Key West Vacation Rentals, Florida: house rentals & more

Select from 1421 houses, 298 apartments, and other vacation rentals to find the perfect place for your stay in Key West. Whether you’re staying in a vacation home with family, friends, or just your furry companion, you'll find the best amenities for hanging out with the people that matter most, such as parking and air conditioning. Whatever you're looking for, you'll find a rental for everyone's needs, including accessible or non-smoking choices.

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Condo/Apartment

Find properties near top attractions in Key West

Duval Street

Find the best place to stay - Key West

For those who enjoy the pool over the beach, come relax poolside.

Ultimate Beach Adventure! Pool, Restaurant, Bar, Bike Rental, Gym,

Sleeps 3 · 1 bedroom · 1 bathroom

Our pool beside the ocean, lots of sun but plenty of shade as well.

Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym

Sleeps 4 · 1 bedroom · 1 bathroom

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, yards and more
More for less
More space, more privacy, more amenities — more value

Find out more about Key West

Why visit Key West

Stunning Beaches: Key West boasts beautiful sandy beaches perfect for relaxation and water activities.
Rich History: Explore historic sites and charming houses that reflect the unique culture of the area.
Outdoor Adventures: Enjoy a variety of excursions, from snorkelling to kayaking in nearby national parks.
Vibrant Atmosphere: The lively streets are filled with shops, restaurants, and entertainment options.
Unique Accommodations: Experience local charm with a range of vacation rentals, from cottages to condos.

Popular types of accommodation in Key West

If you're considering a getaway to Key West, you're in for a treat! Our platform offers a range of popular vacation rentals, including houses, condos, and charming cottages. Whether you're searching for the best vacation rentals or the perfect Key West rental, we provide transparent information to help you make the right choice. Enjoy the comfort and unique charm of vacation homes tailored to your needs in this beautiful tropical paradise.

Houses: The top choice for tourists in Key West, offering spacious accommodations perfect for families, friends, or couples looking for a home-away-from-home experience.
Condos: A popular option for those seeking modern amenities and stunning views, ideal for enjoying a relaxing stay in the heart of the island.
Cottages: Charming and quaint, these rentals provide a cozy atmosphere, perfect for a romantic getaway or a peaceful retreat.
Apartments: A practical choice for visitors wanting easy access to local attractions while enjoying a comfortable stay.
Caravan Parks: Great for budget-conscious travellers, offering a unique way to experience the natural beauty of Key West.**

Top attractions in Key West

Key West is an ideal destination for families, business travellers, and those seeking a city-themed vacation. Visitors can explore stunning beaches, the nearby national parks, and historic houses that reflect the area's rich culture. With a perfect blend of outdoor adventures and relaxing beach experiences, Key West offers a diverse range of attractions that cater to every traveller's interests, ensuring a memorable getaway.

Duval Street: A vibrant thoroughfare brimming with shops, art galleries, and lively bars, Duval Street captures the essence of Key West's energetic atmosphere, making it the perfect spot for locals and tourists to mingle and explore.
Mallory Square: Known for its breathtaking sunsets, Mallory Square is a bustling gathering place featuring street performers, artisan vendors, and a variety of dining options, all contributing to its lively city vibe.
Southernmost Point: This iconic buoy marks the southernmost tip of the continental U.S., offering a unique cultural experience as visitors snap photos and enjoy the rich history surrounding this symbolic landmark.

Things to do recommended for families

Your family will love the MLK Community Pool, a great spot in Key West for swimming and outdoor fun. With a welcoming atmosphere, it offers a perfect blend of family activities, sports, and relaxation. Enjoy a refreshing dip together in this vibrant community centre!

Things to do recommended for groups

Experience the lush greens at Key West Golf Club, perfect for outdoor enthusiasts. For a taste of local culture, visit the Key West Burlesque Theater for a fun night out. Don't forget to explore The Kite House for unique souvenirs and local crafts, making for a memorable group adventure!

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

When planning your trip, whether you're traveling with friends, family, pets, or seeking extended stays, it's important to prioritize your preferences when filtering your options. Here are some helpful Vrbo booking tips to assist you.

Traveling to Key West with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and many more on Vrbo.
Traveling to Key West with young kids: Traveling with young children can be demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
Taking your pets with you to Key West: For many families, a trip wouldn’t feel whole without their furry companions. If you can relate, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer amenities such as feeding bowls and beds, ensuring that all members of the family feel comfortable and at home.
Planning for a long term stay visiting Key West: If you're searching for vacation rentals offering discounts for month-long stays, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Key West

Key West, Florida, is a vibrant island destination perfect for families, romantic getaways, and business trips alike. With its lively atmosphere, visitors can enjoy a variety of excursions, from exploring the charming streets to relaxing in seaside spots. The nearby Florida Keys enhance the tropical vibe, offering unique experiences that blend adventure and relaxation. Whether you're seeking family-friendly fun or a tranquil escape, Key West promises a memorable vacation filled with diverse attractions.

Old Town Key West: Old Town Key West is a vibrant neighbourhood located in the heart of Key West, renowned for its charming streets and laid-back atmosphere. As you stroll through this area, you'll encounter a mix of historic architecture and lively shops, making it a delightful spot for both relaxation and exploration. Old Town offers a variety of attractions, including beautiful beaches and family-friendly parks, ideal for a day of fun in the sun. With its array of shopping areas and resorts, you’ll find plenty of options to unwind and enjoy the local culture.
Key West Historic District: The Key West Historic District is a must-visit for history buffs and families alike, offering a glimpse into the rich past of this unique island. This area is characterized by its well-preserved historic buildings and colourful streets, creating a picturesque backdrop for your vacation. Visitors can enjoy various attractions, including quaint cafés and local shops, while soaking in the vibrant atmosphere. The proximity to stunning beaches makes it easy to blend leisure with exploration, providing an enriching travel experience for everyone.
New Town: New Town is a lively neighbourhood that caters to both locals and visitors, offering a modern take on the Key West experience. This area features contemporary shopping centres and a variety of dining options, making it a great place for families and travellers seeking convenience. With beautiful beaches and recreational areas nearby, New Town is perfect for those looking to kick back and enjoy the Florida sunshine. Whether you’re shopping, dining, or exploring, New Town provides a dynamic blend of activities that appeals to all types of visitors.

Booking with Vrbo is simple

Are you hoping to save on your upcoming travel plans? Being flexible with your travel dates can be a great way to take advantage of fluctuating prices. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, be sure to use our filters to sort by price, location, and type of vacation rental. We’re here to help you find the best options for your journey!

Vrbo Trips: Planning made easy

Vrbo's Trip Board provides a user-friendly space for you to create new trips, manage your plans, and keep track of your bookings. Your saved or booked properties are conveniently organized into categories: Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Take in the picturesque beauty of Key West

The area's live music and festivals are just a few of the reasons to vacation in Key West. This city's bars, seaside and boating draw many visitors. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Key West

Are you hoping to find top things to see and do in the area? Travelers enjoy fun activities like boating and biking. Venture out of your vacation home and experience everything that Key West has to offer. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

Key West Golf Club (4 mi / 6.5 km)
Blue Hole (28.6 mi / 46.1 km)
The Kite House (0.3 mi / 0.5 km)
MLK Community Pool & Community Center (0.5 mi / 0.8 km)

Exploring the natural landscape of Key West

Travelers love Key West for its breathtaking sunsets and beautiful ocean views. Whether you're looking for exciting outdoor activities or just want to take in the scenery, Key West is a great place to get out in nature. Here are some of the area’s most enchanting natural features, all within 30 miles (48.2 km) of the city center:

Audubon House and Tropical Gardens (0.3 mi / 0.6 km)
Key West Butterfly and Nature Conservatory (0.6 mi / 1 km)
Southernmost Point (0.6 mi / 1 km)
South Beach (0.7 mi / 1.1 km)
Simonton Beach (0.8 mi / 1.2 km)
Truman Beach (0.9 mi / 1.4 km)

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.

Frequently asked questions

What is the best area to stay in Key West when booking a vacation rental?

Snap up your vacation property in Key West Historic District and you’ll be in the heart of one of Key West’s leading neighborhoods. Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens are two major attractions here that’ll entertain you during your visit.

What is the most popular type of vacation rental accommodation in Key West?

Based on our research, houses are the most desirable property type in Key West. But naturally, everyone’s idea of the perfect stay differs. Vrbo has vacation homes of all shapes and sizes, and we’ll help you to find your perfect match.

How much does it cost to rent a vacation rental in Key West?

Length of stay, property type and season are some of the things that can influence the price of a vacation home. Simply enter your dates of travel to find your perfect fit. From cozy chalets to expansive villas, all Vrbo vacation rentals offer incredible value.

How much does it cost to rent a beach house in Key West?

When you travel and the style and size of the property will influence the cost of your beachside stay. Put in your Key West travel dates to see all your options on Vrbo. Looking for a backyard so the kids can run around, or a pool to keep them busy? Use our filters to choose the amenities and features you want in your beach house.

Are there pet-friendly vacation rentals in Key West?

Yes. You can pick from 1,825 vacation rentals that cater to pets in Key West. Lots of our pet-friendly vacation rentals even come with an outdoor area for your four-legged friend to play around in, doggie beds, complimentary treats and proximity to parks or green space. Apply the “Pets allowed” filter to find your pawfect place on Vrbo.

Can I rent a house with a pool in Key West?

Mark the “pool” box in our filter tool and take your pick of 1,496 houses with private pools in Key West on Vrbo. Morning swim, sunset soak or midnight dip? How you spend your free time is up to you when your Vrbo vacation property boasts a swimming pool.

What are popular rental amenities in Key West?

Some of the most popular rental amenities people are searching for in Key West include mountain views, a lake view and a barbecue grill. Whether you’re on the road with buddies, family or even pets, Vrbo vacation properties have the best amenities for chilling out with your loved ones.

Are there large group vacation rentals in Key West?

You can pick from 191 vacation properties in Key West that can host a group of 10 or more guests. Whether you’re organizing time away with the family or an event like an anniversary, there’s enough room to get your loved ones together under the same roof.

Are there vacation rentals in Key West that welcome kids?

Bring the entire group together for a fun-filled adventure in Key West at one of our 1,818 family-friendly vacation properties. Many of these stays offer amenities that are suitable for getaways with the kids, such as full kitchens, extra bedrooms and pools. Just check the “Properties good for families” filter box and choose your favorite.

What are the top attractions for families in Key West?

There are loads of amazing things to see and do with the family in Key West, including:

Smathers Beach
South Beach
Higgs Beach

Are there one-bedroom vacation rentals in Key West?

You can choose from 451 one-bedroom rentals in Key West. Whether you’re searching for a townhouse or a cabin, our one-bedroom properties are just right if you don’t require loads of space. One of the perks of having your own digs? You’ll never need to share your vacation with strangers.

Can I find two-bedroom vacation rentals in Key West?

Take your pick of 670 two-bedroom vacation rentals in Key West. Settle the kids into the second room or fill it with a couple of your besties. There’s a spot for whoever’s fortunate enough to be coming along.

Are there vacation rentals with WiFi in Key West?

You can choose from 568 vacation rentals with WiFi in Key West. If you’d like to disconnect from the world while on vacation, but still need to be connected to the web, these properties are for you. Narrow your search by applying the WiFi filter on Vrbo.

How can I find vacation rentals with air conditioning in Key West?

Key West has 1,762 vacation rentals where you can unwind in air-conditioned comfort. To book a stay on Vrbo offering this perk, enter your travel dates and use the handy filters to select the “air conditioning” box.

How old do you have to be to rent a vacation rental in Key West?

The minimum age is usually 16, 18 or 21. It can change between properties on Vrbo, so check the rules of your chosen Key West vacation rental before you book.

How long can I rent a vacation rental in Key West for?

How long you can book a vacation rental in Key West is down to the property. Just enter your preferred dates to display a list of options offering extended stays. With a range of creature comforts like kitchens and air conditioning, as well as some offering weekly or monthly discounts, you’re sure to get somewhere just right to call your home away from home in Key West.