Key West Oasis - Truman Annex Estate | House in Key West, FL
5 Bedroom House with Kitchen, Laundry and Air Conditioner
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.
Key West Oasis - Truman Annex Estate is located in Truman Annex. Key West Oasis - Truman Annex Estate provides accommodation, featuring Air Conditioner, Ocean View, Oceanfront, among other amenities. This House features Air Conditioner, Ocean View, Oceanfront, to make your stay a comfortable one.
Key West Oasis - Truman Annex Estate has 5 Bedrooms , 4 Bathrooms, and max occupancy of 8 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Truman Annex has interesting places to visit. If you want to learn more about the House in Truman Annex, such as places to visit and things to do nearby, you can check below to learn more.
This Property is OneKey Eligible
Earn OneKeyCash for every dollar spent on eligible vacation rentals, villas, cottages, cabins, and more when you book on Vrbo.
Amenities
Facility Overview
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Air conditioning
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Heating
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Towels provided
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4+ bathrooms
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Shower
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Hair dryer
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Bed sheets provided
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5 bedrooms
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Dining table
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Dining room
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Ice maker
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Oven
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Refrigerator
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Coffee grinder
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Dishwasher
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Electric kettle
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Microwave
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Blender
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Stovetop
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Washing machine and dryer
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Laundry facilities
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Near the beach
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Onsite parking
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No pets allowed
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If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
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Smoke-free property
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Hardwood flooring in public areas
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Stereo
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Smart TV
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Unit size: 3250 sq ft (302 sq m)
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English
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In a village
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In the city center
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Desk chair
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Desk
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Printer
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Playground
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Iron/ironing board
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Concierge services
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Free WiFi
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Fenced yard
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Balcony
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Gas grill
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Garden
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Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
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Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)
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Hot tub
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Outdoor pool
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Heated pool
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Private pool
Policies
Reviews
FAQ's
Is this Truman Annex house pet-friendly for guests?
No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.
Does the Truman Annex house have a swimming pool?
Yes, this Truman Annex house has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.
How much does it cost per night to stay in Truman Annex house?
Best-rates for the Truman Annex house starts from $4,164 per night with includes Pool, Balcony/Terrace, Guest Services, Child Friendly, Bedding/Linens, Wellness Facilities, Entertainment, Hot Tub, Internet, TV, View, Private Pool, Kitchen, Laundry, Air Conditioner, Ocean View, Oceanfront, Security/Safety, Fireplace/Heating, Barbecue/Outdoor Cooking, Parking with all other facilities. Casai.co.za matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.
Is Truman Annex house a family-friendly place to stay?
Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.
Is the Truman Annex house wheelchair accessible or offer services for disabled guests?
Based on the information received from our partner, the Truman Annex house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.
What is the minimum night stay policy for the Truman Annex house?
Based on the information reported by the owner or manager, the Truman Annex house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.
What cancellation policy is in place for Truman Annex house?
Based on the information reported by the owner or manager, details for the cancellation policy for the Truman Annex house are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.
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