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

I'll Be Back

Reviewed on Wednesday, April 2, 2025

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Old Town Rental

Reviewed on Wednesday, April 2, 2025

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Lilly Pad

Reviewed on Wednesday, April 2, 2025

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Heavenly Pool

Reviewed on Wednesday, April 2, 2025

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Rain Forest Like Setting

Reviewed on Tuesday, April 1, 2025

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Best Rental Experience Ever

Reviewed on Saturday, March 29, 2025

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Fantastic Stay In Key West

Reviewed on Sunday, March 23, 2025

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Spring Break

Reviewed on Sunday, March 23, 2025

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Paradise

Reviewed on Sunday, March 23, 2025

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Enjoyable

Reviewed on Tuesday, March 18, 2025

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What's happening in Key West

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Discover the Magic of Key West

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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.