Entire condo

Historic District-Pool View-Duval Street-Beach Nearby-No Contact Check-In

Choose dates to view prices

Where to?

Dates

September 2025

October 2025

Overview
Amenities
Policies
Location

Exceptional

Entire condo

2 bedrooms1 bathroomSleeps 6

Popular amenities

Dryer
Washer
Kitchen
Free WiFi

Explore the area

Key West, FL

Duval Street
‪6 min walk‬
Mallory Square
‪11 min walk‬
Southernmost Point
‪14 min walk‬
Key West, FL (EYW-Key West Intl.)
‪10 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 kitchen, a balcony, and a refrigerator.

View more Condo Rentals in Key West

What's nearby

Ernest Hemingway Home and Museum - 6 min walk - 0.4 miles
Duval Street - 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
Southernmost Point - 14 min walk - 0.8 miles

Getting around

Key West Intl. Airport (EYW) - 19 min drive

Restaurants

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

Historic District-Pool View-Duval Street-Beach Nearby-No Contact Check-In

This 2 bedroom, fully furnished condominium with brand new living room furniture and dining room table set is located in the Truman Annex, a gated community of private homes and condominiums. Located inside the Truman Annex is Truman's Little White House Museum, Eco-Discovery Center, Water Park for small children and Fort Zachary State Park. Freshly painted and upgraded with custom bedspreads, new key west style furniture, all flat screen televisions, comfortable outdoor furniture, queen bed with two twin beds that are easily converted to a king sleeper, a sofa sleeper, full kitchen, living room, washer/dryer and two private balconies one overlooking the swimming pool and the other facing the courtyard. Free assigned parking spot and Free Wi-fi. Steps from famous Duval Street, sunset celebration and all the downtown action one desires.

Note: The property is set up for no contact check-in. The unit has been cleaned and sanitized by a professional cleaning company prior to your arrival. If Key West closes to tourists due to COVID related travel shutdown, you will receive 100% refund minus credit card fee of 3.5%.

The condo is air-conditioned and features a kitchen and a balcony, and there's space to spread out with 2 bedrooms. Guests can expect to find free WiFi and a Smart TV with a DVD player. Other standard amenities include a washing machine, a coffee maker, and an ironing board.

Similar properties

Pool
Kitchen
Washer
Dryer

Kitchen
Washer
Dryer
Pet friendly

$508 nightly

Oct 15 - Oct 16

Total with taxes and fees

Property amenities

Ski

Close to skiing

Pool/Spa

Communal pool

Internet

Available in the condo: Free WiFi

Parking and transportation

Car not required
Parking on site

Kitchen

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

Bedrooms

2 bedrooms
Bedsheets provided

Bathroom

1 bathroom
Bathtub or shower
Towels provided

Living spaces

Living room

Entertainment

Books
DVD player
Smart TV with cable/satellite channels

Outdoor areas

Balcony

Laundry

Laundry facilities
Washing machine

Comfort

Air conditioning
Heating

Pets

No pets allowed

Suitability/Accessibility

Smoking not allowed

Services and conveniences

Iron/ironing board

Location highlights

In the city center
Near a health/beauty spa
Near a hospital
Near the marina

Things to do

Birdwatching nearby
Cycling nearby
Ecotours nearby
Fishing nearby
Golfing nearby
Jet skiing nearby
Kayaking nearby
Motor boating nearby
Parasailing nearby
Sailing nearby
Scuba diving nearby
Snorkeling nearby
Swimming nearby
Water skiing nearby
Wildlife walks nearby
Windsurfing nearby

Safety features

No carbon monoxide detector or gas appliances (host has indicated there are no carbon monoxide detectors or gas appliances on the property)
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: 27

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

Check-out instructions

The host requires you complete the following before checking out:

Load the dishwasher

Strip any used beds and gather used towels

Remove personal items, remove leftover food and drinks, and take out the trash

Turn off the lights, lock the doors, and return the keys

Full detail check-out instructions are inside the owners manual.

Make sure you text me @ 305-797-5263 copy of both sets of keys.

The garbage and recycle cans are located next to your parking bay.

Failure to complete these may result in a negative review from the host.

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 indicated there are no carbon monoxide detectors or gas appliances on the property

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 has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

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: 27

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.
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
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

Early December Rent Five Days get Two Days Free-discount Applied

Frequently asked questions

What's there to do 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.

Is parking available on site at this condo?

No, there isn't parking at this condo.

Is this condo associated with a casino?

No, this condo is not connected to a casino.

Will I find an indoor pool at this condo?

No, there is no indoor pool at this condo.

What do couples enjoy most about Historic District-Pool View-Duval Street-Beach Nearby-No Contact Check-In?

At this historic condo, amenities that appeal to couples include a kitchen and a smart TV in each condo unit with some featuring kitchens.

Does Historic District-Pool View-Duval Street-Beach Nearby-No Contact Check-In 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.

Will this condo allow pets to stay for free?

No, pets aren't allowed at this condo.

Does this condo have connecting rooms?

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

How close is the airport from this condo?

The closest major airport to this condo is Key West Intl. Airport (EYW), which is 4.1 mi away (19 minutes by car).

Are there rooms with balconies that I can book at Historic District-Pool View-Duval Street-Beach Nearby-No Contact Check-In?

Yes, every condo unit at Historic District-Pool View-Duval Street-Beach Nearby-No Contact Check-In comes with a balcony.

Historic District-Pool View-Duval Street-Beach Nearby-No Contact Check-In Reviews

9.6

Exceptional

9.4/10

Cleanliness

10/10

Amenities

9.4/10

Property conditions & facilities

8/10 Good

Jeffrey Y.

Aug 18, 2025

Liked: Cleanliness

Stayed 7 nights in Jul 2025

10/10 Excellent

Stacie K.

Jul 1, 2025

Liked: Cleanliness

Excellent Location

Safe location, great for families! Steps from the community pool. Plus a really nice neighborhood walk to local attractions like the aquarium and museums.

Stayed 10 nights in Jun 2025

10/10 Excellent

Elizabeth M., ROCHESTER

Jun 4, 2025

Liked: Cleanliness

Just as advertized !

Stayed 7 nights in May 2025

10/10 Excellent

Joey C.

Jun 1, 2025

Liked: Cleanliness

Our Favorite Place

This property was a wonderful stay. The beds were comfy, the showers were refreshing, the air conditioning was cold. Perfect place to come "home" to after a hot day out on the water. A dip in the pool was greatly enjoyed after getting used to the initial chill of the water, a little colder than previous years, but tolerable. We look forward to more visits to this complex in the coming years!

Stayed 7 nights in May 2025

10/10 Excellent

Kenneth L., Midwest

May 19, 2025

Liked: Cleanliness

Always great

Great stay, great unit and great location. Host was great as always

Stayed 12 nights in Apr 2025

8/10 Good

Anne Marie B.

Apr 24, 2025

Liked: Cleanliness

Angled Narrow Rise/Run Stairs

Several recommendations were sent to property manager - some regarding cleanliness others repairs, fixes. We were without air on holiday when temperature and humidity was high. Air fixed next day. Requested partial refund but have received no response. I sent photos of all issues some of which handyman and others couldn’t find. Do not recommend for older people due to stairs.

Stayed 7 nights in Apr 2025

10/10 Excellent

Jamie W.

Apr 12, 2025

Liked: Cleanliness

Great location

Love Key West and this is a fantastic location in the middle of everything, making all entertainment very walkable if you choose. Great pool and very friendly people.

Stayed 7 nights in Apr 2025

10/10 Excellent

Missy C.

Apr 1, 2025

Liked: Cleanliness

Perfect location

This property checked every box. The place was clean, and just the right size. Everything we needed for a two week stay was there from beach towels, linens, pans, dishes, even hand soap and dish soap was provided. The few questions I had were answered immediately. The location is absolutely perfect. Within walking distance to everything. The pool was cleaned daily and the grounds were immaculate. I highly recommend this place.

Stayed 14 nights in Mar 2025

10/10 Excellent

Carol W.

Dec 14, 2024

Stayed 7 nights in Nov 2024

10/10 Excellent

Sue D.

Nov 6, 2024

Liked: Cleanliness

Perfect location and host

Roberta was wonderful to work with. Extremely responsive. The unit was spectacularly clean. We could not have asked for a better location.

Stayed 7 nights in Oct 2024

10/10 Excellent

David O.

Oct 27, 2024

Liked: Cleanliness

Great Stay

Great location, close to the action on Duval St as well as the water front.

Stayed 9 nights in Oct 2024

10/10 Excellent

Linda M.

Oct 8, 2024

Liked: Cleanliness

Close to everything

We had an amazing time at this condo. The place had everything we needed. Having two balconies and one that overlooked the pool was a plus. We walked everywhere, this condo was right in the middle of town. You just needed to decide everyday go right or left. Take a Sunset cruise!!! Visit Hemingway house and Butterfly Exhibit. Oh yeah and Irish Kevin’s on Duvall St. Thank you Roberta.

Stayed 7 nights in Oct 2024

10/10 Excellent

Carolynn M.

Sep 15, 2024

Liked: Cleanliness

Great location… nice property

We had a great stay… loved being overlooking the pool as it was quiet and pretty. Lots of Key West chickens about and nice to hear the national anthem at 8 am every morning from the nearby military base. Many good restaurants within walking distance and the parking for a car/golf cart was really handy. The unit is cute and clean. Everything you need is available. Loved the two porches although they were being painted for much of our stay. The unit could do with a spot of paint but overall it was wonderful.

Stayed 9 nights in Sep 2024

10/10 Excellent

Brian K.

Aug 17, 2024

Liked: Cleanliness

Amazing Week

This was a great vacation and this unit/location was amazing!!! Literally walk to everything and in the complex the pool was just outside the door, 2 balconies so you could always find shade and relax

Stayed 7 nights in Aug 2024

10/10 Excellent

Lin L.

Aug 10, 2024

Liked: Cleanliness

Stayed 7 nights in May 2024

10/10 Excellent

Michael L.

Aug 10, 2024

Liked: Cleanliness

Stayed 4 nights in Apr 2024

10/10 Excellent

Stacey C.

Aug 8, 2024

Liked: Cleanliness

Excellent Location

You can't beat this location. It is quiet, safe, and within walking distance from nearly everything you want to do in Key West. We saw a manatee at the waterfront right next to the complex the second night we were there. We also spent several days at Fort Zachary Taylor State Park, which is walking distance from the property if you don't have a lot of items to carry. This is a great spot for families. Despite the heat, we also spent a lot of time reading on the balcony overlooking the pool. The pool is clean and very quiet during this time of year. There were several points during our 10 day trip when we had the pool to ourselves. The complex property is immaculate and everyone was very friendly. Property manager was responsive and helpful.

Stayed 10 nights in Jul 2024

6/10 Okay

Sheila S.

Jul 12, 2024

Liked: Cleanliness

Kind of small and very steep steps

I wasn't really thrilled with this particular property. There were a lot of rules for the pool, the interior stairs were narrow and steep, the condo itself was kind of small. However, and huge however, Roberta, the property manager is amazing and will make everything right for you. She quickly put us somewhere larger and nicer when the tv and internet were not working correctly and the new place was AMAZING! We will definitely be back with Roberta again, she is awesome and caring.

Stayed 5 nights in Jul 2024

10/10 Excellent

Jonathan M.

Jul 5, 2024

Liked: Cleanliness

Walking distance to Duval

Property is exactly as described. Easy check in/out. Walking distance to Duval.

Stayed 7 nights in Jun 2024

10/10 Excellent

Michael G.

Jun 12, 2024

Liked: Cleanliness

Awesome stay at the Truman Annex

The stay at the Truman Annex was great. The location, facilities available and the staff are all commented for the nice appearance and wonderful environment.....

Stayed 8 nights in May 2024

4/10 Poor

Susan B., Camberley, United Kingdom

Apr 15, 2024

Disliked: Cleanliness

Tatty and tired property with a lot wrong with it

The Truman complex is lovely, great location and very well maintained. But the property is very tired (as per other reviews) and needs a major overhaul to bring it up to a reasonable standard. The experience was pretty awful. From getting the dates on our booking messed up (and host was no help to get this resolved - had to escalate through to Directors at VRBO to get help), through to broken floor tiles in every room, fridge door held on by sticky tape, dirty and discoloured kitchen sink, dangerous looking electrics, wall tile hanging off the wall in the bathroom, dirty bottom bed sheet in the master bedroom, sofa bed that you cannot sleep on as the mattress is so bad and the springs make it totally impossible to sleep on. Made the host aware of all these issues and she did nothing.

Stayed 4 nights in Apr 2024

10/10 Excellent

Mary S.

Jan 2, 2024

Liked: Cleanliness

Relaxing stay in paradise

Roberta was great ! Communicated Exceeded what we expected. Made our holiday very relaxing Can’t wait to come back!

Stayed 15 nights in Dec 2023

10/10 Excellent

Peggy W., Batavia USA

Dec 18, 2023

Liked: Cleanliness

Truman annex

It was clean, spacious for a 2 bedroom. It had 2 balconies which we loved. Had breakfast every morning outside over looking the pool. The beds were comfortable. The unit came with a washer and dryer which I think is a bonus. Roberta was very easy to get a hold of and responded very quickly no matter what or when I asked questions. The property was well maintained and quiet. Great location for us since we prefer that side of Key West.

Stayed 12 nights in Dec 2023

10/10 Excellent

Bob C., Marysville, MI

Nov 25, 2023

Liked: Cleanliness

Quiet but Close

great location and close to all the activities we were interested in

Stayed 7 nights in Nov 2023

10/10 Excellent

Susan D.

Nov 5, 2023

Liked: Cleanliness

Great location, loved two balconies

The unit is more dated than others I’ve stayed in, but met all of our needs. Well equipped, plenty of towels and extra bedding. We loved having two balconies to relax on. The location is great within the complex, right next to the pool, it was easy to look out and see how busy it was. It’s an end until which makes it quieter, and the bedrooms are on the outside wall thankfully because the walls are thin and our neighbors were loud talkers. Super quiet at night. Thank you!

Stayed 7 nights in Oct 2023