4 Guests' Inspirations For Fall Key West Vacations

the pool at Dreaming On Duval

Historic Key West Vacation Rentals has enjoyed seeing so many of our repeat guests we didn't get to see last year, and now we're even more anxious to see more of our guests we've come to cherish and enjoy.  Even though the calendar may be signaling the end of summer, fans of Key West know we've still got lots of sun and fun to keep guests coming down to the Caribbean. Even if you're still remote learning with your children, remote working with your team or you just couldn't enjoy your regular summer vacations, September is a festival of fun all month long. Read along as some of our guests share their vacation experiences.

The Truman Suites - Nightly Group Rental 7 Bedrooms 5 Bath Sleeps 18

"5 Stars Highly recommend! Fantastic stay! Everything was as advertised and the team at Historic Key West Vacation Rentals was amazing." The Truman Suites collection includes 1-2 bedroom suites Harry, Margaret, Martha, Bess Suites, and John Truman's Hideaway. These suites can be booked individually as well. So book one or two, as many as you need or the full compound for ultimate privacy!

Casablanca Grande - Nightly Rental 2 Bedrooms 2 Bath Sleeps 6

"This home was exactly as described. Nicely updated. Having the private pool is why we chose this property, it was perfect!! The property was very clean. The management company was a pleasure and we didn't realize the value of an off-street parking space as we had never been to Key West before but that was a very necessary amenity. Will stay here again for our next trip!" In addition to the private pool, hot tub, and in-wall A/C, this property also has designated off-street parking for 2 cars (one per unit). With the two units, you can also be close to friends or family but still, have your own private space. Casablanca and Casablanca Too each sleeps 2 adults comfortably and be rented separately, too!

Dreaming on Duval - Nightly Rental  5 Bedrooms 4.5 Bath Sleeps 10

"The house was in great condition when we arrived and the location is fantastic (just south of all the madness on Duval). The primary bedroom and bathroom were very spacious and the private pool was great to relax in. Would highly recommend it for large groups visiting Key West!" This home features a comfortable, peaceful library upon entering, followed by an open concept kitchen/living and dining area. Then step outside to find ample outdoor living areas as well as a private heated pool to meet your every need. A powder room is located on the first floor for your convenience. The impact windows and doors keep noise virtually non-existent.

Villa Luxe - Nightly Rental 3 Bedrooms 3.5 Bath Sleeps 7

"This place is perfect! It was three couples who stayed here for a week and it every single thing about this house was fantastic. The location was walking distance to all the things you need plus more." The colors throughout this luxurious rental combine muted, driftwood grays with the blue greens of tropical waters and ice cubes. Shells and coral artifacts add texture, as do crystal chandeliers and eye-dazzling wall-art. The décor, like the property itself, sprinkles the down-to-earth, Key West charm with jet-set sparkle.

Our guests say it best and they've inspired us to make your fall Key West vacations your best ever.  With Brewfest, Goombay Festival, Fantasy Fest and the powerboat races coming up, Historic Key West Vacation Rentals has these and many more incredible Conch cottages and homes for your stays.  Choose your favorite right on our website or with the assistance of our just as incredible vacation planners.  We can hardly wait to be inspired by your reviews, too!