Building What’s Next in Hospitality & Property
The Deanna Group unites premier expertise in property management, hospitality, operational strategy, and business to elevate properties, experiences, and partnerships throughout Lake Geneva.
Deanna Group Companies
A connected ecosystem of hospitality, property, and guest experience services designed to elevate the Lake Geneva lifestyle.
Luxury vacation rental management tailored to each owner, property, and guest experience. Rather than offering a one-size-fits-all approach, we create customized strategies that maximize performance, elevate hospitality, and support long-term success.
Property maintenance, cleaning, and operational support working together as one seamless system. Through trusted teams, proven processes, and attention to detail, we help properties operate efficiently while delivering a higher standard of care.
Thoughtfully curated amenities, welcome boxes, toiletries, and hospitality essentials designed specifically for vacation rentals. Every detail is selected to simplify hosting, enhance guest comfort, and create memorable stays.
Advisory Services
Strategic business guidance for entrepreneurs, property owners, and hospitality-focused businesses.
Business Formation & Structure
LLC formation guidance
EIN setup
Business structure strategy
Operational framework planning
Business Planning & Growth
Executive business plans
Revenue model design
Launch roadmaps
Sustainable growth strategies
Tax Strategy & Scalability
Tax planning coordination
CPA collaboration
Revenue structure
Long-term growth planning
Meet Deanna
Known for setting elevated standards in property care, vacation rentals, and hospitality-driven services, Deanna Cincotta has built her career by seeing opportunities where others see limitations.
As the founder of multiple companies spanning property management, maintenance, and guest experience, Deanna serves as a trusted advisor to owners and partners seeking thoughtful solutions, operational excellence, and long-term success.
When she arrived in Lake Geneva, Deanna saw not only what the market was—but what it could become. Through vision, persistence, and an unwavering commitment to quality, she helped raise the standard for hospitality-driven service throughout the region.
Today, that vision continues through a team and network of trusted partners dedicated to creating exceptional experiences, meaningful relationships, and lasting impact.
Trusted Local Partners & Experiences
Curated chefs, concierge services, local experiences, and elevated hospitality partnerships throughout Lake Geneva.
Private Dining & Culinary
Elena Catering • Wise Woman Bakery •
Guest Services
BabyQuip Rentals • Lake Geneva Cart Rental
Celebrations & Special Occasions
Goldie Links Bachelorette Parties • Leah Nichole Party Setup
Entertainment & Local Culture
Real Estate & Community
The O Team (John Laughlin) • Visit Lake Geneva • Lake Geneva Vacation Rental Association
Curated Local Experiences
LET’S CONNECT
Whether you’re looking to elevate a property, collaborate, or learn more about our companies, we’d love to connect.
