~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!

A spacious kitchen with a large island, wooden ceiling, and a dining area with outdoor seating.
A pool area with lounge chairs and a dining table, surrounded by a white house and lush greenery.
A modern kitchen with wooden paneling, a central island with stools, a built-in microwave, and a large flat-screen TV mounted on the wall.
A spacious living area with a high ceiling, a wooden staircase, and a balcony with outdoor furniture.
A modern kitchen with white cabinets, stainless steel appliances, and a central island with stools.

Reviews

10 out of 10
Exceptional

Highlights

  • Dive into relaxation
    Unwind in the top-rated pool, your perfect spot for relaxation.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Walk to Duval Street

Popular amenities

  • Patio
  • Private pool
  • Gas barbecue
  • Air-conditioning
  • Refrigerator
  • Washing machine

Explore the area

View map
Key West, FL
  • Place, Duval Street
    ‪1 min walk‬
  • Place, South Beach
    ‪3 min walk‬
  • Place, Southernmost Point
    ‪5 min walk‬
  • 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

Add dates for prices

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10.0 out of 10, Exceptional, (73 reviews)
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About the area

Key West

Located in Key West, this holiday home is in the city centre. 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 snorkelling nearby, or enjoy the great outdoors with ecotours.
View more Holiday homes in Key WestOpens in a new window
Map
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

  • Key West, FL (EYW-Key West Intl.) - 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.

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

On-site 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!?

Checkout 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 holiday home is steps away from City Zoo Gallery and Duval Street. Florida Keys Beaches and South Beach are also within 10 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 43 out of 44 reviews
Rating 8 - Good. 1 out of 44 reviews
Rating 6 - Okay. 0 out of 44 reviews
Rating 4 - Poor. 0 out of 44 reviews
Rating 2 - Terrible. 0 out of 44 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

From a partner site

10/10 Excellent

Highly recommend

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: Very satisfied. Highly recommend this rental based on location and overall experience both with Key West and property management company.
Response from VrboOwner on 20 Oct 2026
Wow! Thank you for the kind words about Lilly's Pad. We hope you'll come and make some more memories with us in the near future~ The Team @ HKWVR
From a partner site

10/10 Excellent

Beautiful home.

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: Annual visit to KW (6 women all over 70) and this house had everything we needed. We've stayed in many homes over the past 19 years and this was the best.
Response from VrboOwner on 20 Oct 2026
Thank you for the kind words about Lilly's Pad. We think it's beautiful as well~ The Team @ HKWVR
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This property was great walking distance to several of the top attractions. We really enjoyed our stay. The house had everything we could need and my kiddos really enjoyed being able to take advantage of the pool each evening. If we’re ever back in Key West, we would stay at this property again.
Stayed 6 nights in Jun 2026
Response from VrboOwner on 21 Aug 2026
We hope you and your family will come back to Key West and Lilly's Pad to make some more memories sooner than later! ~ The Team @ Historic Key West Vacation Rentals
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Phenomenal rental! Perfectly located whether you’re walking or driving. The off street parking was clutch. By far, Lily Pad was the best outfitted, stocked and cleanest rental in all of my VRBO rental history. The whole process from booking to check out and all the communication in between was top notch. We really enjoyed our stay!
Stayed 7 nights in Jun 2026
Response from VrboOwner on 26 July 2026
Thank you for taking the time to give us a nice review! We appreciate that and are so happy to hear you enjoyed your time at Lilly's Pad. We hope you'll come and stay with us again! ~ The Team @ Historic Key West Vacation Rentals
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lilly’s Pad is truly a perfect little oasis in Key West. The location couldn’t be more convenient and the house is beautiful. The pool was a welcome reprieve from the Florida heat. The host was very attentive and has thought of everything you might need. Truly a five-star experience; we couldn’t be happier with this location. We will be back!!
Stayed 5 nights in Jul 2026
Response from VrboOwner on 9 Sept 2026
Thank you for taking the time to review us so nicely! It's lovely to hear you enjoyed your time at Lilly's Pad and hope you'll be back again soon. ~ The Team @ Historic Key West Vacation Rentals
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 4 nights in Dec 2025
Response from VrboOwner on 22 Jan 2026
Thank you for the kind review of us and Lilly's Pad. We hope we'll see you again in the future! ~ The Team @ Historic Key West Vacation Rentals
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 4 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fun vacay

Great central location to see all Key West has to offer and house has good layout for relaxing
Stayed 5 nights in Mar 2025
Response from VrboOwner on 19 Mar 2025
Thank you for the kind review of Lilly's Pad! We hope you'll come and stay with us again, and soon. ~ Jennifer & Team @ Historic Key West Vacation Rentals
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Sheltering the frog statue from the rain
Stayed 8 nights in Jan 2026
Response from VrboOwner on 1 Mar 2026
Thank you for taking the time to leave us and Lilly's Pad such a nice review! We hope when you come back you'll stay with us again. ~ The Team @ Historic Key West Vacation Rentals
From a partner site

10/10 Excellent

A Wonderful stay with Lilly!

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 a perfect romantic getaway. The house was beautifully decorated and impeccably maintained. The pool was a wonderful, cool respite from the tropical humidity. And add to that we were in a quiet neighborhood but less than a half block from Duval and only a few blocks from the famous Southernmost Point buoy. A wonderful experience at a very special PAD!
Response from VrboOwner on 25 June 2026
Lilly's Pad is special and we're glad you got to stay. Thank you for taking the time to review it so nicely. ~ The Team @ HKWVR
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 4 nights in Apr 2025
Response from VrboOwner on 22 Apr 2025
Thank you for the kind review of Lilly's Pad! We hope you're already making plans to come and make some more Key West memories! ~ Jennifer & Team @ Historic Key West Vacation Rentals
From a partner site

10/10 Excellent

Lilly’s Pad

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: Excellent place to stay - very clean, comfortable and terrific location!
Response from VrboOwner on 3 Jan 2026
Thank you for taking the time to review us so kindly and we hope your next stay with us will be sooner than later! ~ The Team @ HKWVR
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely property

We really enjoyed our stay at Lillys Pad, and the convenience of the location. Everything was perfect!
Stayed 4 nights in Jun 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Stayed 5 nights in Apr 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 5 nights in Sep 2025
Response from VrboOwner on 15 Oct 2025
We are thrilled you enjoyed your time at Lilly's Pad. Hope you'll come and stay again soon! ~ The Team @ Historic Key West Vacation Rentals
From a partner site

10/10 Excellent

Exceptional!

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 😊
Response from VrboOwner on 22 Apr 2026
We hope everyone agreed to come back sooner than later! Thank you for the nice review ~ we like to hear how nice our homes are and if we did a good job. ~ The Team @ Historic Key West Vacation Rentals
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 4 nights in Nov 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 4 nights in May 2025
Response from VrboOwner on 4 June 2025
That is such a nice review of Lilly's Pad and hope you'll come back and stay with us again, and soon! ~ The Team @ Historic Key West Vacation Rentals
From a partner site

10/10 Excellent

Perfect Vacation Spot

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: This house was perfect for our family vacation and the concierge team was fabulous. I highly recommend renting this beautiful home to be in the heart of Key West!
Response from VrboOwner on 20 Aug 2025
Thank you for your fabulous review of Lilly's Pad and our Concierge Team! We love this gorgeous home and are so glad you enjoyed your time there. We hope to welcome you back to Key West soon~ The Team at HKWVR
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 5 nights in Jul 2024
Response from VrboOwner on 30 July 2024
We are already looking forward to your next stay! Please make it soon, OK? Jennifer & Team @ Historic Key West Vacation Rentals
From a partner site

10/10 Excellent

Phenomenal!

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: Amazing house, great location! I always stay here while visiting Key West. A block from duval, couple blocks from the beach, but hidden away from all the foot traffic. I can’t recommend Lilly’s Pad enough!
Response from VrboOwner on 11 Nov 2025
We're so appreciative for your repeat stays at our fabulous Lilly's Pad! We hope to see you again, and soon! ~The Team @ Historic Key West Vacation Rentals
From a partner site

10/10 Excellent

Key West Vacation

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: Astor meets Key West
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 6 nights in Feb 2026
Response from VrboOwner on 28 Mar 2026
Thank you for your kind review of Lilly's Pad! We hope you'll come and stay with us again to make some more memories here in Key West. ~ The Team @ Historic Key West Vacation Rentals
From a partner site

10/10 Excellent

Lilly Pad

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: Great stay for our daughter’s wedding. Convenient to everything, clean and cozy
Response from VrboOwner on 5 Apr 2025
Congratulations! We hope everyone will come back for their anniversary! ~ The Team @ HKWVR
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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!
Stayed 4 nights in May 2025
Response from VrboOwner on 4 June 2025
What a nice review of Lilly's Pad ~ and we're already looking forward to your next stay! ~ The Team @ Historic Key West Vacation Rentals
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