Skip to Main Content.
List your propertySupportTrips
Unlock instant savings with Member Prices
Sign in
Feedback
Entire home

A SUNRISE COTTAGE at The Truman Annex in Key West

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

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

Pool
Living area
Exterior
Living area
Property grounds
Nestled in the prestigious Truman Annex, this charming Key West cottage offers a comfortable living room with French doors that open to a rear deck and garden. The primary suite features a queen bed and sitting area, while the community pool is just steps away.

Reviews

9.4 out of 10
Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 6102 sq m

Popular amenities

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

Add dates for prices

About this property

Entire place

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

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.

Property amenities

Pool/Spa

  • Communal pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

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

Bedrooms

  • 2 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 2 bathrooms
  • Shower
  • Towels provided

Outdoor areas

  • Garden
  • 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
  • Deadbolt lock

General

  • Garden
  • Gated community
  • Unit size: 1,100 square feet

Similar properties

Outdoor dining

Hemingway Hideaway in the Truman Annex

  • Pool
  • Kitchen
  • Washer
  • Dryer
9.8 out of 10, Exceptional, 65 reviews
Hemingway Hideaway in the Truman Annex

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

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

A Sunrise The Truman Annex
Sunrise Cottage @ the Truman Annex
Sunrise Cottage in the Truman Annex
A Sunrise Cottage @ the Truman Annex Key West
20% Off Summer Special Sunrise Cottage @ the Truman Annex
A Sunrise Cottage @ the Truman Annex Private vacation home
2698-193337

About the neighborhood

Map
Key West, FL

What's nearby

  • Ernest Hemingway Home and Museum - 6 min walk - 0.5 km
  • Duval Street - 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
  • Southernmost Point - 14 min walk - 1.2 km

Getting around

  • Key West Intl. Airport (EYW) - 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.

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?

Check-out 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 vacation 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.

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Reviews

A SUNRISE COTTAGE at The Truman Annex in Key West Reviews

9.4

Exceptional

9.6

Cleanliness

10

Location

10

Eco-friendliness

8.0

Property conditions & facilities
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

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
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.

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

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

8/10 Good

Nancy H.

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

Great location!

The property was very clean and actually looked better in person than online. looks like some recent updates may have been made. The location was perfect, we were able to walk to almost everything all week. Had a few questions regarding the property, management company was very helpful. Didn’t like the Master which was a loft, not private and all noises can be heard because it can’t be closed off. The only other issue we had was the pest control company knocked but then entered the property and wanted to spray. Would have been helpful if we had been advised. Overall, it was a good stay, enjoyed the week very much.
Stayed 7 nights in Jan 2023

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
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.

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

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

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

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

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

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

10/10 Excellent

James E.

One week vacation at 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: Is we love the I would be happy to stay there again.

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

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

10/10 Excellent

Brian L.

Key West Vacation 2024

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: Amazing property! Amazing, helpful, and courteous staff! We have been staying at Truman Annex since 1998 and will continue to do so in the future. Great location for everything Old Town

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.

10/10 Excellent

judith p.

a 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 more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Overall the cottage was wonderful. I loved the location. I had only two concerns with upstairs bathroom the flooring needed tender loving care mold around the edges. The linens of the king size bed needed better inspection. The bottom sheet and mattress pad were stained. I did not realize this until I stripped bed covers at end of trip. I think a linen service should be used. We had a beautiful rooster and hen visit every morning while having coffee on the back patio. I have been to Key west many times and this location is the best to go to restaurants & entertainment. Too many good restaurants to name. blue Heaven is two blocks away and has great food and across the street from Blue Heaven is a French restaurant which is also great. I definitely would recommend this cottage and area to stay for your visit to Key West.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

simmons c.

Love Key West

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: We had a great time. The rental has been updated the bathrooms look great. We booked for next year. Compass employees were very helpful.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Leslie B.

Shipyard condo

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: Great location and very comfortable. The living room rug was stained and not clean but maybe the owners don't realize it. I put a blanket on the rug when I was on the rug. Living room and bedroom floors should be mopped but it was easy enough to do it myself. I am renting the same unit next year.
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.

8/10 Good

Perfect key west location

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: Family of 6 rented for a week. The good: the location is perfect. Close to everything, a bike ride away to the beach, shops, the water, restaurants, museums. We didn’t move our car all week. Very quiet. Beds were comfy. Quality towels and sheets.The ok - kitchen is tiny. If you want to cook, this wouldn’t be the rental for you. The upstairs area is spacious, but there’s no privacy. The fan in the upstairs was very loud, and sounded as if it might need a repair. Space was moderately clean, but I think this is an area that could be improved. Overall, we had a great week.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Michael Y.

Great Condo

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've stayed at a lot of places in the Annex, it's the only place we stay in KW and this was by far one of the best. We've used Compass many times and they are always easy and professional to work with. The condo is in a great location, great condition, great outdoor space, could have used a grill but not sure if they are allowed in the condo section. The furniture and beds were very comfortable. If there was anything to complain about and there wasn't really, the kitchen was tiny and only one person at a time could fit but not a big deal at all, we managed just fine.
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 .