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A SUNRISE COTTAGE at The Truman Annex in Key West

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A single-story house with a porch, surrounded by a variety of plants and trees.
A water park with a slide, a water fountain, and palm trees at sunset.
A spacious living room with a large TV, comfortable seating, and a view of the outdoors.
A living room with a sofa, chairs, a coffee table, a TV, and a ceiling fan.
A living room with a sofa, a TV, and a dining area with chairs and a table.

Reviews

9.4 out of 10
Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 61100 sq ft

Popular amenities

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

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

Located in Old Town Key West, this vacation home is within a 10-minute walk of popular sights such as Duval Street and Ernest Hemingway Home and Museum. The vacation home includes a kitchen, a patio, and a sofa bed.
View more Vacation Homes in Key WestOpens in a new window

What's nearby

  • 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
  • Mallory Square - 12 min walk - 0.7 miles

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
  • ‪Mangoes Restaurant - ‬7 min walk
  • ‪Bourbon Street Pub - ‬8 min walk

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 area 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.
The vacation home is air-conditioned and features a kitchen, 2 bathrooms, and a patio, and there's space to spread out with 2 bedrooms. Guests can expect to find free WiFi. Other standard amenities include a washer/dryer, a sofa bed, and a coffee maker.

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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
  • Bed sheets 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)
  • Deadbolt lock
  • Fire extinguisher

General

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

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

  • This property doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a fire extinguisher, a smoke detector, and a deadbolt lock.

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

Frequently asked questions

What is there to do around this vacation home?

This vacation home is situated in Old Town Key West within a 10-minute walk of Duval Street and Ernest Hemingway Home and Museum. You'll also find Mallory Square and Florida Keys Beaches less than a mile away.

Is parking available on site at A SUNRISE COTTAGE at The Truman Annex in Key West?

No, there isn't parking at this vacation home.

Is this vacation home adjacent to a casino?

No, this vacation home is not connected to a casino.

Will I find an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

What do couples enjoy most about A SUNRISE COTTAGE at The Truman Annex in Key West?

Couples staying at this vacation home will value amenities like a kitchen, a kitchen in some house, as well as a garden.

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

No, this vacation home doesn't have a spa tub.

Does this vacation home provide breakfast?

No, this vacation home doesn't offer breakfast.

Will this vacation home allow pets to stay free of charge?

No, pets aren't allowed at this vacation home.

Does A SUNRISE COTTAGE at The Truman Annex in Key West have connecting rooms available?

No, this vacation home doesn't feature connecting guestrooms.

How far is the airport from this vacation home?

The closest major airport to this vacation home is Key West Intl. Airport (EYW), which is 4.1 mi away (19 minutes by car).

Are there rooms with balconies that I can book at A SUNRISE COTTAGE at The Truman Annex in Key West?

Yes, every house at A SUNRISE COTTAGE at The Truman Annex in Key West comes with a patio.

A SUNRISE COTTAGE at The Truman Annex in Key West Reviews

Reviews

9.4

Exceptional

Rating 10 - Excellent. 44 out of 56 reviews
Rating 8 - Good. 8 out of 56 reviews
Rating 6 - Okay. 1 out of 56 reviews
Rating 4 - Poor. 2 out of 56 reviews
Rating 2 - Terrible. 1 out of 56 reviews

9.6/10

Cleanliness

10/10

Amenities

8.0/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location.
Stayed 7 nights in Dec 2025
Verified review

10/10 Excellent

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
From a partner site

10/10 Excellent

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: Very clean great location has everything you need only complaint is I wish you had a broom and vacuum
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

8/10 Good

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
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Host was great. The unit could use some upgrades in Kitchen - dishwasher was small and the range burners didn’t all really heat up to maximum heat. Overall we loved the layout of unit and location was great.
Stayed 14 nights in Dec 2025
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
From a partner site

10/10 Excellent

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
From a partner site

10/10 Excellent

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.
From a partner site

10/10 Excellent

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
Verified review

10/10 Excellent

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
From a partner site

10/10 Excellent

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
From a partner site

10/10 Excellent

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.
From a partner site

10/10 Excellent

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
From a partner site

10/10 Excellent

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
From a partner site

10/10 Excellent

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.
From a partner site

8/10 Good

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.
From a partner site

4/10 Poor

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
From a partner site

10/10 Excellent

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 .
Verified review

6/10 Okay

Liked: Cleanliness, communication, location
Disliked: Check-in, listing accuracy
So whoever took the pictures and posted them online was not entirely honest about the beds in the bedrooms because we were surprised to find twin beds which my 6-ft 1 husband had to sleep on and and Murphy bed which was surprising and not in a good way
Stayed 7 nights in Oct 2025
Verified review

10/10 Excellent

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
From a partner site

10/10 Excellent

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.

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