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~ POINCIANA TREETOP ~ Casual second floor duplex 2 blocks from Duval Street!

Photo gallery for ~ POINCIANA TREETOP ~ Casual second floor duplex 2 blocks from Duval Street!

Vaulted ceiling and lots of natural light in the living room.
Bedroom has access to the private balcony.
Tropical Key West gardens hidden in the heart of Old Town.
Living area includes window AC, ceiling fan, and TV.
Sleeper sofa for additional guest.

Reviews

9.6 out of 10
Exceptional
1 bedroom1 bathroomSleeps 3

Popular amenities

  • Onsite parking available
  • Pet-friendly
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue grill

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪3 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪9 min walk‬
  • Place, Southernmost Point
    ‪14 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪13 min drive‬

Rooms & beds

1 bedroom (sleeps 3)

Bedroom 1

1 King Bed

1 bathroom

Bathroom 1

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Balcony

About this property

~ POINCIANA TREETOP ~ Casual second floor duplex 2 blocks from Duval Street!

THE PROPERTY: Located on a teeny tiny quiet lane, this comfortably furnished second-floor duplex home comes with Key West charm and contemporary touches. To explore the first-floor home, search for “Poinciana Garden” or book “Poinciana Paradise” to reserve the entire home for family or friends.

Walkable to many shops and attractions, you will feel like a local in no time. Enjoy coffee or cocktails on your covered porch with a treetop view. Prepare meals in the bright and sunny kitchen with built in corner hutch, open shelving, and gas range. With so many local dining options, you won’t even mind being without a dishwasher. An open concept living area with vaulted ceilings provides natural light and adds to the airy ambiance of your vacation home. This area is cooled by a brand new mini-split AC and ceiling fan. The primary bedroom includes an ensuite bath, TV, nightstands, brand new mini-split AC, and ceiling fan. Stroll through its French doors onto the private porch and enjoy the Florida breeze with a delightful book. Sun yourself in the shared yard or take a jaunt to the beach. When the day is over, you may find yourself relaxing under the stars and enjoying conversation with newfound friends.

BED CONFIGURATION: The king bedroom has an ensuite bathroom with a tub/shower combination and a mini-split AC. There is a sleeper sofa in the living room for a child or guest.

OUTDOOR AMENITIES: Open the French doors from your bedroom and step out onto the second-floor covered porch. The backyard features a shared gas grill, washer and dryer, lush garden, chaise lounge chairs, and outdoor dining set.

PARKING: There is on-site parking for one small car as well as a bicycle rack for your convenience. Please note this home is on a tiny, one-way lane.

LOCATION: Historic Old Town, North of Truman and 2 blocks from the excitement of Duval Street. A majority of the best Key West attractions are located here as well as numerous restaurants, shops, and galleries. The neighborhood boasts historic homes, shotgun, and conch style homes. You will enjoy being right in the middle of everything!

PETS: One (1) dog allowed, up to 25 lbs, for an additional fee and completion of Pet Information addendum. Must be 1 year of age or older. Must be spayed/neutered. All vaccinations must be up to date. Please be advised some breeds are not permitted. Sorry, cats are not allowed.

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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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 810548vb
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
On-site 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 that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit

About the area

Key West

Old Town Key West, a neighbourhood in Key West, is home to this holiday home. Ernest Hemingway Home and Museum and Southernmost Point are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. The Kite House and Sails To Rails Museum at Flagler Station are also worth visiting.
View more Holiday homes in Key WestOpens in a new window
Map
Key West, FL

What's nearby

  • Duval Street - 3 min walk - 0.3 km
  • Ernest Hemingway Home and Museum - 9 min walk - 0.8 km
  • South Beach - 12 min walk - 1.1 km
  • Key West Butterfly and Nature Conservatory - 12 min walk - 1.1 km
  • Southernmost Point - 14 min walk - 1.2 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 12 min drive

Restaurants

  • ‪Bourbon Street Pub - ‬5 min walk
  • ‪801 Bourbon Bar - ‬5 min walk
  • ‪Mangoes Restaurant - ‬4 min walk
  • ‪Kaya Island Eats - ‬4 min walk
  • ‪DJ's Clam Shack - ‬4 min walk

Frequently asked questions

Is ~ POINCIANA TREETOP ~ Casual second floor duplex 2 blocks from Duval Street! pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at ~ POINCIANA TREETOP ~ Casual second floor duplex 2 blocks from Duval Street!?

As of 9 May, 2026, prices found for a 1-night stay for 2 adults at ~ POINCIANA TREETOP ~ Casual second floor duplex 2 blocks from Duval Street! on 28 Aug, 2026 start from S$260, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at ~ POINCIANA TREETOP ~ Casual second floor duplex 2 blocks from Duval Street!?

On-site parking is available at the property.

What time is check-in at ~ POINCIANA TREETOP ~ Casual second floor duplex 2 blocks from Duval Street!?

Check-in begins at 4:00 PM.

What time is check-out at ~ POINCIANA TREETOP ~ Casual second floor duplex 2 blocks from Duval Street!?

Checkout is at 10:00 AM.

Where is ~ POINCIANA TREETOP ~ Casual second floor duplex 2 blocks from Duval Street! located?

Located in Old Town Key West, this holiday home is within a 5-minute walk of Key West Cemetery and Duval Street. Florida Keys Beaches and Ernest Hemingway Home and Museum are also within 15 minutes.

Reviews

9.6

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. 133 out of 159 reviews
Rating 8 - Good. 20 out of 159 reviews
Rating 6 - Okay. 4 out of 159 reviews
Rating 4 - Poor. 0 out of 159 reviews
Rating 2 - Terrible. 2 out of 159 reviews

10/10

Cleanliness

9.8/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Bill B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great
Stayed 5 nights in Mar 2026
Response from VrboOwner on 7 Apr, 2026
Thank you for taking the time for the nice review! We hope we'll see you again in the future. ~ The Team @ Historic Key West Vacation Rentals
Verified

10/10 Excellent

Chris W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and the inside was very clean with all the amenities. Need to watch your step on the driveway as people walking their dogs with leave the poop.
Stayed 4 nights in Dec 2025
Response from VrboOwner on 22 Jan, 2026
Thank you for the nice and honest review of Poinciana Treetop. We're sorry to hear walkers left dog mess behind.We hope you'll come and stay with us again! ~ The Team @ Historic Key West Vacation Rentals
Verified

10/10 Excellent

Colleen J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This place was on the smallish side, but was a good use of space, and perfect for the two of us. The bed was comfortable, and the air conditioners worked beautifully to keep us comfortable from the humidity. We loved the balconies where you can sit and enjoy a glass of wine or cup of coffee. But the best part of this place is how close it is to Duval Street and all of the restaurants, bars, and shoppes. It was great being able to walk everywhere and be close to everything, but yet was quiet at night. You can hear the local roosters crowing in the morning, but we found that to be fun/charming vs. Annoying.
Stayed 3 nights in Feb 2026
Response from VrboOwner on 17 Mar, 2026
We're so glad you enjoyed your time at Poinciana Treetop and got to meet some of our locals (roosters)! We hope you'll come and stay with us again. ~ The Team @ Historic Key West Vacation Rentals
From a partner site

10/10 Excellent

Valerie M.

Central spot to explore Key West

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: Beautiful & comfortable apartment. Had everything we needed for our anniversary getaway.
Response from VrboOwner on 16 Dec, 2025
Happy Anniversary! We hope Key West and Poinciana Treetop will be part of your anniversary tradition! ~ The Team @ Historic Key West Vacation Rentals
From a partner site

8/10 Good

CHERYL N.

Old Town Key West Apartment

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Location is excellent. Convenient to Fausto’s, waters and beaches, restaurants. We enjoyed the two balconies. We are almost 80 and were concerned about the stairs but they are easy to climb. Historic Key West was very responsive to any issues we had with the property. Within hours they came to solve whatever occurred. The kitchen needs sharp knives. We dined in numerous nights and had trouble slicing and giving.
Response from VrboOwner on 2 Mar, 2026
Thank you for the kind review of Poinciana Treetop and we're thrilled you enjoyed the location and balconies. We will look into the knives and wish you would have let us know while you were here ~ we would have been happy to bring you new ones. ~ The Team @ HKWVR
From a partner site

10/10 Excellent

Dawn M.

Key West getaway

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: The location was perfect, within walking distance to everything. Communication with the management company was excellent. The backyard was ideal for relaxing. The house had everything we needed and was clean. We would definitely stay here again.
Response from VrboOwner on 12 Dec, 2025
We hope it won't be too long before you're here again, we want you to have another great experience at Poinciana Treetop. ~ The Team @ Historic Key West Vacation Rentals
From a partner site

10/10 Excellent

Michael M.

Enjoyed our stay

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: Apartment was very convenient to everything without being in the middle of noise or commotion. Parking was very important and a dedicated spot was very convenient. An earlier check in would have made my stay perfect but it was pretty easy wasting time in such an active city. I would definitely stay here again.
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

10/10 Excellent

raegan f.

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

Great location!

I would book with Historic Key Rentals in the future, I loved the location of the property!
Stayed 3 nights in Apr 2023
Response from VrboOwner on 17 Apr, 2023
Yes, we would love for you to come back, anytime! We love seeing happy, familiar faces! ~ Jennifer @ Historic Key West Vacation Rentals
Verified

10/10 Excellent

Cathleen P.

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

Lovely second floor stay

We had a fantastic stay; the property was graciously appointed and had everything we needed to enjoy our visit. Great location! Highly recommend!
Stayed 4 nights in Mar 2025
Response from VrboOwner on 18 Apr, 2025
Thank you for the nice review of Poinciana Treetop! We love hearing that you enjoyed your time in Key West and hope you're already making plans to come and stay with us again, and soon! ~ Jennifer & Team @ Historic Key West Vacation Rentals
Verified

10/10 Excellent

Kristen P.

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

Great cottage

Perfect location, clean and great hosts.
Stayed 2 nights in May 2021
Response from VrboOwner on 28 May, 2021
Kristen, thank you so much for your review of Poinciana Treetop. It is a cute rental and so close to restaurants too. We are happy you had such a good time and hope you can come back again for more Key West fun soon! Cindy & the HKWVR team
Verified

10/10 Excellent

Patti D.

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

Great Location!

Great location, newly renovated, comfortable bed, what more can you ask for!
Stayed 5 nights in Mar 2021
Response from VrboOwner on 12 Mar, 2021
Patti, thank you so much for your review of Poinciana Treetop. We are so happy you liked the new renovations and hope you had a lot of fun in Key West. We look forward to seeing you again! Cindy & the HKWVR team.
Verified

10/10 Excellent

Pete L.

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

Special Place

Great location….pristine property…old Florida vibe…Emma from Key West vacations way big help!
Stayed 3 nights in Dec 2024
Response from VrboOwner on 11 Dec, 2024
Thank you for the kind review of Poinciana Treetop~ we adore our Emma too and I let her know you mentioned her by name. ~ Jennifer & Team @ Historic Key West Vacation Rentals
Verified

10/10 Excellent

Deb K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This gem in Key West was perfect! Clean, comfy, close to downtown! Gated, washer dryer access, bike parking within the gated property..also has its own designated parking spot for car or golf cart..priceless! Bed comfy, kitchen has everything needed plus full size frig. Air conditioning works great to keep place cool..loved it here! Has 2 cute balconies too! Will definitely stay here again..only thing missing was a small pool!
Stayed 6 nights in Sep 2025
Response from VrboOwner on 22 Oct, 2025
Thank you for the kind review of Poinciana Treetop! We hope you'll come and stay with us again. ~ The Team @ Historic Key West Vacation Rentals
Verified

10/10 Excellent

Vic & Maureen H.

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

Geat clean place

Perfect location, beautiful house
Stayed 3 nights in Nov 2024
Response from VrboOwner on 8 Dec, 2024
We are so happy you enjoyed your time at Poinciana Treetop! Please come back and stay with us again. ~ Jennifer & Team @ Historic Key West Vacation Rentals
Verified

10/10 Excellent

Lorna C.

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

anniversary getaway

Cute place!! Excellent location
Stayed 3 nights in Sep 2021
Response from VrboOwner on 19 Sept, 2021
Lorna, thank you for the review of Seas the Day. It is located in Truman Annex where it is quiet! We are happy you enjoyed your stay and hope to see you again. Key West is missing you already! Cindy & the HKWVR team
Verified

10/10 Excellent

Penny B.

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

The property was well maintain and management was great. Perfect location for strolling Duval St.

The outside area was pleasant for just relaxing after a day at the beach
Stayed 4 nights in Jul 2022
Response from VrboOwner on 29 Jul, 2022
We are so happy you had a good time at the beach and at Poinciana Treetop! Please come and enjoy the outside area again, and soon. ~ Jennifer & Team Historic Key West Vacation Rentals
Verified

10/10 Excellent

Andrea K.

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

OUR STAY

GREAT STAY ! GREAT LOCATION! VERY CLEAN.
Stayed 2 nights in Jun 2023
Response from VrboOwner on 25 Jun, 2023
Thank you for the kind words about Poinciana Treetop! Hope you'll come and stay with us again, and soon. ~ Jennifer & the Historic Key West Vacation Rentals team
Verified

10/10 Excellent

Christina P.

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

Heart of key west

Loved this cute unit right in the middle of historic key west. Having parking was amazing too!
Stayed 2 nights in Mar 2025
Response from VrboOwner on 25 Mar, 2025
Thank you for the kind review of Poinciana Treetop! We hope you'll come and view Key West from this sweet little home again soon. ~ Jennifer & Team @ Historic Key West Vacation Rentals
Verified

10/10 Excellent

Judy L.

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

Wonderful birthday weekend

This place was fabulous! Clean and pretty, great location, perfect in every way!
Stayed 4 nights in Aug 2021
Response from VrboOwner on 5 Sept, 2021
Judy we are so pleased you enjoyed Poinciana Treetop. It is a cute little piece of Paradise. Right in the middle of the island. Please come back again for more fun in the sun when you can! Cindy & the HKWVR team
Verified

10/10 Excellent

Steven H.

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

Picture perfect

Great property and phenomenal locatio
Stayed 5 nights in Jul 2023
Response from VrboOwner on 26 Jul, 2023
Thank you kindly for the nice review of Poinciana Treetop! We hope you're making plans to come and stay with us again, and soon. ~ Team Historic Key West Vacation Rentals
Verified

10/10 Excellent

Lisa M.

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

Perfect Location

My husband and I drove down from Cape Coral. This place was very close to everything, yet quite and very peaceful. We would absolutely stay here again!
Stayed 2 nights in Mar 2024
Verified

10/10 Excellent

denise h.

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

Honeymoon trip

Beautiful home, quiet street, short bike ride to great shops, restaurants and beaches.
Stayed 5 nights in May 2021
Response from VrboOwner on 26 May, 2021
Denise, Congratulations again on your marriage ! We are so happy you had a wonderful time at Poinciana Treetop. It is a cute cottage and so close to restaurants and shops too! Please come back to celebrate future Anniversaries! Cindy & the HKWVR team
From a partner site

10/10 Excellent

Jennifer P.

Quaint, great location, get-a-way!

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 was a terrific little place to stay! Great location, very clean, and very comfortable!
Response from VrboOwner on 1 Mar, 2025
Thank you, Jennifer, for your kind review of Poinciana Treetop! We appreciate your compliments on location, cleanliness and comfort. We hope to welcome you back again soon~ The Team at HKWVR
Verified

10/10 Excellent

Verified traveller

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

Duval St

Great location on a quiet alleyway 2nd floor unit with a breeze in the afternoon. Close to Duval St and Simington Beach. Fausto’s food mart is also close by.
Stayed 6 nights in May 2025
Response from VrboOwner on 27 May, 2025
Thank you for the kind review of Poinciana Treetop! We hope you'll come and stay with us again, and soon. ~ The Team @ Historic Key West Vacation Rentals
Verified

10/10 Excellent

Mike B.

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

Birthday get away

Great location, perfect for a couple. Nice remodel.
Stayed 6 nights in Sep 2021
Response from VrboOwner on 1 Oct, 2021
Mike, than you for reviewing Poinciana Treetop. We are happy you enjoyed your time here. It is a sweet place to relax and convenient to everything! Come back to Key West soon for more sun and adventures! Cindy & The HKWVR team

About the host

Hosted by Historic Key West Vacation Rentals

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