Old Town Key West vacation rentals

Why visit Old Town Key West

1. Historic Charm: Wander through picturesque streets lined with historic architecture and vibrant local culture.
2. Beautiful Beaches: Relax on stunning beaches that offer a perfect blend of sun, sand, and sea.
3. Culinary Delights: Savor fresh seafood and local cuisines at charming eateries throughout the area.
4. Water Activities: Enjoy a variety of water sports, including snorkeling, sailing, and fishing.
5. Unique Accommodations: Choose from a range of vacation rentals, from cozy cottages to stylish condos.

Popular types of accommodation around Old Town Key West

Vrbo offers a variety of vacation rentals in historic Old Town Key West, perfect for your island getaway. Choose from houses, charming cottages, or stylish condos, each featuring top-notch amenities. Whether you prefer a guest house atmosphere or resort-like comforts, you'll find the ideal accommodation tailored to your needs. Enjoy the unique charm of Key West while experiencing transparency and savings with every booking.

• Houses: These spacious homes are the most sought-after option in Old Town Key West, perfect for families or groups looking for a homey atmosphere.
• Condos: Ideal for those seeking a blend of comfort and amenities, condos offer a stylish stay with easy access to local attractions.
• Cottages: Charming and quaint, cottages provide a cozy retreat with a touch of local character, perfect for romantic getaways.
• Apartments: Offering flexibility and convenience, apartments cater to solo travellers or couples wanting a home base in the heart of the action.
• Caravan Parks: For a more adventurous stay, caravan parks provide a unique camping experience close to nature.**

Top attractions around Old Town Key West

Old Town Key West is an ideal destination for city-themed, family, and business vacations. Visitors can enjoy a variety of attractions, including beautiful beaches, vibrant streets, and historic houses. This charming area offers a rich cultural experience, perfect for those seeking a blend of beach relaxation and urban exploration. Whether you're travelling solo, with family, or on a business trip, Old Town Key West has something for everyone to enjoy.

1. Duval Street: A vibrant thoroughfare, Duval Street offers a lively atmosphere filled with eclectic shops, bars, and restaurants. It’s the heartbeat of Key West, perfect for strolling, dining, or enjoying nightlife.
2. Southernmost Point: This iconic landmark marks the southernmost tip of the continental U.S. It’s a must-visit for photo opportunities and a glimpse into the local culture and history.
3. Ernest Hemingway Home and Museum: Step into the world of the famous author. This historic house showcases Hemingway's life, his writings, and beautiful gardens, providing a cultural insight into his legacy.

Things to do recommended for families

Families visiting Old Town Key West can enjoy a refreshing day at the MLK Community Pool & Community Center, where kids can splash around in the pool and engage in various outdoor activities. It's a perfect spot for family bonding and relaxation in the sun.

Things to do recommended for groups

Enjoy a round of golf at the Key West Golf Club, just a short drive from Old Town. Experience the vibrant performances at the Key West Burlesque Theater, perfect for a night out. Don't forget to visit The Kite House for unique souvenirs and local treasures!

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

If you're planning a trip with a group, family, pets, or an extended stay, it's important to prioritize your filters accordingly. Here are some helpful Vrbo booking tips for you.

• Traveling to Old Town Key West with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for these options, and many more, on Vrbo.
• Traveling to Old Town Key West with young kids: Traveling with young children can present its own set of challenges. It's important to prioritize their comfort and safety, along with finding age-appropriate amenities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions can enhance your travel experience.
• Taking your pets with you to Old Town Key West: For many, a family getaway wouldn’t be the same without their furry companion. If this resonates with you, consider exploring Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer amenities like feeding bowls and beds, ensuring that everyone feels comfortable and at home.
• Planning for a long term stay visiting Old Town Key West: If you're seeking vacation rentals with special offers for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. 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 around Old Town Key West

Old Town Key West offers an unforgettable vacation experience, blending rich history with a tropical atmosphere. Explore charming streets lined with historic architecture, enjoy water activities, and savour fresh seafood at local eateries. This vibrant neighbourhood is perfect for families and adventure seekers alike, making it an ideal destination for your Key West getaway. Don't miss the iconic landmarks and the laid-back vibe that define this unique part of Florida.

• Key West Historic District: The Key West Historic District, located a mere 483m from Old Town Key West, is a charming neighbourhood steeped in rich history and vibrant culture. Visitors are drawn here for an authentic city experience, with a family-friendly atmosphere and ample business opportunities. The area is dotted with quaint shopping areas and a bustling shopping mall centre, making it a perfect spot for leisurely strolls. Highlights include picturesque streets and inviting beaches, where you can relax and soak in the tropical surroundings. The historic architecture and local landmarks add to the allure, making it a must-visit destination.
• Downtown Key West: Just 322m from Old Town Key West, Downtown Key West is a lively hub that attracts tourists seeking a mix of city life and family-friendly activities. This vibrant area boasts a plethora of shopping venues, including a shopping mall centre and various local boutiques. The atmosphere is bustling, with streets lined with cafés and restaurants. Nearby beaches provide a perfect escape for sun worshippers and families alike, ensuring there’s something for everyone. The combination of cultural landmarks and recreational opportunities makes Downtown Key West a delightful stop on your vacation.
• Uptown - Upper Duval: Located 322m from Old Town Key West, Uptown - Upper Duval offers a unique blend of relaxation and recreation. This neighbourhood is ideal for those looking for a city experience with family-friendly vibes. Enjoy various shopping areas and a shopping mall centre, alongside recreational spots that encourage outdoor activities. The proximity to beautiful beaches and symbolic landmarks enhances the area’s appeal. Whether you’re exploring local art or indulging in the culinary scene, Uptown - Upper Duval promises a memorable experience filled with charm and excitement.

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 simple

Looking to save on your next adventure? Consider being flexible with your travel dates, as prices can fluctuate quite a bit. Moreover, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, make use of our filters to search by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's Trip Board offers a user-friendly platform where you can effortlessly plan new trips, continue your previous arrangements, or manage your current travel plans. You'll see your saved or booked properties neatly sorted into categories such as Potential, Upcoming, or Current Trips. To begin enjoying the benefits of Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.