Best Holiday rentals and Airbnb offers in Kissimmee, FL
10 15 reviews
Kissimmee, FL
03/07 – 05/07
SG$573/nightTotal: SG$1146 (2 )
Retreat Near Disney, Universal-pool-pet Friendly!
1 7
apartment , Kissimmee
This four-bedroom, three-bathroom apartment in Kissimmee is conveniently located just 11 kilometres from Walt Disney World Resort, 14 kilometres from SeaWorld Orlando, and 21 kilometres from Universal Studios Florida. This family-friendly and dog-friendly accommodation for up to 12 guests boasts a private swimming pool, a games room with foosball and ping pong, and a fully equipped kitchen, offering a comfortable and entertaining base for exploring the area.
10 32 reviews
Kissimmee, FL
17/08 – 24/08
SG$194/nightTotal: SG$1358 (7 )
Family Vacation Villa • 15 Min To Disney • Pool
1 3
house , Kissimmee
This family-friendly detached house is situated in Kissimmee, a short drive from Walt Disney World Resort, Universal Studios Florida, and SeaWorld Orlando. This property accommodates up to six guests with three bedrooms and two bathrooms, featuring a heated swimming pool, hot tub, on-site playgrounds, a splash pad, and a clubhouse with a gym and arcade.
9.0 83 reviews
Kissimmee, FL
13/07 – 17/07
SG$628/nightTotal: SG$2512 (4 )
Last Minute Disney Getaway! Private Pool, Hot Tub & Game Room. Book Now! #49409
6 15
house , Kissimmee
Storey Lake Resort 651 is a family-friendly holiday home located in Kissimmee, just 5km from popular attractions like Capone's Dinner Show and Kissimmee Go-Karts. It has received very good ratings for cleanliness and user experience, and an excellent rating for location. This spacious accommodation offers a private pool and a game room, providing plenty of entertainment for the whole family. The holiday home also features a fully equipped kitchen, five bathrooms, and a range of other amenities, making it a comfortable and convenient choice for a family vacation.
9.0 28 reviews
Kissimmee, FL
01/07 – 07/07
SG$782/nightTotal: SG$4692 (6 )
371 - 6 Bed Villa With Modern Decor, South Pool & Water View
6 11
house , Kissimmee
This six-bedroom villa is located in Kissimmee, Florida, less than 2 kilometres from Shingle Creek Regional Park, Give Kids the World Village, and the 192 Flea Market. The 315 square metre property offers a private pool, a games room, and access to an on-site water park, making it ideal for families or groups seeking a comfortable and entertaining stay.
10 123 reviews
Kissimmee, FL
17/07 – 19/07
SG$237/nightTotal: SG$474 (2 )
Sunny Family Fun Home @ Disney And Universal!
1 3
apartment , Kissimmee
This two-bedroom, two-bathroom apartment is situated in a family-friendly resort complex in Kissimmee, Florida, offering convenient access to Walt Disney World, Universal Orlando Resort, and SeaWorld, with distances varying depending on the precise location within Kissimmee. The 2-bedroom property sleeps four guests and boasts a fully equipped kitchen, in-unit laundry, and access to a resort swimming pool and fitness centre; nearby amenities include a playground.
9.7 112 reviews
Kissimmee, FL
28/12 – 09/01
SG$192/nightTotal: SG$2304 (12 )
Casa Verde **20 Mins To Disney** Resort Property
1 4
house , Kissimmee
This Kissimmee holiday home is situated within the gated Terra Verde resort, approximately 32 kilometres from Walt Disney World Resort and various shopping centres. The three-bedroom, two-bathroom property sleeps six guests and boasts a private patio with hot tub, a fully equipped kitchen including a dishwasher, and access to resort amenities such as a swimming pool, fitness centre, and games room.
8.7 115 reviews
Kissimmee, FL
26/07 – 30/07
SG$358/nightTotal: SG$1432 (4 )
Resort 4 Bed Pool\/spa Villa
4 8
resort , Kissimmee
This 4-bedroom house is located just 9 miles from Disney's Hollywood Studios and 9.2 miles from Disney's Blizzard Beach Water Park, placing you within easy reach of the magic of Kissimmee. It has received very good user ratings and excellent ratings for location and cleanliness. The property offers a full kitchen, laundry facilities, free Wi-Fi, and a private parking space. You can also enjoy a swimming pool, Jacuzzi, fitness centre, and a children's playground.
9.9 104 reviews
Kissimmee, FL
17/07 – 19/07
SG$259/nightTotal: SG$518 (2 )
Casita Disney! Cozy And Boho Townhouse Near Disney
1 3
house , Kissimmee
This three-bedroom, two-bathroom townhouse is situated in a gated community off Highway 192 in Kissimmee, Florida, approximately 32 kilometres from all Walt Disney World Parks and close to shops and restaurants. The property, sleeping up to six guests, boasts a boho-chic interior, a private balcony, a fully equipped kitchen, resort access including two pools and children's play areas, and toddler-friendly amenities such as a high chair and stroller.
9.5 54 reviews
Kissimmee, FL
04/08 – 18/08
SG$144/nightTotal: SG$2016 (14 )
Lakefront Resort Home By Disneyworld In Kissimmee
1 2
apartment , Kissimmee
This Lakefront Gated Kissimmee Resort Home By Disneyworld & All Attractions is situated in Kissimmee, Florida, just under 2 kilometres from the Shingle Creek Regional Park and the 192 Flea Market. The 120 square metre property offers a tranquil waterfront setting with a private swimming pool, a jacuzzi, and a tennis court, perfect for families or groups of up to 6 guests.
9.3 70 reviews
Kissimmee, FL
20/07 – 29/07
SG$155/nightTotal: SG$1395 (9 )
Disney Home Base That Makes Families Jealous! Cort
1 7
apartment , Kissimmee
This three-bedroom, two-bathroom Kissimmee apartment near Lakeview is ideally located approximately 5km from Walt Disney World® Resort and within a 48km radius of Universal Orlando Resort and SeaWorld Orlando. Sleeping six guests comfortably, this recently renovated property boasts a king-size bed, queen-size bed, bunk beds, a fully equipped kitchen including a dishwasher, free Wi-Fi, a private swimming pool, and a fitness centre, all within a gated community with ample parking.
9.2 96 reviews
Kissimmee, FL
13/07 – 16/07
SG$341/nightTotal: SG$1023 (3 )
Newly Renovated Stylish Villa With Star Wars Mickey And Safari Themed Rooms #3tv4706
3 4
house , Kissimmee
This stylish villa, situated in Kissimmee, Florida, is approximately 14 kilometres from Gatorland and Disney's Wide World of Sports, and less than 15 kilometres from Disney's Hollywood Studios, offering convenient access to major attractions. The 119 square metre property boasts Star Wars, Mickey, and Safari themed rooms, a private pool, fitness centre, and fully equipped kitchen, alongside a relaxing garden area and free Wi-Fi; perfect for families.
Kissimmee, FL
03/07 – 05/07
SG$1841/nightTotal: SG$3682 (2 )
10br Resort Villa, 8 Bath, Sleeps 22, Pool, Near Disney
10 17
apartment , Kissimmee
This expansive ten-bedroom, eight-bathroom luxury villa is situated within Kissimmee's Sonoma Resort, offering easy access to major attractions, with Walt Disney World located approximately 1.6 to 2.4 kilometres away and Universal Studios and SeaWorld around 3.2 kilometres distant. This substantial residence, covering 397 square metres, is designed to accommodate up to twenty-two guests, featuring a fully equipped chef's kitchen, a private outdoor pool and spa area, and access to resort amenities including a clubhouse pool and children's playground.
Best family friendly Kissimmee, FL holiday rentals
Among the 15321 accommodations in Kissimmee, FL, here are the 4 best family friendly rentals
9.5 58 reviews
Kissimmee, FL
24/12 – 05/01
SG$183/nightTotal: SG$2196 (12 )
Near Disney 3 Bdrm Villa With Pools And Clubhouse!
3 6
house , Kissimmee
This fully furnished villa is located within the gated Venetian Bay community in Kissimmee, Florida, offering easy access to major theme parks, restaurants, and shops, all within a few kilometres radius. The three-bedroom property, sleeping up to six guests, boasts two bathrooms, a private pool, Jacuzzi, sauna, and fitness centre, alongside access to the community clubhouse with a gym, games room, and theatre.
9.8 8 reviews
Kissimmee, FL
14/08 – 16/08
SG$272/nightTotal: SG$544 (2 )
Laoxury 3bd Townhome Pool Front In Brilliant Kissimmee
3 2
apartment , Kissimmee
This three-bedroom townhome in Kissimmee offers convenient access to Walt Disney World Resort, including Epcot and Disney's Hollywood Studios, and is located under 1 kilometre from Old Town and Disney Springs. This family-friendly accommodation sleeps six guests, featuring air conditioning, a kitchen with a fridge, microwave, and dishwasher, and direct access to a communal swimming pool.
9.8 62 reviews
Kissimmee, FL
15/07 – 31/08
SG$165/nightTotal: SG$67980 (412 )
Sleeps 4-6. Near Theme Parks, Airports, Shops, Etc
3 3
apartment , Kissimmee
This three-bedroom, two-bathroom holiday home is located in the Mill Run neighbourhood of Kissimmee, Florida, approximately 24-32km from Walt Disney World Resort and Universal Orlando Resort, and 8km from Gatorland. Sleeping up to six guests, the property boasts a boho-rustic interior, a 55" Smart TV with Roku, Wi-Fi, a Nest smart thermostat, a garden, parking for two vehicles, and is pet-friendly.
9.4 13 reviews
Kissimmee, FL
02/07 – 05/07
SG$598/nightTotal: SG$1794 (3 )
Lake View And Private Pool 4br At Bella Vida
4 10
apartment , Kissimmee
This five-bedroom, three-bathroom Kissimmee holiday home, located within the Bella Vida Resort, is approximately 24km from Walt Disney World and near Old Town and Disney Springs. The 177 square metre property boasts a private pool and spa, themed bedrooms (Mickey, Minions, Frozen), and sleeps up to 10 guests, with access to resort amenities including a communal pool, fitness centre and games room; complimentary baby equipment is provided.
Best Kissimmee, FL holiday rentals with parking
8.4 91 reviews
Kissimmee, FL
03/07 – 05/07
SG$418/nightTotal: SG$836 (2 )
8 Mi To Disney World: Home W/ Lanai + Game Room!
4 7
house , Kissimmee
This Kissimmee holiday home is situated approximately 13 kilometres from Walt Disney World Resort and within 16 kilometres of Gatorland and ESPN Wide World of Sports Complex. This four-bedroom property boasts 169 square metres of living space, featuring a private pool, fully equipped kitchen, and free Wi-Fi; ideal for families or groups seeking convenient access to Orlando's major attractions.
8.0 1 review
Kissimmee, FL
13/09 – 18/09
SG$241/nightTotal: SG$1205 (5 )
Townhome 7 Mi To Disney Parks: Resort Pool Access!
3 4
house , Kissimmee
This three-bedroom Kissimmee townhome, located approximately 11 kilometres from Disney World and within 14 kilometres of Gatorland, offers easy access to central Florida's major attractions. The 119-square-metre property boasts a private pool, Jacuzzi, and three bathrooms, comfortably accommodating up to eleven guests and including amenities such as a fully equipped kitchen, Wi-Fi, and in-unit laundry facilities.
8.6 49 reviews
Kissimmee, FL
14/08 – 16/08
SG$236/nightTotal: SG$472 (2 )
Disney Adjacent
2 2
apartment , Kissimmee
This two-bedroom apartment is situated just a short distance from Plaza del Sol Kissimmee, Fun 'N' Wheels Fun Park, and the 192 Flea Market, offering easy access to a range of attractions and entertainment options. Guests consistently rate the property highly for its cleanliness, location, and overall experience. The apartment is spacious and comfortable, accommodating up to six guests. It features a fully-equipped kitchen, a private terrace, a swimming pool, a fitness centre, and a tennis court, ensuring a relaxing and enjoyable stay.
8.2 74 reviews
Kissimmee, FL
17/07 – 19/07
SG$398/nightTotal: SG$796 (2 )
Corner Unit | Brand New Private Pool | Sleeps 9 | Pets Ok
4 3
apartment , Kissimmee
This Bella Vida townhome in Kissimmee offers convenient access to major theme parks, providing a family-friendly base for exploring central Florida attractions. The 151-square-metre property boasts four bedrooms, three bathrooms, a private pool, and a fully equipped kitchen, sleeping up to eight guests comfortably, with added features such as a fitness centre and a child safety fence.
Frequently asked questions about holiday rentals in Kissimmee, FL
What should a first-time visitor not miss in Kissimmee?
You've got to check out the theme parks like Walt Disney World and Universal Orlando Resort. They're a must-see for any first-timer. And don't forget to visit the Kennedy Space Center Visitor Complex for a glimpse into space exploration.
What are the best Airbnb and vacation rentals in Kissimmee, FL?
What types of vacation rentals can I find in Kissimmee?
You can find all kinds of vacation rentals in Kissimmee, Florida. There are entire houses, apartments, bungalows and cottages you can rent out, as well as more unique vacation rentals, such as cabins, tree houses, or tiny houses. We can help you find the right vacation rental for your stay in Kissimmee.
Which neighborhood in Kissimmee should you consider for a vacation rental?
The area around Old Town is a popular choice. It's close to the theme parks, restaurants, and shops. For a quieter stay, consider the Reunion Resort area, which has plenty of luxury villas with private pools.
What are the most popular Airbnbs in Kissimmee, FL?
Kissimmee is world-famous for its theme parks, like Walt Disney World Resorts, Seaworld Parks & Resorts, and Universal Orlando Resort. However, there is much more to Kissimmee than theme parks. You can get out in nature, go fishing, ride a hot air balloon, go on an airboat adventure through the Central Florida Everglades, visit a Native American Village, go horse riding and more. You can also catch a game with the Orlando Solar Bears or get a round of golf in. There is something for everyone in Kissimmee.
What are the top family-friendly attractions in Kissimmee?
Besides the theme parks, the Gatorland is always a hit with kids. It's home to alligators, crocodiles, and other reptiles. And don't forget about the Aquatica, SeaWorld's waterpark, for a fun day in the sun.
What are the best vacation rentals with a pool in Kissimmee, FL?
Top attractions in Kissimmee include Old Town, where you'll find a Ferris wheel, ride attractions like a roller coaster, a classic merry-go-round and more. You can visit Old Town for free anytime, and there are many places to eat and drink. Medieval Times Dinner and Tournament is another popular attraction, where you're welcomed into the king's court for a four-course feast and a show complete with jousting and more. Then, of course, there's Walt Disney World, which needs no introduction.
When is the best time to book a vacation rental in Kissimmee?
The busiest time is during the school holidays, so book well in advance if you're travelling then. If you're flexible, you can find good deals in the shoulder seasons, like spring and autumn.
What are the best rentals for families and kids in Kissimmee, FL?
It's easy to get around Kissimmee, as you'll find a range of transportation options, from taxis and rideshares like Uber and Lyft to shuttles and LYNX, the public transportation system for Central Florida mostly consisting of local bus services.
What are the best budget-friendly activities in Kissimmee?
A walk around Lakefront Park is a great way to enjoy the outdoors without spending a fortune. You can also visit the Polk Museum of Art for a free afternoon of culture.
What are the best rentals or Airbnbs with a jacuzzi in Kissimmee, FL?
The best time to come to Kissimmee is between January and April, as there is little rain and the temperatures are warm, but not too hot.
What are the best restaurants with local dishes in Kissimmee?
For a taste of Florida, try the seafood at The Boathouse Restaurant on the shores of Lake Tohopekaliga. If you're craving something a bit more casual, head to The Dixie Crossroads for their famous fried chicken.
What are the best walking or cycling routes in Kissimmee?
The Shingle Creek Trail is a great option for a leisurely walk or bike ride. It's a paved trail that runs along the Shingle Creek, offering scenic views of the natural surroundings.
Are there pet-friendly attractions in Kissimmee?
You can take your furry friend to the Celebration Town Center, which has a dog park and plenty of shops and restaurants that welcome pets. The Celebration Farmers Market is also a great place to visit with your dog.
What are the benefits of choosing a vacation rental in Kissimmee?
Vacation rentals offer more space and privacy compared to hotels. They often come with amenities like a private pool and a kitchen, which can save you money on dining out.
What are the top sports attractions and facilities in Kissimmee?
Kissimmee is home to the Silver Spurs Arena, which hosts rodeos and other events. For golf enthusiasts, there are several championship courses in the area, including the Reunion Resort.
Destinations nearby
Best Kissimmee, FL holiday rentals with a balcony
9.5 4 reviews
Kissimmee, FL
12/07 – 17/07
SG$229/nightTotal: SG$1145 (5 )
3 Bedroom Townhome Close To Disney World
3 4
apartment , Kissimmee
This Kissimmee holiday home boasts an excellent location, within 3km of Medieval Times, the 192 Flea Market, and Shingle Creek Regional Park, offering easy access to other attractions such as Give Kids the World Village and Kissimmee Go-Karts within 5km. The 119 square metre property sleeps six guests in three bedrooms, featuring a fully equipped kitchen, 2.5 bathrooms, a private balcony, swimming pool, tennis court, and fitness centre; on-site parking is also provided.
Kissimmee, FL
27/06 – 04/07
SG$548/nightTotal: SG$3836 (7 )
Royal Palm Bay 3 Bedroom Condo Resort Pool 10 Min Disney
6 12
house , Kissimmee
This condo in Kissimmee is located 11.7 kilometres from Disney's Wide World of Sports and 12.1 kilometres from Disney Springs, offering convenient access to major theme parks and entertainment. This family-friendly accommodation spans 123 square meters, sleeps up to 15 guests across 3 bedrooms, and features a private swimming pool, hot tub, air conditioning, free Wi-Fi, a well-equipped kitchen, and 24-hour concierge service.
8.6 8 reviews
Kissimmee, FL
01/07 – 07/07
SG$720/nightTotal: SG$4320 (6 )
Your Own Magic Kingdom | 9 Bedroom Villa
9 11
house , Kissimmee
This nine-bedroom Kissimmee villa is ideally situated less than 1.6km from Shingle Creek Regional Park, Capone's Dinner & Show, and Lake Cecile, and under 5km from Kissimmee Go-Karts and Medieval Times Dinner & Tournament. The 398-square-metre property boasts five bathrooms, accommodates up to 22 guests, and includes a private pool, fitness centre, and ample parking, alongside a fully equipped kitchen and laundry facilities.
9.4 91 reviews
Kissimmee, FL
10/10 – 17/10
SG$137/nightTotal: SG$959 (7 )
Lovely 1 Bed/1 Bath Condo, Just 7 Miles From Disney!
1 3
apartment , Kissimmee
This renovated condo is located in a gated community in Kissimmee, just 11 kilometres from Walt Disney World. The property has received excellent ratings for location, cleanliness, and overall user experience. The apartment is 54 square metres in size and comfortably accommodates up to four guests. It offers a fully equipped kitchen, laundry facilities, a terrace, and access to a swimming pool, jacuzzi, fitness centre, and garden.
Best Kissimmee, FL holiday rentals with air conditioning
8.9 7 reviews
Kissimmee, FL
15/07 – 27/08
SG$125/nightTotal: SG$5375 (43 )
3 Bedroom 2 Bathroom Villas At Seven Dwarfs 21-103
1 4
apartment , Kissimmee
This three-bedroom, two-bathroom flat is located in the Villas At Seven Dwarfs resort in Kissimmee, offering easy access to major theme parks such as Walt Disney World, approximately 16 kilometres away, SeaWorld, 26 kilometres away, and Universal Studios, 34 kilometres away. This 116 square metre accommodation for up to six guests boasts a fully equipped kitchen, in-unit laundry facilities, and access to resort amenities including a swimming pool, fitness centre, and games room, with a $20 resort amenity fee applicable.
9.8 8 reviews
Kissimmee, FL
03/07 – 05/07
SG$318/nightTotal: SG$636 (2 )
Magical Memories! Splash Pad/pool Resort!
3 5
house , Kissimmee
This townhome in Kissimmee offers excellent access to Walt Disney World, SeaWorld, and Universal Studios, all within a short drive. The 121 square meter property sleeps six across three bedrooms and two bathrooms, featuring a fully equipped kitchen, private patio, on-site laundry, and access to a resort with a pool and hot tub.
9.0 67 reviews
Kissimmee, FL
10/10 – 17/10
SG$144/nightTotal: SG$1008 (7 )
Very Nice Apartment 2/2, Close To Disney
2 3
apartment , Kissimmee
This Kissimmee apartment, situated approximately 24 kilometres from Walt Disney World Resort and near various shopping centres and restaurants, offers convenient access to major attractions. This two-bedroom, two-bathroom property sleeps six guests and includes access to a resort with swimming pools, a children's play area, tennis court, and fitness centre, plus free on-site parking.
9.8 48 reviews
Kissimmee, FL
22/11 – 19/02
SG$157/nightTotal: SG$13973 (89 )
Family-friendly 2br Condo • Resort Pool • Disney C
1 2
apartment , Kissimmee
This Kissimmee condo, near Disney World, offers easy access to shopping outlets and beaches within a short driving distance. The two-bedroom, two-bathroom apartment sleeps eight, boasting a fully equipped kitchen, resort-style amenities including two swimming pools and a fitness centre, and proximity to the Shingle Creek Regional Park Trail.
