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Ann Street Cottage: A bright and airy home near Duval Street

Photo gallery for Ann Street Cottage: A bright and airy home near Duval Street

Living room and dining area
Compound Entrance
Walkway
Ann Street Cottage Front Entrance
Living room

Reviews

9.8 out of 10, Loved by Guests
Top 10% of guest reviews in this area
1 bedroom1+ bathroomSleeps 2

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Rooms & beds

1 bedroom (sleeps 2)

Bedroom

1 King Bed

1 bathroom, 1 half bathroom

Bath 2 Half

Bath Ensuite

Spaces

Deck or patio
Kitchen
Office
Dining area

About this property

Ann Street Cottage: A bright and airy home near Duval Street

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
Our prices include all fees. No hidden fees.

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House Rules

Check in after 3:00 PM

Minimum age to rent: 25

Check out before 10:00 AM

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Children

Adults only

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Events

No events allowed

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Pets

No pets allowed

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Smoking

Smoking is not permitted

Important information

You need to know

Property # 475034vb
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property

About the area

Key West

Located in Key West, this cottage is in the city centre. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. Mel Fisher Maritime Museum and Key West Shipwreck Museum are also worth visiting. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails and cycling nearby.
View more Cottages in Key WestOpens in a new window
Map
Key West, FL

What's nearby

  • Duval Street - 1 min walk - 0.2 km
  • Key West Aquarium - 4 min walk - 0.4 km
  • Florida Keys Beaches - 5 min walk - 0.4 km
  • Mallory Square - 6 min walk - 0.5 km
  • Harry S. Truman Little White House - 6 min walk - 0.6 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 7 min drive

Restaurants

  • ‪Sloppy Joe's Bar - ‬2 min walk
  • ‪Irish Kevin's - ‬2 min walk
  • ‪Stinkin Crawfish Key West - ‬2 min walk
  • ‪The Bull & Whistle Bar - ‬2 min walk
  • ‪Captain Tony's Saloon - ‬2 min walk

Frequently asked questions

Does Ann Street Cottage: A bright and airy home near Duval Street have a pool?

Yes, this property has a pool. Pool types include heated pools.

How much does it cost to stay at Ann Street Cottage: A bright and airy home near Duval Street?

As of 12 May 2026, prices found for a 1-night stay for 2 adults at Ann Street Cottage: A bright and airy home near Duval Street on 18 Sept 2026 start from £320, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Ann Street Cottage: A bright and airy home near Duval Street pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Ann Street Cottage: A bright and airy home near Duval Street?

Check-in begins at 3:00 PM.

What time is check-out at Ann Street Cottage: A bright and airy home near Duval Street?

Checkout is at 10:00 AM.

Where is Ann Street Cottage: A bright and airy home near Duval Street located?

Located in Key West Historic District, this cottage is steps away from Curry Mansion Museum and Duval Street. Florida Keys Beaches and Mallory Square are also within 10 minutes.

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 157 out of 180 reviews
Rating 8 - Good. 18 out of 180 reviews
Rating 6 - Okay. 2 out of 180 reviews
Rating 4 - Poor. 2 out of 180 reviews
Rating 2 - Terrible. 1 out of 180 reviews

9.8/10

Cleanliness

6.0/10

Staff & service

8.0/10

Property conditions & facilities

10/10

Check-in

9.6/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Kristin T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 3 nights in Mar 2026
Response from VrboOwner on 11 Mar 2026
Thank you for the glowing review! We are so happy you enjoyed that 'best of both worlds' feeling, being steps away from great food and bars while still having a beautiful, secluded retreat to come back to. We can't wait to have you back as soon as you can make it
Verified

10/10 Excellent

Angelo S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was great!
Stayed 3 nights in Jan 2026
Response from VrboOwner on 30 Jan 2026
Thank you Angelo! We love hearing that everything was great. Our goal is to make every stay as seamless as possible, and we’re so glad we hit the mark for you. We look forward to hosting you again on your next trip to Key West!
Verified

6/10 Okay

Tom P.

Liked: Cleanliness, check-in, location, listing accuracy
Disliked: Communication
some flying insects first two nightsbedroom ac didn't work
Stayed 4 nights in Apr 2026
Response from VrboOwner on 21 Apr 2026
Thank you for your review. We are so incredibly sorry that you dealt with these issues during your stay. We take the comfort of our guests very seriously, especially when it comes to the Florida heat. We would love the chance to make this right and host you again for a much more comfortable experience in the future.
Verified

10/10 Excellent

Patricia B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful Property! Quiet! Quick communication with host for any questions.
Stayed 4 nights in Jan 2026
Response from VrboOwner on 30 Jan 2026
Thank you for the lovely review Patricia ! We are so glad you enjoyed the beauty and tranquility of the property. We know that quick communication is key to a stress-free vacation, so we're happy we could be there for any questions you had. We hope to welcome you back for another quiet getaway soon!
Verified

10/10 Excellent

Emily M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The host was very nice and responded quickly to all questions. The place was clean and had everything we needed. We enjoyed the private patio everyday and the washer and dryer were a plus. And, the extra half bath was nice to have. The bed was comfortable. It was a quiet and quaint little spot considering how close it is to Duval. We easily walked to all our favorite spots. We would definitely stay here again.
Stayed 6 nights in Nov 2025
Response from VrboOwner on 4 Dec 2025
Thank you so much for the fantastic review! We are delighted to hear that you found the place clean and that our quick responses made your stay easy. It's wonderful to know you enjoyed the private patio, the convenience of the washer and dryer, and the comfort of the extra half bath. We're especially glad you found it to be a quiet and quaint spot despite being so close to Duval Street! We would definitely love to have you stay again.
Verified

10/10 Excellent

Karen C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 11 nights in Feb 2026
Response from VrboOwner on 5 Mar 2026
Thank you so much for the wonderful and detailed review! We are thrilled that you found the bed super comfortable and enjoyed your morning coffee on the patio, the iguanas certainly like to put on a show for our guests! We’re glad the central location worked out so well for your walks to Simonton Beach and the local restaurants. You made a great point about the pool; because of our lush tropical landscaping, it stays beautifully shaded and cool, which our guests usually find to be a 'lifesaver' during the peak summer heat! Thank you also for the 'pro-tip' about the broom in the laundry area and for leaving those extra supplies for the next guests, that is so kind of you. It was a pleasure hosting, and we’d love to have you back anytime!
Verified

10/10 Excellent

Megan N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay!

Wonderful place to stay!
Stayed 5 nights in Sep 2024
Verified

10/10 Excellent

Tom H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Another great trip

We have stayed here before and will try to book it again if it will fit our trip plans. Great place in a great location, and great management!
Stayed 4 nights in May 2025
Response from VrboOwner on 10 May 2025
Thank you for the 5 star review! We are delighted that you enjoyed your stay and we hope you come back for another visit in the near future.
Verified

10/10 Excellent

Nola F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Spot!

This location is exceptional! Very close to everything yet very quiet. We also enjoyed the nicely sized pool.
Stayed 4 nights in May 2025
Response from VrboOwner on 6 Jun 2025
Thank you for the 5 star review! We're happy to hear you enjoyed your stay and hope you will come back for another visit soon.
Verified

10/10 Excellent

cynthia h.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing and peaceful cottage tucked away from street

Beautiful property! Enjoyed our stay immensely and plan to visit again. Comfortable bed, convenient location and tucked back in a private setting. The first time in Key West the Roosters didn't wake me up!
Stayed 3 nights in Jun 2025
Response from VrboOwner on 16 Jul 2025
Thank you so much for the 5 star review! We are delighted you enjoyed your stay and hope you will come back to visit again soon.
Verified

10/10 Excellent

Jennifer B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Key West Hideaway!

Great property for a couple. Clean, comfortable and in an absolutely amazing location! Parking was the only challenge -- but a paid lot nearby had friendly staff & affordable overnight sports. We'd certainly stay again!
Stayed 5 nights in Mar 2025
Verified

10/10 Excellent

Mary L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Stay!

Perfect location for two. Very quiet but yet close to everything we wanted to do. Very short walk to Duvall, Mallory Square and the Marina. We rented bikes and it was all we needed when we didn't want to walk. They had the perfect place to secure bikes right inside the gate. We used the pool most days just to cool off and relax for a bit. We loved it!!
Stayed 5 nights in Jul 2025
Response from VrboOwner on 26 Jul 2025
Thank you so much for the 5 star review! We are very happy to hear you enjoyed your stay and we hope you will come back to visit again soon.
Verified

10/10 Excellent

Robert T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Ann Street Cottage

Awesome place and location!
Stayed 5 nights in Sep 2024
Verified

10/10 Excellent

Elaine T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Just book it!

This property made a great home base for our vacation in Key West. Amazing location, very clean and comfortable. Nice bedding and all of the comforts of home - having a washer/dryer let us pack light. The whole experience was lovely. We would happily book this property again.
Stayed 8 nights in Apr 2025
Response from VrboOwner on 25 Apr 2025
Thank you for the 5 star review. We are very happy you enjoyed your stay and hope you will come back and visit again.
Verified

10/10 Excellent

Ruth S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

A little quiet tropical paradise 1 block from Duval. You can walk everywhere in old town!
Stayed 7 nights in Dec 2024
Response from VrboOwner on 11 Jan 2025
Thank you for the wonderful review! We’re so glad you enjoyed the quiet tropical paradise and the unbeatable location just one block from Duval. It sounds like the perfect spot to explore all of Old Town on foot! We hope to host you again soon!
Verified

10/10 Excellent

Lori H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Love this place!

Fantastic location, a little piece of heaven in a lush, private cottage. We were delighted to find it was available for the dates we were looking for, having stayed here on another trip. Easy to walk to most places and just a block or two from the action.
Stayed 7 nights in Jan 2025
Response from VrboOwner on 12 Jan 2025
Thank you for the wonderful review! We're so glad you enjoyed the location and your stay in the cottage. It’s great to hear it was perfect for your trip! We’d love to welcome you back again soon!
Verified

10/10 Excellent

Rebecca B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Location

Not only was this the perfect location to easily walk to anything but the accommodations were fantastic! We will definitely stay here again.
Stayed 5 nights in Sep 2022
Response from VrboOwner on 26 Sept 2022
Thank you for your Five Star review of Ann Street Cottage. We are so glad that you enjoyed the cottage and its perfect Key West location. We look forward to your staying with us there again as a return Rent Key West Vacationer!
Verified

10/10 Excellent

Gwen W.

Liked: Cleanliness, check-in, location, listing accuracy

Great Location

We enjoyed our stay in this one bedroom. Rooms were clean and perfect for
Stayed 7 nights in Mar 2024
Verified

10/10 Excellent

Ty H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place

Perfect location. Quiet and relaxing.
Stayed 6 nights in Jun 2022
Response from VrboOwner on 11 Jul 2022
Thank you for your Five Star review of Ann Street Cottage! We are so glad that you had a quiet and relaxing stay there in its perfect location. We look forward to welcoming you back soon!
Verified

10/10 Excellent

Susan T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Love these cottages & great location

Very clean & comfortable, we always enjoy s staying here . You can walk to anywhere you want to go in town or just relax in the courtyard .
Stayed 6 nights in Jan 2023
Verified

10/10 Excellent

Jim H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

AmAzing tropical area

Perfect location , easy access, private but near everything
Stayed 8 nights in Dec 2021
Verified

10/10 Excellent

william c.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Little Cottage

Bright and airy!!so convenient!!pool was awesome!
Stayed 6 nights in Aug 2024
Response from VrboOwner on 13 Aug 2024
Thank you for the great review! We are happy to hear you enjoyed our cottage and we hope to have you stay with us again!
Verified

10/10 Excellent

Carol M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cute and colorful cottage.

Great cottage, tropical surroundings and wonderful pool. All in a great location of bars, restaurants and shopping.
Stayed 7 nights in Feb 2023
Response from VrboOwner on 18 Mar 2023
Thank you for your Five Star review of Ann Street Cottage Key West. We are so happy that you enjoyed the cottage, the delightful pool and the convenient location. We hope to welcome you back again soon!
Verified

10/10 Excellent

Amie B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location!

The location is perfect! Steps away from all the restaurants, bars and shopping. Lots to do nearby and a nine minute walk to the pier to catch a boat for a beautiful day at sea. Pool was wonderful and the lush gardens surrounding the property were beautiful. It was a quiet area even though it is nearby the action which we appreciated. Bed is super comfy and AC works well. My only recommendation would to have the oven and the decking in the patio replaced. I would highly recommend this property.
Stayed 5 nights in May 2025
Verified

10/10 Excellent

Andrew P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

What a find!

The Ann Street Compound was absolutely beautiful! The grounds were immaculate. The pool was a definite bonus. Our cottage was lovely! We enjoyed it very much! The flooring on the private deck/courtyard needs some work. But that was our only complaint. And we were there for a week! The location was perfect for us! Near all of the things we wanted to do and enjoy. Not only would we stay here again, but we're already planning to come back! Highly recommended!!!
Stayed 6 nights in Jul 2025
Response from VrboOwner on 11 Jul 2025
Thank you so much for the 5 star review! We are delighted you enjoyed your stay and hope you will come back to visit again soon.

About the host

Hosted by Rent Key West Vacations

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Languages:

English, Spanish

Premier Host

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