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Shady Nook at The Truman Annex in Key West

Condo near Duval Street in Key West

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Photo gallery for Shady Nook at The Truman Annex in Key West

A water park with a slide, a water fountain, and palm trees at sunset.
A living room with a blue sofa, a wooden coffee table, a TV on a wooden stand, and a large window with blinds.
A bedroom with a bed, a ceiling fan, a TV, and a view of the outside.
A covered patio area with a dining set and a ceiling fan.
A gated community entrance with a sign for Shipyard Condominiums, surrounded by palm trees and a clear blue sky.

Reviews

8.6 out of 10
Excellent

Entire condo

2 bedrooms1 bathroomSleeps 41 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Outdoor Space

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

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About the neighborhood

Key West

City center stay.Within a 10-minute walk of this Old Town Key West condo, you'll find Duval Street and Ernest Hemingway Home and Museum. Also, Mallory Square is within half a mile (1 km) and Florida Keys Beaches is within 2 miles (3 km).
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What's nearby

  • Florida Keys Eco - Discovery Center - 3 min walk - 0.2 miles
  • Florida Keys National Marine Sanctuary - 5 min walk - 0.3 miles
  • Duval Street - 6 min walk - 0.4 miles
  • Ernest Hemingway Home and Museum - 8 min walk - 0.4 miles
  • Fort Zachary Taylor Historic State Park - 8 min walk - 0.4 miles

Getting around

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

Restaurants

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

About this property

Entire place

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

Shady Nook at The Truman Annex in Key West

This first floor 2 bedroom, 1 bath condo is a blend of Key West charm, modern comfort and unbeatable location!
You'll enjoy bright, breezy interiors, serene outdoor spaces, a communal pool and walkable access to the best of down town. Perfect for a vacation escape. This is a ground level condo. One of the bedrooms has a queen size bed, the other has two twins - both bedrooms are equipped with a flat screen TV.
The unit has free Wi-Fi, cable TV & streaming capabilities, one parking space, a fully equipped kitchen. Beach towels are included! The unit will accommodate up to 4 adults comfortably. The dining table only seats 2, however the patio set is set up with dining for 4 adults.
Come and enjoy the best of Key West!
Please note: This property has a 28 night minimum stay

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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
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Bathtub or shower
  • Towels provided

Living spaces

  • Dining table
  • Living room

Outdoor areas

  • Patio

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

General

  • Unit size: 1 square foot

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

  • No pets 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
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher and a smoke detector in each accommodation.

Property is also known as

Shady Nook The Truman Annex
Shady Nook in the Truman Annex
Shady Nook @ the Truman Annex Key West
Shady Nook @ the Truman Annex Private vacation home
20% Off Summer Special Shady Nook @ the Truman Annex
Shady Nook @ the Truman Annex Private vacation home Key West
30% off Special Thru Nov 30 2020 Shady Nook in the Truman Annex
2698-193333

Frequently asked questions

How close is Shady Nook at The Truman Annex in Key West to the airport?

This condo is 4.1 mi (19-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.

Does Shady Nook at The Truman Annex in Key West have an airport shuttle?

Airport shuttle services are not available at this condo.

How close is Shady Nook at The Truman Annex in Key West to the beach?

This condo is a short 14-minute walk from Florida Keys Beaches and 2.5 mi (15-min drive) from Smathers Beach. Don't forget your sunscreen!

Does Shady Nook at The Truman Annex in Key West offer free breakfast?

This condo does not offer free breakfast.

Is there a casino at Shady Nook at The Truman Annex in Key West?

No, there is no casino at this condo.

What time is check-in at Shady Nook at The Truman Annex in Key West?

Check-in begins at 4:00 PM.

Is there free parking at Shady Nook at The Truman Annex in Key West?

Free parking is not available at this condo.

Does Shady Nook at The Truman Annex in Key West have a pool?

This condo does not have a pool.

Does Shady Nook at The Truman Annex in Key West have a spa?

There are no spa services available at this condo.

How close is Shady Nook at The Truman Annex in Key West to downtown Key West?

This condo is 0.2 mi away from Key West.

Shady Nook at The Truman Annex in Key West Reviews

Reviews

8.6

Excellent

Rating 10 - Excellent. 26 out of 46 reviews
Rating 8 - Good. 11 out of 46 reviews
Rating 6 - Okay. 5 out of 46 reviews
Rating 4 - Poor. 4 out of 46 reviews
Rating 2 - Terrible. 0 out of 46 reviews

8.8/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Heather D.

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

Fantastic Location!

Any easy walk to many of the "must sees" in Key West.
Stayed 7 nights in Mar 2024
Verified review

10/10 Excellent

Emmy Y.

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

Amazing!

Such a great time with family friends, great location near duvall and beautiful complex!
Stayed 7 nights in Mar 2025
Verified review

8/10 Good

Kelly L.

Liked: Cleanliness, communication, location, listing accuracy

Great vacation

Perfect Location, pool was nice but a little crowded. The unit is a little dated but I would book again.
Stayed 7 nights in Feb 2024
Verified review

10/10 Excellent

Kevin B.

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

Key West

Stayed here before. Right in the middle of the action.
Stayed 7 nights in Jan 2025
From a partner site

10/10 Excellent

Amanda R.

Cute place, great 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: Very cute and comfy. Location is amazing :)
Stayed 7 nights in Mar 2024
Verified review

10/10 Excellent

Kristy M.

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

Our stay

Loved the location!! Within walking distance to everything we wanted to see and do. We like the easy in and out from our condo with being on the first floor was a plus. Overall well stocked kitchen for our needs. Place is dated but clean. Good stay!!
Stayed 7 nights in Dec 2023
Verified review

10/10 Excellent

Angela G.

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

New Years 2022-23

This is the second time we have stayed in the Shipyard Condos. This one was a great area in the complex. Able to walk out of the gate instead of walking through the complex. We would stay here again.
Stayed 7 nights in Dec 2022
Verified review

10/10 Excellent

Marlene L.

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

Great location in the heart of Key West

A nice property within walking distance of many of Key West interesting spots! Nice warm pool. Patio was cozy . While the property managers can’t help it, we were bothered by cigarette smoke from the renters on the upstairs porch.
Stayed 7 nights in Mar 2023
Verified review

6/10 Okay

Katie C.

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

Spring Break in the Keys

Our family of four loved the location of our unit in Truman Annex! We were able to walk and bike everywhere within minutes. Bedrooms are small and unit needs some updates, especially carpet and bathroom. We loved sitting on back porch to read!
Stayed 7 nights in Mar 2025
From a partner site

6/10 Okay

TAMMY K.

Beach Break

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 unit needs a complete overhaul. It was clean just needs updating!We will be back & stay again in the Annex. It’s a great location!
Verified review

8/10 Good

Joann M.

Liked: Check-in, communication, location

Wedding

Great location, The property needs updating, the grounds outside needed to be cleaned up. Overall it all worked out.
Stayed 7 nights in Feb 2023
From a partner site

10/10 Excellent

Wayne H.

Shady Nook

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: it was good, only issue i had was someone kept parking in my designed parking spot. They spot numbers are confusing.
Verified review

8/10 Good

Lauren G.

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

Great spot to stay! Location was perfect.

Only thing that we could request be different is the pick up of the key and the returning of the keys! It definitely adds a bit of a wrench in the plans when you have a little one and a ton of luggage to go back to the office the day of checkout! Other than that the staff was super helpful with anything we needed, early check in, late check out both granted, easy communication, and the location of this one can’t be beat — street access from the back gate!
Stayed 7 nights in Nov 2023
From a partner site

8/10 Good

Robert F W.

Nice Unit

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: Good. Upstairs unit occupants were very noisy. They were stomping throughout the day, and appeared to have some sort of construction project underway.
Verified review

10/10 Excellent

Michael A.

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

Exactly as Promised

We had a great time in the Truman Annex. We initially booked a different unit, but was advised that during our stay, the unit was to have repairs done. Compass Staff reached out and gave us several options for relocation. The unit we chose was perfect, the change was seamless and the communications with staff were prompt and professional. They moved us away from the construction area and we were not disturbed. The unit was clean and well maintained and was perfect for our family of two adults and two teenagers. We can't wait to come back!
Stayed 7 nights in Apr 2025
Verified review

8/10 Good

Devon W B.

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

149

Very disappointed no curtain on bedroom patio door. Unacceptable. Ccumbersome having to get the front the office keys a half mile
Stayed 7 nights in Jan 2025
From a partner site

10/10 Excellent

Lloyd H.

Great week

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 stay was very good. When we arrived we were told the unit we reserved had lost its a/c so we were put in another unit which turned out to bean even better experience. The unit, in the “Shipyard” section was a reasonable walk to everything. We were very pleased with the cleanliness of the unit. Staying at these condominiums is like being at home, almost. You are able to cook if you wish and pack less because you have laundry facilities in the unit. This is now our go to place in Key West.
Verified review

8/10 Good

Deb P.

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

Shady Nook

This unit needs to be updated especially the bathroom. Tub is chipped with rust. Shower door is not attached to tub side Sink clogs Bedroom closet doors are not attached at top Bedroom door to patio is rotting and does not close properly Loose floor tile in kitchen. Need new ice trays. Ones there are cracked Need new thermostat
Stayed 7 nights in Feb 2024
From a partner site

4/10 Poor

Tracy K.

Unit needs a lot of work, realty management was non-responsive

Rating Details: The property manager was very unhelpful. The vacation rental was clean. I was somewhat unhappy with the location. I was satisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: Rental had prior reviews of plumbing issues in bathroom which I figured would be fixed by the time we rented, but they weren’t . Toilet was a low, slow flush, as was the bathroom and the tub, well if you like getting a gross foot soak while taking a shower....need I say more? Compass Realty was contact three times and never responded to our issues. Also, the second bedroom with two twins was so tight you couldn’t even walk around the beds. Better suited to one full size bed. I will say they had plenty of towels, coffee filters and dishes, but sadly the only positive I can write here.
Stayed 7 nights in Apr 2023
From a partner site

10/10 Excellent

Lisa G.

Compass was Great

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was somewhat dissatisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: When we arrived at condo cleaning lady came back to take photo of a cabinet that neeeded fixing,we told her the toilet was not flushing right.We told her the place was very clean inside. She said she would report it, but it would most likely be Monday tell they come out. We went in on Monday and Megan had the handyman already on his way and the plumber. Compass realty was great. Who ever owns the condo really needs to do some up keep on the place. Doors are rotting away afraid to open bedroom patio doors for fear the glass would break. This was our 3rd stay at Shady Nook and last, but not with compass realty. Can't beat the location though.We had a great time.
From a partner site

10/10 Excellent

cynthia g.

Can't wait to go back!

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: Totally enjoyed our weeks stay at the Shady Nook. Had all the conveniences of home and more. Really enjoyed our private entrance into our backyard patio too. I had been a bit nervous that being so close to the road might be noisy or we would feel less secure but that was no problem at all. If I had to think of something to make it even better would be to add more mirrors as there only mirrors in the bathroom - we were a group of 3 women so more mirrors would have been more convenient for getting ready for the day. Everything was in good working order and nicely decorated. I do just want to let folks know that if you have to reset the wifi the wifi box is in the bedroom with the queen bed. We got confused as we thought it was the box connected to the main tv in the living room but then again we are not all that tech savvy.All in all this was a 5 star vacation!
From a partner site

6/10 Okay

Patrick G.

Decent but needs some TLC, less Karen

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was more than happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We have stayed in the Annex before so we knew what we were going for... generally quieter spot off DuVal. The unit itself needs some paint, the only toilet will give you one flush and when I looked to see if it was fixable , the insides look decades old. Previous reviews stated there is a single mirror in the whole unit, a simple behind the door mirror would help. The ac unit thermostat is another relic, we came into the property with it set at 80 and it was an ice house. Had to set it to 85 to keep it just right. A nest would be an upgrade that would prob save the owners money. The locks were sticky , digital key pads would be an improvement and safer as how many people have had those keys over the years? Finally, the pool has a few owner Karen’s who patrol that area and are rude. Our group wasn’t ones being approached but we witnessed a woman get annoyed at another group for having a small glass on the pool patio. Claimed they would have to drain the whole pool if it broke. It wasn’t near the pool. Other reports of raving Karen calling security if women went topless or wore simple nipple cover made daily poolside chatter. Unit owners making great profit off the units should not allow women to be body shamed and should speak to the board.
Stayed 7 nights in Oct 2022
From a partner site

8/10 Good

taylor b.

Great spot in walkable location!

Rating Details: The property manager was very helpful. The vacation rental was very clean. 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: This unit was very nice and conveniently located. It is easily accessed through the back gate. When we arrived, it was already dark and it took us a while to both get into the fenced in area to get the keys then figure out which unit was ours (It's near the very front but tucked away a bit.). Loved that it had a washer/dryer and dishwasher. The shower door needs some help, it seems to be falling apart a bit, and water leaks out, but still functional. We had a late flight out and the management company graciously allowed us to stay a few more hours which I appreciated so much. Great place, highly recommend.
Stayed 7 nights in Jun 2022
Verified review

10/10 Excellent

Gordon F.

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

Exactly as Advertised

This is an incredible location right in the heart of old town Key West and just a stone's throw from some of the best places on the Island. Easy access to the Truman Annex park and beach, as well as the Green Parrot and Duval st. The unit is exactly as the pictures show it. The kitchen is cute and convenient and makes the occasional meal very easy. The team at Compass made the check-in and check-out process as easy as is possible. No issues to note. Would definitely rent again.
Stayed 7 nights in Jun 2022
Verified review

4/10 Poor

Pam C.

Disliked: Communication, listing accuracy

False advertisement

One mirror in bathroom, very difficult for four women to get ready to go out...need more mirrors Not enough seats for four people to sit inside or outside...3 chairs for outdoor patio, 2 chairs for kitchen table Door to back patio very difficult to open Had to kill several cockroaches TVs in bedrooms don't work, no instructions. 2 rickety old beach chairs Dressers are so small, never unable to unpack 4 suitcases, had to live out of suitcase for a week Pull out couch mattress needs replaced and there were food crumbs inside when we pulled out the sofa bed. No furniture to sit on, on the front porch. The only plus was plenty of bath towels. Stayed in nicer places half the price.
Stayed 7 nights in May 2022

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