Client Experience

Trusted by Drivers Who Expect More

Refined vehicles, discreet service, and white-glove delivery designed for clients who value presentation, reliability, and ease.

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SMC Featured Cars Carousel

Featured Vehicles

Handpicked from our exclusive fleet — extraordinary machines available for your next Sarasota experience.

Exclusive Partners – Sarasota Motor Club
Kokomo Charters

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Kokomo Charters

Take Luxury Beyond the Road

From the luxury of the drive to the openness of the Gulf, every detail remains aligned with a standard that never wavers. Each charter is thoughtfully curated, pairing expertly crewed vessels with flexible itineraries shaped around the moment — tailored to those who value both performance and presence.

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BSWANKY

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BSWANKY

Define Personal Style

BSWANKY brings a rare level of artistry to Sarasota through its atelier, where master craftsmen create bespoke wearable pieces defined by precision and individuality. Each design is a collectible — exotic materials paired with signature 24k gold-plated hardware, ensuring every piece is a true extension of its owner.

Mention the Cottages on the Key for a Champagne Tour
Wine of the Sea

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Wine of the Sea

Discover a New Depth of Taste

Wine of the Sea submerges select European vintages deep beneath the Adriatic, where consistent cool temperatures and gentle currents shape a profile that is layered and expressive. Each bottle returns marked by natural coral formations — a visual testament to its time below the surface and an offering defined by rarity and innovation.

Use Promo Code 'COTTAGES' for 10% Off
AvSky Charters

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AvSky Charters

Travel Without Limits

AvSky Charters delivers a level of private aviation defined by responsiveness, access, and discretion. With a global fleet exceeding 12,000 aircraft, every journey is tailored with precision — matching the right aircraft and crew to the moment. The same performance-driven mindset found on the road, translated into the air.

$1,000 Off Your First Flight — Use the Quote Tool on Our Partner Page (Coming Soon)
The Modern Day Butler

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The Modern Day Butler

Experience Refined Living

Led by Donald Martens — Enlisted Aide to Vice Presidents Dick Cheney and Joe Biden — The Modern Day Butler sets a benchmark in luxury household management through a disciplined and highly personalized approach. His team operates with quiet precision, managing the complexities of refined living so that every aspect of the home environment functions seamlessly.

Mention the Cottages on the Key for 10% Off of Services
The Coastal Concierge

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The Coastal Concierge

Discover Effortless Coastal Living

The Coastal Concierge brings a heightened level of intention to every Sarasota stay, curating experiences that feel seamless and considered. Acting as a trusted gateway to the area's most sought-after offerings, each itinerary is assembled with proven local expertise and discretion. Private chefs, time on the water, and under-the-radar dining are arranged with clarity and ease. Every recommendation is pre-vetted, every detail anticipated — delivering a refined travel experience that feels both personal and effortlessly complete.

Mention the Cottages on the Key to Receive a Complimentary Itinerary Planning Session (A $150 Value)
The Cottages on the Key

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The Cottages on the Key

Stay Steps Away From the Shore

The Cottages on the Key offers a collection of thoughtfully appointed homes designed for a refined coastal escape. Each residence is selected to deliver comfort, privacy, and a sense of place that feels distinctly Sarasota. Set along the pristine Gulf waters, these properties place you moments from the celebrated Siesta Beach — renowned for its powder-soft sand and enduring appeal. With a portfolio that reflects the highest standards in the area, every stay is positioned to feel effortless, memorable, and exceptionally well considered.

Coming Soon