Old Town Key West vacation rentals

Why visit Old Town Key West

1. Historic Landmarks: Explore iconic sites like the Ernest Hemingway Home, showcasing the area's rich literary history.
2. Tropical Beaches: Relax on beautiful beaches while soaking up the sun and enjoying the ocean breeze.
3. Vibrant Shopping and Dining: Stroll through colorful streets filled with unique shops and local eateries offering delicious cuisine.
4. Cultural Experiences: Immerse yourself in the local culture through art galleries and community events.
5. Diverse Accommodations: Choose from charming rentals, including cottages and condos, to suit every taste and budget.

Popular types of accommodation around Old Town Key West

Planning a getaway to Old Town Key West? You're in for a treat! This vibrant area offers an array of vacation rentals, including private homes, cozy cottages, and stylish condos. With options for every taste and budget, you can find the perfect spot to unwind and enjoy the island's charm. Dive into your adventure with confidence, knowing you'll have the ideal key west vacation rental to call home during your stay!

• Houses: These spacious and comfortable homes are the top choice for visitors to Old Town Key West, ideal for families or groups seeking a home-like atmosphere.
• Condos: A popular option for those who appreciate modern amenities and shared facilities, condos offer a convenient stay close to attractions.
• Cottages: For a quaint and charming experience, cottages provide a cozy retreat with a touch of local flavor.
• Apartments: Perfect for travelers looking for flexibility, apartments offer a practical stay with essential comforts.
• Villas: These luxurious accommodations provide an upscale experience, often featuring private pools and beautiful outdoor areas.**

Top attractions in and around Old Town Key West

Old Town Key West is a perfect destination for city-themed, family, and business vacations. Visitors can explore a variety of attractions, including beautiful beaches, lively streets, and historic houses. Whether you're seeking cultural experiences or simply want to relax by the ocean, Old Town offers something for everyone, ensuring a memorable getaway for travelers of all types.

1. Duval Street: A vibrant hub of activity, Duval Street is lined with lively bars, restaurants, and shops, showcasing the eclectic spirit of Key West. Stroll along this bustling street, where colorful architecture and local art create a unique atmosphere.
2. Southernmost Point: This iconic landmark marks the southernmost point in the continental U.S. It's a must-visit for its cultural significance and stunning photo opportunities, with a buoy painted in bright colors and surrounded by beautiful ocean views.
3. South Beach: A picturesque beach perfect for relaxing, swimming, and sunbathing. With its soft sands and clear waters, South Beach offers a quintessential Key West experience and is a great spot to soak up the sun and enjoy the ocean breeze.

Things to do recommended for families

Families visiting Old Town Key West can splash around at the MLK Community Pool, offering a fun outdoor experience with sports facilities. Enjoy quality time together while soaking up the sun in a friendly atmosphere perfect for kids and parents alike.

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

When planning your trip, whether you're traveling with a group, your family, pets, or seeking longer accommodations, be sure to prioritize your preferences with the appropriate filters. Here are some helpful booking tips for using Vrbo.

• Traveling to Old Town Key West with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor space for group gatherings. Luckily, you can easily filter for these options and many others on Vrbo.
• Traveling to Old Town Key West with young kids: Traveling with young kids can be quite an adventure. It's important to prioritize their comfort and safety, along with finding suitable amenities like a private pool. Additionally, it's wise to think about how close you are to attractions that cater to families.
• Taking your pets with you to Old Town Key West: For many families, a vacation just isn’t the same without their furry companions. If that resonates with you, take a look at Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that your four-legged family members feel comfortable and at home.
• Planning for a long term stay visiting Old Town Key West: If you’re in search of vacation rentals that offer discounts for month-long stays, you’ve come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to consider adding features like a parking space, a well-equipped kitchen, or a private pool to your search criteria as well.

Where to stay near Old Town Key West

Old Town Key West offers a vibrant blend of history and tropical charm perfect for any getaway. Explore the colorful streets filled with unique shops, local eateries, and historical landmarks like the Ernest Hemingway Home. Just a short distance away, New Town provides modern amenities while still maintaining that laid-back island vibe. Whether you're seeking adventure or relaxation, Old Town Key West is the ideal destination for family, business, or city-themed vacations.

• Key West Historic District: Nestled a mere 0.3 miles from Old Town Key West, the Key West Historic District is a charming neighborhood that invites travelers to immerse themselves in the island's rich history and vibrant culture. Visitors will enjoy strolling through picturesque streets lined with unique shops, art galleries, and delightful dining options. The area is home to several local landmarks, such as historic homes and family-friendly beaches, making it perfect for both relaxation and exploration. Whether you’re shopping for local crafts or soaking up the sun, this district offers a delightful blend of city, family, and business experiences.
• Downtown Key West: Located just 0.2 miles from Old Town Key West, Downtown Key West is the bustling heart of the island. This vibrant neighborhood is filled with lively shops, cafes, and resorts, making it an ideal spot for travelers seeking a dynamic experience. Enjoy a leisurely walk along the lively streets or relax at one of the nearby beaches. With its family-friendly atmosphere and a myriad of activities, Downtown Key West is perfect for tourists looking to soak in the local culture while enjoying the island's natural beauty.
• Uptown - Upper Duval: Situated 0.2 miles from Old Town Key West, Uptown - Upper Duval is a lively neighborhood known for its eclectic mix of shopping areas, recreational spaces, and symbolic landmarks. This area is perfect for those looking to experience the island's vibrant atmosphere, with numerous shopping malls and local boutiques to explore. Families will appreciate the recreational areas available, while history buffs can uncover the stories behind the neighborhood's iconic landmarks. Uptown - Upper Duval is an exciting destination that caters to diverse interests and ensures a memorable visit.

Best time to go to Old Town Key West

If you're planning a trip to Old Town Key West, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from January to March, while off-peak times, like August to October tend to have fewer bookings and better deals.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	71.1°F (21.7°C)	No Rain (Dry)	Mostly Sunny	Slightly High	Average
February	72.1°F (22.3°C)	No Rain (Dry)	Mostly Sunny	Slightly High	Average
March	73.4°F (23.0°C)	No Rain (Dry)	Mostly Sunny	Slightly High	Slightly High
April	76.8°F (24.9°C)	No Rain (Dry)	Mostly Sunny	Average	Slightly High
May	79.3°F (26.3°C)	Light Rain	Mostly Sunny	Average	Average
June	82.6°F (28.1°C)	Light Rain	Mostly Sunny	Average	Slightly Low
July	84.0°F (28.9°C)	Light Rain	Mostly Sunny	Average	Average
August	84.4°F (29.1°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
September	83.7°F (28.7°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
October	80.8°F (27.1°C)	Light Rain	Mostly Sunny	Slightly Low	Average
November	76.6°F (24.8°C)	Light Rain	Mostly Sunny	Average	Average
December	73.9°F (23.3°C)	No Rain (Dry)	Mostly Sunny	Average	Slightly High

Booking with Vrbo is a breeze

Are you hoping to save on your upcoming trip? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, booking a longer stay can lead to noteworthy savings. To discover a Vrbo property that suits your budget, feel free to utilize our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway!

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and receive OneKeyCash™ on the full booking amount. Being the planner truly has its rewards! When you join our travel rewards program, One Key, you'll gain access to exclusive member discounts and earn OneKeyCash™ on eligible bookings. Sign up today to begin enjoying your savings!

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers a user-friendly platform where you can easily plan new trips, resume your previous ones, or manage your travel arrangements. Here, you can effortlessly view and organize properties you've saved or booked, sorted into categories like Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.