Best Vacation rentals and Airbnb offers in Kissimmee, FL
8.8 42 reviews
Kissimmee, FL
17/07 – 19/07
517 ﺩ.ﺇ/nighttotal: 1034 ﺩ.ﺇ (2 )
Luxe Condo Double Bed Bliss Getaway Near Disney
1 3
apartment , Kissimmee
This Kissimmee apartment is located in a gated resort community approximately 24-32km from Walt Disney World Resort, offering easy access to other attractions such as Old Town and Orlando Vineland Premium Outlets. The self-catering flat features one bedroom, one bathroom, sleeps five guests, boasts two 65-inch smart TVs, a fully equipped kitchen including a Keurig coffee maker, and a swimming pool and jacuzzi are available within the resort.
9.6 85 reviews
Kissimmee, FL
26/06 – 01/07
537 ﺩ.ﺇ/nighttotal: 2685 ﺩ.ﺇ (5 )
💖20 Mins 2 Disney; 400mbps Wifi; 2 Masters✔️gated
4 2
house , Kissimmee
This four-bedroom townhouse is situated within the Fiesta Key resort in Kissimmee, just 13 kilometres from Walt Disney World Resort and less than 8 kilometres from Old Town. The property boasts a fully equipped kitchen, a private terrace, a swimming pool, a fitness centre, and a tennis court, perfect for families or groups seeking a comfortable and well-equipped holiday home.
8.2 74 reviews
Kissimmee, FL
07/07 – 12/07
717 ﺩ.ﺇ/nighttotal: 3585 ﺩ.ﺇ (5 )
Corner Unit | Brand New Private Pool | Sleeps 9 | Pets Ok
4 2
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.
9.3 131 reviews
Kissimmee, FL
26/07 – 30/07
886 ﺩ.ﺇ/nighttotal: 3544 ﺩ.ﺇ (4 )
Dazzling Thematic 4br With Waterpark & Private Pool
4 8
house , Kissimmee
This four-bedroom Kissimmee holiday home boasts a prime location, approximately 12-13 kilometres from Gatorland, Disney Springs, and Disney's Wide World of Sports. The 178 square metre property offers a private entrance, two swimming pools (including a water park), a fully equipped kitchen, free Wi-Fi, and accommodates families or groups comfortably.
9.3 11 reviews
Kissimmee, FL
04/07 – 01/08
385 ﺩ.ﺇ/nighttotal: 10780 ﺩ.ﺇ (28 )
Lakeview Home In Terra Verde:pool&resort Perks
1 4
apartment , Kissimmee
Lakeview Home In Terra Verde:pool&resort Perks is situated in the Terra Verde Resort, Kissimmee, Florida, offering easy access to Walt Disney World, Universal Studios Florida, and SeaWorld, all within a 24-48 km radius. This three-bedroom, three-bathroom holiday home sleeps six guests and boasts a fully equipped kitchen, private outdoor seating with a grill, and access to resort amenities including a heated pool, hot tub, mini-golf, fitness centre, and playground.
9.7 127 reviews
Kissimmee, FL
27/06 – 04/07
412 ﺩ.ﺇ/nighttotal: 2884 ﺩ.ﺇ (7 )
Kissimmee Cottage *15mi To Wdw*
1 2
apartment , Kissimmee
This one-bedroom cottage is located in Mill Creek RV park in Kissimmee, Florida, just 1.6 kilometres from a Walmart and 24 kilometres from Walt Disney World Resort and Universal Orlando Resort. The self-catering property sleeps up to four guests and features a fully equipped kitchen, a washing machine and dryer, two smart TVs, a private garden with a pond, and access to the resort's swimming pool, fitness centre and playground.
10 1 review
Kissimmee, FL
02/07 – 05/07
857 ﺩ.ﺇ/nighttotal: 2571 ﺩ.ﺇ (3 )
3 Bedroom 3 Bathroom Terra Verde 4766
3 7
house , Kissimmee
This Kissimmee holiday home is conveniently located approximately 13.7 kilometres from Disney's Wide World of Sports and Gatorland, and less than 14.5 kilometres from Disney's Hollywood Studios and Blizzard Beach Water Park. The 119 square metre property boasts three bedrooms, three bathrooms, sleeps up to 15 guests, and includes a private pool, fitness centre, and fully equipped kitchen; nearby amenities include a water park and outdoor play equipment.
9.5 8 reviews
Kissimmee, FL
03/07 – 05/07
1087 ﺩ.ﺇ/nighttotal: 2174 ﺩ.ﺇ (2 )
Unwind After Parks – Cozy Near Disney & Universal
1 10
house , Kissimmee
This Kissimmee townhome offers excellent proximity to major theme parks, located just 32 kilometres from Walt Disney World and 40 kilometres from Universal Studios, with convenient access to other attractions. This family-friendly accommodation comfortably sleeps up to 11 guests, featuring a fully equipped kitchen, 2.5 bathrooms, air conditioning, a swimming pool, garden, and free Wi-Fi, ideal for a memorable holiday.
10 2 reviews
Kissimmee, FL
17/08 – 18/08
1020 ﺩ.ﺇ/nightfor 1 night
Super Boho - At Lake Toho Fishing Vintage Vibes
2 1
house , Kissimmee
This two-bedroom Kissimmee holiday home is located less than 0.8km from the city centre and under 8km from Gatorland, with SeaWorld and Disney Springs within a 21km radius. The 71 square metre property offers a spacious layout sleeping up to six guests, boasting a fully equipped kitchen with modern appliances, air conditioning, Wi-Fi, and pet-friendly accommodation.
9.3 68 reviews
Kissimmee, FL
01/07 – 08/07
1395 ﺩ.ﺇ/nighttotal: 9765 ﺩ.ﺇ (7 )
6 Bedrooms 6 Bathrooms Bella Vida 4564 Cl
5 6
house , Kissimmee
This six-bedroom, six-bathroom house in Kissimmee, Florida, is situated just 11 to 18 kilometres from Walt Disney World, Disney Springs, and SeaWorld's Discovery Cove, also within 12 kilometres of Gatorland. The property offers free Wi-Fi, a private pool, spa, and parking, alongside a fully equipped kitchen, and caters comfortably to large families or groups with its numerous amenities.
9.6 150 reviews
Kissimmee, FL
24/12 – 05/01
794 ﺩ.ﺇ/nighttotal: 9528 ﺩ.ﺇ (12 )
Ask About Early Check In! Master Bedroom On Main Floor. 10 Min Away From Disney
4 6
house , Kissimmee
This Kissimmee villa is situated approximately 4.8 kilometres from Medieval Times Dinner & Tournament and within a 4.8 kilometre radius of Capone's Dinner & Show, the 192 Flea Market, and Lake Buena Vista Factory Stores. This 139 square metre property sleeps eight guests in four bedrooms and three bathrooms, boasting a private pool, Jacuzzi, spa, fitness centre, tennis court, and free Wi-Fi; on-site entertainment includes a water park, arcade/game room, and barbecue grills.
9.4 8 reviews
Kissimmee, FL
24/07 – 26/07
975 ﺩ.ﺇ/nighttotal: 1950 ﺩ.ﺇ (2 )
Kissimmee Condo W/ Private Porch < 7 Mi To Disney!
3 4
apartment , Kissimmee
This waterfront apartment is situated in Kissimmee, less than 2 km from Kissimmee Go-Karts and Capone's Dinner Show, and within 5 km of Medieval Times and Shingle Creek Regional Park. It has consistently received excellent user ratings, making it a popular choice for travellers. This three-bedroom, two-bathroom apartment is 113 square metres and comfortably accommodates up to six guests. It includes a fully equipped kitchen, laundry facilities, a balcony, and parking, as well as access to a swimming pool.
Best family friendly Kissimmee, FL vacation rentals
Among the 15321 accommodations in Kissimmee, FL, here are the 4 best family friendly rentals
9.5 121 reviews
Kissimmee, FL
15/07 – 27/08
705 ﺩ.ﺇ/nighttotal: 30315 ﺩ.ﺇ (43 )
Family Getaway With Private Pool Close To Disney
1 4
house , Kissimmee
This four-bedroom apartment is located in the Dharma Circle district of Kissimmee, just 14.5 kilometres from Disney, 17.4 kilometres from SeaWorld, and 22 kilometres from Universal Studios, making it an ideal base for exploring central Florida's attractions. The property has received excellent ratings for location, cleanliness, and overall user experience. The 146 square metre apartment is spacious and well-equipped, featuring a fully equipped kitchen, a formal dining area, and a family room with a flat-screen TV. Guests can enjoy a private screened-in pool, a communal beach-entry pool, a fitness centre, a games room, a walking trail, a kids' play area, and a covered lanai with outdoor furniture.
9.6 40 reviews
Kissimmee, FL
13/07 – 16/07
518 ﺩ.ﺇ/nighttotal: 1554 ﺩ.ﺇ (3 )
Your Home Away From Home!
3 4
house , Kissimmee
This three-bedroom, two-bathroom townhouse is situated in a gated resort community in Kissimmee, Florida, offering easy access to Orlando's theme parks, approximately 20-30 minutes' drive away depending on the specific park. The property boasts a fully equipped kitchen, private patio, and access to resort amenities including swimming pools and a fitness centre; sleeping up to eight guests comfortably.
9.4 40 reviews
Kissimmee, FL
05/07 – 10/07
822 ﺩ.ﺇ/nighttotal: 4110 ﺩ.ﺇ (5 )
4 Bdrm Villa In Gated Resort W Private Pool - 402
5 5
house , Kissimmee
This four-bedroom villa is located in Kissimmee, just 13 kilometres from Gatorland, 16 kilometres from Disney Springs, and 16 kilometres from Disney's Wide World of Sports, making it an ideal base for exploring the area. The property has received excellent ratings for its location, cleanliness, and overall user experience. The villa is situated within a gated resort, offering added security and privacy. It features a private pool, a fully equipped kitchen, free Wi-Fi, air conditioning, cable TV, and a DVD player. Guests also have access to a fitness centre, a tennis court, and private parking.
9.6 32 reviews
Kissimmee, FL
03/07 – 05/07
972 ﺩ.ﺇ/nighttotal: 1944 ﺩ.ﺇ (2 )
Home Near Theme Parks, Airports, Lakes, Shops, Etc.
3 5
apartment , Kissimmee
This Mill Run holiday home in Kissimmee is conveniently located within 5 kilometres of the Osceola Performing Arts Center, Silver Spurs Arena, and Osceola Heritage Park. The three-bedroom, two-bathroom property sleeps six guests and boasts a fully equipped kitchen, private patio, free Wi-Fi, and convenient on-site parking.
Best Kissimmee, FL vacation rentals with parking
9.6 50 reviews
Kissimmee, FL
08/09 – 12/09
891 ﺩ.ﺇ/nighttotal: 3564 ﺩ.ﺇ (4 )
Summer Sparkle Home
4 2
house , Kissimmee
This Kissimmee holiday home boasts a superb location, approximately 11-16km from Gatorland, Disney Springs, and various Disney Parks. The 195 square metre property offers four bedrooms, a private pool, free Wi-Fi, and a fully equipped kitchen, sleeping up to a large family group, with easy access to numerous attractions.
10 6 reviews
Kissimmee, FL
17/07 – 19/07
916 ﺩ.ﺇ/nighttotal: 1832 ﺩ.ﺇ (2 )
Smart Home Near Disney World, Silver Spurs Arena
3 3
house , Kissimmee
This renovated three-bedroom holiday home in Kissimmee, Florida, is ideally located 14km from Gatorland, 22.5km from the Florida Mall, and 24km from SeaWorld Orlando, offering easy access to major attractions and Orlando International Airport (13km). The 139 square metre property boasts a private pool, hot tub, fitness centre, and sleeps up to nine guests, complete with a fully equipped kitchen, laundry facilities, and free Wi-Fi.
9.4 110 reviews
Kissimmee, FL
16/07 – 19/07
1537 ﺩ.ﺇ/nighttotal: 4611 ﺩ.ﺇ (3 )
Plush Pelican, At Storey Lake By Shine Villas #839
4 8
house , Kissimmee
Plush Pelican, a Kissimmee holiday home near Storey Lake, is conveniently located approximately 11-13km from Walt Disney World Resort, including Disney Springs and Hollywood Studios. This 178 square metre property boasts four bedrooms, three bathrooms, a private pool, Jacuzzi, and numerous amenities including a fitness centre and tennis court, comfortably accommodating families or groups.
9.6 10 reviews
Kissimmee, FL
03/07 – 06/07
514 ﺩ.ﺇ/nighttotal: 1542 ﺩ.ﺇ (3 )
*Kingsizebed*nrdisney* 100%private*petsok
1 3
apartment , Buenaventura Lakes
This one-bedroom apartment in Buenaventura Lakes, Florida, is situated within 9.6 kilometres of the Houston Astros Spring Training facility, The Ice Factory of Central Florida, and Osceola Heritage Park. The 67-square-metre self-catering flat sleeps four guests and features a fully equipped kitchen, a terrace, a swimming pool, and free Wi-Fi in communal areas; waterfront views and nearby water activities are also available.
Frequently Asked Questions about vacation rentals in Kissimmee, FL
When is the best time to book a vacation rental in Kissimmee?
The best time to book a vacation rental in Kissimmee is well in advance, especially if you're coming during peak season, which is from June to August. If you're flexible with your dates, you can usually find better deals by booking outside of these months.
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.
What are the best restaurants with local dishes in Kissimmee?
For authentic Florida cuisine, try the
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.
Are there pet-friendly attractions in Kissimmee?
Yes, there are! You can take your furry friend to the
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.
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 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.
Destinations nearby
Best Kissimmee, FL vacation rentals with a balcony
9.5 86 reviews
Kissimmee, FL
24/12 – 05/01
1808 ﺩ.ﺇ/nighttotal: 21696 ﺩ.ﺇ (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
02/07 – 05/07
2320 ﺩ.ﺇ/nighttotal: 6960 ﺩ.ﺇ (3 )
Waterfront Wizarding Near Universal's Harry Potter
6 10
apartment , Kissimmee
This Lake Berkley, Kissimmee holiday home is situated near major theme parks, with Medieval Times reachable within under 5 km and Give Kids the World Village within 8 km. This six-bedroom, three-bathroom property boasts a spacious 215 sq m layout, accommodating up to 13 guests and featuring a private terrace, shared pool, fully equipped kitchen, and Wi-Fi; nearby amenities include golf courses such as Mystic Dunes and Reunion Resort Golf Course, and the Old Town entertainment complex.
Kissimmee, FL
21/08 – 25/08
1098 ﺩ.ﺇ/nighttotal: 4392 ﺩ.ﺇ (4 )
Gorgeous 4bd With Pool At Storey Lake Resort 4475
1 4
house , Kissimmee
House. Your accommodation will be located in Kissimmee. Facilities and services include free parking, a spa and a swimming pool. Take advantage of the air conditioning in this house in Kissimmee.
8.5 267 reviews
Kissimmee, FL
19/12 – 26/12
2939 ﺩ.ﺇ/nighttotal: 20573 ﺩ.ﺇ (7 )
Sonoma Resort7 Bedroom Vacation Home 2606ya
7 2
house , Kissimmee
Holiday Home L'Etang is located in Corbon, just a short drive from the Basilica of Lisieux and Cabourg Racecourse, offering a peaceful retreat in the countryside. The property has received very good user ratings, with an excellent location and cleanliness rating. This three-bedroom house comfortably accommodates families or groups of friends. It features a fully equipped kitchen, a private garden, a swimming pool, a jacuzzi, and a sauna, as well as a tennis court, a fitness centre, and a restaurant, ensuring a relaxing and enjoyable stay.
Best Kissimmee, FL vacation rentals with air conditioning
This Orlando resort is conveniently located near the major theme parks, just 15 minutes from Walt Disney World and Universal Studios, and 4 miles from the Orange County Convention Center. The resort has been rated highly by guests, with excellent scores for cleanliness and location. Sheraton Vistana Villages Resort Villas, I-drive Orlando offers spacious apartments with fully equipped kitchens or kitchenettes, living rooms with sofa beds, and en suite laundry facilities. Guests can enjoy a range of amenities, including a water park, fitness centre, swimming pool, jacuzzi, and restaurants.
9.6 47 reviews
Kissimmee, FL
15/07 – 27/08
425 ﺩ.ﺇ/nighttotal: 18275 ﺩ.ﺇ (43 )
Kissimmee Condo/townhouse Gated Resort Community
3 4
house , Kissimmee
This Kissimmee holiday home is conveniently located approximately 32km from Orlando International Airport (MCO) and a short drive from Walt Disney World Resort, Aquatica Orlando, and SeaWorld Orlando. The three-bedroom, two-bathroom property sleeps six guests and boasts a private swimming pool, jacuzzi, and access to resort amenities including a fitness centre, multiple swimming pools, and tennis/pickleball courts.
9.5 16 reviews
Kissimmee, FL
28/12 – 02/01
2557 ﺩ.ﺇ/nighttotal: 12785 ﺩ.ﺇ (5 )
Luxury Home Near Disney With Private Pool, Waterpark & Resort Access At Encore Resorts Reunion - 211mn
5 11
house , Kissimmee
This five-bedroom luxury villa, 'Luxury Home Near Disney With Private Pool And Resort Amenities At Encore Resorts Reunion - 211mn', is situated in Kissimmee, Florida, approximately 4.8km from Mystic Dunes Golf Club and Reunion Resort Golf Course, and 9.6km from Walt Disney World® Resort and Island H2O Live!. The 242-square-metre property boasts a private pool, fenced yard, and patio, alongside access to on-site resort amenities including a spa, fitness centre, and concierge service; it comfortably accommodates families with five bedrooms and five bathrooms.
9.7 7 reviews
Kissimmee, FL
27/06 – 04/07
1360 ﺩ.ﺇ/nighttotal: 9520 ﺩ.ﺇ (7 )
Cozy 5 Bd/ 4 Ba Sleeps 12! Storey Lake (4455 Sl)
1 12
house , Kissimmee
This family-friendly holiday home in Kissimmee's Storey Lake community is situated just 10.3 kilometres from Walt Disney World Resort, offering convenient access to major theme parks such as SeaWorld (15.6 km), Universal Studios (21.7 km), and Epic Universe (20.1 km). This spacious five-bedroom villa sleeps up to twelve guests and features a private screened pool with a child safety fence, a fully equipped kitchen, central air conditioning, free Wi-Fi, and access to extensive community amenities including multiple pools, a lazy river, and a fitness centre.
