Condo

Waterfront Dock Pool Pet Friendly Near Duval St

Photo gallery for Waterfront Dock Pool Pet Friendly Near Duval St

1st floor common space
View from 1st floor balcony, Polywood Furniture
Dining & Living Room with Balcony
Heated pool & tiki bar
Eating area & Kitchen. Entryway seen to the far right of picture

Reviews

9.8 out of 10
Exceptional
4 bedrooms4 bathroomsSleeps 16

Popular amenities

  • Swimming pool
  • Onsite parking available
  • Dog-friendly
  • Kitchen
  • Washing machine
  • Air-conditioning

Explore the area

View in a map
Key West, FL
  • Place, Key West Naval Station
    ‪5 min walk‬
  • Place, Duval Street
    ‪18 min walk‬
  • Place, Southernmost Point
    ‪5 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪9 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

Bathtub · Toilet · Shower only

Bathroom 2

Bathtub · Toilet · Shower only

Bathroom 3

Bathtub · Toilet · Shower only

Bathroom 4

Bathtub · Toilet · Shower only

Spaces

Kitchen
Balcony
Garden

About this property

Waterfront Dock Pool Pet Friendly Near Duval St

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



🚤 DOCKAGE INCLUDED

A private boat slip is available for your stay, complete with water and a covered fish cleaning station. A commercial ice maker is available on-site, perfect for boating, fishing, and easy days on the water.



🏝️ EXTRAS AND AMENITIES

Pet-friendly

Free on-site parking for up to two vehicles

High-speed WiFi

Secure building elevator access



📍 COMMUNITY AMENITIES PELICAN LANDING

🏊 Heated pool

🌊 Waterfront setting on Garrison Bight, located near Charter Row where many captains offer pickup directly from the dock

🎣 Fish cleaning station

🚤 Private dock access for guests and owners

🍔 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 and 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.



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.



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 is 4:00 PM and check-out is 10:00 AM. The base rate includes up to 10 registered guests. Guests 11 and above are $100 per person per night and must be included on the reservation prior to arrival.



🐾 PETS

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



🚗 PARKING

Free on-site parking is guaranteed for two vehicles or golf carts.



🚤 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.



🏢 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

All guests must be at least 25 years of age unless accompanied by a parent. Please reach out with any questions.



🌴 TROPICAL ENVIRONMENT

Our home is treated regularly by professional pest control. Due to the tropical climate, occasional insects may be present. If needed, we will promptly arrange service during your stay. Access 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.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

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). o Please place your parking per...

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
Host has indicated that there is no 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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

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. Fishing offers a great chance to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
Map
Key West, FL

What's nearby

  • Key West Naval Station - 5 min walk - 0.4 km
  • Duval Street - 18 min walk - 1.6 km
  • Ernest Hemingway Home and Museum - 5 min drive - 1.7 km
  • Southernmost Point - 5 min drive - 1.7 km
  • Smathers Beach - 6 min drive - 2.0 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 7 min drive

Restaurants

  • ‪Dions Truman & White - ‬7 min walk
  • ‪Circle K - ‬6 min walk
  • ‪Sandy's Café - ‬8 min walk
  • ‪Moose Lodge - ‬5 min walk
  • ‪Popeyes Louisiana Kitchen - ‬10 min walk

Frequently asked questions

Does Luxury Waterfront Penthouse | Sleeps 16 | Deal have a pool?

Yes, this property has a pool.

How much does it cost to stay at Waterfront Dock Pool Pet Friendly Near Duval St?

As of 8 May, 2026, prices found for a 1-night stay for 2 adults at Waterfront Dock Pool Pet Friendly Near Duval St on 13 Jun, 2026 start from S$1,822, 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 Luxury Waterfront Penthouse | Sleeps 16 | Deal 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 Luxury Waterfront Penthouse | Sleeps 16 | Deal?

On-site parking is available at the property.

What time is check-in at Luxury Waterfront Penthouse | Sleeps 16 | Deal?

Check-in begins at 4:00 PM.

What time is check-out at Luxury Waterfront Penthouse | Sleeps 16 | Deal?

Checkout is at 10:00 AM.

Where is Luxury Waterfront Penthouse | Sleeps 16 | Deal 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

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 28 out of 30 reviews
Rating 8 - Good. 1 out of 30 reviews
Rating 6 - Okay. 0 out of 30 reviews
Rating 4 - Poor. 0 out of 30 reviews
Rating 2 - Terrible. 1 out of 30 reviews

10/10

Cleanliness

10/10

Check-in

9.8/10

Communication

9.2/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Edward S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Manatee at the dock
View from the balcony
Inside the property
Stayed 4 nights in Feb 2026
Response from VrboOwner on 7 Apr, 2026
Thank you for the WONDERFUL review, we really appreciate you taking the time to share your experience as it helps future guests plan their stay. So happy you were welcomed by the manatees too, that’s always an added bonus! ~Kim & Jenny 🌴
Verified

10/10 Excellent

Tom M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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…
Stayed 4 nights in Mar 2026
Response from VrboOwner on 5 Apr, 2026
Thank you for your review, we loved hosting your group! We’re so glad you felt well taken care of by our team. We do apologize for the WiFi issue. The system is newly installed, and we’re working with the HOA and service provider to ensure it’s consistently fast and reliable. ~Kim & Jenny 🌴
Verified

10/10 Excellent

Patrick R.

Liked: Cleanliness, check-in, communication, listing accuracy
Disliked: Location
The property management staff onsite was excellent and could not have been better!
Stayed 7 nights in Dec 2025
Response from VrboOwner on 9 Feb, 2026
Thanks for your awesome review, much appreciated! I will be sure to pass along the compliment to my team. Come back for a future visit :)
Verified

10/10 Excellent

Lauren W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect for girls trip!

Highly recommend!!!
Stayed 3 nights in Jun 2025
Verified

10/10 Excellent

Rocci B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely Home!

Absolutely loved the place!! We would stay here again!! Highly recommend!
Stayed 3 nights in May 2025
Response from VrboOwner on 17 Jun, 2025
Rocci and his group were wonderful guests! Conscientious of house rules and respectful of the property. Welcome back anytime in the future!!
Verified

10/10 Excellent

Sydney D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay!

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.
Stayed 3 nights in Apr 2025
Verified

10/10 Excellent

Mayur K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place to stay with family

Overall very satisfied with the booking. Very close to everything Key West has to offer. Highly recommend it!
Stayed 2 nights in Dec 2024
Response from VrboOwner on 9 Jan, 2025
We are glad you enjoyed your stay. Thank you for staying wish us and have a great start to 2025!
Verified

10/10 Excellent

Kyle E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Penthouse

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
Stayed 3 nights in Jun 2025
Verified

10/10 Excellent

Diane J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect for a large group

Spacious unit, great bar with music next door, beautiful views
Stayed 4 nights in Nov 2024
Verified

10/10 Excellent

Brendan G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great property and location

Very clean property and great host! Was very responsive and very accommodating
Stayed 4 nights in Aug 2023
Verified

10/10 Excellent

Amy P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Girls trip

Very friendly and clean. Perfect location
Stayed 4 nights in May 2024
Verified

10/10 Excellent

Catherine L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome Place

The place was absolutely great! The view was great. The location was great! Everything was great! The only thing not great was that we didn’t get to stay longer! Enjoyed it very much!
Stayed 5 nights in Nov 2024
Verified

10/10 Excellent

Frank F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful stay!

This home is absolutely beautiful! We are two couples & single adult; plenty of space to enjoy. The view from the deck was spectacular! The amenities were top notch. We truly enjoyed our stay. Thank you.
Stayed 1 night in Oct 2024
Verified

10/10 Excellent

Diane S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Friend Vacation

We loved our stay. The property was perfect for us. Great location with all the amenities. Really fun bar just downstairs. Rosalyn became our new best
Stayed 5 nights in Mar 2024
Verified

10/10 Excellent

Tracy C.

Liked: Cleanliness, check-in, location, listing accuracy

Great place to stayb

The property was beautiful. We had a few questions after check in and could not reach anyone. Other than initial communication problems everything else was wonderful. Great place to stay and great location.
Stayed 3 nights in Feb 2024
Verified

10/10 Excellent

Vaughn K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Place / Great Rates

Communication with the owners was great. Condo was spacious, updated, and clean, and the balconies provided for fantastic views. All of this plus the rates made it a welcomed value for our group of nine versus staying in a hotel. Thank you!
Stayed 3 nights in Mar 2024
Verified

10/10 Excellent

Robert T.

Liked: Cleanliness, check-in, communication, listing accuracy

very excellent interior. Exterior and shared area (pool) not great

Pool and outside amenities were weak, and I wish it was a little further off the main road. Lots of traffic noise, but the interior was excellent. Very well kept and clean
Stayed 2 nights in Mar 2023
Verified

10/10 Excellent

Abigail H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Girls Trip

We stayed here for a girls trip and it was perfect for a large group. Plenty of beds, bathrooms and a big comfy couch! The porch is amazing and has a great view of the harbor. We used the pool one day and the general area was clean and the water was warm. Pool towels are provided! We took Uber/Lyft to most places we needed to go but everything is so close in Key West. There is a tiki bar adjacent to the property but unfortunately we ran out of time to visit. The kitchen is updated and the washer/dryer option is great. Management was responsive and friendly. Would stay here again!
Stayed 3 nights in Feb 2024
Verified

8/10 Good

Craig W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fishing Trip

Unit was very clean and organized. I am in construction and I was informed of roof work at booking but there was other exterior work on going as well and the elevator was not functioning upon arrival. That was repaired and good from there. Would book again once upgrades are completed.
Stayed 3 nights in Oct 2023
Verified

10/10 Excellent

Michael D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome place

The place was awesome, very clean and very comfortable. The only thing that was an issue was the water pressure. At some points if more than one person was showing it would almost completely cut off the water. Also the listing says it fits 16 but I really doubt that you could have that many people stay there. Other than those two things which didn’t really bother us that much it was perfect!
Stayed 3 nights in Jun 2023
Verified

10/10 Excellent

Larry L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place

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.
Stayed 5 nights in Jan 2025
Verified

10/10 Excellent

Terri S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful and Spacious

I stayed here with 3 other couples, it was so nice that we each got our own private bedroom AND bathroom. The condo was very clean and nicely decorated. We cooked a few meals there and were happy to discover that we had all the pots, pans, dish towels and dishes that we needed. The layout of the condo worked well. You enter through a hallway between the kitchen and one of the bedrooms. The kitchen is on the left and has a half wall with bar stools that is open to the living area. To the right is a bedroom with two queen beds. The bathroom attached to this bedroom has two doors, one that opens to the bedroom and one that opens to the main area. I had this bedroom and locked the main area door at night and in the morning, but left it accessible to the rest of our party during the day. The living area is large with a balcony that stretches across the living room and the second main floor bedroom. This balcony faces East and overlooks the marina. The second lower bedroom has a private bath and one king bed. Upstairs there are two bedrooms that have private bathrooms and a shared balcony facing east. The balcony has a wall at both ends so it is shared with just those two bedrooms. The area above the living room is open to the high ceilings, then above the lower bedroom with the king bed there is a loft with two twin beds and a card table and chairs. There is a short wall in this area that is all windows overlooking the marina.
Stayed 3 nights in Feb 2024
Verified

2/10 Terrible

Christina F.

Liked: Cleanliness, check-in, communication, location
Disliked: Listing accuracy

Great location but listing was not accurate

Overall the location was great but the experience was not. The A/C was not working the first night we arrived making it aweful to sleep. The loft and bunkbeds have no central air so you cant even sleep in them. The downstairs Queen bedroom AC is not powerful enough to push any air in the room so it was unbearable to sleep in the entire stay. The pool area was small and outdated and there is no bar by the pool just a shack with no purpose. The toilet in upstairs bedroom was not bolted to floor and the door handle fell off the first night. The kitchen sink sprayer would not stay on unless you held the button. The fridge was not turned on until we arrived so we lost alot of the food we brought with us. This should have been turned on at least 8 hours before we arrived so the fridge would be cold enough to put food into. And the water pressure was aweful. Only one shower downstairs had even water pressure to rinse out your hair. the girls had to share that shower or used the shower outside to rinse the conditioner out of our hair. The elevator was scary and a suffocating hot box. There was no air flow. And the beds were like sleeping on cement. Who puts firm mattress in a vacation rental. They were aweful and nobody got any sleep.
Stayed 5 nights in Jun 2023
Verified

10/10 Excellent

Melissa M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and property for our group. Host was super easy to work with. Thank you for a wonderful stay!
Stayed 3 nights in Mar 2026
Response from VrboOwner on 29 Mar, 2026
Thanks for the great review. I am glad our home worked out so well for your group! We always appreciate hosting such great guests and appreciate the wonderful feedback. -Kim & Jenny, co-hosts🌴
Verified

10/10 Excellent

diana w.

Stayed 4 nights in Nov 2025

About the host

Hosted by Kim Hartselle

Host profile image
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

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