Cottage in Key West, FL
2 guests · 1 bedroom · 1 bath
Reasons to book
Guests love it hereGuests give this property a top rating
High-end valueWell priced for this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this cottage rental
Tucked away in an inviting compound you'll find the perfect hideaway called Ann Street Cottage; a charming one bedroom cottage. Both bathrooms have recently been remodeled and a private laundry is located in the unit.
The quiet compound is located just one block from Duval Street combining the best of both worlds for relaxing and taking advantage of all that Key West has to offer. Within 2 blocks you'll find Key West classics like The Bull, Sloppy Joe's, and Hog's Breath as well as a plethora of delicious restaurants. Venture just a short distance further to Mallory Square or the famous Historic Seaport. It's easy to see why this location is unbeatable. The shared compound, of 6 total homes, features a winding brick pathway surrounded by tropical foliage and flowers that lead to a free form heated pool tucked away in the far side of the gardens. Take a refreshing dip, lounge and catch some sun, or enjoy a good book while being surrounded by beautiful trees and plants. This truly is a relaxing outdoor oasis!
Upon entering Ann Street Cottage you'll feel refreshed by the cool and relaxing decor. Neutral colors combine with pops of tropical color throughout to create an inviting atmosphere to relax in. Lounge in the living room while reading a great book or catch the morning news. Transom windows let in light and the vaulted ceiling creates a bright and airy atmosphere. A small dining table for two sits just off the fully equipped clean white kitchen. A half bathroom is conveniently located next to the kitchen. The bedroom combines island charm with boutique hotel style complete with full ensuite bathroom. Calming hues and pops of coral and teal will lull you to sleep after a busy day of exploring the island. French doors open out to the private patio with outdoor dining table from the bedroom and living room. A small office space with desk and chair are located behind the patio, in case you must get some work done. The washer and dryer is in this office space as well.
Ann Street Cottage combines a peaceful hideaway with excellent location making it the perfect option for a couple looking to have the ultimate Key West experience.
(The Ann Street Compound Homeowners Association requires all occupants to be 16 + yrs. Regretfully, NO Children under 16 are allowed. This home is also not pet-friendly) STREET PARKING ONLY
Bedding: 1 king bed
The quiet compound is located just one block from Duval Street combining the best of both worlds for relaxing and taking advantage of all that Key West has to offer. Within 2 blocks you'll find Key West classics like The Bull, Sloppy Joe's, and Hog's Breath as well as a plethora of delicious restaurants. Venture just a short distance further to Mallory Square or the famous Historic Seaport. It's easy to see why this location is unbeatable. The shared compound, of 6 total homes, features a winding brick pathway surrounded by tropical foliage and flowers that lead to a free form heated pool tucked away in the far side of the gardens. Take a refreshing dip, lounge and catch some sun, or enjoy a good book while being surrounded by beautiful trees and plants. This truly is a relaxing outdoor oasis!
Upon entering Ann Street Cottage you'll feel refreshed by the cool and relaxing decor. Neutral colors combine with pops of tropical color throughout to create an inviting atmosphere to relax in. Lounge in the living room while reading a great book or catch the morning news. Transom windows let in light and the vaulted ceiling creates a bright and airy atmosphere. A small dining table for two sits just off the fully equipped clean white kitchen. A half bathroom is conveniently located next to the kitchen. The bedroom combines island charm with boutique hotel style complete with full ensuite bathroom. Calming hues and pops of coral and teal will lull you to sleep after a busy day of exploring the island. French doors open out to the private patio with outdoor dining table from the bedroom and living room. A small office space with desk and chair are located behind the patio, in case you must get some work done. The washer and dryer is in this office space as well.
Ann Street Cottage combines a peaceful hideaway with excellent location making it the perfect option for a couple looking to have the ultimate Key West experience.
(The Ann Street Compound Homeowners Association requires all occupants to be 16 + yrs. Regretfully, NO Children under 16 are allowed. This home is also not pet-friendly) STREET PARKING ONLY
Bedding: 1 king bed
Amenities at Ann Street Cottage: A bright and airy home near Duval Street
Non-smoking
No pets allowed
Map of Key West, FL
Ratings and reviews
10 / 10Outstanding·May 2026
Beautiful cottage, very clean, very comfortable with everything we needed. The pool was great and the location perfect, we walked to everything we had in our calendar. We would love to stay here again on our next visit.
10 / 10Outstanding·Mar 2026
Perfect location to explore everything Key West. Within easy walking distance of everything we wanted to do. The property is absolutely beautiful! Allowing you to be in the middle of everything but very secluded. Wonderful food and neighborhood bars steps away at the end of the block. We will be back as soon as we can!
10 / 10Outstanding·Feb 2026
The property was as pictured. Very comfortable. Definitely only large enough for two people. Plenty of storage in the closets for luggage. The location is great, centrally located to so many great restaurants, bars and Simonton Beach. It was very private and quiet. We saw two people in the property the entire week and a half trip. We never used the pool as it was fairly shaded making it a little too cool for our liking but that would be great if the weather was warmer. There were not a lot of cleaning supplies in the unit to do touch ups during the stay but we left Clorox wipes and dryer sheets for the next people. There is a broom in the office next to the washer and dryer to use on the patio. Great spot for morning coffee. We saw several iguana on the roof while sitting on the patio. Very cool. The bed was super comfortable!
6 / 10Average·Apr 2026
some flying insects first two nightsbedroom ac didn't work
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Top rated by guests
9.6Outstanding
(184 Ratings)
"Beautiful cottage, very clean, very comfortable with everything we needed. The pool was great and the location perfect, we walked to everything we had in our calendar. We would love to stay here aga..."
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