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Condo

Paradise on the Ocean at The Truman Annex in Key West

Photo gallery for Paradise on the Ocean at The Truman Annex in Key West

Property grounds
Living area
Interior
Living area
Living area

Reviews

8.2 out of 10
Very good
2 bedrooms2+ bathroomsSleeps 5

Popular amenities

  • Balcony or patio
  • Swimming pool
  • Internet access
  • Air-conditioning
  • Refrigerator
  • Washing machine

Rooms & beds

2 bedrooms (sleeps 5)

Bedroom 1

1 King Bed

Bedroom 2

2 Single Beds

2 bathrooms, 1 half bathroom

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Toilet

Bathroom 3

Bathtub · Toilet · Shower only

Spaces

Kitchen
Balcony
Separate dining area
Dining area

About this property

Paradise on the Ocean at The Truman Annex in Key West

This waterfront two bedroom condo is located in the Truman Annex, Key West's premier residential community. Enjoy endless sunsets from all of the rooms and the balcony. The primary suite features King bed and large beautifully appointed bath. The guest bedroom features twins which can be converted to a King bed if desired. Just let us know and the housekeeper will have it set up for you prior to arrival. Complimentary wireless internet is provided for your convenience. Each bedroom has a flat panel TV and the living room offers a conventional TV. All kitchen amenities included, so just pull some ice from freezer and make up a nice pitcher of tea while relaxing and watching the sailing ships along the island filled horizon.
Harbour Place has a large heated swimming pool directly on the ocean exclusively for Harbour Place residents. These are the largest condos in Truman Annex. This stunning unit has one assigned covered parking spot. Enjoy this location with only a couple of blocks walk to Duval Street, Mallory Square, and the world famous natural Fort Zachary Taylor State Park and Beach.
Please note: This property has a 28 night minimum stay

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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

Property # 4696466
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 on the waterfront, this condo is in Old Town Key West, a neighbourhood in Key West. Southernmost Point and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. USCGC Ingham Maritime Museum and Florida Keys Eco - Discovery Center are also worth visiting. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and cycling nearby.
Map
Key West, FL

What's nearby

  • Harry S. Truman Little White House - 1 min walk - 0.0 km
  • Key West Naval Station - 3 min walk - 0.3 km
  • Duval Street - 5 min walk - 0.4 km
  • Mallory Square - 6 min walk - 0.6 km
  • Ernest Hemingway Home and Museum - 12 min walk - 1.1 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 14 min drive

Restaurants

  • ‪Key Lime Pie Factory - ‬5 min walk
  • ‪The Bull & Whistle Bar - ‬5 min walk
  • ‪Captain Tony's Saloon - ‬5 min walk
  • ‪Fogarty's and Flying Monkey's - ‬5 min walk
  • ‪Cuban Coffee Queen - ‬5 min walk

Frequently asked questions

Does Paradise on the Ocean at The Truman Annex in Key West have a pool?

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

How much does it cost to stay at Paradise on the Ocean at The Truman Annex in Key West?

As of 30 May 2026, prices found for a 1-night stay for 2 adults at Paradise on the Ocean at The Truman Annex in Key West on 1 June 2026 start from NZ$636, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Paradise on the Ocean at The Truman Annex in Key West pet-friendly?

No, pets are not allowed at this property.

How much is parking at Paradise on the Ocean at The Truman Annex in Key West?

On-site parking is available at the property.

What time is check-in at Paradise on the Ocean at The Truman Annex in Key West?

Check-in begins at 4:00 PM.

What time is check-out at Paradise on the Ocean at The Truman Annex in Key West?

Checkout is at 10:00 AM.

Where is Paradise on the Ocean at The Truman Annex in Key West located?

Located in Old Town Key West, this condo building is within a 5-minute walk of Harry S. Truman Little White House and Duval Street. Florida Keys Beaches and Mallory Square are also within 10 minutes.

Reviews

8.2

Very good

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. 10 out of 25 reviews
Rating 8 - Good. 9 out of 25 reviews
Rating 6 - Okay. 4 out of 25 reviews
Rating 4 - Poor. 2 out of 25 reviews
Rating 2 - Terrible. 0 out of 25 reviews

9.0/10

Cleanliness

9.0/10

Check-in

9.0/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

From a partner site

10/10 Excellent

Wilson B.

Awesome views

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 condo...love the evening sunset views....access to large pool great for swimming laps. Close location to Mallory square or Duval st....nice walk to the park.
Response from VrboOwner on 21 August 2023
Wilson thank you for this wonderful review, we are so glad you enjoyed your stay with us here at Compass Realty and hope to host you again next time you visit the island!
From a partner site

8/10 Good

Gretchen P.

Vacationj

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was somewhat dissatisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Perfect locationThe condo needs updating
Response from VrboOwner on 21 August 2023
Thanks for staying with Compass Realty!
From a partner site

8/10 Good

Carol D.

Recent stay

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: Very good and management company very professional and on point. Would however like to mention the toilet in master, (only one I used) was not clean around and certainly not under the top of toilet bowl. The underneath part of rim was a bit gross. I cleaned it. Lights outside patio did it seem to work.
Stayed 7 nights in Apr 2024
Response from VrboOwner on 6 May 2024
Thank you for taking the time to review your stay with us . We are sorry to read your experience with the toilet that wasn't clean . Please reach out to us next time so we can get any issues remedied immediately, including the lights. Thank you for being our guest.
From a partner site

8/10 Good

Mark U.

A Room With A View

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 room was an upgrade, as our original reservation was no longer available. The most noticeable difference was the outstanding view. There was balcony furniture to enjoy, but needed an umbrella. The unit was spacious with three bathrooms which was convenient for our group. The internet did not work (which was not a huge deal) but was annoying. Property management tried to amend without success. The blinds should all be replaced, but the unit was very clean. The location in Truman Annex was perfect. The grounds are well maintained, and we pretty much had pool to ourselves. We also had our own parking spot which was very useful to us. If the internet were functioning, would stay there again.
Stayed 7 nights in Sep 2022
From a partner site

8/10 Good

Michael O.

Review

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: Expected to have kitchen with basic spices other than salt and pepper, as well as shampoo and conditioner. Balcony furniture rusty and cushions somewhat dirty. Some of the towels smelled moldy and could not be used. Area was beautiful and very quiet.
From a partner site

10/10 Excellent

William H.

Paradise in Key West

Rating Details: The property manager was more than 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: This condo is in an ideal location for a walking vacation in Key West. Located inside the Truman Annex and right behind the Truman White house. Everything you want to see is within walking distance. The condo has a balcony overlooking the ocean, captivating sunsets, although partially impeded by palm trees. Overall a great condo for a Key West trip.
Stayed 7 nights in Dec 2023
From a partner site

10/10 Excellent

Reginald H.

Water view retreat

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: Perfect spot
From a partner site

6/10 Okay

Chris F.

Nice place. Desperately needs a renovation though

Rating Details: The property manager was very helpful. The vacation rental was spotless. 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 condo was decent for the money. Unfortunately, upon arrival 1 tv was broken, the garbage disposal was broken and the dishwasher was broken. Not sure how the rental company didn't know about any of these issues.
From a partner site

10/10 Excellent

Susanne K.

Key west retreat

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: Very nice and comfortable
From a partner site

10/10 Excellent

Jane E.

Key West Vacation

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: Excellent. Wonderful Condo with awesome views and good location in the Truman Annex. Could walk most everywhere.
From a partner site

8/10 Good

larry l.

Needs updating

Rating Details: The property manager was very 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: The location was ideal. Great views and close to bars and restaurants. Very quiet neighborhood. Beautiful sunset views from the balcony. Kitchen appliances need updating as do the furnishings in the living area. The entire condo was very clean and pleasant.
From a partner site

8/10 Good

John J.

Key West April

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 recommend this vacation rental. Reviewer Comments: The view is simply spectacular. This was our 17th year in a row at KW. By far one of the nicest located condos on the island.
From a partner site

6/10 Okay

A guest from Sautee Nacoochee, GA

Oceanview condo Truman

Rating Details: The property manager was very 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: Lovely home, but a good bit dated. Limited hot water when needed. Bed extremely uncomfortable (especially the two twin beds in the 2nd bedroom which was listed as a queen bed). Toilets often did not flush. Check in was easy with no issues. Michelle in the office was quite responsive.
From a partner site

10/10 Excellent

Key West October 2021 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: The location was perfect. Views wonderful, scenery beautiful- very nice and relaxing. The condo was clean and nice. A little dated but had everything you needed for the week long stay. The customer service was friendly and very helpful. Our flight was canceled at last minute and we were given a little extra time as we tried to get another flight. Would definitely recommend the place and location. Truman Annex is a great spot in Key West- you get the best of both worlds- beautiful quiet in Truman Annex and fun time walking around Duval St and area
From a partner site

6/10 Okay

theresa r.

Great location

Rating Details: The property manager was more than 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 recommend this vacation rental. Reviewer Comments: This is a great location, but dated and needs some TLC. The location is perfect for walking to duval and anywhere else you want to go. The condo is spacious and well stocked with kitchen supplies for making meals. The following items need work:1. The carpets are dirty2. The towel racks in the bathroom next to the entrance keep falling off 3. The patio door in the master bedroom sticks and we had many issues trying to close it4. Many of the blinds are broken and can’t open/close or are missing sections5. Light switches are not labeled. 6. The tv in the second bedroom didn’t work 7. The sharp knives were all as dull 8. The umbrella stand is broken. It doesn’t stay up right. For as much as we paid for this rental I would expect much better quality and attention to detail.
From a partner site

4/10 Poor

A guest from Fallsington, PA

KW Boat Race Vaca

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was more than 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: KEY WEST AWESOME! Compass reality Awesome. We have stayed in a variety of rentals throughout Truman Annex. Harbour Point condos with water view our fav.Paradise on the Ocean unit needs renovations. Ceiling fan noisy, electrical outlets falling out of walls, locks on doors not easy to unlock, bathroom fixtures falling off walls. View blocked by large palm trees. TV difficult to work and no instructions. All our other vaca rentals in past years with compass the units have been perfect. condition.
From a partner site

8/10 Good

Linda Long W.

Paradise on the Ocean

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: The rental in general was very nice. Kitchen was well equipped, beds were comfortable and the view was great. The deck furniture was something different than the pics showed. The umbrella on the deck didn't work and we tried several times to 'bring it down' and could not get it to work. We lost water 1 day but Compass took care of that on our end. The location in the Truman Annex was perfect! Overall it was a good experience.
From a partner site

10/10 Excellent

Brian S.

Great view, great location

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: The location of these condos was fantastic, with easy access to Mallory Square and Duval Street -- but very quiet. Good comple
Verified

10/10 Excellent

Cassie H.

Liked: Check-in, communication, location, listing accuracy

Amazing Place

This property is in the perfect spot. Would definitely want to rent this place again. It was super spacious, the view was amazing and it is in a quiet location in old town which is not easy to find!!
Stayed 15 nights in Aug 2021
Verified

10/10 Excellent

Paul L.

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

Our Week in Key West

We thoroughly enjoyed our stay in the Truman Annex unit. The location on the water was superb - sunset views and all the boats going in and out of the harbor! Just a short walk to Mallory Square and Duval Street, with their interesting shops, great restaurants and “watering holes”.
Stayed 7 nights in Jun 2021
Verified

10/10 Excellent

Stacie B.

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

Great place!

The location of this property is amazing! Walking distance to everything great. The views are amazing! Will definitely stay here again.
Stayed 7 nights in Jun 2021
From a partner site

6/10 Okay

Wallace R.

Condo needs TLC

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: The condo needs a lot of TLC, after getting there and seeing it in person I think the owners charged too much. In the kitchen the stove is outdated, in the dining room the table and chairs look like they came from Goodwill, in the great room the tv is not hi-def, the couch and two chairs are real worn, in the master bath the towel was falling off the wall, in the whole house there were no clocks, in master bedroom no dresser drawers, master bathroom needs new shower head. Great location but the owners need to upgrade. We will come back to the area but not to this condo.
Verified

8/10 Good

Ellie B.

Liked: Cleanliness, location, listing accuracy

Wonderful unit in a great complex!

The Pros: We loved this property. The location in Truman Annex is perfect - the view from the balcony and all the bedrooms was beautiful and fascinating. So much to see. And it's an easy walk to most everything. The pool is lovely though it could use some umbrellas. They were shown in pictures of the complex but there were not there. The unit was very, very clean and well appointed. The Cons: The Truman Annex check in system is antiquated. You have to go to the guard shack to register your car and it's laborious and annoying and sometimes the guard isn't even there. Then you have to go to the office to get keys from a lock box. There is little information in the unit on how to operate things so it's trial and error. Compass Realty, who managed this property, was terrible to work with when we tried to rebook for next year. They said this property is not available and they made no effort to find us another. We went to another realtor and found a great place. Compass's loss by being unhelpful!
Stayed 14 nights in Feb 2021
From a partner site

8/10 Good

Ellie B.

Wonderful unit. Not great customer service from Compass.

Rating Details: The property manager was adequately 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 loved this unit. Very clean and well appointed and the location is fabulous. Water views from all rooms and balcony. So much to see and so easy to walk to everything. Unfortunately, Compass was not helpful when we tried to book for next year so they lost our business.
Response from VrboOwner on 21 August 2023
We regret we were unable to book you for next year. We have a repeat guest who has been staying in the unit for over 10 years( January/February). She was unable to travel due to COVID, other wise you would have not had the opportunity to stay in this have other units for you to consider... Compass Realty .
Verified

4/10 Poor

Craig O.

Great location, property needs updating

Can't beat the location. The Truman Annex is in a gated community on the water but only two blocks from Duval and Malory Square. The property itself needs updating. Windows are broken, holes in the screens and the freezer needs a good cleaning (ice smells like fish). Furniture and appointments are worn. We paid top dollar and did not feel the home stepped up to the price.
Stayed 7 nights in Dec 2018

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Hosted by Compass Realty Vacation Rentals & Property Management

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