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  • ABOUT US
  • CONTACT US
  • REAL ESTATE

The Cottages on Hurricane Alley

These three neighboring Old Town cottages offer privacy, charm and space for group travel.


Managed by Historic Key West Vacation Rentals

Tucked along a private, gated walkway in Old Town, these neighboring Conch-style homes were originally built for artisan cigar factory workers during the island’s 19th-century cigar boom. Today, they’ve been beautifully restored to offer adults-only getaways that blend Key West’s storied past with modern comfort.


Breathe in the history and enjoy the best of Key West living at these nightly rentals:

HIBISCUS COTTAGE

Step through the tropical gardens to your secluded 2BR, 2BA hideaway. 

With vaulted ceilings, French doors, and Dade County pine throughout, 

the deluxe Hibiscus Cottage offers room to unwind — with a king 

ensuite, a cozy open-loft bedroom, and a shared pool just steps away. 

VIEW & BOOK

FLAMINGO COTTAGE

  From the moment you step into Flamingo Cottage, you’re wrapped in

that signature Key West glow. Bright, colorful, and full of island charm,

this 2BR, 1BA cottage features warm Dade County pine, a skylit

open loft, and an inviting living area perfect for relaxing.

VIEW & BOOK

GARDENIA COTTAGE

  Blending historic character with modern comfort, Gardenia Cottage is a bright and inviting 2BR, 1BA hideaway designed for easy island living. It features hardwood floors, a sunny living room with a skylight, open-loft sleeping, and a king bedroom leading to a serene private patio

VIEW & BOOK

Shared Amenities, Separate Retreats

  Each cottage shares access to a large

tropical pool, tucked at the back of the

property and surrounded by palms and

sunshine. It’s the perfect place to

lounge between island adventures.

With Duval Street, local restaurants,

and Key West’s famous nightlife just

a short stroll away, guests can enjoy

the ideal mix of walkable convenience

and tucked-away tranquility.

Better Together — or Perfect Apart

Booking cottages separately is a smart choice for friends or couples traveling together, offering privacy and flexibility without compromising connection. Spend the day exploring Key West as a group, then retreat to your own cozy corner for a good night’s rest.


After all, sharing a vacation doesn’t have to mean sharing every moment — and as we like to say, neutral corners can save friendships, too!

Plan Your Perfect Key West Getaway

Whether you’re drawn to the vibrant energy of Duval Street or the quiet

beauty of Key West’s historic lanes, each cottage offers the perfect

home base. Make your next adults-only getaway one to remember

— together, or with just the right amount of space in between.



Book Your Stay Today

www.HistoricKeyWestVacationRentals.com

Need Help Planning Your Stay?

Our Guest Services team is here to help with everything from fishing charters to art stroll recommendations.


Call us at 305.296.1010 (Option 5)

Email: concierge@historickw.com

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Copyright (C) 2025 Historic Key West Vacation Rentals. All rights reserved.

Our mailing address is:
Historic Key West Vacation Rentals 1119 White St Key West, FL 33040 USA

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