Kissimmee Short term rentals

6491 available short term rental offers

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Kissimmee short term rentals
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Best Short term and Weekly rentals in Kissimmee

Best Kissimmee luxury short term rentals

Penthouse Close To Disney Area And Malls Water View - Kissimmee
8.4 3771 reviews
Kissimmee
21/12 – 26/12
£142/nighttotal: £710 (5 )

Penthouse Close To Disney Area And Malls Water View

2 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.

Handpicked Short-Term Rentals with a Hot Tub in Kissimmee

Private hot tub access after a day in the city is one of those details that makes a stay in Kissimmee truly memorable.

Tranquility At Storey Lake By Shine Villas #828 Apts - Kissimmee
9.5 545 reviews
Kissimmee
24/07 – 26/07
£241/nighttotal: £482 (2 )

Tranquility At Storey Lake By Shine Villas #828 Apts

3 4
apartment , Hunters Creek
This apartment is located in Kissimmee, just 10 kilometres from Gatorland and 11 kilometres from Disney Springs and Disney's Wide World of Sports, making it a convenient base for exploring the area. It has received excellent ratings for location, cleanliness and user satisfaction.
The apartment has two bathrooms and a fully equipped kitchen with a dishwasher and oven. Amenities include a swimming pool, jacuzzi, garden, fitness centre, parking, and a private balcony.
4 Bedroom Pool House Near Disney - Kissimmee
Kissimmee
15/07 – 31/08
£176/nighttotal: £72512 (412 )

4 Bedroom Pool House Near Disney

4 3
apartment , Kissimmee
This four-bedroom house in Kissimmee's Indian Point district is situated less than 8 kilometres from Fun Spot Kissimmee and offers convenient access to shopping plazas, golf courses, and attractions such as Walt Disney World Resort.
This accommodation for up to eight guests features four bedrooms, two bathrooms, air conditioning, Wi-Fi, a swimming pool, a jacuzzi, and parking, with a check-out time of 11:00 AM.
6br Family Villa W Private Pool Spa Near Disney - Kissimmee
9.2 106 reviews
Kissimmee
28/08 – 05/09
£206/nighttotal: £1648 (8 )

6br Family Villa W Private Pool Spa Near Disney

6 12
house , Kissimmee
This six-bedroom Kissimmee villa is ideally situated approximately 11 kilometres from Disney World attractions such as Disney Springs and Gatorland, and around 30 kilometres from Orlando International Airport.
The 279 square metre property boasts a private pool and spa, a fully equipped kitchen, free Wi-Fi, and on-site parking, comfortably accommodating large families with its six bedrooms and five bathrooms.
Family-friendly 3br/2ba Near Disney - Kissimmee
10 2 reviews
Kissimmee
25/09 – 27/09
£171/nighttotal: £342 (2 )

Family-friendly 3br/2ba Near Disney

4 6
apartment , Kissimmee
This Kissimmee apartment, ideally situated near major theme parks such as Walt Disney World® Resort and Disney's Hollywood Studios®, offers easy access to Old Town and Orlando Vineland Premium Outlets.
Sleeping eight guests in four bedrooms and two bathrooms, this self-catering property boasts a swimming pool, jacuzzi, free Wi-Fi, and parking, plus proximity to Mystic Dunes Golf Club and Arnold Palmer's Bay Hill Golf Club.

Frequently asked questions about short term rentals in Kissimmee

  • Which top landmarks you shouldn't miss in Kissimmee?

    Kissimmee is a great place to visit for its theme parks, like Walt Disney World, Universal Orlando Resort, and SeaWorld. You'll also find the Old Town, with its shops and restaurants, and the Gaylord Palms Resort & Convention Center, a beautiful hotel with a unique indoor garden.
  • What are the best short term rentals in Kissimmee?

  • What kind of weather can travelers expect in Kissimmee?

    Kissimmee has a humid subtropical climate. It's hot and humid in the summer, with temperatures reaching up to 32 degrees Celsius, and mild in the winter, with temperatures around 18 degrees Celsius. You can expect sunshine almost year-round.
  • What are the best short term rentals with a pool in Kissimmee?

  • Are there any famous stadiums or sports arenas in Kissimmee?

    Kissimmee doesn't have any major stadiums or sports arenas, but the Osceola Heritage Park hosts a variety of sporting events, including rodeos and motorsports.
  • What are the best short term rentals with a jacuzzi in Kissimmee?

  • What notable natural landmarks are near Kissimmee?

    Kissimmee is close to several natural landmarks, including the vast Disney Wilderness Preserve, a 12,000-acre conservation area, and the beautiful Lake Tohopekaliga, a popular spot for fishing and watersports.
  • What are the best short term rentals for families and kids in Kissimmee?

  • What part of Kissimmee is ideal for finding lodging?

    The best place to find lodging in Kissimmee depends on your preferences. If you're looking for a more central location, the area around Old Town is a good choice. If you're visiting the theme parks, staying near the resorts is convenient. There are also many hotels and motels along US 192.

Destinations nearby

Choose the Right Family-Friendly Holiday Rental in Kissimmee

A short-term let built for families in Kissimmee means city attractions within easy reach and a much smoother trip all round.

10 Min To Disney | Heated Pool, Games, King Bed - Kissimmee
10 138 reviews
Kissimmee
14/08 – 16/08
£218/nighttotal: £436 (2 )

10 Min To Disney | Heated Pool, Games, King Bed

1 2
apartment , Kissimmee
This Kissimmee holiday home is situated in a gated community, approximately 18km from Fun Spot America, Old Town, and Walt Disney World Resort.
Sleeping eight guests, this four-bedroom, two-bathroom property boasts a private heated pool, themed bedrooms (Mickey Mouse, Star Wars, Harry Potter), a games room with pool, table football and table tennis, a fully equipped kitchen including a Keurig coffee machine and Mickey waffle maker, plus family-friendly amenities such as a high chair and travel cot – all with no cleaning fee.
3br Resort Townhome 4mi Disney | Pools, Arcade - Kissimmee
8.8 3 reviews
Kissimmee
31/07 – 01/09
£79/nighttotal: £2528 (32 )

3br Resort Townhome 4mi Disney | Pools, Arcade

3 2
apartment , Kissimmee
This three-bedroom Kissimmee townhome, part of the ‘Two-story Resort Townhome With 4-pools – Minutes From Orlando’s Top Attractions!’ offer in the Venetian Bay Villages community, is less than 1.6km from Shingle Creek Regional Park and within 4.8km of Give Kids the World Village.
The 121-square-metre property boasts a private pool, a balcony, free WiFi, and a fully equipped kitchen, sleeping up to six guests and offering access to on-site amenities including a fitness centre, tennis court, and multiple swimming pools.
Unwind After The Parks | Private Hot Tub  | Spacious 3 Br - Kissimmee
9.6 114 reviews
Kissimmee
25/09 – 27/09
£148/nighttotal: £296 (2 )

Unwind After The Parks | Private Hot Tub | Spacious 3 Br

3 6
apartment , Kissimmee
This Kissimmee holiday home is ideally situated within 5km of Medieval Times Dinner & Tournament, the 192 Flea Market, and Give Kids the World Village, offering easy access to local attractions and Shingle Creek Regional Park.
This spacious 111 square metre property sleeps six guests across three bedrooms and six bathrooms, boasting a private pool, sauna, fitness centre, tennis court, and free Wi-Fi.

Check Out Holiday Lets with Free Parking in Kissimmee

A car park at your short-term let in Kissimmee means the city centre is easy every day with no extra faff.

Cozy Family Townhome With Pool Near Disney - Kissimmee
10 9 reviews
Kissimmee
24/07 – 26/07
£157/nighttotal: £314 (2 )

Cozy Family Townhome With Pool Near Disney

1 4
apartment , Kissimmee
This flat in Kissimmee is situated just 2.4 kilometres from Walt Disney World Resort and a mere 183 metres from a Target store, offering excellent access to retail and dining.
This family-friendly accommodation, suitable for up to six guests, boasts resort-style amenities including a swimming pool and hot tub, a dedicated workspace, a kid-friendly room, and allows pets.
Beautiful Condo In Orlando, Florida Kissimmee Area - Kissimmee
8.2 11 reviews
Kissimmee
15/07 – 27/08
£82/nighttotal: £3526 (43 )

Beautiful Condo In Orlando, Florida Kissimmee Area

2 4
apartment , Kissimmee
This two-bedroom, one-bathroom condo in Kissimmee is located approximately 40 kilometres from major Orlando attractions including Walt Disney World Resort, Disney's Hollywood Studios, Epcot, and Universal Studios, as well as Orlando International Airport.
This apartment offers accommodation for up to seven guests, featuring a microwave oven, dishwasher, air conditioning, a swimming pool, and a terrace or balcony, with convenient parking and internet access.
Ws4352  Storey Lake Condo   5 Bed 5 Bath Free Waterpark - Kissimmee
8.0 12 reviews
Kissimmee
01/07 – 07/07
£319/nighttotal: £1914 (6 )

Ws4352 Storey Lake Condo 5 Bed 5 Bath Free Waterpark

5 11
apartment , Kissimmee
This five-bedroom, five-bathroom Kissimmee holiday home is ideally located within 4.8km of Capone's Dinner Show, Kissimmee Go-Karts, and the 192 Flea Market, and 3.9km from Medieval Times.
Boasting 280 square metres of space, this property sleeps up to 15 guests and offers a private pool, fitness centre, and in-house laundry facilities, alongside free Wi-Fi and proximity to a water park and arcade.
Flex Cancellation!private Game Room &Pool!all Suites/near Disney/no Carpet! - Kissimmee
9.5 190 reviews
Kissimmee
26/07 – 30/07
£273/nighttotal: £1092 (4 )

Flex Cancellation!private Game Room &Pool!all Suites/near Disney/no Carpet!

5 8
apartment , Kissimmee
This five-bedroom, five-bathroom Kissimmee villa is located less than 16km from Walt Disney World and under 40km from Universal Studios Florida.
This 283 square metre property sleeps 12 guests in five suites, boasting a private heated pool (heating optional, fee applies), games room, free Wi-Fi, and a complimentary welcome package; modern appliances and a fully equipped kitchen complete this luxurious self-catering holiday home.
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