Entire home
~LILLY'S PAD~ Upscale elegance with a private pool and parking!
Photo gallery for ~LILLY'S PAD~ Upscale elegance with a private pool and parking!





Reviews
10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
3 bedrooms3+ bathroomsSleeps 6
Popular amenities
Explore the area

Key West, FL
- Place, Duval Street1 min walk
- Place, South Beach3 min walk
- Place, Southernmost Point5 min walk
- Airport, Key West, FL (EYW-Key West Intl.)12 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.***
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.
Add dates for prices
Amenities
Pool
Kitchen
Washer
Dryer
Free WiFi
Air conditioning
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House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0-17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
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 Fort Zachary Taylor Historic State Park and South Beach. Key West Butterfly and Nature Conservatory and MLK Community Pool & Community Center are also worth visiting. Discover the area's water adventures with jet skiing, scuba diving, and snorkeling nearby, or enjoy the great outdoors with ecotours.

Key West, FL
What's nearby
- Duval Street - 1 min walk - 0.2 km
- South Beach - 3 min walk - 0.3 km
- 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
Restaurants
- Circle K - 3 min walk
- Banana Cafe - 2 min walk
- Southernmost Point Bar in the USA - 5 min walk
- Cuban Coffee Queen (Duval) - 2 min walk
- Rum Bar at the Speakeasy Inn - 2 min walk
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
Jan 16, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 4 nights in Dec 2025
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Steve E.
Dec 30, 2025
Lilly’s Pad
Steve E.
10/10 Excellent
Darlene W.
Oct 4, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Darlene W.
Stayed 5 nights in Sep 2025
10/10 Excellent
Andrea L.
Mar 19, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fun vacay
Andrea L.
Stayed 5 nights in Mar 2025
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Rigo H.
Nov 8, 2025
Phenomenal!
Rigo H.
10/10 Excellent
David D.
Apr 20, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent location, wonderful backyard
David D.
Stayed 4 nights in Apr 2025
10/10 Excellent
Dean R.
Apr 24, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay
Dean R.
Stayed 5 nights in Apr 2025
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Karen K.
Aug 18, 2025
Perfect Vacation Spot
Karen K.
10/10 Excellent
Caroline G.
Jun 3, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location and charming house
Caroline G.
Stayed 4 nights in May 2025
10/10 Excellent
Jane P.
Jun 30, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely property
Jane P.
Stayed 4 nights in Jun 2024
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Barry B.
Jul 17, 2025
Perfect spot for Key West family vacation home base
Barry B.
10/10 Excellent
Heather A.
Jun 3, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
FirstTimers
Heather A.
Stayed 4 nights in May 2025
10/10 Excellent
Jennifer M.
Dec 4, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great birthday celebration
Jennifer M.
Stayed 4 nights in Nov 2023
10/10 Excellent
Lindsay L.
May 20, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Grown Ups Celebrating
Lindsay L.
Stayed 4 nights in Apr 2025
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Pam M.
Apr 2, 2025
Lilly Pad
Pam M.
10/10 Excellent
Lisa R.
Jul 30, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Lily’s Pad
Lisa R.
Stayed 5 nights in Jul 2024
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Roderick J.
Jun 12, 2024
Key West Vacation
Roderick J.
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Gary S.
Feb 18, 2024
Cute, cozy retreat.
Gary S.
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Wes F.
May 15, 2024
A Fabulous Key West Vacation Rental
Wes F.
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Erin R.
Nov 15, 2023
Perfect house!
Erin R.
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Thomas F.
Oct 4, 2024
Couldn’t be better
Thomas F.
Stayed 4 nights in Sep 2024
10/10 Excellent
Kenneth A.
May 26, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Key West at its Best
Kenneth A.
Stayed 4 nights in May 2023
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Joseph M.
Mar 12, 2024
Lilly’s Pad
Joseph M.
Stayed 7 nights in Mar 2024
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Kimberly B.
Dec 23, 2023
Great location!
Kimberly B.
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Traci B.
Jan 9, 2024
Lily's Pad the perfect Key West paradise!
Traci B.
Stayed 5 nights in Jan 2024
About the host
Hosted by Historic Key West Vacation Rentals
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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