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

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Overview
Amenities
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Location
Host

Exceptional

1 bedroom1+ bathroomSleeps 262.3 sq m

Popular amenities

Dryer
Washer
Kitchen
Outdoor space
Air conditioning

Explore the area

Key West, FL

Duval Street
‪2 min walk‬
Mallory Square
‪6 min walk‬
Ernest Hemingway Home and Museum
‪14 min walk‬
Key West, FL (EYW-Key West Intl.)
‪7 min drive‬

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

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

Property manager

Rent Key West Vacations

Premier Host

Languages

English, Spanish

Add dates for prices

Amenities

Pool

Kitchen

Washer

Dryer

Free WiFi

Air conditioning

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For those who enjoy the pool over the beach, come relax poolside.

Pool
Pet-friendly
Air conditioning
Gym

House Rules

Check in after 3:00 PM

Minimum age to rent: 25

Check out before 10:00 AM

Children

Adults only

Events

No events allowed

Pets

No pets allowed

Smoking

Smoking is not permitted

Important information

You need to know

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

We should mention

A car is not required for transport to and from this 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 cycling and hiking nearby.

View more Cottages in Key West

Key West, FL

What's nearby

Duval Street - 2 min walk - 0.2 km
Mallory Square - 6 min walk - 0.6 km
Ernest Hemingway Home and Museum - 14 min walk - 1.2 km
Fort Zachary Taylor Historic State Park - 18 min walk - 1.6 km
Southernmost Point - 3 min drive - 1.8 km

Getting around

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

Restaurants

‪Sloppy Joe's Bar - ‬2 min walk
‪Kermit's Key West Key Lime Shoppe - ‬3 min walk
‪Bull & Whistle Bar - ‬2 min walk
‪Irish Kevin's - ‬2 min walk
‪Stinkin Crawfish Key West - ‬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.

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.

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

9.8/10

Cleanliness

6.0/10

Staff & service

8.0/10

Property conditions & facilities

10/10

Check-in

9.8/10

Communication

10/10

Location

10/10

Listing accuracy

10/10 Excellent

Jennifer B.

4 Apr 2025

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

10/10 Excellent

Lori H.

12 Jan 2025

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

10/10 Excellent

Ruth S.

9 Jan 2025

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

10/10 Excellent

Megan N.

4 Oct 2024

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

Great stay!

Wonderful place to stay!

Stayed 5 nights in Sep 2024

10/10 Excellent

Robert T.

24 Sept 2024

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

Ann Street Cottage

Awesome place and location!

Stayed 5 nights in Sep 2024

10/10 Excellent

william c.

7 Aug 2024

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

Little Cottage

Bright and airy!!so convenient!!pool was awesome!

Stayed 6 nights in Aug 2024

8/10 Good

John P.

26 Sept 2024

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

As pictured

Property is conveniently located allowing walking to most attractions in the Olde Towne section. Property is as pictured.

Stayed 5 nights in Sep 2024

10/10 Excellent

Gwen W., Shenandoah, TX

26 Mar 2024

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

10/10 Excellent

William O.

22 Apr 2024

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

Ann Street Cottage

The photos are spot on accurate. We really enjoyed our stay at the cottage. It was very private and felt like an oasis, even though all the action on Duval St is just a block away. The pool was a nice place to relax after exploring all day before going out to dinner. We would definitely stay here again if we return to Key West.

Stayed 5 nights in Apr 2024

10/10 Excellent

Rebecca B.

26 Sept 2022

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

10/10 Excellent

Susan T., Canton, Ga

26 Jan 2023

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

10/10 Excellent

Ty H.

10 July 2022

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

Great place

Perfect location. Quiet and relaxing.

Stayed 6 nights in Jun 2022

10/10 Excellent

Carol M.

12 Mar 2023

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

10/10 Excellent

Jim H.

10 Jan 2022

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

10/10 Excellent

Eric A.

30 Aug 2023

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

Perfect little cottage

We really enjoyed our stay. The cottage was exactly what we needed. Great location - a few blocks away from lots of bars, restaurants, museums, and activities. The air conditioning was fabulous and it had all of the comforts we needed.

Stayed 7 nights in Aug 2023

10/10 Excellent

Randy L.

16 May 2023

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

Perfect Stay in Key West

Property was very clean and well decorated. Everything was perfect. Right on top of all the action but very quiet!

Stayed 5 nights in May 2023

10/10 Excellent

Julee F.

15 Nov 2023

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

Great location!

This is a great location close to the action but still quiet. Property was exactly as described and very clean. We were able to check in early due to our flight schedule. Wi-Fi booster would be helpful as Wi-Fi signal was weak. Would stay here again!

Stayed 3 nights in Nov 2023

10/10 Excellent

Barbara S.

30 July 2023

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

So cool!

Yes, it felt like 110 outside, but we were happy in our cool cottage paradise! Our place had everything we needed - a little oasis right in the middle of everything. We would definitely stay here again.

Stayed 5 nights in Jul 2023

10/10 Excellent

Verified traveller

2 Aug 2021

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

Excellent location and private

We enjoyed the location relative to the restaurants and marina. You’re a stones throw from Sloppy Joe’s but you feel that you are in a private oasis sitting at the pool. Well landscaped!

Stayed 5 nights in Jul 2021

10/10 Excellent

Tom B.

4 Aug 2022

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

Best location!

Second time staying here and absolutely loved it! The location is perfect, you’re so close to all the action, all while still being able to enjoy privacy and silence in this hidden gem. Great communication and convenient check-in / -out without any hassle. Will be back :)

Stayed 4 nights in Jul 2022

10/10 Excellent

Adrienne D.

22 Dec 2022

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

Perfect for two

We had a great experience and the property had everything we needed. Having additional amenities like laundry and a half bath made it better. The pool is chilly this time of year so don't plan on using it much if you're heading down in winter. All outdoor spaces are beautiful and location is perfect.

Stayed 5 nights in Dec 2022

10/10 Excellent

William H., Burlington WI

12 Feb 2024

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

Peaceful Property close to the fun

The location is outstanding. We were able to walk to everything we were interested in, no need for a car. The cottage was very pleasant as described. The high ceilings make for an airy and open experience. The kitchen is well appointed for just about any cooking you would need. The second bathroom added convenience. The landscaped property exceeded expectations. It is very handsomely landscaped like a tropical arboretum. Plenty of time was spent near or in the heated pool amongst the beautiful trees and plants, an outdoor relaxing respite from the higher energy of Duval street. We had a delightful stay in Key West and the Anne Street Cottage was an integral part of that.

Stayed 7 nights in Feb 2024

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Joey Lynn G.

28 Feb 2019

50th birthday paradise vacation

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This cottage was tucked away in the heart of duval. It was an amazing retreat. It was quiet and convenient to everything. I will be booking another stay soon. The staff at rent key west was extremely helpful and gave us all the resources we needed. I couldn't ask for anything more than the best!

10/10 Excellent

Kristen J., Lake Villa, IL

20 Jan 2023

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

True gem!

Great location - so close to Duval and Mallory Square, but just far enough to be away from street noise. KW rentals was easy to get in touch with - answered all our questions - let us store our bags at their office after check-out. Cottage was really clean and ready for us to arrive 2 hours early. Plenty of chairs at shared pool for all, and foliage in yard is beautiful - makes a lovely retreat area that is truly enjoyable. Only downside is lack of available street parking - rented a golf cart for a day and had to park 0.5 mile away from cottage.

Stayed 3 nights in Jan 2023

This review was submitted before 2018 and has not been verified.

10/10 Excellent

22 May 2015

Ideal Location in a Charming Cottage

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We absolutely loved our honeymoon at the Ann Street Cottage. It is the perfect location - the vast majority of places we went were within a 10 minute walk. The cottage itself is adorable with a great Key West vibe. It was comfortable, clean, and the air conditioning was great. We really enjoyed the pool - it was warm but still refreshing. And we loved being greeted by the friendly, adorable cat every night! We'll definitely be back!

About the host

Hosted by Rent Key West Vacations

Languages:

English, Spanish

Premier Host

They consistently provide great experiences for their guests

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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

Reviews

Popular amenities

Explore the area

Rooms & beds

1 bedroom (sleeps 2)

Bedroom

1 bathroom, 1 half bathroom

Bath 2 Half

Bath Ensuite

Spaces

About this property