Vacation Rentals in Kissimmee, FL

15321 available vacation rental offers

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Kissimmee, FL vacation rentals
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15321 Vacation rentals and Airbnb 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

Awesome 3 Beds Villa At Seven Dwarfs - Kissimmee, FL
9.0 1 review
Kissimmee, FL
27/06 – 04/07
₹20213/nighttotal: ₹141491 (7 )

Awesome 3 Beds Villa At Seven Dwarfs

3 2
house , Kissimmee
This Kissimmee villa is situated approximately 11.3 kilometres from Disney Springs and Gatorland, offering convenient access to major theme parks.
The 120 square metre property boasts three bedrooms, two bathrooms, sleeps up to ten guests, and includes a fully equipped kitchen, Jacuzzi, fitness centre, and free Wi-Fi.
4289 M² Villa ∙ 9 Bedrooms ∙ 18 Guests - Kissimmee, FL
Kissimmee, FL
02/07 – 06/07
₹95029/nighttotal: ₹380116 (4 )

4289 M² Villa ∙ 9 Bedrooms ∙ 18 Guests

9 17
house , Kissimmee
This luxurious 9-bedroom villa is situated within the gated Storey Lake Resort in Kissimmee, offering convenient access to Orlando's theme parks, with Walt Disney World Resort located just 8 kilometres away.
This expansive 4289 square metre property accommodates up to 18 guests, featuring 5 bathrooms, a private screened-in pool and hot tub, a games room with a pool table, air-hockey and arcade machine, and access to resort amenities including a clubhouse, mini-golf, and water park.
Gorgeous 4bd W Pool Near Disney @ Storey Lake 2963 - Kissimmee, FL
8.8 35 reviews
Kissimmee, FL
21/07 – 31/07
₹18786/nighttotal: ₹187860 (10 )

Gorgeous 4bd W Pool Near Disney @ Storey Lake 2963

4 4
apartment , Kissimmee
This four-bedroom Kissimmee holiday home is ideally located within 5km of Shingle Creek Regional Park, Kissimmee Go-Karts, and the 192 Flea Market, and 3.7km from Capone's Dinner Show.
The property boasts a private pool, fully equipped kitchen, free Wi-Fi, and access to a water park, outdoor pool, and lazy river, perfect for families or groups of up to eight.
3 Bedroom 2 Bathroom Villas At Seven Dwarfs 20-104 - Kissimmee, FL
10 3 reviews
Kissimmee, FL
03/07 – 09/07
₹16539/nighttotal: ₹99234 (6 )

3 Bedroom 2 Bathroom Villas At Seven Dwarfs 20-104

3 2
apartment , Kissimmee
This villa in The Villas At Seven Dwarfs, Kissimmee, is located 16 kilometres from SeaWorld and 34 kilometres from Universal Studios Florida, with Disney World a mere 1.6 kilometres away.
This 116 square metre property offers three bedrooms and two bathrooms for up to six guests, featuring a fully equipped kitchen, air conditioning, a swimming pool, and complimentary Wi-Fi, with access to a clubhouse and various sports facilities.

Best Kissimmee, FL holiday rentals with parking

Sunshine Resort - Kissimmee, FL
10 17 reviews
Kissimmee, FL
24/07 – 26/07
₹23960/nighttotal: ₹47920 (2 )

Sunshine Resort

3 4
apartment , Kissimmee
Sunshine Resort, a three-bedroom Kissimmee holiday home, offers convenient access to major theme parks, Downtown Orlando, and the Space Coast, with nearby recreational parks and lakes.
This eight-guest property features a fully equipped kitchen, in-home laundry, and two bathrooms with walk-in showers, all within easy reach of local attractions.
4 Bed 3 Bath Town-home With Pool Near Disney Townhouse - Kissimmee, FL
9.3 613 reviews
Kissimmee, FL
26/07 – 30/07
₹41305/nighttotal: ₹165220 (4 )

4 Bed 3 Bath Town-home With Pool Near Disney Townhouse

7 8
house , Kissimmee
This six-bedroom villa is located in Kissimmee, just 14 kilometres from Gatorland, Disney's Wide World of Sports, and Disney's Hollywood Studios. The property has received excellent ratings for location, user experience and cleanliness.
This spacious holiday home has a fully equipped kitchen, a private pool and patio, and a hot tub, fitness centre and children's playground. The villa also offers garden views, streaming services and a unique themed design.
Remodeled Retreat: Tranquil Resort Oasis Near Theme Parks - Kissimmee, FL
9.0 2 reviews
Kissimmee, FL
22/07 – 02/08
₹15448/nighttotal: ₹169928 (11 )

Remodeled Retreat: Tranquil Resort Oasis Near Theme Parks

3 7
apartment , Kissimmee
This Kissimmee resort, offering the 'Remodeled Retreat: Tranquil Resort Oasis Near Theme Parks', is conveniently located less than 1.6km from Capone's Dinner Show and Kissimmee Go-Karts, and under 3.2km from Lake Cecile and Shingle Creek Regional Park.
The 139-square-metre self-catering apartment sleeps eight guests, boasting three bedrooms, two bathrooms, a full kitchen, laundry facilities, a balcony, a Smart TV, and access to a private pool, on-site water park, hot tub, tennis court, spa, and concierge services.
New Home 3 Bedrooms Water View Disney Universal - Kissimmee, FL
10 3 reviews
Kissimmee, FL
01/07 – 03/07
₹19292/nighttotal: ₹38584 (2 )

New Home 3 Bedrooms Water View Disney Universal

1 2
house , Kissimmee
This Kissimmee dwelling offers a water view and is located approximately 16 kilometres from major Disney attractions and Universal Studios, with close proximity to Disney's Wide World of Sports, Disney Springs, and Disney's Hollywood Studios (all within 16 kilometres), Gatorland (9.3 miles), and the Boardwalk and Blizzard Beach Water Park (11 miles).
This residence accommodates up to 7 guests and features a private swimming pool, complimentary Wi-Fi, free on-site parking, and a fully equipped kitchen, with modern amenities including a flat-screen television.

Frequently asked questions about holiday rentals in Kissimmee, FL

  • What should a first-time visitor not miss in Kissimmee?

    You definitely want to check out the theme parks like Walt Disney World, Universal Orlando Resort and SeaWorld. And don't forget to visit the Kennedy Space Center Visitor Complex, it's a great way to learn about space exploration.
  • What are the best Airbnb and vacation rentals in Kissimmee, FL?

    Modern Luxury Villa In Storey Lake, 2bd/2ba Condo (Ground-level) Near Disney #71 and Amazing New Home In Storey Lake 10 Min To Disney 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.

  • Which neighborhood in Kissimmee should you consider for a vacation rental?

    The Reunion Resort area is popular, it's close to all the attractions and has lots of great amenities like golf courses and water parks. If you want to be closer to the action, try the Celebration area, which is a charming town with lots of shops and restaurants.
  • 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.

  • What are the top family-friendly attractions in Kissimmee?

    Of course, there's the theme parks, but also consider the Gatorland theme park, where you can see alligators and other reptiles. For something a bit different, try the Medieval Times dinner and tournament show, it's a fun night out for the whole family.
  • 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.

  • When is the best time to book a vacation rental in Kissimmee?

    The best time to book is during the off-season, from April to May and September to November. Prices are lower and the crowds are smaller. If you're looking for a bargain, you can often find good deals on last-minute rentals.
  • 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 events or festivals should visitors check out in and around Kissimmee?

    Kissimmee hosts a number of events and festivals throughout the year, including the Osceola County Fair in March and the Kissimmee Air & Space Show in October. You can find more information on the Kissimmee Convention & Visitors Bureau website.
  • 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.

  • What are the best budget-friendly activities in Kissimmee?

    You can take a walk or cycle around the Lakefront Park, it's a beautiful spot with a playground and picnic areas. You can also visit the Kissimmee Museum of History, which is free to enter on the first Saturday of the month.
  • What are the best restaurants with local dishes in Kissimmee?

    For a taste of Florida, try the seafood at The Boathouse Restaurant, it's on the shores of Lake Tohopekaliga. If you're looking for something a bit more casual, try the Cuban sandwiches at the Santiago's Cafe, they're delicious.
  • What are the best walking or cycling routes in Kissimmee?

    The East Tohopekaliga Trail is a paved path that runs along the lake, it's great for walking, cycling, and rollerblading. The Shingle Creek Trail is a bit more challenging, but it's a beautiful route through the wetlands.
  • Are there pet-friendly attractions in Kissimmee?

    Yes, there are a few! The Kissimmee Prairie Preserve State Park is a great place to take your dog for a walk, and you can even take them on a boat ride on the lake at the Lakefront Park.
  • What are the benefits of choosing a vacation rental in Kissimmee?

    Vacation rentals offer more space and privacy than a hotel room, and they are often more affordable, especially for larger groups. You can also find rentals with amenities like a private pool and a hot tub, which are not always available in hotels.
  • What are the top sports attractions and facilities in Kissimmee?

    The ESPN Wide World of Sports Complex is a major sports facility, hosting a variety of events throughout the year. You can also find golf courses, tennis courts, and other sports facilities throughout the area.

Destinations nearby

Best Kissimmee, FL holiday rentals with a balcony

11 Mi To Disney: Venetian Bay Villages Townhome! - Kissimmee, FL
10 1 review
Kissimmee, FL
23/07 – 08/08
₹14627/nighttotal: ₹234032 (16 )

11 Mi To Disney: Venetian Bay Villages Townhome!

3 2
house , Kissimmee
This Kissimmee townhouse is ideally situated approximately 17.7 kilometres from Walt Disney World Resort and other popular attractions such as SeaWorld and Gatorland.
This three-bedroom, two-bathroom property boasts 137 square metres of living space, comfortably accommodating up to eleven guests and featuring a private pool, Jacuzzi, and fully equipped kitchen with dishwasher; free Wi-Fi is also provided.
Gorgeous 2 Bd Apartment Close To Disney 305 3191 - Kissimmee, FL
Kissimmee, FL
21/08 – 25/08
₹18655/nighttotal: ₹74620 (4 )

Gorgeous 2 Bd Apartment Close To Disney 305 3191

1 4
apartment , Hunters Creek
This 2-bedroom apartment in Hunters Creek offers proximity to Disney attractions, situated a short distance away for convenient access to theme parks.
This 177 square meter residence features air conditioning, a fully equipped kitchen with a dishwasher, and on-site amenities including a swimming pool, jacuzzi, fitness centre, and complimentary guest parking.
Lakeview 5br With Game Room And Pool, Near Disney - Kissimmee, FL
9.5 15 reviews
Kissimmee, FL
25/12 – 03/01
₹87184/nighttotal: ₹784656 (9 )

Lakeview 5br With Game Room And Pool, Near Disney

5 11
house , Kissimmee
This five-bedroom, four-bathroom Kissimmee holiday home is situated approximately 13 kilometres from both Gatorland and Disney Springs, offering easy access to other Orlando attractions.
The 198-square-metre property sleeps up to 19 guests and boasts a private pool, garden, terrace, fully equipped kitchen, free Wi-Fi, and on-site parking; making it ideal for large families or groups visiting the theme parks.
A Great Location Five Miles From Major Theme Parks - Kissimmee, FL
8.2 33 reviews
Kissimmee, FL
26/06 – 01/07
₹17080/nighttotal: ₹85400 (5 )

A Great Location Five Miles From Major Theme Parks

3 2
apartment , Kissimmee
This three-bedroom townhouse is conveniently located in Kissimmee, just 8 kilometres from the main gate of Walt Disney World. The property has a very good user rating and is situated near US Interstate 192, offering easy access to major attractions.
The property spans 118 square metres and comfortably sleeps up to six guests. The townhouse has a full kitchen, a private patio overlooking a grassy field, and access to a clubhouse with a swimming pool, a jacuzzi, and a gym.

Best Kissimmee, FL holiday rentals with air conditioning

Remington Family Fun Comfort & Sunshine  4br Villa W/ Pool - Kissimmee, FL
9.0 142 reviews
Kissimmee, FL
02/07 – 05/07
₹31807/nighttotal: ₹95421 (3 )

Remington Family Fun Comfort & Sunshine 4br Villa W/ Pool

4 8
apartment , Kissimmee
This family-friendly house is located in Kissimmee, within easy reach of Remington Golf Club and Osceola Center for the Arts. The property has received very good ratings for cleanliness and user experience, with an excellent location rating.
The four-bedroom house can comfortably accommodate up to eight guests. It offers a fully equipped kitchen, a swimming pool, a tennis court, and a washing machine, as well as parking and table tennis for leisure activities.
4230pd 5bd-4ba - Storey Lake - Cozy Familiar Home - Kissimmee, FL
9.5 74 reviews
Kissimmee, FL
27/06 – 04/07
₹29074/nighttotal: ₹203518 (7 )

4230pd 5bd-4ba - Storey Lake - Cozy Familiar Home

5 12
house , Kissimmee
This five-bedroom townhouse is located in the Storey Lake Resort community in Kissimmee, Florida, offering convenient proximity to Walt Disney World (8km), SeaWorld (11km), and Universal Studios Florida (under 16km).
Sleeping up to 13 guests, the property boasts a private screened pool, access to Storey Lake Resort amenities (including a fitness centre and multiple clubhouses), a fully equipped kitchen, and a Mickey Mouse-themed bedroom.
185 M² House ∙ 3 Bedrooms ∙ 8 Guests - Kissimmee, FL
Kissimmee, FL
31/07 – 01/09
₹17690/nighttotal: ₹566080 (32 )

185 M² House ∙ 3 Bedrooms ∙ 8 Guests

3 2
house , Kissimmee
Accommodation for 8 guests. You will be in Kissimmee.
Services and facilities include free parking, a kitchen and a washing machine. This house in Kissimmee is ideal for families.
4 Bdrm Villa In Gated Resort W Private Pool - 402 - Kissimmee, FL
9.4 40 reviews
Kissimmee, FL
08/07 – 15/07
₹20433/nighttotal: ₹143031 (7 )

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.
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