Dreamside House, Luxury Villa Rental in Key West, Florida

Dreamside House is a stunning waterfront vacation villa in Key Haven, Florida, offering 8 bedrooms, a heated pool, and a private dock for 16 guests.This luxurious new build sets a remarkable standard for waterfront living in the Florida Keys. Eight spacious bedrooms and 8.5 bathrooms provide generous accommodation for up to 16 guests, each room finished with luxury linens, pillows, and plush bath towels. The chef's kitchen is outfitted with premium cookware, chef-approved appliances, a wine fridge, built-in ice maker, blender, dishwasher, and both a single-serve and pot coffee maker - everything needed to cook and entertain in style. Smart TVs with streaming are found throughout the home, while a Bluetooth speaker bar, high-speed Wi-Fi, and keyless entry with personalized access codes ensure a seamless, modern stay.

Outdoors, the heated pool becomes the centerpiece of an exceptional entertaining space that includes a sun terrace with loungers, a hammock, a premium gas grill, outdoor refrigeration, an outdoor ice maker, and a smokeless fire pit. The fenced yard and patio, along with an outdoor Smart TV and generous outdoor dining areas, make al fresco evenings under the Keys sky truly special. The private dock opens directly onto the water, with the marina accommodating vessels up to 40 feet, a boat ramp nearby, and effortless access for fishing excursions, island hopping, and sunset cruises through the Keys.

Situated within a private gated community at Key Haven Estates, Dreamside House sits less than two miles from Key West and its iconic attractions. The neighborhood offers a welcoming, family-friendly atmosphere while keeping guests close to the world-famous restaurants, galleries, beaches, and nightlife of Duval Street and Old Town Key West. A dedicated local Guest Experience Manager is available throughout the stay for recommendations, arrangements, and any needs that arise.

From complimentary gym access and garment steamers to Salt and Stone luxury toiletries and in-unit washer and dryer, every detail at Dreamside House has been thoughtfully considered. Whether you are gathering a large group for a celebratory getaway or simply seeking a refined escape on the water, this property delivers elegance and convenience in equal measure.

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