Entire home

Key West Oasis - Truman Annex Estate

Vacation home near Duval Street in Key West

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Photo gallery for Key West Oasis - Truman Annex Estate

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

Reviews

10 out of 10
Exceptional

Entire home

5 bedrooms5 bathroomsSleeps 8302 sq m

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

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About the area

Key West

Heart of Key West.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. Also, Florida Keys Beaches is within half a mile (1 km) and Southernmost Point is within 2 miles (3 km).

What's nearby

  • Florida Keys Eco - Discovery Center - 2 min walk - 0.2 km
  • Florida Keys National Marine Sanctuary - 3 min walk - 0.3 km
  • Fort Zachary Taylor Historic State Park - 6 min walk - 0.6 km
  • Duval Street - 8 min walk - 0.7 km
  • Mallory Square - 11 min walk - 1.0 km

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.

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

  • No pets allowed

Children and extra beds

  • Children are welcome.
  • 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
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 professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited.

Frequently asked questions

How close is Key West Oasis - Truman Annex Estate to the airport?

This vacation home is 4.2 mi (16-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.

Does Key West Oasis - Truman Annex Estate have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Key West Oasis - Truman Annex Estate to the beach?

This vacation home is a short 10-minute walk from Florida Keys Beaches and 13-minute walk from Truman Beach. Don't forget your sunscreen!

Does Key West Oasis - Truman Annex Estate offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Key West Oasis - Truman Annex Estate?

No, there is no casino at this vacation home.

What time is check-in at Key West Oasis - Truman Annex Estate?

Check-in begins at 4:00 PM.

Is there free parking at Key West Oasis - Truman Annex Estate?

Free parking is not available at this vacation home.

Does Key West Oasis - Truman Annex Estate have a pool?

This vacation home features an outdoor pool.

Does Key West Oasis - Truman Annex Estate have a spa?

There are no spa services available at this vacation home.

How close is Key West Oasis - Truman Annex Estate to downtown Key West?

This vacation home is 0.3 mi away from Key West.

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