Serene Lily - Weekly Rental

2 Bedrooms

2.5 Bathrooms

6 Guests

5.0

Adorned in colors of the sea, this single-family residence offers upscale updates throughout. Ten-foot ceilings, updated kitchen and baths and beautiful designer touches add to the beauty of this home.



About the property

WEEKLY RENTAL: This property has a 7 night minimum stay.
**Beginning January, 2026, Fair Winds will be a MONTHLY (28 nights within the same month) RENTAL. Stay a month and live like a local!

THE PROPERTY: Located where the Gulf meets the Atlantic, this is the upscale vacation home you have been looking for! Stroll down your private entrance in the Historic Truman Annex to this elegantly decorated single family home. With Serena and Lily touches throughout, this sophisticated space is flooded with natural light. As you enter the home, you will be greeted by a serene ambiance and alluring art. A convenient first floor powder room is on the right of the entry area. Moving into the striking white kitchen, you will enjoy stainless steel Bosch appliances, an induction oven, a farm sink, and bench seating under the waterfall peninsula. The open concept dining area and living room are where you will find spectacular furnishings, a large screen, wall mounted TV as well as generous room to entertain guests. Two sets of French doors with transom windows lead out to your private, partially covered patio. Enjoy dinner or cocktails while surrounded by the privacy of lush foliage and palm trees. Comfortably furnished and fenced, this space provides a respite from the excitement of Duval Street.
Upstairs are two King bedrooms. The stunning, primary ensuite bedroom is complete with bedside tables, lamps, ceiling fan, wall-mounted TV, and closets. Two sets of French doors lead to a covered balcony where you can enjoy morning coffee while listening to the sounds of the island. The primary ensuite bath is a beautiful space with double sinks, waterfall faucets, tiled, glass walk in shower and natural light. At the end of the hall is the second bedroom. This charming space is adorned with nightstands, bedside lighting, ceiling fan and closet. Its hall bathroom has a unique silver glass vessel sink with waterfall faucet and a dazzling, tiled, walk-in shower. Decorated in shades of the sea, with amenities expected in a luxury rental, you are sure to enjoy your holiday in this select paradise.

BED CONFIGURATION: Both bedrooms, located on the second floor, have king size beds and ceiling fans. The primary bedroom has two closets and an ensuite bath with double sinks and a gorgeous walk-in shower. This room also boasts a covered deck. The second bedroom has an ample closet and hall bath with a spacious walk-in shower. A queen sleeper sofa is in the living room.

OUTDOOR AMENITIES: The home’s comfortably furnished paver patio and grill can be enjoyed rain or shine. The heated community pool is a short stroll away. The pool area has lounge chairs, tables with umbrellas and restrooms for your convenience.

PARKING: One highly coveted, designated parking space is just steps from the home. Note vehicle must NOT exceed 18' long or 80" wide, strictly enforced.

LOCATION: Tucked away in the exclusive, historic Truman Annex, this home is a mere two blocks from Duval Street. The Truman Waterfront Park is nearby. Restaurants, shopping, and entertainment are all within walking distance.

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.
***Staying for a month or longer? Request a quote for a minimum of 28 nights to see our discounted "monthly" rates.
***Managed by Historic Key West Vacation Rentals***


Sleeping Arrangements

Sleeping space 1

BEDROOM
KING (1)

Sleeping space 2

BEDROOM
KING (1)

Features & amenities

  • Type: House
  • King Bed
  • Hair Dryer
  • Downtown
  • Near The Ocean
  • Communal Pool
  • pets not allowed
  • Truman Annex
  • Walk in Shower
  • Monthly
  • Nightly & Weekly
  • Air Conditioning
  • Internet Access
  • Washer / Dryer

Get Quote

Use the calendar to select your dates.

Have a question?

Location

5.0 (23 reviews)

5.0

fabulous week

We had a fantastic stay at Serene Lily. The place is gorgeous and spacious. The decor was beautiful and the place was spotless. We love staying in the Truman Annex with the gated community. The location was perfect - close to Duval and Mallory Square for the sunsets yet very quiet. We really appreciated all the little extras that the hosts supplied so we didn’t have to run out and buy hand soaps, garbage bags, laundry detergent, etc. this was our 5 th time in Key West and this was by far the nicest place that we’ve stayed.

Submitted by Topsham ME on Apr 08, 2025

Response from Historic Key West Vacation Rentals

We are so happy to hear you enjoyed your time at Serene Lily ~ we think it's just lovely as well (and the location! Chef's kiss!). We hope you'll choose us for your 6th time as well. ~ The Team @ HKWVR

5.0

great location, beautiful home

The house is conveniently located just two blocks from Duval St. walkable to everything. Very nicely furnished home, two king bedrooms upstairs, living room, kitchen, dining area and powder room downstairs. Comfy beds, very attractive. Would be comfortable for 4 people. Tight for 6.

Submitted by Oak Hill VA on Mar 02, 2025

Response from Historic Key West Vacation Rentals

Thank you for the kind and honest review of Serene Lily ~ we hope you'll come and stay with us again! Please make it soon. ~ Jennifer & Team @ HKWVR

5.0

second visit.

We love Serene Lily. This is our second time staying there and it was great. Great location, well-maintained, mostly quiet, comfortable. We’re likely to return.

Submitted by Boyds MD on Nov 20, 2024

Response from Historic Key West Vacation Rentals

Third time is the charm, so if you enjoyed your first two times, think how much you'll enjoy your third! Hope it's sooner than later. ~ Jennifer & Team @ HKWVR

5.0

kw for our party of 5

Absolutely perfect location - for a family of 5. We loved all the details in the home from the extra towels to the beautiful decorations. It was such a nice week spent in Truman Annex. Our first time in KW did not disappoint.

Submitted by Highland Hs OH on Jul 21, 2024

Response from Historic Key West Vacation Rentals

We are happy to hear your first time here went so well! We hope it won't be your last! ~ Jennifer & Team @ HKWVR

5.0

loved serene lily

As usual, an excellent stay! Loved Serene Lily, our favorite HKWVR so far. Beautifully decorated, great location, a wonderful place to stay. A plus was off street parking for the golf cart, a necessity for getting around Key West.

Submitted by Chesterfield MO on May 18, 2024

Response from Historic Key West Vacation Rentals

We are so happy you enjoyed Serene Lily and hope we'll see you yet again! Thank you for being a great guest. ~ Jennifer & Team @ HKWVR

5.0

superb rental experience.

The property was immaculate and exactly as described. HKWVR was very responsive and proactive with communication. We would absolutely rent through HKWVR again.

Submitted by Columbia SC on Apr 09, 2024

Response from Historic Key West Vacation Rentals

Thank you for noticing and giving such a nice review! We love our home and our guests and can't wait for your return. ~ Jennifer & Team @ HKWVR

5.0

first rate stay

Serene Lily has many things going for it. Top of the line appliances. Comfortable and attractive furnishings. Convenient and private location. The folks at the rental agency were always promptly responsive and courteous.

Submitted by Rochester NY on Mar 17, 2024

Response from Historic Key West Vacation Rentals

We are so happy you enjoyed your month at Serene Lily and hope you're ready to come back and have some more Key West time! ~ Jennifer & Team @ HKWVR

5.0

serenity now!

Wonderful house, quiet community, walk to everything! Attended the Mile 0 Fest. Awesome location to go to and from the shows. Near all the good cocktail bars: General Horrsplay, 915, The Roost, Bagatelle.
House had all modern updates with comfortable beds and comfortable furniture. Rear private patio and easy access to community pool Would benefit from adding patio table and chairs to enjoy, and clear instructions about needing the pool and gate key especially when returning to the community after 6p.

Submitted by Ambler PA on Feb 01, 2024

Response from Historic Key West Vacation Rentals

Thank you so much for the kind (and constructive) review of Serene Lily! Hope you'll come back and stay with us again, please and thank you. ~ Jennifer & Team @ HKWVR

5.0

truman annex

Wonderful place to stay! Two blocks to the excitement of Duval but the Annex will make you feel a world away from Duval! Easy walking to Mallory Square. Historic Key West Vacation Rentals were easy to work with & were available when needed. The house was perfect & well appointed.

Submitted by Westerville OH on Jan 28, 2024

Response from Historic Key West Vacation Rentals

So happy you enjoyed your time at Serene Lily ~ hope we'll come and see us again, and soon! ~ Jennifer & Team @ HKWVR

5.0

paradise in truman annex

This home is perfect. Everything is first class and extremely clean. The beds are comfortable and it was nice having a washer and dryer. Great location. Convenient to Duval Street and many KW attractions.

Submitted by Jasper GA on Jan 22, 2024

Response from Historic Key West Vacation Rentals

We think you were a first class guest as well! Thank you for taking the time to review us so kindly. We hope to see you again, and soon! ~ Jennifer & Team @ HKWVR

5.0

truman annex

Unit is in a gated community within walking distance of Duval and many things you would like to see. Even though it's close to the action, we were not disturbed (except for occasional roosters). There is a pool on site and never more than a dozen or so in the area. Everything was clean and well maintained.

Submitted by Springfield IL on Jun 07, 2023

Response from Historic Key West Vacation Rentals

So nice to hear such kind words about Serene Lily ~ we do hear all the time how quiet it is. We can't wait for you to come and see us again! ~ Team HKWVR

5.0

serene lily

Vacation home is perfect and well equipped to cook.
Location is perfect to walking distance to Duval street and all restaurants or bars. The only down side is the parking lot behind to master bedroom has noise late at night but only on the weekend with late party people return to there vehicles.

Submitted by Scottsdale AZ on May 17, 2023

Response from Historic Key West Vacation Rentals

Thank you for taking the time to review Serene Lily. It's a beautiful home in a great location. We apologize if the party people kept you up! We hope to see you again soon in sunny Key West~ Lori and the HKWVR Team

5.0

perfect trip to key west

The house was exactly as described and pictured. Great location in the Truman Annex, which is close to the waterfront, Fort Zach, and Duval Street. Especially convenient to get to Starbucks, CVS, Fausto’s grocery, and the Green Parrot Liquors, if you need something quick. Everyone at Historic Key West rentals was very helpful every step of the way and offered great recommendations. Hope to be back, soon.

Submitted by Boston MA on Mar 29, 2023

Response from Historic Key West Vacation Rentals

It's so nice to hear that you had such a nice time at Serene Lily! We are here, awaiting your return. ~ Jennifer & Team HKWVR

5.0

serene lily

Perfect

Submitted by Saratoga Springs NY on Dec 10, 2022

Response from Historic Key West Vacation Rentals

Sometimes one word says it all, and perfect is a great word for Serene Lily! Thank you! ~ Jennifer @ HKWVR

5.0

great house

We had a fantastic stay

Submitted by stuart FL on Nov 16, 2022

Response from Historic Key West Vacation Rentals

We are so happy to hear your time was fantastic (that's fantastic!). We hope you're already making plans to come and see us again, and soon! Maybe we can make your time fantastic-er? ~ Jennifer & Team HKWVR

5.0

amazing experience

We have been to Key West several times. This was our first time renting from Historic Key Wwat Rentals. We had a blast and will definitely be back!

Submitted by Sevierville TN on Jul 18, 2022

Response from Historic Key West Vacation Rentals

Chad, thank you for the review. Serene Lily is in a nice spot and the parking space is a great amenity.We are so happy you were pleased with everything and hope to see you again in the future! Key West really is an amazing vacation and relaxation spot! Cindy & the HKWVR team

5.0

feeling "at home" at serene lily.

very nice; house well equipped and clean.
Perfect size for our family, especially the dining room with large table.

Submitted by Sewickley PA on Apr 22, 2022

Response from Historic Key West Vacation Rentals

We are so happy you enjoyed your time at Serene Lily ~ it's really a beautiful home and loves to be loved! Come and see us again, anytime. We love having happy return guests stay with us. ~ Jennifer & Team HKWVR

5.0

great location...well maintained!

We had a great week in Key West staying at this house. Very nice decorations and appointments in a great neighborhood near everything you need.

Submitted by Crozet VA on Apr 12, 2022

Response from Historic Key West Vacation Rentals

We are so happy you enjoyed your time at Serene Lily ~ we agree it's got it all; location, amenities, and cuteness. Come and stay with us again, and soon! ~ Jennifer & Team HKWVR

5.0

beautiful stay in truman annex

We enjoyed a fabulous week with our family in the Truman Annex,
one of the most beautiful neighborhoods in all of Key West. Our rental, Serene Lily, was perfect. The home was immaculate. The home is beautifully decorated and truly serene. The home has a spacious master with outdoor balcony/ porch and bath. The home has all the amenities of home, totally comfortable for 5 adults. The back patio is small, but quaint with all of the beautiful landscaping - a great spot for morning coffee, a cocktail or reading. Recommend bug spray if outside at dusk or evening due to foliage.
The home is two blocks from Duval and all the bars and restaurants and a 5 minute walk to the best beach in Key West, Fort Zachary Taylor State Park. The location of the home is absolutely perfect!
We have enjoyed Key West trips for decades, staying in many different hotels and rentals. Serene Lily was one of the best places that we have stayed.

Submitted by Rocky River OH on Feb 14, 2022

Response from Historic Key West Vacation Rentals

We are so happy you enjoyed your time at Serene Lily, especially knowing you're a Key West veteran from long back! Thank you for the kind review and for describing the home and location so perfectly ~ you are appreciated! ~ Jennifer & Team HKWVR

5.0

simply wonderful

We had a wonderful stay in this nicely appointed, and fresh home. We have stayed well north of Truman Annex in the past, and this location and proximity to Fort Zachary Taylor (our favorite beach), and the heart of Old Town was perfect for our needs and wants. The home was clean - you might say immaculate. And when the coffee maker went on the fritz, the attentive and wonderful support staff had it replaced immediately. Truly, we've never had concierge service and attentiveness like this team provided anywhere we've traveled. And that includes some pretty upscale Relais and Chateau properties. We will recommend this property and team to our friends and family for sure.

Submitted by Akron OH on Feb 08, 2022

Response from Historic Key West Vacation Rentals

We thank you for taking the time to review us so kindly! We like being in good company when it comes to recommendations. :) Please come and stay with us again, anytime. You always have a home in Key West with us! ~ Jennifer & Team HKWVR

5.0

southernmost regatta

The house was amazing. Conveniently located and beautiful. It madder or week racing that much better. Can't wait to come down again!

Submitted by Shelter Island NY on Jan 25, 2022

Response from Historic Key West Vacation Rentals

We are looking forward to your next stay with us ~ and we're so happy you enjoyed our new Serene Lily! Hurry up and get back down here ~ your vacation is calling. :) ~ Jennifer & Team Historic Key West Vacation Rentals

5.0

wonderful !

My husband and I and his two daughters and his sister stayed at Serene Lily and it was wonderful. The property was shiny and fresh and well equipped and very comfortable. My husband and I often stay in the Truman Annex because of its location and it's quiet.We highly recommend it !!

Submitted by Boyds MD on Nov 30, 2021

Response from Historic Key West Vacation Rentals

We're so happy the whole family had a good time at Serene Lily! We love that home and agree that it's super serene. ;) Bring the whole family back again ~ we love seeing familiar faces! ~ Jennifer & Team HKWVR

5.0

amazing spot!

Such a beautiful house, I will definitely be returning! Super clean, everything looked brand new and everything was top of the line!
Walking distance to everything. Looking forward to my next vacation there.

Submitted by Wilmington DE on Nov 30, 2021

Response from Historic Key West Vacation Rentals

We are looking forward to your next vacation here as well! We are happy you liked our Serene Lily ~ it's new and a super favorite. :) ~ Jennifer & Team HKWVR

Sep 05-05, 2025
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