Property Details




Picture yourself relaxing in a beautiful wood framed conch cottage with overhead fans lazily turning below the sloping tin roof in the heart of Old Town in Key West. This is the best value in Key West as it is no cookie cutter small rental condo but a private townhome (one of only seven available for rent) in the Shipyard section of the Truman Annex with its gated entrance and 24 hour security. Our Bermuda-style cottage is steps away from sunning yourself on the beach, at the pool or enjoying the excitement of Duval Street with its many award winning restaurants, unique shops, creative art galleries, lively bars and bawdy night clubs. The famed Mallory Square and water activities are also a short walk away. And value? How about free reserved and secure parking? And high speed internet connection?. We also offer themed getaways for your honeymoon; anniversary; birthday or a week of romance. We know you will enjoy building memories in our home as well as ...



  • 2 Bedrooms
  • Sleeps 6
  • Sleeper Sofa


  • 2 Full Bathrooms
  • (Upstairs : walk-in Shower)
  • (Downstairs : Tub/Shower)


  • Downtown
  • Near The Ocean


  • Adventure
  • Tourist Attractions
  • Sports & Activities
  • Historic
  • Family
  • Romance


  • Take out Available


  • Clothes Dryer
  • Gated Parking
  • Iron & Board
  • Heating
  • Air Conditioning
  • Washing Machine
  • Wireless Internet
  • Thirsty towels
  • High thread count linens
  • Gas Grill
  • Reserved parking spot
  • Hair dryer in each bathroom


  • Coffee Maker
  • Microwave
  • Pantry Items
  • Dishwasher
  • Cooking Utensils
  • Dishes & Utensils
  • Stove
  • Refrigerator
  • Catering Available
  • Oven
  • Toaster
  • Ice Maker
  • Blender


  • Dining Area
  • Dining
  • Comfy Seating For 6 People
  • Child High Chair


  • Television
  • DVD Player
  • Toys
  • Cable
  • Books
  • Video Library
  • Games
  • CD Player


  • Deck / Patio
  • Garden
  • Front Porch


  • Couples
  • Family


  • Heated Pool
  • Communal Pool


  • Massage


  • Festivals
  • Health/Beauty Spa
  • Museums
  • Restaurants
  • Live Theater
  • Playground
  • Botanical Garden
  • Synagogues
  • Marina
  • Library
  • Cinemas
  • Churches
  • Arboretum
  • Weekly Farmers Market


  • Wildlife Viewing
  • Shopping
  • Boating
  • Scenic Drives
  • Bird Watching
  • Eco Tourism
  • Antiquing
  • Walking
  • Sight Seeing
  • Snorkeling
  • Sunset Cruises
  • Dolphin Cruise
  • Fine Dining
  • Art Galleries
  • Massage


  • Medical Services
  • Massage Therapist
  • Babysitter
  • Hospital
  • Groceries
  • Fitness Center
  • ATM/Bank


  • Diving
  • Swimming
  • Sailing
  • Cycling
  • Fishing
  • Golf
  • Wind-Surfing
  • Paragliding
  • Tennis
  • Pickleball
  • Deepsea Fishing
  • Hiking
  • Jet Skiing
  • Pier Fishing
  • Snorkeling
  • Basketball Court
  • Kayaking
  • Parasailing


  • Celling fans in every room

Rates & Availability

Dates Nightly Weekly Monthly
Base Price 7 nights min stay $350.00 $2,450.00 -
Holidays 7 nights min stay - $3,200.00 -
High season 7 nights nights min stay $ $2,800.00 -
Fantasy Fest and New Years Eve week 2023 - $3,400.00 -
May 30th, 2023 to May 31st, 2024
7 nights min stay
- $2,800.00 -

Additional information about rental rates:

  • Rrefundable Damage Amount $400

  • Tax Rate 12.5%

Owner's Cancellation Policy

  • Please ask the owner or check their rental agreement when booking the property.


  • Tax Rate: 12.5%

  • Pet Fee $100

  • Deposit $400 - fixed depost is rolled over to the following year if the guest returns.

  • The cleaning fees are included in the rental price. If there is excessive cleaning needed such as from pets, I take the additional charges for my houskeeper from the deposit.

Get Quote

Contact Owner


A Touch of Bermuda is a Wonderful Cottage


Lura P.

My husband, George (our beagle) and myself absolutely loved this cottage. It was clean, well decorated and exactly the way Jack described it. We had everything that we needed. It was a pleasure to meet Jack and felt that we made a new friend when we left. We plan on renting this cottage again next year.

A+ Location and Owner!


Philip L

We thoroughly enjoyed our time in Key West, especially because of the wonderful location of the Bermuda House! Key West is quite compact, making it easy and fun to explore, and find new sights and history every day. We took a sunset cruise on America 2.0. The crew is capable, fun, and hospitable. We highly recommend an America 2.0 cruise as a must do for visitors that enjoy being on the water. Ft. Zachary Taylor Park is also beautiful, probably the best beach in Key West! Overall, we enjoyed the location and amenities of the Bermuda House very much. The location is A+ and the perfect place to immerse yourself in all that Key West has to offer. We parked our car and walked everywhere. Bermuda House welcomed us "home" from all day explorations to rest and rejuvenate. And because our plans were rather "last minute," the owner made the reservation process even more of a breeze. We hope we can return to Key West and the Bermuda House soon!  



Virginia S

We can't say enough about our vacation in Key West and our stay at the Bermuda House. It was truly amazing. The condo was absolutely beautiful, clean and in an great location. Through the rental process the owner was kind, friendly and extremely informative. We cannot wait to return to to the Bermuda House and to paradise!

Amazing Owner



Whenever I book something through a website like this I always wonder if I am going to get what is advertised and if the owner is trustworthy. Unfortunately I cannot comment on the property since I had to cancel my trip but the owner of his property is absolutely amazing. From the very beginning he was responsive with email and phone calls and very helpful in the booking process. There were 4 of us who were going to be going on this trip but sadly we had to cancel to do one of the people going getting deployed during our dates. When I explained the situation to the owner he was more than happy to refund the full deposit and all the rent with no charge. Without having stayed at his property I would highly recommend his property purely on his customer service and kindness. As soon as we are ready for a trip to Key West he will be the first person I contact. Thank you again for being so kind, understanding, and trustworthy.

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