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Truman House - Luxurious 4 Bedroom Rental in Key West, FL with Amazing Amenities

Home Rental in Key West Florida

Discover the ultimate getaway at Truman House, an historic 4 bedroom vacation rental in Key West, FL. Unwind with amazing amenities, enjoy nearby beach activities, and create lasting memories with your loved ones.

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Historic Hideaways
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Rates from
$1,235 / night
Additional fees may apply
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Rental overview

Why You'll Love This Rental

Truman House is a 4-bedroom, 3-bath home in Key West, Florida Keys, set in a town/village setting near a beach. With about 2,018 square feet and sleeping up to 10, it combines a classic 1920s Conch-home layout with a private outdoor area centered on a pool, hot tub, and multiple places to sit and dine. The home is dog-friendly with restrictions and an additional pet fee.

Inside, the main level includes a great room with dining for six, a living area with a sleeper sofa, and a separate family room with TV, DVD player, and stereo. The kitchen features an island, an eat-in corner, and standard appliances including a dishwasher and microwave, plus easy access to the deck and pool area. Sleeping is arranged across a king bedroom with en suite bath, two twin bedrooms, and an upstairs primary suite with a queen bed, full bath, and a balcony overlooking the pool. Practical amenities include 2-zone central air conditioning, washer/dryer, internet access, a grill, and parking.

Good fit for
Pet-friendly stays Group and Reunion Family Vacations
Sleeps Up To 10 Sleeping includes king, queen, four twins, and a sleeper sofa.
Pool And Hot Tub Private outdoor area includes a heated oversized pool and spa/hot tub.
Dog Friendly Dogs are allowed with restrictions and an additional $200 pet fee.
Two Living Areas Includes a main living room plus a separate family room with TV and DVD player.
Washer/Dryer Included Laundry room includes a washer and dryer.
At a glance

Property Highlights

Town / VillageLocation Setting
Near a BeachBeach Access
4 BedroomsBedrooms
3 Full BathroomsBathrooms
Sleeps 10Guest Capacity
2018 sq. ft.Living Space
PoolPool
Internet AccessInternet
TelevisionTelevision
YesPet Friendly
YesWasher / Dryer
Key West Florida
Location & nearby Explore the Area

Truman House is in Key West in the Florida Keys, in a town/village setting on a residential street. The listing notes it is near a beach, with beaches described as reachable by biking. The source description also states that nearby Key West points of interest are within walking distance, including the Historic Seaport, Mallory Square, and Duval Street.

Plan your stay

Rates & Availability (USD)

Rates from
$1,235 per night
4-day minimum stay
Check current rates & availability

Live booking details are maintained by Historic Hideaways.

Check Availability

Availability Calendar

Use the calendar as a guide, then confirm current availability directly with the manager.

Available Booked
Season Nightly Weekly Monthly
PMS Rate
Nov 11, 2026 - Dec 18, 2026
Minimum Stay: 4 Days
$1,235 $6,650 $28,500
PMS Rate
Dec 19, 2026 - Jan 02, 2027
Minimum Stay: 5 Days
$1,430 $7,700 $33,000
PMS Rate
Jan 03, 2027 - Jan 31, 2027
Minimum Stay: 5 Days
$1,430 $7,700 $33,210
PMS Rate
Feb 01, 2027 - Feb 28, 2027
Minimum Stay: 5 Days
$1,703 $9,170 $39,080
PMS Rate
Mar 01, 2027 - Apr 30, 2027
Minimum Stay: 5 Days
$1,560 $8,400 $36,000
PMS Rate
May 01, 2027 - May 26, 2027
Minimum Stay: 5 Days
$1,430 $7,700 $33,400
PMS Rate
May 27, 2027 - May 31, 2027
Minimum Stay: 5 Days
$1,560 $8,200 $33,500
PMS Rate
Jun 01, 2027 - Jun 30, 2027
Minimum Stay: 5 Days
$1,430 $7,700 $33,000
PMS Rate
Jul 01, 2027 - Jul 05, 2027
Minimum Stay: 5 Days
$1,560 $8,200 $33,500
PMS Rate
Jul 06, 2027 - Sep 01, 2027
Minimum Stay: 5 Days
$1,430 $7,700 $33,000
PMS Rate
Sep 02, 2027 - Sep 06, 2027
Minimum Stay: 5 Days
$1,560 $8,200 $33,500
PMS Rate
Sep 07, 2027 - Oct 20, 2027
Minimum Stay: 5 Days
$1,430 $7,700 $33,000
PMS Rate
Oct 21, 2027 - Oct 31, 2027
Minimum Stay: 5 Days
$1,703 $9,170 $37,750
About this rental

About This Rental

Truman House is a 1920s Conch-style home in Key West with 4 bedrooms, 3 full bathrooms, and approximately 2,018 square feet of interior space. It sleeps up to 10 using a mix of king, queen, four twin beds, and a sleeper sofa. The setting is town/village, and the home is listed as near a beach.

A major part of the stay centers on the private rear outdoor area, designed for poolside time. The space includes a deck with shaded seating and an outdoor dining setup, plus additional lounge seating around the pool. A heated oversized pool and spa/hot tub are part of the outdoor setup, along with a grill for outdoor cooking.

On the first floor, the layout includes a great room with a dining table for six, a living area arranged for conversation, and a separate family room with television, DVD player, stereo, and internet access. The kitchen includes an island, an eat-in corner, and key appliances such as a dishwasher and microwave, with doors that open to the deck and pool area. Also on this level are a king bedroom with an en suite full bath, two additional bedrooms with twin beds, and another full bath that is accessible from the dining area and one of the bedrooms. A laundry room with washer/dryer connects conveniently to the pool area.

Upstairs, the primary suite includes a queen bed, a full bath, and a cedar-lined walk-in closet. French doors open to a small balcony with seating that overlooks the pool and hot tub area. The home allows dogs with restrictions and an additional pet fee; no special events, parties, or functions are permitted.

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. To know what's going on from day to day, check out Historic Hideaways' informative Events website page. Other information on the current music scene, movies, plays, gallery openings, and charitable events can be found at milezerokeywest.com (calendar section) or in the print publication Paradise, available at various locations around town every Thursday.

**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.
Things to enjoy

Activities and Special Interests

This property provides access to the following activities and special interests:

Beach
Biking
Boating
Canoeing
Catamaran
Fishing
Deep Sea Fishing
Golfing
Group and Reunion
State National Parks
Ocean
Pet Friendly
Sailing
Scuba Diving
Theatre
Fly Fishing
Wind Surfing
Family Vacations
Kayaking
Spa
Surfing
What's included

Property Amenities

Featured Amenities

Dishwasher
Grill
Internet Access
Pets Allowed
Television
Washer/Dryer
Pool
Hot Tub

Property Features

Ceiling Fan(s)
Microwave
Parking

Other Property Amenities

Bed Size 1st/Master: Queen
Bed Size 2nd Rm: King
Bed Size 3rd Rm: Two Twins
Bed Size 4th Rm: Two Twins
Beds Pull-out: Sleep Sofa
Number of Baths: 3 Full
Square Footage, Est.: 2,018
DVD Player(s)
Patio
Stereo System: Shelf System
Air Conditioned: 2 Zone Central
Beach Distance: Biking
Dog: w/ restrictions - see FAQs
Helpful details

Frequently Asked Questions

Truman House is located in Key West, Florida.

Truman House accommodates up to 10 guests.

4 Bedrooms and 3 Full Bathrooms.

The listed beach access for Truman House is Near a Beach.

Yes. The property lists Pool.

Yes. Truman House is listed as pet friendly. Review the manager's policies for any pet restrictions or fees.
Local management

Professionally Managed By

Historic Hideaways
In business since 1996
View Manager Profile

Questions about this rental?

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Property reference
#123648 · Truman House
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