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A SUNRISE COTTAGE at The Truman Annex in Key West

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Pool - A SUNRISE COTTAGE at The Truman Annex in Key West (Key West)
Living area - A SUNRISE COTTAGE at The Truman Annex in Key West (Key West)
Living area - A SUNRISE COTTAGE at The Truman Annex in Key West (Key West)
Living area - A SUNRISE COTTAGE at The Truman Annex in Key West (Key West)
Exterior - A SUNRISE COTTAGE at The Truman Annex in Key West (Key West)
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

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

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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.
Please note: This property will require a minimum of a 28 night stay.

Property amenities

Pool/Spa

  • Communal pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

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

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

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city centre

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

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Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are 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
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
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 area

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 South Beach. USCGC Ingham Maritime Museum and Florida Keys Eco - Discovery Center are also worth visiting. Visit our Key West travel guide
View more Holiday homes 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, FL (EYW-Key West Intl.)
    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 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 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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A SUNRISE COTTAGE at The Truman Annex in Key West Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers 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.
More informationOpens in a new window
Rating 10 - Excellent. 43 out of 55 reviews
Rating 8 - Good. 8 out of 55 reviews
Rating 6 - Okay. 1 out of 55 reviews
Rating 4 - Poor. 2 out of 55 reviews
Rating 2 - Terrible. 1 out of 55 reviews

9.6

Cleanliness

10

Location

8.0

Property conditions & facilities

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

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

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

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.

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

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

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.

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

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

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

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.
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
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.

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

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
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

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.

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
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.

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.