Entire home

Truman House - Private Pool Home in the Heart of Old Town Key West!

Holiday home with a hot tub, 7-minute walk to Duval Street

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A heated pool - Truman House - Private Pool Home in the Heart of Old Town Key West! (Key West)
Exterior - Truman House - Private Pool Home in the Heart of Old Town Key West! (Key West)
Outdoor dining - Truman House - Private Pool Home in the Heart of Old Town Key West! (Key West)
Fridge, microwave, oven, stovetop - Truman House - Private Pool Home in the Heart of Old Town Key West! (Key West)
TV, DVD player, stereo - Truman House - Private Pool Home in the Heart of Old Town Key West! (Key West)
Located in the heart of Key West, Truman House is a charming 1920's Conch home with four spacious bedrooms, three full baths, and ample amenities. This pet-friendly home features a dazzling pool, private heated spa area for relaxation and rejuvenation; inside you'll find high ceilings with bright interior spaces that include a gourmet kitchen perfect for food preparation.

Reviews

9.6 out of 10
Exceptional

Entire home

4 bedrooms3 bathroomsSleeps 10191 sq m

Popular amenities

  • Pool
  • Hot tub
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi

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.

Truman House - Private Pool Home in the Heart of Old Town Key West!

The Keys have some of the most charming, top-rated vacation residences in the world. Truman House, a 1920's Conch home with four spacious bedrooms, three full baths, a dazzling pool, and ample amenities easily qualifies for the list. And as an added perk, this classic pet-friendly home is located on an upscale and tranquil residential street within easy walking distance of all the "must-do's" in your Key West guidebook.

The design mantra for Truman House must have gone like this: all doors should lead poolside. Even the second-floor master bedroom balcony overlooks this area and for good reason. The very private rear of the home is paradise perfect. It starts with a natural wood deck, one part under an overhang that shades a glass-top table and six cushioned chairs. Just beyond, chaise lounges and chairs dot the open space in case you want to work on your tan, or just open up the green market umbrella for some additional shade. Three steps down bring you to tile decking. To one side is a delightful pergola. At the same end a unique and imposing white tarpon sculpture watches over the heated oversized pool and spa with round fish eyes and open lips. Tropical foliage rings the area, creating privacy and beauty. Swim, float, spa, lounge, barbecue, and eat your feast al fresco at the deck table. Maybe include a glass or two of wine. So many opportunities to enjoy your vacation any way you want.

But let's be practical; you can't spend all your time outside. And that's fine because Truman House offers a bright and spacious interior with high ceilings and a tropical color pallet. Right inside the front door is the great room, including a dining area with a rectangular table and six spindle-back chairs with cushions. Nearby is a large hutch for dishes and knickknacks. The area rug below picks up the Key Lime green walls. This area flows into the living area, also delineated by an area rug over antique wide-plank flooring. A large sleeper sofa and three armchairs circle a coffee table, forming a great conversation area. Sit here to enjoy friends and family. Maybe that means a card game of some sort with a cool glass of ice tea or lemonade. Or maybe you'll prefer to use the family room on the other side of the kitchen for social activities. Lamps and windows provide ample light for the living area, while Florida-themed wall art adds color and interest. A paddle ceiling fan with light whirrs above adding circulation, brightness, and tropical ambience.

Directly behind the living room is a small bedroom with twin beds and dresser with four drawers. A door on one wall leads to the laundry room, which then opens to the pool area. Next comes the gourmet kitchen with plenty of gleaming white cabinetry, butcher-block island, and eat-in corner area. The walls in this room are the hue of a grove-fresh orange. All the appliances you'd expect are tucked in neatly with plenty of counter space for food preparation. Glass doors open wide from here to the deck and pool. The view is spectacular, not to mention the balmy weather the open doors let in. You may even find yourself preparing more food than you had intended on your vacation because the kitchen is so inviting.

Next to the kitchen is the family room, painted in fresh lemon yellow. This room has a sofa, armchairs, coffee table, and of course cable, wireless high-speed Internet, stereo, and DVD player. Windows on three walls provide garden views while French doors open on one wall to the deck and pool. Two guest bedrooms account for the rest of the first floor. The first has a king bed and en suite full bath. The second has twin beds with another full bath just steps away, one conveniently accessible from the dining room and bedroom.

At the top of gleaming hardwood stairs, you'll find the master suite. It starts with a small, cedar-lined room that is quite an unusual amenity for Key West: a real walk-in closet. In fact eight people could walk in at once and hang around. The rest of the second floor is the master suite. There are plenty of windows, a queen bed, dresser, side tables, and a full bath with striking ocean blue tiles. Best of all are the French doors to a small deck with table and two chairs overlooking the pool, Jacuzzi, and tropical garden. Maybe like Goldilocks you want to try each of the four bedrooms or maybe you already know this one is for you. This home is Pet (Dog) Friendly**(please see below or our FAQ page for rules and restrictions)

When you're ready to explore your neighborhood and the rest of Key West, everything is within walking distance. The Historic Seaport is only four streets over. Follow the boardwalk along the Gulf of Mexico to find historic tall ships offering day and sunset cruises or take an all-day ferry excursion to the Dry Tortugas. If you're interested in watersports, there's all kinds like diving, fishing, parasailing, snorkeling, and jet skiing. If you get hungry, a dozen or so restaurants of varying levels of informality ring the harbor. Maybe stop at Schooner Wharf or BO's Fish Wagon for a fresh Mahi sandwich and listen to local musicians. Continue on to Mallory Square where crowds of visitors and locals alike gather to witness the sun sinking into the horizon. Then hang around for the party as artists and street performers entertain the crowd. From Mallory Square, the famous Duval Street is within two blocks in case you're interested in tours, museums, shopping, over two hundred restaurants, and bars. If beaches call to you, there are two within easy biking distance.

The Property may only be used for residential accommodations. No special events, parties, or functions of any kind are permitted on the Property.

If this is your first trip to the Conch Republic, a guidebook from Books & Books on Eaton Street or a stop at the Chamber of Commerce Information Center on Greene Street will help make sure you don’t miss anything. Other info on the current music scene, movies, plays, gallery openings, and charitable events can be found at milezerokeywest.com (calendar section). Historic Hideaways' informative Area Guide/Events page located on our website also has a Calendar of Events. We DO NOT guarantee that the information VRBO (and affiliated sites) scrapes from our site to display on theirs is 100% accurate, particularly the amenities. If you come to us through them, be sure to look at all the information on our site related to your rental once you book to be sure you have accurate and up to date information.

**For Pet Friendly (dog) homes there are restrictions that include, but may not be limited to, the following: pet friendly means dogs, no other animal is permitted. Dogs are restricted to one (1) large dog or two (2) small dogs per stay. Due to Homeowner Insurance restrictions we are unable to accommodate the following breeds: Pit Bull Terriers, Staffordshire Terriers, Rottweilers, German Shepherds, Presa Canarios, Chows Chows, Doberman Pinschers, Akitas, Wolf-hybrids, Mastiffs, Cane Corsos, Great Danes, Alaskan Malamutes, Siberian Huskies nor any mixed breed that contain one of the preceding as part of that mix. Guest is responsible for an additional pet fee of $200.

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Hot tub
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • No on-site parking available

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Hair dryer
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Separate dining area

Entertainment

  • DVD player
  • Stereo
  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 5 steps to reach entrance
  • Area rugs in public areas
  • Hardwood flooring in public areas
  • Tile flooring in public areas
  • Upper floors accessible by stairs only
  • Smoke-free property
  • Note from host: Smoking is not allowed.

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city centre
  • Near a health/beauty spa
  • Near a hospital
  • Near the marina
  • Near the sea

Things to do

  • Heated pool
  • Basketball nearby
  • 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
  • Snorkelling nearby
  • Swimming nearby
  • Wildlife walks nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Garden
  • Unit size: 2,050 square feet

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 25

Check-out

Check-out before 11:00 AM
Contactless check-out

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

Pets

Pets not allowed

Children and extra beds

Children are welcome
Note from host: Children Allowed

Events

No events allowed

Smoking

Smoking is not permitted
Smoking is not allowed.

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
On-site parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that 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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

We should mention

This property does not have any lifts

Property is also known as

48114

About the area

Located near the beach, this holiday home is in Old Town Key West, a neighbourhood in Key West. Ernest Hemingway Home and Museum and Southernmost Point are notable landmarks, and the area's natural beauty can be seen at Fort Zachary Taylor Historic State Park and Florida Keys Beaches. The Kite House and Sails To Rails Museum at Flagler Station are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching. Visit our Key West travel guide
View more Holiday homes in Key West
Map
Key West, FL

What's nearby

  • Key West Cemetery which includes a small town or village, a statue or sculpture and a cemetery
    Key West Cemetery
    1 min walk - 0.2 km
  • Duval Street featuring signage
    Duval Street
    6 min walk - 0.6 km
  • Ernest Hemingway Home and Museum featuring heritage elements and a house
    Ernest Hemingway Home and Museum
    9 min walk - 0.8 km
  • South Beach featuring a sandy beach and general coastal views as well as a small group of people
    South Beach
    14 min walk - 1.2 km
  • Southernmost Point featuring signage
    Southernmost Point
    16 min walk - 1.3 km

Getting around

  • Key West, FL (EYW-Key West Intl.)
    10 min drive

Restaurants

  • Willie T's
    7 min walk
  • Mangoes Restaurant
    8 min walk
  • Kaya Island Eats
    8 min walk
  • The Cafe
    6 min walk
  • DJ's Clam Shack
    8 min walk

Frequently asked questions

Is Truman House - Private Pool Home in the Heart of Old Town Key West! pet-friendly?

No, pets are not allowed at this property.

How much is parking at Truman House - Private Pool Home in the Heart of Old Town Key West!?

This property doesn't offer parking.

What time is check-in at Truman House - Private Pool Home in the Heart of Old Town Key West!?

Check-in begins at 4:00 PM.

What time is check-out at Truman House - Private Pool Home in the Heart of Old Town Key West!?

Checkout is at 11:00 AM.

Where is Truman House - Private Pool Home in the Heart of Old Town Key West! located?

Located in Old Town Key West, this holiday home is within a 10-minute walk of The Kite House and Duval Street. Ernest Hemingway Home and Museum and Florida Keys Beaches are also within 15 minutes.

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Truman House - Private Pool Home in the Heart of Old Town Key West! Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers 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. 5 out of 7 reviews
Rating 8 - Good. 2 out of 7 reviews
Rating 6 - Okay. 0 out of 7 reviews
Rating 4 - Poor. 0 out of 7 reviews
Rating 2 - Terrible. 0 out of 7 reviews

10

Cleanliness

10

Location

Reviews

10/10 Excellent

Karyn M.

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

Large house - within walking to all main activities in KW

The house was spacious and accommodating. There were a group of friends in town and the house was close to all activities in town whether it be Duval or the waterfront. The house has a heated pool and hot tub which was a bonus. The kitchen had all necessary equipment to use regularly which we did a lot of cooking. It even had a great grill which was used. Property management was excellent and accommodating. A great visit all around.
Stayed 9 nights in Jan 2025

10/10 Excellent

Aaron T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great time
Stayed 7 nights in Sep 2025

10/10 Excellent

Amy H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Seven adults stayed here to celebrate a birthday and it was perfection. We were worried the pool would be smaller than it looked but it was nice and big - plenty big for all of us to be in. The hot tub was excellent post-bars. Everything is within walking distance - the only Ubers we used was from and to the airport. They pushed the twin beds together for us to make kings ahead of our stay. Highly recommend.
Stayed 5 nights in Jul 2025

8/10 Good

Chrisanne S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful time. The house is beautiful. We got our monies worth out of the pool and hot tub, that’s for sure. We enjoyed several iguanas and lizards visiting us daily! On the down side, the beds are very hard! Everyone complained about their backs every morning. Two-ply toilet paper should be a must have..one-ply is for gas stations only!! Overall..it was a great stay and a great vacation!
Stayed 5 nights in Oct 2025

8/10 Good

Matthew O.

Stayed 7 nights in Dec 2024