Entire home

"A Captain's Quarters at the Truman Annex in Key West"

Photo gallery for "A Captain's Quarters at the Truman Annex in Key West"

Pool
Exterior
Private kitchen
Private kitchen
Interior

Reviews

9.8 out of 10
Exceptional
4 bedrooms3 bathroomsSleeps 81920 sq ft

Popular amenities

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

Explore the area

Map
Key West, Florida
  • Duval Street
    ‪4 min walk‬
  • Mallory Square
    ‪9 min walk‬
  • Ernest Hemingway Home and Museum
    ‪10 min walk‬
  • Key West, FL (EYW-Key West Intl.)
    ‪13 min drive‬

Rooms & beds

4 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

2 Single Beds

3 bathrooms

Bathroom 1

Bathtub · Toilet · Shower only

Bathroom 2

Toilet · Shower only

Bathroom 3

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Balcony

About this property

"A Captain's Quarters at the Truman Annex in Key West"

Searching for the perfect vacation home away from it all? Your hunt ends in here! A Captain's Quarters is an updated and tastefully decorated 2-story townhome with its own private pool that epitomizes island living at its finest while offering all the comforts of home. Best of all, this home is nestled in a palm tree lined residential community with many historic buildings including the Truman Little Whitehouse, walking distance to many of Key West’s finest dining establishments, two blocks from the world-famous Duval Street, two blocks from the nightly sunset celebration at Mallory Square, and less than a half mile from the beach at Fort Zachary Taylor State Park. Break away from the ‘high seas’ of everyday life while you settle into for what’s sure to be a memorable Key West vacation! One of the largest townhomes in Truman Annex. This 4 bedroom, 3 bath home is 1920 SF and features its own private pool and separate carport. First floor has a bedroom with full bath, dining, living areas and kitchen. French doors open to the private pool and rear deck. Second floor has the primary suite, two guest bedrooms and two full baths.

Property manager

Compass Realty Vacation Rentals & Property Management
Premier Host

Languages

English
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Amenities

Pool
Kitchen
Washer
Dryer
Air conditioning
Outdoor space

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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

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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 South Beach. USCGC Ingham Maritime Museum and Florida Keys Eco - Discovery Center are also worth visiting.
Map
Key West, Florida

What's nearby

  • Duval Street - 4 min walk - 0.4 km
  • Mallory Square - 9 min walk - 0.8 km
  • Ernest Hemingway Home and Museum - 10 min walk - 0.9 km
  • Fort Zachary Taylor Historic State Park - 11 min walk - 0.9 km
  • Southernmost Point - 17 min walk - 1.4 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 13 min drive

Restaurants

  • ‪Margaritaville - ‬5 min walk
  • ‪Blue Heaven - ‬9 min walk
  • ‪Green Parrot Bar - ‬6 min walk
  • ‪Willie T's - ‬5 min walk
  • ‪Caroline's Cafe - ‬7 min walk

Frequently asked questions

Does "A Captain's Quarters at the Truman Annex in Key West" have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is "A Captain's Quarters at the Truman Annex in Key West" pet-friendly?

No, pets are not allowed at this property.

What time is check-in at "A Captain's Quarters at the Truman Annex in Key West"?

Check-in begins at 4:00 PM.

What time is check-out at "A Captain's Quarters at the Truman Annex in Key West"?

Checkout is at 10:00 AM.

Where is "A Captain's Quarters at the Truman Annex in Key West" located?

Located in Old Town Key West, this holiday home is within a 5-minute walk of Jackson Square and Duval Street. Mallory Square and Ernest Hemingway Home and Museum are also within 10 minutes.

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 12 out of 14 reviews
Rating 8 - Good. 2 out of 14 reviews
Rating 6 - Okay. 0 out of 14 reviews
Rating 4 - Poor. 0 out of 14 reviews
Rating 2 - Terrible. 0 out of 14 reviews

9.4/10

Cleanliness

8.8/10

Check-in

9.4/10

Communication

9.4/10

Location

9.4/10

Listing accuracy

Reviews

10/10 Excellent

Edward O.

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

Great week at Captains Quarters

We had plenty of room for 5 adults. Loved spending time by the pool. It’s an easy walk to all of our favorite spots. House is beautifully decorated. Would definitely return if available.
Stayed 7 nights in Mar 2025

10/10 Excellent

Kimbrly B.

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

Beautiful home for a family vacation

This home was perfect for our family of 7! The house is exactly as described but even better in person. We had plenty of family time around the pool during those hot afternoons and game nights around the dining table after evenings in town. It’s an easy walk to Duval St and Mallory Square so there is plenty to see and do. Even though you’re close to the action, the neighborhood is very quiet. The kitchen is well equipped with anything you need for dinners in. Beds are super comfy! The management team was so accommodating for our early arrival and even brought us a bag of ice since the freezer had been emptied. We loved it and will not hesitate to come back next time we visit the Keys!
Stayed 7 nights in Jul 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Mark D.

Paradise Found again!

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: 500 Porter Lane is the perfect vacation house! 4 comfy bedrooms and an updated kitchen and private pool/patio were perfect. We were able to walk to our favorite restaurants and downtown venues. This was our second stay at this house.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Mark M.

Paradise Found

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 property for our 6 adults and 4 children. Pool in the backyard is a real plus.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

robert m.

Paradies Found

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 accurate description of Property, which met and exceeded or expectations
Stayed 7 nights in Mar 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Jennifer M.

We found paradise 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: Traveled with 4 couples (50's) to Key West in late January. Paradise Found checked all the boxes! Great location! The house is located in a very serene neighborhood but only steps away from Duvall and great bars, restaurants and live music. Also - walkable to beach and boardwalk. The house had plenty of room for 8 of us -- great kitchen, living space, bedrooms & pool. We loved our stay and highly recommend! Compass Realty was very easy to work with and accomodating!

8/10 Good

Alan W.

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

Not paradise found.

Lots of minor upkeep and cleaning issues and had to get an electrician the first day do to a short circuit and blown circuit breaker.
Stayed 7 nights in Jan 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Beth

Perfect vacation

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: New years eve week stay. Perfect location. Beautiful home with all amenities. Will recommend to friends
This review comes from a trusted partner site and has not been verified.

8/10 Good

Anonymous B.

Pros and Cons

Rating Details: The property manager was very unhelpful. 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 house is located in a great location! Walking distance to everything. Cozy house w/ private heated pool. But, Compass Realty is not opened on weekends, although Saturday is very busy turnover day for rentals. They provide an "after hours" number to call for "emergencies," but NOBODY answered the phone NOR returned our calls when we experienced a major leak within 13 hours of checking into house. While our nanny were bathing our young children in the only bathtub available on the 2nd floor, it caused a major leak to the 1st floor w/ water running down the ceiling into kitchen bar, dining room, and part of living room. We spent the entire morning cleaning and mopping water w/ bath towels provided for us to use. Rental company told us to wash/reuse the towels used to clean the dirty floors and water. They did not respond to the emergency until 30 minutes after we called and texted multiple times. Instead of calling us back to get information, apologize, and update us on the process, the rental company only texted us and NEVER apologized NOR called us at all. The plumber arrived 1.50 hours later and housekeeping arrived 1.75 hours later. As soon as plumber arrived, he said he was in a rush to leave because "it's a Sunday." Leak was NEVER fixed. Couldn't use bathtub for entire stay. By the time housekeepers arrived, we had already finished cleaning and mopping the water to mitigate damages for owner. Instead of calling us and offering to compensate us for the problem, we received an e-mail from rental company within 30 minutes after the housekeepers left charging us $300 which we found out was for our 25 lb. dog which an employee of this rental company allowed us to bring off the record. Pool heater broke during our stay. Fridge does NOT get cold during the day and only gets cold while everyone is sleeping. Hot water does NOT last long. NO locks for balconies. Cannot open windows. Rental company NEVER cleaned iguana poop and poop stains before our arrival.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Patti G.

Great Home 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: This is the second time staying in this lovely home, but the new owner has done a beautiful job of updating. The house is in a great location - easy to walk everywhere. The renovations turned a nice place to stay into a great place to stay! Compass Realty made the process of checking in/out quite simple. Completely enjoy our stay in Key West!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Nancy S.

Key west adventure

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: My girlfriends and I totally enjoyed our stay! Thank you for being so accommodating on our arrival and departure times. We will be coming back!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Joe G.

500 Porter

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: Outstanding location, clean, comfortable and very responsive management company. We would love to stay or any other properties they host.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Joe G.

500 Porter

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: Outstanding location, clean, comfortable and very responsive management company. We would love to stay or any other properties they host.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Scott M., Wooster, Ohio

Great place!

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 place was in a nice gated community. Close to shopping, dining and other attractions that we had scheduled! Having our own private pool was a bonus!

About the host

Hosted by Compass Realty Vacation Rentals & Property Management

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests