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ISLE BE BACK at The Truman Annex in Key West

Photo gallery for ISLE BE BACK at The Truman Annex in Key West

Explore the serene surroundings of this park, featuring a water play area with a slide and fountain, surrounded by palm trees and a paved walkway with benches.
Relax in this inviting living space with a sofa, side table, and balcony access.
Relax in a serene space with a large bed, tropical leaf wallpaper, and stylish lighting.
Enjoy cooking in this well-equipped kitchen with a stainless steel sink, microwave, and coffee maker.
Relax on the covered porch with a view of lush tropical surroundings, featuring wicker chairs and a striped awning.

Reviews

9.6 out of 10
Exceptional

Entire condo

2 bedrooms2 bathroomsSleeps 4

Popular amenities

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

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.

Property manager

Compass Realty Vacation Rentals & Property Management

Languages

English

Add dates for prices

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

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Enjoy cooking in this well-equipped kitchen with a gas stove, microwave, and large island with a sink.

Truman Annex 2 bedroom 2.5 bath Townhouse- steps from Duval Street with pool

  • Pool
  • Kitchen
  • Washer
  • Dryer
10.0 out of 10, Exceptional, 37 reviews
Truman Annex 2 bedroom 2.5 bath Townhouse- steps from Duval Street with pool

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

Pets

Pets not allowed

Children and extra beds

Children are welcome

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

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

About the area

Map
Key West, Florida

What's nearby

  • Ernest Hemingway Home and Museum - 6 min walk - 0.5 km
  • Duval Street - 6 min walk - 0.5 km
  • Fort Zachary Taylor Historic State Park - 8 min walk - 0.7 km
  • Mallory Square - 11 min walk - 1.0 km
  • Southernmost Point - 14 min walk - 1.2 km

Getting around

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

Restaurants

  • ‪Margaritaville - ‬7 min walk
  • ‪Blue Heaven - ‬8 min walk
  • ‪Green Parrot Bar - ‬6 min walk
  • ‪Bourbon Street Pub - ‬8 min walk
  • ‪Mangoes Restaurant & Island Cuisine - ‬7 min walk

Frequently asked questions

Is ISLE BE BACK at The Truman Annex in Key West pet-friendly?

No, pets are not allowed at this property.

What time is check-in at ISLE BE BACK at The Truman Annex in Key West?

Check-in begins at 4:00 PM.

What time is check-out at ISLE BE BACK at The Truman Annex in Key West?

Check-out is at 10:00 AM.

Where is ISLE BE BACK at The Truman Annex in Key West located?

Located in Old Town Key West, this condo building is within a 10-minute walk of We Cycle Key West, Duval Street, and Ernest Hemingway Home and Museum. Mallory Square and Fort Zachary Taylor Historic State Park are also within 15 minutes.

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ISLE BE BACK at The Truman Annex in Key West Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 33 out of 41 reviews
Rating 8 - Good. 6 out of 41 reviews
Rating 6 - Okay. 1 out of 41 reviews
Rating 4 - Poor. 0 out of 41 reviews
Rating 2 - Terrible. 1 out of 41 reviews

9.6/10

Cleanliness

Reviews

10/10 Excellent

Alvin B.

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

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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Cynthia P.

A Favorite

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 love this property! Everything inside is upgraded and beautiful! Great location for easy walks everywhere.

10/10 Excellent

Laura-Anne C.

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

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, check-in, communication, location, listing accuracy

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

8/10 Good

Walt K.

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

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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

brenda o.

KW SY

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: Awesome time at a really nice place.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Paula F.

Isle Be Back

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 property was very clean and the kitchen well stocked with appliances and tools. It is centrally located in a very quiet, well groomed community.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Sara P.

Awesome stay!

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: Very nice condo, close to everything. Very clean, well equipped. This place is updated and bright. The bed was very comfortable. 11/10 would recommend and would absolutely love to stay here again.
Stayed 8 nights in Jun 2023

10/10 Excellent

janet m.

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

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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

brandy g.

Our stay at Isle Be Back rental!

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 rental was in a great location, we could have walked anywhere we wanted. The condo was decently priced for our stay. It is very cute and had a lot of amenities and very clean. Compass Reality were very helpful with whatever questions we had. The only downside was the mattresses were pretty firm but a lot of people prefer that. I would definitely recommend this property!
Stayed 7 nights in Jul 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Natalie T.

Truman annex perfect accomodatioms

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: Brand new condo CLEAN and BEAUTIFULLY decorated. Needed ice cube tray. Also would like to see kitchen towels and cleaning spray for counter top and glass tabletop and toilet bowl cleaner. Truman annex is a convenient wonderful place to stay in Key West.

10/10 Excellent

Lorrie N.

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

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

10/10 Excellent

Allison H., Marietta, GA

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

The condo is beautifully modern and clean.

We loved the location of the complex. We rented bikes for the week and rode them everywhere. We took advantage of the pool as well which was nice to have in case of a chance of rain. My only complaint was that we did not have full control of the a/c so we had to sleep with the bedroom door open at night until it cooled down enough. It just wouldn’t get as cool as we liked.
Stayed 7 nights in Jul 2020

10/10 Excellent

Jean A.

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

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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

You better believe "Isle Be Back"

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: Unit appeared to be recently updated. Very nicely appointed. Close to everything within Old Town. Definitely would stay again.
This review comes from a trusted partner site and has not been verified.

8/10 Good

KEITH B.

I'll be back

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was more than happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: very pleasant and clean. One of the nicer units that we have stayed in Key WEst. Good location
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Dianna P.

Wonderful place to stay!

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 really enjoyed our stay in this beautifully decorated unit!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

kayanne h.

Isle Be Back is a great place to rent

Rating Details: The property manager was more than 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 condo was very well decorated and had ample supplies. Great kitchen! Everything was up-to-date tiled bathrooms nice shower! The complex was quite and plenty of parking! Close to Duval and Mallory Square and easy walk! Felt safe there.

2/10 Terrible

Donna K.

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

Vacation

Very nice. Good porch. Door knob on porch needs to be fixed.
Stayed 7 nights in May 2024
This review comes from a trusted partner site and has not been verified.

8/10 Good

Patricia C.

A perfect locationfor Key West

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: The rental was very nice with a well-stocked kitchen. My only reservation is that it is small for four adults--despite the two bedrooms/ two baths.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

brenda o.

great stay

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: Awesome

10/10 Excellent

Erin S.

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

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, check-in, communication, location, listing accuracy

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, check-in, communication, location, listing accuracy

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, check-in, communication, location, listing accuracy

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