Entire condo

Waterfront Dock Pool Penthouse Near Duval St

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Marina - Waterfront Dock Pool Penthouse Near Duval St (Key West)
Pool - Waterfront Dock Pool Penthouse Near Duval St (Key West)
4 bedrooms, iron/ironing board, travel cot, WiFi - Waterfront Dock Pool Penthouse Near Duval St (Key West)
Outdoor dining - Waterfront Dock Pool Penthouse Near Duval St (Key West)
Shower, hair dryer, towels, shampoo - Waterfront Dock Pool Penthouse Near Duval St (Key West)
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

9.6 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 AU$1,397
includes taxes & fees
21 May - 22 May

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



    🚤 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)
  • First aid kit
  • Fire extinguisher

General

  • Bicycle rentals
  • Unit size: 2,000 square feet

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM

Minimum check-in age - 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

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
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. Discover the area's water adventures with nearby fishing, or enjoy the great outdoors with cycling. Visit our Key West travel guide
View more Condo rentals in Key West
Map
Key West, FL

What's nearby

  • Key West Naval Station
    Key West Naval Station
    5 min walk - 0.4 km
  • Duval Street
    Duval Street
    18 min walk - 1.6 km
  • Clarence S. Higgs Memorial Beach Park
    Clarence S. Higgs Memorial Beach Park
    18 min walk - 1.6 km
  • Southernmost Point
    Southernmost Point
    6 min drive - 1.7 km
  • Smathers Beach
    Smathers Beach
    7 min drive - 2.4 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 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 16 May 2026, prices found for a 1-night stay for 2 adults at Waterfront Dock Pool Penthouse Near Duval St on 21 May 2026 start from AU$1,397, 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 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.
More informationOpens in a new window
Rating 10 - Excellent. 36 out of 41 reviews
Rating 8 - Good. 3 out of 41 reviews
Rating 6 - Okay. 0 out of 41 reviews
Rating 4 - Poor. 1 out of 41 reviews
Rating 2 - Terrible. 1 out of 41 reviews

9.8

Cleanliness

9.0

Location

Reviews

Verified

10/10 Excellent

Patrick R.

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

10/10 Excellent

Chris P.

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

10/10 Excellent

Irving C.

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

10/10 Excellent

Thomas B.

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

10/10 Excellent

Verified traveller

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

10/10 Excellent

Laura P.

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

10/10 Excellent

Alissa M.

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

10/10 Excellent

Marianne P.

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

10/10 Excellent

renee l.

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

10/10 Excellent

Laura S.

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

2/10 Terrible

Scott C.

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

10/10 Excellent

Dacia J.

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

10/10 Excellent

Matt M.

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

10/10 Excellent

Stacie M.

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

10/10 Excellent

Kathleen C.

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

10/10 Excellent

David G.

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

10/10 Excellent

Todd E.

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

10/10 Excellent

Mason B.

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

10/10 Excellent

Tara P.

Liked: Cleanliness, check-in, communication, listing accuracy
Condo was good there is a bar right next door that is my only disappointment was the noise that came from there.
Stayed 5 nights in Nov 2025
Verified

10/10 Excellent

Michael S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

Paula L.

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

10/10 Excellent

Tanvi G.

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

Great experience

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

10/10 Excellent

Verified traveller

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

10/10 Excellent

Rob B.

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
Verified

10/10 Excellent

George W.

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

Lovely home

Great time
Stayed 3 nights in Jan 2023