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Kentucky Derby Hats + Matching Vacation Rentals?!? Here You Go!

Kentucky Derby Hats + Matching Vacation Rentals?!? Here You Go!

In honor of Kentucky Derby weekend, I’ve put together a bit of silliness. Take a peak at these crazy Kentucky Derby hats – and some super stylish Lexington and Louisville vacation rentals that match.

Let’s start with this classic confection with pastel accents…

via For the Win

The super sweet color combination reminds me of the stylish Lexington vacation rental below.

via Airbnb

(By the way, if you still haven’t tried Airbnb, use my code before you book and you’ll get $25 off your first stay. And I’ll get a travel credit to support my habit. So its a win, win!)

Next up is this bold chapeau in shades of navy, purple and green…

via Town and Country

…Which reminds me of this dark and bold vacation rental in Louisville, which comes with bikes for two.

via AirBnb

Here’s dramatic hat with just a nod to classicism. Check out that oversized embellished medallion.

via Mane n Tail

It reminds me of this historic Lexington home with loads of style.

via AirBnb

Next up is something light and frothy…

Via NJ

…Which reminds me of the brightness of this renovated historic home which can be booked as a vacation rental in Lexington.

via Airbnb

And now for something completely different. How about a pink flamingo hat?

via Huffington Post

It reminds me of this mid-century cottage accented in pink (which, by the way, features pink flamingoes in the bathroom.)

via AirBnb

And this pale hat with blue and teal accents…

via Heavy

…looks just a little like this historic downtown Lexington rental known as the JC Butler House, don’t you think?

via AirBnb

Next is this hat in navy and yellow by Glitz in Florida on Etsy.

via Etsy

…paired with this classic Victorian that’s been modernized with color.

via Airbnb

Here’s an anything but small hat by Church Derby Hats…

via Church Derby Hats

…that’s slightly reminiscent of this amazing tiny house in Derby City.

via AirBnb

Then, this AH-mazing poppy-like hat…

via Mane n Tail

…which brings to mind this gorgeous renovated 1920s bungalow that can be rented in Louisville.

via Airbnb

And these tailgating girls with folding chairs and beers…

via Town and Country

…make me think of this super cute Airstream you can rent in Lexington!

Lastly, there’s this hat…

via For the Win

Which I’ve got NOTHING for!

I hope you had fun! I did.

And if you’re thinking of heading to Kentucky, either for the Derby or just some down time – why not pin this post? These are definitely some of the most stylish vacation rentals on Airbnb.

Don’t forget to use my code for $25 off your first Airbnb stay. Just click the code before you book.

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