CAPTAINS WHEEL
2 BR | 2.5 BA | 6 Guests
Sleeps 6
2 Bedrooms
2.5 Bathrooms
Captains Wheel
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
Amenities
Combination tub/shower
Queen
Shower
Sleep sofa /futon
Toilet
Twin/ single
Air Conditioning
Clothes Dryer
Internet
Iron & Board
Linens Provided
Living Room
Parking
Towels Provided
Washing Machine
Wifi
Coffee Maker
Dishes & Utensils
Dishwasher
Kitchen
Microwave
Oven
Refrigerator
Stove
Toaster
Dining Table
Downtown
Balcony
Deck / Patio
Communal Pool
Children welcome
Non smoking only
Pets not allowed
Minimum Age Limit for Renters
Outdoor lighting
Smoke detectors
Fire extinguisher
Enhanced cleaning practices
Clean with disinfectant
High touch surfaces cleaned with disinfectant
Towels and bedding washed in water that's at least 60sC/140sF
Guest Reviews of captains wheel
Key West , FL
Vacation Rental Reviews by 
stars
based on
22 user reviews
Key West Vacation
Quite surroundings. Sat on the front porch and watched people walk by! Very peaceful !
5 out of 5 stars
5 out of 5 stars
Great Place!!
This place is amazing. From the location to the folks at Compass. We stay every year and this year was the same amazing experience e we always get! Thanks!
5 out of 5 stars
5 out of 5 stars
Let West never disappoints
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.
5 out of 5 stars
5 out of 5 stars
Perfect!!!
Lucky to be there!
5 out of 5 stars
5 out of 5 stars
Great overall property
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
5 out of 5 stars
5 out of 5 stars
Captains Wheel
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.
5 out of 5 stars
5 out of 5 stars
Perfect Key West Location
We had a great time staying in this rental. It was comfortable and in a great, nice location.
5 out of 5 stars
5 out of 5 stars
Great place to stay
Great place to stay, great location centrally located near Duval st. Lots of room. Nice little pool that was not over crowded.
5 out of 5 stars
5 out of 5 stars
Nice stay in Key West
Trumann Annex is in a great location in Key West. We were 2 short blocks from Duvall which made it convenient but far enough away for no disturbance. Each day we would take our 1 mile walk down Duvall over to the Galleon where our friends had their boat docked and another who was staying at the Galleon. The unit we stayed in was clean and had everything we needed but the bedding needs to be replaced as the MBR bed was uncomfortable. The unit could also use some updating. Other than that it had everything we needed.
4 out of 5 stars
4 out of 5 stars
An Excellent Rental
Wonderfully located and has anything you might need. I don’t know about high season, but it was quiet and there were no problems. As usual for a Compass rental
5 out of 5 stars
5 out of 5 stars
Fun in the Keys!!
We had a really great time.
5 out of 5 stars
5 out of 5 stars
Nice locaction
The location of this rental is within walking distance of Duval street, Mallory Square and many other places. The only problem with this rental is the sleeping arrangements, the pictures show what appears to be large beds in both bedrooms. However, one bedroom has 2 twin size beds which are hard, and the bedroom that does have a queen size bed the mattress has you rolling into each other in the center. The unit does have a washer/dryer unit which was convenient.
4 out of 5 stars
4 out of 5 stars
Excellent stay and location
This is our 6th stay at the Truman Annex thru Compass Realty and our 2nd stay at this same unit. Excellent service and will continue to be a repeat customer.
5 out of 5 stars
5 out of 5 stars
Captains Wheel New Years
Very nice! We have stayed in the Truman Annex many times but this was the first time of being on the main road into Truman Annex. We stayed in the front bedroom and the traffic noise was pretty bad. Also, the pools in Truman are just too small. Large families staying come and take over the pool. I know this is the busiest time of the year, but they were both very crowded.
4 out of 5 stars
4 out of 5 stars
My daughter wedding
It was good. The property needs some work.I hate being in vacation have someone in my place fixing stuff with out letting me know earlier that would happen.
4 out of 5 stars
4 out of 5 stars
Key West Dream
Wonderful location- a close walk to Duval St and Z. Taylor beach. Lovely setting in Truman Complex. Unit was clean and nicely furnished. Happily surprised to see washer/dryer. Hope to return again next year!
5 out of 5 stars
5 out of 5 stars
November 2021
23rd year vacationing in Key West. Always hate to leave. Have highest regard for Compass Realty. This unit is not well maintained.
4 out of 5 stars
4 out of 5 stars
Great location and compass reality made check in and out very easy and accomadating!
5 out of 5 stars
5 out of 5 stars
Amazing time !!!
Place is perfect, great location, walking distance to most everything. House has everything you need for a great vacation stay.
5 out of 5 stars
5 out of 5 stars
Highly recommend!!
I can't say enough great things about this property. Location is perfect, property was super clean, beds were comfy, AC worked great. Highly recommend!!
5 out of 5 stars
5 out of 5 stars
A great week in Key West
We loved this property! Location was great, super clean and the beds were comfy! Highly recommend!
5 out of 5 stars
5 out of 5 stars
Captains Wheel Stayq
We had a great overall experience with our stay. We found the house clean and in good condition.The bathrooms are a bit small and the appliances could use an update but are in good working order.
5 out of 5 stars
5 out of 5 stars
Available Unavailable Check-In Only Check-Out Only
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 | 02 | 03 | 04 | 05 | 06 | 07 |
| 08 | 09 | 10 | 11 | 12 | 13 | 14 |
| 15 | 16 | 17 | 18 | 19 | 20 | 21 |
| 22 | 23 | 24 | 25 | 26 | 27 | 28 |
| 29 | 30 | 31 |
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 | 02 | 03 | 04 | |||
| 05 | 06 | 07 | 08 | 09 | 10 | 11 |
| 12 | 13 | 14 | 15 | 16 | 17 | 18 |
| 19 | 20 | 21 | 22 | 23 | 24 | 25 |
| 26 | 27 | 28 | 29 | 30 | 31 |
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 | ||||||
| 02 | 03 | 04 | 05 | 06 | 07 | 08 |
| 09 | 10 | 11 | 12 | 13 | 14 | 15 |
| 16 | 17 | 18 | 19 | 20 | 21 | 22 |
| 23 | 24 | 25 | 26 | 27 | 28 |
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 | ||||||
| 02 | 03 | 04 | 05 | 06 | 07 | 08 |
| 09 | 10 | 11 | 12 | 13 | 14 | 15 |
| 16 | 17 | 18 | 19 | 20 | 21 | 22 |
| 23 | 24 | 25 | 26 | 27 | 28 | 29 |
| 30 | 31 |
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 | 02 | 03 | 04 | 05 | ||
| 06 | 07 | 08 | 09 | 10 | 11 | 12 |
| 13 | 14 | 15 | 16 | 17 | 18 | 19 |
| 20 | 21 | 22 | 23 | 24 | 25 | 26 |
| 27 | 28 | 29 | 30 |
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 | 02 | 03 | ||||
| 04 | 05 | 06 | 07 | 08 | 09 | 10 |
| 11 | 12 | 13 | 14 | 15 | 16 | 17 |
| 18 | 19 | 20 | 21 | 22 | 23 | 24 |
| 25 | 26 | 27 | 28 | 29 | 30 | 31 |
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 | 02 | 03 | 04 | 05 | 06 | 07 |
| 08 | 09 | 10 | 11 | 12 | 13 | 14 |
| 15 | 16 | 17 | 18 | 19 | 20 | 21 |
| 22 | 23 | 24 | 25 | 26 | 27 | 28 |
| 29 | 30 |
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 | 02 | 03 | 04 | 05 | ||
| 06 | 07 | 08 | 09 | 10 | 11 | 12 |
| 13 | 14 | 15 | 16 | 17 | 18 | 19 |
| 20 | 21 | 22 | 23 | 24 | 25 | 26 |
| 27 | 28 | 29 | 30 | 31 |
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 | 02 | |||||
| 03 | 04 | 05 | 06 | 07 | 08 | 09 |
| 10 | 11 | 12 | 13 | 14 | 15 | 16 |
| 17 | 18 | 19 | 20 | 21 | 22 | 23 |
| 24 | 25 | 26 | 27 | 28 | 29 | 30 |
| 31 |
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 | 02 | 03 | 04 | 05 | 06 | |
| 07 | 08 | 09 | 10 | 11 | 12 | 13 |
| 14 | 15 | 16 | 17 | 18 | 19 | 20 |
| 21 | 22 | 23 | 24 | 25 | 26 | 27 |
| 28 | 29 | 30 |
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 | 02 | 03 | 04 | |||
| 05 | 06 | 07 | 08 | 09 | 10 | 11 |
| 12 | 13 | 14 | 15 | 16 | 17 | 18 |
| 19 | 20 | 21 | 22 | 23 | 24 | 25 |
| 26 | 27 | 28 | 29 | 30 | 31 |
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 | ||||||
| 02 | 03 | 04 | 05 | 06 | 07 | 08 |
| 09 | 10 | 11 | 12 | 13 | 14 | 15 |
| 16 | 17 | 18 | 19 | 20 | 21 | 22 |
| 23 | 24 | 25 | 26 | 27 | 28 | 29 |
| 30 |
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 | 02 | 03 | 04 | 05 | 06 | |
| 07 | 08 | 09 | 10 | 11 | 12 | 13 |
| 14 | 15 | 16 | 17 | 18 | 19 | 20 |
| 21 | 22 | 23 | 24 | 25 | 26 | 27 |
| 28 | 29 | 30 | 31 |
