Condo

Waterfront Penthouse sleeps 16 w/Pool & Boat Dock

Photo gallery for Waterfront Penthouse sleeps 16 w/Pool & Boat Dock

1st floor common space
View from 1st floor balcony
Dining & Living Room with Balcony
Heated pool & tiki bar
Eating area & Kitchen. Entryway seen to the far right of picture

Reviews

9.6 out of 10
Exceptional
4 bedrooms4 bathroomsSleeps 16185.8 sq m

Popular amenities

  • Dryer
  • Parking available
  • Pet-friendly
  • Washer
  • Pool
  • Kitchen

Explore the area

Map
Key West, Florida
  • Duval Street
    ‪18 min walk‬
  • Smathers Beach
    ‪3 min drive‬
  • Southernmost Point
    ‪4 min drive‬
  • Key West, FL (EYW-Key West Intl.)
    ‪7 min drive‬

Rooms & beds

4 bedrooms (sleeps 16)

Bedroom 1

2 Queen Beds

Bedroom 2

2 Queen Beds

Bedroom 3

1 King Bed

Bedroom 4

2 Queen Beds

Living Room 1

1 Single Bunk Bed

4 bathrooms

Bathroom 1

Soap · Towels provided · Toilet · Shower only · Hair dryer

Bathroom 2

Soap · Towels provided · Toilet · Shower only · Hair dryer

Bathroom 3

Soap · Towels provided · Toilet · Shower only · Hair dryer

Bathroom 4

Soap · Towels provided · Toilet · Shower only · Hair dryer

Spaces

Deck or patio
Kitchen
Balcony
Garden
Dining area

About this property

Waterfront Penthouse sleeps 16 w/Pool & Boat Dock

Summary:
Gorgeous completely renovated 2400sqft waterfront Penthouse condo in downtown Key West. Boat slips available on-site with commercial ice machine, fish cleaning station and BBQ. Located in historic downtown Key West. 4B/4B with loft, sleeping 16. Less than 1mi to Duval Street, Historic Seaport, Hemingway House, etc. On-site amenities: heated pool, boat slip, tiki bar & grills, parking, secure keyless entry, & private elevator. Large Park adjacent with tennis courts. 10min from airport (EYW).

The Space:
This unit is located at the top of one of the tallest buildings in Key West. Endless sunrise and water views from the oversized balcony at the rear of the unit. Great for watching the charter boats come and go to the world class fishing grounds available in Key West. Step up the stairs to the private balcony located on the other side of the unit to watch sunset over Key West.

Located in historic downtown Key West. Less than 1mi to Duval Street, Historic Seaport, Hemingway House, etc.

Completely updated home has a full kitchen with quartz countertops stocked with cooking supplies and utensils for your stay. The kitchen is fully equipped with everything you need to cook & eat a meal excluding spices&oil. A full size washer and dryer.

The living room has floor to ceiling glass overlooking the water, perfect for hosting a family get together. A second living room / game space is located in the spacious loft on the second floor, which also has a 2 single beds for kids.

The master (king) bedroom is located downstairs and has water views and direct access to the balcony along with an in suite full bathroom. There are three additional large bedrooms: Two having two queen beds and One having two king beds, each room with an en-suite bathrooms. There is also a loft with bunk beds. All bathrooms updated. All bedrooms and common rooms are large with plenty of space for hanging out, relaxing, playing games, etc. All rooms have flat screen TVs with cable service. High speed WiFi.

Overall this unit can accommodate up to 16 guests.

If you enjoy fishing, bring your boat down! A slip is reserved with your rental, at no extra cost. The dock has power, fresh water, and a covered fish cleaning station. A commercial size ice maker is available for guest use. Our condo is right next to a great restaurant with craft beer on tap, music & Tiki Hut sunset cruises.

The Neighborhood:
Key West is a special place within the U.S. Tropical warm winds year round, thick green foliage, world class fishing and diving, 10+ palm tree species, historic homes, 200+restaurants & bars on this 4mi x 2mi island. The location of this home is perfect for getting anywhere in Key West. Quick access to New Town and grocery stores as well as Duval Street and anywhere else in Downtown Key West. Bayview park is next door with plenty of open spaces, tennis courts, basketball hoops, and festivals on many weekends throughout the year.

Getting Around:
Our location allows you to get around by foot or bicycle. Electric carts are rented frequently on the island - we can accommodate plug in. You won't need a car, unless you're driving down route 1 from mainland FL. Lyft/Uber are plentiful.

Other Things to Note:
Check-in 4pm, Check-out 10am. Pet friendly for one dog, up to 25lbs with a $200 non-refundable pet fee. Free parking on-site guaranteed for 2 vehicles (to include golf cart). Max boat length 40ft, max boat beam 13ft, there is a fixed bridge entrance with 18-ft clearance into the marina. All guests must be a minimum age of 25 unless accompanied by a parent. Events must be approved in advance.

Interaction with Guests:
I will not be on the premises. Unit are managed by Keys Time Vacation Rentals. No in-person check-in required. Digital access to the property via keyless entry codes to condominium elevator and common spaces. Condo unit code will be provided no less than 24 hours prior to arrival date. Maintenance is accessible during the same.

Property manager

Kim Hartselle
Premier Host

Languages

English

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Pet-friendly
Air conditioning

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

Pets allowed: dogs less than 9 kg per pet (limit one pet total)
Charge may apply
default

Smoking

Smoking is not permitted
• PARKING: Free permitted parking is available on-site in the outside parking lot (NOT in the covered garage). o Please place your parking per...

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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
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

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 Fort Zachary Taylor Historic State Park and Florida Keys Beaches. The Kite House and Sails To Rails Museum at Flagler Station are also worth visiting. Take the opportunity to explore the area for outdoor excitement like cycling.
Map
Key West, Florida

What's nearby

  • Duval Street - 18 min walk - 1.6 km
  • Ernest Hemingway Home and Museum - 3 min drive - 1.7 km
  • Smathers Beach - 3 min drive - 2.0 km
  • Southernmost Point - 4 min drive - 2.1 km
  • Mallory Square - 5 min drive - 2.7 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 7 min drive

Restaurants

  • ‪Sandy's Cafe - ‬7 min walk
  • ‪El Siboney Restaurant - ‬13 min walk
  • ‪Sonic Drive-In - ‬14 min walk
  • ‪Dairy Queen - ‬9 min walk
  • ‪Thai Island Restaurant - ‬13 min walk

Frequently asked questions

Does Waterfront Penthouse sleeps 16 w/Pool & Boat Dock have a pool?

Yes, this property has a pool.

How much does it cost to stay at Waterfront Penthouse sleeps 16 w/Pool & Boat Dock?

As of 25 Apr 2025, prices found for a 1-night stay for 2 adults at Waterfront Penthouse sleeps 16 w/Pool & Boat Dock on 30 Apr 2025 start from AU$1,044.56, 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 Penthouse sleeps 16 w/Pool & Boat Dock pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 9 kg per pet.

What time is check-in at Waterfront Penthouse sleeps 16 w/Pool & Boat Dock?

Check-in begins at 4:00 PM.

What time is check-out at Waterfront Penthouse sleeps 16 w/Pool & Boat Dock?

Checkout is at 10:00 AM.

Where is Waterfront Penthouse sleeps 16 w/Pool & Boat Dock located?

Located in Meadows, this condo building is within 1 mile (2 km) of The Unitarian Universalist Fellowship of Key West, Duval Street and Florida Keys Beaches. 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.
Learn moreOpens in a new window
Rating 10 - Excellent. 15 out of 17 reviews
Rating 8 - Good. 1 out of 17 reviews
Rating 6 - Okay. 0 out of 17 reviews
Rating 4 - Poor. 0 out of 17 reviews
Rating 2 - Terrible. 1 out of 17 reviews

10/10

Cleanliness

10/10

Check-in

9.6/10

Communication

9.4/10

Location

9.6/10

Listing accuracy

Reviews

10/10 Excellent

Sydney D.

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

Great stay!

Great stay for a wonderful bachelorette weekend! Owners were very helpful, communicative, and resourceful for our group. Would highly recommend this property for anybody traveling to the Key West area.
Stayed 3 nights in Apr 2025

10/10 Excellent

Larry L.

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

Great place

From the communication with the Property Management to check in to our stay and check out. The condo is extremely well maintained, supplied, and clean. We had a wonderful stay. We had a few small requests prior to our visit like an extra coffee maker and some extra dishes and pans. All were supplied and at the house upon our arrival. The only slight inconvenience was that we had a large group and the internet was a little slow. But that could be corrected by installing a better router. And I have a feeling if we had asked, the property manager would have tried to accomplish it before we left. She was so great and if she reads this she will probably have it done before the next guest. Thank you we had a terrific time and loved the condo.
Stayed 5 nights in Jan 2025

10/10 Excellent

Mayur K.

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

Great place to stay with family

Overall very satisfied with the booking. Very close to everything Key West has to offer. Highly recommend it!
Stayed 2 nights in Dec 2024

10/10 Excellent

Diane J.

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

Perfect for a large group

Spacious unit, great bar with music next door, beautiful views
Stayed 4 nights in Nov 2024

10/10 Excellent

Catherine L.

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

Awesome Place

The place was absolutely great! The view was great. The location was great! Everything was great! The only thing not great was that we didn’t get to stay longer! Enjoyed it very much!
Stayed 5 nights in Nov 2024

10/10 Excellent

Frank F.

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

Wonderful stay!

This home is absolutely beautiful! We are two couples & single adult; plenty of space to enjoy. The view from the deck was spectacular! The amenities were top notch. We truly enjoyed our stay. Thank you.
Stayed 1 night in Oct 2024

10/10 Excellent

Amy P.

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

Girls trip

Very friendly and clean. Perfect location
Stayed 4 nights in May 2024

10/10 Excellent

Diane S.

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

Friend Vacation

We loved our stay. The property was perfect for us. Great location with all the amenities. Really fun bar just downstairs. Rosalyn became our new best
Stayed 5 nights in Mar 2024

10/10 Excellent

Vaughn K.

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

Great Place / Great Rates

Communication with the owners was great. Condo was spacious, updated, and clean, and the balconies provided for fantastic views. All of this plus the rates made it a welcomed value for our group of nine versus staying in a hotel. Thank you!
Stayed 3 nights in Mar 2024

10/10 Excellent

Tracy C.

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

Great place to stayb

The property was beautiful. We had a few questions after check in and could not reach anyone. Other than initial communication problems everything else was wonderful. Great place to stay and great location.
Stayed 3 nights in Feb 2024

10/10 Excellent

Abigail H.

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

Girls Trip

We stayed here for a girls trip and it was perfect for a large group. Plenty of beds, bathrooms and a big comfy couch! The porch is amazing and has a great view of the harbor. We used the pool one day and the general area was clean and the water was warm. Pool towels are provided! We took Uber/Lyft to most places we needed to go but everything is so close in Key West. There is a tiki bar adjacent to the property but unfortunately we ran out of time to visit. The kitchen is updated and the washer/dryer option is great. Management was responsive and friendly. Would stay here again!
Stayed 3 nights in Feb 2024

10/10 Excellent

Terri S.

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

Beautiful and Spacious

I stayed here with 3 other couples, it was so nice that we each got our own private bedroom AND bathroom. The condo was very clean and nicely decorated. We cooked a few meals there and were happy to discover that we had all the pots, pans, dish towels and dishes that we needed. The layout of the condo worked well. You enter through a hallway between the kitchen and one of the bedrooms. The kitchen is on the left and has a half wall with bar stools that is open to the living area. To the right is a bedroom with two queen beds. The bathroom attached to this bedroom has two doors, one that opens to the bedroom and one that opens to the main area. I had this bedroom and locked the main area door at night and in the morning, but left it accessible to the rest of our party during the day. The living area is large with a balcony that stretches across the living room and the second main floor bedroom. This balcony faces East and overlooks the marina. The second lower bedroom has a private bath and one king bed. Upstairs there are two bedrooms that have private bathrooms and a shared balcony facing east. The balcony has a wall at both ends so it is shared with just those two bedrooms. The area above the living room is open to the high ceilings, then above the lower bedroom with the king bed there is a loft with two twin beds and a card table and chairs. There is a short wall in this area that is all windows overlooking the marina.
Stayed 3 nights in Feb 2024

8/10 Good

Craig W.

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

Fishing Trip

Unit was very clean and organized. I am in construction and I was informed of roof work at booking but there was other exterior work on going as well and the elevator was not functioning upon arrival. That was repaired and good from there. Would book again once upgrades are completed.
Stayed 3 nights in Oct 2023

10/10 Excellent

Brendan G.

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

Great property and location

Very clean property and great host! Was very responsive and very accommodating
Stayed 4 nights in Aug 2023

2/10 Terrible

Christina F.

Liked: Cleanliness, check-in, communication, location
Disliked: Listing accuracy

Great location but listing was not accurate

Overall the location was great but the experience was not. The A/C was not working the first night we arrived making it aweful to sleep. The loft and bunkbeds have no central air so you cant even sleep in them. The downstairs Queen bedroom AC is not powerful enough to push any air in the room so it was unbearable to sleep in the entire stay. The pool area was small and outdated and there is no bar by the pool just a shack with no purpose. The toilet in upstairs bedroom was not bolted to floor and the door handle fell off the first night. The kitchen sink sprayer would not stay on unless you held the button. The fridge was not turned on until we arrived so we lost alot of the food we brought with us. This should have been turned on at least 8 hours before we arrived so the fridge would be cold enough to put food into. And the water pressure was aweful. Only one shower downstairs had even water pressure to rinse out your hair. the girls had to share that shower or used the shower outside to rinse the conditioner out of our hair. The elevator was scary and a suffocating hot box. There was no air flow. And the beds were like sleeping on cement. Who puts firm mattress in a vacation rental. They were aweful and nobody got any sleep.
Stayed 5 nights in Jun 2023

10/10 Excellent

Michael D.

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

Awesome place

The place was awesome, very clean and very comfortable. The only thing that was an issue was the water pressure. At some points if more than one person was showing it would almost completely cut off the water. Also the listing says it fits 16 but I really doubt that you could have that many people stay there. Other than those two things which didn’t really bother us that much it was perfect!
Stayed 3 nights in Jun 2023

10/10 Excellent

Robert T.

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

very excellent interior. Exterior and shared area (pool) not great

Pool and outside amenities were weak, and I wish it was a little further off the main road. Lots of traffic noise, but the interior was excellent. Very well kept and clean
Stayed 2 nights in Mar 2023

About the host

Hosted by Kim Hartselle

Host profile image
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