Key West vacation rentals

Why visit Key West

• Beautiful Beaches: Key West boasts stunning beaches perfect for relaxation and water sports.
• Rich History: Explore historic homes and landmarks that showcase the island's unique past.
• Outdoor Activities: Engage in snorkeling, diving, and fishing in the vibrant waters surrounding the island.
• Vibrant Culture: Experience lively festivals, art galleries, and local music that reflect the island's cultural diversity.
• Relaxing Accommodations: Choose from luxury resorts, cozy cottages, or stylish condos for a comfortable stay.

Popular types of accommodation in Key West

Planning your getaway to Key West? The next exciting step is selecting the perfect place to stay. Discover the top choices for Key West vacation rentals, including houses, cozy cottages, and modern condos. Whether you're looking for spacious house rentals or stylish key west condos, we've got you covered. Enjoy the sun, sea, and savings as you find your ideal accommodation for an unforgettable experience.

• Houses: The top choice for visitors to Key West, offering spacious accommodations ideal for families and groups, ensuring a home-like atmosphere.
• Condos: A popular option for those seeking modern amenities and a shared community vibe, perfect for couples or small families.
• Cottages: These quaint and charming homes provide a cozy retreat, ideal for a romantic getaway or a peaceful escape.
• Apartments: A convenient choice for travelers looking for flexibility and access to local life, often situated in vibrant neighborhoods.
• Villas: Luxurious spaces that offer privacy and stunning views, perfect for those wanting an upscale experience in paradise.**

Top attractions in Key West

Key West is a fantastic destination for families, business travelers, and those seeking a vibrant city experience. Visitors can explore beautiful beaches, national parks, and historic houses, all while enjoying the rich culture and outdoor activities the area has to offer. Whether you're looking for relaxation or adventure, Key West has something for everyone to make your vacation unforgettable.

• Duval Street: A lively street filled with vibrant shops, restaurants, and bars, Duval Street captures the essence of Key West's energetic city vibe, making it perfect for strolling, dining, and nightlife.
• Southernmost Point: This iconic landmark marks the southernmost tip of the continental United States. It offers a unique cultural experience, with photo opportunities at its famous buoy and a glimpse into Key West's rich history.
• Mallory Square: Known for its stunning sunset celebrations, Mallory Square is a bustling modern square that showcases local artisans, street performers, and breathtaking views of the Gulf of Mexico.

Things to do recommended for couples

Planning a romantic getaway in Key West? Enjoy a sunset sail on a catamaran, explore the charming streets lined with vibrant houses, or indulge in a candlelit dinner at a waterfront restaurant. Don't forget to visit the famous Southernmost Point for a perfect photo opportunity together.

Things to do recommended for families

Families visiting Key West can cool off at the MLK Community Pool & Community Center, where kids can splash around and enjoy sports in a vibrant outdoor setting perfect for family bonding and fun activities.

Things to do recommended for groups

In Key West, your group can enjoy a round of golf at the Key West Golf Club, experience captivating performances at the Waterfront Playhouse, and browse unique items at The Kite House. These activities promise a blend of outdoor fun, culture, and shopping for everyone.

What do I need to keep in mind when booking a vacation in Key West

If you're traveling with a group, family, pets, or planning an extended stay, be sure to use the appropriate filters to meet your specific needs. Here are some helpful tips for booking on Vrbo.

• Traveling to Key West with a group: Think about how many bedrooms you require, as well as additional features like a complete kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
• Traveling to Key West with young kids: Traveling with young kids can be tricky. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, keeping in mind the distance to family-friendly attractions is a wise choice.
• Taking your pets with you to Key West: For many families, a vacation wouldn’t feel complete without their furry companions. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
• Planning for a long term stay visiting Key West: If you’re in search of vacation rentals that offer discounts for stays of a month or more, you’ve come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Key West

Key West, Florida, offers a vibrant blend of family-friendly activities, romantic escapes, and exciting excursions. Explore its historic homes, relax at luxury resorts, and enjoy the island's tropical atmosphere. With excellent recreational facilities and an inviting ambiance, this unique city is perfect for any vacation type—be it a leisurely family getaway or a business trip. Don't miss the chance to experience the charm and beauty of Key West and its neighboring regions.

• Old Town Key West: Old Town Key West is a vibrant neighborhood that epitomizes the charm of this tropical paradise. Located around the heart of Key West, it offers a delightful mix of city-themed experiences perfect for families and business travelers alike. Wander through the historic streets lined with colorful architecture, explore unique shops, and indulge in local cuisine at waterfront restaurants. The area is home to beautiful beaches, making it an ideal spot for sunbathing and family outings. Don't miss the iconic sunset celebrations at Mallory Square, where you can soak in the lively atmosphere and stunning views.
• Stock Island: Stock Island is a hidden gem just a short distance from Key West, known for its laid-back vibe and outdoor adventures. This island offers a family-friendly environment with various activities that cater to both the adventurous and those looking to relax. Explore the local shops, enjoy a round of golf, or take in the scenic marina views. The nearby beaches provide perfect spots for swimming and sunbathing, while the lush landscapes invite you to partake in outdoor activities like biking and fishing. Stock Island is an excellent choice for travelers seeking a more tranquil escape just minutes from the bustling atmosphere of Key West.
• Key West Historic District: The Key West Historic District is a captivating neighborhood that showcases the rich history and culture of the island. Located in close proximity to downtown Key West, this area is perfect for those interested in exploring the city’s heritage. Visitors can enjoy shopping at quaint boutiques, dining at renowned restaurants, and staying at charming resorts. The district features picturesque streets and family-friendly beaches, providing a perfect blend of relaxation and exploration. Be sure to visit the Ernest Hemingway Home and Museum and other historic sites that offer insights into the island's storied past.

Booking with Vrbo is a breeze

Are you hoping to save on your upcoming trip? Keeping your travel dates flexible can help, as prices tend to vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo rental that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's Trip Board provides a convenient platform for planning your trips, allowing you to start new itineraries, continue existing ones, or manage your reservations. Your saved and booked properties are neatly categorized into Potential, Upcoming, or Current Trips for easy access. To check out the Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Explore scenic beauty from a Key West villa rental

The unique island city of Key West is one of the best vacation spots for Florida villa rentals. You can experience mile after mile of emerald waters and coral reefs as you drive the Overseas Highway along the Florida Keys archipelago to the farthest southern point that is Key West. You've never had a vacation getaway quite like Key West. This historic former pirate haven is one of the best spots for snorkeling and diving anywhere in Florida. If you love shrimp or crabs, you are in for a delicious treat thanks to the fresh seafood restaurants in Key West.

Admire local talent at Studios of Key West

Free-spirited Key West has long been a haven for artists and creatives. There's no better place to discover the scene than The Studios of Key West, a 3-story space showcasing works from local artists. Continue the theme at Hemingway House, a handsome Spanish Colonial estate that was once a sanctuary for the American novelist. If you want to meet one of Key West's most passionate eco-activists, head to Nancy Forrester's Secret Garden. From chirpy parrots to multicolored macaws, this backyard oasis offers a unique opportunity to get up close and personal with exotic Floridian birds.

Splash-happy in Key West

As the sun starts to set, Mallory Square gears up for a night of family-friendly fun. It's essentially one big street party, with fire breathers, tightrope walking dogs, tumbling acrobats and more. You'll also find plenty of action on Duval Street, a lively strip lined with neon-lit bars, theaters, galleries and boutiques. For a quieter scene, why not retreat to the deck of your Key West vacation rental villa for fruity Rum Runner cocktails and Floridian sunsets? For more action, you can snorkel at coral reefs, kayak in crystal-clear water, swim with dolphins, sail on catamarans and more.

Catch Key West's Fantasy Fest celebrations

Craving a dose of winter sunshine? Escape to Key West vacation rentals and you'll find yourself immersed in a tightknit community of locals. Chances are you'll soon be sharing key lime pie with your new neighbors. Locals cite spring as a Key West sweet spot. Crowds taper off and temperatures continue to hover around the 80s. Visit in the last week of October and you'll catch Key West's raucous Fantasy Fest celebrations. The 10-day street party sees the island come alive with pet parades, burlesque shows, costumed events, street food stalls and more.

Pet-friendly vacations in Key West

With a footprint measuring in at just 7 square miles, Key West feels wonderfully intimate. It's part of the Florida Keys archipelago and sits just 90 miles from Cuba. You can find out more about the low-lying archipelago at the Florida Keys Eco-Discovery Center, a family-friendly learning space filled with interactive displays and rainbow-colored sea creatures. traveling with Fido? No problem. Floridians love their furry friends, which means you'll find plenty of pet-friendly Key West vacation rentals.

Transportation to and around Key West

Fly into Key West Intl. Airport (EYW), the closest airport, located 3 mi (4.8 km) from the city center.