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Waterfront Dock Pool Penthouse Near Duval St

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A bedroom with a bed, a dresser, a ceiling fan, a TV, and a balcony with a view of the water. - Waterfront Dock Pool Penthouse Near Duval St (Key West)
A kitchen with white cabinets, a coffee maker, and a view of the marina. - Waterfront Dock Pool Penthouse Near Duval St (Key West)
A spacious living room with a large TV, a blue sofa, and a staircase leading to an upper level. - Waterfront Dock Pool Penthouse Near Duval St (Key West)
A bedroom with a bed, a white dresser, a ceiling fan, and a beach-themed wall art. - Waterfront Dock Pool Penthouse Near Duval St (Key West)
A marina with boats docked, a road adjacent to the water, and a clear sky. - Waterfront Dock Pool Penthouse Near Duval St (Key West)
Close to Duval Street and South Beach, Waterfront Dock Pool Penthouse Near Duval St provides amenities like laundry facilities. Guests can connect to in-room WiFi.

Reviews

9.6 out of 10
Exceptional

Popular amenities

  • Ocean view
  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
The current price is ¥49,285
¥117,524 total
includes taxes & fees
Nov 2 - Nov 3

Add dates for prices

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



    🚤 PRIVATE BOAT SLIP & MARINA IMPROVEMENTS

    Pelican Landing's waterfront dock was completely rebuilt in October 2026, featuring new pilings, decking, and seawall repairs. A private boat slip is typically included with your stay, along with access to a covered fish cleaning station.



    Final electrical and plumbing upgrades are currently underway in the marina and surrounding common areas, with completion anticipated in early November 2026. Guests may notice occasional weekday work activity while these improvements are completed, and boat slip availability may be temporarily limited.



    If you're planning to bring a boat, please contact us in advance to confirm availability for your stay.



    🏝️ EXTRAS AND AMENITIES

    Pet-friendly

    Free on-site parking

    High-speed WiFi

    Private building elevator



    📍 COMMUNITY AMENITIES PELICAN LANDING

    🏊 Heated pool

    🌊 Waterfront setting on Garrison Bight. Located near Charter Row at Garrison Bight, many captains offer pickup directly from the dock

    🎣 Fish cleaning station

    🚤 Newly rebuilt private dock with guest access subject to availability during final marina improvements

    🍔 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 & 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. A private boat slip is typically included with your stay, subject to availability while final marina improvements are completed. Please contact us in advance if you're planning to bring a boat.



    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 begins at 4:00 PM and check-out is by 10:00 AM. The base rate includes up to 10 guests. Guests 11 and above are charged $100 per person, per night and must be added to the reservation before arrival.



    🎉 VISITORS & EVENTS

    To help ensure a safe and enjoyable stay for everyone, only registered guests are permitted on the property unless approved in advance by the host. Parties, events, and large gatherings are not permitted.



    🐾 PETS

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



    🚗 PARKING

    Free on-site parking is available for two vehicle or golf carts. No on-site trailer parking is permitted. Please arrange off-site trailer storage before your arrival. We recommend City Marina at Garrison Bight or Spencer's Boatyard.



    🚤 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.

    The dock was newly rebuilt in October 2026, and final electrical upgrades are underway. If you're planning to bring a boat, please contact us in advance to confirm slip availability for your stay.



    🏢 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

    The primary renter is generally expected to be 25 years or older. We understand that every group is different and are happy to consider exceptions with advance approval.



    🌴 TROPICAL ENVIRONMENT

    Our home is professionally treated by a licensed pest control company every month. As with any home in Key West's tropical climate, occasional insects may still be seen. If you notice any pest activity during your stay, please let us know right away so we can promptly arrange for a professional inspection and, if needed, treatment. Reasonable access to the property 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.

Similar properties

About the neighborhood

Located on the waterfront, this condo is in Meadows, a neighborhood 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. Ready for a night out? Consider The Key West Theater and Sloppy Joe's Bar. Discover the area's water adventures with fishing nearby, or enjoy the great outdoors with cycling. Visit our Key West travel guide
View more Condo Rentals in Key West
Map
FL, Key West

What's nearby

  • A military jet flying low over a concrete path surrounded by vegetation.
    Key West Naval Station
    5 min walk - 0.4 km
  • A street with a pharmacy, a theater, and a yellow building.
    Duval Street
    18 min walk - 1.6 km
  • A beach sign with rules and hours for Clarence S. Hughes Memorial Beach.
    Clarence S. Higgs Memorial Beach Park
    18 min walk - 1.6 km
  • A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.
    Ernest Hemingway Home and Museum
    4 min drive - 1.7 km
  • A beach with white sand, palm trees, and a building in the background.
    Smathers Beach
    5 min drive - 2.0 km

Getting around

  • Key West Intl. Airport (EYW)
    7 min drive

Restaurants

  • Circle K
    6 min walk
  • Square Grouper Key West
    3 min drive
  • Sandy's Café
    7 min walk
  • El Siboney Restaurant
    13 min walk
  • Sonic Drive-In
    14 min walk

Frequently asked questions

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

Yes, this property has a pool.

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

As of Nov 1, 2026, prices found for a 1-night stay for 2 adults at Waterfront Dock Pool Penthouse Near Duval St on Nov 2, 2026 start from ¥49,285, excluding 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 Penthouse Near Duval St pet-friendly?

Yes, this property allows pets (limit 1 total) with a maximum weight of up to 20 lbs per pet.

How much is parking?

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?

Check-out is at 10:00 AM.

Where is Waterfront Dock Pool Penthouse Near Duval St located?

Located in Meadows, this condo building is within 1 mi (2 km) of Bayview Park, Florida Keys Beaches, and Duval Street. Ernest Hemingway Home and Museum and South Beach are also within 1 mi (2 km).

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Reviews

Waterfront Dock Pool Penthouse Near Duval St Reviews

9.6

Exceptional

9.8

Cleanliness

9.2

Location
Rating 10 - Excellent. 38 out of 43 reviews
Rating 8 - Good. 3 out of 43 reviews
Rating 6 - Okay. 0 out of 43 reviews
Rating 4 - Poor. 1 out of 43 reviews
Rating 2 - Terrible. 1 out of 43 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very clean with new renovation. Very comfortable. Good communication.
Stayed 2 nights in Mar 2026
Verified review

10/10 Excellent

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

Beautiful property in a beautiful area!

Everything about the stay was incredible, great views with plenty of outdoor seating was definitely the highlight for me. Definitely worth a stay!
Stayed 3 nights in Mar 2025
Verified review

10/10 Excellent

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

Key West Vacation

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.
Stayed 1 night in Feb 2024
Verified review

10/10 Excellent

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

Great Place for Group Trip

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!
Stayed 3 nights in Oct 2024
Verified review

10/10 Excellent

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

So much fun

This place is perfect. Friendly management, spacious layout, nice pool and easily accessible dock slips. Highly recommend
Stayed 4 nights in Sep 2024
Verified review

10/10 Excellent

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

The best 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.
Stayed 4 nights in May 2024
Verified review

10/10 Excellent

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

L. Park

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.
Stayed 3 nights in Jun 2024
Verified review

10/10 Excellent

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

Great get away in Key West

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.
Stayed 2 nights in Feb 2024
Verified review

10/10 Excellent

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

Amazing Location

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!
Stayed 4 nights in Nov 2024
Verified review

10/10 Excellent

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

Great location

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.
Stayed 5 nights in Mar 2024
Verified review

10/10 Excellent

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

Perfect a Key West stay

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!
Stayed 3 nights in Oct 2023
Verified review

2/10 Terrible

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

Boating in the keys with friends

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.
Stayed 4 nights in Oct 2023
Verified review

10/10 Excellent

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

Great location, lots of small details

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.
Stayed 4 nights in Aug 2023
Verified review

10/10 Excellent

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

Awesome place for a big group!

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!
Stayed 3 nights in Aug 2023
Verified review

10/10 Excellent

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

Family reunion

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
Stayed 3 nights in Oct 2024
Verified review

10/10 Excellent

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

Perfect Family Getaway with a Few Quirks

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.
Stayed 4 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The place was beautiful and had everything we needed for 3 couples a single. Property was very clean, well kept and welcoming.
Stayed 1 night in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
Great communication from the host. Nice place, beautiful views.Really enjoyed our stay!
Stayed 2 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The home was great and really enjoyed the view and the coffee bar with the snacks
Stayed 3 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful home, great communication. On site staffed very helpful and quick to help. Host wonderful with messaging and very helpful.
Stayed 4 nights in Mar 2026
Verified review

10/10 Excellent

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

Great stay

This place was perfect! Very nice and easy check in process.
Stayed 4 nights in Mar 2023
Verified review

10/10 Excellent

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

Great time

We had a very pleasant experience and stay. Would book with them again.
Stayed 2 nights in Nov 2024
Verified review

10/10 Excellent

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

Great experience

Great communication, great views!
Stayed 3 nights in May 2025
Verified review

10/10 Excellent

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

Overnight trip

We were lucky to find such a beautiful place available. Would definitely recommend this unit.
Stayed 1 night in Feb 2025
Verified review

10/10 Excellent

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

Birthday Celebration

Hit the spot...No issues. Had a great time! Would stay again!
Stayed 2 nights in Aug 2023