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.

Beautiful Home Near Disney Private Poolbbq Downtown - Kissimmee, FL
9.8 56 reviews

Beautiful Home Near Disney Private Poolbbq Downtown

apartment, Kissimmee
This renovated vacation home is located in Historic Downtown Kissimmee, a short walk from Kissimmee Lakefront Park and an 8-mile drive from Disney World.
The 4-bedroom, 2-bathroom rental sleeps 10 guests and boasts a private pool, jacuzzi, pool table, and convenient access to restaurants, nightlife, and shopping centers like Old Town and the Florida Mall.
Cozy Renovated Older Home Near Disney - Kissimmee, FL
9.9 303 reviews

Cozy Renovated Older Home Near Disney

apartment, Kissimmee
This Kissimmee vacation rental is conveniently located near Lake Toho, just 9.7 miles from Walt Disney World and close to various shopping malls and attractions.
The three-bedroom, one-bathroom apartment sleeps five, features a full kitchen with fridge, freezer, and microwave, offers a garden, parking, and internet access, and is a short drive from the YMA pool (available for a $5 daily fee).
3120-206dr Storey Lake, Condo 2/2 Garden View - Kissimmee, FL
9.1 177 reviews

3120-206dr Storey Lake, Condo 2/2 Garden View

apartment, Kissimmee
This Kissimmee apartment is conveniently located just 4.5 miles from Gatorland and 11 miles from Florida Mall, making it easy to explore the area's attractions. It has received excellent ratings for user experience, location, and cleanliness.
The two-bedroom apartment offers 1190 square feet of space and can comfortably accommodate up to 7 guests. Enjoy a range of amenities including a swimming pool, fitness center, restaurant, and free waterpark access.
Kapp And Kappy B&b - Verona Room - Kissimmee, FL
9.8 152 reviews

Kapp And Kappy B&b - Verona Room

B&B, Kissimmee
This bed and breakfast is conveniently located in Historic Downtown Kissimmee, just a short walk from the Osceola County Clerk of the Court and Lanier's Historic Downtown Marketplace. The property consistently receives excellent ratings for cleanliness and location, making it a popular choice for travelers. The guest rooms are comfortable and well-maintained, with 120 square feet of space, and include a private bathroom. Guests can enjoy free breakfast, free Wi-Fi, and access to a shared common area with a refrigerator, microwave, and coffee/tea making facilities.

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.

9 Bedroom/ 5 Bahroom Storey Lake (4288 Pw) - Kissimmee, FL
9.8 33 reviews

9 Bedroom/ 5 Bahroom Storey Lake (4288 Pw)

apartment, Kissimmee
This 9-bedroom, 5-bathroom vacation home is located in the Storey Lake district of Kissimmee, offering a 15-20 minute drive to Walt Disney World Resort and a 25-30 minute drive to Universal Orlando Resort.
This family-friendly residence accommodates up to 27 guests with a full kitchen, air conditioning, a swimming pool, garden, and parking, providing convenient access to the shopping and dining of International Drive, just a 10-15 minute drive away.
The Ultimate 9bd Disney Getaway - Storey Lake - Kissimmee, FL
9.9 76 reviews

The Ultimate 9bd Disney Getaway - Storey Lake

apartment, Kissimmee
This nine-bedroom Kissimmee villa is located in a gated community near major theme parks, offering convenient access to attractions like Walt Disney World and Universal Orlando Resort.
The 9-bedroom, 5-bathroom home sleeps up to 21 guests and boasts a private heated pool (optional, additional cost), game room with arcade games and consoles, a private movie theater, and themed bedrooms.
Kissimmee Condo - Kissimmee, FL
9.5 23 reviews

Kissimmee Condo

apartment, Kissimmee
This Kissimmee vacation rental is conveniently located approximately 9 miles from Walt Disney World, offering easy access to major theme parks and other area attractions.
The 1,190-square-foot, three-bedroom, two-bathroom condo comfortably sleeps eight guests and includes amenities such as a fully equipped kitchen with a fridge, microwave, and dishwasher, plus free internet and parking.
New 5br/5ba Disney Pool Villa @ Storey Lake - Kissimmee, FL
9.4 48 reviews

New 5br/5ba Disney Pool Villa @ Storey Lake

apartment, Kissimmee
This Kissimmee vacation home is ideally situated near Shingle Creek Regional Park, within three miles of Capone's Dinner Show, Lake Cecile, the 192 Flea Market, and Medieval Times.
The five-bedroom, five-bathroom villa sleeps ten guests and boasts a private pool, Jacuzzi, game room, and on-site laundry facilities, plus free Wi-Fi.

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

Big Disney Home!-priv Pool/spa (Heated) Sleeps 12! - Kissimmee, FL
9.8 251 reviews

Big Disney Home!-priv Pool/spa (Heated) Sleeps 12!

apartment, Kissimmee
This Kissimmee vacation home, located in a gated community five miles from Walt Disney World and fifteen miles from Universal Studios, offers convenient access to major theme parks. This 2,000-square-foot house features four bedrooms, four bathrooms, sleeps twelve guests, and includes a private heated pool and hot tub, a game room, and access to a community clubhouse with additional amenities.
4 Bd/ 3 Ba/ Storey Lake (2893 Ss) - Kissimmee, FL
10 1 review

4 Bd/ 3 Ba/ Storey Lake (2893 Ss)

apartment, Kissimmee
This Kissimmee vacation rental, located in the Storey Lake Resort community, is approximately 9-13 miles from Walt Disney World, Universal Studios, and SeaWorld.
The four-bedroom, three-bathroom home comfortably sleeps nine guests and features a private screened-in pool, free Wi-Fi, and access to Storey Lake's amenities including multiple pools, a lazy river, and waterslides.
Perfect Getaway Close To Disney And All Attractions! Excellent Reviews! - Kissimmee, FL
9.8 114 reviews

Perfect Getaway Close To Disney And All Attractions! Excellent Reviews!

apartment, Kissimmee
This Kissimmee vacation home is located within one mile of Capone's Dinner Show and Kissimmee Go-Karts, and within three miles of the 192 Flea Market and Lake Buena Vista Factory Stores.
This 1,190-square-foot house features three bedrooms, two bathrooms, and accommodates eight guests, offering a swimming pool, jacuzzi, fitness center, tennis court, and barbecue grills.
Relax In Cozy Apt 1/1 Near To Disney-old Town - Kissimmee, FL
9.7 117 reviews

Relax In Cozy Apt 1/1 Near To Disney-old Town

apartment, Kissimmee
This newly renovated Kissimmee apartment rental is conveniently located near Disney World and Universal Studios, offering easy access to central Florida's major theme parks. This one-bedroom, one-bathroom condo sleeps four guests and features a fully equipped kitchen, a swimming pool, a jacuzzi, and a fitness center.

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.

4 Bedroom, 3 Bath Kissimmee Vacation Home - Kissimmee, FL
9.6 151 reviews

4 Bedroom, 3 Bath Kissimmee Vacation Home

apartment, Kissimmee
This Kissimmee vacation home, located off US Highway 192, offers easy access to Disney attractions and nearby golf courses.
The 1840-square-foot property boasts four bedrooms sleeping eight, a private pool and spa (optional heating available), a fully equipped kitchen with Instant Pot and air fryer, a family room with recliner theater seating, and a garage with bicycles and a pool table.

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.

Direct Resort Access~balcony~pool~upgraded Inside - Kissimmee, FL
No reviews

Direct Resort Access~balcony~pool~upgraded Inside

apartment, Kissimmee
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