Meadows Rentals USA Florida Key West Meadows

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

9.6 (21 Reviews) |   Pet Friendly   4 Bedrooms  4 Bathrooms  16 Guests
Meadows Condo | Waterfront Penthouse sleeps 16 w/Pool & Boat Dock

4 Bedroom Condo with TV, Accessibility and Fireplace

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 – 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 — ideal for families, group getaways, or fishing retreats.
🌅 Dual Balconies, Endless Views:
-Oversized rear balcony overlooking the harbor — perfect for morning coffee & boat watching
-Private sunset balcony upstairs with panoramic views over Old Town 🌇
📍 Prime Location:
Less than 1 mile to Duval Street, Historic Seaport, and Hemingway House — walk or bike to the best of downtown Key West 🚶‍♀️🚲
🛋️ Spacious & Stylish Living:
-Living room with floor-to-ceiling glass and water views — ideal for group gatherings
-Fully equipped kitchen with quartz countertops (bring your own spices & oil) 🍳
-Full-size washer & dryer 🧺
-Second living/kids room upstairs in the loft
-High-speed WiFi & flat-screen TVs with cable in every room 📶📺
🛏️ 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 — perfect for kids or extra guests
✅ Accommodates up to 16 guests comfortably
🚤 Dockage Included!
Bring your boat! Reserved slip with power, fresh water, fish cleaning station, and access to a commercial ice maker — no extra charge.
🏝️ Extras & Amenities:
☀️ Shared Heated pool
🍔 BBQ grills & tiki area
🐾 Pet-friendly
🚗 Free on-site parking
🎾 Adjacent park with tennis courts
🚶‍♀️ Walk or bike to everything — Duval St, Historic Seaport & Hemingway House all <1 mile
🧺 Full-size washer & dryer for added convenience
📶 High-speed WiFi
🔐 Private building elevator
✈️ Just 10 minutes from Key West Airport (EYW)
🎶 Local Tip: Right next door, enjoy a local-favorite restaurant with live music, craft beer, and sunset tiki cruises — 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.
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 West’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.

Waterfront Penthouse sleeps 16 w/Pool & Boat Dock is located in Meadows. Waterfront Penthouse sleeps 16 w/Pool & Boat Dock provides accommodation, featuring Internet, View, Wheelchair Accessible, among other amenities. This Condo features Internet, View, Wheelchair Accessible, 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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Key West, 33040, United States

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

Sydney D.
Apr 15, 2025 05:49:29 AM
Review Score:   10
Summary: 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.
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FAQ's

Is this Meadows condo pet-friendly for guests?

Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Meadows condo have a swimming pool?

Yes, this Meadows condo has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Meadows condo?

Best-rates for the Meadows condo starts from $1,480 per night with includes Wellness Facilities, Pet Friendly, Pool, Balcony/Terrace, Oceanfront, Bedding/Linens, Laundry, Air Conditioner, Parking, TV, Accessibility, Fireplace/Heating, Internet, View, Wheelchair Accessible, Security/Safety, Ocean View, Barbecue/Outdoor Cooking, Child Friendly, Kitchen with all other facilities. Casai.ca matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.

Is Meadows condo a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this condo Good or guests have recommended them suitable for families. As reported by the owner or manager, the condo has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Meadows condo wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Meadows condo is wheelchair accessible. Likewise, there is an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Meadows condo?

Based on the information reported by the owner or manager, the Meadows condo indicates 1 day stay policy at this condo. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Meadows condo?

Based on the information reported by the owner or manager, details for the cancellation policy for the Meadows condo are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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