Location
Description
Welcome to Happy Ours!
On Anna Maria Island (Anna Maria, FL)
Managed by Once Upon A Beach Vacation Rentals, a locally owned and operated boutique vacation rental agency.
JUST RELAUNCHED AS A RENTAL and UNDER NEW MANAGEMENT! UPDATED PHOTOS COMING SOON!
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 | 3 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
Updated October 6, 2025 — see full Terms & Conditions for details.
🔗 Cancellation Policy & Trip Insurance
🔗 Terms & Conditions
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
- Primary guest must be 25+ and remain on-site for the duration of the stay
- Quiet Hours: 10 PM – 8 AM — please respect our island community
- Minimum Stay: Requirements vary by city ordinance and are often 7 nights. Please contact our office with any questions.
- Pool & Spa: Heated to 82–85°F year-round; temperature may vary with weather. Spa operates as part of the pool system, not a stand-alone hot tub.
- Beach Gear: A rental credit is included with your stay; select items before arrival for delivery. Some items may be on-site but are not guaranteed.
- Cleaning & Linens: Professionally cleaned between stays with starter supplies provided. Mid-stay cleans required for stays over 28 days.
- Golf Carts: Reserve through Once Upon A Beach Carts for an exclusive guest discount.
- Security: Exterior cameras monitor entry points and equipment for safety and occupancy compliance. Cameras do not face private areas.
- Accessibility: Home is not wheelchair accessible; stairs required.
City of Anna Maria Vacation Rental License:
Max Occupancy: 12 Guests | Max Vehicles: 2-3
Information deemed reliable but not guaranteed; subject to change or withdrawal without notice.
On Anna Maria Island (Anna Maria, FL)
Managed by Once Upon A Beach Vacation Rentals, a locally owned and operated boutique vacation rental agency.
JUST RELAUNCHED AS A RENTAL and UNDER NEW MANAGEMENT! UPDATED PHOTOS COMING SOON!
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 | 3 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
Updated October 6, 2025 — see full Terms & Conditions for details.
🔗 Cancellation Policy & Trip Insurance
🔗 Terms & Conditions
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
- Primary guest must be 25+ and remain on-site for the duration of the stay
- Quiet Hours: 10 PM – 8 AM — please respect our island community
- Minimum Stay: Requirements vary by city ordinance and are often 7 nights. Please contact our office with any questions.
- Pool & Spa: Heated to 82–85°F year-round; temperature may vary with weather. Spa operates as part of the pool system, not a stand-alone hot tub.
- Beach Gear: A rental credit is included with your stay; select items before arrival for delivery. Some items may be on-site but are not guaranteed.
- Cleaning & Linens: Professionally cleaned between stays with starter supplies provided. Mid-stay cleans required for stays over 28 days.
- Golf Carts: Reserve through Once Upon A Beach Carts for an exclusive guest discount.
- Security: Exterior cameras monitor entry points and equipment for safety and occupancy compliance. Cameras do not face private areas.
- Accessibility: Home is not wheelchair accessible; stairs required.
City of Anna Maria Vacation Rental License:
Max Occupancy: 12 Guests | Max Vehicles: 2-3
Information deemed reliable but not guaranteed; subject to change or withdrawal without notice.
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Amenities 133
Accommodations
- Wifi
Amenities
- Bed Linens
- Cable/satellite TV
- Dryer
- Hair Dryer
- Hangers
- Heating
- Internet
- Internet Access
- Iron
- Iron Board
- Linens
- Living Room
- Parking
- Private Entrance
- Self Check-In
- Smartlock
- Towels
- Towels provided
- TV
- Washer
Attractions
- Bay
- Botanical Garden
- Health Beauty Spa
- Marina
- Museums
- Playground
Car
- Not Necessary
- Recommended
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
- Satellite or Cable
- Television
Household
- Newly Listed
Kitchen and Dining
- Baking sheet
- Barbeque utensils
- BBQ
- Blender
- Coffee Maker
- Cooking Basics
- Dining Area
- Dining table
- Dishes Utensils
- Dishwasher
- Freezer
- Fridge
- Kitchen
- Microwave
- Oven
- Refrigerator
- Spices
- Stove
- Toaster
- Wine glasses
Leisure
- Antiquing
- Bird Watching
- Boating
- Eco Tourism
- Horse riding nearby
- Horseback Riding
- Miniature Golf
- Shopping
- Water Sports
- Wildlife Viewing
Local Features
- ATM Bank
- Fitness Center
- Groceries
- Hospital
- Laundromat
Location Types
- Beach
- Beach or lakeside relaxation
- Beach View
- Near Ocean
- Ocean views
- Water View
- Water views
- Waterfront
Outdoor
- Balcony
- Beach Access
- Grill
- Patio
- Patio Or Balcony
Safety Features
- Carbon Monoxide Detector
- Deadbolt Lock
- Fire Extinguisher
- First Aid Kit
- Outdoor Lighting
- Smoke Detector
Sports and Adventure
- Deepsea Fishing
- Fishing
- Fishing Bay
- Fishing Fly
- Fishing Freshwater
- Fishing nearby
- Fishing Surf
- Golf
- Golf course within 30 min drive
- Jet Skiing
- Kayaking
- Parasailing
- Pier Fishing
- Sailing
- Scuba or Snorkeling
- Snorkeling
- Snorkeling / Diving
- Swimming
- Tennis
- Tennis courts nearby
- Watersports nearby
Suitability
- Air Conditioning
- Ceiling fans
- Central heating
- Children Welcome
- Decked area
- Free Parking
- Hot Water
- Long Term Stays Allowed
- Minimum Age Limit
- Pets Not Allowed
- Private Living Room
- Smoking Not Allowed
Themes
- Family
- Historic
- Luxury
- Romantic
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