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.

No Airbnb Fees! Themed Home/pool/spa/resort 243621 - Kissimmee, FL
9.8 109 reviews

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

apartment, 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.
Jacaranda Cottage - Kissimmee, FL
9.6 11 reviews

Jacaranda Cottage

apartment, Kissimmee
This Kissimmee cottage near Old Town and Lake Tohopekaliga offers easy access to Disney World, Universal Studios, and Orlando International Airport.
The two-bedroom, one-bathroom home sleeps six and includes a kitchen with a refrigerator, freezer, and microwave, plus air conditioning, Wi-Fi, and pet-friendly accommodations.
Private Suite Near Historic Downtown Kissimmee - Kissimmee, FL
9.7 12 reviews

Private Suite Near Historic Downtown Kissimmee

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.
Super Boho @ Lake Toho | Fishing | Sleeps 6 | - Kissimmee, FL
9.8 114 reviews

Super Boho @ Lake Toho | Fishing | Sleeps 6 |

apartment, Kissimmee
This historic Kissimmee townhome, located in Downtown Kissimmee, is steps from Lake Toho and a park, and within a 12- to 23-mile radius of major theme parks like Disney World and Universal Studios.
This two-bedroom, one-bathroom house sleeps seven guests and features a fully equipped kitchen with a microwave and dishwasher, air conditioning, a garden, parking, and a starter kit of toiletries; optional transportation services are available.

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.

Family-friendly Cottage Near Disney With Pool, Playground & Resort Amenities - Kissimmee, FL
No reviews

Family-friendly Cottage Near Disney With Pool, Playground & Resort Amenities

cottage, Kissimmee
This cottage in Kissimmee is located in a resort community just minutes from Disney World, Universal Orlando, and SeaWorld, and within 5 miles of the Florida Mall and Disney Springs.
This 2-bedroom, 1-bathroom house accommodates up to 4 guests and features a full kitchen, air conditioning, a swimming pool, a garden, a tennis court, and free parking.
Near Disney,convention Ctr,8br/5ba Pool House - Kissimmee, FL
8.7 170 reviews

Near Disney,convention Ctr,8br/5ba Pool House

house, Kissimmee
This Kissimmee vacation rental is located in the Crystal Cove district, within walking distance of Medieval Times and the 192 Flea Market, and a short drive to other popular attractions. The house consistently receives very good ratings for cleanliness, location, and overall experience.
This 8-bedroom, 5-bathroom home spans 3600 square feet and offers a private pool, a water park, a fitness center, a spa tub, an arcade/game room, a garden, and a tennis court. Enjoy the convenience of a fully equipped kitchen, free WiFi, and a patio.
New 9bdrm S. Facing Pool On Preserve Near Dis/univ - Kissimmee, FL
10 88 reviews

New 9bdrm S. Facing Pool On Preserve Near Dis/univ

apartment, Kissimmee
This nine-bedroom Kissimmee vacation home boasts a waterfront location, conveniently situated within three miles of the 192 Flea Market, Kissimmee Go-Karts, Medieval Times Dinner & Tournament, and Capone's Dinner Show.
This spacious property offers a private pool, jacuzzi, game room, BBQ grills, and sleeps sixteen guests, complete with a fully equipped kitchen, free Wi-Fi, and fitness center.
Cumbrian Sunset Villa - Kissimmee, FL
9.3 6 reviews

Cumbrian Sunset Villa

apartment, Kissimmee
This 4-bedroom, 3-bathroom condo in Kissimmee is located in the gated Cumbrian Lakes community, offering proximity to Walt Disney World Resort, Universal Studios Florida, and SeaWorld Orlando, all within a few miles.
This family-friendly rental accommodates up to 8 guests and features a private pool, a games room with a pool table, a lake-view BBQ, and free WiFi, perfect for a comfortable stay.

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

2978 Free Water Park/near Disney/cozy Townhouse - Kissimmee, FL
9.6 175 reviews

2978 Free Water Park/near Disney/cozy Townhouse

house, Kissimmee
This Kissimmee vacation home, near Capone's Dinner Show (2.3 miles) and 192 Flea Market (2.7 miles), offers easy access to Old Town and Medieval Times (within 6 miles).
This five-bedroom house sleeps twelve, boasts a private pool and jacuzzi, a fully equipped kitchen, and a furnished balcony; on-site amenities include a fitness center and concierge services.
Upstay - Resort Home W Cinema, Pool & Lake View - Kissimmee, FL
9.3 41 reviews

Upstay - Resort Home W Cinema, Pool & Lake View

apartment, Kissimmee
This 5-bedroom, 5-bathroom villa in Kissimmee's Bella Vida Resort offers a private screened-in patio with lake views and no rear neighbors, located within 5 miles of Walt Disney World and Universal Orlando Resort.
This family-friendly vacation home accommodates up to 10 guests and features a private swimming pool, a games room with air hockey and foosball, an in-home movie theater, and access to resort amenities including a heated pool and fitness center.
Gorgeous Resort Home Free Water Park Close2 Disney - Kissimmee, FL
9.9 43 reviews

Gorgeous Resort Home Free Water Park Close2 Disney

apartment, Kissimmee
This luxurious 5-bedroom villa, part of the Storey Lake Resort community in Kissimmee, Florida, is conveniently located within a 15-minute drive of Walt Disney World, Universal Studios, and SeaWorld, offering the "Gorgeous Resort Home Free Water Park Close2 Disney" experience.
The spacious home features a private heated pool (heating extra), a fully equipped kitchen, laundry facilities, high-speed internet, and access to the resort's Hideaway and Bronson Clubhouse amenities, including a water park with a lazy river and waterslides, accommodating up to 10 guests.
Luxury Lakeside Pool & Spa Home Close To Disney - Kissimmee, FL
No reviews

Luxury Lakeside Pool & Spa Home Close To Disney

apartment, Kissimmee
This 5-bedroom, 3-bathroom luxury vacation home is located in the gated Lake Berkley Resort neighborhood of Kissimmee, 8 miles from Walt Disney World and within 18 miles of Universal Orlando Resort and SeaWorld.
This 2310 square foot residence accommodates up to 10 guests and features a private pool and spa, a fully equipped kitchen, complimentary Wi-Fi, and is close to shopping, dining, and golf courses.

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
8.4 790 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.

Sleeps 6·bbq·game Table·clubhouse Amenities - Kissimmee, FL
No reviews

Sleeps 6·bbq·game Table·clubhouse Amenities

apartment, Kissimmee