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ISLE BE BACK at The Truman Annex in Key West

Condo with patio, 6-minute walk to Duval Street

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Pool
Property grounds
Fridge, microwave, oven, stovetop
Property grounds
Exterior detail

Reviews

9.6 out of 10
Exceptional

Entire condo

2 bedrooms2 bathroomsSleeps 4

Popular amenities

  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Outdoor Space
  • Parking available

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪6 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪6 min walk‬
  • Place, Fort Zachary Taylor Historic State Park
    ‪8 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪9 min drive‬

Room options

About the neighborhood

Key West

Located in Old Town Key West, this condo is within a 10-minute walk of popular sights such as Duval Street and Ernest Hemingway Home and Museum. The condo includes a patio, a refrigerator, and a microwave.
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What's nearby

  • Florida Keys National Marine Sanctuary - 5 min walk - 0.3 miles
  • Duval Street - 6 min walk - 0.4 miles
  • Ernest Hemingway Home and Museum - 6 min walk - 0.4 miles
  • Fort Zachary Taylor Historic State Park - 8 min walk - 0.4 miles
  • Mallory Square - 11 min walk - 0.6 miles

Getting around

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

Restaurants

  • ‪Green Parrot Bar - ‬4 min walk
  • ‪Blue Heaven - ‬8 min walk
  • ‪Mangoes Restaurant - ‬7 min walk
  • ‪Moondog Cafe & Bakery - ‬8 min walk
  • ‪Kaya Island Eats - ‬7 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.

ISLE BE BACK at The Truman Annex in Key West

Thank you for considering Isle Be Back for your escape to the tropical paradise of Key West. Here you will enjoy the lap of luxury with this two-bed & two-bath upstairs unit located in the highly desirable Shipyard section of the Truman Annex. Paradise awaits you just two blocks from the sights and sounds of Duval Street. A short walk or bike ride to Ft. Zachary State beach for sunbathing and snorkeling, Mallory Square to catch a spectacular sunset and the Ernest Hemingway House where the six-toed cats call home. Fine dining is an easy walk in any direction from this perfectly located condo where you get to live the laid-back tropical lifestyle of Key West.
Please note: This property will require a minimum of a 28 night stay.
The condo is air-conditioned and features a patio and 2 bathrooms, and there's space to spread out with 2 bedrooms. Guests can expect to find free WiFi. Other standard amenities include a washing machine, a microwave, and a refrigerator.

Similar properties

Pool
BEST TIME at The Truman Annex in Key West
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
9.6 out of 10, Exceptional, 38 reviews
BEST TIME at The Truman Annex in Key West

Property amenities

Pool/Spa

  • Communal pool

Internet

  • Available in the condo: Free WiFi

Parking and transportation

  • Parking on site

Food and drink

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

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Shower
  • Towels provided

Outdoor areas

  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center

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

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

  • This property doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a fire extinguisher, a smoke detector, and a deadbolt lock.

Property is also known as

Gracie Bay's Hideaway in The Truman Annex
Gracie Bay's Hideaway @ The Truman Annex Key West
Gracie Bay's Hideaway @ The Truman Annex Private vacation home
20% Off Summer Special Gracie Bay's Hideaway @ The Truman Annex
2698-193295

Frequently asked questions

What can I see within easy reach of this condo?

This condo is situated in Old Town Key West within a 10-minute walk of Duval Street and Ernest Hemingway Home and Museum. You'll also find Mallory Square and Fort Zachary Taylor Historic State Park less than a mile away.

Will I be able to park at this condo?

No, this condo doesn't offer parking.

Is this condo next to a casino?

No, this condo is not connected to a casino.

Is there an indoor pool at this condo?

No, there is no indoor pool at this condo.

Does ISLE BE BACK at The Truman Annex in Key West have a hot tub?

No, there isn't a spa tub at this condo.

Does this condo include breakfast service?

No, this condo doesn't offer breakfast.

Does this condo allow pets to stay for free?

No, pets aren't allowed at this condo.

Are there connecting rooms at this condo?

No, there aren't connecting rooms at this condo.

Where is the closest airport to this condo?

The closest major airport to this condo is Key West Intl. Airport (EYW), which is 4.1 mi away (15 minutes by car).

Are there rooms with balconies at ISLE BE BACK at The Truman Annex in Key West?

Yes, every condo unit at ISLE BE BACK at The Truman Annex in Key West comes with a deck.

ISLE BE BACK at The Truman Annex in Key West Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 35 out of 44 reviews
Rating 8 - Good. 7 out of 44 reviews
Rating 6 - Okay. 1 out of 44 reviews
Rating 4 - Poor. 0 out of 44 reviews
Rating 2 - Terrible. 1 out of 44 reviews

9.8/10

Cleanliness

Reviews

10/10 Excellent

Robin M.

Liked: Cleanliness
Check in/out was a little inconvenient as it was half mile from the unit. However, the place was clean, close to most everything and felt very safe!
Stayed 7 nights in Oct 2025

8/10 Good

Jason B.

Liked: Cleanliness
The pickup and drop off of the key was relatively easy, but the doors should be switched to the digital/electric locks.
Stayed 7 nights in Oct 2025

10/10 Excellent

Dan N.

Liked: Cleanliness
Property was beautiful and well stocked. Would definitely recommend.
Stayed 7 nights in Jul 2025

10/10 Excellent

Stefanie S.

Liked: Cleanliness

Best of Key West

This property was fantastic! Easy access to all the great places you want to see in Key West.
Stayed 7 nights in Jun 2025

10/10 Excellent

Jason B.

Liked: Cleanliness

Perfect

Amazing property ..and a great company to deal with
Stayed 10 nights in May 2025

8/10 Good

Darlene P.

Liked: Cleanliness

Truman annex is a great location

In Key West for a wedding and this was a great location for us. Walking distance to historic areas and restaurants. We had a parking place for our car which was convenient
Stayed 7 nights in Apr 2025

10/10 Excellent

Doris J K.

Liked: Cleanliness

Perfect Location

What a perfect location to stay. Close to Duval. Close to Fort Zachary Beach which in my option is the best. Each there. At the Truman annex is a much better place to see the sunset then Malloy square. It was in walking distance from the place. The place was clean and updated. I will be booking again.
Stayed 7 nights in Apr 2025

10/10 Excellent

Alvin B.

Liked: Cleanliness

Beautiful and well maintained

We loved our stay at Isle be Back! It felt like it was actually built and maintained with quality materials unlike most nightly rentals. Communication with the property manager was excellent. She actually contacted me and made sure that I knew all of the important information about the unit and the area.
Stayed 7 nights in Mar 2025

10/10 Excellent

Jean A.

Liked: Cleanliness

Beautiful space

Thoughtfully decorated, furnished and plenty of space for a family of 4. Thank you for sharing your place!
Stayed 7 nights in Feb 2025

8/10 Good

Walt K.

Liked: Cleanliness

A Very Merry Christmas in Key West

Overall, we enjoyed our stay in Key West at a compass realty property. The description is accurate and the location is great! We requested service for a tv in one of the bedrooms which was provided promptly. We also requested dish towels and they were also delivered promptly. We suggest attention to the patio doorknob.
Stayed 7 nights in Dec 2024

10/10 Excellent

Lorrie N., Middleton, MA

Liked: Cleanliness

Girls Trip

Location is perfect. The condo was just right for the two of us. There were a few things we did expect (because we’ve stayed in other VRBO condos) a cooler would have been nice [we left you a styrofoam one] dish towels and maybe better stocked salt/pepper/sugar - kitchen essentials. The parking is a little confusing-if it wasn’t for someone in the complex we might not have found the right spot. We would definitely consider coming back. Thank you!
Stayed 9 nights in May 2024

2/10 Terrible

Donna K.

Disliked: Cleanliness

Vacation

Very nice. Good porch. Door knob on porch needs to be fixed.
Stayed 7 nights in May 2024

10/10 Excellent

Laura-Anne C.

Liked: Cleanliness

Key West

Perfect location! We had a great stay in this beautiful, bright, super clean, comfortable condo! It is well kept and well stocked. The grounds and pool are lovely!
Stayed 7 nights in Mar 2024

10/10 Excellent

TIM T.

Liked: Cleanliness

MAY TRIP

Been coming to key west for the last 11 years and this is the first time we stayed at the trumans annex The place was very clean and had plenty of room would not hesitate to come back.
Stayed 7 nights in May 2023

10/10 Excellent

janet m.

Liked: Cleanliness

Love Truman annex

Truman annex is the best place to stay for fantasy fest week. You can walk anywhere or take the bus, no need for a rental car. The pools are great. Love having a balcony with our room. The rental was lovely and very clean. The only problem was the closet door in one bedroom was broken. Other than that it was great. All amenities provided in kitchen and bath. This place was great.
Stayed 7 nights in Oct 2022

10/10 Excellent

Erin S.

Liked: Cleanliness

Great Experience

Our stay was great, the condo is in a great location and walkable to most place on the Island. Very clean and updated, we cooked a few days and had all we needed to make our meals. The pool was also really nice and overall had a blast.
Stayed 7 nights in Aug 2022

10/10 Excellent

Sunny M.

Liked: Cleanliness

Amazing place

Wonderful Don't like checkout and checking in process, too far if no transportation
Stayed 7 nights in Jun 2022

10/10 Excellent

Kathleen F., brigantine, nj

Liked: Cleanliness

Isle Be Back was great

clean, modern and convenient to all of the action on Duval street.
Stayed 7 nights in Apr 2022

10/10 Excellent

Molly B.

Liked: Cleanliness

Fabulous time at Gracie's Bay Hideaway

Gracie's Hideaway was a beautiful spot to enjoy Key West! We were so close to Fort Zachary State Park and Duvall Street. It made transportation a breeze because we could walk almost anywhere or take a short bike ride to Higgs Beach and Smathers Beach. The Shipyard Condominiums felt very safe and like a friendly community. The condo was updated, had cute beachy decor, and was very clean. We truly had an amazing time and would recommend this rental to anyone.
Stayed 7 nights in Mar 2022

10/10 Excellent

Dreama M.

Liked: Cleanliness

Amazing condo and location is perfect

Gracie's Bay is a beautiful condo and in a great location. Easy check in & out. Will definitely be back.
Stayed 7 nights in Jan 2022

8/10 Good

chris s.

Liked: Cleanliness

Very nice unit

The condo was clean and roomy enough with decent size bedrooms.
Stayed 7 nights in Dec 2021

10/10 Excellent

Mary H.

Liked: Cleanliness

December

Beautiful property in a quiet neighborhood yet within walking distance of Duvall and entertainment. Pool was refreshing and well cared for. Rental unit was clean and very comfortable!
Stayed 7 nights in Nov 2021

10/10 Excellent

Tracy P., Fort Atkinson, WI

Liked: Cleanliness

Relaxing

Beautiful condo, excellent management.
Stayed 7 nights in Dec 2021

10/10 Excellent

Stephanie L.

Liked: Cleanliness

Gorgeous!!!

We had an excellent stay in Key West at this property. Good communication. The upgrades to the condo are outstanding. Very clean. High-end kitchen appliances. Calming decor. Great location. Best rental property experience to date. Would absolutely stay here again and recommend to others without reservation. No complaints.
Stayed 7 nights in Oct 2021

6/10 Okay

Bryan F.

KW Truman

Location was good, the rental most certainly needed some TLC and money put back in.
Stayed 7 nights in Sep 2021