Waterfront Penthouse sleeps 16 w/Pool & Boat Dock | Condo in Key West

9.8 (26 Reviews) |   Pet Friendly   4 Bedrooms  4 Bathrooms  16 Guests
Meadows Condo | Waterfront Penthouse sleeps 16 w/Pool & Boat Dock

4 Bedroom Condo in Meadows, Key West

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.

Waterfront Penthouse sleeps 16 w/Pool & Boat Dock is located in Meadows. Waterfront Penthouse sleeps 16 w/Pool & Boat Dock provides accommodation, featuring Kitchen, Laundry, Air Conditioner, among other amenities. This Condo features Kitchen, Laundry, Air Conditioner, to make your stay a comfortable one.

Waterfront Penthouse sleeps 16 w/Pool & Boat Dock has 4 Bedrooms , 4 Bathrooms, and max occupancy of 16 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated Condo because of the excellent services rendered by the owner or manager of this Condo, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. Condo has a friendly neighborhood, and the Meadows has interesting places to visit. If you want to learn more about the Condo in Meadows, such as places to visit and things to do nearby, you can check below to learn more.

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Amenities

Air Conditioner
Parking
Pet Friendly
Pool
TV
View
Wheelchair Accessible
Ocean View
Balcony/Terrace
Oceanfront
Accessibility
Security/Safety
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Barbecue/Outdoor Cooking
Child Friendly
Internet
Kitchen
Laundry

Facility Overview

Air Conditioner
  • Air conditioning
  • Heating
Bathrooms
  • Hair dryer
  • Shower
  • 4 bathrooms
  • Towels provided
Bedroom
  • Bed sheets provided
  • 4 bedrooms
Kitchen
  • Stovetop
  • Toaster
  • Coffee/tea maker
  • Microwave
  • Ice maker
  • Dishwasher
  • Cookware/dishes/utensils
  • Refrigerator
  • Oven
Laundry
  • Washing machine and dryer
  • Laundry facilities
Parking
  • Onsite parking
Pet Friendly
  • Welcoming dogs only
  • 1 total (up to 20 lbs per pet)
  • Pet friendly
Accessibility
  • Smoke-free property
  • Elevator
Activities
  • Cycling nearby
  • Golf privileges
Entertainment
  • TV with cable/satellite service
General
  • Unit size: 2400 sq ft (223 sq m)
  • English
  • On the waterfront
  • In the city center
  • Near the sea
  • Near a zoo
  • Near the ocean
Guest Services
  • Travel crib
  • Iron/ironing board
Internet
  • WiFi available
Outdoors
  • Garden
  • Balcony
  • Barbecue grill
Security/Safety
  • Fire extinguisher
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • First aid kit
Spa
  • Shared/communal pool

Policies

Check-in
Check-in time starts at 4:00 pm minimum check-in age: 25
Check-out
Check-out before 10:00 am
Child Policy
Children are welcome.
Event Policy
No events allowed
Pet Policy
1 total (up to 20 lbs per pet) note from host: charge may apply pets allowed service animals are welcome, and are exempt from fees welcoming dogs only
Smoking Policy
Smoking is not permitted

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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher and a first aid kit special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property accepts cash 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

Reviews

Lauren W.
Jul 10, 2025 09:13:11 PM
Review Score:   10
Summary: Highly recommend!!!
See All Reviews
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