Close to Fort Zachary Taylor Historic State Park and Duval Street, Key West Oasis - Truman Annex Estate provides a garden, a playground and laundry facilities. For some rest and relaxation, visit the hot tub. Stay connected with free in-room WiFi.
Reviews
1010 out of 10
Exceptional
Entire home
5 bedrooms5 bathroomsSleeps 8302 sq m
Popular amenities
Pool
Spa pool
Kitchen
Washing machine
Dryer
Free Wi-Fi
Add dates for prices
About this property
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.
Property amenities
Beach
Beach nearby
Pool/Spa
Heated pool
Hot tub
Outdoor pool
Private pool
Internet
Available in the house: Free WiFi
Parking and transport
Parking on site
Kitchen
Blender
Coffee grinder
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Electric kettle
Hob
Ice maker
Kitchenette
Microwave
Oven
Refrigerator
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
Smoke-free property
Services and conveniences
Concierge services
Iron/ironing board
Location highlights
In a village
In the city centre
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
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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: 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
On-site 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 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
About the area
Located near the beach, this holiday home is in Old Town Key West, a neighbourhood in Key West. Fort Zachary Taylor Historic State Park and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. USCGC Ingham Maritime Museum and Florida Keys Eco - Discovery Center are also worth visiting. Visit our Key West travel guide
Does Key West Oasis - Truman Annex Estate have a pool?
Yes, this property has an outdoor pool. Pool types include heated pools.
Is Key West Oasis - Truman Annex Estate pet-friendly?
No, pets are not allowed at this property.
How much is parking at Key West Oasis - Truman Annex Estate?
On-site parking is available at the property.
What time is check-in at Key West Oasis - Truman Annex Estate?
Check-in begins at 4:00 PM.
What time is check-out at Key West Oasis - Truman Annex Estate?
Checkout is at 10:00 AM.
Where is Key West Oasis - Truman Annex Estate located?
Located in Old Town Key West, this holiday home is within a 10-minute walk of Truman Waterfront Park, Duval Street and Fort Zachary Taylor Historic State Park. Florida Keys Beaches and Ernest Hemingway Home and Museum are also within 15 minutes.
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