Key West Oasis - Truman Annex Estate

Key West, Florida
$1723 avg/night Minimum Stay 7 Nights
Bed 5

Bed

Bath 4

Bath

Home Private Vacation Home

Property Type

Sleep 8

Max Sleeps

Night 7 nights

Min Stay

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.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Near The Beach
  • DINING

    Dining Table
  • SAFETY

    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)
  • BEDROOM

    5 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 3250 Sq Ft (302 Sq M)
  • KITCHEN

    Coffee Grinder Coffee/tea Maker Dishwasher Electric Kettle Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Fenced Yard Garden Gas Grill
  • POOL/SPA

    Heated Pool Hot Tub Outdoor Pool Private Pool
  • BATHROOMS

    4.5 Bathrooms Hair Dryer Shower Towels Provided
  • WORKSPACES

    Desk Desk Chair Printer
  • LANGS SPOKEN

    English
  • ENTERTAINMENT

    Stereo Smart TV
  • LIVING SPACES

    Dining Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Playground
  • LOCATION HIGHLIGHTS

    In A Village In The City Center
  • SERVICES AND CONVENIENCES

    Concierge Services Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Hardwood Flooring In Public Areas If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 8

Map Map

School District Rates & Availability

Review Review

  • Melissa S.

    Submitted Nov 13, 2023

    Stayed Nov 6, 2023

    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.

  • Willow F.

    Submitted Oct 22, 2023

    Stayed Oct 12, 2023

    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.

  • john c.

    Submitted Aug 3, 2022

    Stayed Jul 25, 2022

    Excellent property and location. Super nice home, perfect for 8 pep. Close enough to walk to places yet far enough to avoid congestion.

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Total

Includes taxes and fees
$1,723+
View details