A Touch of Bermuda in Key West

A Touch of Bermuda in Key West One of only 7 private townhomes for rent in Key West's gated Truman Annex. Owner-direct. 29-night minimum. Enjoy gorgeous Key West!

Bermuda-style conch cottage on Southard Street β€” 2BR, free parking, large back deck, steps from everything. We have two properties: Our two-bedroom, two-bath cottage townhouse and our two-bedroom, one-bedroom condo a few doors down, both ideally located in the famed Truman Annex, just steps away from all that Key West has to offer. Both are fully furnished, turn-key homes, with well-equipped kitch

ens (dishwasher, microwave etc.) and all the cooking utensils you need. There is a full dining room, but if you want to dine al fresco, just open the double set of french doors and head on out to the huge back deck on either property!

06/27/2026

🌴 SUMMER & FALL SPECIAL β€” 25% OFF 🌴

Key West in summer is a secret that locals have been keeping for years β€” and we're letting you in on it.

Book a stay at A Touch of Bermuda, our private Bermuda-style conch cottage in the heart of Truman Annex, in August or September and save 25% off the listed rental price! This is one of only seven private townhomes available for rent in this gated Old Town neighborhood β€” with free parking, two private bedroom suites, a front porch on Southard Street, and a back deck made for starlit dinners.

What's happening in Key West this summer and fall:

🐠 August β€” Peak lobster season opens August 6th. If you've never eaten a fresh spiny lobster within walking distance of where it was caught, add it to your bucket list. The water is warm, the reef is alive, and the crowds are thinner than you'd think.
🎭 September β€” Key West starts warming up for its legendary fall festival season. The energy shifts, the locals come back out, and the island finds its rhythm again. Blue Heaven has a table waiting for you.

We'll even throw in a gift certificate to Blue Heaven β€” one of Key West's most beloved restaurants and a newly named Michelin Guide restaurant β€” just for booking a summer or fall stay.

Minimum stay 29 days. Saturday to Saturday. Pets by special permission.

πŸ“© Message us here or reach out directly to book. We'd love to have you.

Send a message to learn more

Address

208-8 Southard Street
Key West, FL
33040

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