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





Reviews
9.6 out of 10
Exceptional
4 bedrooms4 bathroomsSleeps 16185.8 sq m
Popular amenities
Explore the area

Key West, Florida
- Duval Street18 min walk
- Smathers Beach3 min drive
- Southernmost Point4 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.
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?
BetaGet instant answers with AI powered search of property information and reviews.
Similar properties

Downtown Penthouse•Waterviews•Pool, Dock, Parking
Downtown Penthouse•Waterviews•Pool, Dock, Parking
- Ocean view
- Pool
- Kitchen
- Washer
9.4 out of 10, (30 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed: dogs less than 9 kg per pet (limit one pet total)
Charge may apply
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
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.

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
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
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 window10/10
Cleanliness
10/10
Check-in
9.6/10
Communication
9.4/10
Location
9.6/10
Listing accuracy
Reviews
14 Apr 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Apr 2025
10/10 Excellent
Larry L.
10 Jan 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place
Larry L.
Stayed 5 nights in Jan 2025
10/10 Excellent
Mayur K.
27 Dec 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place to stay with family
Mayur K.
Stayed 2 nights in Dec 2024
10/10 Excellent
Diane J.
18 Nov 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect for a large group
Diane J.
Stayed 4 nights in Nov 2024
10/10 Excellent
Catherine L.
11 Nov 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Awesome Place
Catherine L.
Stayed 5 nights in Nov 2024
10/10 Excellent
Frank F.
22 Oct 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful stay!
Frank F.
Stayed 1 night in Oct 2024
10/10 Excellent
Amy P.
19 May 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Girls trip
Amy P.
Stayed 4 nights in May 2024
10/10 Excellent
Diane S.
2 Apr 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Friend Vacation
Diane S.
Stayed 5 nights in Mar 2024
10/10 Excellent
Vaughn K.
1 Apr 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Place / Great Rates
Vaughn K.
Stayed 3 nights in Mar 2024
10/10 Excellent
Tracy C.
29 Feb 2024
Liked: Cleanliness, check-in, location, listing accuracy
Great place to stayb
Tracy C.
Stayed 3 nights in Feb 2024
10/10 Excellent
Abigail H.
21 Feb 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Girls Trip
Abigail H.
Stayed 3 nights in Feb 2024
10/10 Excellent
Terri S.
13 Feb 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful and Spacious
Terri S.
Stayed 3 nights in Feb 2024
8/10 Good
Craig W.
23 Oct 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fishing Trip
Craig W.
Stayed 3 nights in Oct 2023
10/10 Excellent
Brendan G.
7 Sept 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property and location
Brendan G.
Stayed 4 nights in Aug 2023
2/10 Terrible
Christina F.
28 June 2023
Liked: Cleanliness, check-in, communication, location
Disliked: Listing accuracy
Great location but listing was not accurate
Christina F.
Stayed 5 nights in Jun 2023
10/10 Excellent
Michael D.
22 June 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Awesome place
Michael D.
Stayed 3 nights in Jun 2023
10/10 Excellent
Robert T.
18 Apr 2023
Liked: Cleanliness, check-in, communication, listing accuracy
very excellent interior. Exterior and shared area (pool) not great
Robert T.
Stayed 2 nights in Mar 2023
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
Tell us how we can improve our siteShare feedback