Stay in a top rated central location, steps from the best attractions, dining, and entertainment.
Discover nearby landmarks
Walk to Duval Street
3 bedrooms3+ bathroomsSleeps 6
Popular amenities
Patio
Private pool
Gas grill
Air conditioning
Refrigerator
Washer
Explore the area
Key West, FL
Duval Street
Place, Duval Street
1 min walk
South Beach
Place, South Beach
3 min walk
Southernmost Point
Place, Southernmost Point
5 min walk
Key West, FL (EYW-Key West Intl.)
Airport, Key West, FL (EYW-Key West Intl.)
9 min drive
Rooms & beds
3 bedrooms (sleeps 6)
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed
Bedroom 3
1 Queen Bed
3 bathrooms, 1 half bathroom
Bathroom 1
Toilet
Bathroom 2
Toilet · Shower only
Bathroom 3
Toilet · Shower only
Bathroom 4
Toilet · Shower only
Spaces
Deck or patio
Porch or lanai
Kitchen
About this property
~LILLY'S PAD~ Upscale elegance with a private pool and parking!
THE PROPERTY: Awarded the Florida Keys Preservation Star, this stunning home and outdoor space will entice you to live like a local. From its covered front porch to its rear entertaining area, you won’t want to leave. As you enter via the sunny yellow doors you will be captivated by the gingerbread balustrade, staircase book nook and beautiful Dade County pine walls.
Moving into the open concept kitchen and living room, high ceilings, designer finishes and natural light will greet you. The sleek white kitchen is equipped with stainless steel appliances and everything you need to prepare meals or snacks. The oversized island has seating for six and allows you to mingle with guests in the comfortably furnished living room. You will be drawn to the outdoors via the double set of sliders that spill onto the lanai. Unlike other lanais this one is generously furnished and includes a large screen TV and an air conditioned half bath. From here you can take a dip in the pool, sip cocktails or simply relax with a good book. The pool includes a water feature, and the entire area enjoys privacy via fencing and lush landscaping. Nap on a lounger while surrounded by palm trees and sunshine. A wonderful island option is alfresco dining. The chef in your group will enjoy the gas grill and large dining table.
All three bedrooms in this home have ceiling fans and en suite baths with walk in showers. Two king bedrooms are located on the first floor, and one has direct access to the pool. You will appreciate the beautiful linens, natural light, and closet space. The third bedroom is located on the second floor. It has a queen bed and provides a bit of privacy for those who may need it. This room also has a vaulted ceiling, closet, TV, and plenty of natural light.
This lovingly restored home has unique island charm and is in a fabulous location. If modern amenities, outdoor living, and walk-ability are on your Key West bucket list, Lilly's Pad is the vacation home for you!
BED CONFIGURATION: There is a king en suite bedroom on the first floor. The second king en suite bedroom is also on the first floor. The third queen en suite bedroom is located on the second floor.
OUTDOOR AMENITIES: The covered lanai provides an outdoor living space with TV and plenty of seating. The dip pool with water feature is delightful after a day exploring the island. Dine alfresco on your large outdoor dining table. The pool is heated seasonally (November through April) for an additional fee which will be assessed at the time of booking. A grill is available for cooking up the catch of the day. A convenient and air conditioned half bath is located off the lanai. Sunshine, palm trees and lounge chairs on the sun deck await you.
PARKING: There is a convenient off-street parking space with this home, which is a rarity in Key West.
LOCATION: Old Town just a half block from Duval Street. Near the Key West Butterfly Museum and Southernmost Point. You will enjoy this quieter yet walkable side of town near finer shops, galleries, and restaurants.
PETS: This home is NOT pet friendly. (If you have pets, please browse through our many homes that are pet-friendly).
SMOKING: This is a non-smoking home and property.
***Guests must be 25 years of age or older unless accompanied by an adult.
***Managed by Historic Key West Vacation Rentals.***
Our prices include all fees. No hidden fees.
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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
Onsite 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 there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
About the neighborhood
Key West
Located in Key West, this vacation home is in the city center. Southernmost Point and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. Ready for a night out? Consider The Key West Theater and Sloppy Joe's Bar. Discover the area's water adventures with jet skiing, scuba diving, and snorkeling nearby, or enjoy the great outdoors with ecotours.
Key West Butterfly and Nature Conservatory - 3 min walk - 0.3 km
Southernmost Point - 5 min walk - 0.4 km
Ernest Hemingway Home and Museum - 6 min walk - 0.5 km
Getting around
Key West Intl. Airport (EYW) - 12 min drive
Restaurants
Circle K - 3 min walk
Cuban Coffee Queen (Duval) - 2 min walk
Southernmost Point Bar in the USA - 5 min walk
Southernmost Beach Café - 5 min walk
Banana Cafe - 2 min walk
Frequently asked questions
Does ~LILLY'S PAD~ Upscale elegance with a private pool and parking! have a pool?
Yes, this property has a pool.
How much does it cost to stay at ~LILLY'S PAD~ Upscale elegance with a private pool and parking!?
As of Sep 6, 2026, prices found for a 1-night stay for 2 adults at ~LILLY'S PAD~ Upscale elegance with a private pool and parking! on Sep 7, 2026 start from $1,265, 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.
Is ~LILLY'S PAD~ Upscale elegance with a private pool and parking! pet-friendly?
No, pets are not allowed at this property.
How much is parking?
Onsite parking is available at the property.
What time is check-in at ~LILLY'S PAD~ Upscale elegance with a private pool and parking!?
Check-in begins at 4:00 PM.
What time is check-out at ~LILLY'S PAD~ Upscale elegance with a private pool and parking!?
Check-out is at 10:00 AM.
Where is ~LILLY'S PAD~ Upscale elegance with a private pool and parking! located?
Located in Old Town Key West, this vacation home is steps from City Zoo Gallery and Duval Street. Florida Keys Beaches and South Beach are also within 10 minutes.
About the host
Hosted by Historic Key West Vacation Rentals
Languages:
English
Premier Host
They consistently provide great experiences for their guests