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.
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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: Free permitted parking is available on-site in the outside parking lot (NOT in the covered garage).
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Important information
You need to know
Property # 3067166vb
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
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.
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
South Beach - 6 min drive - 1.7 km
Southernmost Point - 6 min drive - 1.7 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 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 18 May 2026, prices found for a 1-night stay for 2 adults at Waterfront Dock Pool Near Duval St Penthouse on 4 Aug 2026 start from AU$2,048, 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).
Reviews
9.6
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Great location! Was a lot of fun after renting golf carts and touring the island.
Verified traveller
Stayed 3 nights in Sep 2025
Response from VrboOwner on 7 Feb 2026
Thanks for the great review -- many of our guests love the location close enough to Duval but far enough away for a bit of peace & more living space ! Golf carts or bike rentals are definitely a great idea. So glad you had a wonderful time.
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.
John D.
Stayed 3 nights in Dec 2025
Response from VrboOwner on 8 Feb 2026
Thank you for your great feedback, this definitely helps future guests get a feel for our property. I surely hope to welcome you back some time in the future.
Thank you for staying with us! We’re glad the fully equipped kitchen was a highlight, our goal is to provide everything needed to cook a meal or enjoy a relaxed morning coffee. We also offer a complimentary snack and coffee station to welcome guests on arrival. We’d love to host you again anytime.
Kitchen needed a few updates but we made it work.We Loved the location and we had a fabulous time.
Lori H.
Stayed 6 nights in Dec 2025
Response from VrboOwner on 6 Feb 2026
We appreciate the kind words! Happy to hear you enjoyed the location and a great stay. Thanks for the kitchen feedback as well, we've already ordered new items. Come back anytime!
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.
Michael G.
Stayed 1 night in Nov 2025
Response from VrboOwner on 6 Feb 2026
This made our day—thank you! We’re so glad your group loved the condo and Key West views. You’re welcome back anytime.
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!
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.
We really were leased with our stay. Place is awesome for large groups. Would definitely book again. Would have been nice for there to have been at least a little coffee in the unit to get us started but close to a grocery. There are a few maintenance needs(upstairs bath ceiling) but nothing of great note. Really well furnished for 8-10 folks.
Monica S.
Stayed 3 nights in Nov 2024
About the host
Hosted by Kim Hartselle
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