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

Key West, Florida
$1263 avg/night
Bed 3

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 6

Max Sleeps

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.***

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    3 Bedrooms Bed Sheets Provided
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Kitchen Island Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Gas Grill Patio
  • POOL/SPA

    Private Pool
  • BATHROOMS

    3.5 Bathrooms Hair Dryer Shower Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Birdwatching Nearby Ecotours Nearby Jet Skiing Nearby Sailing Nearby Scuba Diving Nearby Snorkeling Nearby Swimming Nearby Water Skiing Nearby Windsurfing Nearby
  • ENTERTAINMENT

    TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning
  • LOCATION HIGHLIGHTS

    In The City Center
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Availability

Review Review

  • Karine T.

    Submitted Apr 18, 2026

    Stayed Mar 29, 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 😊

  • Joanne H.

    Submitted Apr 16, 2026

    Stayed Apr 12, 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!

  • Heather B.

    Submitted Mar 14, 2026

    Stayed Feb 23, 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.

  • Lisa D.

    Submitted Feb 26, 2026

    Stayed Jan 30, 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!

  • Jane S.

    Submitted Jan 16, 2026

    Stayed Dec 28, 2025

    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.

  • Steve E.

    Submitted Dec 30, 2025

    Stayed Dec 22, 2025

    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!

  • Rigo H.

    Submitted Nov 8, 2025

    Stayed Oct 20, 2025

    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!

  • Darlene W.

    Submitted Oct 4, 2025

    Stayed Sep 28, 2025

    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.

  • Karen K.

    Submitted Aug 18, 2025

    Stayed Aug 13, 2025

    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!

  • Barry B.

    Submitted Jul 17, 2025

    Stayed Jul 10, 2025

    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's Pad is just as advertised, and just what we hoped for. Near the quieter end of Duval, beautifully furnished, immaculately clean, 4 baths, 3 bedrooms, and the delightful 'cool off' pool in the back couldn't have been better for our trip. We'd stay again in a heartbeat.

  • Heather A.

    Submitted Jun 3, 2025

    Stayed May 20, 2025

    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!

  • Caroline G.

    Submitted Jun 3, 2025

    Stayed May 24, 2025

    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.

  • Lindsay L.

    Submitted May 20, 2025

    Stayed Apr 30, 2025

    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.

  • Dean R.

    Submitted Apr 24, 2025

    Stayed Apr 1, 2025

    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

  • David D.

    Submitted Apr 20, 2025

    Stayed Apr 7, 2025

    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.

  • Pam M.

    Submitted Apr 2, 2025

    Stayed Mar 25, 2025

    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

  • Andrea L.

    Submitted Mar 19, 2025

    Stayed Mar 11, 2025

    Great central location to see all Key West has to offer and house has good layout for relaxing

  • Thomas F.

    Submitted Oct 4, 2024

    Stayed Sep 28, 2024

    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: Exactly as described on line. Management company communications were perfect. Location made it walkable to the Hemmingway House, Mallory Square, the Truman Little White Hoyse, Duval Street shopping, and several great restaurants.

  • Lisa R.

    Submitted Jul 30, 2024

    Stayed Jul 13, 2024

    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.

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Total

Includes taxes and fees
$1,397+
View details