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$2,499,000

733 Holly Road Anna Maria, FL 34216 Residential - Single Family Active

  • 733 Holly Road, Anna Maria, FL 34216 Main Photo

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Description

***Welcome to Summer Breeze - a rare island gem on Anna Maria Island's coveted North End.***This elevated 5-bedroom, 4-bath Old Florida Coastal Retreat sits on an oversized corner 1/4-acre lot surrounded by lush tropical landscaping, just steps from the world-famous Bean Point beaches. Whether you're seeking a family getaway or a compelling short-term rental opportunity, this home delivers. The flexible floor plan includes multiple suites and bunk rooms, offering exceptional sleeping capacity. The open-concept main living area features a coastal-inspired kitchen with granite countertops, ample storage, and seamless indoor-outdoor flow to a large screened balcony. Grandfathered to accommodate up to 14 guests, this is a rare and valuable rental advantage on the North End.Outdoors, enjoy a private Tropical Oasis with a heated pool and spa, fenced yard, covered entertainment area, and two driveways with ample parking - an increasingly rare island feature. Elevated construction offers covered parking and elevated systems for added peace of mind.Offered fully furnished and turn-key, the home includes hurricane-impact windows and doors, newer metal roof, updated plumbing and electrical, new water heaters, elevated AC units, and all-new pool equipment.Investor Opportunity - Current rental performance reflects conservative management, presenting a strong value-add opportunity & appreciation. Comparable 5-bedroom homes within walking distance to the beach consistently outperform under optimized short-term rental strategies. Offered at $880 per square foot, this property represents one of the BEST VALUE propositions for a large-occupancy vacation rental on Anna Maria Island. Just a short two block stroll to Bean Point, and walking distance to Pine Avenue, and local favorites, Summer Breeze offers laid-back island living with serious investment upside. Seize this opportunity in 2026 to own your FLORIDA PARADISE!

Property Highlights

Property Type: Residential - Single Family
Cooling: Central Air
Fenced: Yes
Heating: Central
Home Style: Florida, Key West
Lot Size: 0.24 Acres
Roof Type: Metal
Stories: 2.0
Taxes: $24,940
Year Built: 1967

General Information

Bedrooms: 5
Bathrooms: 4 Full
Sqft: 2,838
County: Manatee
High School: Manatee High
Subdivision: LUANA ISLES 1ST
Listed By:
Stacy Cunneen RE/MAX ALLIANCE GROUP 941-758-7777

Amenities

Ceiling Fans(s)
Crown Molding
Eat-in Kitchen
Living Room/Dining Room Combo
Open Floorplan
Primary Bedroom Main Floor
PrimaryBedroom Upstairs
Solid Wood Cabinets
Split Bedroom
Stone Counters
Walk-In Closet(s)
Window Treatments
Dog Run
French Doors
Lighting
Outdoor Shower
Storage

Room Information

Primary Bedroom: 13x27
Bedroom 2: 13x12
Bedroom 3: 10x11
Living Room: 14x31
Dining Room: 14x13
Kitchen: 14x14
Primary Bedroom 2: 14x15
Bedroom 5: 26x14
Balcony/Porch/Lanai: 20x30

Property Features

Additional Rooms: Interior In-Law Suite w/Private Entry
Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Freezer, Microwave, Range, Refrigerator, Washer
Days on Site: 257
Directions: From Manatee Ave. (west) head North on Gulf Dr. through the City of Anna Maria. Turn right on Pine Ave., left on N. Bay Dr., then left on Poinsettia. The home is on the corner (left) of Poinsettia/Holly Rd., 733.
Exterior: Block, HardiPlank Type, Frame
Fencing: Fenced, Vinyl
Flood Zone Code: AE
Flooring: Tile
Foundation: Block, Slab, Stem Wall
Home Warranty Y/N: No
Listing Terms: Cash, Conventional
Lot: Corner Lot, City Limits, Landscaped, Oversized Lot, Private, Paved
Lot Dimensions: 0.24
Other Equipment: Irrigation Equipment
Ownership: Fee Simple
Parking: Boat, Covered, Driveway, Golf Cart Parking, Guest, Open, Basement
Parking Notes: Boat, Covered, Driveway, Golf Cart Parking, Guest, Open
Patio/Porch: Covered, Patio, Screened, Side Porch
Pets Allowed: Yes
Pets Restrictions: Per County Regulations
Pool: Deck, Gunite, Heated, In Ground, Lighting, Pool Alarm
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Sewer: Public Sewer
Showing Instructions: Sentri Lock Box,24 Hour Notice, Appointment Only, Call Listing Agent, Contact Call Center, Lock Box Coded, See Remarks, ShowingTime
Spa: Heated, In Ground
Special Sale Provisions: None
Special View Info: Water
Swimming Pool: Yes
Utilities: BB/HS Internet Available, Electricity Connected, Public, Sewer Connected, Sprinkler Meter, Water Connected
Vegetation: Bamboo, Mature Landscaping, Trees/Landscaped
Water: Public
Water Access: Beach, Gulf/Ocean to Bay
Water Access Y/N: Yes
Windows: Display Window(s), Insulated Windows, Shutters, Window Treatments
Zoning: R1
$2,499,000
5beds
4.0baths
2,838sqft
Active
BEDS5 BATHS4 full SQUARE FEET2,838 MLS#A4655992
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONLUANA ISLES 1ST

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733 Holly Road, Anna Maria, FL 34216.

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Estimated Payment

$ 11,235.92 per month $8,428.71 Principal & Interest $2,078.33 Property Tax $728.88 Homeowner's Insurance

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About this area

Florida/Anna Maria
Anna Maria

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About Anna Maria Island

Anna Maria, FL is a tropical paradise. It's a quintessential beach town that offers an ideal balance of laid-back living, while still offering residents plenty in the way of things to do.

Located on the Gulf of Mexico, Anna Maria Island is located in Manatee County, near both Bradenton and Sarasota with nearby opportunities for employment and entertainment. Whether you like to bike, boat, fish or go beach combing, you’ll never be bored on Anna Maria Island. With endless expanses of sparkling water, most chose to simply spend the day at the beach.

Although city-life isn’t far away, many residents and visitors don’t feel the need to venture far beyond city boundaries. Food, shops, entertainment, nature, and recreation are all abundant on beautiful Anna Maria Island. Think you’d like to make this your home?

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