Kissimmee, FL Short term rentals

9426 available short term rental offers

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

Find Short-Term Rentals in Downtown of Kissimmee, FL

Walk effortlessly to major urban landmarks by reserving central short-term rentals in Kissimmee, FL, keeping downtown entertainment fully accessible.

Private Suite Near Old Town And Theme Parks - Kissimmee, FL
9.7 12 reviews

Private Suite Near Old Town And Theme Parks

apartment, Kissimmee
This renovated 1-bedroom suite is located on a quiet corner lot in Kissimmee, offering a 25-minute drive to Walt Disney World and Universal Studios, and is 1 mile from Historic Downtown Kissimmee.
This private suite accommodates up to 3 guests and features air conditioning, a full kitchen, internet, and ample parking, with Kissimmee Lakefront Park nearby for scenic views.
Cozy Private Suite , Just 15 Miles To Disney Parks - Kissimmee, FL
9.8 235 reviews

Cozy Private Suite , Just 15 Miles To Disney Parks

hotel, Kissimmee
This Kissimmee apartment rental is conveniently located approximately 20 minutes from major theme parks like Walt Disney World, SeaWorld, Universal Orlando Resort, Volcano Bay, and Fun Spot America.
The one-bedroom, one-bathroom unit sleeps three guests comfortably, offering a private kitchen with a fridge and microwave, high-speed internet, a dedicated workspace, and designated parking; enjoy a private entrance and access to a garden.
Compass Cottage 2 - Kissimmee, FL
9.7 7 reviews

Compass Cottage 2

apartment, Kissimmee
This 2-bedroom, 1-bathroom condo for rent in Kissimmee is located a mile from downtown Kissimmee and Lake Toho, and ten miles from Disney attractions, with convenient access to Kissimmee International Airport.
This vacation rental accommodates up to 4 guests and features a fully equipped kitchen, air conditioning, on-site laundry, and two security cameras for added peace of mind.
1 Bd Apt Close To Disney/universal/shopping/dining - Kissimmee, FL
9.2 8 reviews

1 Bd Apt Close To Disney/universal/shopping/dining

apartment, Kissimmee
This Kissimmee vacation rental is conveniently located near major attractions, approximately 11 miles from SeaWorld Orlando, 12 miles from Disney Springs, and 5.4 miles from Gatorland.
The 600-square-foot apartment features one bedroom, one bathroom, sleeps seven guests, and includes free Wi-Fi, free parking, and a fully equipped kitchen with a microwave and refrigerator.

Traveler-Approved Family Short-Term Rentals in Kissimmee, FL

Keep the little ones entertained in Kissimmee, FL by choosing a family rental located just steps away from the city’s top attractions.

4 Bed Pool Villa At Beautiful Terra Verde Resort Close To Disney And Universal - Kissimmee, FL
10 52 reviews

4 Bed Pool Villa At Beautiful Terra Verde Resort Close To Disney And Universal

apartment, Kissimmee
This 4-bedroom villa is located in a rural area of Kissimmee, just a short drive from Medieval Times, Give Kids the World Village, and Kissimmee Go-Karts. The resort has received excellent user ratings, making it a popular choice for families.
The 1640 square foot villa comfortably accommodates eight guests with three bathrooms. Enjoy a private pool, fitness center, sauna, and a range of other amenities, perfect for a relaxing and fun-filled vacation.
6br Disney Villa | Pool, Spa & Game Room - Kissimmee, FL
9.8 37 reviews

6br Disney Villa | Pool, Spa & Game Room

apartment, Kissimmee
This spacious Kissimmee vacation home is located approximately 7 miles from Walt Disney World and 15 miles from Universal Studios, offering easy access to major theme parks and attractions.
The 2,800-square-foot property boasts a 6-bedroom, 5.5-bathroom layout, accommodating up to 14 guests and featuring a private heated pool, hot tub, game room, and fully equipped kitchen.
Game Room | Themed Bedrooms | Private Pool | 1831 - Kissimmee, FL
10 14 reviews

Game Room | Themed Bedrooms | Private Pool | 1831

apartment, Kissimmee
This 11-bedroom, 10-bathroom luxury villa in Kissimmee's Veranda Palms district offers a spacious retreat with excellent ratings for location, cleanliness, and user satisfaction, providing easy access to major tourist attractions and theme parks. This family-friendly residence accommodates up to 30 guests and features a full kitchen, air conditioning, a swimming pool, garden, sauna, and parking, ensuring a comfortable and entertaining stay.
Amazing Home Near Parks W/ Pool & Spa - Kissimmee, FL
10 9 reviews

Amazing Home Near Parks W/ Pool & Spa

apartment, Kissimmee
This 4-bedroom, 4-bathroom villa in Kissimmee's Bela Vida Resort offers a gated community experience with 24-hour security, Italian-style gardens, and lakes, conveniently located for access to major Disney attractions.
This family-friendly condo accommodates up to 10 guests and features a private pool with jacuzzi, a game room, air conditioning, internet, a full kitchen, and access to resort amenities including community pools and walking trails.

Frequently Asked Questions about short term rentals in Kissimmee, FL

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

    Kissimmee is known for its theme parks, so you definitely want to check out Walt Disney World, Universal Orlando Resort, and SeaWorld. But if you're looking for something a little different, head over to the Old Town, a historic district with shops, restaurants, and a classic amusement park. You can even ride a vintage carousel!
  • What are the best short term rentals in Kissimmee, FL?

  • What are the top nightlife spots and party destinations in Kissimmee?

    Kissimmee offers top nightlife spots and party destinations like Old Town Kissimmee, Cowboys Orlando, and the House of Blues at Disney Springs, which provide a lively atmosphere and entertainment for party lovers.
  • What kind of weather can travelers expect in Kissimmee?

    Kissimmee has a subtropical climate, so expect warm temperatures year-round. Summers are hot and humid, with temperatures in the 90s. Winters are mild, with average temperatures in the 60s. We get a lot of sunshine, so pack your sunscreen!
  • What are the best short term rentals with a pool in Kissimmee, FL?

  • Which restaurants and bars in Kissimmee offer the best party atmosphere?

    Restaurants and bars like Bahama Breeze, Yard House, and Splitsville Luxury Lanes offer a fun and vibrant party atmosphere in Kissimmee, with live music, dancing, and a lively ambiance.
  • What are the most popular festivals and events in Kissimmee?

    You'll find tons of fun events throughout the year in Kissimmee. The Osceola County Fair is a big one, with rides, games, and live music. The Kissimmee Air Show is another popular event, featuring impressive aerial displays. And don't forget about the annual Chili Cook-Off, where you can sample some of the best chili in the area.
  • What are the best short term rentals with a jacuzzi in Kissimmee, FL?

  • Are there organized bar crawls or pub tours for a fun way to explore the nightlife in Kissimmee?

    While organized bar crawls or pub tours may not be as prevalent in Kissimmee as in other cities, visitors can still enjoy a fun way to explore the nightlife by hopping between the various bars and venues in areas like Old Town Kissimmee or Disney Springs.
  • Are there any famous stadiums or sports arenas in Kissimmee?

    Kissimmee doesn't have any major league stadiums or arenas, but we do have the Silver Spurs Arena, which hosts a variety of events, including concerts, rodeos, and sporting events. It's a great place to catch a local game or see a big-name performer.
  • What are the best short term rentals for families and kids in Kissimmee, FL?

  • Is it easy to get around at night in Kissimmee?

    Yes, it is relatively easy to get around at night in Kissimmee, especially if you have your own transportation or use rideshare services like Uber or Lyft. However, it's always advisable to plan your transportation in advance, especially if you plan to enjoy the nightlife and consume alcohol.
  • What notable natural landmarks are near Kissimmee?

    Kissimmee is close to some beautiful natural areas. You can visit the Kissimmee Prairie Preserve State Park, which is a great place for hiking, camping, and wildlife viewing. Or head over to the Lake Tohopekaliga, where you can go boating, fishing, and swimming. The area is also known for its beautiful sunsets, so be sure to catch one during your trip.
  • What are the most popular festivals and events in Kissimmee for party lovers?

    Some popular festivals and events in Kissimmee for party lovers include the Mardi Gras celebration at Universal Orlando Resort, the Epcot International Food & Wine Festival, and various themed parties and events hosted by local bars and venues throughout the year.
  • What part of Kissimmee is ideal for finding lodging?

    You'll find plenty of hotels and resorts near the theme parks, which is a great option if you plan to spend most of your time at Disney World, Universal, or SeaWorld. If you're looking for something a little more affordable, check out the areas near Old Town or the Kissimmee Lakefront. You'll find a variety of options, from budget-friendly motels to upscale hotels.
  • Are there any shops in Kissimmee that sell party essentials and unique souvenirs?

    Yes, visitors can find shops in Kissimmee like Party City, Celebration Town Center, or local gift shops that offer party essentials and unique souvenirs, allowing you to bring home memories of your party experience in Kissimmee.

Popular destinations

Best Kissimmee, FL Short term rentals with a jacuzzi

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

Charming , 2 Bedroom , 1 Bath - Kissimmee, FL
9.8 23 reviews

Charming , 2 Bedroom , 1 Bath

apartment, Kissimmee
This Kissimmee vacation home is conveniently located within two miles of Shingle Creek Regional Park, the 192 Flea Market, and Medieval Times dinner theater.
This 600-square-foot property boasts two bedrooms, one bathroom, and accommodates up to four guests, featuring a private pool, free Wi-Fi, and a fully equipped kitchen with a refrigerator and microwave.
Very Close To Disney And Universal - Kissimmee, FL
9.8 129 reviews

Very Close To Disney And Universal

apartment, Kissimmee
This Kissimmee villa is ideally situated within three miles of Capone's Dinner Show, the 192 Flea Market, and Lake Buena Vista Factory Stores, and 1.9 miles from Medieval Times.
This 1700-square-foot, five-bedroom, four-bathroom house sleeps ten and boasts a private pool, spa, fitness center, tennis court, and fully equipped kitchen; nearby attractions include a water park.
Stylish 3br W/ Hot Tub - Near Disney - Kissimmee, FL
9.6 46 reviews

Stylish 3br W/ Hot Tub - Near Disney

house, Kissimmee
This Kissimmee vacation home is conveniently located within a 5km radius of popular attractions like Medieval Times, 192 Flea Market, and Give Kids the World Village, offering easy access to entertainment and family-friendly activities. The property consistently receives excellent ratings for location, cleanliness, and overall user experience.
This 3-bedroom house comfortably accommodates up to 6 guests, making it perfect for families or groups of friends. The house features a fully equipped kitchen, a relaxing patio, a swimming pool, a jacuzzi, and free Wi-Fi, ensuring a comfortable and enjoyable stay.
Spacious 3-bedrooms Condo - 10 Mins To Disney - Kissimmee, FL
10 10 reviews

Spacious 3-bedrooms Condo - 10 Mins To Disney

apartment, Kissimmee
This 3-bedroom, 2-bathroom condo is located in Kissimmee, just 8 miles from Walt Disney World and a 25-minute drive from Universal Studios Florida.
This family-friendly apartment offers a fully equipped kitchen, high-speed Wi-Fi, air conditioning, a swimming pool, hot tub, sauna, fitness center, and complimentary parking for two vehicles, accommodating up to 6 guests with a special Disney-themed children's room.

Top Luxury Short-Term Rentals in Kissimmee, FL

For those who appreciate quality, a high-end short-term rental in Kissimmee, FL delivers on every front.

Penthouse Close To Disney Area And Malls Water View - Kissimmee, FL
8.9 216 reviews

Penthouse Close To Disney Area And Malls Water View

aparthotel, Lake Buena Vista
Blue Heron Beach Resort is located in Lake Buena Vista, just a short drive from Walt Disney World Resort and Prime Outlets Orlando, making it a convenient choice for families and shoppers. The resort has received very good ratings for cleanliness and user experience, and an excellent rating for location.
The resort offers a variety of accommodations, including spacious suites with full kitchens. Guests can enjoy a relaxing day by the pool, work out at the fitness center, or take advantage of the on-site restaurant and bar.

Top-Rated Pet-Friendly Short-Term Rentals in Kissimmee, FL

City travel with a pet is seamless thanks to short-term rentals in Kissimmee, FL located near dog parks and walking routes.

Peaceful & Clean Family Home Near Disney & Airport - Kissimmee, FL
9.7 179 reviews

Peaceful & Clean Family Home Near Disney & Airport

house, Kissimmee
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