Plan your perfect key west escape

Historic Key West Vacation Rentals

Boutique Vacation Rentals in Key West

Welcome to Key West, a sunny and picturesque island town in the Florida Keys. Find yourself in paradise with our luxury Key West vacation rental homes, condos, and cottages. Our properties are mainly located in the Key West Historic District, on the western side of the island. This desirable area (also known as Old Town) has charming architecture, as well as top points of interest. 

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Featured Historic Key West Rentals

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Hear from our happy Guests

4 Night Weekend In Key West

Reviewed on Tuesday, April 29, 2025

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Absolutely Perfect!

Reviewed on Tuesday, April 29, 2025

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Great Experience

Reviewed on Monday, April 28, 2025

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Key West Hidden Paradise

Reviewed on Monday, April 28, 2025

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Cloud 9 Rental

Reviewed on Thursday, April 24, 2025

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Perfect Key West Retreat

Reviewed on Monday, April 21, 2025

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April Vacation

Reviewed on Saturday, April 19, 2025

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Birthday Trip

Reviewed on Tuesday, April 15, 2025

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Fabulous Vacation In Key West

Reviewed on Friday, April 11, 2025

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Great Stay!

Reviewed on Thursday, April 10, 2025

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Spring Break At Chavez House

Reviewed on Thursday, April 10, 2025

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What's happening in Key West

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Discover the Magic of Key West

2100 Seafood B 2099 Keysaerial B

Relax At Stunning Beaches and Parks & Savor the Flavors of Key West

Soak up the sun, enjoy tranquil ocean views, and explore Key West's lush parks. Indulge in fresh seafood, iconic Key lime pie, and local culinary gems.

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Discover Exciting Things to Do & Experience Iconic Events

From water sports to sunset cruises, Key West offers endless activities to make your trip unforgettable. Plan your trip around vibrant festivals like Fantasy Fest and Hemingway Days.

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Ready to start your Key West adventure?

Let us help you find the perfect rental and plan your unforgettable trip to paradise.

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  • The Vacation Rental Travel Guide - Most Outstanding Award for 2017
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