Located in Old Town Key West, this vacation home is adjacent to Duval Street and within a 5-minute walk of other popular sights like South Beach. The vacation home includes a private pool, a kitchen, and a patio.
Key West Butterfly and Nature Conservatory - 3 min walk - 0.2 miles
Southernmost Point - 5 min walk - 0.3 miles
Ernest Hemingway Home and Museum - 6 min walk - 0.4 miles
Getting around
Key West Intl. Airport (EYW) - 12 min drive
Restaurants
Circle K - 3 min walk
Rum Bar at the Speakeasy Inn - 2 min walk
Banana Cafe - 2 min walk
Cuban Coffee Queen (Duval) - 2 min walk
Southernmost Point Bar in the USA - 5 min walk
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
~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.***
The vacation home is air-conditioned and features a kitchen, 3.5 bathrooms, and a patio, and there's space to spread out with 3 bedrooms. Guests can enjoy a TV and stay connected with free WiFi. Other standard amenities include a private pool, a washing machine, and a coffee maker.
Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
Smoke detector (host has indicated there is a smoke detector on the property)
First aid kit
Fire extinguisher
Policies
Check-in
Check-in time starts at 4:00 PM
Minimum check-in age: 25
Check-out
Check-out before 10:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Pets
This property doesn't allow pets
Children and extra beds
Children allowed: ages 0-17
Events
No events 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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Check-in: 4:00 PM
Check-out: 10:00 AM
Minimum check-in age: 25
We should mention
Details about charges, deposits, or other important information:
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
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.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
Onsite parties or group events are strictly prohibited.
Onsite safety features include a fire extinguisher, a smoke detector, and a first aid kit.
Property is also known as
3000-249654
Frequently asked questions
What's there to see around this vacation home?
This vacation home is situated in Old Town Key West, just steps from Duval Street, and within a 10-minute walk of Florida Keys Beaches and South Beach. You'll also find Southernmost Point and Ernest Hemingway Home and Museum less than a mile away.
Is there parking available at ~LILLY'S PAD~ Upscale elegance with a private pool and parking!?
No, there isn't parking at this vacation home.
Is this vacation home next to a casino?
No, this vacation home is not connected to a casino.
Will I find an indoor pool at this vacation home?
No, there is no indoor pool at this vacation home; however, the accommodation features a private pool.
What do couples enjoy most about ~LILLY'S PAD~ Upscale elegance with a private pool and parking!?
Couples will appreciate amenities at this vacation home, including a private pool and a kitchen in each house and a private pool in some.
Does ~LILLY'S PAD~ Upscale elegance with a private pool and parking! have a hot tub?
No, this vacation home doesn't have a spa tub.
Does this vacation home include breakfast service?
No, this vacation home doesn't offer breakfast.
Will this vacation home allow pets to stay for free?
No, pets aren't allowed at this vacation home.
Does ~LILLY'S PAD~ Upscale elegance with a private pool and parking! have connecting rooms available?
No, this vacation home doesn't feature connecting guestrooms.
What is the closest airport to this vacation home?
The closest major airport to this vacation home is Key West Intl. Airport (EYW), which is 3.5 mi away (12 minutes by car).
Are there rooms with balconies at ~LILLY'S PAD~ Upscale elegance with a private pool and parking!?
Yes, every house at ~LILLY'S PAD~ Upscale elegance with a private pool and parking! comes with a patio.
~LILLY'S PAD~ Upscale elegance with a private pool and parking! Reviews
Reviews
10
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 37 out of 38 reviews
10 - Excellent
37
Rating 8 - Good. 1 out of 38 reviews
8 - Good
1
Rating 6 - Okay. 0 out of 38 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 38 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 38 reviews
2 - Terrible
0
10/10
Cleanliness
Reviews
10/10 Excellent
Joanne H.
Apr 16, 2026
Liked: Cleanliness
Lily’s Pad was perfect for our group of six. The lanai, pool and outdoor space was relaxing and perfect for gathering. The concierge service was excellent and communication was great! The layout inside worked very well and the house was well stocked with kitchenwares and other necessities. We will be back!
Joanne H.
Stayed 4 nights in Apr 2026
10/10 Excellent
Heather B.
Mar 14, 2026
Liked: Cleanliness
We had a fantastic stay at Lilly’s Pad. The home is beautifully designed, spotless, and truly feels like a little luxury retreat in Key West. The private pool was a highlight, perfect for relaxing after a day out, and the outdoor space felt very peaceful and private.The location was excellent: close to everything but still quiet at night. Easily walkable. Having dedicated parking was also a huge plus in Key West and made getting around so easy.The host was incredibly helpful and even coordinated with the baby equipment rental company so everything we needed for our baby was set up and ready when we arrived, which made traveling so much easier for us.Everything was seamless from check-in to check-out. We would absolutely stay here again and highly recommend it to anyone visiting Key West.
Heather B.
Stayed 6 nights in Feb 2026
10/10 Excellent
Lisa D.
Feb 26, 2026
Liked: Cleanliness
The property was wonderful. Updated beautifully with all the charm and practicality necessary for what we like in a rental. The location was a block off of Duval which made going for a coffee or perusing the shops very convenient. The property management was excellent at responding to the questions we had during our stay. Highly recommend!
Lisa D.
Stayed 8 nights in Jan 2026
10/10 Excellent
Jane S.
Jan 16, 2026
Liked: Cleanliness
Wonderful cottage home with easy access to shops, restaurants, and all the fun Key West has to offer. The host was very communicative and goes extra step to help schedule activities around the island.
Jane S.
Stayed 4 nights in Dec 2025
10/10 Excellent
Darlene W.
Oct 4, 2025
Liked: Cleanliness
Perfect spot off Duval Street. Pool is a bit small but was nice to cool off on hot Key West days. Grill was very nice to have.
Darlene W.
Stayed 5 nights in Sep 2025
10/10 Excellent
Heather A.
Jun 3, 2025
Liked: Cleanliness
FirstTimers
Loved the location for proximity to restaurants, shopping and water. Parking spot was essential. Pool was amazing at the end of the day. On the bus route for easy commute to other end for touristy things. Home interior was fresh and fun. Would come back!
Heather A.
Stayed 4 nights in May 2025
10/10 Excellent
Caroline G.
Jun 3, 2025
Liked: Cleanliness
Perfect location and charming house
We had a great vacation in this rental. It was clean, well appointed and a fantastic location. The property manager was attentive and responsive and made our stay there a breeze. It was perfect for the five of us. The outside and inside couldn't have been better.
Caroline G.
Stayed 4 nights in May 2025
10/10 Excellent
Lindsay L.
May 20, 2025
Liked: Cleanliness
Grown Ups Celebrating
This home was perfect. We had 6 adults (3 couples). It had plenty of space. Extremely clean. Would definitely be coming back to this property.
Lindsay L.
Stayed 4 nights in Apr 2025
10/10 Excellent
Dean R.
Apr 24, 2025
Liked: Cleanliness
Great stay
This is an upscale home in a great central location The pool was well maintained and very relaxing. The parking space is a big plus. Highly recommend
Dean R.
Stayed 5 nights in Apr 2025
10/10 Excellent
David D.
Apr 20, 2025
Liked: Cleanliness
Excellent location, wonderful backyard
Wife and I stayed with another couple, really enjoyed the backyard, was great setting and privacy for us to hang out after the day on the town. Easy access to all of key west and had parking onsite.
David D.
Stayed 4 nights in Apr 2025
10/10 Excellent
Kathleen A.
Mar 30, 2025
Kathleen A.
Stayed 7 nights in Mar 2025
10/10 Excellent
Andrea L.
Mar 19, 2025
Liked: Cleanliness
Fun vacay
Great central location to see all Key West has to offer and house has good layout for relaxing
Andrea L.
Stayed 5 nights in Mar 2025
10/10 Excellent
Lisa R.
Jul 30, 2024
Liked: Cleanliness
Lily’s Pad
Great place! Four friends enjoyed all that Lily’s Pad had to offer. The house was just as it looked in the listing! Close to all that key west has to offer. Check in was a breeze & the parking space was an added bonus!! Would definitely stay here again.
Lisa R.
Stayed 5 nights in Jul 2024
10/10 Excellent
Jane P.
Jun 30, 2024
Liked: Cleanliness
Lovely property
We really enjoyed our stay at Lillys Pad, and the convenience of the location. Everything was perfect!
Jane P.
Stayed 4 nights in Jun 2024
10/10 Excellent
Marianne T.
Feb 12, 2024
Liked: Cleanliness
Amazing house!
Lilly's Pad was the perfect house for our 3 couples! Great location, plenty of space for 6 people, and very well appointed....beds are comfy and each bedroom has its own bathroom! The pool and patio area was relaxing and comfortable as well....spent some nice evenings out there! Communication with property management was excellent! Again location was perfect...everything is walkable and super close to Duval but not too loud or too busy. Great Cuban coffee shop across the street and The Rum Bar is right around the corner! (maybe TOO close sometimes!LOL). We will definitely be back! Thanks for a great stay!
Marianne T.
Stayed 7 nights in Jan 2024
10/10 Excellent
Jennifer M.
Dec 4, 2023
Liked: Cleanliness
Great birthday celebration
We loved staying at this house in this location. Loved being near a bus stop and right off Duval St. The rental company was so helpful in sharing great restaurants, shopping and more, it was a great spot.
Jennifer M.
Stayed 4 nights in Nov 2023
10/10 Excellent
Kenneth A.
May 26, 2023
Liked: Cleanliness
Key West at its Best
The property was fantastic. Has the feel of old Key West with all the modern amenities. The property is very quiet inside and in the pool area, yet just a 1/2 block off of Duval!
I almost hate to brag on the property so it will be available for us again! We are returning soon!
The staff is fantastic and extremely helpful in every aspect. Beautiful office close by, cant say enough good things. Absolutely no downside!