House in Key West, FL
8 guests · 5 bedrooms · 4 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this house rental
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.
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.
Amenities at Key West Oasis - Truman Annex Estate
Non-smoking
No pets allowed
Map of Key West, FL
Things to know
Additional fees to expect
Cleaning & other feesWe include all stay related fees in the Cleaning Fee line, which may include cleaning, property manager, resort, tourism and other stay related fees. All Vrbo properties are professionally cleaned after each stay.
Booking feeNo booking fees, easy credit card payments.
Service feeThis helps Vrbo provide a safer and more secure booking experience.
TaxesTaxes on accommodation such as Occupancy Tax, VAT, or GST. May also include tourism fees.
Customer support
Customer support is handled by our partner Vrbo
$$$$
Top rated by guests
10.0Outstanding
(3 Ratings)
"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 e..."
Melissa S.Don't miss out! Price and availability may change
