What is Dskyy Lifestyle Management?

Dskyy Lifestyle Management is a boutique firm specializing in luxury real estate investment, short-term property management, and premium lifestyle concierge services. We help clients invest, rent, and manage with style, ease, and sophistication.

What services do you offer?

Luxury Real Estate Sales & Investment Consulting Short-Term Rental & Property Management Moving Concierge Services (Dskyy Moves) Developer Partnerships & Land Acquisition Opportunities Lifestyle Concierge for Investors & Travellers Rebate & Refund Programs for Energy Efficient Homes

I’m a real estate investor. How can you help me?

We help investors source, evaluate, and manage profitable real estate opportunities—especially in high-growth or luxury short-term rental markets. From finding off-market deals to full-scale Airbnb setup and guest experience design, we’ve got you covered.

Dskyy Moves is our luxury moving concierge service. We take the stress out of relocating by managing address updates, utility setups, and connecting you with trusted movers and service providers—perfect as a client closing gift or premium add-on.

Do you work with other real estate agents and brokers?

Yes! We collaborate with agents, brokers, mortgage specialists, and home professionals to offer value-added services to their clients—such as our rebate program, concierge moving service, and investment sourcing support.

Can you help me buy or sell a home?

Absolutely! We specialize in luxury resale homes, investment properties, and STR-licensed units. Whether you’re buying your dream home or selling your portfolio, we provide white-glove service from start to finish.

Do you work with developers or landowners?

Yes—we actively partner with developers, landowners, and planners to launch unique real estate projects, CMHC mli select programs, micro-communities, container homes, and luxury rental villages. If you have land or a concept, let’s collaborate.

What is Short-Term Rental (Airbnb) cohosting?

Co-hosting is when a trusted professional (like us!) helps you manage your Airbnb or short-term rental property. We act on your behalf to handle guest communications, turnovers, bookings, and more—so you can earn passive income without the stress.

What does Dskyy Lifestyle Management handle as a Co-Host?

We offer full-service Airbnb management, including: Property setup & listing optimization Professional staging & photography Dynamic pricing & revenue management Guest messaging & 24/7 support Check-in/out coordination Housekeeping & restocking Concierge services (e.g. grocery shopping, welcome baskets) Maintenance coordination Review management & guest screening

Can you help me find a Short-Term Rental (STR) property to use as an Airbnb?

Absolutely! We specialize in sourcing STR-eligible properties, including licensed homes, condos, and boutique investments. Whether you're buying, leasing, or arbitraging, we’ll help you find a property that makes sense and makes money.

I already own a property—can you take over everything?

Yes! If your property is STR-ready or needs some TLC, we’ll step in and handle everything from setup to daily operations. Many of our clients are hands-off investors who just want to collect their earnings.

How much do you charge for cohosting?

We offer custom pricing based on your property, services needed, and expected occupancy. Our rates are typically a percentage of the monthly income. Skylar can book you a call to receive a personalized quote and walkthrough.

Do I need to have an STR license or permit?

Depending on your location, yes. We can guide you through the application process or help you find properties already zoned and licensed for short-term rental use to avoid any legal headaches.

Do you work with out-of-town or international property owners?

Yes! We’re the boots-on-the-ground team for many international and out-of-province investors. With us managing your Airbnb locally, you can be totally remote and still have peace of mind.

What’s included in your guest concierge service?

Our concierge services elevate the guest experience. We offer: Grocery & essentials stocking Spa & restaurant bookings Transportation & local activity coordination Custom welcome packages Upscale add-ons like private chefs or yacht charters

Do you offer design or staging services?

Yes—we help style and stage your space to maximize appeal and revenue. Whether it’s a modern urban condo or a luxury cottage, we create an Instagram-worthy listing that guests rave about.

Where do you currently cohost Airbnb properties?

Our primary markets are Toronto (GTA), Niagara Region, Collingwood, Muskoka and Wasaga Beach, but we’re expanding. If you’re outside those areas, let’s chat—we may still be able to help or refer you through our partner network.

How soon can we get started?

We can get started as soon as you’re ready! Whether you have keys in hand or you’re still browsing for the right property, Dskyy can help schedule a discovery call and walk you through your options.