We found 29,495 holiday rentals — enter your dates for availability
Find the perfect holiday home within easy reach of Old Town. Holiday rentals provide the best amenities for you and your friends, family or even pets, such as parking and a fireplace. What you'll find is a property to rent that has what everyone needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Old Town
Showing deals for:3 July - 10 July
Image gallery for Private Pool Villa Near Disney – Kissimmee 3 Bed 2 Bath Emerald Island
9.29.2 out of 10, Wonderful, (42 reviews)
Wonderful
(42 reviews)
Private Pool Villa Near Disney – Kissimmee 3 Bed 2 Bath Emerald Island
My family and I stayed at this property for 4 weeks. We had the best time!! The location is perfect with everything you need only a few minutes away. The host was very friendly and always replied promptly. My young kids loved the pool and spent most of their time in there after long days at the parks. Would highly recommend.
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Frequently asked questions
What are the best holiday rentals near Old Town?
The best holiday rentals near Old Town in Kissimmee, Florida are typically located within a short drive, offering convenient access to entertainment. You will find a great selection of properties, primarily private holiday houses and condos, which are popular choices for guests. If you are willing to drive a bit further, renting in nearby areas can be an affordable option for finding larger properties. The best holiday rentals near Old Town provide a comfortable base for exploring the area.
Many top-rated rentals feature amenities so you can have a comfortable stay, such as shared pools for cooling off, private decks or patios for outdoor enjoyment, and on-site laundry facilities. These homes are ideal for families or groups looking for spacious accommodation with recreational options.
Are there any cheap holiday rentals near Old Town?
There are several affordable holiday rentals near Old Town, especially if you are flexible with location and travel dates. Budget-friendly stays are typically around AU$185 per night. Some stays even drop below this price point in September and January, making it a great option for guests looking to experience the area without overspending. These rentals often include amenities such as WiFi, toiletries, and self-parking, and can range from cosy private homes to modest condos, providing a clean, comfortable base for adventure.
To get the best value, consider staying slightly outside major hubs. If you're willing to drive a bit further, renting around nearby areas can be an affordable option. With a little planning, it is absolutely possible to find a comfortable stay near Old Town while keeping costs down, so you can have a comfortable stay.
*Pricing data are based on past 12 months data.
What are the best pet-friendly holiday rentals near Old Town?
Over 500 pet-friendly holiday rentals are available near Old Town, predominantly private homes and apartments in and around Kissimmee. These properties offer a comfortable stay for guests and their pets, with many featuring amenities such as private outdoor spaces or easy access to green areas. They are an excellent choice for those seeking comfort and convenience while ensuring their pets have suitable accommodation.
When searching for the best pet-friendly holiday rentals near Old Town, remember to verify specific house rules, potential size restrictions, and any additional fees. Old Town itself is generally welcoming to pets in outdoor settings, offering ample space to roam and paved paths suitable for walks.
What are the top holiday rentals with pools near Old Town?
There are over 3,895 holiday rentals near Old Town that include access to swimming pools, with a wide variety of options available. Guests can choose from private outdoor pools, shared community pools, and even some indoor options. Properties are concentrated in the surrounding Kissimmee area and range from private homes to condos, many equipped with full kitchens, Wi-Fi, and spacious living areas, making them ideal for families or groups seeking comfort and convenience.
When selecting your rental, consider the type of pool that best suits your group. Private pools offer seclusion and are superb for families desiring personal space, while shared pools often come with additional facilities such as hot tubs or fitness centres. Many pools are heated, which is a great feature for cooler months, so checking for this amenity based on your travel dates is recommended.
What are the best family holiday rentals near Old Town?
There are over 3,200 family-friendly holiday homes, including numerous private holiday houses and condos, available near Old Town. These properties typically offer ample space with multiple bedrooms and bathrooms, ensuring comfort for families of all sizes. Many come equipped with full kitchens, washer/dryers, and outdoor play areas like yards or patios, which are essential for a smooth family stay. Amenities such as WiFi and various entertainment options like arcade game rooms or video games are also commonly found.
When selecting a holiday rental, families should prioritise properties that provide separate spaces for adults and children to relax, and look for homes with practical amenities like a fully equipped kitchen and laundry facilities to simplify daily routines. Staying close to Old Town means less travel time and more opportunities to enjoy the attractions.
Are there any luxury holiday rentals near Old Town?
Near Old Town, there are several luxury holiday rentals available for guests. These homes often combine scenic views with modern comfort, featuring amenities such as private hot tubs, private pools, and spa-style bathrooms with deep soaking bathtubs. Many properties also offer access to golf courses, ensuring a premium stay.
These homes are ideal for families or larger groups, providing conveniences like air conditioning and premium bedding. Many of these top-tier stays are managed by highly rated Stayz hosts, ensuring a professional and premium experience.
How much is a holiday rental near Old Town?
Holiday rentals near Old Town offer a wide range of options to suit different budgets, making it easy for guests to enjoy a memorable stay. Budget-friendly properties typically start around AU$185 per night, providing an affordable option. Mid-range rentals, including private homes, are generally around AU$340 per night, offering more comfort and privacy. Upscale options can cost AU$495 or more per night, especially for properties with additional space, amenities, or premium locations.
Enter your destination, travel dates, and number of guests on search to see the best options. You can use filters to set a minimum and maximum nightly price range along with other preferences. Rates may vary based on the season and specific amenities, but with a little planning, guests can find a rental that perfectly balances convenience and value.
*Pricing data are based on past 12 months data.
Where should I stay when visiting Old Town?
When visiting Old Town, there are several excellent areas to consider for your holiday rental. These locations offer a range of experiences, from properties close to the excitement of the attractions to relaxed settings.
The immediate vicinity of Old Town itself provides properties that place guests right at the heart of the entertainment, making it incredibly convenient to enjoy the classic car cruises, unique shops, and family-friendly rides. This area is great for those who want to be steps away from the action.
Just a short drive away, the wider Kissimmee area offers a vast selection of holiday rentals, from spacious homes with private pools to comfortable apartments. This region provides a great base for exploring not only Old Town but also other major attractions in the area. Properties here are well-connected by road, making it easy to travel to and from Old Town.
For those seeking a slightly quieter stay while still being close to Old Town, areas around Celebration or Hunters Creek offer charming properties. These locations provide a more residential feel with beautiful surroundings, while still being a convenient drive from Old Town's vibrant setting.
What is the cheapest month to stay near Old Town?
The cheapest time to find holiday rentals near Old Town is typically during the late Summer (September) and mid-Winter (January), excluding any major local holidays or school breaks. September frequently offers the best deals on properties, with rates often lower than peak season. Guests can often find various savings during these months, along with greater availability of homes and condos.
Are there any lakefront holiday rentals near Old Town
Lakefront holiday rentals near Old Town offer a great mix of comfort, scenery, and outdoor adventure. Many are located along the numerous lakes in the Kissimmee area, such as Lake Toho or East Lake Toho. These properties are a short drive from Old Town, offering convenient access to water activities such as kayaking, fishing, motorboating, or simply relaxing by the shore.
These homes often feature spacious decks, fire pits, hot tubs, and full kitchens, making them ideal for families and larger groups. Guests can enjoy lake views, spot wildlife, and unwind in peaceful surroundings after exploring local attractions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.
If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Stayz customer service and Stayz™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare customer service is available 24/7 to support you every step of the way.
Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive.
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