Perched atop one of the tallest buildings in Key West, this 2000sqft waterfront penthouse condo offers endless water views and a perfect blend of relaxation and adventure. Enjoy the heated pool, tiki bar & grill, bike rentals, secure keyless entry, private elevator on site while having access to boat slips with commercial ice machine for fishing enthusiasts.
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
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About this property
Waterfront Dock Pool Penthouse Near Duval St
Summary:
Relax in this spacious 2,000 sq ft waterfront penthouse in downtown Key West, featuring dual balconies with marina and sunset views. This 4BR/4BA plus loft sleeps up to 16 and is ideal for group getaways and special occasions. Dockage included with a fish cleaning station and ice maker, 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. KITTS 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 large groups and memorable stays, this 4 bedroom plus loft home offers approximately 2,000 sq ft of indoor and outdoor living space, ideal for families, group getaways, and multi-generational trips.
Located in the Pelican Landing waterfront community, this top-floor residence features dual balconies, open living areas, and comfortable accommodations for 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 CITY VIEWS
• Enjoy sunrise over the marina and sunset views over Old Town
• Outdoor seating for dining, relaxing, and taking in the breeze
• Watch boats pass through Garrison Bight below
🛋️ SPACIOUS AND COMFORTABLE LIVING
• Bright living area with floor-to-ceiling glass and waterfront views
• Fully equipped kitchen with granite countertops and essentials
• Full-size washer and dryer
• High-speed WiFi and flat-screen TVs throughout
• Loft area provides additional space for relaxing or kids
🛏️ SLEEPING ARRANGEMENTS
UPPER LEVEL:
• Bedroom with two Queen beds, ensuite bath, and balcony access
• Bedroom with two Queen beds, ensuite bath, and city views
• Loft with two Twin beds
LOWER LEVEL:
• Marina-view primary suite with King bed and ensuite bath
• Bedroom with two Queen beds and ensuite bath
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
Free offsite parking
Street parking available
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 private bathrooms
Hair dryer
Shampoo
Shower
Towels provided
Living spaces
Dining table
Living room
Entertainment
Flat-screen TV with cable/satellite channels
Outdoor areas
Balcony
Barbecue grill
Dock
Laundry
Laundry facilities
Washer/dryer
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
Bicycle rentals
Boat
Fish cleaning table
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
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. Discover the area's water adventures with nearby fishing, or enjoy the great outdoors with cycling. Visit our Key West travel guide
Does Waterfront Dock Pool Penthouse Near Duval St have a pool?
Yes, this property has a pool.
Is Waterfront Dock Pool Penthouse 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 Waterfront Dock Pool Penthouse Near Duval St?
There is free parking nearby.
What time is check-in at Waterfront Dock Pool Penthouse Near Duval St?
Check-in begins at 4:00 PM.
What time is check-out at Waterfront Dock Pool Penthouse Near Duval St?
Checkout is at 10:00 AM.
Where is Waterfront Dock Pool Penthouse 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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Waterfront Dock Pool Penthouse 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.
The condo was very clean and a large enough space for 12 people. The balcony has a great view and the pool/tiki bar area is awesome. Would definitely recommend for a group trip!
Our stay was wonderful. The views are gorgeous, the bedrooms are roomy and comfortable, the decor was beautiful and the location couldn’t have been more perfect. We will absolutely be sure to stay here again the next time we are in Key West.
The condo was perfect. Couldn’t ask for a better location got help anytime we needed. Would highly recommend. The sunrise on the balcony overlooking the marina was beautiful.
We came for a family outing and absolutely loved the property and location! It was a fabulous weekend. The unit had so much space and everyone got their own bed.
We will absolutely stay here again. Great communication before & after our stay. Clean home. Easy access to dock/ free ice. Publix/ restaurants all quick to get to via golf cart. Clear instructions for check in/check out. Looking forward to next year!
We were traveling with "old" friends (50+ years of friendship) and wanted a place that would afford us space to socialize and spend time to together, as well as be convenient to all the things we wanted to do in Key West. This condo was just the ticket for us. It is a beautiful condo, in a great location, fully equipped with all the necessitates. Thanks for a great stay.
Property clean with great location. Comes with many extras like beach towels which was great. Easy communication with owner and property manager. Macs is a restaurant next store that has great drinks and food....nice to be able to walk there. Thanks for sharing your home.
The property was perfect for our group of friends. There was plenty of room for everyone to be comfortable. We especially liked hanging out on the balcony with the beautiful view. The pool area with the grills and tiki bar were perfect for an Al fresco dinner. The communication and easy of booking were prompt and efficient. The on site staff was very friendly. I would definitely recommend this property!
It was very nice. Great views and locations. But there could at least be salt and pepper in the cupboards.
Loved having a washer and dryer for beach towels and suits. The fact that each room had a bathroom was a blessing.
Location is perfect. House is stocked with soap, sponge, dishwasher pods, enough plates, silverware, toaster, crockpot etc and beach towels. It’s the small things! Stocked enough toilet paper for our stay.
One thing to note: you have to find your own trailer parking. They give a place they recommend for you but just something to be aware of.
Overall: would highly recommend and stay again should we come back.
We had a group of 9 guys stay here for a boys trip a few weeks ago. The place was in terrific condition and, while not huge, has PLENTY of beds for a big group and works for any group up to probably 12 people. The pool is a shared pool with other guests of the condo property, but is in terrific condition and right on the water. The location is good but a bit of a walk to Duval St. area...however Ubers are super available and quick and it's less than a 5 minute Uber. It still is walkable but probably about a 25 minute walk. Kim was very responsive and helpful - highly recommend!
We had 14 adults stay for 3 nights. The condo met our needs and then some. The space was large and clean. Beds were comfortable. Pool was clean and enjoyed by some of the family. We had a minor maintenance issue. The gentleman was very quick to both respond and repair the faucet. Always prompt and informative communication from owner. We were able to store our luggage upon arrival, an added convenience. We would stay again and have already suggested the condo to friends traveling to KW in Feb.
Thank you Kim
Our stay at the Meadows was nothing short of delightful. The location is perfect, close enough to walk to most spots in Key West—unless, of course, you're accompanied by kids who turn into professional complainers at the mere mention of a stroll.
The manager was a lifesaver when our group expanded from 2 to 9, and the condo comfortably accommodated all of us: 5 adults and 4 kids aged 8 to 15. The loft, with its quirky slanted ceiling and two single beds, might not be ideal for adults, but our young boys declared it the coolest room in the house.
We were pleasantly surprised by the well-stocked supplies. No need for emergency runs to buy more paper products or soap, a rarity in rental experiences. The compact kitchen was another nice surprise, equipped with everything you could possibly need.
A couple of drawbacks: parking was a tight squeeze, especially with neighboring giant trucks. During our stay, weekend parties meant the pool was occasionally overtaken by rowdy, beer-demanding men who screamed up at the balcony for our teenage daughters to "bring them more beer", so you might want to avoid weekends if you're with family.
On the upside, the corner bar treated us to live music on Tuesday evening, giving us a private concert feel from our spacious patio. Speaking of the patio, it was large enough and well-furnished for everyone to enjoy.
What a great property! Clean, spacious, modern appliances with fabulous outdoor spaces overlooking the water, pool, and tiki bar. Minutes from all the bars, restaurants, and downtown fun. We were eight adults and there was plenty of space for everyone. I highly recommend this property, the ownership very professional, kind, and pleasant to deal with.