Key West House Rentals
Experience Key West in a Private Luxury Home
A hotel room offers a place to sleep. A private Key West house rental provides a place to live. Explore our collection of luxury homes and find the perfect setting for your island vacation, from historic properties in Old Town to waterfront estates with private docks.
Forget the limitations of a standard hotel. When you rent a private house, you get the space to relax, the privacy to connect with your group, and the amenities to make your stay feel like home. Enjoy breakfast by your own private pool, host a sunset cocktail hour on your porch, or prepare a family meal in a full gourmet kitchen. Our portfolio is a hand-picked selection of the island's finest properties, ensuring quality, comfort, and character.
Explore Our Key West House Rental Collections
We have organized our homes into collections to help you find your perfect match quickly.
A private pool is the ultimate Key West luxury. Browse our homes that feature private, heated pools, swim-up bars, and spacious sundecks for your group to enjoy in complete privacy.
Choose a home in the heart of the island. These properties offer classic "Conch" architecture, charming front porches, and walk-to-everything convenience. You'll be steps from Duval Street, historic marinas, and the island's best restaurants.
For many, a Key West vacation is all about the water. We offer a selection of homes set directly on the Atlantic Ocean or the Gulf of Mexico. Many feature private docks for boaters, and all provide the island's legendary sunsets.
Planning a family reunion, a corporate retreat, or a group getaway? Our large-capacity homes offer 5+ bedrooms, multiple living areas, and spacious outdoor kitchens and dining spaces to comfortably accommodate everyone under one roof.
Why Choose a Last Key Luxury Vacation Home?
When you book with Last Key Realty, you are booking more than just a house. You are securing a complete vacation experience managed by a team of local professionals.
5-Star Concierge Services Included
Every reservation with Last Key includes our complimentary, 5-star concierge service. Your personal Guest Services Coordinator is a full-time Key West local dedicated to planning your perfect stay. We can arrange:
- Pre-arrival grocery and beverage stocking
- Private chef and catering coordination
- Boat charters, fishing trips, and water sports
- Dinner reservations and activity booking
- Bicycle, scooter, and golf cart rentals
- In-home spa services
A Curated, Locally Managed Collection
We are not a faceless national booking site. We live and work in Key West. Each home in our collection is professionally managed and personally inspected by our team to guarantee it meets our high standards of quality and cleanliness. If an issue arises, our team is on the island and available 24/7.
This local oversight creates a difference you can feel. We perform a complete walkthrough before your arrival to verify that every amenity functions correctly, from the pool heat to the high-speed internet. You will never waste time chasing down an absentee owner or waiting for a repair crew. We handle the logistics so you can stay focused on relaxing.
Book Your Key West Home with a Local Expert
You don't have to sort through hundreds of listings. Please tell us what you're looking for, and let our team do the work. We'll match you with the perfect property for your dates, budget, and vacation needs.
Tell us what you're looking for and someone will contact you with available options.