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ANNIE'S HIDEAWAY at The Truman Annex in Key West

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Pool - ANNIE'S HIDEAWAY at The Truman Annex in Key West (Key West)
TV - ANNIE'S HIDEAWAY at The Truman Annex in Key West (Key West)
TV - ANNIE'S HIDEAWAY at The Truman Annex in Key West (Key West)
Property grounds - ANNIE'S HIDEAWAY at The Truman Annex in Key West (Key West)
Outdoor dining - ANNIE'S HIDEAWAY at The Truman Annex in Key West (Key West)
Experience the charm of Key West at Shipyard Condominiums, located in the Truman Annex Complex. Unwind on your private covered deck, enjoy a swim in the nearby pool, or take advantage of central air conditioning for ultimate comfort. With off-street parking and washer/dryer available, this property feels like home.

Reviews

9.6 out of 10
Exceptional

Entire condo

1 bedroom1 bathroomSleeps 454 sq m

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

Add dates for prices

About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

ANNIE'S HIDEAWAY at The Truman Annex in Key West

This charming one bedroom, one bath 2nd floor property features an Olympic queen in the master bedroom and a large covered deck off the the living room, updated bath and bedroom. The living room, which includes a sleeper sofa, is close to the kitchen, and dining areas. Both the living room and bedroom have televisions... | This lovely property is also close to the pool and and private assigned parking. Shipyard Condominiums are located in the Truman Annex Complex which is located 2 blocks from Duval Street and all of the Old Town Key West attractions. The properties are also located 1/4 mile from one of the best beaches on the island. The Shipyard units are single level condominiums which have private courtyards on the first level or balconies on the second level. All properties are outfitted with washer/dryer, pots, pans, towels linens, have central air conditioning, off street parking and pool access.
Please note: This property will require a minimum of a 28 night stay.

Property amenities

Pool/Spa

  • Communal pool

Internet

  • Available in the condo: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop

Bedrooms

  • Bedroom
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Bathtub or shower
  • Towels provided

Entertainment

  • TV

Outdoor areas

  • Balcony

Laundry

  • Laundry facilities
  • Washer/dryer

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 580 square feet

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Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events 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
Onsite 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 indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

Property is also known as

Annie's Hideaway in the Truman Annex
Annie's Hideaway @ the Truman Annex Key West
Annie's Hideaway @ the Truman Annex Private vacation home
20% Off Summer Special Annie's Hideaway @ the Truman Annex
2698-193259

About the neighborhood

Located in Key West, this condo is in the city center. 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. Visit our Key West travel guide
View more Condo Rentals in Key West
Map
Key West, FL

What's nearby

  • Duval Street featuring signage
    Duval Street
    6 min walk - 0.5 km
  • Ernest Hemingway Home and Museum featuring heritage elements and a house
    Ernest Hemingway Home and Museum
    6 min walk - 0.5 km
  • Fort Zachary Taylor Historic State Park showing military items, heritage elements and interior views
    Fort Zachary Taylor Historic State Park
    8 min walk - 0.7 km
  • Mallory Square featuring outdoor art, a square or plaza and signage
    Mallory Square
    11 min walk - 1.0 km
  • Florida Keys National Marine Sanctuary
    5 min walk - 0.4 km

Getting around

  • Key West Intl. Airport (EYW)
    19 min drive

Restaurants

  • Green Parrot Bar
    4 min walk
  • Willie T's
    6 min walk
  • Mangoes Restaurant
    7 min walk
  • Blue Heaven
    8 min walk
  • Rams Head Southernmost
    7 min walk

Frequently asked questions

Does ANNIE'S HIDEAWAY at The Truman Annex in Key West have a pool?

Yes, this property has a pool.

Is ANNIE'S HIDEAWAY at The Truman Annex in Key West pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at ANNIE'S HIDEAWAY at The Truman Annex in Key West?

Check-in begins at 4:00 PM.

What time is check-out at ANNIE'S HIDEAWAY at The Truman Annex in Key West?

Check-out is at 10:00 AM.

Where is ANNIE'S HIDEAWAY at The Truman Annex in Key West located?

Located in Old Town Key West, this condo building is within a 10-minute walk of Truman Waterfront Park, Duval Street, and Ernest Hemingway Home and Museum. Mallory Square and Fort Zachary Taylor Historic State Park are also within 15 minutes.

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ANNIE'S HIDEAWAY at The Truman Annex in Key West Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 29 out of 37 reviews
Rating 8 - Good. 6 out of 37 reviews
Rating 6 - Okay. 2 out of 37 reviews
Rating 4 - Poor. 0 out of 37 reviews
Rating 2 - Terrible. 0 out of 37 reviews

9.8

Cleanliness

10

Location

Reviews

6/10 Okay

Melissa C.

Liked: Cleanliness, communication, location, listing accuracy

Annie’s hideaway

Great location.
Stayed 7 nights in Mar 2025
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

A Perfect Hideaway

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: Experience Key West like a local. Great location, relaxing environment.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

sonale h.

Great place for a couple

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 property was clean and comfortable. Great location to all the fun spots
Stayed 7 nights in Feb 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

James F.

Paradise = Key West!

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 3 weeks at Annie's Hideaway in Shipyard Condominiums in the Truman Annex were perfect!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

John M.

Annie's Hideaway Review

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: Excellent! Unit and grounds are clean and well maintained. Management was helpful and courteous. Proximity to attractions is unbeatable as everything is within walking distance. Definitely considering a return visit.Only negative was space to park bikes. Many spaces filed with what appear to be abandoned bikes!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Roger O.

Annie’s Hideaway

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: It was a perfect spot to house the two of us! Very comfortable with many amenities. Close to Duval (walking distance) so you’re close to the energy! Would stay in this rental again.

10/10 Excellent

Lori T.

Great Location

Would stay again.
Stayed 7 nights in Mar 2019
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

James F.

Paradise = Key West!

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 stayed for 3 weeks in this Shipyard condominium and enjoyed every minute! Beautiful location in the highly sought Truman Annex.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Kenneth L., Midwest

Great 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: Check in was easy, unit was clean and nice. No surprises . Will use unit / company again. Only issue was malfunctioning smoke alarm,
Stayed 8 nights in Jun 2021
This review comes from a trusted partner site and has not been verified.

8/10 Good

Kat W.

Annie’s Hideway

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: Property was as described; clean (except sofa bed was either dirty or so worn out it looked dirty and very uncomfortable to sit on); bedroom bed was very comfortable; no hooks in bathroom to hang towels and such; not too far from pool; walked everywhere from this location; staff at Compass was very helpful and prompt (trouble with lock and the key resolved quickly); it is small so perfect for me but 4 people would sure be cozy; I would stay there again!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Lance M.

Second Time's a Charm

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 second visit to Annie's Hideaway and it did not disappoint. Close to all the attractions we are interested in. The unit is well equipped with the essentials such as beach chairs, beach towels, washer and dryer and a well supplied kitchen...but we prefer to eat out. This unit fits the bill of our needs and we surely will rent again. All in all, just a great experience staying here.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Ian H. H.

Location Excellent, property lovely

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: Fantastic property, clean & fully equipped with everything you would need. Great location only two blocks from Duval Street.
Stayed 7 nights in Jun 2022

10/10 Excellent

Lynette T.

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

convenient location

The property was well maintained and central in location to all of the activities we had planned for our vacation. We were able to walk or ride bikes to all locations. Compass Reality Staff members were helpful and easy to work with. Very lovely stay.
Stayed 7 nights in Jun 2022
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Dawn W.

Great Property!

Rating Details: The property manager was more than 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: Property was very clean, equipped with everything we needed, and location was great! One minor thing: the toilet was a little temperamental, and didn't always fill up after flushing. Otherwise, we thoroughly enjoyed our stay!
This review comes from a trusted partner site and has not been verified.

8/10 Good

Christiane L.

Beautiful holiday...great location...unit needs tlc

Rating Details: The property manager was very helpful. The vacation rental was 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: We had stayed in the Truman Annex four years ago and of course it was about half the price (sadly everything has increased in price), in another unit. This last one was dated and needed extra care such as the windows being filthy and the screens plugged with dirt. The bathroom could use glazing in the tub and a new sink. Overall the whole experience was great with best location nice pool and safe grounds.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Mark J.

Two week stay

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: Great location, clean/well equipped condo, Compass Realty does great work....
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Roger O.

Annie’s

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: Annie’s is located in a very good spot just off of Duval. Easy to walk to many locations. Condo was very well stocked and comfortable. We enjoyed coffee on the covered deck each morning. Bedroom was tight but very doable. Stairs getting into condo could be challenging for a person with physical limitations. We’d rent again!
This review comes from a trusted partner site and has not been verified.

6/10 Okay

Sue K., Naperville IL

Mixed review

Rating Details: The property manager was adequately 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 do not recommend this vacation rental. Reviewer Comments: First the positives: The Truman Annex is an excellent location to stay in Key West. We were able to walk to the restaurants, music spots and the Ft Zachery Beach. Also very close to the Hemingway House and the Lighthouse. Annie’s Hideaway is very small but very clean and had enough space for 2 people. The negative: The bed has a pillow topper which loses its appeal after a few days and we were there for 2 weeks. My biggest complaint is management does not provide basic toiletries for a 2 week stay. All we expect is toilet paper, hand soap and dish soap( this unit does not have a dishwasher). Management told me they only provide enough basics for a few days. We stay at rental units quite often throughout the year and they are always well stocked. This is not how it’s typically done. I will stay at Truman Annex again but will look into a different rental company.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Edward O.

Great 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 very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Very clean, everything you need is included. Close to Duval St. Bed was very comfortable.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Lance M.

Perfect Location - Walking distance to almost everywhere

Rating Details: The property manager was more than 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: Annie's Hideaway has everything you need for your escape to paradise. Everything from beach towels and chairs to a washer and dryer. Nicely kept up, and we would definitely stay her again.
Stayed 7 nights in Apr 2022
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Michael C.

a week in Annie's Hideaway

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: Good experience overall. Bedroom was a little small considering I couldn't fully open some of the dresser drawers because the bed was in the way. Great location. Walking distance to the beach, downtown, and harbor areas. Development was nice and quiet.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Michael C.

a week in Annie's Hideaway

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: Good experience overall. Bedroom was a little small considering I couldn't fully open some of the dresser drawers because the bed was in the way. Great location. Walking distance to the beach, downtown, and harbor areas. Development was nice and quiet.

10/10 Excellent

Scott B.

Liked: Cleanliness, communication, location, listing accuracy

Great location

This is our second stay at Shipyard. It is a perfect location. Did not rent a car this time and just rented bikes from We Cycle (close by). Other than the need to pick up keys at a separate location it was great.
Stayed 7 nights in Feb 2022

10/10 Excellent

Mitch B.

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

Key West July 2021

Great location! Easy to get checked in and exactly as listed.
Stayed 7 nights in Jul 2021

10/10 Excellent

Curtis G., Tierra Verde, FL

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

Super Location

Very near Duval Street. Near the sights. We rode bicycles every where. We loved the condo, it was very clean and well appointed. The AC was very cool and plenty of hot water and bath towels. They even had beach towels. No noise was heard from outside. Bed was super.
Stayed 10 nights in Jul 2021