Ebberly Estate, Luxury Villa Rental in Key West, Florida Keys

 

Two private waterfront homes, two pools, and endless opportunities for connection make Ebberly Estate in Key West's most distinctive luxury vacation rentals. Located within the exclusive gated community of Lunara Bay, Ebberly Estate presents a rare opportunity to enjoy an expansive private compound created by combining two neighboring waterfront residences—Ebberly House and Windrose House. Offered together as a single luxury vacation rental, the estate is perfectly suited for multi-generational family gatherings, destination celebrations, corporate retreats, fishing groups, and larger parties seeking both privacy and shared spaces. By reserving the two homes together, guests enjoy the comfort of separate residences while benefiting from the convenience of a unified waterfront retreat designed for unforgettable Florida Keys escapes.

Thoughtfully designed to accommodate larger groups without sacrificing comfort, the estate offers multiple living rooms, dining areas, and fully equipped kitchens spread across both homes. Contemporary coastal interiors, bright open-concept layouts, and large windows create welcoming spaces where guests can gather, relax, and enjoy the beautiful waterfront surroundings. Whether hosting a celebratory dinner, sharing stories after a day on the water, or simply enjoying a quiet morning coffee, the dual-home layout provides flexibility rarely found in traditional vacation rentals. The abundance of indoor gathering spaces ensures that every guest can enjoy both social moments and private relaxation throughout their stay.

Outdoor living takes center stage at Ebberly Estate. Each residence features its own private swimming pool, creating multiple areas for sunbathing, entertaining, and unwinding beneath the Florida sunshine. Spacious waterfront terraces and outdoor seating areas invite guests to embrace the laid-back island lifestyle, while the estate's private dockage provides direct access to the surrounding waterways. Boating enthusiasts can easily explore the turquoise waters of the Florida Keys, while anglers, paddleboarders, and kayakers will appreciate having the water right at their doorstep.

Together, the two homes provide generous accommodations for larger groups, with beautifully appointed bedrooms designed to offer comfort and privacy after a day of adventure. Multiple king suites, spacious guest bedrooms, modern bathrooms, and flexible sleeping arrangements allow families and groups to spread out comfortably while remaining connected within the same private compound. The unique two-home configuration makes Ebberly Estate especially appealing for guests who wish to vacation together while still maintaining personal space and independence.

Beyond the estate, guests are perfectly positioned to experience the very best of Key West and the Florida Keys. Spend your days fishing in world-famous waters, boating through scenic channels, snorkeling vibrant coral reefs, kayaking through mangrove forests, or discovering hidden sandbars accessible only by boat. Just minutes away, Key West offers an eclectic mix of waterfront restaurants, lively entertainment, historic landmarks, boutique shopping, art galleries, and cultural attractions.

Check-in: 4:00 – 5:00 PM

Check-out: 10:00 AM

Ask about late or early check-in/out

Children welcomed (ask about age restrictions when applicable)

Events (inquire)

Pets (inquire)

No Smoking (penalty for smoking, damages applicable)

Rates vary depending on time of year

High season and holiday rates are higher

4 to 7 night minimum (based on season and arrival date)

Taxes shall apply to final bill

Refundable damage deposit to vary by capacity/length of stay

50% required to book your dates (ask if you need an exception)

Balance due 60 days prior to arrival (ask if you need more time)

Bring identification for verification upon check-in

Ask about trip cancellation & medical trip insurance

Please follow guidelines for travel, ask your travel advisor for updates

Concierge is included for planning & booking excursions

Unless otherwise noted, ask about cancellation policies which change rapidly

Bring a mask for your own protection in case of mandate