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A SUNRISE COTTAGE at The Truman Annex in Key West

Holiday home with kitchen, 6-minute walk to Duval Street

Photo gallery for A SUNRISE COTTAGE at The Truman Annex in Key West

Living area
Living area
Living area
Living area
Interior

Reviews

9.4 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 6102.2 sq m

Popular amenities

  • Dryer
  • Washer
  • Parking available
  • Kitchen
  • Pool
  • Outdoor space

Explore the area

View map
  • Place, Duval Street
  • Place, Ernest Hemingway Home and Museum
  • Place, Fort Zachary Taylor Historic State Park
  • Airport, Key West, FL (EYW-Key West Intl.)

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

2 Single Beds

Other Space 1

1 Double Murphy Bed

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Garden

About this property

A SUNRISE COTTAGE at The Truman Annex in Key West

This charming 2 story 2 bedroom with loft, two bath cottage in the Shipyard Condominiums is located just off the pool and gorgeous park. Both bathrooms have been recently updated! The first floor bedroom and bath are conveniently located just off the kitchen. Enjoy the very comfortable living room with a dining area that enjoys view through two sets of French doors to the rear deck and garden. The primary suite on the second floor enjoys a queen bed, plus a sitting are which includes a murphy bed. The large covered rear deck features out door dining and lounging and a back gate which provides quick access to the rest of the community and the park.
The Shipyard Condominiums are located in the prestigious gated community of Truman Annex in Key West’s Old Town area. These condos are located just 2 blocks from Duval Street and all the Old Town Key West attractions including Fort Zachary Taylor State Park and Beach and the Truman Waterfront park. This property is outfitted with washer/dryer, pots/pans, towels, linens, central air conditioning, assigned off street parking, and access to a refreshing community pool.

“Beginning January 2026, all properties in the Truman Annex will require a minimum of a 28 night stay”

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Amenities

Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning

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Living area
Hemingway Hideaway in the Truman Annex
  • Pool
  • Kitchen
  • Washer
  • Dryer
9.8 out of 10, (65 reviews)
Hemingway Hideaway in the Truman Annex

House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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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

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 indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock

About the area

Key West

Located in Key West, this holiday home 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 Smathers Beach. USCGC Ingham Maritime Museum and Florida Keys Eco - Discovery Center are also worth visiting.
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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 - 6 min walk - 0.5 km
  • Fort Zachary Taylor Historic State Park - 8 min walk - 0.7 km
  • Mallory Square - 11 min walk - 1.0 km

Getting around

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

Restaurants

  • ‪Green Parrot Bar - ‬4 min walk
  • ‪Blue Heaven - ‬8 min walk
  • ‪Moondog Cafe & Bakery - ‬8 min walk
  • ‪Kaya Island Eats - ‬7 min walk
  • ‪Santiago's Bodega - ‬6 min walk

Frequently asked questions

Does A SUNRISE COTTAGE at The Truman Annex in Key West have a pool?

Yes, this property has a pool.

Is A SUNRISE COTTAGE at The Truman Annex in Key West pet-friendly?

No, pets are not allowed at this property.

How much is parking at A SUNRISE COTTAGE at The Truman Annex in Key West?

On-site parking is available at the property.

What time is check-in at A SUNRISE COTTAGE at The Truman Annex in Key West?

Check-in begins at 4:00 PM.

What time is check-out at A SUNRISE COTTAGE at The Truman Annex in Key West?

Checkout is at 10:00 AM.

Where is A SUNRISE COTTAGE at The Truman Annex in Key West located?

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

Reviews

9.4

Exceptional

9.6/10

Cleanliness

10/10

Amenities

8.0/10

Property conditions & facilities

10/10

Eco-friendliness

9.2/10

Check-in

10/10

Communication

10/10

Location

9.4/10

Listing accuracy
Rating 10 - Excellent. 42 out of 53 reviews
Rating 8 - Good. 7 out of 53 reviews
Rating 6 - Okay. 1 out of 53 reviews
Rating 4 - Poor. 2 out of 53 reviews
Rating 2 - Terrible. 1 out of 53 reviews

Reviews

10/10 Excellent

William F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We very much enjoyed our stay, the location was fantastic not only to everything to do in Key West but the pool was only steps from the front door.
Stayed 8 nights in Jul 2025

10/10 Excellent

KC C.

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

Good times in KW

Great property, great location, and good time had by all.
Stayed 7 nights in May 2025
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Meg M.

Great stay, would return

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 was the second time my family has stayed at A Sunrise Cottage and we plan to return. The location is great and the unit has everything that we need. Clean, comfortable, and ideally located. I would definitely recommend it.

10/10 Excellent

Meg M.

Liked: Cleanliness, communication, location, listing accuracy

Great stay in Key West Truman Annex

Wonderful location, easy access to beach, old town, splash pad, pool. Really good for kids and adults alike.
Stayed 7 nights in Jun 2024

8/10 Good

Kimberly L., Denver, CO

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

Very clean, great location!

We enjoyed our week. Would definitely stay again.
Stayed 7 nights in Apr 2022

10/10 Excellent

John Mark

Liked: Cleanliness, amenities, property conditions & facilities, communication
It has that 80’s beach house feel. Steps away from the pool and easy walk to town. Loved it!
Stayed 10 nights in Jul 2024

10/10 Excellent

Grabowski, A.

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

Great Place to Stay

This was a great rental in a great location, and the management was very clear, helpful, and easy to reach. One thing to note is that the master suite does not have a door (as noted in other reviews), and the sound does travel from downstairs. Loved the location and the amenities.
Stayed 7 nights in May 2024
This review comes from a trusted partner site and has not been verified.

2/10 Terrible

David P.

Disappointed

Rating Details: The property manager was very helpful. The vacation rental was clean. I was very happy with the location. I was very dissatisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: This cottage has seen better days; in one word it is beat. Leaking sink and broken exhaust fan in bathroom, upstairs bathroom we stopped using because the shower handle was so hard to turn off and on, missing kitchen cabinet handle, broken faucet in kitchen, worn out towels and pillows. This property needs sprayed for bugs as well. Patio had no hose to clean off the constant droppings from chickens and Iguanas.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Maija B.

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: Great place for a group of friends. Close to everything!
Stayed 7 nights in Aug 2024

10/10 Excellent

Marian L.

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

Construction 8am - HORRIBLE

Every morning there was 8 am construction couldn’t sit in the deck because of the falling debris. Kitchen drawer had no handle. The outside deck had no canopy like in the pictures. Other than that we had a great time.
Stayed 7 nights in Apr 2025

10/10 Excellent

Steve G.

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

Fun, Fun, Fun!!

Exactly as advertised! We had a blast! We will definitely be back!!
Stayed 8 nights in Dec 2022

10/10 Excellent

JOseph P.

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

Great Stay close to everything

Loved this property. Just as described. Would suggest renting bikes to get around everywhere. Beach is 5 min bike. sunset 2 min bike downtown key west 2 mins.
Stayed 7 nights in Mar 2024
This review comes from a trusted partner site and has not been verified.

4/10 Poor

geoff

Return

Rating Details: The property manager was adequately 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: Nice to be back to Key West. The rental was not as we remembered it. Facility not as advertized, equipment not working properly but the Green Parrot Bar was great
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Kelly W., Charlestown IN

High school / college graduation trip

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: Our rental was very nice. It was clean and very quaint. Loved the location!
Stayed 7 nights in Jul 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Douglas M.

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

10/10 Excellent

Janice P.

Love 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: Renting A Sunset Cottage was a great! Great location! Perfect for 2 couples or a small family. Very clean! No issues with anything. Already planning on going back.
Stayed 7 nights in Apr 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

K U.

Family Reunion

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: Compass Realty provided exceptional service! The Sunrise Cottage was ideal for our family, the backyard space was an added bonus and the location was ideal.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Michael A.

Christmas in 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: Incredible time overall in Key West. We spent a week with our 4 teenage children and the place was perfect. Great location, everything we needed in the home, and very easy checkin/check out process. We’ll be back - already looking at booking our next stay. Thanks!
Stayed 7 nights in Dec 2023

10/10 Excellent

Pat B.

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

Vacationing in Paradise

The property was very clean, quiet and a very good location. Close to restaurants, shopping, and activities. The only issues with the condo was the upstairs toilet seat , bathroom hooks and toilet paper roll were loose. Was a little disappointed in the upstairs second bedroom which didn't have a bed or couch. Be sure to put security warning on the step out into this bedroom, drops suddenly. Water in downstairs toilet didn't fill high enough. But overall, we would stay here again.
Stayed 7 nights in Nov 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Edna P.

A sunrise Cottage is great!

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: Loved this cottage, great location. Only a couple things the kitchen has no storage for groceries. Would have been nice to have a Keurig, and a couple longe chairs on the deck.
This review comes from a trusted partner site and has not been verified.

8/10 Good

Pat L.

Sunrise Cottage 2023

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 place to stay: the interior was well appointed with comfortable furniture, the patio was spacious, the beds were comfortable. Only complaint was that the fan in the upstairs bedroom clinked without stopping at any speed.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

GLENN H.

PERFECT AS ALWAYS

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 was my 4th-5th time renting sunrise cottage, i have to say the owners did a great job with the renovations and as always a perfect rental experience. I have been renting with Compass for the last 10+ years and would never rent with anyone else .
This review comes from a trusted partner site and has not been verified.

4/10 Poor

william b.

Could be really nice if maintained

Rating Details: The property manager was very unhelpful. The vacation rental was clean. 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: Despite being in a fantastic location, the lack of maintenance would keep me from returning to A Sunrise Cottage. It was unfortunate that the previous renter's post did not post until after we arrived because it was spot on. The linens were in need of replacement, the master suite bed's headboard was not connected to the bedframe and the mattress felt like a Marshmallow on a cot. If you sat on the foot of the bed the head of the bed popped up. The towel hook in the master bath was coming out of the wall, the ceiling fan made a horrible sound all night making it impossible to sleep through the night. The kitchen faucet was broken and the bottom drawer pull was missing. The chairs and sofa could use a good cleaning. The deck could have been a pleasant place to sit with great furniture; however, the mess from the chickens and iguanas left an awful barnyard stench. Never experienced such a mess in all the years staying in Truman Annex. Compass Realty was unresponsive to a call that I made up on my arrival.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Gordon B.

Beckwith’s Key West vacation at Sunrise Cottage

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: Family vacation with daughters, in laws, and friends. Enjoyed snorkeling tour and Dry Tortugas trip which included some fantastic snorkeling. Ate a lot of seafood, went to several happy hours at various locations, also saw several sunsets at Mallory Swuare. Olympic Really enjoyed the Truman Little White House tour. We all got the most enjoyment from riding our bicycles pretty much everywhere we went. We’ve been to Key West several times for extended stays, and enjoyed this location the best.

10/10 Excellent

Kelley E.

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

Nice getaway

We had a great week! The place was very clean and had updated bathrooms. We had no issues with anything. We did have 6 adults but the place would probably work better for a family of six based on only 2 bathrooms and the way the rooms are set up. Please also consider adding to the after hour check in instructions that the lock boxes are at the rental office not on the door. We did get an email but it went to spam so didn’t see it but that info isn’t included in the instructions in other places. Thanks for a great week!
Stayed 7 nights in Mar 2023

About the host

Hosted by Compass Realty Vacation Rentals & Property Management

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