This charming 2BR/2BA rental is located in the Historic Seaport District offering off-street parking and a prime location. Enjoy nightlife on Duval St or explore nearby shops and restaurants at the Seaport. Nearly 100 years old, the interior features original Dade County Pine walls, high ceilings, and French doors leading to the rear patio. Relax on the front porch and enjoy the quiet lane. Full bathrooms and a bedroom on each floor. Perfect for a serene and convenient stay in old town Key West!
Welcome to our wonderful vacation rental, a charming 2-bedroom, 2-bath single-family home located on a quiet lane in the desirable Historic Seaport District of Old Town Key West. This home offers the perfect balance of vibrant nightlife and quaint historical charm, making it an ideal getaway.
Historic Elegance and Modern Comfort:
This nearly 100-year-old home is filled with character and features original Dade County Pine on the walls and some of the flooring, giving you an authentic Key West experience.
Enjoy the high ceilings with exposed beams and French doors that open to a shaded patio—perfect for morning coffee or evening cocktails under the stars. The main floor living area has a full kitchen, outdoor dining area, laundry, and open area living room with a sleeper sofa for overflow guests.
The main floor bedroom is bright and airy and features a queen bed, closet and smart TV.
The beautiful downstairs bathroom is newly renovated with a large open shower.
This home boasts original floating wooden stairs leading to the second-floor ensuite bedroom. The primary suite includes a king bed, storage areas, spacious lounging or office area, and tv. The ensuite bathroom has a classic clawfoot tub and was updated with an attached shower.
Relax on the front porch and enjoy the tranquility of being tucked away on a private lane.
Benefit from the convenience of off-street parking with a designated parking space.
The home has its own walkway leading directly to Eaton Street, just steps away from the famous Old Town Bakery.
You'll be less than a block from the bakery, two blocks from the shops and restaurants at the Seaport, and five blocks from the lively Duval Street.
Perfect Location:
This area is ideal for those wanting to walk everywhere in Old Town and enjoy bike rides to the beaches.
Despite its central location, the home is down a beautiful quiet ally offering peace and serenity, away from the noise and traffic.
Enjoy shared common areas with only one other home, enhancing the sense of privacy and community. Perfect deck space with comfortable loungers and additional outdoor table and chairs.
Book your stay in our historic home and experience the best of Key West, blending modern comforts with the charm of a bygone era. Whether you're here for the excitement of Duval Street or the serene history of the Seaport, this home is your perfect Key West retreat.
We use the AIRBNB and Lodgify messaging app as well as text messages to interact with our guests. We typically send your contactless entry instructions on the day of check-in. Depending on when you book, prior messages and texts will outline these additional instructions clearly.
*Rental Must be for a MINIMUM of 28 Days.
*Only 1 small pet allowed - fee will apply
*Sunset Vacation and Management homes are rented to family groups and responsible adult groups only.
*Cooler Rentals Available
For your convenience, we are happy to offer cooler rentals for the duration of your stay for a flat fee of $50. Available options include large insulated coolers in approximately 70-quart capacity (40” x 18”) and 60-quart capacity (24” x 17”), as well as a rolling insulated cooler for easy transport. We also have a round YETI-style bucket cooler with an approximate 45-quart capacity.
Complimentary drop-off and pick-up service is included, ensuring a seamless and hassle-free experience during your stay.
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Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
About the area
Key West
Located in Key West, this holiday home is in the city centre. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. Sails To Rails Museum at Flagler Station and The Kite House are also worth visiting.
Ernest Hemingway Home and Museum - 20 min walk - 1.7 km
Getting around
Key West, FL (EYW-Key West Intl.) - 12 min drive
Restaurants
Cuban Coffee Queen Waterfront - 6 min walk
Schooner Wharf Bar - 9 min walk
Kermit's Key West Key Lime Shoppe - 10 min walk
Half Shell Raw Bar - 6 min walk
Pepe's Cafe - 6 min walk
Frequently asked questions
Is Seaport Serenity Cottage - Quiet and Quaint pet-friendly?
No, only service animals are welcome at the property.
How much does it cost to stay at Seaport Serenity Cottage - Quiet and Quaint?
As of 8 May, 2026, prices found for a 1-night stay for 2 adults at Seaport Serenity Cottage - Quiet and Quaint on 5 Jun, 2026 start from S$264, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Seaport Serenity Cottage - Quiet and Quaint?
On-site parking is available at the property.
What time is check-in at Seaport Serenity Cottage - Quiet and Quaint?
Check-in begins at 4:00 PM.
What time is check-out at Seaport Serenity Cottage - Quiet and Quaint?
Checkout is at 10:00 AM.
Where is Seaport Serenity Cottage - Quiet and Quaint located?
Located in Key West Historic District, this holiday home is within a 10-minute walk of Key West Bight Marina and Duval Street. Florida Keys Beaches and Mallory Square are also within 1 mile (2 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Fantastic property! Everything we needed for our stay and more. Location is fabulous on a quiet lane. Parking spot by the house was an exceptional bonus and there were plenty of other free parking spots close by which was great because we walked or biked everywhere once we got there. Great communication with property manager. I highly recommend and would definitely stay here again!
Melissa C.
Stayed 30 nights in Oct 2025
Response from VrboOwner on 4 Nov, 2025
Thanks Melissa, the house is lovely. You were a pleasure to host, hope you will come back and stay with us soon.
Best regards,
Natasha