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 west songwriters festival

26TH Annual Key West Songwriters Festival

May 4-8, 2022 is the 26th annual Key West Songwriters Festival in beautiful and historic Key West. It is one of the largest festivals of its kind in the world, and has grown into both a tourist attraction and favorite of island locals. The festival...Read more
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Key West Vacation Guide
VRMA

Celebrating Vacation Rental Week March 7-11, 2022

Historic Key West Vacation Rentals is thrilled to participate in the third annual Vacation Rental Week! Professionally-managed vacation rentals provide value and benefits for guests and property owners alike. This celebration of Vacation Rental Week is our chance to highlight professionally managed properties and to...Read more
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Key West Vacation Guide
my happy place vacation rental

Lower Spring Monthly Key West Rentals

Welcome spring with lower rates on our monthly Key West rentals . We're so happy to see our hours of warmer daylight go up, we're lowering rates on our available monthly rentals for April 2022. Enjoy the drive down to the Keys or schedule your...Read more
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Key West Vacation Guide
Inn Cogneato Monthly Rental

Happy Anniversary To The Conch Republic

The Conch Republic was born on April 23, 1982, in response to a United States Border Patrol Blockade of the Florida Keys. Since the United States insisted on treating the Keys like a foreign country, Mayor Dennis Wardlow seceded from Union. Today we stand proudly...Read more
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Key West Vacation Guide
Fernwood Monthly Rental

Key West Monthly Rental for Seafood Fest

Reserve Fernwood-Monthly Rental for the Florida Keys Seafood Festival , January 13-14, 2024. Bring the whole family for the freshest seafood caught, cleaned, prepared and served by local fishermen. A $10 admission is good for both Saturday and Sunday and the festival is to be...Read more
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Key West Vacation Guide
Key West Seafood Festival

Annual Florida Keys Seafood Festival

The Annual Florida Keys Seafood Festival is January 13-14th, 2024. Bring the whole family for the freshest seafood caught, cleaned, prepared, and served by local fishermen. A $10 admission is good for both Saturday and Sunday, and the festival is to be held at Bayview...Read more
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Key West Vacation Guide
Key West 200th Anniversary

Key West Time Capsule Gala

Key West is celebrating its 200th Anniversary this year. Enjoy a re-enactment of the date of March 25, 1822, when U.S. Navy Lt. MatthewPerry planted the American flag, commemorating Key West's first permanent settlement. Staged at Mallory Square beside Key West Harbor, activities feature the...Read more
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Key West Vacation Guide
Fernwood Monthly Rental

Fernwood Is A Hidden Paradise in Key West

Need a place to escape with family and friends? Fernwood, one of our new Monthly Key West rentals, is a hidden paradise surrounded by lush tropical gardens.Read more
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Key West Vacation Guide
Book Direct Day

Book Direct Day Is February 2, 2022

Book Direct Day is February 2, 2022 and we want to hear from you! Great Savings When you book your Key West vacation directly through us (either online or by phone at 305-296-1010) , you get the best rate on your rental. Not only can...Read more
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Key West Vacation Guide
La Maisonnette Garden

Pole Vault In Paradise

Pole Vault in Paradise brings together pole vaulters from age 9 to 75 to compete alongside some of the best pole vaulting elites from around the country. Sponsored by the nonprofit Key West Track & Field Club, the event is to be staged at Higgs...Read more
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Key West Vacation Guide

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