds, is perfect for additional guests or children. Both bedrooms are thoughtfully designed to ensure comfort and relaxation.

When you're not at the beach, unwind in the private heated pool surrounded by a lush, fenced backyard. The outdoor space includes loungers for sunbathing, a grilling area, and an outdoor shower for post-beach refreshment. The covered front porch provides a charming spot to enjoy your morning coffee or evening cocktail.

Prime Location
Situated in the heart of Anna Maria Island, The Cottage on Pine offers unbeatable access to:
- Pine Avenue: Just steps away, explore its boutique shops, quaint cafes, and restaurants.
- Beaches: A short walk to the breathtaking Gulf beaches with their powdery white sand and turquoise waters.
- Community Center: Enjoy fitness facilities, tennis courts, and a playground nearby.

Book Your Stay at The Cottage on Pine
Whether you're strolling along Pine Avenue, lounging by the private pool, or soaking up the sun at the nearby beaches, The Cottage on Pine offers the perfect mix of location, comfort, and charm. Don't wait—book your stay today and experience the magic of Anna Maria Island!

Policies
NO SMOKING.

Pets are welcome with prior approval, provided they meet our pet policy guidelines. We allow a maximum of two pets, each weighing under 65 lbs. A pet fee applies based on the length of your stay: $100 for stays under 4 days, $200 for stays of 4-14 days, and $400 for stays of 15+ days, per pet.

Booking & Fee Policy
Include all guests and pets in your reservation request for accurate pricing. Additional fees apply for extra occupancy (over 2 guests per bedroom) or undeclared pets.

Optional Services (subject to approval)
Early check-in/late departure, elevator access, and mid-stay cleaning for stays of 28+ days. Fees for approved add-ons are collected after booking.

Reservations & Guest Requirements
Most stays are 7 nights, Saturday–Saturday, though flexible dates may be available outside peak/holiday weeks—confirm before booking, as changes are not always possible afterward. Guests must be 25+, provide valid ID, and remain for the full stay. Standard occupancy is 2 per bedroom; extra guests are $25/person/night up to the maximum allowed.

Quiet Hours
10 PM–8 AM. Maintain reasonable noise at all times to respect neighbors; excessive noise is not permitted.

Cleaning & Linens
Home is professionally cleaned and sanitized between stays. Starter amenities provided; daily service available for a fee. Stays of 28+ days require a mid-stay clean. Linens/towels are commercially laundered through our Professional Linen Program; no extra sets stored onsite.

Golf Cart Rentals
Explore the island with ease! After booking, reserve a golf cart through our sister company, Once Upon A Beach Carts, and enjoy an exclusive discount available only to our vacation rental guests.

Pool & Spa
Pool heated year-round to 82–85°F; heating may be affected by cooler weather. Heaters/filters off during quiet hours (10 PM–8 AM). Spa, if available, is part of the pool, seasonal, not a commercial hot tub, and may be unavailable in summer. Guests may not adjust equipment; violations may result in fines or damages.

Property Security
Exterior cameras may monitor entries, driveways, pool equipment, and backyard access for security, deliveries, and occupancy compliance. Cameras do not face private areas.

Payments & Cancellation Policy
Policies updated October 6, 2025 — see full Terms & Conditions for details.

Payment Schedule
Deposit
- Reservations up to 20 days: 50% of total amount due at time of booking.
Remaining Balance
- Reservations up to 20 days: Remaining 50% due 30 days prior to check-in.

Cancellation Policy
For Reservations of 20 Days or Less
- More than 30 days before arrival: Full refund of deposit (including taxes) minus non-refundable booking administration fee.
- 14–29 days before arrival: Refund of 50% of total rental, fees, and taxes, minus non-refundable booking administration fee.
- Less than 14 days before arrival: Refunds only for base rental rate, fees, and taxes for nights we are able to rebook, minus non-refundable booking administration fee.
- Please note: While we make every effort to rebook, we cannot guarantee the same rate or number of nights. For any nights that cannot be re-rented, as well as for non-arrivals, late arrivals, early departures, or alterations resulting in lost revenue, no refunds or price adjustments will be made.

Travel Insurance
CSA Travel Insurance is available to U.S. guests (except NY and HI residents) and is strongly encouraged to protect your trip from unforeseen events. No refunds are given for COVID-19, weather, or beach conditions outside our cancellation policy. Hurricane season runs June 1–Nov 30; insurance can safeguard your plans. In the event of a mandatory evacuation, home unavailability, or government order halting vacation rentals, guests receive a full refund of base rate, applicable fees (minus booking fee), and taxes.

Additional Terms
No refunds for events beyond our control (weather, red tide, travel issues, etc.). Cancellation requests must be submitted in writing by the registered guest—phone/text not accepted.

Max occupancy: 4 | Max cars: 2
Information deemed reliable but not guaranteed; subject to change or withdrawal without notice.