- 2 Bedrooms
- 2 Bathrooms
- 1 Half Bathroom
- Sleeps 6
- Internet
- Wireless
- Air conditioning
- Swimming pool
- Kitchen
- Washing Machine
- Dryer
- 24-hour checkin
- Hair Dryer
- Smoke detector
- Carbon Monoxide Detector
- Fire Extinguisher
- Essentials
- Hangers
- Iron
- TV
- Balcony
- Private living room
- Suitable for children
- Suitable for infants
- Communal swimming pool
- Heated swimming pool
- Iron board
- Linens
- Toaster
- Dishwasher
- Microwave
- Oven
- Coffee/tea maker
- Shower
- Stove
- Refrigerator
- Towels
- Garden or backyard
- Kitchen utensils
- Hot water
- Private entrance
- Extra pillows and blankets
- Cooking basics
- Beach essentials
- Bay
- Health beauty spa
- Marina
- Toilet
- Car not necessary
- Dining area
- Ice maker
- Bird watching
- Boating
- Water sports
- Beach
- Near ocean
- Resort
- Tennis
- Long term stays allowed
- Outdoor lighting
- Swimming
- Family
- Romantic
- Enhanced Cleaning Practices
- Contactless Check-In/Out
- Free WiFi
- Kitchen island
- Dining table
- Communal tennis court
- Outdoor dining
- Outdoor furniture
- Pool
- Ceiling fan
- Baking sheet
- Barbeque utensils
- Blender
- Coffee
- Freezer
- Wine glasses
- Wine glasses
A Private Island Escape Just Off Key West
Where Key West Ends and Island Life Begins
The first time you arrive in Key West, it already feels like the edge of the map. The streets narrow, the pace softens, and the water seems to surround everything. But standing at Mallory Square during sunset, looking just beyond the harbor, you notice something more. A small tropical island rests quietly offshore, lined with swaying palms and elegant island homes. That is Sunset Key.
A short ferry ride across the harbor brings you to a completely different rhythm of life. Reserved exclusively for guests and residents, the five-minute boat ride feels less like transportation and more like a transition into another world.
Nestled within this private island community, Sunset Serenade offers a relaxed Caribbean-style retreat designed for slower mornings, warm ocean breezes, and evenings spent beneath changing tropical skies.
A Tropical Retreat on Exclusive Sunset Key
Private Island Living with Resort-Style Amenities
Surrounded by lush tropical landscaping and centered around the shared oasis-style pool at The Overlook, Sunset Serenade is one of only a small collection of private island residences tucked within this peaceful enclave.
While the home itself offers privacy and comfort, the island experience extends far beyond your front door. Guests enjoy access to Sunset Key’s beautifully maintained grounds, tennis courts, concierge services, security, and the award-winning waterfront restaurant, Latitudes.
The island’s quiet pathways, white sand shoreline, and tropical gardens create an atmosphere that feels worlds away from downtown Key West, despite being only minutes from it.
Designed for Relaxed Island Living
Bright Interiors with a Cheerful Caribbean Style
Inside, the home reflects the playful elegance of classic island living. French doors, hardwood flooring, coastal furnishings, and tropical fabrics create a warm and welcoming atmosphere throughout the residence.
The open-concept living area is designed for gathering and easy indoor-outdoor living. Multiple sets of sliding glass doors connect the great room to the first-floor porch, allowing sunlight and tropical breezes to move naturally through the home.
The living room offers comfortable seating, including a sleeper sofa for additional guests, while the nearby dining area and breakfast bar create an easy flow between cooking, dining, and entertaining.
A Kitchen Designed for Extended Stays
Comfortable, Functional, and Full of Island Character
The custom kitchen combines cottage-style charm with thoughtful functionality. Granite countertops, stainless steel appliances, and custom cabinetry provide everything needed for preparing meals at home, whether you’re enjoying a quiet breakfast before the beach or cocktails before sunset.
A walk-in pantry and in-home washer and dryer make longer stays especially convenient, while the open layout keeps everyone connected throughout the space.
Tucked beside the main living area, an additional office workspace offers a practical setup for guests working remotely during their stay on Sunset Key.
Two Private Suites Upstairs
Comfortable Bedrooms with En-Suite Bathrooms
Upstairs, both bedrooms are positioned on opposite sides of the hallway, creating privacy and separation for couples, families, or friends traveling together.
The guest suite features bright cottage-style furnishings, hardwood flooring, and direct access to the covered second-floor porch overlooking the tropical grounds and pool area below.
On the opposite side of the home, the spacious primary suite offers a king bed, tranquil garden-inspired décor, and sliding glass doors that open to a private covered balcony. It’s the kind of space that naturally invites slow mornings with coffee and quiet evenings with a glass of wine beneath the palms.
Both bedrooms include en-suite bathrooms and abundant natural light throughout the day.
The Accommodations
Comfortable Accommodations for Up to Six Guests
Sunset Serenade comfortably accommodates up to six guests across two private bedroom suites and an additional sleeper sofa in the main living area.
Bedroom Layout:
– Primary Bedroom: 1 King Bed
– Guest Bedroom: 2 Twin Beds (convertible to a King upon request)
– Living Room: 1 Queen Sleeper Sofa
The layout works especially well for couples, small families, or friends traveling together, offering both privacy upstairs and flexible shared living spaces downstairs.
The Rooftop Deck
Front-Row Seats to the Sunset
Above the home, a spiral staircase leads to Sunset Serenade’s signature feature: the private covered rooftop deck.
From this elevated perch, the island seems to slow even further. Palm trees sway below, warm ocean air moves through the space, and the colors of the sky gradually shift from gold to coral to deep twilight blue.
Furnished for lingering comfortably into the evening, the rooftop deck becomes the natural gathering place at sunset, whether you’re sharing drinks with friends, listening to the surrounding sea, or simply watching the last light disappear beyond the horizon.
It’s here that the home fully earns its name.
The Sunset Key Experience
Quiet Island Privacy Just Minutes from Old Town
One of the most unique parts of staying on Sunset Key is the balance it offers. You remain only a short ferry ride from the energy, restaurants, galleries, and nightlife of Key West, while returning each evening to a private island atmosphere that feels calm, secluded, and entirely separate from downtown.
For guests seeking a more elevated and peaceful Key West experience, Sunset Serenade offers the rare opportunity to enjoy both.
Important Information
Rental Policies and Restrictions
To help preserve the comfort and quality of the home and surrounding community, guests are asked to observe the following policies during their stay:
- 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
We appreciate your cooperation in helping maintain the peaceful atmosphere of Sunset Serenade and Sunset Key.
Additional Notes
- Holiday, Festival, and Event Rates are 20% to 25% higher. These include, but are not limited to: Fantasy Fest, Thanksgiving, Christmas, New Years, Power Boat Races, Mini-Lobster Season, Labor Day, Parrot Heads Meeting of the Mind, 4th of July, Easter.
Rates, Terms and Promotions
- Rates and Terms are subject to change without notice. Please contact us for specific pricing and to confirm rates. Rates in US Funds.Â
Travel Guard Trip Insurance
- VHKW highly recommends purchasing Travel Guard Trip Cancellation and Interruption Insurance to protect your trip. Refunds are not provided due to weather, medical emergencies, or other unforeseen circumstances.
Payment
- Full rental policies and procedures can be found here and in the terms of your rental contract.
- Please contact us for any questions regarding payment.