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An Island Retreat at the Truman Annex in Key West

Photo gallery for An Island Retreat at the Truman Annex in Key West

Living area
Living area
Living area
Living area
Dining

Reviews

10 out of 10
Exceptional
2 bedrooms2+ bathroomsSleeps 4

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View map
Key West, FL
  • Place, Harry S. Truman Little White House
    ‪3 min walk‬
  • Place, Duval Street
    ‪6 min walk‬
  • Place, Mallory Square
    ‪8 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪14 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

2 bathrooms, 1 half bathroom

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet

Spaces

Deck or patio
Kitchen
Balcony
Separate dining area
Garden

About this property

An Island Retreat at the Truman Annex in Key West

This charming two bedroom, two and one half bath town home has recently been updated and added to our rental program!
Freshly painted and refurnished, this adorable property is located very close to the pool & includes a lovely rear deck and gardens. The master bedroom has a king sized bed, convenient writing desk overlooking the pool and a private cocktail deck. The guest bedroom features a queen bed.
Both bedrooms have beautifully appointed baths ensuite.
This very quiet private location, in the historic Mills Place complex, enjoys a very large refreshing pool with both sunny and shady areas. Also included here is an assigned off-street parking space and several bike racks.
The Truman Annex is an award-winning gated community located in the center of Old Town Key West.

Please note: This property is monthly rental -This property has a 28 night minimum stay

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning

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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

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 holiday home is in Old Town Key West, a neighbourhood in Key West. Fort Zachary Taylor Historic State Park and Ernest Hemingway Home and Museum 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. Jet skiing, scuba diving and snorkelling offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
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Map
Key West, FL

What's nearby

  • Harry S. Truman Little White House - 3 min walk - 0.3 km
  • Duval Street - 6 min walk - 0.6 km
  • Florida Keys National Marine Sanctuary - 6 min walk - 0.6 km
  • Mallory Square - 8 min walk - 0.7 km
  • Fort Zachary Taylor Historic State Park - 9 min walk - 0.8 km

Getting around

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

Restaurants

  • ‪Green Parrot Bar - ‬6 min walk
  • ‪Margaritaville - ‬6 min walk
  • ‪Willie T's - ‬7 min walk
  • ‪Blue Heaven - ‬10 min walk
  • ‪First Flight Island Restaurant & Brewery - ‬6 min walk

Frequently asked questions

Does An Island Retreat 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 An Island Retreat at the Truman Annex in Key West?

As of 5 April 2026, prices found for a 1-night stay for 2 adults at An Island Retreat at the Truman Annex in Key West on 30 April 2026 start from NZ$494, 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 An Island Retreat at the Truman Annex in Key West pet-friendly?

No, pets are not allowed at this property.

How much is parking at An Island Retreat at the Truman Annex in Key West?

On-site parking is available at the property.

What time is check-in at An Island Retreat at the Truman Annex in Key West?

Check-in begins at 4:00 PM.

What time is check-out at An Island Retreat at the Truman Annex in Key West?

Checkout is at 10:00 AM.

Where is An Island Retreat at the Truman Annex in Key West located?

Located in Old Town Key West, this holiday home is within a 10-minute walk of Harry S. Truman Little White House, Duval Street and Mallory Square. Florida Keys Beaches and Fort Zachary Taylor Historic State Park are also within 15 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 1 out of 1 reviews
Rating 8 - Good. 0 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

Reviews

From a partner site

10/10 Excellent

Eileen O.

Absolutely Wonderful

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 loved "An Island Retreat"! It had been newly renovated from top to bottom and was absolutely beautiful, well appointed and very comfortable. The location is quiet and within walking distance to town and the beach. We thoroughly enjoyed our stay.

About the host

Hosted by Compass Realty Vacation Rentals & Property Management

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Languages:

English

Premier Host

They consistently provide great experiences for their guests
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