Find short term rentals in Kissimmee at the best prices

9426 available short term rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • priceline
  • tripadvisor
  • tripcom
  • sonder
  • homestay
  • hostelworld
  • hotelscom
  • agoda
Kissimmee short term rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

Best Short term and Weekly rentals in Kissimmee

Best Kissimmee luxury short term rentals

Upgrade All, 24 Hrs Gated Guard Community, Lakeview, Spa, Bbq, Near Parks - Kissimmee
9.4 86 reviews

Upgrade All, 24 Hrs Gated Guard Community, Lakeview, Spa, Bbq, Near Parks

apartment, Kissimmee
This waterfront holiday home is located in Kissimmee, just under 5km from Medieval Times, Give Kids the World Village, and Kissimmee Go-Karts, offering a peaceful escape from the city's hustle and bustle. The property has consistently received excellent user ratings, highlighting its appeal to travellers.
This 3-bedroom, 3-bathroom villa spans 119 square metres and comfortably accommodates up to 8 guests. The home features a range of amenities, including a private pool, jacuzzi, sauna, fitness centre, tennis court, and a fully equipped kitchen, ensuring a comfortable and enjoyable stay.

Best Kissimmee Short term rentals with a jacuzzi

Among the 9426 accommodations in Kissimmee, here are the 4 best rentals with a jacuzzi

Seven Dwarfs 3bd - 20 Min Disney - Kissimmee
9.7 47 reviews

Seven Dwarfs 3bd - 20 Min Disney

apartment, Kissimmee
This three-bedroom, two-bathroom holiday home is situated in a Kissimmee resort, approximately 32 kilometres from Walt Disney World.
The property offers a ground-floor suite, sleeps eight guests, and boasts a private kitchen with dishwasher, plus resort access to a swimming pool, jacuzzi, fitness centre, and playground, alongside free parking for two cars.
*Just Renovated* Amazing 3br Villa W/ Free Hot Tub - Kissimmee
9.7 165 reviews

*Just Renovated* Amazing 3br Villa W/ Free Hot Tub

house, Kissimmee
This private vacation villa is located in Kissimmee, just 24 kilometres from Disney World, making it a convenient base for exploring the theme parks and other attractions. The villa has received excellent ratings for its location, cleanliness, and overall user experience.
The villa spans 116 square metres and comfortably accommodates eight guests. It offers a range of amenities including a private hot tub with a lake view, a fully equipped kitchen, a fitness centre, a sauna, a spa, a swimming pool, and a jacuzzi.
Cozivill - Kissimmee
8.6 45 reviews

Cozivill

apartment, Kissimmee
This spacious Kissimmee holiday home is ideally located approximately 12.4 km from Disney Springs and 12.6 km from Gatorland, offering easy access to major attractions.
The 1200 square metre property boasts three bedrooms, two bathrooms, sleeps eleven guests, and includes a private pool, tennis court, fitness centre, and free Wi-Fi.
9bd Sea-themed | Pool + Resort Access, Near Disney - Kissimmee
9.2 15 reviews

9bd Sea-themed | Pool + Resort Access, Near Disney

apartment, Kissimmee
This spacious nine-bedroom holiday home in Kissimmee offers a prime location, being a 6-10 minute drive from major supermarkets such as ALDI and Walmart Supercentre, and a short drive to attractions including Old Town.
This family-friendly apartment accommodates up to 36 guests, boasting a private swimming pool, a games room with a pool table and arcade games, and themed bedrooms, with resort amenities like gyms and playgrounds nearby.

Frequently Asked Questions about short term rentals in Kissimmee

Popular destinations

Best family friendly Kissimmee Short term rentals

Among the 9426 accommodations in Kissimmee, here are the 4 best family friendly rentals

Lakeview Vacation Home With Private Pool - Kissimmee
9.6 57 reviews

Lakeview Vacation Home With Private Pool

apartment, Kissimmee
This four-bedroom, two-bathroom holiday home in Kissimmee is situated just 19 kilometres from Walt Disney World Resort and 40 kilometres from Universal Orlando Resort, offering convenient access to major theme parks.
This family-friendly property accommodates up to eight guests, boasting a private swimming pool, a dedicated games room, a fully equipped kitchen with a large dining table, and outdoor BBQ facilities, ensuring a comfortable and entertaining stay.
Perfect Getaway Close To Disney And All Attractions! Excellent Reviews! - Kissimmee
9.8 114 reviews

Perfect Getaway Close To Disney And All Attractions! Excellent Reviews!

apartment, Kissimmee
This Kissimmee holiday home is situated within 1.6km of Capone's Dinner Show and Kissimmee Go-Karts, and under 5km from the 192 Flea Market and Lake Buena Vista Factory Stores.
This three-bedroom, two-bathroom property offers 111 square metres of living space for up to eight guests, boasting a private pool, jacuzzi, fitness centre, tennis court, and on-site barbecue grills, alongside convenient amenities such as free Wi-Fi and ample parking.
Crystal Cove !  Gated Community Private Pool Home. - Kissimmee
9.8 58 reviews

Crystal Cove ! Gated Community Private Pool Home.

apartment, Kissimmee
This Crystal Cove holiday home in Kissimmee is conveniently located within 1.6km of Medieval Times and the 192 Flea Market, and within 4.8km of Shingle Creek Regional Park and Give Kids the World Village.
Sleeping eight guests, this four-bedroom, three-bathroom property boasts a private pool, fully equipped kitchen, on-site fitness centre and spa, plus easy access to a water park.
17 Mins To Disney  Universal Cozy Retreat  Lake View Gated - Kissimmee
10 2 reviews

17 Mins To Disney Universal Cozy Retreat Lake View Gated

apartment, Kissimmee
This three-bedroom, two-bathroom apartment in Kissimmee offers waterfront living within a quiet, gated community, conveniently located 5.6 kilometres from Walt Disney World Resort and 3.2 kilometres from ChampionsGate Golf Club.
This family-friendly accommodation for eight guests boasts air conditioning, a swimming pool, jacuzzi, spa, and garden, alongside a fully equipped kitchen, and is situated within 500 metres of Reunion Resort Golf Course, providing opportunities for water activities and easy access to Old Town and Orlando Vineland Premium Outlets.

Best Kissimmee lodging with parking

Family Escape W/ Pool Access: 7 Mi To Disney! - Kissimmee
9.2 27 reviews

Family Escape W/ Pool Access: 7 Mi To Disney!

house, Kissimmee
This Kissimmee condo is less than 11km from Walt Disney World, with Gatorland and Disney Springs also within a short driving distance.
The 113 square metre property boasts three bedrooms, two bathrooms, a fully equipped kitchen, private porch, in-unit laundry, and access to a swimming pool and fitness centre, comfortably sleeping families or groups.
Luxe Condo Double Bed Bliss Getaway Near Disney - Kissimmee
8.8 46 reviews

Luxe Condo Double Bed Bliss Getaway Near Disney

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.
Disney Home, Pool And Game Room, 5br Sleeps 12 - Kissimmee
9.9 82 reviews

Disney Home, Pool And Game Room, 5br Sleeps 12

apartment, Kissimmee
This five-bedroom Kissimmee holiday home boasts a prime location, approximately 13 kilometres from Gatorland and 13-14 kilometres from various Disney parks including Disney's Hollywood Studios and Disney Springs.
The 280-square-metre property offers a spacious layout, accommodating large families or groups, and features a private pool, hot tub, fully equipped kitchen, and free on-site parking.
3120-206dr Storey Lake, Condo 2/2 Garden View - Kissimmee
9.1 175 reviews

3120-206dr Storey Lake, Condo 2/2 Garden View

apartment, Kissimmee
This apartment is ideally situated in Kissimmee, just a short drive from popular attractions like Gatorland and Florida Mall, making it a convenient base for exploring the area. It consistently receives excellent ratings for its cleanliness, location, and overall experience.
The two-bedroom apartment offers 111 square metres of space, comfortably accommodating up to seven guests. Enjoy a range of amenities including a fully equipped kitchen, a swimming pool, a fitness centre, and a restaurant, ensuring a comfortable and enjoyable stay.
©2026 cozycozy.com