Apartment in Key West, FL
16 guests · 4 bedrooms · 4 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Top-tier experienceA high end property in this area
About this apartment rental
Summary:
Relax in this 2,400 sq ft waterfront penthouse in downtown Key West. This 4BR/4BA plus loft sleeps up to 16 and features expansive water views, dual balconies, and space for your entire group. Ideal for group getaways and special occasions. Dockage included with a fish cleaning station and ice maker, perfect for boating and fishing. Located less than 1 mile from Duval Street, the Historic Seaport, restaurants, and nightlife, with a heated pool, tiki area, BBQ, parking, and elevator access.
The Space:
WELCOME TO THE ST. THOMAS PENTHOUSE YOUR TWO-STORY WATERFRONT RETREAT IN KEY WEST
Wake up to marina views and end your day with sweeping sunset skies from this expansive two-story penthouse in downtown Key West. Designed for gathering, relaxing, and enjoying the water, this 4 bedroom plus loft home offers over 2,400 sq ft of indoor and outdoor living space, ideal for families, group getaways, and multi-generational stays.
Located in the Pelican Landing waterfront community, this top-floor residence features dual balconies, open living areas, and room to comfortably host 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 SUNSET VIEWS
• Oversized rear balcony overlooking Garrison Bight Marina, perfect for morning coffee and watching boats come and go
• Private upstairs balcony with panoramic sunset 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 AND COMFORTABLE LIVING
• Main living room with floor-to-ceiling glass and water views, ideal for gathering as a group
• Fully equipped kitchen with quartz countertops
• Full-size washer and dryer
• Second living area in the loft, perfect for kids or additional lounging space
• High-speed WiFi and flat-screen TVs throughout
🛏️ SLEEPING ARRANGEMENTS
• Primary suite with King bed, balcony access, and ensuite bathroom
• Two guest bedrooms with two Queen beds and private ensuite bathrooms
• One guest bedroom with two King beds and private ensuite bathroom
• Loft area with bunk beds and two Twin beds, ideal for kids or flexible sleeping
✔ Comfortably sleeps up to 16 guests
🚤 PRIVATE BOAT SLIP
A private boat slip is typically included with your stay, complete with water service, a covered fish cleaning station, and a commercial ice maker, making this an excellent choice for boating and fishing enthusiasts.
During the current marina improvement project, dock availability may be limited or unavailable. If you're planning to bring a boat, please contact us so we can discuss the most current dock availability for your stay.
🏝️ EXTRAS AND AMENITIES
Pet-friendly
Free on-site parking
High-speed WiFi
Private building elevator
🚧 COMMUNITY MARINA IMPROVEMENTS
Pelican Landing is currently improving its marina with a new dock and piling system with upgraded water and electrical service. Work is generally scheduled Monday through Friday during daytime hours, with no regular weekend work currently scheduled.
Disruption from the project has been relatively limited to date, although guests may experience some general construction activity or noise during weekday work hours.
Completion is anticipated in mid-October 2026. Nightly rates during this period have already been adjusted to account for the marina improvements.
📍 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
🚤 Private dock access for guests and owners (temporarily limited during the marina improvement project)
🍔 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 2,400 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. For stays during the marina improvement project, please refer to the Community Marina Improvement update above regarding temporary dock availability.
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.
Guests staying during the marina improvement project should contact us if planning to bring a boat so we can discuss current dock availability for their 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.
Relax in this 2,400 sq ft waterfront penthouse in downtown Key West. This 4BR/4BA plus loft sleeps up to 16 and features expansive water views, dual balconies, and space for your entire group. Ideal for group getaways and special occasions. Dockage included with a fish cleaning station and ice maker, perfect for boating and fishing. Located less than 1 mile from Duval Street, the Historic Seaport, restaurants, and nightlife, with a heated pool, tiki area, BBQ, parking, and elevator access.
The Space:
WELCOME TO THE ST. THOMAS PENTHOUSE YOUR TWO-STORY WATERFRONT RETREAT IN KEY WEST
Wake up to marina views and end your day with sweeping sunset skies from this expansive two-story penthouse in downtown Key West. Designed for gathering, relaxing, and enjoying the water, this 4 bedroom plus loft home offers over 2,400 sq ft of indoor and outdoor living space, ideal for families, group getaways, and multi-generational stays.
Located in the Pelican Landing waterfront community, this top-floor residence features dual balconies, open living areas, and room to comfortably host 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 SUNSET VIEWS
• Oversized rear balcony overlooking Garrison Bight Marina, perfect for morning coffee and watching boats come and go
• Private upstairs balcony with panoramic sunset 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 AND COMFORTABLE LIVING
• Main living room with floor-to-ceiling glass and water views, ideal for gathering as a group
• Fully equipped kitchen with quartz countertops
• Full-size washer and dryer
• Second living area in the loft, perfect for kids or additional lounging space
• High-speed WiFi and flat-screen TVs throughout
🛏️ SLEEPING ARRANGEMENTS
• Primary suite with King bed, balcony access, and ensuite bathroom
• Two guest bedrooms with two Queen beds and private ensuite bathrooms
• One guest bedroom with two King beds and private ensuite bathroom
• Loft area with bunk beds and two Twin beds, ideal for kids or flexible sleeping
✔ Comfortably sleeps up to 16 guests
🚤 PRIVATE BOAT SLIP
A private boat slip is typically included with your stay, complete with water service, a covered fish cleaning station, and a commercial ice maker, making this an excellent choice for boating and fishing enthusiasts.
During the current marina improvement project, dock availability may be limited or unavailable. If you're planning to bring a boat, please contact us so we can discuss the most current dock availability for your stay.
🏝️ EXTRAS AND AMENITIES
Pet-friendly
Free on-site parking
High-speed WiFi
Private building elevator
🚧 COMMUNITY MARINA IMPROVEMENTS
Pelican Landing is currently improving its marina with a new dock and piling system with upgraded water and electrical service. Work is generally scheduled Monday through Friday during daytime hours, with no regular weekend work currently scheduled.
Disruption from the project has been relatively limited to date, although guests may experience some general construction activity or noise during weekday work hours.
Completion is anticipated in mid-October 2026. Nightly rates during this period have already been adjusted to account for the marina improvements.
📍 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
🚤 Private dock access for guests and owners (temporarily limited during the marina improvement project)
🍔 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 2,400 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. For stays during the marina improvement project, please refer to the Community Marina Improvement update above regarding temporary dock availability.
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.
Guests staying during the marina improvement project should contact us if planning to bring a boat so we can discuss current dock availability for their 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.
Amenities at Waterfront Dock Pool Pet Friendly Near Duval St
Non-smoking
Pets allowed
Family friendly
Map of Key West, FL
Ratings and reviews
10 / 10Outstanding·Apr 2026
We had an excellent stay at this property. Anthony was able to get us checked in when we arrived a little early. We were greeted with a view of manatees in the marina upon arrival. Unit was well stocked and clean. Location was within walking distance or short Uber to all of the places we visited. The pool was well maintained. We had a smaller group but I'm not sure it would be comfortable if the maximum of 16 people were staying there. Communication with the property managers was excellent
10 / 10Outstanding·Apr 2026
Very responsive owners, had connectivity issue's with the WiFi … wanted to watch World Baseball Classic was unable to do so… WiFi could use upgrade…
10 / 10Outstanding·Mar 2026
Great location and property for our group. Host was super easy to work with. Thank you for a wonderful stay!
10 / 10Outstanding·Jan 2026
The property management staff onsite was excellent and could not have been better!
$$$$
Top rated by guests
9.6Outstanding
(32 Ratings)
"We had an excellent stay at this property. Anthony was able to get us checked in when we arrived a little early. We were greeted with a view of manatees in the marina upon arrival. Unit was well stock..."
Edward S.Don't miss out! Price and availability may change
