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.
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.
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
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 3 out of 3 reviews
10 - Excellent
3
Rating 8 - Good. 0 out of 3 reviews
8 - Good
0
Rating 6 - Okay. 0 out of 3 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 3 reviews
4 - Poor
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Rating 2 - Terrible. 0 out of 3 reviews
2 - Terrible
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10/10
Cleanliness
Reviews
10/10 Excellent
Melissa S.
Nov 13, 2023
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.
Melissa S.
Stayed 7 nights in Nov 2023
10/10 Excellent
Willow F.
Oct 22, 2023
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.
Willow F.
Stayed 9 nights in Oct 2023
10/10 Excellent
john c.
Aug 3, 2022
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.