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
9.69.6 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
€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)
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
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.
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.
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!
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!
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!
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.
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.
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
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!
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.
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.