Waterfront Penthouse sleeps 16 w/Pool & Boat Dock

Top rated by guests
1st floor common space
Eating area & Kitchen. Entryway seen to the far right of picture
Breakfast bar. Full size stackable washer/dryer.
Fully equipped kitchen with quartz countertops
Washer & Dryer In-Unit
review stars
9.6Outstanding
(25 Ratings)
"Highly recommend!!! "
Lauren W.
Don't miss out! Price and availability may change
9.6 / 10.0
Outstanding(25 Ratings)

Apartment in Key West, FL

16 guests ยท 4 bedrooms ยท 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:
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:
Welcome to the St. Thomas Penthouse โ€“ Two-Story Waterfront Luxury in Key West
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 โ€” ideal for families, group getaways, or fishing retreats.

๐ŸŒ… Dual Balconies, Endless Views:
-Oversized rear balcony overlooking the harbor โ€” perfect for morning coffee & boat watching
-Private sunset balcony upstairs with panoramic views over Old Town ๐ŸŒ‡

๐Ÿ“ Prime Location:
Less than 1 mile to Duval Street, Historic Seaport, and Hemingway House โ€” walk or bike to the best of downtown Key West ๐Ÿšถโ€โ™€๏ธ๐Ÿšฒ

๐Ÿ›‹๏ธ Spacious & Stylish Living:
-Living room with floor-to-ceiling glass and water views โ€” ideal for group gatherings
-Fully equipped kitchen with quartz countertops (bring your own spices & oil) ๐Ÿณ
-Full-size washer & dryer ๐Ÿงบ
-Second living/kids room upstairs in the loft
-High-speed WiFi & flat-screen TVs with cable in every room ๐Ÿ“ถ๐Ÿ“บ

๐Ÿ›๏ธ Sleeping Arrangements:
-Downstairs King Master with balcony access & ensuite bath
-Two guest rooms with two Queen beds and ensuite baths
-One guest room with two King beds and ensuite bath
-Loft with bunk beds + two twin beds โ€” perfect for kids or extra guests
โœ… Accommodates up to 16 guests comfortably

๐Ÿšค Dockage Included!
Bring your boat! Reserved slip with power, fresh water, fish cleaning station, and access to a commercial ice maker โ€” no extra charge.

๐Ÿ๏ธ Extras & Amenities:
โ˜€๏ธ Shared Heated pool
๐Ÿ” BBQ grills & tiki area
๐Ÿพ Pet-friendly
๐Ÿš— Free on-site parking
๐ŸŽพ Adjacent park with tennis courts
๐Ÿšถโ€โ™€๏ธ Walk or bike to everything โ€” Duval St, Historic Seaport & Hemingway House all ๐Ÿงบ Full-size washer & dryer for added convenience
๐Ÿ“ถ High-speed WiFi
๐Ÿ” Private building elevator
โœˆ๏ธ Just 10 minutes from Key West Airport (EYW)

๐ŸŽถ Local Tip: Right next door, enjoy a local-favorite restaurant with live music, craft beer, and sunset tiki cruises โ€” a perfect Key West evening!

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:
Check-in is 4PM and check-out is 10AM. Guests #11+ incur a fee of $100 per person per night, and all guests must be included on the reservation prior to arrival.

We welcome one dog up to 25 lbs with a $200 non-refundable pet fee.

Free parking on-site is guaranteed for two vehicles, which include a golf cart rental.

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. No trailer parking on-site; arrange for off-site storage (City Marina at Garrison Bight or Spencer's Boatyard).

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, but in Key Westโ€™s climate, occasional insect sightings are possible. If anything arises during your stay, we will promptly arrange a professional inspection and treatment. Access to the property 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.

Amenities at Waterfront Penthouse sleeps 16 w/Pool & Boat Dock

Pets allowed
Family friendly

Map of Key West, FL


Things to know


Additional fees to expect

Cleaning & other feesWe include all stay related fees in the Cleaning Fee line, which may include cleaning, property manager, resort, tourism and other stay related fees. All Vrbo properties are professionally cleaned after each stay.
Booking feeNo booking fees, easy credit card payments.
Service feeThis helps Vrbo provide a safer and more secure booking experience.
TaxesTaxes on accommodation such as Occupancy Tax, VAT, or GST. May also include tourism fees.

Customer support

Customer support is handled by our partner Vrbo

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    vrbo logo

    Ratings and reviews

    9.6 / 10.0
    Outstanding(25 Ratings)
    10.0 / 10.0
    Highly recommend!!!
    10.0 / 10.0
    The location is great with only a short drive to the beach and Duvall St. The room is on the top floor with a balcony over looking the water.Kimberly was very responsive when answering questions and addressing needs
    10.0 / 10.0
    Absolutely loved the place!! We would stay here again!! Highly recommend!
    10.0 / 10.0
    Great stay for a wonderful bachelorette weekend! Owners were very helpful, communicative, and resourceful for our group. Would highly recommend this property for anybody traveling to the Key West area.
    10.0 / 10.0
    From the communication with the Property Management to check in to our stay and check out. The condo is extremely well maintained, supplied, and clean. We had a wonderful stay. We had a few small requests prior to our visit like an extra coffee maker and some extra dishes and pans. All were supplied and at the house upon our arrival. The only slight inconvenience was that we had a large group and the internet was a little slow. But that could be corrected by installing a better router. And I have a feeling if we had asked, the property manager would have tried to accomplish it before we left. She was so great and if she reads this she will probably have it done before the next guest. Thank you we had a terrific time and loved the condo.
    10.0 / 10.0
    Overall very satisfied with the booking. Very close to everything Key West has to offer. Highly recommend it!
    10.0 / 10.0
    Spacious unit, great bar with music next door, beautiful views
    10.0 / 10.0
    The place was absolutely great! The view was great. The location was great! Everything was great! The only thing not great was that we didnโ€™t get to stay longer! Enjoyed it very much!

    FAQs

    Is parking included with this apartment?

    Parking is not specified as an available amenity at Waterfront Penthouse sleeps 16 w/Pool & Boat Dock. For more information, we encourage you to contact the property about where to park.

    Is there a pool at this apartment?

    We didnโ€™t find pool listed as an amenity for this apartment. It may be worth double checking if a pool is important for your stay.

    Is Waterfront Penthouse sleeps 16 w/Pool & Boat Dock pet friendly?

    Yes! This apartment is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

    What amenities are available at Waterfront Penthouse sleeps 16 w/Pool & Boat Dock?

    We found 2 amenities for this rental. This includes pets allowed, and family friendly.


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