~LILLY'S PAD~ Upscale elegance with a private pool and parking!

Top rated by guests
Key West life!
Plenty of Key West charm!
Everything you need for meal or snack prep.
Can you imagine entertaining here?
A tropical vacation awaits you!
review stars
10Outstanding
(41 Ratings)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I ..."
Karine T.
Don't miss out! Price and availability may change
10 / 10
Outstanding(41 Ratings)

House in Key West, FL

6 guests · 3 bedrooms · 3 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

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.***

Amenities at ~LILLY'S PAD~ Upscale elegance with a private pool and parking!

Non-smoking
No pets allowed
Family friendly

Map of Key West, FL


Ratings and reviews

10 / 10
Outstanding(41 Ratings)
10 / 10Outstanding·Apr 2026
Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Lilly Pad was exceptional!!! Perfect location quiet, private but convenient to everything Key West has to offer. The house was extremely clean and beautifully decorated!! We can’t wait to go back!!!! Thank you 😊
10 / 10Outstanding·Apr 2026
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!
10 / 10Outstanding·Mar 2026
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.
10 / 10Outstanding·Feb 2026
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!

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at ~LILLY'S PAD~ Upscale elegance with a private pool and parking!. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is ~LILLY'S PAD~ Upscale elegance with a private pool and parking! pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at ~LILLY'S PAD~ Upscale elegance with a private pool and parking!?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.