Entire home

Key West Oasis - Truman Annex Estate

Choose dates to view prices

Photo gallery for Key West Oasis - Truman Annex Estate

Outdoor pool, a heated pool
Exterior
Smart TV, stereo, printers
Terrace/patio
Dining

Reviews

10 out of 10
Exceptional

Entire home

5 bedrooms5 bathroomsSleeps 83250 sq ft

Popular amenities

  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi

Explore the area

View in a map
Key West, FL
  • Place, Florida Keys National Marine Sanctuary
    ‪3 min walk‬
  • Place, Fort Zachary Taylor Historic State Park
    ‪6 min walk‬
  • Place, Duval Street
    ‪8 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪14 min drive‬

Room options

You may also like

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 private pool, a kitchen, and a balcony.

What's nearby

  • Florida Keys Eco - Discovery Center - 2 min walk - 0.1 miles
  • Florida Keys National Marine Sanctuary - 3 min walk - 0.2 miles
  • Fort Zachary Taylor Historic State Park - 6 min walk - 0.4 miles
  • Duval Street - 8 min walk - 0.4 miles
  • Mallory Square - 11 min walk - 0.6 miles

Getting around

  • Key West Intl. Airport (EYW) - 16 min drive

Restaurants

  • ‪Green Parrot Bar - ‬6 min walk
  • ‪Margaritaville - ‬10 min walk
  • ‪Willie T's - ‬8 min walk
  • ‪Blue Heaven - ‬10 min walk
  • ‪Jack Flats - ‬9 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.

Key West Oasis - Truman Annex Estate

Welcome to Key West Oasis

Luxury | Privacy | Iconic Location in Truman Annex

Tucked away on one of the most exclusive lanes in the Truman Annex, Key West Oasis is a sophisticated, meticulously maintained estate that offers an unparalleled island escape. With 5 bedrooms, 5.5 bathrooms, and over 2,796 sq. ft. of beautifully designed living space, this estate is the ideal sanctuary for discerning travelers seeking comfort, style, and an unbeatable location.

PROPERTY HIGHLIGHTS:

Total of 5 bedrooms / 5.5 bathrooms

4-bedroom main house + 1-bedroom guest cottage

Lagoon-style heated saltwater pool & spa

Rooftop observation deck with panoramic 360° Key West views

Located steps from Truman Waterfront Park, Duval Street & the beach

4 cruiser bikes included

Gated carport & lush tropical landscaping

Maximum 8 guests | No pets | No events

MAIN HOUSE (4 Bed / 4.5 Bath)

Main Floor:
Step into elegance with gleaming mahogany wood floors, a formal dining room with seating for 8, and an adjacent study complete with a built-in workstation. The open-concept kitchen connects seamlessly to the living area and features black granite countertops, stainless steel appliances, breakfast bar for 4, and fully stocked cooking essentials.
The living room is centered around a 75” smart TV with sound system and opens directly to the stunning outdoor patio and pool area.

Second Floor:
Two guest bedrooms share a balcony overlooking charming Noah Lane—one with a queen bed, the other a full—plus a shared full bath. The spacious primary suite features a king-size bed, 55” smart TV, large walk-in closet, and a spa-like en-suite bath with soaking tub, dual vanities, and walk-in shower. French doors open to an expansive Ipe balcony—perfect for sunset cocktails.

Third Floor + Rooftop:
The third floor features a cozy 4th bedroom with a full bed and an adjacent full bathroom. A second flexible room serves as an office, yoga studio, or meditation space, and includes a wet bar. French doors lead to a ship ladder ascending to the rooftop observation deck, offering 360-degree views of Key West and the surrounding turquoise waters.

GUEST COTTAGE (1 Bed / 1 Bath)

Detached for maximum privacy, the 239 sq. ft. guest cottage includes a queen bed, 55” smart TV, full bathroom, mini kitchen, and closet—ideal for visiting friends or family.

OUTDOOR LIVING

Lagoon-Style Saltwater Pool & Spa – Heated with tranquil water feature

Outdoor Dining & Lounge Areas – With ceiling fans for warm afternoons

Gas Grill – Perfect for al fresco BBQs

Outdoor Shower – Ideal after beach or pool time

Tropical Landscaping & Lighting – Enhancing the charm and ambiance of this classic Conch-style estate

CARPORT & TRANSPORTATION

Gated carport with space for vehicle or golf cart

4 cruiser bikes provided—ride to the beach or Duval Street in minutes

LOCATION, LOCATION, LOCATION

Steps from Truman Waterfront Park and Amphitheater

Walk to Fort Zachary Taylor Beach

Minutes from Duval Street, Mallory Square, and top-rated restaurants, bars, and galleries

GOOD TO KNOW

Strict maximum of 8 registered guests

No parties, events, or amplified noise allowed

No pets permitted

Security cameras on exterior only (front, rear entry, and driveway)

Professionally maintained and cleaned to the highest standards

Experience Key West at its finest. Whether you’re sipping cocktails on the rooftop deck, enjoying a morning swim, or biking to local favorites, Key West Oasis is the perfect blend of luxury, privacy, and island charm.
The vacation home is air-conditioned and features a kitchen, 4.5 bathrooms, and a balcony. There's space to spread out with 5 bedrooms and a dining area. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a private pool, a washing machine, and a fenced private yard.

Similar properties

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Hot tub
  • Outdoor pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Kitchenette
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 4.5 bathrooms
  • Bathtub
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Separate dining area

Entertainment

  • Smart TV
  • Stereo

Outdoor areas

  • Balcony
  • Fenced yard
  • Garden
  • Gas grill

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair
  • Printer

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Hardwood flooring in public areas
  • Smoking not allowed

Services and conveniences

  • Concierge services
  • Iron/ironing board

Location highlights

  • In a village
  • In the city center

Things to do

  • Heated pool

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 not reported (host has not indicated whether there is a smoke detector on the property)

General

  • Garden
  • Unit size: 3,250 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 30

Check-out

Check-out before 10:00 AM

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

  • This property doesn't allow pets

Children and extra beds

  • Note from host: Guests count maximums include infants/toddlers.

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 not indicated whether there is a smoke detector on the property
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: 30

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • 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.

Frequently asked questions

What's there to do around this vacation home?

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

Will I be able to park at this vacation home?

No, this vacation home doesn't offer parking.

Is this vacation home next to 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 are an outdoor pool and a hot tub.

Is Key West Oasis - Truman Annex Estate a good place to stay for couples?

There are many amenities for couples at this vacation home, including a private pool, private pools in some accommodations, as well as an outdoor pool.

Are there hot tubs at Key West Oasis - Truman Annex Estate?

Yes, guests can enjoy a spa tub at this vacation home.

Does this vacation home include breakfast service?

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, there aren't connecting rooms at this vacation home.

Where is the closest airport to this vacation home?

The closest major airport to this vacation home is Key West Intl. Airport (EYW), which is 4.2 mi away (16 minutes by car).

Are there rooms with balconies at Key West Oasis - Truman Annex Estate?

Yes, every accommodation at Key West Oasis - Truman Annex Estate comes with a balcony.

Key West Oasis - Truman Annex Estate Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 3 out of 3 reviews
Rating 8 - Good. 0 out of 3 reviews
Rating 6 - Okay. 0 out of 3 reviews
Rating 4 - Poor. 0 out of 3 reviews
Rating 2 - Terrible. 0 out of 3 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Melissa S.

Liked: Cleanliness

Close to perfect

A group of 6 of us here for the boat races. The location was wonderful and close enough to walk/ride the bicycles everywhere. There were plenty of extra linens and well-stocked supplies that we have ever had in a VRBO house. Pool had some issues, but management was quick to assist. The only complaint was the need for labels for the light switches and easier technology to use.
Stayed 7 nights in Nov 2023

10/10 Excellent

Willow F.

Liked: Cleanliness

Gorgeous Property

My husband and I stayed 10 days with our 12 year old son. The property was exactly as described. We had plenty of room and spent a great deal of time around the pool. It’s very close to Duval, but also very quiet. We are excited to return again next year.
Stayed 9 nights in Oct 2023

10/10 Excellent

john c.

Liked: Cleanliness

key west truman

Excellent property and location. Super nice home, perfect for 8 pep. Close enough to walk to places yet far enough to avoid congestion.
Stayed 9 nights in Jul 2022