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.

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.
No Airbnb Fees! Themed Home/pool/spa/resort 243621 - Kissimmee, FL
9.8 111 reviews

No Airbnb Fees! Themed Home/pool/spa/resort 243621

house, Kissimmee
This Kissimmee vacation home, "No Airbnb Fees! Themed Home/pool/spa/resort 243621," is conveniently located near major Orlando theme parks, 7-12 miles from attractions like Hollywood Studios and Universal Studios.
The five-bedroom, five-bathroom house sleeps twelve guests and boasts themed bedrooms (Mickey, Minions, Star Wars, Harry Potter, Princess), a private pool and spa, plus access to a clubhouse with multiple pools, water slides, a lazy river, and a mini-golf course.
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.

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.

Big Disney Home! Heated Priv Pool-5 Beds Lake View - Kissimmee, FL
9.8 300 reviews

Big Disney Home! Heated Priv Pool-5 Beds Lake View

apartment, Kissimmee
This Kissimmee vacation home sits less than a mile from Shingle Creek Regional Park and Capone's Dinner Show, and within two miles of Kissimmee Go-Karts and the 192 Flea Market.
This 2,000-square-foot property boasts four bedrooms, sleeps eight guests, includes a private pool, spa, fitness center, and tennis court, plus a fully equipped kitchen and game room.
Home Away From Home - Kissimmee, FL
9.8 16 reviews

Home Away From Home

apartment, Kissimmee
This five-bedroom vacation home is located in the Cumbrian Lakes neighborhood of Kissimmee, Florida, a 15-18 minute drive from Walt Disney World and near Old Town and various shopping centers.
This 2700-square-foot rental boasts five bedrooms and five bathrooms, accommodating up to ten guests, and features a private pool, a fully equipped kitchen, and free internet access; optional pool heating and a gas grill rental are available.
Roomy House Near Disney With Resort Pool And Patio Bbq - Kissimmee, FL
No reviews

Roomy House Near Disney With Resort Pool And Patio Bbq

apartment, Kissimmee
Apartment. You will be located in Kissimmee.
Facilities and services include a jacuzzi, a dish washer and a fitness center. This apartment in Kissimmee is ideal for families.
Sw40 - 3br Apartment Near Attractions - Kissimmee, FL
9.8 109 reviews

Sw40 - 3br Apartment Near Attractions

apartment, Kissimmee
This 3-bedroom, 2-bathroom condo is located in the SweetWater Club Resort in Kissimmee, Florida, 5 miles from Walt Disney World Resort and 10 miles from Universal Studios Orlando.
This family-friendly apartment offers accommodations for up to 6 guests, featuring a fully equipped kitchen, complimentary WiFi, a private balcony, and access to a community pool, fitness center, and tennis court, including a unique Mickey-Themed Room.

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

Beautiful 4br Home W/ Modern Design - Kissimmee, FL
9.2 14 reviews

Beautiful 4br Home W/ Modern Design

apartment, Kissimmee
This spacious Kissimmee vacation home is located in the Summer Flowers community, near US-192, a short drive from Walt Disney World, Universal Studios, and two minutes from a Walmart Supercenter.
The 1,650-square-foot property boasts four bedrooms, three bathrooms, and sleeps up to eleven guests, featuring amenities such as a community pool, multiple Smart TVs, high-speed Wi-Fi, and a fully equipped kitchen with a microwave and dishwasher.
4br Bella Vida Escape! Near Disney | Heated Pool - Kissimmee, FL
8.1 64 reviews

4br Bella Vida Escape! Near Disney | Heated Pool

house, Kissimmee
This Bellavida vacation home in Kissimmee is conveniently located within 1.2 miles of Medieval Times, the 192 Flea Market, and Shingle Creek Regional Park, and within 3.1 miles of Give Kids the World Village and Kissimmee Go-Karts.
This four-bedroom house features a private pool, fully equipped kitchen, furnished balcony, on-site fitness center, and jacuzzi, accommodating families or groups with easy access to free Wi-Fi in common areas and a DVD player.
Magic Lake View Villa 5* Heated Pool & Spa Disney - Kissimmee, FL
9.3 256 reviews

Magic Lake View Villa 5* Heated Pool & Spa Disney

apartment, Kissimmee
This 4-bedroom villa is located in the Lake Berkley Resort, a gated community in Kissimmee, just 7.8 miles from Walt Disney World. The villa has received excellent ratings for its location, cleanliness, and overall experience.
The 2,100 square foot villa comfortably accommodates up to 11 guests and features a private heated pool and hot tub overlooking a 14-acre fishing lake. Guests can enjoy access to resort amenities including a clubhouse with a heated infinity pool, tennis courts, basketball courts, a gym, and a fishing lake.
Modern Condo W/ Free Resort & Mins To Disney! - Kissimmee, FL
9.7 104 reviews

Modern Condo W/ Free Resort & Mins To Disney!

apartment, Hunters Creek
The Purple Chair Condo is conveniently located in the heart of Kissimmee, just minutes from Shingle Creek Regional Park, Lake Buena Vista Factory Stores, and Kissimmee Go-Karts. Guests consistently rate this accommodation excellent for location, cleanliness, and overall experience.
This modern and elegant condo offers 1190 square feet of space, with two bedrooms and two bathrooms, comfortably accommodating up to six guests. Enjoy a range of amenities including a swimming pool, jacuzzi, fitness center, tennis court, and a spa tub, along with free WiFi and a fully equipped kitchen.

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.

3br House At Terra Verde With Private Jacuzzi - Kissimmee, FL
9.6 139 reviews

3br House At Terra Verde With Private Jacuzzi

house, Kissimmee
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