Entire home

Prime location, stunning views from 2 decks—walk or ride to explore the island!

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Where to?

Dates

July 2025

August 2025

Overview
Amenities
Policies
Location
Host

Entire home

2 bedrooms2 bathroomsSleeps 4800 sq ft

Popular amenities

Dryer
Washer
Parking available
Kitchen

Explore the area

Key West, FL

Duval Street
‪5 min walk‬
Mallory Square
‪9 min walk‬
Southernmost Point
‪15 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 vacation home is within a 10-minute walk of popular sights such as Duval Street and Fort Zachary Taylor Historic State Park. The vacation home includes a kitchen, a balcony, and a fenced private yard.

View more Vacation Homes in Key West

What's nearby

Duval Street - 5 min walk - 0.3 miles
Ernest Hemingway Home and Museum - 7 min walk - 0.4 miles
Fort Zachary Taylor Historic State Park - 8 min walk - 0.4 miles
Mallory Square - 9 min walk - 0.5 miles
Southernmost Point - 15 min walk - 0.8 miles

Getting around

Key West Intl. Airport (EYW) - 14 min drive

Restaurants

‪Margaritaville - ‬8 min walk
‪Blue Heaven - ‬9 min walk
‪Green Parrot Bar - ‬6 min walk
‪Willie T's - ‬7 min walk
‪Mangoes Restaurant & Island Cuisine - ‬7 min walk

About this property

Entire place

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

Prime location, stunning views from 2 decks—walk or ride to explore the island!

Walk everywhere from this little part of Paradise, you will never need a car. Located in beautiful Old Town, you are virtually 2 blocks from from Duval Street with shops, restaurants, and nightlife. Tastefully appointed with vintage rattan furniture and fully stocked with everything you will need in a newly redecorated kitchen with popular granite countertops. Bathrooms have been recently renovated with white vessel sinks which add to the contrast of vintage and contemporary decor. Walk out your back gate and you will enter the pool area with a heated pool that does not exceed 5 feet deep. The bedrooms each have queen size beds .We have free wifi as well. All cleaned and disinfected by our professional cleaning staff .

Sit outside to people watch from one of our 2 balconies or the friendly front porch where conversations ensue with the passerby's!!

The vacation home is air-conditioned and features a kitchen, 1.5 bathrooms, 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 fenced private yard, and a coffee maker. Limited housekeeping is available.

Property manager

Kerry Higginbotham

Languages

English

Similar properties

Pool
Kitchen
Washer
Dryer

Property amenities

Beach

On the beach
Beach loungers

Pool/Spa

Communal pool
Fenced private pool
Heated pool
Outdoor pool

Internet

Available in the house: Free WiFi

Parking and transportation

Car recommended
Parking on site

Kitchen

Blender
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Electric kettle
Ice maker
Kitchen island
Microwave
Oven
Paper towels
Refrigerator
Stovetop
Toaster

Dining

Dining table

Bedrooms

2 bedrooms
Bedsheets provided

Bathroom

1.5 bathrooms
Bathtub or shower
Hair dryer
Soap
Toilet paper
Towels provided

Living spaces

Dining table
Living room

Entertainment

Books
DVD player
Smart TV with cable/satellite channels
Stereo

Outdoor areas

Balcony
Barbecue grill
Fenced yard
Garden

Laundry

Laundry facilities
Washing machine

Comfort

Air conditioning
Heating

Pets

No pets allowed

Suitability/Accessibility

Smoking not allowed

Services and conveniences

Housekeeping (limited availability)
Iron/ironing board
Phone

Location highlights

Near a hospital
Near the marina
On the waterfront

Things to do

Bicycles
Heated pool
Tennis
Water sports equipment
Birdwatching nearby
Cycling nearby
Fishing nearby
Golfing nearby
Hiking/biking trails nearby
Jet skiing nearby
Sailing nearby
Scuba diving nearby
Snorkeling nearby
Swimming nearby
Windsurfing 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 (host has indicated there is a smoke detector on the property)
Fire extinguisher
Deadbolt lock

General

Bicycles
Garden
Unit size: 800 square feet

Policies

Check-in

Check-in time starts at 4:00 PM

Contactless check-in available

Minimum check-in age: 23

Check-out

Check-out before 10:00 AM

Contactless check-out available

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

This property doesn't allow pets

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: 23

We should mention

Details about charges, deposits, or other important information:

This property is managed by a private host, not a professional engaged in trade or business.
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

Charming Character Walk Everything yet Quiet Location Condo

Charming Character Walk Everything yet Quiet Location Key West

Charming Character Walk Everything yet Quiet Location Condo

Charming Character Walk Everything yet Quiet Location Key West

Charming Character Walk Everything yet Quiet Location

Frequently asked questions

What can I see close to this vacation home?

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

Will I be able to park at this vacation home?

No, there isn't parking at this vacation home.

Is this vacation home associated with a casino?

No, this vacation home is not connected to a casino.

Is there an indoor pool at this vacation home?

No, this vacation home doesn't have an indoor pool; however, there is an outdoor pool.

What do couples enjoy most about Prime location, stunning views from 2 decks—walk or ride to explore the island!?

Amenities that appeal to couples at this beachfront vacation home include a kitchen and a smart TV along with an outdoor pool.

Does Prime location, stunning views from 2 decks—walk or ride to explore the island! have a hot tub?

No, but this vacation home does have a heated pool.

Does this vacation home provide breakfast?

No, this vacation home doesn't offer breakfast.

Does this vacation home allow pets to stay free of charge?

No, pets aren't allowed at this vacation home.

Are there connecting rooms at this vacation home?

No, this vacation home doesn't feature connecting guestrooms.

How close is the airport from this vacation home?

The closest major airport to this vacation home is Key West Intl. Airport (EYW), which is 4.1 mi away (14 minutes by car).

Are there rooms with balconies at Prime location, stunning views from 2 decks—walk or ride to explore the island!?

Yes, every accommodation at Prime location, stunning views from 2 decks—walk or ride to explore the island! comes with a balcony with some featuring water views.

Prime location, stunning views from 2 decks—walk or ride to explore the island! Reviews

Exceptional

9.8/10

Cleanliness

10/10

Amenities

9.0/10

Property conditions & facilities

8.0/10

Eco-friendliness

10/10 Excellent

Derrick H., Shelbyville, Il

Jun 30, 2025

Liked: Cleanliness

Mr. Derrick

Very close to the beach and Duvall. AC works great unlike some of the other units. Pool is right out the back entrance.

Stayed 7 nights in Jun 2025

10/10 Excellent

Tori W.

Jun 18, 2025

Liked: Cleanliness

Quiet location

We were pleasantly surprised that there was a half bath downstairs. The location couldn’t have been better, steps from the pool, own parking space and to Duval Street. We even walked to the beach and the park.

Stayed 7 nights in May 2025

10/10 Excellent

Patricia J.

Apr 27, 2025

Liked: Cleanliness

Paradise

We couldn’t have asked for a better place to stay. Within walking distance of Duval St, restaurants, bars, stores, attractions. All the amenities needed were provided. Quiet area with great porches for people watching. The kids loved spending time in the pool. Host was very responsive. 10/10 stay, I highly recommend this place.

Stayed 8 nights in Apr 2025

10/10 Excellent

Kathryn T.

Apr 21, 2025

Liked: Cleanliness

Beautiful townhouse with excellent location

Very convenient to both beach and Duval Street with pool directly behind townhouse . However still very quiet and private backyard

Stayed 11 nights in Apr 2025

10/10 Excellent

Arline G.

Apr 6, 2025

Liked: Cleanliness

Truman Annex

Bittersweet, because as 2026 they will no longer allow weekly rentals

Stayed 7 nights in Mar 2025

10/10 Excellent

PATTI, New Market

Traveled with family

Feb 22, 2025

Liked: Cleanliness, amenities, property conditions & facilities

Loved location and the surrounding area.

Stayed 7 nights in Feb 2025

10/10 Excellent

Keith F.

Feb 15, 2025

Liked: Cleanliness

Keith’s

Beautiful place. Excellent location to every thing.

Stayed 14 nights in Feb 2025

10/10 Excellent

Marcie R.

Jan 25, 2025

Liked: Cleanliness

Perfect house. Perfect location.

I absolutely love this home. It’s close to everything but out of the way so you don’t hear people screaming late at night. Love Truman Annex and how adorable the neighborhood is. This rental has everything one could ever need including salt and pepper. Quiet deck out back. Socializing deck out front. Such a great home.

Stayed 7 nights in Jan 2025

10/10 Excellent

Tarrah Todd S.

Jan 24, 2025

Stayed 7 nights in Dec 2024

10/10 Excellent

Patricia W.

Jan 11, 2025

Liked: Cleanliness

The perfect spot

Loved the location of this sweet little attached two story cottage. It is small and compact but had everything we needed.The community is just lovely, with an easy, scenic walk to everything we wanted to see. It's located in a cozy little block, and we did have vacationing neighbors that talked outside on their patio next to ours well in to the night. But it was still so enjoyable, we didn't mind. Any question we had was promptly answered by the owner. Parking was very convenient, and the pool was just outside our back gate. And even though we had a car, we walked everywhere, including the nearby small grocery store in the historic district. A truly lovely week.

Stayed 7 nights in Jan 2025

10/10 Excellent

Misty K.

Dec 2, 2024

Liked: Cleanliness

Stayed 8 nights in Nov 2024

10/10 Excellent

Mary Jane G., Harmony Township, NJ

Oct 31, 2024

Liked: Cleanliness

Great property!

Great location and everything was as advertised. Can't wait to return!

Stayed 10 nights in Oct 2024

10/10 Excellent

A j.

Aug 9, 2024

Liked: Cleanliness

Stayed 7 nights in Feb 2024

10/10 Excellent

LOIS E.

Aug 7, 2024

Liked: Cleanliness

Wonderful Property

Great Property - Great Owner

Stayed 9 nights in Jul 2024

10/10 Excellent

Tom D.

Jun 30, 2024

Liked: Cleanliness

Almost Haven

The property was fantastic and clean. As advertised it’s a short walk to Duval Street, Mallory Square and Ft Zachary Park. Nothing but sunshine for the whole week we were there.

Stayed 7 nights in Jun 2024

10/10 Excellent

Annalisa B.

May 7, 2024

Liked: Cleanliness

Key West Getaway

We loved everything about it! Perfect location with close proximity to the pool, a short walk to downtown, yet secluded and private.

Stayed 7 nights in Apr 2024

10/10 Excellent

Matthew T.

Apr 29, 2024

Liked: Cleanliness

Great property and location in a very quiet neighborhood

The description is completely accurate ... you really can walk or ride to anywhere. The property was very clean and well maintained. We really enjoyed our meals on the back deck. The pool was so close -- we only wish we had time to sit back and relax, but we were constantly on the go! It is hard to stay put, when all of Old Town is right the door. While the Truman Annex is conveniently located near any of the attractions or destinations you would want, it is just far enough that you do not get any street noise or disturbances. We previously stayed in a hotel in New Town, but we will be looking to rebook this property for our next KW adventure!

Stayed 7 nights in Apr 2024

10/10 Excellent

Stephanie D.

Mar 27, 2024

Liked: Cleanliness

Great getaway

Location was great, pool great, property manager was outstanding. Kerry communicated perfectly. She was always there to answer all questions. We had all the amenities we needed.

Stayed 7 nights in Mar 2024

10/10 Excellent

Chuck V.

Mar 21, 2024

Liked: Cleanliness

Truman Annex Rental (KW)

We had a great week (the weather was excellent), but the “house” also was a perfect fit - with the two bedrooms upstairs and combo living and dining area in an “open” plan. Perfect location to Duval Street but yet far enough so it was quiet at night.

Stayed 7 nights in Mar 2024

10/10 Excellent

Jim & Michelle B.

Mar 7, 2024

Liked: Cleanliness

Perfect!

Excellent location. Everything you could need for the perfect week long vacation. Pool was so warm and people watching from the balcony was a hoot!

Stayed 7 nights in Feb 2024

10/10 Excellent

Laurie W.

Feb 17, 2024

Liked: Cleanliness

First Keys trip

Perfect location, comfy beds, balconies off of each bedroom, pool immaculate and very close to the unit. Truman Annex was very nice and well-kept.

Stayed 7 nights in Feb 2024

10/10 Excellent

Frederick S.

Feb 11, 2024

Liked: Cleanliness

Truman Annex

Nice property and very convenient to the Key West parks and Duvall Street.

Stayed 14 nights in Jan 2024

10/10 Excellent

ralph e., Executive director of the seminar marketing Institute

Jan 27, 2024

Liked: Cleanliness

Already planning to book for next year

Looking forward to coming back next year. Definitely going to be a repeat customer which in my opinion speaks volumes about all of the qualities of the unit.

Stayed 14 nights in Jan 2024

10/10 Excellent

Deborah B.

Jan 17, 2024

Liked: Cleanliness

Wonderful week stay!

We stayed at this condo in January and had a wonderful time! The property was immaculate and had everything we needed for the week! Truman Annex is the perfect place to stay if you don’t want to rent a vehicle. Everything is within walking distance. We will definitely be planning another trip to Key West and hope to stay here again! I would definitely recommend it to friends and family!

Stayed 7 nights in Jan 2024