CAPTAINS WHEEL at The Truman Annex in Key West

Top rated by guests

8.8Excellent

(38 Ratings)

Great location with clean and comfortable accommodations. Loved the amenities and ease of check-in. Highly recommended for a relaxing stay near local attractions.

From real guest reviews summarized by AI

Don't miss out! Price and availability may change

8.8 / 10.0

Excellent(38 Ratings)

House in Key West, FL

6 guests · 2 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating

High-end valueWell priced for this area

Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

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.

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

Amenities at CAPTAINS WHEEL at The Truman Annex in Key West

Family friendly

Map of Key West, FL

Nearby attractions

The Key West Butterfly and Nature Conservatory

0.6 mi

Mallory Square

0.5 mi

Southernmost Point of the Continental U.S.A.

0.6 mi

The Hemingway Home and Museum

0.3 mi

$$$$

Top rated by guests

8.8Excellent

(38 Ratings)

Great location with clean and comfortable accommodations. Loved the amenities and ease of check-in. Highly recommended for a relaxing stay near local attractions.

From real guest reviews summarized by AI

Don't miss out! Price and availability may change

$$$$

8.8 / 10.0

Excellent(38 Ratings)

House in Key West, FL

6 guests · 2 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating

High-end valueWell priced for this area

Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

Map of Key West, FL

Nearby attractions

The Key West Butterfly and Nature Conservatory

0.6 mi

Mallory Square

0.5 mi

Southernmost Point of the Continental U.S.A.

0.6 mi

The Hemingway Home and Museum

0.3 mi

About this house rental

Amenities

Family friendly

Ratings and reviews

8.8 / 10.0

Excellent(38 Ratings)

Summary of reviews

Great location with clean and comfortable accommodations. Loved the amenities and ease of check-in. Highly recommended for a relaxing stay near local attractions.

From real guest reviews summarized by AI

8.0 / 10.0

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: We stayed in Captains Wheel for a week. There were four of us and plenty of room. The location is excellent. Close to Duval Street and everything else but also quiet. Absolutely beautiful area. The house itself could use some work and updating.. broken blinds, dirty yard, old mattresses, broken drawers on dresser. The management staff was quick to respond with questions and concerns.

10.0 / 10.0

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: Quite surroundings. Sat on the front porch and watched people walk by! Very peaceful !

10.0 / 10.0

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.

10.0 / 10.0

Great location and clean condo. Couldn’t navigate the tv but not a big deal on vacay. No kitchen linens but paper towels and bathroom hand towels sufficed. Rental co was great to work with on our early arrival and late departure. Location was fantastic!

10.0 / 10.0

We have stay at the property before. We love the location of this condo. The floors were a little dirty but everything else was clean. The lamps in the back bedroom needs replaced or rewired. One lamp the wire was twisted up and electrical tape on it. Definitely not to code. The two plugs also need’s replaced as nothing would stay in them. Overall it’s a great place and we will stay there again

10.0 / 10.0

Fun in the Keys!!

Fun in the Keys!!

6.0 / 10.0

Good location

Good location

This property is not exactly how they show it, on room has queen size bed however the mattress has you both rolling into each other in the center. The other room which is pictured as large bed is actually 2 twin size beds, not exactly the most accommodating for a married couple. The fact that it had a washer/dryer on sight was nice. And the property is within walking distance to a lot of destinations.

6.0 / 10.0

Truman Annex

Truman Annex

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: The unit needs some serious updates. The beds(and we tried all 4 sleeping areas) are horrible! The pillows, just as bad! The dishwasher is ancient. There are broken things in the unit, routine maintenance would have found, The area rugs appear dirty. We are in the real estate business, you must put back into your property what you expect to get out of it. The location was wonderful!

8.0 / 10.0

My daughter wedding

My daughter wedding

Rating Details: The property manager was adequately helpful. The vacation rental was spotless. I was more than happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: 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.

8.0 / 10.0

Captains Wheel New Years

Captains Wheel New Years

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: 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.

10.0 / 10.0

Key West Dream

Key West Dream

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: 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!

8.0 / 10.0

November 2021

November 2021

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very 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: 23rd year vacationing in Key West. Always hate to leave. Have highest regard for Compass Realty. This unit is not well maintained.

10.0 / 10.0

Captains Wheel Truman Annex in Key West

Captains Wheel Truman Annex in Key West

10.0 / 10.0

Amazing time !!!

Amazing time !!!

Rating Details: The property manager was very helpful. The vacation rental was very clean. 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: Place is perfect, great location, walking distance to most everything. House has everything you need for a great vacation stay.

10.0 / 10.0

Captains Wheel Stayq

Captains Wheel Stayq

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 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.

10.0 / 10.0

Excellent stay and location

Excellent stay and location

8.0 / 10.0

Fun week

Fun week

We had a fun week - we had some issues with the rental but they were quick to fix what they could. The master bedroom bed was very uncomfortable and needs to be replaced.

8.0 / 10.0

Great location

Great location

Overall great place to stay however, needs updating. Bed upstairs very noisy, limited linens and pillows available. Great location and compass reality made check in and out very easy and accomadating!

10.0 / 10.0

A great week in Key West

A great week in Key West

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!!

10.0 / 10.0

Vacation

Vacation

Love the area.

6.0 / 10.0

TRUMAN ANNEX

TRUMAN ANNEX

THE PROPERTY NEEDS UPDATES, BEDS ARE HORRIBLE!!

10.0 / 10.0

Great Location

Great Location

Overall this is a very nice property in a great location with walking access to most of old town Key West. The bedrooms are a little on the small side but otherwise it was clean and well stocked with supplies

10.0 / 10.0

Nice place

Nice place

We enjoyed our stay here. The only draw back was traffic noise. The one bedroom you could hear everything and it appeared we were near the main entrance - delivery trucks..trash trucks...and people with loud radios. Other than that we liked the place. The patio out back was shady and quiet.

8.0 / 10.0

Great Location

Great Location

House was great and we had a great time. Excellent location and 10 min walking distance from everything. Cold A/C which was great after a hot day in July. Of note, one bathtub drain plug was rusted out and would not hold water and the dishwasher had a very unfavorable odor that took -about 5 cycles to clean out. Other than that, the house had everything we needed, great kitchen - linens - beach towels - extra blankets. Would have been nice to have a safe for guests. Thank you for renting out this beautiful property.

8.0 / 10.0

Relaxing in Truman Annex

Relaxing in Truman Annex

The townhouse was very clean and the kitchen was well equipped with dishes ,pots pans and utensils. Very comfortable living room furniture and patio. Would have liked a grill outside. Great location and lovely pool. While the street was very busy with traffic, it was quiet inside the house.

10.0 / 10.0

Key West Vaca

Key West Vaca

Funtime

10.0 / 10.0

The condo was very clean and in the best location you could ask for. Close to everything.

The condo was very clean and in the best location you could ask for. Close to everything.

The area of the Truman annex is very nice. Duval Street is only two blocks away. The whole area is kept up and neat. We will definitely stay here again.

8.0 / 10.0

Close to everything

Close to everything

Nice place to stay with plenty of room in the condo for 6. Staff was pleasant and we were located a short walk from most places. We made a family trip for a week and overall we are pleased with the stay.

10.0 / 10.0

6.0 / 10.0

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.

10.0 / 10.0

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

10.0 / 10.0

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.

10.0 / 10.0

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 to stay, great location centrally located near Duval st. Lots of room. Nice little pool that was not over crowded.

8.0 / 10.0

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was more than happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: 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.

10.0 / 10.0

4.0 / 10.0

Rating Details: The property manager was adequately helpful. The vacation rental was somewhat dirty. I was very 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: THe unit itself was very mediocre. Of all the units we have stayed in the Truman Annex, this was by far the worst. And we were there only one night due to Hurricane Ian. We had lighting that did not work, tv that did not work, floors dirty, etc etc. The only reason to stay here again would be to use up the time that the staff graciously gave to us due to the weather conditions. I would much rather stay in another unit.

FAQs

Is parking included with this house?

Parking is not specified as an available amenity at CAPTAINS WHEEL at The Truman Annex in Key West. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

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

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at CAPTAINS WHEEL at The Truman Annex in Key West?

We found 1 amenities for this rental. This includes , and family friendly.

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10.0 / 10.0

Outstanding(29 Ratings)

**OLD TOWN OASIS @ THE ANNEX** Oceanside Condo & Pool + LAST KEY SERVICES…

CAPTAINS WHEEL at The Truman Annex in Key West

House in Key West, FL

Reasons to book

About this house rental

Amenities at CAPTAINS WHEEL at The Truman Annex in Key West

Map of Key West, FL

Nearby attractions

House in Key West, FL

Reasons to book

Map of Key West, FL

Nearby attractions

About this house rental

Amenities

Ratings and reviews

FAQs

Is parking included with this house?

Is there a pool at this house?

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

What amenities are available at CAPTAINS WHEEL at The Truman Annex in Key West?

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