Find short term rentals in Kissimmee at the best prices
6491 available short term rental offers
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Price per night
Accommodation type
Rating
Best Short term and Weekly rentals in Kissimmee
10 6 reviews
Kissimmee
03/07 – 05/07
$693/nighttotal: $1386 (2 )
Plunge Pool Oasis~bella Vida Resort~close To Parks
4 10
apartment , Kissimmee
The Plunge Pool Oasis~bella Vida Resort~close To Parks is a 4-bedroom, 3-bathroom apartment located in Kissimmee's Bellavida district, offering a 10-minute walk to Medieval Times and a 3-minute drive to Give Kids the World Village, with proximity to eco-tours and bird watching. This family-friendly accommodation for up to 8 guests features a private pool, garden, terrace, air conditioning, Wi-Fi, and a fully equipped kitchen, complemented by an in-unit washer and dryer for convenience.
9.8 103 reviews
Kissimmee
04/08 – 18/08
$152/nighttotal: $2128 (14 )
Disney Pools & Easy Fifa World Cup Access Parking
2 2
apartment , Kissimmee
This two-bedroom Kissimmee apartment, ideal for families, is conveniently located within 16km of Walt Disney World Resort, Universal Orlando Resort, and SeaWorld Orlando, with various restaurants and shops under 16km away. The self-catering property boasts a fully equipped kitchen, two bathrooms, a 50" Smart TV, and accommodates up to six guests, enjoying on-site amenities including two large swimming pools, a fitness centre, and a jacuzzi.
9.4 3 reviews
Kissimmee
15/07 – 27/08
$138/nighttotal: $5934 (43 )
Disney 8mi~heated Resort Pool~hot Tub~oasis
3 4
apartment , Kissimmee
This family-friendly apartment in Kissimmee is conveniently located near Walt Disney World Resort, Disney's Hollywood Studios, Epcot, and Aquatica, with Capone's Dinner Show just an 11-minute walk away and Medieval Times a 4-minute drive. This three-bedroom, two-bathroom property accommodates up to six guests and features a fully equipped kitchen, in-unit laundry, air conditioning, Wi-Fi, and parking, offering easy access to shopping and outdoor activities.
Kissimmee
27/06 – 04/07
$494/nighttotal: $3458 (7 )
Heated Pool & Bathtub 4br Near Disney
1 2
cottage , Kissimmee
This detached holiday home in Indian Point, Kissimmee, is situated less than 1.6 kilometres from Give Kids the World Village and Shingle Creek Regional Park, and within 3.2 kilometres of the 192 Flea Market and Medieval Times. This detached holiday home offers air conditioning, a kitchen with a microwave oven and dishwasher, a swimming pool, garden, parking, and a private patio, with free WiFi available in public areas.
8.8 22 reviews
Kissimmee
26/07 – 30/07
$433/nighttotal: $1732 (4 )
Disney Adventure 4bdm 3b Private Pool
4 8
apartment , Kissimmee
This four-bedroom, three-bathroom family-friendly house in Crystal Cove, Kissimmee, is less than 1.6km from Medieval Times and the 192 Flea Market, and within 4.8km of Give Kids the World Village and Kissimmee Go-Karts. The 177 square metre property boasts a private pool, spa, fitness centre, and fully equipped kitchen, comfortably accommodating eight guests with convenient access to on-site amenities and nearby attractions.
8.8 9 reviews
Kissimmee
03/07 – 05/07
$1689/nighttotal: $3378 (2 )
Large Modern 4 Bed 3 Bath Home! Heated Private Pool! Close To Attractions!
4 17
apartment , Meadow Woods
This lakefront property is situated in Meadow Woods, just nine miles from attractions like the Tupperware Center, Crayola Experience, and Florida Mall, offering a convenient base for exploring the area. The property has received very good ratings from previous guests, highlighting its appeal and satisfaction levels. This spacious house provides comfortable accommodation for up to 18 guests, with four bedrooms and three bathrooms. The property offers a range of amenities, including a private pool, a water park, an outdoor pool, an arcade, a garden, barbecue grills, a sofa bed, a fully equipped kitchen, and free Wi-Fi, ensuring a memorable stay for families and groups.
9.7 53 reviews
Kissimmee
01/07 – 03/07
$131/nighttotal: $262 (2 )
V’s Cozy Room
1 2
house , Kissimmee
This Kissimmee guesthouse enjoys a peaceful yet central location, approximately 35km from both Walt Disney World Resort and Universal Orlando Resort. The self-catering unit sleeps three, comprising one bedroom, one bathroom, and a kitchen equipped with a microwave; guests benefit from air conditioning, parking, and excellent user ratings for cleanliness and location.
8.9 64 reviews
Kissimmee
01/08 – 06/08
$316/nighttotal: $1580 (5 )
Gift Her A Getaway Plus Special Perks.
4 4
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.
10 1 review
Kissimmee
05/11 – 08/11
$270/nighttotal: $810 (3 )
4 Bedroom Townhouse Sleeps 8 Coral Cay
4 6
apartment , Kissimmee
This Kissimmee townhouse, located approximately 13-14km from Gatorland, Disney Springs, and various Disney Parks, offers convenient access to major attractions. Sleeping eight across four bedrooms and two bathrooms, this self-catering property boasts a fully equipped kitchen, free Wi-Fi, a swimming pool, and free private parking, perfect for families or large groups visiting the area.
9.2 93 reviews
Kissimmee
02/07 – 05/07
$680/nighttotal: $2040 (3 )
Resort Home W Pool, Games, Bbq - Near Disney!
6 10
apartment , Kissimmee
This six-bedroom holiday home in the BellaVida Resort community, Kissimmee, Florida, is located minutes (approximately 10 km) from Walt Disney World. Sleeping up to 12 guests, this self-catering property boasts a private pool and BBQ, access to resort amenities including a hot tub, gym, and games room, plus free on-site parking and pet-friendly options (up to 70lbs, fee applies).
9.2 5 reviews
Kissimmee
05/11 – 08/11
$319/nighttotal: $957 (3 )
Stunning 4-bedroom Home With Pool - 1014
1 6
apartment , Kissimmee
This 4-bedroom house is located in a secure, gated community in Kissimmee, just 3.2 kilometres from Walt Disney World. This residence offers accommodation for up to 8 guests, featuring a private swimming pool, a fully equipped kitchen, air conditioning, and internet access.
9.8 35 reviews
Kissimmee
14/08 – 16/08
$223/nighttotal: $446 (2 )
Home Sweet Home
2 2
apartment , Kissimmee
This modern, recently renovated flat in Kissimmee is located in a quiet district, 32 kilometres from Orlando International Airport and within a 48-kilometre drive of the Walt Disney World Resort and Universal Orlando Resort. This 2-bedroom, 2-bathroom apartment accommodates up to 4 guests and offers a fully equipped kitchen, air conditioning, and parking, with a separate studio in the converted garage for additional privacy, and is situated less than 1.6 kilometres from local restaurants and supermarkets.
Best Kissimmee luxury short term rentals
8.4 3771 reviews
Kissimmee
09/09 – 19/09
$233/nighttotal: $2330 (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 Short term rentals with a jacuzzi
Among the 6491 accommodations in Kissimmee, here are the 4 best rentals with a jacuzzi
9.6 40 reviews
Kissimmee
20/07 – 29/07
$320/nighttotal: $2880 (9 )
Luxury 5br Home With Private Pool Storey Lake
1 7
apartment , Kissimmee
This five-bedroom villa is located in the Storey Lake Resort community in Kissimmee, Florida, approximately 24km from Walt Disney World, 32km from Universal Studios Florida, and 18km from SeaWorld. The property boasts a private heated pool, jacuzzi (extra charges apply), open-plan kitchen-diner seating 12, themed bedrooms (Beauty and the Beast, Star Wars, Mickey & Minnie, Mario Bros), free unlimited Wi-Fi (200MB), and BBQ grill with propane refill included (or refund for self-refills), accommodating up to 12 guests and offering access to resort amenities including a fitness centre and lazy river.
9.0 12 reviews
Kissimmee
16/07 – 19/07
$452/nighttotal: $1356 (3 )
Luxurious Home With Themed Bedroom, Pvt Pool And Bbq
4 8
apartment , Kissimmee
This Kissimmee townhouse, situated approximately 15-19 km from Walt Disney World Resort, Universal Orlando Resort, and SeaWorld Orlando, offers convenient access to major theme parks and is also close to Walmart and Walgreens. The spacious property boasts a 4-bedroom, 3.5-bathroom layout sleeping up to 10 guests, complete with a private pool (heating optional, fees apply), a BBQ grill, and access to Le Reve community amenities including a clubhouse, gym, and games room.
9.0 62 reviews
Kissimmee
15/07 – 31/08
$159/nighttotal: $65508 (412 )
3 Bed 2 Bath Design And Relaxing Space Near Disney
1 3
apartment , Kissimmee
This three-bedroom Kissimmee holiday home is situated near Disney World, approximately 24km from Universal Studios and SeaWorld, and 24km from Orlando International Airport. Sleeping six, this self-catering property boasts a king-size bed, two twin beds, and a double bed, alongside a private pool, jacuzzi, and access to a clubhouse with a gym and sauna, all within a 10-minute drive of Walmart and Sam's Club.
8.6 94 reviews
Kissimmee
10/07 – 18/07
$284/nighttotal: $2272 (8 )
5 Br 3ba Pool Spa Gated, Lakeview ;Star Wars Arcade; Epci 12 Miles Disney 5 Mile
5 7
apartment , Kissimmee
This spacious home is located in Kissimmee, just 1.6 kilometres from the 192 Flea Market and Kissimmee Go-Karts, offering easy access to local attractions and entertainment. It has received very good user ratings, indicating a comfortable and enjoyable stay. This 5-bedroom property spans 167 square metres and can comfortably accommodate up to 12 guests. The house comes equipped with a range of amenities, including a private swimming pool, Jacuzzi, fitness centre, and a fully equipped kitchen, making it perfect for families or groups seeking a relaxing and enjoyable vacation.
Frequently Asked Questions about short term rentals in Kissimmee
Which top landmarks you shouldn't miss in Kissimmee?
Kissimmee is known for its theme parks, so you'll definitely want to check out Walt Disney World Resort, Universal Orlando Resort, and SeaWorld Orlando. If you're looking for something a bit different, the Old Town is a great place to experience a bit of Americana with its shops, restaurants, and nightly street performances.
What are the best short term rentals in Kissimmee?
What kind of weather can travelers expect in Kissimmee?
Kissimmee has a subtropical climate, so you can expect warm temperatures year-round. The average temperature in the summer is around 30°C, and in the winter, it's around 18°C. The best time to visit is during the spring or autumn when the weather is pleasant and there are fewer crowds.
What are the best short term rentals with a pool in Kissimmee?
Are there any famous stadiums or sports arenas in Kissimmee?
There aren't any major stadiums or sports arenas in Kissimmee itself. However, you can find the Osceola Heritage Park, which hosts a variety of events, including concerts and sporting events.
What are the best short term rentals with a jacuzzi in Kissimmee?
What part of Kissimmee is ideal for finding lodging?
The best place to find lodging in Kissimmee depends on what you're looking for. If you want to be close to the theme parks, you'll want to stay near the US Highway 192 corridor. If you're looking for a more relaxed atmosphere, you might prefer to stay in the Old Town area.
What are the best short term rentals for families and kids in Kissimmee?
Among the 6491 accommodations in Kissimmee, here are the 4 best family friendly rentals
9.6 104 reviews
Kissimmee
25/12 – 03/01
$559/nighttotal: $5031 (9 )
Enchanted Pool House Near Disney
1 11
apartment , Kissimmee
This five-bedroom, three-bathroom Kissimmee holiday home, sleeping up to thirteen guests, is conveniently located in Kissimmee, Florida (exact location unspecified, preventing precise distance calculation to local landmarks). The property boasts a spacious layout including a fully equipped kitchen, king-size bedrooms, and family-friendly amenities such as a swimming pool and garden, perfect for a large family vacation.
9.6 72 reviews
Kissimmee
03/07 – 06/07
$295/nighttotal: $885 (3 )
Disney World Home, Hot Tub With Resort Amenities
1 3
apartment , Kissimmee
This three-bedroom, two-bathroom villa, offered as 'Disney World Home, Hot Tub With Resort Amenities', is situated within the Terra Verde Resort in Kissimmee, Florida, a short drive (approximately 30-40km) from Walt Disney World and other Orlando theme parks. The property features a modern open-plan layout, accommodating up to six guests, and includes a private hot tub, access to resort amenities such as a swimming pool and fitness centre, and is conveniently located near the Everglades for airboat tours.
9.6 162 reviews
Kissimmee
21/08 – 25/08
$245/nighttotal: $980 (4 )
2bd/2ba Ground Floor Condo Close To Disney, Storey Lake
2 4
apartment , Hunters Creek
This ground-floor Hunters Creek condo is situated in Kissimmee, Florida, approximately 8-16km from Walt Disney World and 32-40km from Universal Studios Florida. The 115 square metre apartment sleeps four, boasting two bedrooms, two bathrooms, a fully equipped kitchen, and access to a resort with a pool, lazy river, and fitness centre.
9.6 132 reviews
Kissimmee
08/09 – 12/09
$236/nighttotal: $944 (4 )
Sw40 - 3br Tropical Oasis Near Disney & Pool
4 2
apartment , Kissimmee
This newly renovated three-bedroom apartment, located in the Sweetwater Club community in Orlando, Florida, offers easy access to Walt Disney World and other Kissimmee attractions. The 3-bedroom, 2-bathroom property sleeps six guests and features a full kitchen, in-unit laundry, a private balcony, Smart TVs, complimentary Wi-Fi, and access to a swimming pool and fitness centre; self check-in is available.
Best Kissimmee lodging with parking
Kissimmee
02/07 – 05/07
$767/nighttotal: $2301 (3 )
Chic & Spacious Best Vacation Home
1 2
cottage , Kissimmee
This holiday home is situated in Kissimmee, adjacent to Shingle Creek Regional Park and within 4.8 kilometres of Capone's Dinner Show and Lake Cecile. Guests can enjoy an outdoor swimming pool, a 24-hour fitness centre, and gas grills, with free WiFi available in public areas.
10 5 reviews
Kissimmee
15/07 – 27/08
$222/nighttotal: $9546 (43 )
14 Mi To Disney World: Kissimmee Condo W/ Perks!
4 4
apartment , Kissimmee
This five-bedroom, three-bathroom Kissimmee holiday home in the Venetian Bay Villages complex is located 22.5km from Walt Disney World and 25.7km from Universal Studios, offering easy access to Kissimmee Lakefront Park (6.4km away). The 137 square metre property boasts a fully equipped kitchen, swimming pool, Jacuzzi, and parking, sleeping up to eight guests and including themed children's rooms, a work desk, and in-unit laundry facilities.
9.9 104 reviews
Kissimmee
19/12 – 26/12
$370/nighttotal: $2590 (7 )
4 Bedroom Pool House 20 Minutes From Disney.
4 2
apartment , Kissimmee
This four-bedroom holiday home is located in the gated Crystal Cove community in Kissimmee, Florida, approximately 16-32 kilometres from major theme parks such as Walt Disney World, Universal Orlando Resort, and SeaWorld. The property boasts a private screened-in pool (with optional heating), a fully equipped kitchen, Wi-Fi, TVs in all rooms, a washer/dryer, and can comfortably accommodate eight guests, with added convenience of a pack-and-play and high chair provided.
9.0 38 reviews
Kissimmee
08/09 – 12/09
$176/nighttotal: $704 (4 )
Luxe King Suite Bliss Getaway Condo Near Disney
1 2
apartment , Kissimmee
This Kissimmee condo is conveniently located near Walt Disney World® Resort and Disney's Hollywood Studios®, offering easy access to major theme parks, golf courses (including Reunion Resort Golf Course and Mystic Dunes Golf Club), and shopping outlets such as Orlando Vineland Premium Outlets. This 71 square metre (764 square foot) one-bedroom, one-bathroom apartment sleeps four guests and boasts a king-size bed, two 65-inch smart TVs, a fully equipped kitchen with a Keurig coffee maker, resort access including swimming pools and a fitness centre, plus a complimentary bottle of wine on arrival.