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.

sunset cove

Why an extended stay in Key West is the ultimate getaway

Discover the benefits of a Key West extended vacation stay. Enjoy local culture, cost savings, and luxury amenities in our handpicked monthly rentals. Book today! Imagine waking up to the sound of gentle waves, sipping coffee on your private patio, and knowing you have all...Read more
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Key West Vacation Guide
Three Arches In Paradise curb appeal

Find your adventure vacation ideal in Key West

Adventure Awaits with Historic Key West Vacation Rentals For active couples who thrive on adventure, outdoor exploration and the vibrancy of tropical living, Key West is a dream come true. Stunning natural beauty, a temperate climate and an array of exciting outdoor activities combine to...Read more
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Key West Vacation Guide
blue haven

A long-term stay makes an ideal couples retreat

Live Like Locals Through Historic Key West Vacation Rentals. This February, imagine waking up to the soft rustle of palm trees, savoring coffee on your private veranda and embracing island life as if it were your own. Couples seeking a deeper connection to each other...Read more
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Key West Vacation Guide
blue haven outdoor living

Your Guide to Key West Long-Term Rentals

Live the Island Dream with a Long Term Rental in Key West Imagine starting your day with the sound of swaying palm trees and ending it with a stunning sunset over the ocean. Key West long-term rentals offer more than just a getaway—they provide the...Read more
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Key West Vacation Guide
sea conch

Vacation Rental Reviews - The Aim for Perfection

The Power of Vacation Rental Reviews Booking a vacation rental can be one of the most exciting aspects of planning a getaway. The right property can turn a vacation into a memorable experience, while the wrong choice can lead to frustration and disappointment. In the...Read more
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Key West Vacation Guide
sea conch deck

Key West New Year’s: Your Dream New Year's Resolution

The Most Genius New Year’s Resolution: A Key West Escape As the clock strikes midnight on New Year’s Eve, what could be better than celebrating in a tropical paradise? This year, make your most genius resolution yet: plan a Key West vacation that combines relaxation,...Read more
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Key West Vacation Guide
key west flamingos

Key West: The Ultimate Weekend Getaway for Couples

Romantic Escapes with Historic Key West Vacation Rentals At the southernmost tip of the United States lies Key West, a tropical paradise brimming with charm, history and romance. Couples looking to escape daily life and kindle some romance will find that a weekend in Key...Read more
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Key West Vacation Guide
blue haven pool

Complete Guide to Key West vacation rentals offering luxury poolside amenities

For those eyeing the island lifestyle at a relaxed pace, consider an extended-stay vacation home with a private pool and special amenities in tropical Key West! Historic Key West Vacation Rentals offers many deluxe homes with especially luxurious poolside amenities for the ultimate tropical retreat...Read more
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Key West Vacation Guide
the pink house pool

Embrace valuable family time in Key West with a poolside extended vacation rental

Dreaming of taking your family on an extended vacation in the beautiful, sun-soaked paradise of Key West? Consider a family-friendly rental that offers extra space and a private pool. At Historic Key West Vacation Rentals, we know that a comfortable, well-equipped space is top of...Read more
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Key West Vacation Guide

Luxury Vacation Rentals with Private Pools: Your Key West Getaway

Imagine stepping into your own tropical oasis — a private pool surrounded by lush palm trees, the sound of water gently rippling, and the warm Florida sun overhead. For travelers seeking more than just an escape, a luxury vacation rental with a private pool in...Read more
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Key West Vacation Guide

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