Communal Pool | Gated Community | Month-Long Stays | Key West Charming

Photo gallery for Communal Pool | Gated Community | Month-Long Stays | Key West Charming

A covered outdoor patio with a round table and chairs, surrounded by lush tropical plants and a white picket fence.
A two-story house with a front porch, a mailbox, and a small garden area.
A hallway with white doors, one of which has a frosted glass panel.
A covered wooden porch with a white railing, a small circular window, and a view of a street with palm trees and other buildings.
A hallway with teal walls, white doors, and wooden flooring.

Reviews

9.0 out of 10
Wonderful

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Private garden
    A rare find — relax in the peaceful, private garden space.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Near Duval Street

Popular amenities

  • Patio
  • Swimming pool
  • Air-conditioning
  • Refrigerator
  • Washing machine
  • Internet

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪6 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪8 min walk‬
  • Place, Fort Zachary Taylor Historic State Park
    ‪8 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪11 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 2

2 Single Beds

Primary bedroom

1 Queen Bed

1 bathroom

Full Bathroom

Bathtub or shower · Bathtub · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Garden
Dining area

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About the area

Key West

Located near the beach, this holiday home is in Old Town Key West, a neighbourhood in Key West. 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. USCGC Ingham Maritime Museum and Florida Keys Eco - Discovery Center are also worth visiting.
View more Holiday homes in Key WestOpens in a new window
Map
Key West, FL

What's nearby

  • Florida Keys National Marine Sanctuary - 5 min walk - 0.4 km
  • Duval Street - 6 min walk - 0.5 km
  • Ernest Hemingway Home and Museum - 8 min walk - 0.7 km
  • Fort Zachary Taylor Historic State Park - 8 min walk - 0.7 km
  • Mallory Square - 12 min walk - 1.1 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 15 min drive

Restaurants

  • ‪Green Parrot Bar - ‬4 min walk
  • ‪Blue Heaven - ‬8 min walk
  • ‪Moondog Cafe & Bakery - ‬8 min walk
  • ‪Mangoes Restaurant - ‬7 min walk
  • ‪Bourbon Street Pub - ‬8 min walk

Frequently asked questions

Does Communal Pool | Gated Community | Month-Long Stays | Key West Charming have a pool?

Yes, this property has a pool.

Is Communal Pool | Gated Community | Month-Long Stays | Key West Charming pet-friendly?

No, only service animals are welcome at the property.

What time is check-in at Communal Pool | Gated Community | Month-Long Stays | Key West Charming?

Check-in begins at 4:00 PM.

What time is check-out at Communal Pool | Gated Community | Month-Long Stays | Key West Charming?

Checkout is at 10:00 AM.

Where is Communal Pool | Gated Community | Month-Long Stays | Key West Charming located?

Located in Old Town Key West, this holiday home is within a 10-minute walk of Truman Waterfront Park, Duval Street and Ernest Hemingway Home and Museum. Mallory Square and Florida Keys Beaches are also within 15 minutes.

Reviews

9.0

Wonderful

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. 14 out of 21 reviews
Rating 8 - Good. 5 out of 21 reviews
Rating 6 - Okay. 1 out of 21 reviews
Rating 4 - Poor. 0 out of 21 reviews
Rating 2 - Terrible. 1 out of 21 reviews

9.4/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

9.6/10

Check-in

9.6/10

Communication

9.4/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

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

Key west vacation

Very clean and well maintained place. Would definitely stay again. Only downside is limited parking but that’s everywhere in Keywest.
Stayed 7 nights in Jun 2025
Response from VrboOwner on 3 Jul, 2025
Thanks, Zachary! We're glad you enjoyed the cleanliness and upkeep of the place. Appreciate you noting the parking—a common challenge in Key West. We'd love to host you again!
Verified review

10/10 Excellent

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

Key West Charming

Great location. Quiet area but close to everything.
Stayed 7 nights in Feb 2025
Response from VrboOwner on 17 Feb, 2025
Thank you, Daniel! We're so glad you enjoyed the charming location and the peaceful yet convenient setting of Key West. We’d love to host you again in the future!
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities, communication
Any issues were handled immediately and followed up to make sure everything was good. The home was immaculate and so comfortable. Kitchen was a little small but had everything we needed to prepare meals. Would absolutely stay again.
Stayed 7 nights in Dec 2023
From a partner site

10/10 Excellent

Great location, comfy digs!

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: Everything about the property was first rate. The location is ideal for walking or touring the town.
Response from VrboOwner on 19 Sept, 2022
Thank you for sharing, Cliff! We would be thrilled to host you again soon. Please reach out if you need any assistance planning your next stay!
From a partner site

8/10 Good

Nice Place to Stay

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The location is very convenient. The swimming pool was steps from our condo. Condo was very clean and lots of towels and everything that we needed. It was a bit dated, but the back patio was beautiful.
Response from VrboOwner on 21 Sept, 2022
Thank you for sharing! We would be thrilled to host you again soon. Please reach out if you need any assistance planning your next stay!
From a partner site

10/10 Excellent

Ontario Hot Chicks Key West December 2021

Rating Details: The property manager was more than helpful. The vacation rental was very clean. 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: Excellent!! Great location!! Great Back Yard!!!! Need plastic//acrylic glasses for pool area
Response from VrboOwner on 27 Sept, 2022
Thank you for sharing such a lovely review, Lisa! Here at AvantStay, we strive to ensure our guests have an amazing experience!
From a partner site

10/10 Excellent

Cute place in Truman Annex

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: Very clean and location was prime. Everything you need , washer & dryer , coffeemaker, towels, blankets in closet and hangers. Patio had table and chairs with beautiful plants and flowers surrounding the area. Was a comfortable stay
Response from VrboOwner on 19 Sept, 2022
We’re so excited to hear that you enjoyed your stay! Please reach out if you need any assistance planning your next vacation. We'd love to host you and your group again soon!
Archival

10/10 Excellent

FANTASY FEST WEEK

Place was clean, quite, easy access to Duval Street. Only had a problem with washing machine that was fixed with just one phone call on Fantasy Fest Friday. Got my security deposit returned in less than 3 weeks.
Stayed 7 nights in Oct 2015
Response from VrboOwner on 21 Apr, 2025
Thank you, Wayne. We're happy to hear you enjoyed the convenient location and the quiet, clean space. Glad we could quickly take care of the washing machine issue, especially during a busy time like Fantasy Fest. Appreciate you staying with us and hope to welcome you again!
From a partner site

10/10 Excellent

Quiet getaway close to Duval St.

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This was a nice getaway place to stay with our two young adult children. We wanted a place with two bedrooms and separate beds in the second bedroom. The living room furniture was not very comfy as the sofa is a hid-a-bed, but we didn't spend much time there. The beds were comfortable with a firm mattress in the master. Kitchen is supplied with the basics. Complex is quiet and well-maintained. Walking distance to Duval Street, Fort Zachary Taylor Historic State Park and Beach, bars/restaurants, and many other destinations on Key West.
Response from VrboOwner on 23 Sept, 2022
Thank you for your thoughtful review, Jennifer! Please reach out if you need any assistance planning your next vacation. We'd love to continue providing a great experience to awesome guests like you here at AvantStay!
Verified review

8/10 Good

Nice location, on the quiet side of the property

The location is on the quiet side of the property and the parking space is right in front of the unit. The small kitchen is well supplied and has been updated. The bathroom is very small. The main bedroom has a queen size bed and two twins in the second room. The furniture in the living room is dated as is the outdoor furniture. The unit was clean, plenty of towels were provided and having the washer/dryer was great. They provided enough bathroom/kitchen/detergent supplies for a one week stay. Missing is a barbeque, lounge chairs for outside and there are not any bikes or beach items. Since all local beaches require you to pay for umbrellas and chairs ($10 each) it would be nice if some items were provided at the unit. Others we have stayed in do provide those items. It was our second time at Truman Annex and the location is really the positive attribute if you like to walk to Duvall Street, Mallory Square, restaurants, museums and shopping. The downside is a very small, crowded pool and it is quite a distance from the beaches so you need bikes, a car or a moped. Overall, our stay was very nice.
Stayed 7 nights in Feb 2018
Response from VrboOwner on 18 Mar, 2020
Curt, Thank you for taking the time and writing this review about Key West Charming. This is a great 2 bedroom rental, located in one of the most popular complexes in Key West - Truman Annex, only steps to Duval Street and short bike ride to Fort Zachary Taylor Beach. We apologize the property did not meet your needs 100% but please give us a call next time when planning your trip to Key West, we will be happy to assist you again in finding the perfect rental for you. Thank you again. At Home In Key West
Verified review

10/10 Excellent

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

Perfect location!!

This property is in an absolutely perfect location. We loved our stay here! Only complaints: We had to check in and check out at a location offsite, which is inconvenient. I would have preferred a key pad at the property like many places do—although the staff at the office were immensely kind and hospitable. Also, the queen size bed wasn’t comfortable, so my husband and I slept in the two twins. The kitchen was certainly a plus, but it could use some replenishing of pans and cooking utensils. Water pressure in the shower was amazing!! Again—perfect location!! I certainly would not hesitate to stay here again. Amazing times!
Stayed 7 nights in Mar 2022
Response from VrboOwner on 15 May, 2022
Amy, Thank you for reviewing Key West Charming, one of our rentals in Truman Annex At Home In Key West team
From a partner site

8/10 Good

great location

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Very clean, great location, great management company. Outdoor patio chairs are old and don't fit the table but minor concern. Everything was very comfortable. Would rent again!
Stayed 7 nights in Feb 2022
Response from VrboOwner on 21 May, 2022
Diane, Thank you for leaving a review We hope to see you again soon! At Home In Key West team
Verified review

10/10 Excellent

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

Southernmost Regatta

We had an amazing time. It was located perfectly. Super convenient and beautiful. Looking forward to coming back!
Stayed 7 nights in Jan 2022
Response from VrboOwner on 21 May, 2022
Andrew, Thank you for leaving a nice review We hope to see you in Key West again soon At Home In Key West team
Verified review

6/10 Okay

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

Christmas Getaway

The place was as advertised. Property is conveniently located near Duval Street. The only issue we had with the stay was the Wi-Fi. Reception was nonexistent at worst and poor at best. Do not plan to work remotely from this stay…enjoy your vacation instead. Signed, A Serious Workaholic
Stayed 8 nights in Dec 2021
Verified review

2/10 Terrible

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

The unit was nice, clean and suitable for accommodations.

I had a BIG problem with the parking situation. I understand we couldn’t park our F350 there since it is 20’ long. But my problem was we had 2 golf carts and had passes for both from security. We parked both in our parking space, but received a ticket. They said we could only park 1 golf cart in the space. We paid for the space and we were not outside the parking space. They said it didn’t make a difference. We will probably NEVER stay at the Truman Annex again. The security guards are terrible. They think they have all the authority to do what they want you to do. They were VERY ARROGANT! If I had people like that working for me,, they wouldn’t work very long. I did not see anything in the paperwork that said we couldn’t park 2 golf carts in our space. It is a good way to make people stop staying at the Truman Annex. For the price we paid, we should have been able to provide parking for our Golf carts.
Stayed 7 nights in Nov 2021
Verified review

10/10 Excellent

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

Great location

We loved the place. Our favorite part was the beautiful back patio. It was close to everything.
Stayed 7 nights in Oct 2021
Response from VrboOwner on 5 Nov, 2021
Ashley, Thank you for leaving a nice review At Home In Key West team
From a partner site

10/10 Excellent

October 2021

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great time,
Response from VrboOwner on 19 Sept, 2022
Thank you for the kind words! We’re so happy your stay surpassed your expectations. Would you mind sharing with your family and friends who are due for a vacay? We’d love to continue providing a great experience to awesome customers like you. Thanks again!
From a partner site

10/10 Excellent

A fantastic location

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: Our rental was well appointed with many items that aren't always found in many rentals. The location was fantastic! Being right in Old Town made it very easy to walk to most of what we wanted to see.
Response from VrboOwner on 19 Sept, 2022
Thank you for your kind words!
From a partner site

10/10 Excellent

Key West Charming

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: The condo is comfortable and clean. It is well located to walk to restaurants, bars, and points of interest. The TV was very old and the picture was stretched and not in focus. We contacted At Home in Key West to report the problem and were pleasantly surprised to have a new TV installed three days later thanks to Jessica Robb, who was so knowledgable, professional, and efficient in installing the new TV. We were thrilled that we were able to stream shows using the new TV.
Response from VrboOwner on 19 Sept, 2022
Thank you so much for taking the time to review, Stephen! Your feedback is greatly appreciated. We'd love to host you and your group again soon!
Verified review

8/10 Good

Liked: Check-in, communication, location, listing accuracy

First-time visitor to Key West

This was a great property located in a wonderful section of Old Town Key West. Convenient to many attractions. Neighbors nearby were extraordinarily friendly. We enjoyed spending our mornings out on the patio drinking coffee and pine or day before heading out to see the local attractions. Would definitely recommend.
Stayed 7 nights in Jan 2020
Response from VrboOwner on 3 Apr, 2020
Robert, Thank you for leaving a review At Home in Key West team
Verified review

8/10 Good

Great little hideaway.

The property is really cute, clean and very conveniently located. We had a few maintenance issues during our stay, but the staff was super responsive and did everything they could to minimize inconvenience. Thanks Brigit and Samantha!
Stayed 7 nights in Mar 2018
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