2 Br Private Vacation Home Vacation Rental In Key West, Florida

City of Key West zoning requires a minimum rental period of 30 days, and no exceptions can be made. Please review additional policies below.
Welcome to The Pinder House – where modern comfort meets historic charm in the heart of Old Town Key West!
This beautifully updated historic “Eyebrow” home offers the perfect blend of Key West nostalgia and vacation convenience. Located just steps from world-famous Duval Street and the Historic Seaport, The Pinder House puts you right in the middle of the island’s best dining, nightlife, and attractions — while still offering a peaceful retreat when you’re ready to relax.
Spend your days lounging by the private heated/chilled pool, perfect for refreshing dips after a day of exploring or relaxing under the Key West sun. Start your mornings with a cup of coffee or unwind in the evenings with a cocktail on the inviting front porch — the ideal spot to watch the world of Key West go by.
Inside, the home has been thoughtfully updated with modern amenities while preserving its unique character. Enjoy relaxing living spaces, a fully equipped kitchen, and comfortable bedrooms designed for restful nights after your island adventures.
Whether you’re exploring historic landmarks, indulging in fresh seafood, or simply soaking in the laid-back island lifestyle, The Pinder House is your ideal home base.
Book your Key West getaway today and experience the charm, comfort, and luxury of The Pinder House!
SLEEPS MAXIMUM OF 6 GUESTS:
Bedroom 1 (1st Floor): Queen Bed, En-Suite Bathroom, Smart TV (no cable/satellite TV)
Bedroom 2 (2nd Floor): Queen Bed
Living Room: Sofa with Pull Out Queen Bed, Smart TV (no cable/satellite TV)
Kitchen: Nicely Equipped (all things necessary to prepare and serve a meal)
AMENITIES:
- Private Chlorine Pool (heated to ~85 degrees Nov-Apr, chilled to ~85 degrees Jun-Aug)
- Private Outdoor Patio With Seating
- Washer/Dryer
- Nespresso Machine, Drip Coffee Maker, Toaster, Blender
- Linen's and Towels Provided
- 3 blocks to Duval Street
- 0.7 miles to Mallory Square Sunset Pier
- 0.9 miles to Key West Historic Seaport
- 0.9 miles to Southernmost Point
- 0.9 miles to Fort Zachary Taylor State Park Beach
- 2.6 miles to Smathers Beach
IMPORTANT POLICIES FOR YOUR STAY:
Age & Occupancy: The booking tenant must be 25 years or older and must occupy the property for the entire duration of the stay. This property is exclusively available as a vacation rental and not for worker housing.
Peak Season Monthly Bookings: All bookings from December through March must be for the entire month, starting at the beginning and ending at the end of the month. Consecutive months may be booked if they follow this requirement. Bookings that do not adhere to this policy are subject to cancellation. If you are interested in alternative dates, please contact us for approval before booking.
No Pets: Pets are strictly prohibited. To help maintain a pet-free environment for all, we require every guest to confirm they are not bringing a pet/animal. It's free, and does not require creating an account. After booking, you'll receive a link to complete the process.
Smoking Policy: Smoking is strictly prohibited to maintain a smoke-free environment.
Mid-Stay Cleaning: For stays of 28 nights or more, we reserve the right to require a mid-stay cleaning to maintain the quality of the property. For longer stays, a mid-stay cleaning will be required every 28 nights thereafter. The cost will be collected separately, and the number of cleanings depends on the length of your stay.
Local Wildlife & Pest Control: The Florida Keys are home to various insects (mosquitoes, no-see-ums, termites), reptiles, chickens, Key deer, and other wildlife. While routine pest control is in place, complete elimination is not possible. Guests should take precautions, such as using insect repellent and keeping doors closed, to minimize exposure.
Construction & Renovation Notice: Due to ongoing growth in the Florida Keys, renovations, construction, and road repairs may occur without prior notice. While we strive to provide a peaceful stay, iTrip Key West is not liable for any inconveniences caused by nearby construction.
Photo Disclaimer: All images are for illustrative purposes only. Individual features such as bed sizes, bedding, décor, appliances, colors, and amenities may vary, as these are privately owned homes and updates occur regularly. Lighting conditions and screen settings may also affect how colors appear. Please refer to the written description and reach out with any specific questions or concerns. All furnishings and décor are subject to change at any time.
Security Cameras: For the safety and security of our guests and property, one exterior security camera monitors the front door. This camera is for security purposes only and does not monitor any private interior or outdoor living spaces.

Old Town Key West, a neighborhood in Key West, is home to this vacation home. Southernmost Point and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. The Kite House and Sails To Rails Museum at Flagler Station are also worth visiting.