Kissimmee holiday rentals

We found 31,780 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Kissimmee by choosing from 1622 houses, 69 apartments and other holiday rentals. Holiday homes provide the best amenities for you and your friends, family or even pets, such as Wi-Fi and a washer and dryer. No matter what you're looking for, you'll find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Kissimmee

Showing deals for:20 Nov - 27 Nov

Bar / restaurant area
Community house 2 lazy river
Dining
Community house paddleboards/kayaks
Excellent
(43 reviews)

Resort style, pool home within minutes to Disney

Kissimmee

7% off
AU$2,179
for 7 nights, 1 home
AU$311 per night
includes taxes & fees
Resort style, pool home within minutes to Disney
Private kitchen
Pool
Dining
Living area
Very good
(27 reviews)

Emerald Pleasure Villa - Private Pool, Resort Community, Near Disney

Kissimmee

7% off
AU$2,765
for 7 nights, 1 villa
AU$395 per night
includes taxes & fees
Emerald Pleasure Villa - Private Pool, Resort Community, Near Disney
Kitchen with eating bar
Pool
main floor king suite
Welcome home
Very good
(47 reviews)

VB009 Venetian Bay Wonders

Kissimmee

9% off
AU$1,323
for 7 nights, 1 home
AU$189 per night
includes taxes & fees
VB009 Venetian Bay Wonders
Room
Private kitchen
Living area
Exterior
Exceptional
(12 reviews)

DisneySerenity☼Pool&Balcony Viewing Conservation

Clermont

7% off
AU$1,849
for 7 nights, 1 home
AU$264 per night
includes taxes & fees
DisneySerenity☼Pool&Balcony Viewing Conservation
Room
Pool
Dining
Fitness facility
Exceptional
(32 reviews)

Expansive Luxury home minutes to Disney, close to all parks!

Davenport

8% off
AU$4,681
for 7 nights, 1 room
AU$669 per night
includes taxes & fees
Expansive Luxury home minutes to Disney, close to all parks!
Living area
Property grounds
Exterior
Pool
Exceptional
(46 reviews)

Luxury villa with south facing pool/spa, only 15 mins from Disney!

Davenport

8% off
AU$2,780
for 7 nights, 1 villa
AU$397 per night
includes taxes & fees
Luxury villa with south facing pool/spa, only 15 mins from Disney!
Open concept floor
Lazy river, splash zone
Fully equipped kitchen
Resort aerial
Exceptional
(16 reviews)

"Escape to Paradise: Luxurious Vacation Home in Davenport, Florida"

Davenport

7% off
AU$3,914
for 7 nights, 1 villa
AU$559 per night
includes taxes & fees
"Escape to Paradise: Luxurious Vacation Home in Davenport, Florida"
Dining
Living area
Living area
Private kitchen
Excellent
(18 reviews)

Luxury Pool/Spa themed home near Disney World/Universal

Davenport

5% off
AU$2,042
for 7 nights, 1 home
AU$292 per night
includes taxes & fees
Luxury Pool/Spa themed home near Disney World/Universal
Family Dining Area
You'll gain full access to Sonoma Luxury Resort
You'll gain full access to Sonoma Luxury Resort
Fully Equipped Kitchen
Very good
(14 reviews)

Upstay: Luxury 10BR Mansion w Pool,Hot Tub & Games

Kissimmee

8% off
AU$9,740
for 7 nights, 1 home
AU$1,391 per night
includes taxes & fees
Upstay: Luxury 10BR Mansion w Pool,Hot Tub & Games
Private kitchen
Space to lounge at the resort's clubhouse.
Luxury 15BR Home with Capacity for 36 Guests
Spacious Large Capacity Living Room with Multiple Flat Screen TVs
Excellent
(15 reviews)

Upstay Family Resort Mansion- Pool, Games, Theater

Kissimmee

8% off
AU$19,084
for 7 nights, 1 home
AU$2,726 per night
includes taxes & fees
Upstay Family Resort Mansion- Pool, Games, Theater
Property grounds
Club House Foyer
Club House Patio
Dining area designed for shared meals and group gatherings
Very good
(31 reviews)

Renovated 4BR Villa with Private Pool Spa in Bellavida Resort Near Disney

Kissimmee

6% off
AU$3,170
for 7 nights, 1 villa
AU$453 per night
includes taxes & fees
Renovated 4BR Villa with Private Pool Spa in Bellavida Resort Near Disney
play areas for the kids
Welcome Home
fully equipped kitchen
free wifi, extended cable and long distance within Canada and USA
Wonderful
(35 reviews)

VB043 4 Bedroom, 3 Bath Townhouse

Kissimmee

9% off
AU$1,326
for 7 nights, 1 home
AU$189 per night
includes taxes & fees
VB043 4 Bedroom, 3 Bath Townhouse
Spacious Open Concept Design
Spacious Group Friendly Design
Poolside Dining Area with Wall Mounted TVs
Private Jacuzzi Hot Tub
Wonderful
(20 reviews)

Upstay: 15BR Villa w Games Room, Pool & Cinema

Kissimmee

8% off
AU$19,102
for 7 nights, 1 home
AU$2,729 per night
includes taxes & fees
Upstay: 15BR Villa w Games Room, Pool & Cinema
Interior
Interior
Room
Dining
Exceptional
(19 reviews)

Themed rooms - Near attractions - Private patio with BBQ grill and fire pit!

Davenport

5% off
AU$2,396
for 7 nights, 1 home
AU$342 per night
includes taxes & fees
Themed rooms - Near attractions - Private patio with BBQ grill and fire pit!
Lovely lake and boardwalk areas
beautiful walkways and courtyards
Clubhouse with exercise and theater room
3 small
Very good
(16 reviews)

VB010 Cozy Home Away From Home In Quiet Location In Venetian Bay

Kissimmee

9% off
AU$1,275
for 7 nights, 1 villa
AU$182 per night
includes taxes & fees
VB010 Cozy Home Away From Home In Quiet Location In Venetian Bay
Coffee Bar with Kuerig, Nespresso and Assorted Teas
Large Dining Table that can seat 8
Kitchen with Granite Counters and Stainless Steel Aplliances
Interior
Exceptional
(113 reviews)

FREE Early Check-In When Available!

Kissimmee

7% off
AU$1,993
for 7 nights, 1 home
AU$285 per night
includes taxes & fees
FREE Early Check-In When Available!
Exterior
Pool
Interior
Interior
Exceptional
(87 reviews)

Experience magic! HR Golf Course view 5bd/3b w/pool-spa near all Disney Parks

Davenport

7% off
AU$3,165
for 7 nights, 1 home
AU$452 per night
includes taxes & fees
Experience magic! HR Golf Course view 5bd/3b w/pool-spa near all Disney Parks
Fully Equipped Chef's Kitchen
Resort-Style Pool Surrounded By Vibrant Landscaping
Spacious Open Concept Design
14 Guest Capacity Home at the Bella Vida Resort
Very good
(24 reviews)

Garden View 6BR Escape with Pool, Hot Tub & Games

Kissimmee

8% off
AU$5,219
for 7 nights, 1 home
AU$746 per night
includes taxes & fees
Garden View 6BR Escape with Pool, Hot Tub & Games
Open Living and dining room with flat screen, wifi and free long distance in nor
Huge heated clubhouse pool and spa
Welcome home!
Main floor King BR with full ensuite bath
Excellent
(14 reviews)

VB011 Renovated Venetian Bay Townhome In Quiet Location

Kissimmee

9% off
AU$1,326
for 7 nights, 1 home
AU$189 per night
includes taxes & fees
VB011 Renovated Venetian Bay Townhome In Quiet Location
20 Guest Capacity Home at Bella Vida
Refreshing Pool Area with Outdoor Seating at Bella Vida Resort
Large Capacity Dining Space
Modern Kitchen with Centered Island
Excellent
(19 reviews)

Upstay—Vibrant Home w Themed Rooms, Pool & Games

Kissimmee

8% off
AU$5,952
for 7 nights, 1 home
AU$850 per night
includes taxes & fees
Upstay—Vibrant Home w Themed Rooms, Pool & Games
Stunning Exterior With Manicured Lawn And Ample Parking Space
Relaxing Covered Jacuzzi Hot Tub Overlooking The Resort Pool
Alternate View Of The Dining Room Highlighting Its Modern Style
Open Living Area With Comfortable Seating And Large Windows
Very good
(18 reviews)

Bella Vida House with Pool and Games - Near Disney!

Kissimmee

7% off
AU$4,106
for 7 nights, 1 home
AU$587 per night
includes taxes & fees
Bella Vida House with Pool and Games - Near Disney!
Kitchen with centered island
Solara Resort Water Slides
Kitchen centered island bar seating
Solara Resort Restaurant
Exceptional
(6 reviews)

Upstay: Large Resort Home w Private Pool & Hot Tub

Kissimmee

8% off
AU$5,813
for 7 nights, 1 home
AU$830 per night
includes taxes & fees
Upstay: Large Resort Home w Private Pool & Hot Tub
Our Guests get Free Access to the Clubhouse and its Amenities
Resort Pool has Shallow Entry for the Little Ones
Smart TVs with High Speed WiFi
Bar Seating at the Kitchen Island
Wonderful
(23 reviews)

Upstay - Resort Home w Cinema, Pool & Lake View

Kissimmee

8% off
AU$4,365
for 7 nights, 1 home
AU$624 per night
includes taxes & fees
Upstay - Resort Home w Cinema, Pool & Lake View
Dining
Pool
Interior
Living area
Exceptional
(98 reviews)

Helen's Disney Dream Home - Chatham Park

Kissimmee

7% off
AU$2,038
for 7 nights, 1 home
AU$291 per night
includes taxes & fees
Helen's Disney Dream Home - Chatham Park
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Why visit Kissimmee

  • Family-friendly attractions: Enjoy a variety of amusement parks and outdoor activities that cater to visitors of all ages.
  • Natural splendour: Discover beautiful lakes and scenic landscapes ideal for leisurely explorations.
  • Cultural encounters: Immerse in local charm and vibrant neighbourhoods offering unique experiences.
  • Sunny weather: Relish the warm climate perfect for outdoor adventures year-round.
  • Convenient location: Benefit from Kissimmee’s proximity to key landmarks and entertainment hubs.

Popular types of accommodation in Kissimmee

Discover Kissimmee, Florida – a vibrant city offering an array of holiday rentals, including private holiday homes, villas, and condos, set against a backdrop of captivating local attractions and landmarks. Enjoy beach access and explore the city’s unique experiences, ensuring a memorable getaway for all travellers. Whether you’re searching for apartment rentals or a Miami holiday rental experience, Kissimmee provides transparent, customer-centric holiday solutions tailored for Australia travellers.

  • Private Holiday Homes: Most travellers prefer exclusive, self-catering homes providing privacy and ample space for a family-friendly stay.
  • Villas: A popular choice offering upscale, private retreats with luxurious amenities for an indulgent holiday experience.
  • Condos: Ideal for groups, these modern, compact units blend comfort with convenience in a secure setting.
  • Apartments: Efficient, urban-style lodgings that offer a cosy, independent living option during your visit.
  • Cottages: Charming, quaint dwellings that evoke a cosy, rustic ambience for a relaxed getaway.**

Top attractions in and around Kissimmee

Kissimmee, Florida, is a vibrant city perfect for family holidays and entertainment-themed adventures. Visitors can enjoy a variety of attractions, including thrilling theme parks and beautiful lakes, offering outdoor activities and cultural experiences. This lively destination caters to those seeking fun-filled days, whether at amusement parks or exploring the natural beauty surrounding the area, ensuring memorable experiences for everyone.

  • Lake Cecile: A picturesque lake offering stunning scenery, perfect for outdoor activities. Enjoy a relaxing day by the beach or take part in romantic picnics amidst nature.
  • Universal Studios Florida: Although located 21km away, this famous theme park provides thrilling entertainment and family-friendly attractions, making it a must-visit for adventure lovers.
  • Universal CityWalk: Also 21km away, this vibrant tourist precinct features lively outdoor spaces, dining, and entertainment options, ideal for families looking to unwind after a day of exploration.

Things to do recommended for couples

Looking for a romantic getaway in Kissimmee? Enjoy a sunset airboat tour through the enchanting Everglades, or indulge in a candlelit dinner at a charming lakeside restaurant. Don't miss a leisurely stroll through Old Town, where the vibrant atmosphere sets the perfect backdrop for love.

Things to do recommended for families

Families will delight in the thrilling attractions of the Kissimmee area, such as the interactive experiences at Gatorland, the magical world of Walt Disney World, or the adventure-filled days at Fun Spot America, ensuring unforgettable memories for all ages.

Things to do recommended for groups

Experience local charm in Kissimmee with group-friendly activities like exploring the vibrant downtown, enjoying live music, and indulging in traditional American barbecue, all while appreciating the scenic beauty of Florida's landscape.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

When travelling with a group, family, pets, or seeking extended stays, it's essential to filter your options based on your specific priorities. Here are some helpful booking tips for your Stayz experience.

  • Traveling to Kissimmee with a group: Think about how many bedrooms you'll require, as well as features like a complete kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all these options and more on Stayz.
  • Traveling to Kissimmee with young kids: Travelling with young children can be quite demanding. It’s essential 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 family-friendly attractions.
  • Taking your pets with you to Kissimmee: For some, a family holiday isn’t complete without their four-legged companion in tow. If this resonates with you, then explore Stayz properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds so that everyone feels right at home.
  • Planning for a long term stay visiting Kissimmee: If you're in search of holiday rentals with discounts for stays of a month or more, you've come to the ideal destination. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to include preferences like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Kissimmee

Discover Kissimmee’s charm with family-friendly attractions and vibrant neighbourhoods. Enjoy the warm sunny weather and explore unique experiences like the cosy fireplace spots and scenic Disney Lake. Ideal for both business and leisure, the city offers fantastic opportunities for romantic escapades and memorable excursions, all from a prime location close to Disney Springs and other key landmarks. Let Kissimmee be your destination for a well-rounded holiday experience.

  • Orlando: Orlando, a vibrant metropolis, envelops Kissimmee with its dynamic energy. The city is renowned for offering a diverse palette of travel experiences, including family-friendly attractions, entertainment-themed escapades, and business-focused engagements. Visitors can explore a variety of venues such as expansive shopping areas, arts centres, and recreational hubs. The area’s proximity to renowned theme parks, film studios, and coastal beaches ensures that every traveller finds something to spark their interest.
  • Four Corners: Four Corners is a charming village located in the vicinity of Kissimmee. It invites families, entertainment enthusiasts, and outdoor adventurers alike with its relaxed ambience and local attractions. The community offers access to leisure activities including resort-style amenities and quality golfing experiences at local golf courses. With nearby attractions featuring a theme park, film studio, and a sports facility stadium, this quaint locale provides a delightful retreat with plenty of engaging activities.
  • Lake Buena Vista: Situated 18km from Kissimmee, Lake Buena Vista is a lively city that caters to families, entertainment seekers, and business travellers. The city boasts a variety of activities including expansive shopping areas and bustling shopping mall centres, along with resort-style leisure options. The proximity to major attractions such as a theme park, film studio, and a sports facility stadium makes it an ideal destination for those looking to blend relaxation with a dash of excitement.

Booking with Stayz is simple

Looking to cut costs on your upcoming journey? Having some flexibility with your travel dates can make a difference, as prices often fluctuate. You may also enjoy considerable savings by opting for a longer stay. To find a Stayz property that suits your budget, simply use our filters to sort by price, location, and type of holiday let.

Stayz Trips: Effortless planning

Stayz's cutting-edge Trip Board offers you a dedicated space to plan new adventures, pick up right where you left off, or manage your existing itineraries. You can easily access properties you've saved or booked, now neatly organised into Potential, Upcoming, or Current Trips. To explore Trip Boards, simply visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

The sunny setting of Kissimmee is ready to explore

Take a holiday to Kissimmee and enjoy the area's festivals, entertainment and opera. Renowned for its theme park, shopping and sporting events, this city welcomes all visitors. Disney's Animal Kingdom® Theme Park and Walt Disney World® Resort are just a couple of the must-see attractions. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around Kissimmee

Are you hoping to find attractions to see during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Kissimmee a one-of-a-kind holiday spot. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Epcot® (10.2 mi / 16.4 km)
  • Disney's Hollywood Studios® (10.3 mi / 16.6 km)
  • Disney's Animal Kingdom® Theme Park (12.1 mi / 19.5 km)
  • Universal’s Volcano Bay (12.4 mi / 19.9 km)
  • Universal Orlando Resort (13 mi / 21 km)
  • Universal Studios Florida (13.4 mi / 21.6 km)

Exploring the natural landscape of Kissimmee

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Kissimmee is a great place to spend some time outside. These are some of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Kissimmee Lakefront Park (0.2 mi / 0.3 km)
  • Osceola Heritage Park (2.4 mi / 3.9 km)
  • Lake Cecile (4.9 mi / 8 km)
  • Lake Tohopekaliga (6.1 mi / 9.9 km)
  • Lake Bryan (7.5 mi / 12.1 km)
  • Austin-Tindall Regional Park (8.3 mi / 13.4 km)

Seasonal weather in Kissimmee

If warm-weather activities are high on your list, July, August, June and September are the hottest months to visit, when temperatures average 27°C.

How to get to and around Kissimmee

The nearest airport is in Kissimmee, FL (ISM-Kissimmee Gateway), located 1.8 mi (2.9 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Orlando International Airport (MCO), which is 11.4 mi (18.3 km) away.

If you prefer train travel, you can make your way to Kissimmee Station. Utilise the area's public transport and catch a ride on the metro at Tupperware Station or Poinciana Station and easily see more of the city.

Frequently asked questions

What is the best area to stay in Kissimmee when booking a holiday rental?
When considering a holiday rental in Kissimmee, Florida, a popular area to stay is the vicinity around the Old Town district. This charming area offers a vibrant setting with a variety of shops, restaurants, and entertainment options. Old Town is well-known for its classic car shows and amusement rides, making it a delightful spot for families and car enthusiasts alike.Another excellent neighbourhood to explore is the area near Lake Tohopekaliga, which provides stunning views and opportunities for outdoor activities such as fishing and boating. The serene environment is complemented by parks and walking trails, superb for those looking to unwind amidst nature.In terms of rental properties, Kissimmee boasts a considerable selection, with options ranging from cozy apartments to spacious villas, suiting various group sizes and budgets.
Where are the best areas for renting a beach house in Kissimmee?
For renting a beach house in Kissimmee, the area around Lake Tohopekaliga offers a scenic setting with access to various water activities. Many holiday rentals here come equipped with amenities such as private docks, outdoor grills, and spacious patios, superb for families or groups looking to enjoy lakefront living. Properties often feature modern kitchens and large living areas to accommodate social gatherings after a day spent enjoying the water.Additionally, the nearby Shingle Creek Regional Park provides opportunities for hiking and nature walks, and many rentals in this area may include features like screened porches or balconies that allow guests to fully appreciate the natural surroundings. The proximity to local attractions in Kissimmee, including theme parks and dining options, enhances the appeal for travellers seeking both relaxation and entertainment. Find your rental near the beach in Kissimmee.
Are there any houseboat rentals in Kissimmee?
In Kissimmee, several houseboat rentals are available, offering a unique way to experience the area. These houseboats typically feature amenities such as comfortable living spaces, fully equipped kitchens, and outdoor decks for enjoying the scenic views of the water. Located near popular attractions like the Walt Disney World® Resort and the beautiful lakes in the vicinity, these rentals provide a tranquil escape while still being close to the excitement of theme parks and recreational activities.
What is the most popular type of holiday rental accomodation in Kissimmee?
In Kissimmee, holiday houses are the most prevalent type of holiday rental, with approximately 47,280 available throughout the area. These spacious properties are often situated in family-friendly neighbourhoods, making them ideal for those visiting nearby attractions like Walt Disney World® and Universal Studios. Most holiday houses come equipped with multiple bedrooms, fully equipped kitchens, and private pools or outdoor areas, providing ample space for relaxation and entertainment.Villas also feature prominently in the holiday rental market, with about 14,832 options available. Similar to holiday houses, villas typically offer luxurious amenities, including private pools, game rooms, and expansive living spaces, suiting families and larger groups seeking comfort during their stay.Condos and apartments are also available, with around 9,384 and 5,372 units respectively, often located in resort-style complexes that provide additional facilities like communal pools and fitness centres.
Are there any family house rentals in Kissimmee?
In Kissimmee, Florida, there is a remarkable selection of family-friendly holiday rentals—approximately 14,799 available throughout the area. This vibrant locale is renowned for its proximity to major attractions like Walt Disney World® and Universal Studios, making it a prime choice for families.Properties in Kissimmee often include spacious living areas, fully equipped kitchens for preparing family meals, and private outdoor spaces where children can play. Many homes feature amenities such as private pools, game rooms, and even themed bedrooms, offering a delightful experience for younger guests.Moreover, the surrounding neighbourhoods, including Celebration and Davenport, provide additional options for families seeking a blend of convenience and comfort. With access to local parks, restaurants, and shops, visitors will find everything they need for an enjoyable stay.
Can I rent a holiday home with a pool or hot tub in Kissimmee?
In Kissimmee, there are an impressive number of holiday homes available for rent that feature pools and hot tubs, with around 17,963 options to choose from. This popular destination in Florida is renowned for its proximity to theme parks and attractions, making it an ideal spot for families and groups seeking a fun-filled getaway.Travellers can expect a variety of amenities in these rentals, including private swimming pools, relaxing hot tubs, spacious patios for outdoor dining, and fully equipped kitchens great for self-catering. Many properties are designed with comfort in mind, often featuring multiple bedrooms, living areas, and entertainment options such as game rooms or home theatres. Additionally, some homes may offer convenient access to community facilities like clubhouses and fitness centres. Find your rental in Kissimmee with a pool or a hot tub.
Are there pet-friendly house rentals in Kissimmee?
In Kissimmee, there is a wide selection of pet-friendly house rentals available, with over 3,000 options to choose from. Many of these properties come equipped with amenities such as private pools, spacious backyards, and fully equipped kitchens, making them ideal for families or groups travelling with pets. The rentals often feature open-plan living areas, multiple bedrooms, and convenient laundry facilities, ensuring a comfortable stay.The area is also well-situated for outdoor activities, with several parks and nature reserves nearby where pets can enjoy the fresh air. For instance, Lakefront Park offers walking trails and picnic areas, great for a day out with your furry friend. Additionally, Kissimmee has various pet-friendly dining options, allowing you to enjoy meals without leaving your pet behind. See all pet-friendly rentals in Kissimmee.
Are there any remote work holiday rentals in Kissimmee?
In Kissimmee, Florida, there is a substantial selection of remote work holiday rentals, with over 73,000 options available. This vibrant area, located near popular attractions such as Walt Disney World® and Universal Studios, is ideal for those looking to combine work and leisure. Many properties come equipped with essential amenities for remote work, including high-speed Wi-Fi and dedicated workspaces, ensuring a productive environment while enjoying the comforts of home.Travellers can expect a variety of accommodation types, from spacious villas with private pools to cosy apartments. Many rentals include features such as fully equipped kitchens, laundry facilities, and outdoor areas for relaxation. The proximity to local shops, restaurants, and recreational activities adds to the appeal, allowing guests to unwind after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Kissimmee?
In Kissimmee, popular rental amenities include fully equipped kitchens, allowing guests to prepare their meals conveniently. Many properties also feature coffee and tea makers, ideal for a quick morning pick-me-up before heading out to explore the area. Onsite parking is commonly available, which is especially convenient for those travelling with their own vehicles. Additionally, both private and shared pools are prevalent, providing refreshing options for relaxation after a day at the nearby theme parks or outdoor attractions.
When is the best time to visit Kissimmee for a holiday rental?
The peak season for visiting Kissimmee is during the summer months of June to August, with July being the most popular time for holiday rentals. This vibrant period attracts families and adventure seekers eager to enjoy the nearby theme parks, water attractions, and outdoor activities. With temperatures typically soaring between 25 to 33 degrees Celsius, visitors can take full advantage of the sunny skies while exploring the various attractions that Kissimmee has to offer.During these summer months, the atmosphere is lively, with plenty of events and activities designed for all ages. Families can take part in the excitement of attractions like Walt Disney World® and Universal Studios, or cool off at water parks, ensuring a memorable holiday experience.For those looking for a more budget-friendly option, consider visiting in October. This month provides a wonderful opportunity to enjoy the pleasant climate, with temperatures ranging from 20 to 28 degrees Celsius, while avoiding the crowds. October also brings a unique charm to Kissimmee, as visitors can experience local autumn festivals and the beautiful fall foliage in the surrounding areas.In summary, your choice of when to visit Kissimmee depends on whether you prefer the bustling energy of the summer peak season or the more relaxed atmosphere of the autumn months.
What are the top attractions in Kissimmee?
In Kissimmee, visitors can enjoy a range of attractions that cater to all ages. The area is renowned for its proximity to the Walt Disney World® Resort, making it a prime spot for families looking to experience the magic of theme parks. The nearby Old Town offers a charming blend of shopping, dining, and entertainment, featuring classic car shows and amusement rides that evoke nostalgia.For outdoor enthusiasts, Lake Tohopekaliga provides opportunities for fishing, boating, and wildlife viewing, offering a serene escape from the hustle and bustle of the theme parks. The Kissimmee Prairie Preserve State Park is another highlight, showcasing beautiful landscapes and a chance to spot unique birds and wildlife, particularly during the migratory seasons.
Are all fees included in the Kissimmee holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Kissimmee holiday homes with parking?
Stayz offers a wide selection of holiday homes in Kissimmee with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Kissimmee holiday homes?
You can find great discounts on holiday homes in Kissimmee on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Kissimmee holiday home booking on Stayz?
To find Kissimmee holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Kissimmee?
A long-stay holiday home in Kissimmee is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
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.
How early should I book a Kissimmee holiday home?
Book your Kissimmee holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Kissimmee?
Prices for holiday homes in Kissimmee vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Kissimmee to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ 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.
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.
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. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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