Penthouse Waterfront Dock Pool Condo Near Duval St

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A spacious living room with a large TV, grey sofas, a glass coffee table, and a balcony with a view.
Living room, kitchen, stairs
A bedroom with a large bed, wooden ceiling beams, a ceiling fan, a painting of a bird, and a nightstand with a lamp.
A modern kitchen with white cabinetry and marble countertops, a view to the dining area, and a ceiling fan.
A marina with boats docked, a thatched-roof structure, and a view of the water.

Reviews

9.6 out of 10
Exceptional

Highlights

  • Family fun awaits
    Top-rated for families.
  • Private garden
    A rare find — relax in the peaceful, private garden space.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Near Duval Street
Sleeps 164 bedrooms6 beds

Popular amenities

  • Swimming pool
  • Onsite parking available
  • Dog-friendly
  • Kitchen
  • Washing machine
  • Air-conditioning

Explore the area

View in a map
Key West, FL
  • Place, Key West Naval Station
    ‪5 min walk‬
  • Place, Duval Street
    ‪18 min walk‬
  • Place, Clarence S. Higgs Memorial Beach Park
    ‪18 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪7 min drive‬

Rooms & beds

4 bedrooms (sleeps 16)

Bedroom 1

2 Queen Beds

Bedroom 2

2 Queen Beds

Bedroom 3

1 King Bed

Bedroom 4

2 Queen Beds

Living Room 1

2 Single Beds and 1 Single Bunk Bed

4 bathrooms

Bathroom 1

Bathtub · Toilet · Shower only

Bathroom 2

Bathtub · Toilet · Shower only

Bathroom 3

Bathtub · Toilet · Shower only

Bathroom 4

Bathtub · Toilet · Shower only

Spaces

Kitchen
Balcony
Garden

About this property

Penthouse Waterfront Dock Pool Condo Near Duval St

Summary:

Bring the whole crew to this spacious 2,200 sq ft waterfront penthouse in downtown Key West, perfect for families and large groups. This 4BR/4BA plus loft sleeps up to 16 and features marina views, dual balconies, and multiple living areas to spread out and relax. Dockage included with a fish cleaning station and ice maker. Located about 1 mile from Duval Street, the Historic Seaport, restaurants, and nightlife, with a heated pool, tiki area, BBQ grills, parking, and elevator access.



The Space:

WELCOME TO THE ST. JOHNS PENTHOUSE YOUR WATERFRONT GROUP RETREAT IN KEY WEST



Wake up to marina views and end your day with sunset skies from this expansive two-story waterfront penthouse in downtown Key West. Designed for group comfort and connection, this 4 bedroom plus loft home offers approximately 2,200 sq ft of indoor and outdoor living space, ideal for family vacations, group getaways, and multi-generational stays.



Located in the Pelican Landing waterfront community, this top-floor residence features dual balconies, multiple living areas, and room to comfortably host up to 16 guests, all just about 1 mile from Duval Street, the Historic Seaport, and Key West’s best dining and nightlife.



🌅 DUAL BALCONIES WITH WATER AND SUNSET VIEWS

• Oversized rear balcony overlooking Garrison Bight Marina, perfect for morning coffee and boat watching

• Private front balcony with sunset views over Old Town

• Outdoor space ideal for relaxing, dining, and enjoying the breeze



🛋️ DESIGNED FOR GROUP LIVING

• Bright main living area with floor-to-ceiling windows and waterfront views

• Fully equipped kitchen with quartz countertops and essentials

• Loft-style second living area, ideal for kids, games, or additional hangout space

• Full-size washer and dryer

• High-speed WiFi and flat-screen TVs throughout



🛏️ SLEEPING ARRANGEMENTS

• Primary King suite with balcony access and ensuite bath

• Upstairs Queen suite with private balcony and ensuite bath

• Two additional bedrooms, each with two Queen beds and private ensuite baths

• Loft area with bunk bed and two Twin beds, perfect for flexible group setups

Comfortably sleeps up to 16 guests



🚤 PRIVATE BOAT SLIP

A private boat slip is typically included with your stay, complete with water service, a covered fish cleaning station, and a commercial ice maker, making this an excellent choice for boating and fishing enthusiasts.



For stays between August 17 and the anticipated completion of the marina improvements in mid-October 2026, dock availability may be limited or unavailable. If you're planning to bring a boat, please contact us so we can discuss the most current dock availability for your stay.



🏝️ EXTRAS AND AMENITIES

Pet-friendly

Free on-site parking

High-speed WiFi

Private building elevator



🚧 COMMUNITY MARINA IMPROVEMENTS

The Pelican Landing waterfront community is investing in an entirely new dock and piling system with upgraded water and electrical service, designed to enhance the marina experience for guests.



If your stay is scheduled between August 17 and the anticipated completion of the marina improvements in mid-October 2026, please note:

• Marina improvement work is generally scheduled Monday through Friday between approximately 8:00 AM and 4:30 PM.

• Weekend work is not currently scheduled.

• Dock access may be limited or unavailable during portions of the project.

• Nightly rates during this period have been adjusted to reflect the temporary marina improvements.



📍 COMMUNITY AMENITIES PELICAN LANDING

🏊 Heated pool

🌊 Waterfront setting on Garrison Bight. Located near Charter Row at Garrison Bight, many captains offer pickup directly from the dock

🎣 Fish cleaning station

🚤 Private dock access for guests and owners (temporarily limited during the marina improvement project)

🍔 Tiki area and BBQ grills



📍 LOCATION HIGHLIGHTS

🌳 Bayview Park is adjacent with tennis courts and open green space

🛒 Fausto’s Food Palace 0.4 miles & Publix grocery store 1.4 miles

🏖️ Higgs Beach 1.2 miles, Smathers Beach 1.5 miles, Fort Zachary Taylor Beach 2 miles

✈️ Key West Airport about 10 minutes



🎶 INSIDER TIPS

🍔 Mac’s Place is right next door, a local favorite for casual food and drinks

☕ Sandy’s Cafe 0.3 miles, known for Cuban coffee and breakfast

🎣 Charter fishing, sandbars, and sunset cruises depart nearby from Garrison Bight

🚲 Easy access to downtown, Duval Street, and the Historic Seaport, about 1 mile away



Guest Access:

Guests have full access to the entire 2,000 sq ft penthouse condo, including an oversized private balcony with water views, perfect for enjoying sunrise and watching boats pass through the marina. Inside, the home features a fully equipped kitchen, two spacious living areas, and four bedrooms, each with its own en-suite bathroom.



Guests may also enjoy the shared amenities, including a heated pool, tiki area with BBQ grills, and dock access. Boating guests will appreciate the on-site commercial ice maker and fish cleaning station. For stays during the marina improvement project, please refer to the Community Marina Improvement update above regarding temporary dock availability.



The unit is accessed by a secure building elevator, with stair access always available. Parking is included on-site for two vehicles. The adjacent park with tennis courts is also available for guest use.



This home is professionally managed by Keys Time Vacation Rentals, operated by hosts Jenny and Kim. Anthony, our on-site team member, is available during normal business hours if needed.



Our team is available 24/7 for any questions or maintenance needs to ensure a smooth and comfortable stay.



The Neighborhood:

Located in the downtown area of Key West, this waterfront condo offers easy access to everything the island is known for, while still providing a more relaxed setting just outside the busiest streets. Duval Street, the Historic Seaport, restaurants, bars, and nightlife are all about 1 mile away.



Key West is famous for its vibrant atmosphere, with live music, over 200 restaurants and bars, and nightly sunset celebrations. From beaches and boating to historic landmarks like the Hemingway House and Southernmost Point, everything is within easy reach. Bayview Park is right next door with tennis courts and open green space.



The property overlooks Garrison Bight Marina, a hub for boating, fishing, and charter excursions. Located near Charter Row, many captains offer convenient pickup directly from the dock, making it an ideal location for guests planning time on the water.



Getting Around:

Our location is ideal for exploring Key West by foot or bicycle—everything is close by! Many guests also enjoy renting electric carts, which are widely available on the island, and we can accommodate plug-in access if needed. You really won’t need a car unless you're driving down Route 1 from mainland Florida. Lyft and Uber are also readily available throughout the area for added convenience.



Other Things to Note:

⏰ CHECK-IN AND CHECK-OUT

Check-in begins at 4:00 PM and check-out is by 10:00 AM. The base rate includes up to 10 guests. Guests 11 and above are charged $100 per person, per night and must be added to the reservation before arrival.



🎉 VISITORS & EVENTS

To help ensure a safe and enjoyable stay for everyone, only registered guests are permitted on the property unless approved in advance by the host. Parties, events, and large gatherings are not permitted.



🐾 PETS

We welcome one dog up to 25 lbs with a $200 non-refundable pet fee.



🚗 PARKING

Free on-site parking is available for two vehicle or golf carts. No on-site trailer parking is permitted. Please arrange off-site trailer storage before your arrival. We recommend City Marina at Garrison Bight or Spencer's Boatyard.



🚤 DOCKAGE DETAILS

Maximum boat length 40 ft, maximum beam 13 ft, with an 18 ft fixed bridge clearance into the marina. Overnight stays on boats are not permitted.

Guests staying during the marina improvement project should contact us if planning to bring a boat so we can discuss current dock availability for their stay.



🏢 PENTHOUSE ACCESS

This top-floor unit is accessed by elevator, with stair access always available. As with many island properties, occasional elevator downtime may occur, though service is managed and addressed by the building.



👤 AGE REQUIREMENT

The primary renter is generally expected to be 25 years or older. We understand that every group is different and are happy to consider exceptions with advance approval.



🌴 TROPICAL ENVIRONMENT

Our home is professionally treated by a licensed pest control company every month. As with any home in Key West's tropical climate, occasional insects may still be seen. If you notice any pest activity during your stay, please let us know right away so we can promptly arrange for a professional inspection and, if needed, treatment. Reasonable access to the property must be permitted for service.



Interaction with Guests:

This home is professionally managed by Keys Time Vacation Rentals, operated by hosts Jenny and Kim. Anthony, our on-site team member, is available during normal business hours if needed.



Check-in is simple with keyless entry. You will receive access codes for the building at least 24 hours prior to arrival and your condo access code on the day of arrival.



Our team is available 24/7 for any questions or maintenance needs to ensure a smooth and comfortable stay.
Our prices include all fees. No hidden fees.

Add dates for prices

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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: dogs less than 9 kg per pet (limit one pet total)
Charge may apply
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Smoking

Smoking is not permitted
PARKING: o Free permitted parking is available on-site in the outside parking lot (NOT in the covered garage). Garage is reserved for owners only....

Important information

You need to know

Property # 3067167vb
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
This property accepts cash
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Key West

Located on the waterfront, this condo is in Meadows, a neighbourhood in Key West. 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. Fishing offers a great chance to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
Map
Key West, FL

What's nearby

  • Key West Naval Station - 5 min walk - 0.4 km
  • Duval Street - 18 min walk - 1.6 km
  • Clarence S. Higgs Memorial Beach Park - 18 min walk - 1.6 km
  • Ernest Hemingway Home and Museum - 4 min drive - 1.7 km
  • Smathers Beach - 5 min drive - 2.0 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 7 min drive

Restaurants

  • ‪Sandy's Café - ‬7 min walk
  • ‪Circle K - ‬6 min walk
  • ‪Dions Truman & White - ‬7 min walk
  • ‪Harpoon Harry's Restaurant and Bar - ‬3 min drive
  • ‪Taco Bell - ‬16 min walk

Frequently asked questions

Does Penthouse Waterfront Dock Pool Condo Near Duval St have a pool?

Yes, this property has a pool.

Is Penthouse Waterfront Dock Pool Condo Near Duval St pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 9 kg per pet.

How much is parking at Penthouse Waterfront Dock Pool Condo Near Duval St?

On-site parking is available at the property.

What time is check-in at Penthouse Waterfront Dock Pool Condo Near Duval St?

Check-in begins at 4:00 PM.

What time is check-out at Penthouse Waterfront Dock Pool Condo Near Duval St?

Checkout is at 10:00 AM.

Where is Penthouse Waterfront Dock Pool Condo Near Duval St located?

Located in Meadows, this condo building is within 1 mile (2 km) of Bayview Park, Florida Keys Beaches and Duval Street. Southernmost Point and Mallory Square are also within 2 miles (3 km).

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. 32 out of 38 reviews
Rating 8 - Good. 4 out of 38 reviews
Rating 6 - Okay. 0 out of 38 reviews
Rating 4 - Poor. 2 out of 38 reviews
Rating 2 - Terrible. 0 out of 38 reviews

9.6/10

Cleanliness

10/10

Check-in

9.8/10

Communication

9.8/10

Location

9.6/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Barbara M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Literally the perfect place to stay in Key West!
Stayed 7 nights in Dec 2025
Response from VrboOwner on 6 Feb 2026
Thank you! We’re so glad you chose to spend New Year’s with us and that the condo was a perfect fit for your Key West stay. Come back anytime!
Verified review

10/10 Excellent

Dan K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect place for our group of 8. Close enough to the action yet far enough away to still have some peace and quiet. The pool was awesome and Mac’s place next door was a nice place to eat. Property owner was very attentive and quick to respond to all messages.
Stayed 3 nights in Mar 2026
Response from VrboOwner on 22 Mar 2026
Thank you for the great review! Glad the home worked well for your group and that you enjoyed the pool & location. Mac’s is definitely a favorite spot nearby! We really appreciate you staying with us, come back anytime. -Kim & Jenny, co-hosts 🌴
Verified review

10/10 Excellent

Billy T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great family trip! Condo was perfect.
Stayed 3 nights in Sep 2025
Verified review

10/10 Excellent

Michael K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean nice place....
Stayed 8 nights in Nov 2025
Verified review

10/10 Excellent

Leslie D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Response time was almost instant. Anthony was on site and very helpful. Unit was very clean and it was really nice that each bedroom had their own en-suite bathroom. The view of the marina was beautiful. I would stay again.
Stayed 4 nights in Nov 2025
Response from VrboOwner on 6 Feb 2026
Thank you for the wonderful review! We’re glad you enjoyed the clean condo, marina views, and the convenience of en-suite bathrooms. Anthony will appreciate the kind words, and we’d love to welcome you back anytime.
Verified review

10/10 Excellent

Sarah N.

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

Close to Duval and boat parking

Property was great suites our needs quite nicely. Each bedroom had an en-suite bathroom and the boat parking was a plus!
Stayed 2 nights in May 2025
Verified review

10/10 Excellent

Michael M.

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

Fun in Key west

Great property and great location
Stayed 4 nights in Feb 2024
Verified review

10/10 Excellent

AMIT L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This condo was surprisingly spacious. It had everything we needed to accommodate party of 10 (6 adults and 4 kids 7 to 12 yrs old). The condo is dated with a fresh layer of renovation added to it. You can see signs of patch work and gaps in the furniture or cabinets here and there but nothing that will bother you or obstruct your way of living and enjoying your stay. The condo was clean. The only complaint we have is that the water pressure was extremely low. I should have brought to the hosts attention sooner but I just assumed it to be the norm. If it takes 10 mins normally to take a shower, it will take you 20 mins here. So with large party size, it was difficult to get things moving quickly. Other than that we had a very pleasant stay. Beautiful view of the marina from the balconies. lots of seating area and TV in every bedroom. They also have gas grills near the pool in case you want to do your own grilling. A live music restaurant right next to the condo. Host was responsive to my questions. Kitchen is well equipped with everything you will need for cooking. Location is great. In Key West everything is just about 10 mins driving distance. Overall we enjoyed our stay and will recommend this condo.
Stayed 3 nights in Jul 2026
Response from VrboOwner on 27 Jul 2026
We greatly appreciate your thoughtful review and are so glad your group had such an enjoyable stay! Thank you for highlighting the spacious layout, marina views, and all the amenities that made your trip comfortable. We also appreciate you mentioning the water pressure. Because the building uses a pressurized water system, we always encourage guests to let us know during their stay if something doesn't seem right so we can investigate and resolve it as quickly as possible. Thank you again for choosing our condo. We'd love to host you again on your next trip to Key West! -Kim & Jenny 🌴
Verified review

10/10 Excellent

Rick L.

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

Updated Clean and beautiful location

We would absolutely stay here again. Very nice condo in a perfect location
Stayed 3 nights in Jan 2024
Verified review

10/10 Excellent

David A.

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

What a stay

Was a great spoti would say wanna have fun in the sun stay here and just hang there at pool and relax. Close to food and fun
Stayed 3 nights in Apr 2023
Verified review

10/10 Excellent

Tom S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Incredible place. We were there for a brief night but the 7 in our party were kicking around extending the stay we liked the condo so much. Clean, decorated well and the space can truly handle lots of people all with comfortable and private beds. Don’t give it a second thought. Book it!
Stayed 1 night in Oct 2025
Response from VrboOwner on 9 Feb 2026
Thank you for such a wonderful review! We’re thrilled your group felt comfortable and that the penthouse had plenty of space and privacy for everyone. It means a lot that you even considered extending your stay, come back anytime!
Verified review

8/10 Good

Shane S.

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

Family Spring Break

Property was as described, convenient dock,amenities and location, great views
Stayed 4 nights in Apr 2024
Verified review

10/10 Excellent

VIRGIL M.

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

Day Night stay

Everything was as indicated. Would stay again
Stayed 1 night in Apr 2024
Verified review

10/10 Excellent

YESSENNIA O.

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

Beautiful Views

We enjoyed our stay. The condo was very clean and accommodated our family perfectly. The view of the marina was spectacular and everything was just a short ride away. We would stay here again.
Stayed 2 nights in Jun 2023
Verified review

10/10 Excellent

Donna S.

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

Excellant

We had a fantastic time. We fit all 16 of us perfectly with plenty of room. Perfect getaway for us. Everyone involved in rental is exceptional with responses. Great place to stay!
Stayed 4 nights in Mar 2025
Verified review

10/10 Excellent

shannon w.

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

Great location

This is our second stay at Pelican’s Landing. Big condo with room for our group of thirteen. Good location, easy to get around, great property management. Little bar around the corner (Mac’s) was a hidden gem. We will definitely stay there again!
Stayed 4 nights in Dec 2024
Response from VrboOwner on 9 Jan 2025
Thank you for staying with us again! We enjoyed welcoming your family to Key West again for the holidays.
Verified review

10/10 Excellent

Liz A.

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

Charter trip

Amazing location, very clean, attentive host. Will definitely be back
Stayed 1 night in Jun 2023
Verified review

10/10 Excellent

Scott B.

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

Time with friends

We loved our stay. The place was beautiful and accurate to the listing. The pool downstairs was wonderful and heated to the perfect temperature
Stayed 1 night in Mar 2024
Verified review

10/10 Excellent

Verified traveller

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

Girls run and fun getaway

Perfect location, great pool, on site staff very accommodating rooms large and condo spacious
Stayed 5 nights in Feb 2024
Verified review

10/10 Excellent

Grace M.

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

Lots of room!

Loved our stay! The condo was very nice, Kim communicated very well! The condo was well stocked for the kitchen and linens. The dock and having a boat slip included was excellent! We would definitely stay here again!
Stayed 4 nights in Aug 2024
Verified review

10/10 Excellent

Madison B.

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

Great Stay

The space was exactly as described. We arrived before the scheduled check-in time and the host went above & beyond to accommodate us by providing a locked storage space for our bags.
Stayed 3 nights in Jan 2024
Verified review

10/10 Excellent

John S.

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

Great Clean Property. Host was super responsive.

Kim was great location was great property fitting 8 adults great. Super time.
Stayed 3 nights in Mar 2024
Verified review

10/10 Excellent

Matt K.

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

Excellent

Overall Great Experience.
Stayed 4 nights in Aug 2023
Verified review

10/10 Excellent

Kim S.

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

Great stay

Conveniently located - perfectly appointed- accurate descriptions- easy communications. Would return! (The building is old but the condo is fresh!)
Stayed 2 nights in Feb 2023
Verified review

10/10 Excellent

Julia J.

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

Great location

Although building is a bit dated and elevator is temperamental , location was great and as described. Manate and tarpon Visited marina, pool was perfect and great Bar next door Perfect for our group despite construction on street blocking entrance. Would definitely recommend to others.
Stayed 3 nights in Apr 2024

About the host

Hosted by Kim Hartselle

Host profile image
I am a native to the Chesapeake Bay area of Virginia and married a Florida native in 2017. Together, we have made both Florida and Virginia our homes, but currently reside in my native area of Virginia since 2020. We have no children but are proud aunts and uncles to our many niblings and have 3 fur babies (cats). We both enjoy being outdoors, spending time with our families, and traveling. Together with my sister, Jennifer, we host visitors of the Florida Keys at our family rental properties in Key West and Marathon. We have hosted over 2,000 nights so far and look forward to hosting many more.

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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