Key West Labor Day Vacation Rentals

Labor Day is our national holiday honoring working people, their contributions, achievements and sacrifices in the pursuit of national prosperity and well-being. This year, everyone has had to deal with special challenges so this holiday is definitely worth celebrating on Monday, September. There won't be any parades or street parties. You can look forward to peace and quiet and relaxation. Historic Key West Vacation Rentals has these eight top tier vacation rentals available for your Labor Day getaways. We're happy to celebrate and to accommodate your much-needed rest!

Casablanca Too is the perfect get-a-way vacation rental for two! This is a spacious vacation rental with the added bonus of off-street parking and a private hot tub! Guests love its beautifully manicured grounds along with the wonderful outdoor areas that set this property apart from others.

Rock the morning away in the rocking chairs on the front porch as you watch the locals and tourists pass by. The covered lanai in the back of the home is perfect for reading a book, blogging about your Key West vacation, or enjoying cocktails as you make your plans for the evening. Amenities include high-speed wifi, cable, excellent air conditioning, all new cookware and dishes, washer and dryer, linens, towels and safes. At 1415 sq ft this home comfortably sleeps 6. Enjoy a dip in the new private pool and work on your tan on the large exterior deck!

Horse Conch is located upstairs on the second story and can be accessed by the stairway on the side of the building. It includes a shared, covered balcony that overlooks the sparkling pool and courtyard area. The inside of the unit offers adorable Key West decor throughout with colorful furnishings. The open concept living room includes a flat-screen TV, queen-sized pull out sleeper sofa, and plenty of seating for you and your guests. 

Poinciana Treetop is a sunny and casual one bedroom upstairs unit. Take the front staircase to the second floor and enjoy the island breezes from your private patio. The kitchen has a full-size refrigerator and a small 4 burner gas stove, blender, microwave, and a toaster. The living room has a sleeper sofa, television with cable, and free WiFi. The outdoor washer and dryer set is conveniently located outside by the Garden.

Rooster Conch is a Key West hidden gem located in perhaps the best location you could ask for. Nestled in the heart of Old Town Key West,  - just,  2 short blocks from Duval Street. You're within walking distance to anything and everything you will want to experience during your tropical vacation. It's located upstairs on the second story and can be accessed by the stairway on the side of the building which leads up to the shared balcony and the entrances to Horse Conch and Rooster Conch.

This one-bedroom, one-bath unit is located on a tiny lane and is a perfect and spacious retreat for one to two adults. Solaris Garden is an artist’s cottage – for real. Its owner is a nationally recognized artist and some of her works are displayed in the cottage.

This wonderful cottage allows couples to travel together, to stay close, but also have their own private living room and kitchen. The property is located on one of Key West's most private and traffic-free lanes. We guarantee that the moment you step onto the front porch and into the cool, sun-dappled living area, your stress will drop away and your creativity will soar.

Southard Comfort is true Island living in Historic "Old Town" Key West. Here, the cocktail pool with a beautiful waterfall feature is right off the living room for easy entertaining. Your stay at Southard Comfort would not be complete without enjoying the private outdoor shower. You can start your day with a relaxing shower under the tropical morning sun or end your day showering under the evening stars. It is also perfect for rinsing off the beach sand or ocean salt.

 Labor Day may be a symbolic end of summer and start of the school year for some. In Key West, we welcome the opportunity to celebrate with barbecuing, shopping and lots of sunbathing. Join us for a celebration of the American worker and the great American work ethic. Looking to stay for a few weeks longer? Explore our collection of Key West Monthly rentals to celebrate summer all month.  Our Historic Key West Vacation Rentals Vacation Planners are waiting to work for you and to help you plan your much needed Labor Day vacation!