Bring family and friends to this 2,400 sq ft waterfront penthouse in Downtown Key West. This 4BR/4BA + loft home sleeps up to 15 and features sunrise and sunset views, private balconies, a full kitchen, and two living areas. Less than 1 mile to Duval Street, the Historic Seaport, and the Hemingway House. 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 ST. CROIX – TWO-STORY WATERFRONT PENTHOUSE IN PELICAN LANDING
Located atop one of the tallest buildings in Key West, St. Croix is a stunning two-story waterfront penthouse featuring 4 bedrooms plus a loft, 4 bathrooms, dual balconies, and breathtaking views of both sunrise and sunset. With space to sleep up to 15 guests, this home is ideal for large families, groups, or friends seeking a true island retreat.
🛋️ MAIN LEVEL
• Open-concept living room with floor-to-ceiling water views
• Oversized balcony overlooking the marina—perfect for watching boats and enjoying ocean breezes
• Fully equipped kitchen with granite countertops (just bring your favorite spices and oils)
• Full-size washer and dryer
• Primary suite with King bed, water views, balcony access, and ensuite bath
• Guest bedroom with two Queen beds and ensuite bath
📺 Flat-screen TVs with cable in all bedrooms
🛗 UPPER LEVEL
• Loft-style game room / second living area with three Twin beds—ideal for kids or extra guests
• Second primary suite with city views, private balcony, and ensuite bath (double vanity and dual shower heads)
• Additional bedroom with two Queen beds and ensuite bath
• Private sunset-view balcony with seating—perfect for evening relaxation
🚤 DOCK ACCESS
Dock access is provided by the 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
You’re just steps from a favorite waterfront restaurant offering craft beer, live music, and sunset tiki cruises—the perfect way to unwind after a day in Key West.
Guest Access:
Enjoy exclusive access to this stunning waterfront penthouse! You'll have full use of the entire 2400 sq ft condo, including the four bedrooms, four bathrooms, spacious living room with water views, and the second-floor loft with additional sleeping space. Step out onto the oversized balcony to soak up the sunrise or watch the sunset from the private balcony on the other side. Take a dip in the heated pool, unwind at the tiki bar, and utilize the BBQ grills for outdoor cooking. Boat owners will appreciate the private boat slip, fish cleaning station, and access to a commercial ice machine. The unit also includes free parking for two vehicle and a private elevator for easy access. Please note, the dock has power and fresh water, but overnight stays on the boat are not permitted. Guests will have access to all on-site amenities, which include a heated pool, boat slip, tiki bar, grills, parking, and secure keyless entry. A large park with tennis courts is near to the property. The entire condo, from the fully equipped kitchen to the bedrooms with cable TVs, is yours to enjoy.
The Neighborhood:
Key West is where the tropics meet southern charm—a vibrant island at the southernmost tip of the U.S., known for its colorful sunsets, quirky characters, rich history, and laid-back lifestyle. It's a place where roosters roam freely, everyone travels by bike or scooter, and every hour feels like happy hour. Surrounded by crystal-clear waters, the island is a haven for boating, fishing, snorkeling, and diving. But there’s just as much to explore on land: historic homes, world-famous landmarks like the Hemingway House and Southernmost Point, and lively streets filled with art, music, and culture. Despite being just 4 miles long, Key West is packed with over 200 restaurants and bars, from toes-in-the-sand beach bars to upscale waterfront dining. The sunsets are a nightly celebration, and the community is known for its warmth, creativity, and come-as-you-are attitude. Whether you’re here to unwind or explore, Key West has a way of making you slow down, breathe in the salty air, and enjoy every moment.
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:
🚧 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 during your stay. The unit is professionally managed by Keys Time Vacation Rentals.
There is no in-person check-in required. You’ll have digital access to the property via keyless entry codes for the condominium elevator and common areas. Your unique condo unit access code will be provided at least 24 hours prior to your arrival.
Maintenance support is available 24/7, should any issues arise during your stay.
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Air conditioning
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Pets allowed: dogs less than 9 kg per pet (limit one pet total)
Charge may apply
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Smoking
Smoking is not permitted
• PARKING: Free permitted parking is available on-site in the outside parking lot (NOT in the covered garage).
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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
This property accepts cash
On-site parties or group events are strictly prohibited
Long-term renters welcome
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
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 Florida Keys Beaches and Fort Zachary Taylor Historic State Park. 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 - 5 min drive - 1.7 km
Getting around
Key West, FL (EYW-Key West Intl.) - 7 min drive
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
Does Waterfront "St. Croix" Penthouse, Pool, Dock, Pet have a pool?
Yes, this property has a pool.
How much does it cost to stay at Waterfront "St. Croix" Penthouse, Pool, Dock, Pet?
As of 2 Apr 2026, prices found for a 1-night stay for 2 adults at Waterfront "St. Croix" Penthouse, Pool, Dock, Pet on 8 June 2026 start from AU$2,300, 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 "St. Croix" Penthouse, Pool, Dock, Pet pet-friendly?
Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 9 kg per pet.
How much is parking at Waterfront "St. Croix" Penthouse, Pool, Dock, Pet?
On-site parking is available at the property.
What time is check-in at Waterfront "St. Croix" Penthouse, Pool, Dock, Pet?
Check-in begins at 4:00 PM.
What time is check-out at Waterfront "St. Croix" Penthouse, Pool, Dock, Pet?
Checkout is at 10:00 AM.
Where is Waterfront "St. Croix" Penthouse, Pool, Dock, Pet located?
Located in Meadows, this condo building is within 1 mile (2 km) of Bayview Park, Florida Keys Beaches and Duval Street. 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.
Great location! Was a lot of fun after renting golf carts and touring the island.
Verified traveller
Stayed 3 nights in Sep 2025
Response from VrboOwner on 7 Feb 2026
Thanks for the great review -- many of our guests love the location close enough to Duval but far enough away for a bit of peace & more living space ! Golf carts or bike rentals are definitely a great idea. So glad you had a wonderful time.
We had a fantastic trip. The unit is in a great location with a great view. Walkable to everything. Clean and well maintained. The hosts were friendly, responsive and helpful.
John D.
Stayed 3 nights in Dec 2025
Response from VrboOwner on 8 Feb 2026
Thank you for your great feedback, this definitely helps future guests get a feel for our property. I surely hope to welcome you back some time in the future.
Thank you for staying with us! We’re glad the fully equipped kitchen was a highlight, our goal is to provide everything needed to cook a meal or enjoy a relaxed morning coffee. We also offer a complimentary snack and coffee station to welcome guests on arrival. We’d love to host you again anytime.
Kitchen needed a few updates but we made it work.We Loved the location and we had a fabulous time.
Lori H.
Stayed 6 nights in Dec 2025
Response from VrboOwner on 6 Feb 2026
We appreciate the kind words! Happy to hear you enjoyed the location and a great stay. Thanks for the kitchen feedback as well, we've already ordered new items. Come back anytime!
The communication between the owners was timely and very detailed. The property was better than expected. Words cannot express how wonderful and well kept the property was. Everyone in our group was complimenting the decor, views, and the amount of space everyone had in the property. I highly recommend this property to anyone who looking for a place to rent in Key West near all the major attractions.
Michael G.
Stayed 1 night in Nov 2025
Response from VrboOwner on 6 Feb 2026
This made our day—thank you! We’re so glad your group loved the condo and Key West views. You’re welcome back anytime.
We booked this place to celebrate my husbands 75th birthday. It was wonderful. It was well equipped, had beautiful views and plenty of space for everyone. There was also a restaurant on the corner that had a guitar player that we enjoyed from our balcony! We also booked a fishing trip and the captain actually picked us up right on the dock below us!
Perfect spot for my wife and couples friends for a three day getaway. Sleeps 4 couples, plus easily. Loved hanging out on the porch, watching manatees and fish in the harbor. Just a short ride from everything!
The property was quite and had a lot to offer. We had a few internet problems but they were addressed quickly. Location is great. You have easy access to all parts of the island from here. The elevator was a problem at first, but they addressed it quickly and it worked for the remainder of the trip. The host was always available if needed. We enjoyed our stay very much. My Sons caught several fish right off the docks below. I would recommend this place to anyone.
We had a great stay at this 2 story condo in Key West! The layout was perfect for our group of 10 and the views were stunning. Parking was feee and there was a fun bar with live entertainment next door. The owner, Kim, was very responsive during our time there. The condo had everything we needed in the kitchen plus we towels and typical hotel items like travel size soaps, shampoo and conditioners. Check in and out was easy. We’ll definitely book again when we return to Key West! Thanks Kim!
Erin S.
Stayed 3 nights in Jan 2025
Response from VrboOwner on 12 Feb 2025
We're thrilled to hear that the condo was a perfect fit for your group and that you enjoyed the stunning views, convenient parking, and lively atmosphere next door. It’s great to know you had everything you needed for a comfortable stay and that check-in and check-out processes were a breeze. We truly appreciate your kind words and look forward to hosting you again on your next trip to Key West!
We really were leased with our stay. Place is awesome for large groups. Would definitely book again. Would have been nice for there to have been at least a little coffee in the unit to get us started but close to a grocery. There are a few maintenance needs(upstairs bath ceiling) but nothing of great note. Really well furnished for 8-10 folks.
Monica S.
Stayed 3 nights in Nov 2024
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