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Truman Annex Gem • 2BR Condo • Walk to Beach & Bars

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A heated pool
2 bedrooms, iron/ironing board, internet, bed sheets
Interior
Exterior
Fridge, microwave, oven, stovetop

Reviews

9.4 out of 10
Exceptional

Entire condo

2 bedrooms1 bathroomSleeps 4

Popular amenities

  • Dryer
  • Washer
  • Parking available
  • Kitchen
  • Pool
  • Barbecue grill

About this property

Entire place

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

Truman Annex Gem • 2BR Condo • Walk to Beach & Bars

Best Deal in Truman Annex – Céad Míle Fáilte!
2 Bedroom | 1 Bathroom | Sleeps Up to 5 Guests

Welcome to Innis-free, our little slice of paradise in Key West—where you're greeted with Céad Míle Fáilte, an Irish expression meaning “a hundred thousand welcomes.” Whether you're traveling from near or far, we’re delighted to share our home with you.

Nestled in the heart of the exclusive Truman Annex, our cozy ground-floor condo offers the perfect combination of comfort, convenience, and charm. With two bedrooms and one bathroom, the space comfortably accommodates up to five guests and is ideal for couples, families, or small groups of friends.

Why You'll Love It Here:
Reserved parking—leave the car and explore on foot or by bike
Steps from iconic spots: Green Parrot, Margaritaville, and Duval Street
A short ride to Fort Zachary Taylor State Park—home to the island’s best beach
Relax in the community pool or unwind on your private back deck
Enjoy tasteful decor, hardwood floors, and a new maplewood kitchen

From lazy beach days to lively nights out, everything Key West has to offer is right at your doorstep. So kick back, soak up the sunshine, and enjoy a truly warm welcome—a hundred thousand times over.

Property manager

All Florida Keys Property Management

Languages

English, Spanish

Add dates for prices

Property amenities

Pool/Spa

  • Communal pool
  • Heated pool

Internet

  • Available in the condo: Internet access

Parking and transportation

  • Parking on site

Kitchen

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

Bedrooms

  • 2 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 1 bathroom
  • Hair dryer
  • Towels provided

Living spaces

  • Living room

Entertainment

  • DVD player
  • TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Garden
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Cobblestone flooring in public areas
  • Hardwood flooring in public areas
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center
  • Near a hospital
  • Near the marina

Things to do

  • Golf
  • Heated pool
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing 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 not reported (host has not indicated whether there is a smoke detector on the property)

General

  • Garden

Similar properties

Pool

BLUE HEAVEN at The Truman Annex in Key West

  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
9.0 out of 10, Wonderful, 49 reviews
BLUE HEAVEN at The Truman Annex in Key West

Policies

Check-in

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

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 not indicated whether there is a smoke detector on the property
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

Beautiful Downtown Truman Annex 2 BR 1 BA Condominium Sleeps 4
Beautiful Downtown Truman Annex 2 BR 1 BA Condominium Sleeps 4
@@ Fantastic Spring Summer Stay Downtown Walk Everywhere @@
1680-71576

About the neighborhood

Map
Florida, Key West

What's nearby

  • Duval Street - 4 min walk - 0.4 km
  • Ernest Hemingway Home and Museum - 6 min walk - 0.5 km
  • Fort Zachary Taylor Historic State Park - 9 min walk - 0.8 km
  • Mallory Square - 11 min walk - 0.9 km
  • Southernmost Point - 14 min walk - 1.2 km

Getting around

  • Key West Intl. Airport (EYW) - 9 min drive

Restaurants

  • ‪Margaritaville - ‬8 min walk
  • ‪Blue Heaven - ‬9 min walk
  • ‪Green Parrot Bar - ‬7 min walk
  • ‪Willie T's - ‬7 min walk
  • ‪Mangoes Restaurant & Island Cuisine - ‬7 min walk

Frequently asked questions

Does Truman Annex Gem • 2BR Condo • Walk to Beach & Bars have a pool?

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

Is Truman Annex Gem • 2BR Condo • Walk to Beach & Bars pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Truman Annex Gem • 2BR Condo • Walk to Beach & Bars?

Check-in begins at 4:00 PM.

What time is check-out at Truman Annex Gem • 2BR Condo • Walk to Beach & Bars?

Check-out is at 10:00 AM.

Where is Truman Annex Gem • 2BR Condo • Walk to Beach & Bars located?

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

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Truman Annex Gem • 2BR Condo • Walk to Beach & Bars Reviews

Reviews

9.4

Exceptional

Rating 10 - Excellent. 58 out of 77 reviews
Rating 8 - Good. 14 out of 77 reviews
Rating 6 - Okay. 4 out of 77 reviews
Rating 4 - Poor. 1 out of 77 reviews
Rating 2 - Terrible. 0 out of 77 reviews

9.8/10

Cleanliness

10/10

Staff & service

10/10

Amenities

10/10

Property conditions & facilities

Reviews

10/10

Amazing quiet secluded spacious condo! Would absolutely stay here again.
Stayed 7 nights in Nov 2023

10/10

Great location. Just positive all around
Stayed 6 nights in Jul 2023

10/10

We enjoyed the condo and location to restaurants, Mallory square, shopping, and beaches. Things to improve: WiFi was not showing as secure dishwashing leaked on floor when ran (alerted rental Co.) keys left on table opened the pool gate but not gates to Truman annex after 6pm.
Stayed 7 nights in Apr 2024

10/10

Wonderful
Stayed 9 nights in May 2019

10/10

The trip was great all around. The condo was very clean & communication was easy. No problems here!!
Stayed 7 nights in Aug 2023
This review was submitted before 2018 and has not been verified.

10/10

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: Loved the condo, patio and location.
This review comes from a trusted partner site and has not been verified.

10/10

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: Shipyard condos are the perfect location for a Key West vacation.
Stayed 14 nights in Oct 2019
This review comes from a trusted partner site and has not been verified.

8/10

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: Condo was well equipped and very clean
Stayed 9 nights in May 2019
This review comes from a trusted partner site and has not been verified.

10/10

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 place to stay with all amenities included, good location, walking distance to shops and museums and the beach. Very comfortable for 4 people.
This review comes from a trusted partner site and has not been verified.

10/10

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 spot in Key West! Near everything.
This review comes from a trusted partner site and has not been verified.

10/10

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: Quite delightful. Great location, very clean and comfortable. However small bathroom and kitchen. Would stay there again. Julia was fabulous
This review comes from a trusted partner site and has not been verified.

10/10

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: Fantastic vacation spot. Easy access to everything. I recommend renting bikes for easy access to the beach. The house was very clean and well stocked. We greatly appreciated the beach chairs.
Stayed 6 nights in Jun 2023
This review comes from a trusted partner site and has not been verified.

8/10

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: Some appliances were a bit outdated but they worked. Comfortable and clean. Didn't have to buy anything extra for cleaning, paper goods, or laundry. Would stay again.
Stayed 6 nights in Aug 2023
This review comes from a trusted partner site and has not been verified.

8/10

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 property is pretty and was clean. A bit dated inside, but a nice common space. Location was pretty great. Management company was AWESOME! Response times to needs was only a few minutes. Could use a few more kitchen items, i.e., cookie sheet, utensils.
Stayed 5 nights in Apr 2020

8/10

Stayed 7 nights in Oct 2024

10/10

Great service by the office, great location for boat race week and general island visiting.
Stayed 7 nights in Nov 2024
This review comes from a trusted partner site and has not been verified.

6/10

Rating Details: The property manager was very helpful. The vacation rental was 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 property was under renovation and needs some TLC - especially the back deck: door shutters were propped up against the fence along with an old bucket and a can of stain or paint. Bikes were half covered with an old, tattered blue tarp, the umbrella, door mat and cushions were worn and really need to be updated. The kitchen appliances and utensils were functional but bare minimum quality. We've stayed at many condos in Truman Annex and they were all better maintained and updated. We were also disappointed in the condition of the pool surface. I understand it will be resurfaced soon, which is good, it needs it. Overall, this property might be OK for young people there to party but middle-aged couples will probably prefer something more updated.
Stayed 8 nights in Oct 2024
This review comes from a trusted partner site and has not been verified.

10/10

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 good - enjoyed it thoroughly. Condo was lovely and had everything we needed other than a decent frying pan - ones in there had most of the teflon scratched off and not safe to use. Also needed a decent cooking sheet for roasting veggies etc.
Stayed 7 nights in Jun 2024
This review comes from a trusted partner site and has not been verified.

10/10

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 condo is clean and well equipped. Short distance to downtown.
This review comes from a trusted partner site and has not been verified.

10/10

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: Wonderful location in Key West. Close to everything. Very spacious for an older structure (small bathroom and kitchen). Will definitely stay here again.
Stayed 6 nights in Oct 2023
This review comes from a trusted partner site and has not been verified.

10/10

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: Condo was clean and in a great location for walking to many restaurants and shops in Key West. Overall the rooms are small, kitchen is one person at a time. Outdoor deck area was nice, but when we were there it was very hot outdoors, even at night, so didn't get to enjoy it much. The pool is great, had shade when needed and a short walk from the condo.

10/10

Overall a great place to stay. I would get the shower drain cover fixed. There are no screws holding it down. Also the WiFi account isn’t being broadcast. I do like it a bit cooler at night 74 was a bit warm for sleeping. Still a great place to stay.
Stayed 10 nights in Jul 2023

8/10

Great place, very clean and convenient location near Duval St. Only problem was printed instructions in condo for Wi-Fi connection, keys and check out procedures were out of date or wrong.
Stayed 7 nights in Nov 2022

10/10

Cute place and great location
Stayed 5 nights in Nov 2022

10/10

Great ground level condo in the Truman Annex. The condo is a short walking distance to Duvall Street and many great restaurants and shops yet very quiet and peaceful. Pool area was great! The place is well appointed with everything you need. We'll be back! Definitely recommended!
Stayed 6 nights in Oct 2022