Historic Downtown Kissimmee vacation rentals

Why visit Historic Downtown Kissimmee

1. Family-friendly attractions: Enjoy various activities suitable for all ages, including theme parks and lakes.
2. Charming shopping experience: Stroll through unique boutiques and local eateries, soaking up the vibrant atmosphere.
3. Cultural immersion: Experience local culture through events, tours, and the area's rich history.
4. Outdoor activities: Embrace the sunny Florida weather while exploring the beautiful surroundings.
5. Comfortable accommodations: Choose from private vacation homes, villas, and condos with excellent amenities.

Popular types of accommodation around Historic Downtown Kissimmee

If you're exploring accommodation options in Historic Downtown Kissimmee, you're in for a treat! Our most popular choices include houses, villas, and condos, each offering a unique experience. Enjoy the best amenities, including free parking and daily happy hour specials, ensuring a comfortable stay while you explore this charming area. With a focus on transparency and savings, we’re here to help you find the perfect Kissimmee vacation stay!

• Houses: The top choice for visitors to Historic Downtown Kissimmee, ideal for families or groups seeking spacious accommodations.
• Villas: A luxurious option, these upscale homes offer private amenities and a comfortable atmosphere for relaxation.
• Condos: A convenient choice, condos provide modern living spaces, often with shared facilities for added enjoyment.
• Apartments: Perfect for solo travellers or couples, apartments offer a homely feel in the heart of the city.
• Cottages: A quaint and charming retreat, cottages provide a unique and cosy stay for those seeking charm.**

Top attractions around Historic Downtown Kissimmee

Historic Downtown Kissimmee is perfect for families and city-themed vacations, offering attractions like theme parks, lakes, and arts centres. Visitors can enjoy sightseeing, experience local culture, and explore the vibrant flavours of downtown. Don't miss out on downtown events and tours for a comprehensive taste of Kissimmee's charm. With a blend of outdoor activities and cultural experiences, there's something for everyone in this historic area.

1. Universal Orlando Resort: A thrilling theme park 20.9km from Historic Downtown Kissimmee, featuring exciting rides, immersive attractions, and entertainment for all ages, perfect for family fun and adventure.
2. Orange County Convention Center: Located 16.1km away, this vibrant arts centre showcases a rich cultural atmosphere, hosting various events, exhibitions, and conventions that celebrate creativity and innovation.
3. Kissimmee Lakefront Park: Situated in Historic Downtown Kissimmee, this urban park offers a beautiful outdoor space for families, featuring scenic views, playgrounds, and recreational activities amidst a lively city atmosphere.

Things to do recommended for couples

Looking for a romantic getaway in Historic Downtown Kissimmee? Enjoy a fun-filled mini-golf at Congo River Golf, indulge in a delightful meal at Pirate's Dinner Adventure, or experience the thrill of indoor skydiving at iFly Orlando. Perfect for couples seeking adventure and romance!

Things to do recommended for families

Families visiting Historic Downtown Kissimmee can experience the excitement of ESPN Wide World of Sports, dive into adventure at Aquatica waterpark, and enjoy interactive fun at Wonderworks arcade. Each attraction offers a unique blend of family-friendly activities just a short drive away.

Things to do recommended for groups

In Historic Downtown Kissimmee, groups can enjoy shopping and entertainment at Disney Springs™, only 14.5km away, or explore Old Town, 11.3km away, for a vibrant experience. For a unique evening, Medieval Times, 6.4km away, offers a captivating theatrical dining experience.

What do I need to keep in mind when booking a vacation around Historic Downtown Kissimmee

When planning your trip—whether you're travelling with a group, enjoying a family getaway, bringing along your pets, or seeking longer accommodations—it's important to prioritise your needs during the search. Here are some helpful Vrbo booking tips to assist you.

• Traveling to Historic Downtown Kissimmee 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, on Vrbo, you can easily filter for these options and much more.
• Traveling to Historic Downtown Kissimmee with young kids: Travelling with young children can present its challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, being close to family-friendly attractions is worth considering.
• Taking your pets with you to Historic Downtown Kissimmee: For many, a family getaway isn’t truly complete without their furry companion by their side. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
• Planning for a long term stay visiting Historic Downtown Kissimmee: If you’re searching for vacation rentals that offer 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 rental options. Don’t forget to include preferences such as a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay around Historic Downtown Kissimmee

Historic Downtown Kissimmee offers a delightful blend of family-friendly attractions and charming shopping experiences. Visitors can stroll through its inviting streets, soaking up the sunny Florida weather while exploring unique boutiques and eateries. With its rich history and vibrant atmosphere, this area is perfect for both romantic getaways and family excursions. Don't miss the chance to enjoy the local culture and the warm, welcoming vibe that makes Historic Downtown Kissimmee a must-visit destination.

• Mill Run: Located 3.2km from Historic Downtown Kissimmee, Mill Run is a vibrant neighborhood that offers a fantastic blend of family-friendly activities and outdoor experiences. Visitors can enjoy a variety of entertainment options, including a nearby arena and a resort, making it perfect for those seeking excitement. Golf enthusiasts will find excellent courses nearby, while local attractions like a renowned theme park and a film studio provide unique experiences for all ages. Mill Run is ideal for those looking to create lasting memories with family and friends.
• Magic Landings: Situated 4.8km away from Historic Downtown Kissimmee, Magic Landings is a delightful neighborhood that caters to families and outdoor lovers. With a variety of accessible venues such as an arena entertainment facility, resorts, and golf options, there's something for everyone. This area is also home to significant landmarks, including a prominent stadium and a popular theme park, ensuring plenty of entertainment. Whether you’re exploring the local attractions or enjoying the outdoor spaces, Magic Landings promises an enjoyable travel experience.
• Venetian Bay Villages: Found 4.8km from Historic Downtown Kissimmee, Venetian Bay Villages is a charming neighborhood perfect for families seeking fun and adventure. With its resorts, golf courses, and inviting outdoor areas, visitors are spoiled for choice when it comes to activities. Nearby, you'll discover a stunning theme park, beautiful beaches, and a film studio, making this a versatile destination. Venetian Bay Villages offers a unique blend of relaxation and excitement, ensuring a memorable vacation for everyone.

Best time to go to Historic Downtown Kissimmee

If you're planning a trip to Historic Downtown Kissimmee, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in February to March and July, while off-peak times, like September to November tend to have fewer bookings and better deals.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	60.6°F (15.9°C)	Light Rain	Mostly Sunny	Average	Average
February	64.4°F (18.0°C)	Light Rain	Mostly Sunny	Slightly High	Slightly Low
March	67.6°F (19.8°C)	Light Rain	Mostly Sunny	Slightly High	Average
April	72.7°F (22.6°C)	Light Rain	Mostly Sunny	Average	Average
May	77.2°F (25.1°C)	Light Rain	Mostly Sunny	Average	Average
June	81.1°F (27.3°C)	Light Rain	Mostly Sunny	Average	Slightly High
July	82.4°F (28.0°C)	Moderate Rain	Mostly Sunny	Slightly High	Slightly High
August	82.6°F (28.1°C)	Moderate Rain	Mostly Sunny	Average	Average
September	80.4°F (26.9°C)	Moderate Rain	Mostly Sunny	Slightly Low	Slightly Low
October	75.2°F (24.0°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
November	68.5°F (20.3°C)	Light Rain	Mostly Sunny	Slightly Low	Average
December	64.4°F (18.0°C)	No Rain (Dry)	Mostly Sunny	Average	Slightly High

Booking with Vrbo is simple

Are you hoping to save on your upcoming adventure? Being flexible with your travel dates can be a great way to take advantage of fluctuating prices. Additionally, booking a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, utilize 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 offers a user-friendly platform for planning your upcoming adventures, allowing you to easily start new trips, resume where you paused, or organize your existing travel arrangements. You can conveniently find your saved or booked properties sorted into categories like Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.