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Paradise on the Ocean at The Truman Annex in Key West

Condo near Duval Street in Key West

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

A balcony with outdoor furniture, a view of the sea, and a cruise ship in the background.
A heated pool
A coastal hotel with a flagpole, a welcome sign, and a white picket fence.
A bedroom with a bed, a chair, a TV, and a ceiling fan.
A dining area with a round table, chairs, and a chandelier. There is a sofa and a television in the background.

Reviews

8.2 out of 10
Very good

Entire condo

2 bedrooms3 bathroomsSleeps 51250 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Key West, FL
  • Place, Harry S. Truman Little White House
    ‪1 min walk‬
  • Place, Duval Street
    ‪5 min walk‬
  • Place, Mallory Square
    ‪5 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪12 min drive‬

Room options

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About the neighborhood

Key West

Oceanside stay.Within a 10-minute walk of this Old Town Key West condo, you'll find Duval Street and Florida Keys Beaches. Also, Mallory Square is within half a mile (1 km) and Southernmost Point is within 2 miles (3 km).
View more Condo Rentals in Key WestOpens in a new window

What's nearby

  • Harry S. Truman Little White House - 1 min walk - 0.0 miles
  • Key West Naval Station - 3 min walk - 0.2 miles
  • Duval Street - 5 min walk - 0.3 miles
  • Mallory Square - 5 min walk - 0.3 miles
  • Ernest Hemingway Home and Museum - 12 min walk - 0.7 miles

Getting around

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

Restaurants

  • ‪The Bull & Whistle Bar - ‬5 min walk
  • ‪Key Lime Pie Factory - ‬5 min walk
  • ‪Captain Tony's Saloon - ‬5 min walk
  • ‪Fogarty's and Flying Monkey's - ‬5 min walk
  • ‪Rick's Bar - ‬6 min walk

About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

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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Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Communal pool
  • Heated pool

Internet

  • Available in the condo: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Freezer
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 2.5 bathrooms
  • Bathtub
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Balcony

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Elevator
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center
  • Near the marina
  • Near the ocean
  • On the waterfront

Things to do

  • Heated pool
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 1,250 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

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
Onsite 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 there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher, a smoke detector, and a deadbolt lock in each accommodation.

Property is also known as

Paradise on the Ocean in the Truman Annex
Paradise on the Ocean @ the Truman Annex Key West
Paradise on the Ocean @ the Truman Annex Private vacation home
20% off Summer Special Paradise on the Ocean in the Truman Annex
2698-193319

Frequently asked questions

How close is Paradise on the Ocean at The Truman Annex in Key West to the airport?

This condo is 4.1 mi (14-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.

Does Paradise on the Ocean at The Truman Annex in Key West have an airport shuttle?

Airport shuttle services are not available at this condo.

How close is Paradise on the Ocean at The Truman Annex in Key West to the beach?

This condo is a short 9-minute walk from Florida Keys Beaches and 1.1 mi (9-min drive) from South Beach. Don't forget your sunscreen!

Does Paradise on the Ocean at The Truman Annex in Key West offer free breakfast?

This condo does not offer free breakfast.

Is there a casino at Paradise on the Ocean at The Truman Annex in Key West?

No, there is no casino at this condo.

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

Check-in begins at 4:00 PM.

Is there free parking at Paradise on the Ocean at The Truman Annex in Key West?

Free parking is not available at this condo.

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

Yes, there's a heated pool.

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

There are no spa services available at this condo.

How close is Paradise on the Ocean at The Truman Annex in Key West to downtown Key West?

This condo is 0.3 mi away from Key West.

Paradise on the Ocean at The Truman Annex in Key West Reviews

Reviews

8.2

Very Good

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

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.
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
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
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

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

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

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

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

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

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

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

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 review

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 review

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 review

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 review

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.
Verified review

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