Kissimmee, FL Short term rentals

6491 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

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 3771 reviews
Kissimmee, FL
07/20 – 07/29
$191/nighttotal: $1719 (9 )

Penthouse Close To Disney Area And Malls Water View

2 7
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.

Best Kissimmee, FL Short term rentals with a jacuzzi

Among the 6491 accommodations in Kissimmee, FL, here are the 4 best rentals with a jacuzzi

Contemporary Pool Home - Near International Drive Orlando - Kissimmee, FL
9.4 374 reviews
Kissimmee, FL
07/03 – 07/05
$453/nighttotal: $906 (2 )

Contemporary Pool Home - Near International Drive Orlando

3 5
apartment , Southchase
This Williamsburg apartment is ideally situated near Orlando's major theme parks, attractions, and the airport, making it a convenient base for exploring the area. It has received excellent ratings for location, cleanliness, and overall user experience. The spacious three-bedroom, two-bathroom home provides 1500 square feet of comfortable living space. The apartment offers a range of amenities, including a private pool, spa, fully equipped kitchen, and a covered patio for relaxing and enjoying the Florida sunshine.
2br 4 Beds Universal Disney Free Parking Wifi Pool-hot Spa Coffee Shopping Malls - Kissimmee, FL
8.8 3 reviews
Kissimmee, FL
07/04 – 07/14
$169/nighttotal: $1690 (10 )

2br 4 Beds Universal Disney Free Parking Wifi Pool-hot Spa Coffee Shopping Malls

2 2
apartment , Kissimmee
This Kissimmee condo rental is conveniently located less than a mile from Shingle Creek Regional Park and the 192 Flea Market, with Medieval Times Dinner & Tournament and the Kissimmee Sports Arena & Rodeo within three miles.
This 1,020-square-foot, two-bedroom, two-bathroom unit sleeps six and boasts a fully equipped kitchen, private balcony, fitness center access, swimming pool, Jacuzzi, and tennis court, all within a smoke-free environment.
Sunny 2 Bedrooms, 2 Bathrooms Kissimmee Condo! - Kissimmee, FL
Kissimmee, FL
08/14 – 08/16
$165/nighttotal: $330 (2 )

Sunny 2 Bedrooms, 2 Bathrooms Kissimmee Condo!

2 2
apartment , Kissimmee
This 2-bedroom, 2-bathroom condo in Kissimmee is a short drive from Reunion Resort Golf Course and Mystic Dunes Golf Club, and within easy reach of Old Town, Disney Springs™, ESPN Wide World of Sports Complex, and Walt Disney World® Resort.
This pet-friendly apartment accommodates up to 6 guests with a queen bed, twin beds, and a sofa bed, offering amenities like air conditioning, WiFi, a microwave, a dishwasher, an outdoor pool, and a hot tub.
Luxury • Modern • Close2disney • 3bed • 2bath - Kissimmee, FL
9.5 348 reviews
Kissimmee, FL
09/09 – 09/19
$135/nighttotal: $1350 (10 )

Luxury • Modern • Close2disney • 3bed • 2bath

3 6
apartment , Kissimmee
This Kissimmee condo, located approximately 7.6 to 8.5 miles from Disney World's theme parks and Disney Springs, offers easy access to major attractions like Gatorland (8.6 miles away).
The three-bedroom vacation rental boasts a fully equipped kitchen, two bathrooms, a private terrace, and access to resort amenities including a swimming pool, jacuzzi, fitness center, and tennis court; sleeps up to six guests comfortably.

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.

Destinations nearby

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.

Special Offer- High Ceiling/themed Br/spa 4261pw - Kissimmee, FL
9.4 87 reviews
Kissimmee, FL
07/13 – 07/17
$447/nighttotal: $1788 (4 )

Special Offer- High Ceiling/themed Br/spa 4261pw

5 15
apartment , Kissimmee
This Kissimmee vacation home, located just 8 miles from Disney World and SeaWorld, offers convenient access to major theme parks and the Orange County Convention Center.
The five-bedroom, five-bathroom house sleeps up to 15 guests and features a private pool, spa, game room with pool table and air hockey, and access to Storey Lake Clubhouse amenities including a gym, sports courts, and a lazy river.
Villa Near Disney World, Universal Studios And Sea World - Kissimmee, FL
9.6 247 reviews
Kissimmee, FL
12/21 – 12/26
$305/nighttotal: $1525 (5 )

Villa Near Disney World, Universal Studios And Sea World

1 6
studio , Kissimmee
This Kissimmee vacation home boasts a prime location near Disney World, Universal Studios, and SeaWorld, with Orlando International Airport a convenient 35-minute drive away.
The 1500-square-foot property features four bedrooms, four bathrooms, a private pool and jacuzzi, a fully equipped kitchen with Whirlpool appliances, and accommodates up to a family of eight, offering easy access to nearby restaurants and supermarkets.
Beautiful 3 Bedroom Villa On The Lake - No Carpet!  New Hot Tub - Kissimmee, FL
9.7 80 reviews
Kissimmee, FL
07/20 – 07/29
$252/nighttotal: $2268 (9 )

Beautiful 3 Bedroom Villa On The Lake - No Carpet! New Hot Tub

3 7
apartment , Kissimmee
This private vacation villa is located in a resort community in Kissimmee, just 15 minutes from Disney World. The property has excellent user, location, and cleanliness ratings.
This three-bedroom villa comfortably sleeps eight guests and features a spacious 1250 square feet of living space. You'll enjoy access to a wide array of resort amenities, including pools, jacuzzis, a basketball court, tennis court, mini golf, playground, movie theater, gym, sauna, tiki bar, and more.
Oasis Luxury 9bd Lakefront/freeresort 5mi/disney - Kissimmee, FL
10 2 reviews
Kissimmee, FL
09/30 – 09/30
$650/nighttotal: $237250 (365 )

Oasis Luxury 9bd Lakefront/freeresort 5mi/disney

1 11
apartment , Kissimmee
This 9-bedroom lakefront condo in Kissimmee is located 5 miles from Walt Disney World, 7 miles from SeaWorld Orlando, and 10 miles from Universal Studios Florida.
This family-friendly vacation home accommodates up to 24 guests with a private pool, spillover spa, fully equipped gourmet kitchen, and access to Storey Lake's Hideaway Club amenities including a resort pool, lazy river, and fitness center.

Best Kissimmee, FL lodging with parking

Last Minute Disney Getaway! Townhouse With Private Pool. Book Now! #49423 - Kissimmee, FL
9.1 58 reviews
Kissimmee, FL
12/23 – 12/31
$539/nighttotal: $4312 (8 )

Last Minute Disney Getaway! Townhouse With Private Pool. Book Now! #49423

4 7
apartment , Kissimmee
Storey Lake Resort 640 is located in Kissimmee, within a 5km radius of Capone's Dinner Show, Kissimmee Go-Karts, and the 192 Flea Market, making it easy to access popular attractions. The resort consistently receives excellent ratings for its location, cleanliness, and overall user experience.
The home is perfect for families and groups, with 4 bedrooms and a capacity of 11 guests. Amenities include a private pool, fully equipped kitchen, laundry facilities, and modern features like air conditioning, internet, and a TV.
Cosy Kissimmee Pool Home W/games Room In Secluded Community. Near Disney - Kissimmee, FL
8.8 62 reviews
Kissimmee, FL
08/10 – 08/24
$137/nighttotal: $1918 (14 )

Cosy Kissimmee Pool Home W/games Room In Secluded Community. Near Disney

3 2
apartment , Kissimmee
This vacation rental is conveniently located in Windward Cay, Kissimmee, within a 3km radius of Medieval Times, Kissimmee Go-Karts, and the 192 Flea Market, offering easy access to entertainment and shopping. This apartment has received very good user ratings, and excellent location and cleanliness ratings.
The home has 3 bedrooms and is 2020 square feet, providing ample space for families or groups. Guests can enjoy a private pool, outdoor pool, garden, barbecue grills, a fully equipped kitchen, free WiFi, and free parking.
Think Pink In Kissimmee - Gorgeous 2bd With Free Wifi, Free Parking And More!! - Kissimmee, FL
9.6 11 reviews
Kissimmee, FL
07/01 – 07/02
$289/nightfor 1 night

Think Pink In Kissimmee - Gorgeous 2bd With Free Wifi, Free Parking And More!!

2 2
apartment , Kissimmee
This 1010 sq ft, 2-bedroom, 2-bathroom condo in Kissimmee accommodates up to 4 guests and is located just 1 mile from Walt Disney World and Universal Studios, with convenient access to shopping and dining at Disney Springs, Old Town Kissimmee, and The Loop. Enjoy resort-style amenities including a swimming pool and walking trails, along with an in-unit washer/dryer, stainless steel appliances, and a private balcony, all with free parking and complimentary cleanup.
The Charm Of Kissimmee | Pool | Near To Disney - Kissimmee, FL
9.6 58 reviews
Kissimmee, FL
07/24 – 07/26
$240/nighttotal: $480 (2 )

The Charm Of Kissimmee | Pool | Near To Disney

1 6
apartment , Kissimmee
This Kissimmee townhouse boasts a central location, approximately 25 minutes from Walt Disney World, 30 minutes from Universal Orlando Resort and Volcano Bay, and 30 minutes from Orlando International Airport (MCO).
The three-bedroom, two-and-a-half-bathroom home comfortably sleeps six guests and features a private swimming pool, Jacuzzi, and fitness center, along with a fully equipped kitchen including a fridge, freezer, microwave, and dishwasher.
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