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Penthouse Waterfront Dock Pool Condo Near Duval St

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Perched atop one of the tallest buildings in Key West, this 2200sqft waterfront Penthouse condo boasts endless sunrise and water views. With a heated pool, tiki bar & grill, bike rentals and secure keyless entry on-site - your stay here is sure to be a hit with family & friends. The spacious living room features floor-to-ceiling glass overlooking the ocean perfect for hosting gatherings.

Reviews

9.6 out of 10
Exceptional

Entire condo

4 bedrooms4 bathroomsSleeps 16186 sq m

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Air-conditioning
The current price is €967
includes taxes & fees
26 May - 27 May

Add dates for prices

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



    🚤 DOCKAGE INCLUDED

    A private boat slip is available for your stay, complete with water and a covered fish cleaning station. An ice maker is available on-site, perfect for boating, fishing, and easy days on the water.



    🏝️ EXTRAS AND AMENITIES

    Pet-friendly

    Free on-site parking for up to two vehicles

    High-speed WiFi

    Secure building elevator access



    📍 COMMUNITY AMENITIES PELICAN LANDING

    🏊 Heated pool

    🌊 Waterfront setting on Garrison Bight, located near Charter Row where many captains offer pickup directly from the dock

    🎣 Fish cleaning station

    🚤 Private dock access for guests and owners

    🍔 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 and 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. 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 is 4:00 PM and check-out is 10:00 AM. The base rate includes up to 10 registered guests. Guests 11 and above are $100 per person per night and must be included on the reservation prior to arrival.



    🐾 PETS

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



    🚗 PARKING

    Free on-site parking is guaranteed for two vehicles or golf carts.



    🚤 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.



    🏢 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

    All guests must be at least 25 years of age unless accompanied by a parent. Please reach out with any questions.



    🌴 TROPICAL ENVIRONMENT

    Our home is treated regularly by professional pest control. Due to the tropical climate, occasional insects may be present. If needed, we will promptly arrange service during your stay. Access 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.

Property amenities

Pool/Spa

  • Communal pool

Internet

  • Available in the condo: WiFi

Parking and transport

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 4 bathrooms
  • Hair dryer
  • Shampoo
  • Shower
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • Up to 9 kg per pet

Suitability/Accessibility

  • Lift
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city centre
  • Near a zoo
  • Near the ocean
  • On the waterfront

Things to do

  • Boat
  • Optional golf privileges
  • Cycling nearby
  • Fishing nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

General

  • Garden
  • Unit size: 2,000 square feet

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM

Minimum check-in age - 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Information provided by the property may be translated using automated translation tools

Rules

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....

Pets

Pets are allowed

Service animals are welcome, and are exempt from fees

Welcoming dogs only

1 total (up to 9 kg per pet)

Note from host: Charge may apply

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

About the area

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. Visit our Key West travel guide
View more Condo rentals in Key West
Map
Key West, FL

What's nearby

  • Key West Naval Station
    Key West Naval Station
    5 min walk - 0.4 km
  • Duval Street
    Duval Street
    18 min walk - 1.6 km
  • Clarence S. Higgs Memorial Beach Park
    Clarence S. Higgs Memorial Beach Park
    18 min walk - 1.6 km
  • Southernmost Point
    Southernmost Point
    6 min drive - 1.7 km
  • Smathers Beach
    Smathers Beach
    7 min drive - 2.4 km

Getting around

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

Restaurants

  • Dions Truman & White
    7 min walk
  • Circle K
    6 min walk
  • Sandy's Café
    8 min walk
  • Moose Lodge
    5 min walk
  • Popeyes Louisiana Kitchen
    10 min walk

Frequently asked questions

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

Yes, this property has a pool.

How much does it cost to stay at Penthouse Waterfront Dock Pool Condo Near Duval St?

As of 16 May 2026, prices found for a 1-night stay for 2 adults at Penthouse Waterfront Dock Pool Condo Near Duval St on 26 May 2026 start from €967, 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.

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. Ernest Hemingway Home and Museum and South Beach are also within 1 mile (2 km).

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Penthouse Waterfront Dock Pool Condo Near Duval St Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 30 out of 35 reviews
Rating 8 - Good. 3 out of 35 reviews
Rating 6 - Okay. 0 out of 35 reviews
Rating 4 - Poor. 2 out of 35 reviews
Rating 2 - Terrible. 0 out of 35 reviews

9.6

Cleanliness

9.6

Location

Reviews

Verified

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
Verified

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

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

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

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

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

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
Verified

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

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

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

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

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

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
Verified

10/10 Excellent

Christopher Q.

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

Paradise in Key West

Kimberly was wonderful and very accommodating. We had zero problems with the property and would absolutely book through her again. The place was clean but a little dated. The check in and check out process was very simple. The property met all of our needs. 5stars
Stayed 4 nights in Sep 2024
Verified

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
Verified

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

10/10 Excellent

Michael K.

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

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
Verified

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

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

10/10 Excellent

Sherrin M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect for our family of all ages. Kitchen with all anyone would need. Clean. Working appliances. All linens clean. Ac works well. Benny was available and very friendly. Anthony was always around and was so friendly, chill and helpful. Communication with Kim and Jennifer was prompt and accommodating. Pool heated and refreshing. The only negative or constructive suggestion would be to insulate ceiling below loft area.
Stayed 3 nights in Dec 2025
Verified

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

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

10/10 Excellent

Matt K.

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

Excellent

Overall Great Experience.
Stayed 4 nights in Aug 2023
Verified

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