Six quick questions, about a minute. We'll match you with Key West hotels, inns and guesthouses that fit your group, your budget and the way you like to spend a day in the Keys. Back Next
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Where to Stay
We offer a lot of ideas and suggestions… want to skip straight to booking? Check out Booking.com.
(this and some links below are Affiliate Links – which means we will earn a small commission should you book at no cost to you. Thank you for your support)
How Eric Goldreyer is disrupting travel (again)
https://youtu.be/buOPhLukPqE Let’s be honest for a second. We have all been there. You find the perfect vacation rental online—it’s got the pool, the view, and the vibe. You see the nightly rate and...
No-Stress Guide to the Best Bed and Breakfast in Key West
https://youtu.be/W_VAC67A_6Y Let’s be honest for a second. Planning a trip to Key West can feel a little like trying to choose a favorite child. You start scrolling through Expedia or Trivago, and...
How Far Is Cudjoe Key to Key West? A Complete Guide
Planning a trip to the Florida Keys and wondering how far it is from Cudjoe Key to Key West? You’re not alone! Many travelers, especially first-timers, find themselves asking this exact question...
Spring Break in Key West – Your Ultimate Guide
The Ultimate Guide to Key West Spring Break Hotels (and More Fun!) If you're searching for a fun but low-key spring break...
La Concha Key West – Historic Walking Tour
La Concha Key West: A Historic Gem in the Heart of Old Town When you think of Key West, images of turquoise waters, lively...
The Best Hotels and Resorts in Key West for families
Are you looking for the perfect place to stay in Key West with your family? Look no further! Let's explore some of the best...
The Perfect 4 Day Key West Itinerary
We spent an amazing 4 days in Key West. Well, any time in Key West is amazing, right? The Kimpton Key West hosted us for a fun...
VRBO Florida Keys it’s A Great Option
If you are looking to stay longer than a few days, then you should check out VRBO Florida Keys and Key West. It's a great option...
Blue Marlin Motel, Comfortable, Convenient and Clean
A few years back, my youngest decided to take a trip to Key West. Being on a tight budget he needed a place to stay that was...
Island City House the Oldest Guesthouse in Key West
Although Island City House may be the oldest guesthouse in Key West, it is still grand, beautiful and a wonderful place to stay....
Weatherstation Inn – Historic Walking Tour
I love how you can combine history with a really cool place to stay. The Weatherstation Inn combines my two loves. Located at...
Old Town Manor
We spent a few wonderful nights at the Old Town Manor located at 511 Eaton Street. This Bed and Breakfast is certainly a place...
Where to Stay
We offer a lot of ideas and suggestions… want to skip straight to booking? Check out Booking.com.
(this and some links below are Affiliate Links – which means we will earn a small commission should you book at no cost to you. Thank you for your support)
Stay Finder
Six quick questions, about a minute. We'll match you with Key West hotels, inns and guesthouses that fit your group, your budget...
How Eric Goldreyer is disrupting travel (again)
https://youtu.be/buOPhLukPqE Let’s be honest for a second. We have all been there. You find the perfect vacation rental...
No-Stress Guide to the Best Bed and Breakfast in Key West
https://youtu.be/W_VAC67A_6Y Let’s be honest for a second. Planning a trip to Key West can feel a little like trying to choose a...
How Far Is Cudjoe Key to Key West? A Complete Guide
Planning a trip to the Florida Keys and wondering how far it is from Cudjoe Key to Key West? You’re not alone! Many travelers,...
Spring Break in Key West – Your Ultimate Guide
The Ultimate Guide to Key West Spring Break Hotels (and More Fun!) If you're searching for a fun but low-key spring break...
La Concha Key West – Historic Walking Tour
La Concha Key West: A Historic Gem in the Heart of Old Town When you think of Key West, images of turquoise waters, lively...
The Best Hotels and Resorts in Key West for families
Are you looking for the perfect place to stay in Key West with your family? Look no further! Let's explore some of the best...
The Perfect 4 Day Key West Itinerary
We spent an amazing 4 days in Key West. Well, any time in Key West is amazing, right? The Kimpton Key West hosted us for a fun...
VRBO Florida Keys it’s A Great Option
If you are looking to stay longer than a few days, then you should check out VRBO Florida Keys and Key West. It's a great option...
Blue Marlin Motel, Comfortable, Convenient and Clean
A few years back, my youngest decided to take a trip to Key West. Being on a tight budget he needed a place to stay that was...
Island City House the Oldest Guesthouse in Key West
Although Island City House may be the oldest guesthouse in Key West, it is still grand, beautiful and a wonderful place to stay....
Weatherstation Inn – Historic Walking Tour
I love how you can combine history with a really cool place to stay. The Weatherstation Inn combines my two loves. Located at...