CAPTAINS WHEEL at The Truman Annex in Key West

2 bedrooms2+ bathroomsSleeps 6

Popular amenities

Washer

Dryer

Air conditioning

Kitchen

Outdoor space

Explore the area

Key West, Florida

Duval Street6 min walk
Ernest Hemingway Home and Museum9 min walk
Southernmost Point16 min walk
Key West, FL (EYW-Key West Intl.)14 min drive

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

2 Single Beds

2 bathrooms, 1 half bathroom

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet

Spaces

Deck or patio

Porch or lanai

Kitchen

Balcony

About this property

This very popular getaway in the award-winning Truman Annex is a tropically decorated 2 bedroom, 2.5 bath town home featuring an open floor plan with a great rear deck for entertaining and relaxing. The master bedroom has it's own balcony and the guest bedroom features a covered porch offering plenty of outdoor living. This opportunity also includes a carport and a convenient community pool. The President's Walk area of the Truman Annex is located on Southard Street and this particular gem is perfect for both people watching and the best view of several local parades. Complete with updated appliances, 2 TVs, Wi-Fi and a lovely landscaped front and backyard. A perfect little slice of Paradise. Pets may be considered with a 28+ day stay

Property manager

Compass Realty Vacation Rentals & Property Management

Premier Host

Amenities

Kitchen

Washer

Dryer

Air conditioning

Outdoor space

Kitchen

Washer

Dryer

Air conditioning

House Rules

Check in after 4:00 PM

Minimum age to rent: 25

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

No pets allowed

Smoking

Smoking is not permitted

Damage and incidentals

You will be responsible for any damage to the rental property caused by you or your party during your stay.

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

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.

Key West, Florida

What's nearby

Duval Street - 6 min walk
Ernest Hemingway Home and Museum - 9 min walk
Mallory Square - 11 min walk
Fort Zachary Taylor Historic State Park - 11 min walk
Southernmost Point - 16 min walk

Getting around

Key West, FL (EYW-Key West Intl.) - 15 min drive

Restaurants

Margaritaville - 7 min walk
Green Parrot Bar - 6 min walk
Bourbon Street Pub - 8 min walk
Mangoes Restaurant & Island Cuisine - 7 min walk
Blue Heaven - 8 min walk

Frequently asked questions

Is CAPTAINS WHEEL at The Truman Annex in Key West pet-friendly?

No, pets are not allowed at this property.

What time is check-in at CAPTAINS WHEEL at The Truman Annex in Key West?

Check-in begins at 4:00 PM.

Where is CAPTAINS WHEEL 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.

9.0

Wonderful

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

9.2/10

Cleanliness

9.6/10

Check-in

9.0/10

Communication

10/10

Location

9.2/10

Listing accuracy

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

10/10 Excellent

Erin Z.

22 April 2024

Let West never disappoints

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 stayed at Captains Wheel in Truman Annex for a week in April. Of course the location is perfect ...everything in Old Town/Historic KW within walking distance, and Mallory Square is just down the street...seriously. We arrived on a Saturday and retrieving keys to the TH was super easy and convenient. We absolutely loved the unit! Clean, stocked with just about everything we needed. Beds were comfortable as was the furniture in the LR. A balcony off each BR makes for great morning to drink your beverage of choice. Loved the community pool as well! Truman Annex in general is just beautiful and quiet too! I will definitely will be returning to KW and Truman Annex will be where I stay again. I’m already missing the Palm Trees 🌴 One final thing...the staff at Compass was great! They made the checking in and out process super easy.

Stayed 7 nights in Apr 2024

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

10/10 Excellent

Mary alice D.

15 April 2024

Perfect!!!

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: Lucky to be there!

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

6/10 Okay

Eric 8 K.

29 January 2024

Key West Vacation

Rating Details: The property manager was more than helpful. The vacation rental was spotless. I was more than 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: Cozy, clean place, 2 bedrooms, 2.5 baths. Nice private patio with grill. Great location and easy to walk to all points on Key West.Cons: Construction next door made it difficult to enjoy patio (main off living room and bedroom) with construction activity and noise going on during the day. Find it odd we weren't notified or at least an apology note. I've stayed a lot of places and construction does happen, but company/management always up front about it and try to make it right.Beds: Very old, worn and need to be replaced. Others and I woke to back pain daily. All pillows were firm with no other options available.Bedroom bathrooms need to be upgraded. Nearly impossible to turn on one of faucets and non-stop dripping of shower/tub.With the current condition of bedrooms, I wouldn't recommend this location or stay there again until issues addressed. The Truman Annex is a perfect location with a lot of natural beauty. There are several other properties to choose from.

Stayed 7 nights in Jan 2024

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

10/10 Excellent

Brian W., Connecticut

28 December 2023

Great overall property

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: Roomy and in a great location A little extra pre-arrival inspection would be nice to ensure all electronics and battery operated systems are working correctly

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

10/10 Excellent

Kelly J.

3 August 2023

Captains Wheel

Rating Details: The property manager was very helpful. The vacation rental was clean. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: We Enjoyed our stay at The Captain's Wheel, however This property is just OK stocked primarily in The Kitchen. No hot pads, washcloths, kitchen towels or cleaning supplies etc. Beds need to be upgraded too. The Queen bedded room is only good for sleep. My husband and I kept sinking into the middle. The other twin bedded room the mattresses are so hard/stiff. I think beds are so important & that is why I would not recommend to family or friends. A little bit of tweak would bring this property to five stars.