Vacation rentals in Kissimmee, FL

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Kissimmee, FL vacation rentals
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Best Vacation rentals and Airbnb offers in Kissimmee, FL

Best family friendly Kissimmee, FL vacation rentals

Among the 15321 accommodations in Kissimmee, FL, here are the 4 best family friendly rentals

Disney Dream Home! Mickey Room - Kissimmee, FL
9.6 20 reviews
Kissimmee, FL
03/07 – 05/07
887 ﺩ.ﺇ/nighttotal: 1774 ﺩ.ﺇ (2 )

Disney Dream Home! Mickey Room

3 7
apartment , Kissimmee
This Kissimmee holiday home offers convenient access to Walt Disney World and other major attractions in the area, its precise location within Kissimmee unspecified.
Sleeping eight guests across three bedrooms and two bathrooms, this property features a dedicated children's room, a Mickey Mouse-themed bathroom, and all mattresses replaced within the last year; amenities include a swimming pool, jacuzzi, fitness centre, and free parking.
Simple Clean Comfortable,  Sleeps 8, Private Pool, Close To Disney! - Kissimmee, FL
9.9 187 reviews
Kissimmee, FL
25/12 – 07/01
1062 ﺩ.ﺇ/nighttotal: 13806 ﺩ.ﺇ (13 )

Simple Clean Comfortable, Sleeps 8, Private Pool, Close To Disney!

4 2
apartment , Kissimmee
This Kissimmee holiday home is located in the Veranda Palms resort community, less than 1.6km from Capone's Dinner Show and Kissimmee Go-Karts, and within 3.2km of the 192 Flea Market and Shingle Creek Regional Park.
The spacious four-bedroom property sleeps eight guests and boasts a private pool, fully equipped kitchen, free Wi-Fi, and access to resort amenities including a water park, fitness centre, and games room.
Yacht & Beach Themed Gorgeous Villa! - Kissimmee, FL
9.3 50 reviews
Kissimmee, FL
13/12 – 03/01
736 ﺩ.ﺇ/nighttotal: 15456 ﺩ.ﺇ (21 )

Yacht & Beach Themed Gorgeous Villa!

1 6
apartment , Kissimmee
This luxury yacht near Walt Disney World in Kissimmee, Florida offers easy access to numerous restaurants and shops, providing a prime location for exploring the area.
Sleeping six guests across three bedrooms and two bathrooms, this self-catering vessel boasts a private solar-heated swimming pool, a fully equipped kitchen including dishwasher, and complimentary Wi-Fi, ensuring a comfortable and convenient stay.
Famous 5 Star Home In Kissimmee With Game Room - Kissimmee, FL
9.0 2 reviews
Kissimmee, FL
01/07 – 07/07
1141 ﺩ.ﺇ/nighttotal: 6846 ﺩ.ﺇ (6 )

Famous 5 Star Home In Kissimmee With Game Room

1 11
apartment , Kissimmee
This five-bedroom, four-bathroom holiday home is situated in the Cumbrian Lakes gated community in Kissimmee, offering secure and private accommodation just a short drive from Walt Disney World Resort and other Central Florida attractions.
This spacious property, accommodating up to 14 guests, boasts a fully equipped kitchen, air conditioning, a swimming pool, and a jacuzzi, providing a resort-style experience with convenient access to major roadways and Orlando International Airport.

Best Kissimmee, FL vacation rentals with parking

Disney Adjacent - Kissimmee, FL
8.6 49 reviews
Kissimmee, FL
14/08 – 16/08
674 ﺩ.ﺇ/nighttotal: 1348 ﺩ.ﺇ (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.
7 Bedroom Mansion Near Disney - Kissimmee, FL
9.0 51 reviews
Kissimmee, FL
02/07 – 05/07
2632 ﺩ.ﺇ/nighttotal: 7896 ﺩ.ﺇ (3 )

7 Bedroom Mansion Near Disney

7 10
house , Kissimmee
This seven-bedroom Kissimmee villa is situated 13 kilometres from Gatorland and 16 kilometres from Disney Springs and Disney's Wide World of Sports.
The property boasts a fully equipped kitchen, two living rooms, a private bar, swimming pool, jacuzzi, sauna, fitness centre, and tennis court, accommodating large families or groups comfortably.
2611- Great Family Home Near Disney, Private Pool And Beautiful Views. - Kissimmee, FL
9.6 84 reviews
Kissimmee, FL
22/11 – 19/02
1052 ﺩ.ﺇ/nighttotal: 93628 ﺩ.ﺇ (89 )

2611- Great Family Home Near Disney, Private Pool And Beautiful Views.

4 2
apartment , Kissimmee
This family-friendly vacation home is situated in Veranda Palms, Kissimmee, within a 3 km radius of popular attractions like Capone's Dinner Show, Kissimmee Go-Karts, and the 192 Flea Market. The property has received excellent ratings for its cleanliness, location, and overall user experience.
This 4-bedroom property can comfortably accommodate up to 12 guests, offering a spacious 189 square metre living space. The home features a private pool, a fully equipped kitchen, a fitness centre, and a spa, providing a range of amenities and activities for all ages.
Lake Front Authentic Disney Collection Edition 4 Bedroom Townhome - Kissimmee, FL
9.9 105 reviews
Kissimmee, FL
10/08 – 24/08
503 ﺩ.ﺇ/nighttotal: 7042 ﺩ.ﺇ (14 )

Lake Front Authentic Disney Collection Edition 4 Bedroom Townhome

4 2
apartment , Kissimmee
This Venetian Bay Villages holiday home in Kissimmee enjoys a convenient location, less than 1.5km from Shingle Creek Regional Park and within 5km of attractions such as the 192 Flea Market, Medieval Times dinner theatre, Kissimmee Sports Arena and Rodeo, and Give Kids the World Village.
The four-bedroom, three-bathroom property offers a spacious layout for families or groups, boasting a private pool, Jacuzzi, fitness centre, and free Wi-Fi, alongside a fully equipped kitchen and patio; ideal for a relaxing Kissimmee getaway.

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?

    Modern Luxury Villa In Storey Lake, 2bd/2ba Condo Close To Disney - Storey Lake and Locationnew 4/3 W/pool 10min To Disney-orlando are the most popular Airbnb and vacation rentals in Kissimmee, FL among travelers.

  • 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?

  • What is there to do in Kissimmee?

    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?

  • What are the main attractions in Kissimmee?

    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?

  • How can I get around Kissimmee?

    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?

  • When is the best time to go to Kissimmee?

    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

Stunning 3bd Close To Disney At Fiesta Key 4764 - Kissimmee, FL
8.4 7 reviews
Kissimmee, FL
22/07 – 02/08
625 ﺩ.ﺇ/nighttotal: 6875 ﺩ.ﺇ (11 )

Stunning 3bd Close To Disney At Fiesta Key 4764

3 7
apartment , Kissimmee
This Kissimmee holiday home is ideally 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.
This three-bedroom, three-bathroom property boasts 186 square metres of living space, comfortably accommodating up to nine guests and offering a private swimming pool, Jacuzzi, and fitness centre, alongside free Wi-Fi and convenient parking.
Spacious & Comfy Retreat, Prime Location, Amazing - Kissimmee, FL
10 1 review
Kissimmee, FL
27/06 – 04/07
1318 ﺩ.ﺇ/nighttotal: 9226 ﺩ.ﺇ (7 )

Spacious & Comfy Retreat, Prime Location, Amazing

5 12
apartment , Kissimmee
This five-bedroom residence is situated in the Storey Lake Resort, Kissimmee, offering direct access to Walt Disney World Resort, with Disney's Hollywood Studios and Epcot approximately 8 kilometres away.
Spanning 280 square metres, this family-friendly holiday home accommodates up to 13 guests and boasts a private heated pool, themed children's bedrooms, a fully equipped kitchen, and access to resort amenities including a lazy river and fitness centre, all within easy reach of Old Town Kissimmee and Mystic Dunes Golf Club.
Luxury 5 Bedroom Home With Exceptional Games Room. 610 - Kissimmee, FL
9.4 130 reviews
Kissimmee, FL
24/12 – 05/01
1644 ﺩ.ﺇ/nighttotal: 19728 ﺩ.ﺇ (12 )

Luxury 5 Bedroom Home With Exceptional Games Room. 610

5 6
apartment , Kissimmee
This family-friendly vacation home is situated in Kissimmee, close to Remington Golf Club and the Osceola Center for the Arts, both within a 3km radius. The property has consistently received excellent ratings for location, cleanliness, and overall user experience.
This spacious property sleeps up to 10 guests and features five bedrooms, providing ample space for families and groups. Enjoy a range of amenities including a private pool, a dedicated games room, and a fully equipped kitchen, ensuring a comfortable and enjoyable stay.
Stars Align Storey Lake By Shine Villas Villa - Kissimmee, FL
9.5 90 reviews
Kissimmee, FL
14/10 – 18/10
1412 ﺩ.ﺇ/nighttotal: 5648 ﺩ.ﺇ (4 )

Stars Align Storey Lake By Shine Villas Villa

6 11
house , Kissimmee
This six-bedroom Kissimmee villa is ideally situated approximately 13 kilometres from Disney Springs and Gatorland, offering easy access to other attractions including Hollywood Studios, Blizzard Beach, Wide World of Sports Complex, and the Boardwalk.
This spacious 344-square-metre property boasts a private pool, jacuzzi, and fitness centre, alongside a fully equipped kitchen, laundry facilities, and free Wi-Fi; perfect for large families or groups seeking a comfortable and convenient base for exploring the theme parks.

Best Kissimmee, FL vacation rentals with air conditioning

Beautiful Family Home Near Disney World - Kissimmee, FL
9.3 180 reviews
Kissimmee, FL
02/07 – 05/07
1664 ﺩ.ﺇ/nighttotal: 4992 ﺩ.ﺇ (3 )

Beautiful Family Home Near Disney World

7 7
apartment , Kissimmee
This seven-bedroom house is situated within the Terra Verde Resort in Kissimmee, Florida, a few kilometres from Highway 192, Walt Disney World Resort, and Celebration, offering easy access to major attractions.
Sleeping up to 14 guests, this spacious property boasts a private pool, a fully equipped kitchen including a dishwasher, and access to resort amenities such as a fitness centre, spa, and various sports facilities; making it ideal for large families or groups visiting the Kissimmee area.
Dluxx Townhouse With Splash Pool At Le Reve 1144 - Kissimmee, FL
9.1 259 reviews
Kissimmee, FL
02/07 – 05/07
895 ﺩ.ﺇ/nighttotal: 2685 ﺩ.ﺇ (3 )

Dluxx Townhouse With Splash Pool At Le Reve 1144

1 8
house , Kissimmee
This Kissimmee townhome is conveniently located just a short drive from popular attractions like Gatorland and Disney Springs, making it an ideal base for exploring the area. The property consistently receives excellent ratings for its cleanliness, location, and overall user experience.
The townhome offers a comfortable and well-equipped space for your stay, featuring a private pool, a balcony, a fully equipped kitchen, and a host of amenities including free Wi-Fi, air conditioning, and parking. Guests can enjoy a relaxing dip in the pool, prepare meals in the kitchen, or simply unwind on the balcony, taking in the fresh air and views.
4 Bedrooms 4 Bathrooms Bella Vida 440 Lf - Kissimmee, FL
9.5 182 reviews
Kissimmee, FL
26/07 – 30/07
1096 ﺩ.ﺇ/nighttotal: 4384 ﺩ.ﺇ (4 )

4 Bedrooms 4 Bathrooms Bella Vida 440 Lf

1 8
house , Kissimmee
This four-bedroom property is located in Kissimmee, just under ten miles from Disney's Hollywood Studios and Disney's Wide World of Sports, making it ideal for families or groups wanting to explore the area's attractions. The house has received excellent ratings for location, cleanliness and overall user experience.
The 177 square metre house offers ample space for a comfortable stay. The property boasts a range of amenities including a swimming pool, spa, fitness centre, and a fully equipped kitchen with a dishwasher, making it perfect for relaxing and entertaining.
Gift Her A Getaway Plus Special Perks. - Kissimmee, FL
8.9 64 reviews
Kissimmee, FL
24/12 – 05/01
809 ﺩ.ﺇ/nighttotal: 9708 ﺩ.ﺇ (12 )

Gift Her A Getaway Plus Special Perks.

4 6
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.
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