Towels provided · Bathtub or shower · Toilet · Shower only
Bathroom Off of Master/ Guest
Towels provided · Bathtub or shower · Toilet · Shower only
Main house 2
Towels provided · Bathtub or shower · Toilet · Shower only
Spaces
Deck or patio
Kitchen
Garden
Dining area
About this property
Charming Island Home w/ Pool & Guest Quarters in the Heart of Downtown Key West
Nestled in the vibrant heart of Key West, this exquisite island home offers a perfect blend of tropical charm and modern luxury. Located just steps away from the island's world-renowned attractions, dining, and entertainment, this property presents an unparalleled opportunity for those seeking the ultimate in convenience and comfort. Property Overview This stunning residence boasts an expansive open floor plan, designed to embrace the laid-back island lifestyle. With bright, airy interiors featuring tropical-inspired décor, the home exudes a relaxed yet sophisticated ambiance. The heart of the home is its spacious living and dining areas, which flow effortlessly to the outdoor spaces—perfect for entertaining or simply enjoying the serenity of island living. Main bedroom and one bath are on first floor. Second bedroom and bathroom are located on the second floor. Outdoor Oasis At the center of this home is a private, lushly landscaped backyard oasis complete with a sparkling pool. Whether you’re lounging in the sun, swimming in the crystal-clear waters, or enjoying an evening cocktail by the poolside, the outdoor area offers a tranquil retreat from the vibrant pace of downtown life. Mature palm trees and tropical foliage enhance the feeling of seclusion, while the pool area is perfect for both daytime relaxation and evening gatherings. Guest Quarters For those who like to host family or friends, the property features comfortable and private guest quarters. These separate accommodations offer full amenities and their own entrance, providing ultimate privacy and comfort for your visitors. One guest house has a full kitchen with a pull out couch . Next to with separate entrance is a private bedroom and bathroom. Prime Downtown Location Situated in the highly sought-after downtown Key West area, this island home offers unmatched access to the best that Key West has to offer. From the historic Old Town to the lively waterfront, everything is within walking or biking distance. Enjoy the island's iconic sunsets at Mallory Square, stroll along the picturesque streets filled with colorful cottages, or sample the gourmet dining options at some of the best restaurants in the Keys. With its unbeatable location, privacy, and resort-style amenities, this Key West home presents the perfect opportunity for those seeking an extraordinary island retreat in the heart of the city. Key Features: Private Pool: Sparkling pool with tropical landscaping, ideal for relaxation and entertainment. Guest Quarters: Separate, fully equipped guest suite with private entrance. Spacious Interiors: Open-concept living spaces with natural light, high ceilings, and island-inspired décor. Downtown Key West Location: Walking distance to all major attractions, dining, shopping, and entertainment. Tropical Landscaping: Lush, private garden with palm trees and exotic plants. This home is a rare gem in the heart of Key West, offering a unique blend of comfort, style, and convenience in one of the most desirable locations in the world. Whether you are looking for a primary residence, vacation getaway, or investment property, this island home checks all the boxes. This is a 30 Day Rental Only No Smoking Winter Months have extra charge for pool heater. Please ask if you would like the pool heater.
Our prices include all fees. No hidden fees.
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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 indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
About the neighborhood
Key West
Old Town Key West, a neighborhood in Key West, is home to this vacation home. Ernest Hemingway Home and Museum and Southernmost Point are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. Florida Keys Eco - Discovery Center and MLK Community Pool & Community Center are also worth visiting.
Ernest Hemingway Home and Museum - 5 min walk - 0.4 km
Florida Keys National Marine Sanctuary - 6 min walk - 0.5 km
Fort Zachary Taylor Historic State Park - 9 min walk - 0.8 km
Southernmost Point - 12 min walk - 1.0 km
Getting around
Key West Intl. Airport (EYW) - 13 min drive
Restaurants
Blue Heaven - 4 min walk
Bourbon Street Pub - 5 min walk
801 Bourbon Bar - 5 min walk
Mangoes Restaurant - 6 min walk
Old Town Tavern - 4 min walk
Frequently asked questions
Does Charming Island Home w/ Pool & Guest Quarters in the Heart of Downtown Key West have a pool?
Yes, this property has an outdoor pool. Pool types include heated pools.
How much does it cost to stay at Charming Island Home w/ Pool & Guest Quarters in the Heart of Downtown Key West?
As of May 12, 2026, prices found for a 1-night stay for 2 adults at Charming Island Home w/ Pool & Guest Quarters in the Heart of Downtown Key West on Sep 1, 2026 start from $687, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Charming Island Home w/ Pool & Guest Quarters in the Heart of Downtown Key West pet-friendly?
No, pets are not allowed at this property.
Where is Charming Island Home w/ Pool & Guest Quarters in the Heart of Downtown Key West located?
Located in Old Town Key West, this vacation home is steps from Key West Lighthouse and Keeper's Quarters Museum and Ernest Hemingway Home and Museum. Duval Street and Southernmost Point are also within 10 minutes.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
We like fun, quirky houses in Key West--part of the experience. The location is ideal for us and the outdoor space was the best we have ever had. Questions/issues were handled promptly. We would definitely stay at this house again!