Sunset Serenade | Sunset Key Private Island Retreat with Rooftop Deck

Private island living just minutes from Key West.

Located on the exclusive island of Sunset Key, Sunset Serenade is a 2BR/2.5BA tropical retreat designed for guests seeking a quieter, more elevated Key West experience. Accessible only by private guest ferry, the home combines relaxed Caribbean style with resort-style amenities, a shared oasis-style pool, and a private rooftop deck made for sunset evenings.

From morning coffee beneath the palms to evenings overlooking the island sky from the rooftop deck, Sunset Serenade offers a slower pace while remaining only minutes from Old Town Key West.

Sleeps up to 6 Guests

Why Guests Love Sunset Serenade
- Private island location on Sunset Key
- 5-minute guest ferry from Key West
- Private covered rooftop sunset deck
- Shared oasis-style pool at The Overlook
- Two en-suite bedrooms
- Office workspace for remote work
- Multiple porches and outdoor living spaces
- Access to resort amenities and island services
- Steps from white sand beaches and tropical walking paths
- Minutes from Duval Street and Old Town

The Sunset Key Experience

The first time you arrive in Key West, it already feels like the end of the road. But standing at Mallory Square during sunset, looking just offshore, you notice a small tropical island lined with palms and elegant island homes. That is Sunset Key.

A short ferry ride transports you into a completely different atmosphere. The pace softens. The noise disappears. Surrounded by tropical landscaping, ocean breezes, and quiet pathways, the island feels calm, secluded, and distinctly separate from downtown Key West.

Sunset Serenade is located within The Overlook, a peaceful collection of private residences centered around a beautifully landscaped shared pool.

Guests enjoy access to Sunset Key`s manicured grounds, tennis courts, concierge services, island security, and the award-winning waterfront restaurant, Latitudes.

Living Spaces

Inside, the home embraces classic Caribbean island style with hardwood flooring, French doors, coastal furnishings, and cheerful tropical accents throughout.

The open-concept main level was designed for easy indoor-outdoor living. Multiple sets of sliding glass doors connect the great room to the outdoor porch spaces, allowing sunlight and tropical breezes to move naturally through the home.

The living room offers comfortable seating, including a queen sleeper sofa for additional guests, while the nearby dining area and breakfast bar create an easy flow for gathering, dining, and entertaining.

An additional office workspace provides a practical setup for guests planning an extended stay or remote work getaway.

Kitchen & Dining

The custom kitchen combines island charm with thoughtful functionality.

Features include:
- Granite countertops
- Stainless steel appliances
- Cottage-style cabinetry
- Breakfast bar seating
- Walk-in pantry
- In-home washer and dryer

Whether preparing breakfast before the beach or evening cocktails before sunset, the space is designed to feel comfortable and connected.

Sleeping Arrangements

Sunset Serenade comfortably accommodates up to 6 guests.

Primary Bedroom
- King Bed
- En-suite bathroom
- Private covered balcony access
- Smart TV

Guest Bedroom
- Two Twin Beds (convertible to king upon request)
- En-suite bathroom
- Covered porch access
- Smart TV

Living Room
- Queen Sleeper Sofa

Both bedrooms are located upstairs on opposite sides of the hallway, creating privacy and separation for couples, families, or friends traveling together.

Rooftop Deck

The signature feature of Sunset Serenade is the private covered rooftop deck.

Accessible by spiral staircase, this elevated outdoor space offers sweeping island views, warm ocean breezes, and unforgettable sunset colors each evening.

Furnished for relaxing comfortably into the night, the rooftop deck naturally becomes the gathering place at the end of the day.

Nearby Attractions

By ferry, you`re only minutes from:
- Mallory Square
- Duval Street
- Fort Zachary Taylor
- Historic Old Town
- Waterfront excursions and charter activities
- Key West restaurants, galleries, and nightlife

Sunset Key offers the rare ability to enjoy both the energy of Key West and the privacy of a secluded island retreat.

IMPORTANT: Payments & Contract
After booking, you will receive a link to sign your rental agreement and make a payment to VHKW.
VRBO collects only their service fee. Reservation payments are paid directly to VHKW in two installments in accordance with the terms of your rental agreement. Payments to VHKW by credit card are subject to an additional 2.95% merchant processing fee.

Restrictions & Regulations
- Smoke-free property
- No pets permitted
- Primary renter must be at least 25 years of age
- Primary renter must be present for the entirety of the stay

Property Highlights
- 2 Bedrooms
- 2.5 Bathrooms
- Sleeps 6
- Shared Pool
- Rooftop Deck
- Private Island Access
- Resort Amenities
- Remote Work Friendly
- Washer & Dryer
- Guest Ferry Access