Condo
Waterfront Penthouse sleeps 16 w/Pool & Boat Dock
Waterfront condo with kitchen, near Duval Street
Photo gallery for Waterfront Penthouse sleeps 16 w/Pool & Boat Dock





Reviews
9.8 out of 10
Exceptional
4 bedrooms4 bathroomsSleeps 162400 sq ft
Popular amenities
Explore the area

Key West, FL
- Place, Key West Naval Station5 min walk
- Place, Duval Street18 min walk
- Place, Southernmost Point4 min drive
- Airport, Key West, FL (EYW-Key West Intl.)6 min drive
Rooms & beds
4 bedrooms (sleeps 16)
Bedroom 1
1 King Bed
Bedroom 2
2 Queen Beds
Bedroom 3
2 King Beds
Bedroom 4
2 Queen Beds
Living Room 1
2 Single Beds
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:
Sit back & relax in this 2,400 sq ft waterfront penthouse in Downtown Key West. This 4BR/4BA + loft sleeps up to 16 and offers expansive water views, multilevel balconies, and space for your crew. Less than 1 mile to Duval Street and the Historic Seaport. Enjoy a heated pool, tiki bar, BBQ grills, and parking. Please note: The condominium dock will be under construction beginning April 27, 2026 for approximately 30 days; dock access will be unavailable and daytime construction noise is expected.
The Space:
WELCOME TO THE ST. THOMAS PENTHOUSE – TWO-STORY WATERFRONT LUXURY AT PELICAN LANDING
Perched atop one of the tallest buildings in Key West, St. Thomas is a stunning 4BR + loft, 4BA two-story penthouse offering sunrise-to-sunset views, incredible space, and comfort for up to 16 guests—ideal for families, group getaways, or multi-generational stays.
🌅 DUAL BALCONIES, ENDLESS VIEWS
• Oversized rear balcony overlooking the harbor—perfect for morning coffee and watching marina activity
• Private upstairs sunset balcony with panoramic views over Old Town
📍 PRIME DOWNTOWN LOCATION
Less than 1 mile to Duval Street, the Historic Seaport, and the Hemingway House—walk or bike to the best of downtown Key West.
🛋️ SPACIOUS & STYLISH LIVING
• Main living room with floor-to-ceiling glass and water views—ideal for group gatherings
• Fully equipped kitchen with quartz countertops (please note: spices and oil are not provided)
• Full-size washer and dryer
• Second living area / kids’ space located in the loft
• High-speed WiFi and flat-screen TVs with cable in every room
🛏️ SLEEPING ARRANGEMENTS
• Downstairs King primary suite with balcony access and ensuite bath
• Two guest bedrooms with two Queen beds and private ensuite baths
• One guest bedroom with two King beds and private ensuite bath
• Loft area with bunk beds and two Twin beds—perfect for kids or flexible sleeping
✔ Comfortably sleeps up to 16 guests
🚤 DOCK ACCESS
Dock access is provided by the Pelican Landing Condominium Association and is subject to availability, maintenance, and repairs. Please refer to the Dock Construction Notice for details regarding temporary dock closures and related amenity interruptions during scheduled construction periods.
Outside of scheduled construction periods, guests may enjoy dock access including a private boat slip with fresh water, power, a covered fish cleaning station, and access to a commercial ice maker on-site.
🏝️ EXTRAS & AMENITIES
☀️ Shared heated pool
🍔 BBQ grills and tiki area
🐾 Pet-friendly
🚗 Free on-site parking (up to two vehicles)
🎾 Adjacent park with tennis courts
🚶♀️ Walk or bike everywhere—Duval Street, the Historic Seaport, and the Hemingway House all under 1 mile
📶 High-speed WiFi
🔐 Private building elevator
✈️ Just 10 minutes from Key West International Airport (EYW)
🎶 LOCAL TIP
Right next door, enjoy a local-favorite waterfront restaurant with live music, craft beer, and sunset tiki cruises—a perfect way to end a Key West day.
Guest Access:
Guests will have access to the entire 2400 sq ft penthouse condo, including the oversized balcony with water views, perfect for watching the sunrise and boats. Enjoy the fully equipped kitchen, two living areas, and all four bedrooms, each with an en-suite bathroom. The shared amenities include a heated pool, tiki bar with grills, and a boat slip (available upon request). A private elevator provides secure and convenient access. Boat owners will appreciate the on-site amenities like the commercial ice machine and fish cleaning station. Guests can also enjoy the adjacent park with tennis courts. Parking is available on-site for one vehicle.
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:
🚧 DOCK CONSTRUCTION NOTICE (APRIL–MAY 2026)
Please be advised that the Pelican Landing Condominium Association has scheduled a full dock rebuild beginning April 27, 2026, with an estimated duration of approximately 30 days (weather permitting).
During this time:
• The dock, all boat slips, and the fish cleaning station will be completely unavailable
• Construction will occur Monday–Saturday during daytime hours
• Intermittent construction noise is expected, with the most significant activity during the first two weeks
• Construction personnel and equipment will be present in the marina
This project is limited to the condominium dock area only and does not impact the interior of the condo, furnishings, pool, parking, or other on-site amenities.
By booking during this period, guests acknowledge and accept these temporary conditions.
⏰ CHECK-IN / CHECK-OUT
Check-in is 4:00 PM and check-out is 10:00 AM. The base rate covers up to 10 registered guests. Guests #11 and above incur a fee of $100 per person per night and must be included on the reservation prior to arrival.
🐾 PETS
We welcome one dog up to 25 lbs with a $200 non-refundable pet fee.
🚗 PARKING
Free on-site parking is guaranteed for two vehicles, which may include a golf cart if rented.
🚤 DOCKAGE DETAILS (OUTSIDE CONSTRUCTION PERIODS)
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.
👤 AGE REQUIREMENT
All guests must be at least 25 years of age unless accompanied by a parent.
🌴 TROPICAL ENVIRONMENT REMINDER
Our home is treated monthly by professional pest control; however, in Key West’s climate, occasional insect sightings are possible. If needed, we will promptly arrange professional inspection and treatment. Access must be permitted for service.
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.
Sit back & relax in this 2,400 sq ft waterfront penthouse in Downtown Key West. This 4BR/4BA + loft sleeps up to 16 and offers expansive water views, multilevel balconies, and space for your crew. Less than 1 mile to Duval Street and the Historic Seaport. Enjoy a heated pool, tiki bar, BBQ grills, and parking. Please note: The condominium dock will be under construction beginning April 27, 2026 for approximately 30 days; dock access will be unavailable and daytime construction noise is expected.
The Space:
WELCOME TO THE ST. THOMAS PENTHOUSE – TWO-STORY WATERFRONT LUXURY AT PELICAN LANDING
Perched atop one of the tallest buildings in Key West, St. Thomas is a stunning 4BR + loft, 4BA two-story penthouse offering sunrise-to-sunset views, incredible space, and comfort for up to 16 guests—ideal for families, group getaways, or multi-generational stays.
🌅 DUAL BALCONIES, ENDLESS VIEWS
• Oversized rear balcony overlooking the harbor—perfect for morning coffee and watching marina activity
• Private upstairs sunset balcony with panoramic views over Old Town
📍 PRIME DOWNTOWN LOCATION
Less than 1 mile to Duval Street, the Historic Seaport, and the Hemingway House—walk or bike to the best of downtown Key West.
🛋️ SPACIOUS & STYLISH LIVING
• Main living room with floor-to-ceiling glass and water views—ideal for group gatherings
• Fully equipped kitchen with quartz countertops (please note: spices and oil are not provided)
• Full-size washer and dryer
• Second living area / kids’ space located in the loft
• High-speed WiFi and flat-screen TVs with cable in every room
🛏️ SLEEPING ARRANGEMENTS
• Downstairs King primary suite with balcony access and ensuite bath
• Two guest bedrooms with two Queen beds and private ensuite baths
• One guest bedroom with two King beds and private ensuite bath
• Loft area with bunk beds and two Twin beds—perfect for kids or flexible sleeping
✔ Comfortably sleeps up to 16 guests
🚤 DOCK ACCESS
Dock access is provided by the Pelican Landing Condominium Association and is subject to availability, maintenance, and repairs. Please refer to the Dock Construction Notice for details regarding temporary dock closures and related amenity interruptions during scheduled construction periods.
Outside of scheduled construction periods, guests may enjoy dock access including a private boat slip with fresh water, power, a covered fish cleaning station, and access to a commercial ice maker on-site.
🏝️ EXTRAS & AMENITIES
☀️ Shared heated pool
🍔 BBQ grills and tiki area
🐾 Pet-friendly
🚗 Free on-site parking (up to two vehicles)
🎾 Adjacent park with tennis courts
🚶♀️ Walk or bike everywhere—Duval Street, the Historic Seaport, and the Hemingway House all under 1 mile
📶 High-speed WiFi
🔐 Private building elevator
✈️ Just 10 minutes from Key West International Airport (EYW)
🎶 LOCAL TIP
Right next door, enjoy a local-favorite waterfront restaurant with live music, craft beer, and sunset tiki cruises—a perfect way to end a Key West day.
Guest Access:
Guests will have access to the entire 2400 sq ft penthouse condo, including the oversized balcony with water views, perfect for watching the sunrise and boats. Enjoy the fully equipped kitchen, two living areas, and all four bedrooms, each with an en-suite bathroom. The shared amenities include a heated pool, tiki bar with grills, and a boat slip (available upon request). A private elevator provides secure and convenient access. Boat owners will appreciate the on-site amenities like the commercial ice machine and fish cleaning station. Guests can also enjoy the adjacent park with tennis courts. Parking is available on-site for one vehicle.
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:
🚧 DOCK CONSTRUCTION NOTICE (APRIL–MAY 2026)
Please be advised that the Pelican Landing Condominium Association has scheduled a full dock rebuild beginning April 27, 2026, with an estimated duration of approximately 30 days (weather permitting).
During this time:
• The dock, all boat slips, and the fish cleaning station will be completely unavailable
• Construction will occur Monday–Saturday during daytime hours
• Intermittent construction noise is expected, with the most significant activity during the first two weeks
• Construction personnel and equipment will be present in the marina
This project is limited to the condominium dock area only and does not impact the interior of the condo, furnishings, pool, parking, or other on-site amenities.
By booking during this period, guests acknowledge and accept these temporary conditions.
⏰ CHECK-IN / CHECK-OUT
Check-in is 4:00 PM and check-out is 10:00 AM. The base rate covers up to 10 registered guests. Guests #11 and above incur a fee of $100 per person per night and must be included on the reservation prior to arrival.
🐾 PETS
We welcome one dog up to 25 lbs with a $200 non-refundable pet fee.
🚗 PARKING
Free on-site parking is guaranteed for two vehicles, which may include a golf cart if rented.
🚤 DOCKAGE DETAILS (OUTSIDE CONSTRUCTION PERIODS)
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.
👤 AGE REQUIREMENT
All guests must be at least 25 years of age unless accompanied by a parent.
🌴 TROPICAL ENVIRONMENT REMINDER
Our home is treated monthly by professional pest control; however, in Key West’s climate, occasional insect sightings are possible. If needed, we will promptly arrange professional inspection and treatment. Access must be permitted for service.
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.
Our prices include all fees. No hidden fees.
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Air conditioning
Have a question?
Get instant answers with AI powered search of property information and reviews.
Similar properties

St. Johns Waterfront 4BR Penthouse•Pool•Dock•Park
St. Johns Waterfront 4BR Penthouse•Pool•Dock•Park
- Ocean view
- Pool
- Kitchen
- Washing machine
9.6 out of 10, Exceptional, (33 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
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 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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
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, FL
What's nearby
- Key West Naval Station - 5 min walk - 0.4 km
- Clarence S. Higgs Memorial Beach Park - 17 min walk - 1.5 km
- Duval Street - 18 min walk - 1.6 km
- South Beach - 19 min walk - 1.6 km
- Southernmost Point - 4 min drive - 1.7 km
Getting around
Restaurants
- Circle K - 6 min walk
- Dions Truman & White - 7 min walk
- Sandy's Café - 8 min walk
- Popeyes Louisiana Kitchen - 10 min walk
- El Siboney Restaurant - 13 min walk
Frequently asked questions
Reviews
9.8
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
9.8/10
Communication
9.2/10
Location
9.8/10
Listing accuracy
Reviews
14 Jan 2026
Liked: Cleanliness, check-in, communication, listing accuracy
Disliked: Location
Stayed 7 nights in Dec 2025
10/10 Excellent
Lauren W.
10 Jul 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect for girls trip!
Lauren W.
Stayed 3 nights in Jun 2025
10/10 Excellent
Rocci B.
12 Jun 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely Home!
Rocci B.
Stayed 3 nights in May 2025
10/10 Excellent
Sydney D.
14 Apr 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay!
Sydney D.
Stayed 3 nights in Apr 2025
10/10 Excellent
Kyle E.
29 Jun 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing Penthouse
Kyle E.
Stayed 3 nights in Jun 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
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
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
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
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
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
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
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
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
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
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
Michael D.
22 Jun 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Awesome place
Michael D.
Stayed 3 nights in Jun 2023
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
Terri S.
13 Feb 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful and Spacious
Terri S.
Stayed 3 nights in Feb 2024
2/10 Terrible
Christina F.
28 Jun 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
Charlotte R.
25 Dec 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Charlotte R.
Stayed 4 nights in Nov 2025
10/10 Excellent
Erik G.
3 Dec 2025
Erik G.
Stayed 1 night in Nov 2025
10/10 Excellent
Alexandra F.
26 Oct 2025
Alexandra F.
Stayed 3 nights in Oct 2025
10/10 Excellent
Kate C.
1 Sept 2025
Kate C.
Stayed 2 nights in Aug 2025
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




























