In the heart of historic downtown Key West, this 2400sqft waterfront Penthouse condo is perfect for family and friends. Enjoy endless sunrise views from the oversized balcony or watch sunset over Key West from the private balcony upstairs. With a heated pool, tiki bar & grill, bike rentals, secure keyless entry and private elevator on site.
Reviews
9.69.6 out of 10
Exceptional
Entire condo
4 bedrooms4 bathroomsSleeps 14223 sq m
Popular amenities
Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Air-conditioning
The current price is AU$1,227
AU$1,227
includes taxes & fees
19 May - 20 May
Add dates for prices
About this property
Waterfront Dock Pool Near Duval St Penthouse
Summary:
Bring your group to this spacious waterfront penthouse in downtown Key West, featuring dual balconies, marina and sunset views, and a flexible layout with loft space for everyone to spread out. This 4BR/4BA plus loft sleeps up to 15 and is ideal for families and group getaways. Dockage included, perfect for boating and fishing. 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 ST. CROIX YOUR WATERFRONT PENTHOUSE RETREAT IN KEY WEST
Wake up to marina views and unwind with sunset skies from this spacious two-story waterfront penthouse in downtown Key West. Designed for both relaxation and group gatherings, this 4 bedroom plus loft home offers a flexible layout, dual balconies, and room to comfortably host up to 15 guests.
Located in the Pelican Landing waterfront community, this top-floor residence features open living spaces, multiple areas to gather, and easy access to everything downtown Key West has to offer, just about 1 mile from Duval Street, the Historic Seaport, and the island’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 upstairs balcony with sunset views over Old Town
• Outdoor seating for relaxing, dining, and enjoying the breeze
🛋️ SPACIOUS AND FLEXIBLE LIVING
• Open-concept living area with floor-to-ceiling waterfront views
• Fully equipped kitchen with granite countertops and essentials
• Full-size washer and dryer
• High-speed WiFi and flat-screen TVs throughout
• Loft-style second living area, ideal for games, kids, or additional sleeping space
🛏️ SLEEPING ARRANGEMENTS
MAIN LEVEL:
• Primary suite with King bed, water views, balcony access, and ensuite bath
• Bedroom with two Queen beds and ensuite bath
UPPER LEVEL:
• Second primary suite with private balcony, city views, and ensuite bath
• Bedroom with two Queen beds and ensuite bath
• Loft with three Twin beds, perfect for flexible group setups
Comfortably sleeps up to 15 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 2,400 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: Free permitted parking is available on-site in the outside parking lot (NOT in the covered garage).
o Please place your parking per...
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
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
Long-term renters welcome
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
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 Waterfront Dock Pool Near Duval St Penthouse have a pool?
Yes, this property has a pool.
How much does it cost to stay at Waterfront Dock Pool Near Duval St Penthouse?
As of 16 May 2026, prices found for a 1-night stay for 2 adults at Waterfront Dock Pool Near Duval St Penthouse on 19 May 2026 start from AU$1,227, 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 Waterfront Dock Pool Near Duval St Penthouse 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 Waterfront Dock Pool Near Duval St Penthouse?
On-site parking is available at the property.
What time is check-in at Waterfront Dock Pool Near Duval St Penthouse?
Check-in begins at 4:00 PM.
What time is check-out at Waterfront Dock Pool Near Duval St Penthouse?
Checkout is at 10:00 AM.
Where is Waterfront Dock Pool Near Duval St Penthouse 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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Waterfront Dock Pool Near Duval St Penthouse 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.
We had a fantastic trip. The unit is in a great location with a great view. Walkable to everything. Clean and well maintained. The hosts were friendly, responsive and helpful.
We booked this place to celebrate my husbands 75th birthday. It was wonderful. It was well equipped, had beautiful views and plenty of space for everyone. There was also a restaurant on the corner that had a guitar player that we enjoyed from our balcony! We also booked a fishing trip and the captain actually picked us up right on the dock below us!
Perfect spot for my wife and couples friends for a three day getaway. Sleeps 4 couples, plus easily. Loved hanging out on the porch, watching manatees and fish in the harbor. Just a short ride from everything!
We had a great stay at this 2 story condo in Key West! The layout was perfect for our group of 10 and the views were stunning. Parking was feee and there was a fun bar with live entertainment next door. The owner, Kim, was very responsive during our time there. The condo had everything we needed in the kitchen plus we towels and typical hotel items like travel size soaps, shampoo and conditioners. Check in and out was easy. We’ll definitely book again when we return to Key West! Thanks Kim!
Seven family members stayed here during our Key West vacation. The Condo had plenty of living space for all of us. When we entered we were met by a spotless condo with a beautiful view. It’s in a quiet neighborhood but just a short walk to the action. Kimberly was wonderful, answering all our questions and giving us all the instructions we needed. I highly recommend this condo and would definitely stay here again if we had another trip to Key West.
Overall the space was very nice. I think the complex could use some upgrading. When we pulled in, the garage location where our Uber dropped us was messy, looked like it was full of garbage, etc. However, our condo was very nice. We wanted to note that one of the upper bedrooms had a urine smell in the bathroom. My brother, a contractor, who was with us, wanted me to mention it, as he believes it is just the toilet ring that needs to be replaced. Sofa and cloth on dining chairs could also use a cleaning. Again, overall, it was very nice and we had a great time being together!
The communication between the owners was timely and very detailed. The property was better than expected. Words cannot express how wonderful and well kept the property was. Everyone in our group was complimenting the decor, views, and the amount of space everyone had in the property. I highly recommend this property to anyone who looking for a place to rent in Key West near all the major attractions.
The property was quite and had a lot to offer. We had a few internet problems but they were addressed quickly. Location is great. You have easy access to all parts of the island from here. The elevator was a problem at first, but they addressed it quickly and it worked for the remainder of the trip. The host was always available if needed. We enjoyed our stay very much. My Sons caught several fish right off the docks below. I would recommend this place to anyone.