Kissimmee holiday lettings

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Discover a selection of holiday rentals near Kissimmee, FL (ISM-Kissimmee Gateway) that can be your home away from home. Whether you're travelling with your children and pets, with friends or just your children, holiday homes have the amenities that you expect for your stay, which might include a garden and pool. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Kissimmee, FL (ISM-Kissimmee Gateway)

Showing deals for:14 Nov - 21 Nov
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Why visit Kissimmee, FL (ISM-Kissimmee Gateway)

  • Thrilling theme parks: Kissimmee is in close proximity to world-renowned theme parks, offering exhilarating rides and attractions for all ages.
  • Charming downtown: Explore the lively streets of downtown Kissimmee, where friendly locals and delightful shops await.
  • Outdoor adventures: Enjoy various outdoor activities, from scenic excursions to relaxing strolls in beautiful parks.
  • Diverse accommodation options: Choose from a range of holiday homes, including private villas and modern condos to suit any budget.
  • Cultural experiences: Immerse yourself in the local arts scene with galleries and cultural events throughout the area.

Popular types of accommodation around Kissimmee, FL (ISM-Kissimmee Gateway)

If you're pondering the ideal accommodation for your stay in Kissimmee, FL (ISM-Kissimmee Gateway), look no further. Our most sought-after options include charming houses, spacious villas, and modern condos. Whether you're seeking affordable holiday accommodation, luxurious villas in Kissimmee, or rentals with beach access, we have a diverse selection of holiday homes to suit your needs. Enjoy transparency and savings while discovering your perfect getaway.

  • Houses: The top choice for visitors to Kissimmee, FL (ISM-Kissimmee Gateway), these homes offer spacious and comfortable stays ideal for families or groups.
  • Villas: These stylish properties provide a luxurious experience, often featuring private pools and beautiful gardens, making them a popular second choice.
  • Condos: Conveniently located, condos are a great option for those seeking modern amenities and easy access to local attractions.
  • Apartments: Perfect for shorter stays, apartments offer a home-like environment with essential facilities for everyday living.
  • Cottages: These quaint and charming accommodations are ideal for a cosy getaway, providing a peaceful retreat from the hustle and bustle.**

Top attractions near Kissimmee, FL (ISM-Kissimmee Gateway)

Kissimmee, FL, is a fantastic destination for tourists seeking family-friendly attractions, cultural experiences, and outdoor adventures. Popular places of interest include theme parks, amusement parks, and arts centres, offering a variety of activities to explore. Whether you're keen on thrilling rides or enjoying the local arts scene, Kissimmee provides ample opportunities for sightseeing and creating lasting memories during your holiday.

  • Walt Disney World® Resort: Experience the magic at this iconic theme park, offering enchanting attractions, thrilling rides, and beloved characters, all set within a vibrant, family-friendly atmosphere just 7.5km from Kissimmee.
  • Orange County Convention Center: Dive into the cultural hub of the area, hosting diverse events and exhibitions. This arts centre, located 5.6km away, showcases the richness of local and international arts.
  • Kissimmee Lakefront Park: Enjoy a serene escape at this urban park, featuring picturesque lake views, walking trails, and family-friendly activities, conveniently situated only 1.2km from Kissimmee.

Things to do recommended for couples

For a romantic getaway in Kissimmee, explore Pirate's Island Adventure Golf for a fun round of mini-golf. Enjoy a delightful evening at Pirate's Dinner Adventure, offering a unique dining experience. Don't forget to visit True Blue Winery for a charming wine tasting, perfect for couples.

Things to do recommended for families

During your family holiday in Kissimmee, enjoy thrilling adventures at the ESPN Wide World of Sports Complex and Aquatica waterpark, both 5.0km away. For some karting excitement, head to Kissimmee Go-Karts, just 1.9km from your accommodation. Fun awaits the whole family!

Things to do recommended for groups

Embark on a delightful adventure in Kissimmee, FL, with your group. Explore Disney Springs™ for shopping, visit Old Town for entertainment, or enjoy a captivating evening at Medieval Times for a unique theatre experience. Each destination offers a vibrant atmosphere perfect for creating lasting memories together.

What do I need to keep in mind when booking a vacation around Kissimmee, FL (ISM-Kissimmee Gateway)

If you're travelling with a group, family, or pets, or if you're seeking longer stays, it's important to filter your options according to your specific needs. Here are some helpful booking tips for using Vrbo.

  • Traveling to Kissimmee, FL (ISM-Kissimmee Gateway) with a group: Think about how many bedrooms you will require, along with features like a fully-equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily apply filters for all of these options, and many more, on Vrbo.
  • Traveling to Kissimmee, FL (ISM-Kissimmee Gateway) with young kids: Travelling with little ones can be quite a task. It’s important to prioritise 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 attractions that are enjoyable for families.
  • Taking your pets with you to Kissimmee, FL (ISM-Kissimmee Gateway): For many, a family holiday just wouldn’t be the same 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 Kissimmee, FL (ISM-Kissimmee Gateway): If you’re in search of holiday rentals offering special rates for stays of a month or longer, you’ve come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Additionally, think about including features such as a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay near Kissimmee, FL (ISM-Kissimmee Gateway)

Kissimmee, FL, offers a delightful blend of experiences for every traveller. From family-friendly attractions to scenic excursions, the vibrant atmosphere welcomes all. Explore the charming streets of downtown Kissimmee, where friendly locals and sunny weather enhance your holiday. With its proximity to Orlando, this destination is perfect for a memorable family getaway, filled with adventure and romance. Whether you're seeking excitement or relaxation, Kissimmee promises an unforgettable vacation experience.

  • Kissimmee: Kissimmee is a vibrant city located a mere 1.2km from Kissimmee Gateway Airport, making it an ideal base for your holiday adventures. Known for its family-friendly atmosphere and entertainment options, visitors flock here for the multitude of theme parks and attractions. Explore the nearby shopping areas and malls, or unwind at one of the many resorts. Notable landmarks include world-famous theme parks and film studios, as well as beautiful beaches that offer a perfect spot for relaxation.
  • Country Creek Estates: Just 621m away from Kissimmee Gateway Airport, Country Creek Estates is a charming neighbourhood that promises an engaging family and outdoor experience. With its picturesque surroundings, travellers can enjoy various activities such as golfing and theatre performances. The area is close to exciting attractions like theme parks and urban parks, alongside beautiful beaches that provide ample opportunities for sunbathing and water activities. Whether you're after adventure or relaxation, Country Creek Estates has something for everyone.
  • Creekside: Also situated 621m from Kissimmee Gateway Airport, Creekside is another delightful neighbourhood perfect for families seeking outdoor fun. Visitors can take advantage of local resorts, theatres, and golf courses, ensuring a variety of entertainment options. Creekside is conveniently close to notable attractions, including theme parks, beautiful beaches, and fascinating history museums. This lively area combines culture and recreation, making it an excellent destination for those looking to immerse themselves in both leisure and learning.

Best time to go to Kissimmee, FL (ISM-Kissimmee Gateway)

If you're planning a trip to Kissimmee, FL (ISM-Kissimmee Gateway), 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 May and October to November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January60.6°F (15.9°C)Light RainMostly SunnySlightly HighAverage
February64.4°F (18.0°C)Light RainMostly SunnySlightly HighSlightly Low
March67.6°F (19.8°C)Light RainMostly SunnySlightly HighAverage
April72.7°F (22.6°C)Light RainMostly SunnyAverageAverage
May77.2°F (25.1°C)Light RainMostly SunnySlightly LowAverage
June81.1°F (27.3°C)Light RainMostly SunnyAverageSlightly High
July82.4°F (28.0°C)Moderate RainMostly SunnyAverageSlightly High
August82.6°F (28.1°C)Moderate RainMostly SunnyAverageAverage
September80.4°F (26.9°C)Moderate RainMostly SunnyAverageSlightly Low
October75.2°F (24.0°C)Light RainMostly SunnySlightly LowSlightly Low
November68.5°F (20.3°C)Light RainMostly SunnySlightly LowAverage
December64.4°F (18.0°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Vrbo is a breeze

Looking to make the most of your next holiday? Consider being flexible with your travel dates, as this can lead to significant savings. Moreover, opting for an extended stay often results in even better deals. To discover the ideal Vrbo property that fits your budget, utilise our filters to refine your search by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers a helpful platform for you to plan new journeys, resume your previous arrangements, or manage your travel itinerary. You'll be able to see your saved or booked properties neatly organised under Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

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