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

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Relax in a serene poolside oasis surrounded by lush greenery and a fence.
Relax in this spacious living room with a comfortable sofa, wicker chair, and large sliding glass doors.
Enjoy cooking in this well-equipped kitchen with stainless steel appliances, white cabinetry, and a sleek countertop.
Stunning two-story home with a charming balcony and inviting porch.
Relax on the enclosed porch with a rocking chair and a potted plant.

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 4800 sq ft

Popular amenities

  • Dryer
  • Washer
  • Parking available
  • Kitchen

Explore the area

Map
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

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About the neighborhood

Key West

On the beach.Within a 10-minute walk of this Old Town Key West vacation home, you'll find Duval Street and Fort Zachary Taylor Historic State Park. We Cycle Key West and USCGC Ingham Maritime Museum are also within half a mile (1 km).
View more Vacation Homes in Key WestOpens in a new window

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!!

Property manager

Kerry Higginbotham

Languages

English

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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

  • No pets 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher, a smoke detector, and a deadbolt lock in each accommodation.

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

How close is Prime location, stunning views from 2 decks—walk or ride to explore the island! to the airport?

This vacation home is 4.1 mi (14-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.

Does Prime location, stunning views from 2 decks—walk or ride to explore the island! have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Prime location, stunning views from 2 decks—walk or ride to explore the island! to the beach?

This vacation home is on the beach. Don't forget your sunscreen!

Does Prime location, stunning views from 2 decks—walk or ride to explore the island! offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Prime location, stunning views from 2 decks—walk or ride to explore the island!?

No, there is no casino at this vacation home.

What time is check-in at Prime location, stunning views from 2 decks—walk or ride to explore the island!?

Check-in begins at 4:00 PM.

Is there free parking at Prime location, stunning views from 2 decks—walk or ride to explore the island!?

Free parking is not available at this vacation home.

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

This vacation home features an outdoor pool.

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

There are no spa services available at this vacation home.

How close is Prime location, stunning views from 2 decks—walk or ride to explore the island! to downtown Key West?

This vacation home is 0.2 mi away from Key West.

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

Reviews

10

Exceptional

Rating 10 - Excellent. 112 out of 118 reviews
Rating 8 - Good. 6 out of 118 reviews
Rating 6 - Okay. 0 out of 118 reviews
Rating 4 - Poor. 0 out of 118 reviews
Rating 2 - Terrible. 0 out of 118 reviews

9.8/10

Cleanliness

10/10

Amenities

9.0/10

Property conditions & facilities

8.0/10

Eco-friendliness

Reviews

10/10 Excellent

Derrick H., Shelbyville, Il

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.

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.

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.

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.

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
Liked: Cleanliness, amenities, property conditions & facilities
Loved location and the surrounding area.
Stayed 7 nights in Feb 2025

10/10 Excellent

Keith F.

Liked: Cleanliness

Keith’s

Beautiful place. Excellent location to every thing.
Stayed 14 nights in Feb 2025

10/10 Excellent

Marcie R.

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.

Stayed 7 nights in Dec 2024

10/10 Excellent

Patricia W.

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.

Liked: Cleanliness
Stayed 8 nights in Nov 2024

10/10 Excellent

Mary Jane G., Harmony Township, NJ

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.

Liked: Cleanliness
Stayed 7 nights in Feb 2024

10/10 Excellent

LOIS E.

Liked: Cleanliness

Wonderful Property

Great Property - Great Owner
Stayed 9 nights in Jul 2024

10/10 Excellent

Tom D.

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.

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.

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.

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.

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.

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.

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.

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

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.

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

10/10 Excellent

Tarrah S.

Liked: Cleanliness

Loved it

Fantasic location & great property
Stayed 8 nights in Dec 2023