Key West Vacation Guide

Key West is a VERY dog-friendly town! Furry friends are even allowed in some bars and restaurants on our island. There are also several dog parks and even a dog beach! If you wish to travel with your dog(s), we do have dog-friendly vacation homes available.

key lime festival

Key Lime Festival 2022

America’s Favorite Citrus Celebration is June 30-July 4, 2022. We like to celebrate the things that make our islands unique. Citrus, eccentrics, people and pie. Our celebrations are fun, odd and unforgettable. Our people are too. Come on down to the birthplace of Key Lime...Read more
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Key West Vacation Guide
miss sunshine

Miss Sunshine Is Our New Monthly Rental

Miss Sunshine is our new Key West monthly rental and we're very excited to introduce it to you now so that you can experience it with significant 10% savings for June, July and August 2022! Reserve 28 nights or longer this summer using our special...Read more
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Key West Vacation Guide
starfish monthly rental

Starfish-Monthly Rental Summer Special

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
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Key West Vacation Guide
chavez house

Save With Monthly Rates At Historic 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
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Key West Vacation Guide
summer solstice plein air with susan sugar

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
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Key West Vacation Guide
vfw fishing tournament

10th Annual 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
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Key West Vacation Guide
cfk swim around key west

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...Read more
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Key West Vacation Guide
snorkeling in Key West

Snorkel Key West All Summer

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
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Key West Vacation Guide
Galveston Getaway

Enjoy Our Best Available Monthly Rates All Summer

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
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Key West Vacation Guide
key west airport

Non-Stop Flights to Key West

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
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Key West Vacation Guide

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