Best Short term and Weekly rentals in Kissimmee, FL
8.9 64 reviews
Kissimmee, FL
28/08 – 10/09
A$262/nighttotal: A$3406 (13 )
Book Your Summer Escape Today! Stay, Play & Enjoy A Free Gift Card!
4 6
apartment , Kissimmee
This Kissimmee holiday home is situated within 5km of Green Meadows Petting Farm, Give Kids the World Village, and Shingle Creek Regional Park, and within 10km of Old Town and Medieval Times. The 162 square metre property boasts three bedrooms, sleeping up to eight guests, and features a private pool, fully equipped kitchen, fitness centre, tennis court, and free Wi-Fi.
8.8 98 reviews
Kissimmee, FL
25/12 – 07/01
A$419/nighttotal: A$5447 (13 )
Beautiful Large Home, Pets Considered
4 2
apartment , Kissimmee
This four-bedroom property is located in Bass Lakes Estates, a short walk from Shingle Creek Regional Park and Give Kids the World Village, offering a peaceful retreat close to attractions. The property has received excellent ratings for location, cleanliness, and user experience. This spacious house sleeps eight guests and features a fully equipped kitchen, a private pool, and four bathrooms. Enjoy a refreshing dip in the pool, prepare meals at your convenience, and relax in the smoke-free environment.
9.8 72 reviews
Kissimmee, FL
10/07 – 24/07
A$704/nighttotal: A$9856 (14 )
Magical Mansion - 15 Min To Disney - Storey Lake
8 15
apartment , Kissimmee
This Disney-themed holiday home is located in the Storey Lake Community, Kissimmee, offering convenient access to resort amenities and a private pool, with Disney World approximately 8 kilometres away. This 8-bedroom, 5-bathroom holiday villa accommodates up to 16 guests, featuring a private pool, hot tub, a Pirates-themed cinema, two PS5 consoles, and themed bedrooms including Harry Potter, Frozen, and Encanto, with access to the Storey Lake Community's lazy river and water slides.
9.6 84 reviews
Kissimmee, FL
18/10 – 25/10
A$343/nighttotal: A$2401 (7 )
2611- Great Family Home Near Disney, Private Pool And Beautiful Views.
4 2
apartment , Kissimmee
This family-friendly vacation home is situated in Veranda Palms, Kissimmee, within a 3 km radius of popular attractions like Capone's Dinner Show, Kissimmee Go-Karts, and the 192 Flea Market. The property has received excellent ratings for its cleanliness, location, and overall user experience. This 4-bedroom property can comfortably accommodate up to 12 guests, offering a spacious 189 square metre living space. The home features a private pool, a fully equipped kitchen, a fitness centre, and a spa, providing a range of amenities and activities for all ages.
9.8 31 reviews
Kissimmee, FL
05/11 – 08/11
A$447/nighttotal: A$1341 (3 )
Spacious Townhome
4 6
apartment , Kissimmee
This spacious Kissimmee townhouse is ideally located approximately 11.3 kilometres from Disney Springs, Gatorland, and Disney's Wide World of Sports. The 167 square metre property boasts four bedrooms, three bathrooms, sleeps fifteen guests, and includes a fully equipped kitchen, private terrace, garden, swimming pool, jacuzzi, fitness centre, and tennis court.
8.0 1 review
Kissimmee, FL
10/07 – 24/07
A$779/nighttotal: A$10906 (14 )
Storey Lake Resort 5 Bedroom Private Pool Home
5 15
apartment , Kissimmee
Storey Lake Resort, in Kissimmee, Florida, offers easy access to Walt Disney World® Resort and other Orlando attractions. The Storey Lake Resort 5 Bedroom Private Pool Home boasts a 280-square-metre (3014 square feet) floor area, sleeping up to ten guests comfortably, and includes a private pool, fully equipped kitchen, and free high-speed Wi-Fi.
9.8 100 reviews
Kissimmee, FL
26/06 – 28/06
A$513/nighttotal: A$1026 (2 )
"Storey's Protagonist" - 4bd/3ba Townhome Near Disney #122
4 6
apartment , Kissimmee
This luxurious four-bedroom townhouse is located in Storey Lake's Cove East, Kissimmee, offering convenient proximity to Walt Disney World Resort (5-10 minutes), Universal Orlando Resort (20-25 minutes), and SeaWorld Orlando (10-15 minutes). The 175 square metre property boasts a spacious layout sleeping eight guests, includes a fully equipped kitchen, private pool, and access to Storey Lake's resort amenities, such as a lazy river and water slides.
9.7 25 reviews
Kissimmee, FL
02/07 – 05/07
A$477/nighttotal: A$1431 (3 )
Magical Dreams
1 8
apartment , Kissimmee
This five-bedroom, three-bathroom villa is located in the tranquil Indian Point community of Kissimmee, approximately 32 kilometres from Walt Disney World Resort. Offering accommodation for up to 10 guests, this property boasts a private south-facing pool deck with a hot tub, Disney-themed bedrooms, and a newly renovated interior with a well-equipped kitchen and high-speed Wi-Fi.
9.2 5 reviews
Kissimmee, FL
03/07 – 05/07
A$692/nighttotal: A$1384 (2 )
Modern Resort Getaway 9 Mi To Disney Parks!
4 10
apartment , Kissimmee
This Veranda Palms holiday villa in Kissimmee offers convenient access to theme parks, situated 14 kilometres from Disney World and 21 kilometres from Universal Studios, with local attractions and dining also nearby. This spacious 230 square metre holiday villa accommodates up to 13 guests across four bedrooms and four bathrooms, featuring a private screened pool and spa, a well-equipped kitchen with modern appliances, and access to community amenities including an outdoor pool and fitness centre.
8.7 163 reviews
Kissimmee, FL
25/12 – 03/01
A$732/nighttotal: A$6588 (9 )
8br/5ba Pool Home,near Disney,seaworld,convention Center
8 11
apartment , Kissimmee
This eight-bedroom holiday home is located in the Crystal Cove district of Kissimmee, within 1.6 kilometres of Medieval Times and the 192 Flea Market, and within 4.8 kilometres of Give Kids the World Village and Kissimmee Go-Karts. The property has received very good ratings for user experience, location, and cleanliness. The 334 square metre property offers a spacious layout, perfect for large families or groups. Guests can enjoy a range of amenities, including a private pool, a fitness centre, a spa tub, an arcade/game room, a garden, and a tennis court.
9.6 10 reviews
Kissimmee, FL
18/09 – 20/09
A$528/nighttotal: A$1056 (2 )
7 Bd/ 4.5 Bath- Terra Verde Resort
1 8
apartment , Kissimmee
This 7-bedroom, 4-bathroom holiday home is situated within the secure, gated Terra Verde Resort in Kissimmee, Florida, offering exclusive access to resort amenities and located approximately 19.5 kilometres from Walt Disney World Resort and 19.3 kilometres from SeaWorld Orlando. This spacious property accommodates up to 14 guests and features a private screened pool, a fully equipped kitchen, complimentary high-speed Wi-Fi, and themed bedrooms, with the resort itself boasting a heated pool, hot tub, mini golf, sports courts, a cinema, game room, and fitness centre.
This five-bedroom villa, situated in the Creeksde residential subdivision of Kissimmee, offers convenient proximity to local shopping centres and parks. Sleeping up to ten guests, this spacious property boasts a fully equipped kitchen, three bathrooms (including an en-suite with corner bath), a private pool, and fenced backyard, plus family-friendly amenities such as a highchair, playpen, stroller, and stair gate.
Best Kissimmee, FL luxury short term rentals
8.4 3771 reviews
Kissimmee, FL
09/09 – 19/09
A$237/nighttotal: A$2370 (10 )
Penthouse Close To Disney Area And Malls Water View
1 6
aparthotel , Lake Buena Vista
Blue Heron Beach Resort is conveniently located in Lake Buena Vista, just a short distance from Walt Disney World Resort and Prime Outlets Orlando, making it ideal for families and shoppers alike. The resort consistently receives positive feedback, with guests praising its cleanliness, location and overall value for money. The accommodation offers a range of comfortable apartments, each featuring a fully equipped kitchen and a spacious living area. Guests can enjoy a variety of amenities, including a swimming pool, hot tub, fitness centre, tennis court, and a bar, ensuring there’s something for everyone to enjoy.
Best Kissimmee, FL Short term rentals with a jacuzzi
Among the 6491 accommodations in Kissimmee, FL, here are the 4 best rentals with a jacuzzi
Kissimmee, FL
15/07 – 27/08
A$309/nighttotal: A$13287 (43 )
Luxury 4br Pool Home At Bella Vida Resort
4 4
apartment , Kissimmee
This four-bedroom, three-bathroom townhome in the Bella Vida Resort, Kissimmee, is located within walking distance of a clubhouse and Walmart, and under 32km from Walt Disney World. The 152 square metre property boasts a private heated pool (additional fee applies), a fully equipped kitchen, and access to resort amenities including a communal pool, gym, and children's playground, accommodating up to ten guests.
8.0 2 reviews
Kissimmee, FL
27/06 – 04/07
A$285/nighttotal: A$1995 (7 )
Gated-entry Townhome, With Shared Pool, Central Ac, Near Theme Parks
4 2
apartment , Kissimmee
This Coral Cay Resort townhouse in Kissimmee is situated just over 3 kilometres from Walt Disney World Resort and Disney's Hollywood Studios, with Disney Springs, shops and restaurants also a short distance away. This 140 square metre apartment offers accommodation for up to 8 guests, featuring 4 bedrooms, 3 bathrooms, a fully equipped kitchen, private laundry facilities, WiFi, and access to shared resort amenities including a swimming pool and hot tub.
10 1 review
Kissimmee, FL
02/07 – 05/07
A$395/nighttotal: A$1185 (3 )
Cozy 4br Family Villa | Community Amenities- Pool & Playground
4 2
apartment , Kissimmee
This Kissimmee holiday home, part of the Venetian Bay Villages, is situated 24km from Walt Disney World, 32km from Universal Studios and SeaWorld, and 8km from shops and restaurants on US-192, offering convenient access to Orlando's major attractions. Your Orlando Escape - Gated Resort With Amenities! boasts a 137 square metre, four-bedroom, 3.5-bathroom layout sleeping up to ten guests, featuring a private pool, jacuzzi, and access to a range of resort amenities including multiple swimming pools, tennis courts, and a fitness centre.
10 20 reviews
Kissimmee, FL
03/07 – 05/07
A$3420/nighttotal: A$6840 (2 )
Club Walt 15 Bed/16 Bath + Pool + Hot Tub +Sleeps 34, Club Walt - Brand New 15 Bed/16 Bath With Huge...
15 10
apartment , Kissimmee
This spacious apartment in Kissimmee is conveniently located just 30 kilometres from Walt Disney World's Magic Kingdom and 38 kilometres from Universal Studios, with Orlando International Airport only 45 kilometres away. This family-friendly accommodation offers 15 bedrooms and 16 bathrooms, a 950 square meter floor area, a private pool with waterfall spa, a Star Wars-themed home cinema, and access to a gated community gym, all ideal for large family reunions or group getaways.
Frequently asked questions about short term rentals in Kissimmee, FL
What kind of weather can travelers expect in Kissimmee?
Kissimmee has a subtropical climate, so expect hot and humid summers with temperatures around 30°C and mild winters with average temperatures around 18°C. You'll get plenty of sunshine year-round, so pack your sunscreen and a hat.
What are the best short term rentals in Kissimmee, FL?
What are the most popular festivals and events in Kissimmee?
Kissimmee has a lot going on! You can catch the annual Osceola County Fair in February, the Kissimmee Air & Space Show in April, and the Grapevine Festival in October. There are also plenty of smaller events throughout the year, so check the local listings before you go.
What are the best short term rentals with a pool in Kissimmee, FL?
What notable natural landmarks are near Kissimmee?
You're close to a lot of natural beauty in Kissimmee. The most popular is the Disney Wilderness Preserve, a 12,000-acre nature preserve with hiking trails and wildlife viewing. You can also visit the Lake Tohopekaliga, a large lake perfect for fishing and boating.
What are the best short term rentals with a jacuzzi in Kissimmee, FL?
What part of Kissimmee is ideal for finding lodging?
The best area for lodging really depends on what you want to do. If you're planning on spending most of your time at the theme parks, the hotels near the parks are very convenient. If you prefer a quieter stay, you might want to look at the hotels near Old Town or the Celebration area.
What are the best short term rentals for families and kids in Kissimmee, FL?
Best family friendly Kissimmee, FL Short term rentals
Among the 6491 accommodations in Kissimmee, FL, here are the 4 best family friendly rentals
10 2 reviews
Kissimmee, FL
06/11 – 08/11
A$315/nighttotal: A$630 (2 )
The Best New Townhome In Kissimmee. Minutes Away From The Parks!
3 2
apartment , Kissimmee
This Kissimmee holiday home is situated approximately 5km from Green Meadows Petting Farm, Give Kids the World Village, and Shingle Creek Regional Park, and within a 10km radius of Old Town and Medieval Times dinner shows. The 136 square metre property boasts three bedrooms, three bathrooms, sleeps six guests, and includes a private patio, swimming pool, fitness centre, tennis court, and free Wi-Fi; plus easy access to an on-site water park.
9.9 105 reviews
Kissimmee, FL
13/07 – 17/07
A$820/nighttotal: A$3280 (4 )
Magical Lakeview Resort W/waterpark Next To Disney
1 15
apartment , Kissimmee
This nine-bedroom, five-bathroom holiday home, offered as 'Magical Lakeview Resort W/waterpark 20min Todisney', is situated in the Storey Lake Resort, Kissimmee, Florida, approximately 11-15km from Walt Disney World Resort, 19km from Universal Studios Florida, and 13km from SeaWorld Orlando. The property boasts a private pool and hot tub, a home theatre, and outdoor living space, comfortably accommodating up to 16 guests and offering access to resort amenities including a fitness centre and a Hideaway Club.
9.6 181 reviews
Kissimmee, FL
08/09 – 12/09
A$181/nighttotal: A$724 (4 )
Comfortable & Spacious 2 Beds - 2 Baths Townhouse
2 2
apartment , Kissimmee
This Kissimmee condo, sleeps up to seven guests and is conveniently located near major attractions, although the precise area within Kissimmee is unspecified. The 111 sq m (1200 sq ft) property features two bedrooms on separate floors, two bathrooms, a fully equipped kitchen including a dishwasher, and in-unit laundry facilities, plus entertainment options such as Roku TV and Bluetooth speakers.
Kissimmee, FL
03/07 – 05/07
A$628/nighttotal: A$1256 (2 )
Private Resort Access~king Bed~hot Tub~balcony
3 5
apartment , Kissimmee
This private resort in Kissimmee offers exclusive access with a king bed, hot tub, and balcony, providing a comfortable stay for up to eight guests across three bedrooms and two bathrooms. Conveniently situated, this accommodation is a short drive from Walt Disney World Resort, Epcot, Disney's Hollywood Studios, Disney Springs, and Old Town, with nearby opportunities for eco-tours and bird watching.
Best Kissimmee, FL short term rentals with parking
9.5 86 reviews
Kissimmee, FL
24/12 – 05/01
A$700/nighttotal: A$8400 (12 )
3br Townhome Near Disney At Lake Berkley
3 6
apartment , Kissimmee
This Kissimmee holiday home is situated less than 1.6km from Medieval Times and the 192 Flea Market, and under 5km from Shingle Creek Regional Park and Give Kids the World Village. The 121 square metre property boasts three bedrooms sleeping six, a private balcony, swimming pool, fitness centre, and fully equipped kitchen; free Wi-Fi is also provided.
Kissimmee, FL
03/07 – 05/07
A$592/nighttotal: A$1184 (2 )
Enchanted Vacation Villa
4 10
apartment , Hunters Creek
This upgraded four-bedroom townhome in Kissimmee is situated less than 6.5 kilometres from Walt Disney World Resort, offering a convenient base for exploring nearby theme parks. This spacious accommodation comfortably sleeps up to ten guests and features a microwave oven, dishwasher, air conditioning, a swimming pool, and parking, with proximity to Old Town and Disney Springs for shopping and entertainment.
10 5 reviews
Kissimmee, FL
17/08 – 18/08
A$320/nightfor 1 night
Cloud Nine 1br 15 Min From Kissimmee Main Street
1 1
apartment , Kissimmee
This Kissimmee apartment offers convenient access to Walt Disney World® Resort, Aquatica, and Typhoon Lagoon water park, as well as shopping at Old Town and Disney Springs, though precise distances aren't specified. The self-catering flat comprises one bedroom, one bathroom, sleeps two guests, and includes a microwave, dishwasher, washing machine, air conditioning, a terrace, garden, parking, and a swimming pool.
9.3 115 reviews
Kissimmee, FL
14/10 – 18/10
A$404/nighttotal: A$1616 (4 )
(Ag2770) Storey Lake Villa 5/5, Private Pool & Free Waterpark
5 11
apartment , Kissimmee
This five-bedroom Kissimmee holiday home is ideally situated less than 1.6km from Shingle Creek Regional Park and Capone's Dinner Theatre, and under 4.8km from Kissimmee Go-Karts and the Lake Buena Vista Factory Stores. The 280-square-metre property boasts a private pool, on-site water park, fitness centre, games room, and sleeps up to 15 guests, offering five bathrooms, a fully equipped kitchen, in-house laundry facilities, and free Wi-Fi.