Kissimmee, FL Short term rentals

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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.

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.
Superb Value Resort Townhome Near Shopping - Kissimmee, FL
9.2 66 reviews

Superb Value Resort Townhome Near Shopping

house, Kissimmee
This 4-bedroom townhome is located in Historic Downtown Kissimmee, just a short walk from Kissimmee Lakefront Park and Lake Tohopekaliga. The resort has received excellent ratings for location, cleanliness, and overall user experience.
The 1290-square-foot townhome comfortably accommodates 8 guests. It offers a fully equipped kitchen, a washing machine, a dining area, a private spa tub, a swimming pool, and free Wi-Fi in public areas.
Kapp And Kappy B&b - Verona Room - Kissimmee, FL
9.8 194 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.
3120-206dr Storey Lake, Condo 2/2 Garden View - Kissimmee, FL
9.1 172 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.

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.

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

Direct Resort Access~balcony~pool~upgraded Inside

apartment, Kissimmee
This 3-bedroom, 2-bathroom condo in Kissimmee's Lake Berkley Resort offers direct resort access from its patio and is located within a short drive of Walt Disney World Resort, Disney's Hollywood Studios, Universal Orlando Resort, Mystic Dunes Golf Club, and Reunion Resort Golf Course, with Old Town and Disney Springs also nearby.
This family-friendly residence accommodates up to 8 guests and features a fully equipped kitchen, smart TVs in all bedrooms and the living room, a private balcony off the primary suite, and access to community amenities including swimming pools, a spa, a jacuzzi, a fitness center, and walking trails.
Apartment ∙ 4 Bedrooms ∙ 12 Guests - Kissimmee, FL
No reviews

Apartment ∙ 4 Bedrooms ∙ 12 Guests

apartment, Kissimmee
This family-friendly vacation townhome in Kissimmee is located a 15-20 minute drive from Walt Disney World Resort, with shopping, dining, and grocery stores within a 5-10 minute drive.
This spacious 4-bedroom, 3-bathroom townhome accommodates up to 12 guests and features a fully equipped kitchen, two master suites (one with a whirlpool tub), and access to resort amenities including a pool, fitness center, tennis courts, and playground.
Close To Disney! No Extra Fees! Gated! Clean & Comfy! Family Friendly! - Kissimmee, FL
10 246 reviews

Close To Disney! No Extra Fees! Gated! Clean & Comfy! Family Friendly!

apartment, Kissimmee
This Kissimmee vacation home boasts a lakeside location, less than a mile from Capone's Dinner Show and Kissimmee Go-Karts, and under three miles from the 192 Flea Market and Lake Buena Vista Factory Stores.
The 1300-square-foot property features three bedrooms, two bathrooms, sleeps eight guests, and includes a private pool, jacuzzi, and access to an on-site water park, fitness center, and tennis court.
Cozy 4br Pool Home Near Disney - Kissimmee, FL
9.7 37 reviews

Cozy 4br Pool Home Near Disney

apartment, Kissimmee
This Kissimmee vacation rental is ideally located in a quiet neighborhood, a short drive from Disney World, Universal Orlando Resort, and SeaWorld, with easy access to shopping and dining.
This spacious four-bedroom, two-bathroom home comfortably sleeps nine guests and features a private screened-in pool, a fully equipped kitchen, high-speed Wi-Fi, and game room amenities including foosball and ping pong.

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

Luxury Chic, Modern Home, Prime Location - Kissimmee, FL
10 1 review

Luxury Chic, Modern Home, Prime Location

apartment, Kissimmee
This five-bedroom Kissimmee townhome, part of Storey Lake Resort, offers easy access to Disney World, Disney's Hollywood Studios, and Epcot.
The 2130-square-foot property features a private heated pool (heating is a paid service), in-unit laundry, a fully equipped kitchen, and sleeps up to 12 guests, with themed bedrooms (Frozen and Mickey Mouse) and access to resort amenities including a lazy river and waterslides.
Luxury Home - Grand Cumbrian - Kissimmee, FL
9.5 154 reviews

Luxury Home - Grand Cumbrian

apartment, Kissimmee
This Kissimmee vacation home is located in Cumbrian Lakes, a short distance from attractions like Green Meadows Petting Farm and Give Kids the World Village. The home has consistently received excellent ratings for location, cleanliness, and user experience.
This 4-bedroom house offers ample space and comfort for families or groups. Guests can enjoy a private pool, jacuzzi, spa, fitness center, and a variety of other amenities for a relaxing and enjoyable stay.
Fancy Renovated 3/2 Apt Close To Parks W Amenities - Kissimmee, FL
9.8 303 reviews

Fancy Renovated 3/2 Apt Close To Parks W Amenities

apartment, Kissimmee
This Kissimmee vacation rental is situated in a villa community, just a short walk from parks, shops, and entertainment options. It has consistently received excellent ratings for location, cleanliness, and overall experience.
The three-bedroom apartment comfortably accommodates up to six guests, offering a spacious and relaxing retreat. Enjoy amenities like a private balcony, a swimming pool, and a fitness center, making your stay both comfortable and enjoyable.
Beautifully Furnished 4 Bedroom 2 1/2 Bathroom. Close To Theme Parks. - Kissimmee, FL
9.0 6 reviews

Beautifully Furnished 4 Bedroom 2 1/2 Bathroom. Close To Theme Parks.

apartment, Kissimmee
This Kissimmee condo near Walt Disney World Resort and Old Town provides easy access to major theme parks, golf courses like Mystic Dunes Golf Club, and ESPN Wide World of Sports Complex.
This four-bedroom, two-bathroom vacation rental sleeps up to ten guests and features a king, queen, and two twin beds, a fully equipped kitchen with microwave and dishwasher, in-unit laundry, Wi-Fi, and access to a clubhouse with a pool, jacuzzi, gym, and playground.

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 3768 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.

Minutes To Disney! Gated 3br Resort Townhome - Kissimmee, FL
No reviews

Minutes To Disney! Gated 3br Resort Townhome

apartment, Kissimmee
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