Key West Travel Blog

starfish monthly rental
Starfish Monthly Rental is our summer vacation special for June, July and August 2022. As the sun shines brighter and temperatures rise, enjoy our specially lowered monthly rental rates when you reserve 28+ nights. The longer you stay the lower the rates! Reserve your stay...Read more
chavez house
Save with monthly rates at historic Chavez House when you stay 28 nights or longer this August and September 2022! This vintage, two-story eyebrow house is normally a nightly rental and it's also one of our most popular luxury homes. You'll realize significant savings when...Read more
summer solstice plein air with susan sugar
Summer Solstice Plein Air with Susan Sugar is coming up June 17-21 and it's a creatively wonderful way to enjoy your Key West stay with Historic Key West Vacation Rentals. Artist Susan Sugar invites students to the beach for a 5 session plein air watercolor...Read more
vfw fishing tournament
The 10th Annual VEW Fishing Tournament is June 17-19, 2022. A family fun tournament, this event is to award over $50,000 in total cash and prizes, including $5,000 for the heaviest dolphin among other awards for individual anglers and other species. A Super Prize of...Read more
cfk swim around key west
The Key West Open Water Swims will begin after the start of The College of the Florida Keys Swim Around Key West. June 17 and 18, 2022, embark on an adventurous swim, This is a 12.5 loop around the island with fantastic landscape views of...Read more
snorkeling in Key West
Snorkel Key West all summer long. Did you know summer is when the waters around our Conch Republic are most clear and calm? What better way to enjoy our Key West sunshine than to dive right in? Our concierge Cindy will introduce you to a...Read more
Galveston Getaway
Enjoy our best available monthly rates all summer when you reserve any of our monthly luxury vacation rentals for June, July and August 2022. Historic Key West Vacation Rentals' monthly vacation rental properties are the perfect option for an extended stay in our tropical paradise...Read more
key west airport
Getting to Key West can be fun and magical. Making the drive from Miami to our southernmost point is among the most extraordinary, but the Conch Republic is happy to welcome guests from all over. Getting here is easier than ever and these are the...Read more
key west gramping with kids
Booking your Key West rental home is just the beginning! Historic Key West Vacation Rentals is here to help you plan your Key West vacation. Our little Key West island offers endless fun-filled activities and events such as water excursions, historical tours, fishing charters, and...Read more
dreaming on duval
I Love Stock Island Festival is June 15-19, 2022. This five-day festival is to feature one-of-a-kind Stock Island-inspired activities and authentic immersive experiences in the local Key West community, culture, and art. It's a great way to celebrate Father’s Day weekend with friends and family...Read more