Welcome to Happy Ours!
On Anna Maria Island (Anna Maria, FL)
Experience Happy Ours — a rare direct beachfront retreat tucked along Magnolia Avenue on Anna Maria Island's coveted north end.
Positioned on one of the most desirable beachfront stretches of the island, this home sits directly on the sand with uninterrupted Gulf views and the soothing rhythm of the waves just beyond your porch. Here, mornings begin with coffee overlooking the water, afternoons are spent drifting between beach and balcony, and evenings gather around the firepit under a sky full of stars.
Perfect for: families, multi-generational groups, writers, creatives, and anyone seeking an authentic beachfront escape with space to gather and breathe.
Highlights
- Direct Gulf-front home on Magnolia Avenue — one of Anna Maria Island's most sought-after beachfront streets
- Private beach path directly from the home to the sand
- 5 Bedrooms | 2 Bathrooms across two spacious living levels
- Expansive wraparound covered porch with panoramic Gulf views
- Adirondack chairs and firepit for sunset gatherings
- Outdoor shower for sandy beach days
- Two indoor living rooms for relaxing and gathering
- Walkable to shops and restaurants on Pine Avenue
- Parking for 2–3 vehicles
Interior Spaces
Happy Ours welcomes guests into a bright, open living space designed to capture the beauty of the Gulf from nearly every angle. The upstairs living room features comfortable seating, large windows, and coastal textures that reflect the natural surroundings.
Natural light pours through the windows while the expansive Gulf views provide a constant reminder of how close you are to the shoreline.
A spiral staircase connects the main living level to the lower level, creating two separate gathering spaces ideal for larger families or groups traveling together.
Downstairs, a relaxed second living room opens directly toward the dunes and beach access. With its finished concrete floors and laid-back coastal feel, it perfectly embraces the spirit of beachfront living where sandy feet and salty air are simply part of the experience.
Kitchen & Dining
The spacious kitchen is designed for gathering, cooking, and sharing meals together.
Features include:
- Premium Wolf wall oven
- Stovetop cooking surface
- Microwave
- Two dishwashers for easy cleanup
- Two large kitchen islands for prep and conversation
- Bar area
- Coffee station
- Large dining table for group meals
- Additional desk workspace
Whether you're preparing breakfast before a beach walk or hosting a sunset dinner, the open layout makes it easy for everyone to stay connected.
Sliding doors open to the covered wraparound porch, where dining, reading, and ocean watching quickly become daily rituals.
Outdoor Living
Life at Happy Ours is centered around the water.
Step outside onto the wraparound covered porch where Adirondack chairs and breezy seating areas invite you to linger with a book or a glass of wine while the Gulf stretches endlessly before you.
A private beach path leads directly from the property through the dunes and onto the sand.
After long beach days, rinse off in the outdoor shower, gather around the firepit, or relax in the Adirondack chairs as the sun dips into the Gulf.
Few places on Anna Maria Island offer this kind of immediate connection to the beach and the natural beauty of the north end.
Bedrooms & Layout
Upper Level
Primary King Suite
- King bed
- En-suite bathroom with walk-in shower
- Gulf views and natural light
- Bunk Room
- Twin-over-full bunk
- Twin-over-twin bunk
- Hall bathroom with walk-in shower
- Smart TV
(Both upstairs bedrooms include TVs but do not have closets.)
Lower Level
The lower level offers a relaxed coastal vibe with direct access to the beach path and outdoor areas.
Queen Bedroom #1
- Queen bed
- Comfortable and quiet space for restful nights
Queen Bedroom #2
- Queen bed
- Light-filled and welcoming
Bunk Room
- Two twin-over-twin bunk beds
- Two additional twin beds
- A shared hall bathroom with walk-in shower serves the downstairs bedrooms.
This level also includes a second living room, perfect for movie nights, kids' space, or relaxing after long days on the beach.
Additional Amenities
- High-speed Wi-Fi
- Smart TVs throughout the home
- Washer and dryer
- Professionally laundered linens and towels
- Beach towels provided
- Outdoor shower
- Firepit and Adirondack seating
- Private beach access path
Parking
- Driveway parking for 2–3 vehicles
The Location
Magnolia Avenue is widely considered one of the most special beachfront streets on Anna Maria Island. Tucked away on the island's peaceful north end, the area offers a quiet residential feel while still being just minutes from Pine Avenue's restaurants, boutiques, and island charm.
From this location you can walk the beach toward Bean Point, explore the shops on Pine Avenue, or simply stay close to home and let the rhythm of the Gulf set the pace for your days.
Write Your Vacation Story
Happy Ours is the kind of place that invites you to slow down. Morning coffee with Gulf views. Long afternoons on the sand. Evenings gathered on the porch listening to the waves.
Here, the beach isn't just nearby.
It's part of the home.
Come experience direct Gulf-front living on Anna Maria Island and write your vacation story at Happy Ours.
Policies
Please Remember: "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." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
NO PETS. NO SMOKING.
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.
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.
City of Anna Maria Vacation Rental License: VR22-000002
Max Occupancy: 12 Guests | Max Vehicles: 2-3
Information deemed reliable but not guaranteed; subject to change or withdrawal without notice.