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Entire home

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

On beach with outdoor pool, near Duval Street

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

Exterior - Prime location, stunning views from 2 decks—walk or ride to explore the island! (Key West)
Property grounds - Prime location, stunning views from 2 decks—walk or ride to explore the island! (Key West)
Smart TV, DVD player, books, stereo - Prime location, stunning views from 2 decks—walk or ride to explore the island! (Key West)
Interior - Prime location, stunning views from 2 decks—walk or ride to explore the island! (Key West)
Fridge, microwave, oven, stovetop - Prime location, stunning views from 2 decks—walk or ride to explore the island! (Key West)
In the heart of Old Town, this charming property offers a warm welcome with tasteful vintage decor and modern comforts. Stroll to Duval Street for shops, restaurants, and nightlife or unwind in the pool area with a heated pool. Enjoy free WiFi throughout your stay.

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 474 sq m

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi

Add dates for prices

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 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

  • Iron/ironing board
  • Limited housekeeping
  • 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

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  • Washer
  • Dryer
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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
Information provided by the property may be translated using automated translation tools

Rules

No smoking on property

Pets

Pets not allowed

Children and extra beds

Children are welcome

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 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

We should mention

A car is recommended for transportation to and from this property

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

About the neighborhood

Located on the beach, this vacation home is in Old Town Key West, a neighborhood in Key West. Fort Zachary Taylor Historic State Park and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. USCGC Ingham Maritime Museum and Florida Keys Eco - Discovery Center are also worth visiting. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails and cycling nearby. Visit our Key West travel guide
View more Vacation Homes in Key West
Map
FL, Key West

What's nearby

  • Duval Street featuring signage
    Duval Street
    5 min walk - 0.4 km
  • Ernest Hemingway Home and Museum featuring heritage elements and a house
    Ernest Hemingway Home and Museum
    7 min walk - 0.7 km
  • Fort Zachary Taylor Historic State Park showing military items, heritage elements and interior views
    Fort Zachary Taylor Historic State Park
    8 min walk - 0.7 km
  • Mallory Square featuring outdoor art, a square or plaza and signage
    Mallory Square
    9 min walk - 0.8 km
  • Florida Keys National Marine Sanctuary
    5 min walk - 0.4 km

Getting around

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

Restaurants

  • Green Parrot Bar
    5 min walk
  • Margaritaville
    8 min walk
  • Willie T's
    7 min walk
  • Blue Heaven
    9 min walk
  • Mangoes Restaurant
    8 min walk

Frequently asked questions

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

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

Is Prime location, stunning views from 2 decks—walk or ride to explore the island! pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

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.

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

Check-out is at 10:00 AM.

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

Nestled on the beach, this Old Town Key West vacation home is within a 10-minute walk of Truman Waterfront Park, Duval Street, and Fort Zachary Taylor Historic State Park. Ernest Hemingway Home and Museum and Mallory Square are also within 15 minutes.

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

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 115 out of 121 reviews
Rating 8 - Good. 6 out of 121 reviews
Rating 6 - Okay. 0 out of 121 reviews
Rating 4 - Poor. 0 out of 121 reviews
Rating 2 - Terrible. 0 out of 121 reviews

9.8

Cleanliness

10

Location

9.0

Property conditions & facilities

Reviews

10/10 Excellent

PATTI

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

10/10 Excellent

Mary Jane G.

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

Great property!

Great location and everything was as advertised. Can't wait to return!
Stayed 10 nights in Oct 2024

10/10 Excellent

Keith F.

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

Keith’s

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

10/10 Excellent

Tori W.

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

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

Tarrah S.

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

Loved it

Fantasic location & great property
Stayed 8 nights in Dec 2023

10/10 Excellent

Annalisa B.

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

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

Laurie W.

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

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

Jim & Michelle B.

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

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

Tom D.

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

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

Deborah B.

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

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

Stephanie D.

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

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, check-in, communication, location, listing accuracy

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

Marcie R.

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

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

Matthew T.

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

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

Patricia W.

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

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

Lorraine B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The owner was very nice. Condo right next to the pool. Very clean. Nice front porch to sit on. Walking distance to everything
Stayed 7 nights in Oct 2025

10/10 Excellent

LOIS E.

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

Wonderful Property

Great Property - Great Owner
Stayed 9 nights in Jul 2024

10/10 Excellent

Kathryn T.

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

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

Debbie B.

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

Awesome location!

This place was fantastic with heated pool right out back gate. And location could not have been better! Close to everything!!!!
Stayed 7 nights in Jan 2023

10/10 Excellent

Elmer B.

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

Location to town was perfect! So nice to have the pool right behind the townhome!

Loved it! Very considerate owners, thought of all the things needed for our stay!
Stayed 7 nights in May 2023

10/10 Excellent

Frederick S.

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

Truman Annex

Nice property and very convenient to the Key West parks and Duvall Street.
Stayed 14 nights in Jan 2024

10/10 Excellent

Derrick H.

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

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

thomas g.

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

great place. great location. so close to the pool

condo was beautiful. everything was easy to use.. perfect location
Stayed 7 nights in Jan 2023

10/10 Excellent

Verified traveler

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

Great condo in perfect location

Very well appointed condo . Everything we needed was provided. Perfect location within walking distance of everything. Had a great visit
Stayed 7 nights in Apr 2023

10/10 Excellent

Arline G.

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

Truman Annex

Bittersweet, because as 2026 they will no longer allow weekly rentals
Stayed 7 nights in Mar 2025