Key West vacation rentals
Vacation rentals in Key West — enter your dates to book direct
Top-Rated Vacation Homes in Key West
Browse the highest rated vacation properties in Key West.
Recommended Homes in Key West
Handpicked properties we think you’ll love in Key West.
Why visit Key West
Discover what makes Key West a perfect vacation rental destination.
Pristine White Sands
Sunbathe or snorkel at Smathers Beach.
Smathers Beach, just 3 miles from downtown, offers powdery sands and vibrant marine life. Ideal for sunbathing and watersport enthusiasts.
Discover Historic Key West
Visit the Ernest Hemingway Home and Museum.
Only 0.5 miles from the city center, explore the Hemingway Home, where the renowned writer lived and penned classics.
Vibrant Nightlife Scene
Experience lively Duval Street venues.
Duval Street, located downtown, is famous for its vibrant bars and live music scene, perfect for night owls seeking local entertainment.
Explore Natural Beauty
Kayak through the mangroves at Fort Zachary Taylor.
Fort Zachary Taylor State Park, 1 mile away, offers scenic trails and kayaking opportunities in its lush mangrove ecosystems.
Where to stay in Key West
The best areas and neighborhoods for your vacation rental in Key West.
Old Town
Full of Victorian homes, unique shops, and historic landmarks, it's the cultural heart of Key West.
Bahama Village
Known for its Caribbean charm, vibrant street art, and eclectic stalls offering soul food and craft items.
New Town
A quieter area with shopping plazas, local markets, and residential streets, offering a more laid-back vibe.
Truman Annex
Gated area with luxurious accommodations and close proximity to beaches and the Truman Little White House.
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Top attractions in Key West
All within driving distance of Key West vacation rentals.
Ernest Hemingway Home and Museum
Renowned for its six-toed cats and deep literary heritage. · 0.5 miles
Duval Street
Iconic for its seafood joints and vibrant nightlife. · 0 miles
Fort Zachary Taylor State Park
Offers lush trails and pristine beaches. · 1 mile
Smathers Beach
A popular spot for sunbathing and windsurfing. · 3 miles
Harry S. Truman Little White House
President Truman's winter White House. · 1 mile
The Key West Butterfly & Nature Conservatory
Home to hundreds of exotic butterflies and birds. · 0.7 miles
Getting to and around Key West
Getting around Key West is easy with planes, bikes, and ferries available.
- KEY WEST INTERNATIONAL AIRPORT
- Located 3 miles from downtown, servicing flights from major cities.
- WE CYCLE
- Popular choice for getting around Key West efficiently and eco-friendly.
- KEY WEST FERRY TERMINAL
- Offers routes to nearby islands and mainland Florida.
Frequently asked questions
Quick answers about booking vacation rentals in Key West and what direct booking on Houfy actually means.
How much do vacation rentals cost in Key West?
Rental prices range from $150 to over $500 per night, depending on location and amenities.
Are pet-friendly rentals available in Key West?
Yes, many rentals in Key West welcome pets. Verify pet policies with owners before booking.
What are the best neighborhoods to stay in Key West?
Old Town and Bahama Village are popular for their historic charm and proximity to attractions.
When is the best time to visit Key West?
For pleasant weather and events like Fantasy Fest, consider visiting between November and April.
What type of vacation rentals can I find in Key West?
Options include beachfront cottages, historic homes, and modern condos with various amenities.
Is it better to stay in a rental or a hotel in Key West?
Rentals offer more space and privacy, while hotels may provide extra services and central locations.
What unique activities are there in Key West?
Check out the Key Lime Festival in the summer and relish local culinary traditions.
What is Houfy and how does direct booking work?
Houfy connects hosts and travelers directly without service fees. Book directly with owners.
Is Houfy safe for booking vacation rentals in Key West Florida?
Yes, Houfy is safe. Verify ratings and communicate with hosts directly for a secure experience.
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