What would be a good 2-days itinerary for visiting Kissimmee?

On your first day, head to the Walt Disney World Resort for a day of fun and excitement. You can visit the Magic Kingdom, Epcot, Hollywood Studios, or Animal Kingdom. In the evening, enjoy a delicious dinner at one of the many restaurants at Disney Springs. On your second day, explore the Kissimmee Prairie Preserve State Park for a unique experience. You can go hiking, biking, or horseback riding. In the afternoon, visit the Polk Museum of Art to learn about the history and culture of the area.

What are the best cottages in Kissimmee?

Among the cottages in Kissimmee, Ju Super Duper Tiny House - 15 Minutes To Disney , Entire Cottage For 5 - Close To Disney - Universal and Entire Cottage Close To Disney - Universal - Airport are the most popular ones.

What part of Kissimmee is ideal for renting a cottage?

The Celebration area is perfect for renting a cottage. It's a charming, planned community with a village-like atmosphere, offering a peaceful escape from the hustle and bustle of the theme parks. You'll find a range of cottages here, some even with private pools.

What are the best cottages with a pool in Kissimmee?

Ju Super Duper Tiny House - 15 Minutes To Disney , Entire Cottage For 5 - Close To Disney - Universal and Entire Cottage Close To Disney - Universal - Airport are the best cottages with a pool in Kissimmee.

When is the best time to rent a cottage in Kissimmee?

The best time to rent a cottage in Kissimmee is during the shoulder seasons, from April to May and September to October. The weather is still pleasant, but the crowds are smaller and the prices are lower.

What are the best cottages with a jacuzzi in Kissimmee?

Resort Cottage Near Parks At Great Price and Lake View Experience The Sunsets Here are the best cottages with a jacuzzi in Kissimmee.

What are the can't-miss sights in Kissimmee?

You definitely want to visit the Osceola County Welcome Center and History Museum to get a feel for the local history and culture. Another must-see is the Kissimmee Air Museum, which features a collection of historic aircraft. And of course, no trip to Kissimmee is complete without a visit to the Walt Disney World Resort.

What are the best cottages for families and kids in Kissimmee?

The best cottages for families and kids in Kissimmee are Entire Happy Home @Disney/universal Parks , Kissimmee Cottage *15mi To Wdw* and The Compass Cottage: A Cheerful 1 Bed \/ 1 Bath .

Why consider renting a cottage in Kissimmee for your stay?

Renting a cottage in Kissimmee offers a more spacious and private accommodation option compared to a hotel. Many cottages come with amenities like private pools, barbecue grills, and laundry facilities, providing a more comfortable and homey experience.

What are the best pet friendly cottages in Kissimmee?

The best pet friendly cottages in Kissimmee are Clean - Comfortable And Sophisticated Private Area , Kissimmee Cottage *15mi To Wdw* and Jacaranda Cottage .

Can you easily explore Kissimmee on foot or by bike?

Kissimmee is a car-dependent city, so exploring on foot or by bike is limited. However, you can easily get around the Celebration area on foot or by bike, as it is designed for pedestrian and bicycle traffic. You can also rent bikes in the area for exploring.

What are the best cottages with parking in Kissimmee?

Ju Super Duper Tiny House - 15 Minutes To Disney , Entire Cottage For 5 - Close To Disney - Universal and Entire Cottage Close To Disney - Universal - Airport are the best cottages with parking in Kissimmee.

What are the best restaurants in Kissimmee with nature views?

The Boathouse Restaurant at the Old Town offers beautiful views of the lake and a relaxed atmosphere. You can also enjoy a delightful meal at the Shula's Steak House at the Celebration area, which boasts a patio overlooking a lush green landscape.

What family-friendly activities are available in Kissimmee?

Kissimmee is a family-friendly destination with plenty of activities for all ages. Aside from the theme parks, you can also enjoy a day at the Gatorland or the Aquatica water park. For a more relaxing experience, visit the Kissimmee Lakefront Park with its playground and walking trails.

Kissimmee Cottages at the Best Price

Kissimmee

02/07 – 05/07

£289/nighttotal: £867 (3 )

2050 E Irlo Bronson, 1bed

1 2

cottage , Kissimmee

This non-smoking holiday home in Kissimmee is situated within 2 kilometres of Osceola Heritage Park, Osceola County Stadium, and Silver Spurs Arena, with Houston Astros Spring Training and The Ice Factory of Central Florida also less than 3 kilometres away.
Guests at this property can enjoy complimentary Wi-Fi in common areas, free self-parking, and fully equipped kitchens featuring ovens, stovetops, microwaves, and dishwashers, alongside in-unit dryers and ironing boards.

10 2 reviews

Kissimmee

09/09 – 19/09

£107/nighttotal: £1070 (10 )

Beautiful Cottage! Your Home Away From Home. 4 Miles From Disney, Kissimmee

2 6

cottage , Celebration

This Celebration holiday home is situated 6.4 km from Walt Disney World and other theme parks, offering easy access to Old Town and Orlando Vineland Premium Outlets, plus it's within walking distance of restaurants and an Aldi supermarket.
Sleeping up to six guests, this newly renovated two-bedroom, one-bathroom property boasts a queen bed, bunk beds, a queen sofa bed, a fully equipped kitchen including a dishwasher, a private swimming pool, Jacuzzi, garden, tennis court, and parking; Wi-Fi is also included.

Kissimmee

01/12 – 08/12

£104/nighttotal: £728 (7 )

Unique Cottage/tiny House Near Disney. Close To Parks,shopping & Fun

2 2

cottage , Kissimmee

This two-bedroom, two-bathroom cottage in Kissimmee offers a prime location, a mere 12 minutes by car to Florida Mall and 14 minutes to Altstadt, placing you within easy reach of key attractions.
This accommodation provides a fully equipped kitchen with a microwave oven, air conditioning, on-site swimming pool, and complimentary Wi-Fi, comfortably hosting up to five guests.

Kissimmee

31/08 – 17/09

£389/nighttotal: £6613 (17 )

Nrl4543

1 3

cottage , Kissimmee

This cottage in Kissimmee is situated within 2 kilometres of Shingle Creek Regional Park and Lake Cecile, and within 3 kilometres of Capone's Dinner Show, offering convenient access to local attractions.
This property provides a fully equipped kitchen with microwave and dishwasher, air conditioning, complimentary Wi-Fi in common areas, an in-unit dryer, a television, and six bathrooms.

Kissimmee

31/08 – 17/09

£263/nighttotal: £4471 (17 )

Ultimate Themed Luxury - Game Room, Theater, Pool

1 3

cottage , Kissimmee

This cottage in Kissimmee is situated within a 15-minute walk of Shingle Creek Regional Park and Lake Cecile, and less than 2 kilometres from Congo River Golf and Capone's Dinner Show.
This detached house offers air conditioning, a kitchen with a microwave and freezer, a swimming pool, terrace, 24-hour fitness centre, and complimentary parking, with free WiFi available in public areas.

Kissimmee

10/10 – 17/10

£239/nighttotal: £1673 (7 )

Spacious & Comfy Retreat, Prime Location, Amazing

1 3

cottage , Kissimmee

This cottage in Kissimmee is situated within 3.2 kilometres of Shingle Creek Regional Park and Capone's Dinner Show, and within 4.8 kilometres of 192 Flea Market and Medieval Times.
This self-catering accommodation offers air conditioning, a kitchen with a microwave and freezer, a swimming pool, a terrace, a fitness centre, and complimentary parking, with free WiFi available in public areas.

Kissimmee

10/10 – 17/10

£175/nighttotal: £1225 (7 )

6 Mi To Disney World: Lake-view Retreat W/ Pool!

1 3

cottage , Kissimmee

This Kissimmee holiday home in the Montego Bay area is less than 2km from Kissimmee Go-Karts and Capone's Dinner & Show, and within 3km of Medieval Times Dinner & Tournament and Lake Cecile.
The pet-friendly self-catering property boasts a fully equipped kitchen with microwave and dishwasher, a private patio, free Wi-Fi in communal areas, a swimming pool, and free on-site parking.

Kissimmee

31/08 – 17/09

£226/nighttotal: £3842 (17 )

Amazing Home At Storey Lake 2 Minutes To Clubhouse

1 3

cottage , Hunters Creek

This Hunters Creek cottage is situated 1km from Shingle Creek Regional Park and 4.5km from Old Town, offering easy access to Capone's Dinner Show and Kissimmee Go-Karts.
The five-bathroom property features a fully equipped kitchen with oven, hob, microwave, and dishwasher, plus a washer and dryer, a swimming pool, and free Wi-Fi; it comfortably sleeps a large family or group.

Kissimmee

10/10 – 17/10

£904/nighttotal: £6328 (7 )

Upstay - 32 Guest Home - Pool, Hot Tub And Games

1 3

cottage , Kissimmee

This cottage is situated in Kissimmee, within 3 kilometres of Shingle Creek Regional Park and Capone's Dinner Show, and also close to Lake Cecile.
The property offers air conditioning, a kitchen with a microwave and dishwasher, a swimming pool, garden, and parking, with complimentary Wi-Fi available in common areas.

Kissimmee

10/10 – 17/10

£231/nighttotal: £1617 (7 )

Cld4676

1 3

cottage , Kissimmee

This detached house is situated in the Cumbrian Lakes district of Kissimmee, 2.4 kilometres from Green Meadows Petting Farm and 4.5 kilometres from Give Kids the World Village.
This holiday home offers complimentary Wi-Fi in common areas, a fully equipped kitchen with microwave and dishwasher, air conditioning, and three bathrooms, with a check-out time of 10:00.

Kissimmee

31/08 – 17/09

£245/nighttotal: £4165 (17 )

Super Luxury Home, Private Pool, Premium Location

1 3

cottage , Kissimmee

This cottage in Kissimmee is situated 322 metres from Shingle Creek Regional Park and within 5 kilometres of Lake Cecile and Capone's Dinner Show.
This accommodation offers air conditioning, a swimming pool, a fitness centre, and a kitchen equipped with an oven and microwave, with free WiFi and parking available.

Kissimmee

10/10 – 17/10

£791/nighttotal: £5537 (7 )

Brand New 12br Disney Mansion Pool Spa Game Room

1 3

house , Kissimmee

This cottage in Kissimmee is located within 3 kilometres of Shingle Creek Regional Park, the 192 Flea Market, Capone's Dinner Show, Kissimmee Go-Karts, and Lake Cecile.
This self-catering accommodation offers air conditioning, a kitchen, and cable television, with free Wi-Fi available in common areas.

Best family friendly Kissimmee cottages

Among the 12 accommodations in Kissimmee, here are the 4 best family friendly cottages

Kissimmee

31/08 – 17/09

£280/nighttotal: £4760 (17 )

2758bd · Dazzling 5br Villa In Storey Lake With Pool & Spa

1 3

cottage , Kissimmee

This non-smoking holiday home in Kissimmee is situated less than 2 kilometres from Shingle Creek Regional Park and Lake Cecile, and within 5 kilometres of Capone's Dinner Show and Medieval Times.
This holiday home features a fully equipped kitchen, air conditioning, and complimentary Wi-Fi in common areas, along with 5.5 bathrooms, making it suitable for groups seeking self-catering accommodation near local attractions.

Kissimmee

09/09 – 19/09

£104/nighttotal: £1040 (10 )

Charming Cottage 10 Mins To Disney, Pool, Mini Golf, Fitness Room And More!

1 6

cottage , Celebration

This Celebration cottage, located a short distance from Disney World and other Orlando theme parks, offers easy access to local shops and restaurants.
Sleeping up to six guests, this newly renovated one-bedroom, one-bathroom property boasts a full kitchen, private patio, and access to a community pool, mini-golf, and clubhouse, along with free parking and essential amenities.

Kissimmee

10/10 – 17/10

£318/nighttotal: £2226 (7 )

Private Pool & Game Room: Family Vacation Rental

1 3

cottage , Hunters Creek

This family-friendly Hunters Creek cottage is situated 5km from Capone's Dinner Show and Lake Buena Vista Factory Stores, and approximately 10km from the Walt Disney World® Resort.
The self-catering property boasts five bathrooms, a fully equipped kitchen including a microwave and dishwasher, a swimming pool, free Wi-Fi, and in-cottage entertainment.

Kissimmee

02/07 – 05/07

£283/nighttotal: £849 (3 )

Entertaining Game Room 4br Near Disney

1 2

cottage , Kissimmee

This Seasons cottage in Kissimmee is located within 2 kilometres of Medieval Times, 192 Flea Market, and Shingle Creek Regional Park, and within 5 kilometres of Give Kids the World Village and Kissimmee Go-Karts.
This family-friendly holiday home offers air conditioning, WiFi, a full kitchen with a freezer and microwave, and a terrace, with a 24-hour fitness centre and gas grills available on-site.

Best Kissimmee cottages with a kitchen

Kissimmee

10/10 – 17/10

£178/nighttotal: £1246 (7 )

9 Mi To Disney: Home W/ Pool Table & Water Views!

1 3

cottage , Kissimmee

This Lake Berkley holiday home is conveniently located less than 1.6km from Medieval Times and the 192 Flea Market, and within 3.2km of Shingle Creek Regional Park and Osceola Square Mall.
The self-catering property boasts three bathrooms, a fully equipped kitchen including oven, hob, microwave and dishwasher, a private patio, and access to an outdoor pool and BBQ grills; free parking is also provided.

10 1 review

Kissimmee

10/10 – 17/10

£148/nighttotal: £1036 (7 )

Nature-packed Family Escape Near Lake Tohopekaliga

1 3

cottage , Kissimmee

This detached house in Kissimmee is situated moments from Lake Tohopekaliga and within 9.6 kilometres of Shingle Creek Regional Park and Kissimmee Oaks Golf Course.
This detached house offers complimentary WiFi, free parking, a well-equipped kitchen with a microwave and dishwasher, a private patio, and an on-site arcade.

Kissimmee

10/10 – 17/10

£171/nighttotal: £1197 (7 )

Comfortable 2br Condo W/ Lake Views

1 3

cottage , Hunters Creek

This cottage in Hunters Creek, Kissimmee, is situated less than 2 kilometres from Shingle Creek Regional Park and Lake Cecile, and within 5 kilometres of Lake Buena Vista Factory Stores and Capone's Dinner Show.
This accommodation offers internet, air conditioning, and two bathrooms, along with a kitchen equipped with a coffee maker or kettle and a television, providing a convenient base for exploring local attractions and activities.

Kissimmee

31/08 – 17/09

£328/nighttotal: £5576 (17 )

Luxury Decor 6br At Storey Lake Sleeps 16

1 3

cottage , Hunters Creek

This detached holiday home is situated in Kissimmee, within 1.1 kilometres of Lake Cecile and 4.2 kilometres of Old Town, with Shingle Creek Regional Park and Capone's Dinner Show also nearby.
This detached holiday home offers air conditioning, a kitchen with a microwave and freezer, a swimming pool, a terrace, a fitness centre, and free parking, with gas grills and a fireplace also available.

Frequently asked questions about cottages in Kissimmee

What would be a good 2-days itinerary for visiting Kissimmee?
On your first day, head to the Walt Disney World Resort for a day of fun and excitement. You can visit the Magic Kingdom, Epcot, Hollywood Studios, or Animal Kingdom. In the evening, enjoy a delicious dinner at one of the many restaurants at Disney Springs. On your second day, explore the Kissimmee Prairie Preserve State Park for a unique experience. You can go hiking, biking, or horseback riding. In the afternoon, visit the Polk Museum of Art to learn about the history and culture of the area.
What are the best cottages in Kissimmee?
Among the cottages in Kissimmee, Ju Super Duper Tiny House - 15 Minutes To Disney, Entire Cottage For 5 - Close To Disney - Universal and Entire Cottage Close To Disney - Universal - Airport are the most popular ones.
What part of Kissimmee is ideal for renting a cottage?
The Celebration area is perfect for renting a cottage. It's a charming, planned community with a village-like atmosphere, offering a peaceful escape from the hustle and bustle of the theme parks. You'll find a range of cottages here, some even with private pools.
What are the best cottages with a pool in Kissimmee?
Ju Super Duper Tiny House - 15 Minutes To Disney, Entire Cottage For 5 - Close To Disney - Universal and Entire Cottage Close To Disney - Universal - Airport are the best cottages with a pool in Kissimmee.
When is the best time to rent a cottage in Kissimmee?
The best time to rent a cottage in Kissimmee is during the shoulder seasons, from April to May and September to October. The weather is still pleasant, but the crowds are smaller and the prices are lower.
What are the best cottages with a jacuzzi in Kissimmee?
Resort Cottage Near Parks At Great Price and Lake View Experience The Sunsets Here are the best cottages with a jacuzzi in Kissimmee.
What are the can't-miss sights in Kissimmee?
You definitely want to visit the Osceola County Welcome Center and History Museum to get a feel for the local history and culture. Another must-see is the Kissimmee Air Museum, which features a collection of historic aircraft. And of course, no trip to Kissimmee is complete without a visit to the Walt Disney World Resort.
What are the best cottages for families and kids in Kissimmee?
The best cottages for families and kids in Kissimmee are Entire Happy Home @Disney/universal Parks, Kissimmee Cottage *15mi To Wdw* and The Compass Cottage: A Cheerful 1 Bed \/ 1 Bath.
Why consider renting a cottage in Kissimmee for your stay?
Renting a cottage in Kissimmee offers a more spacious and private accommodation option compared to a hotel. Many cottages come with amenities like private pools, barbecue grills, and laundry facilities, providing a more comfortable and homey experience.
What are the best pet friendly cottages in Kissimmee?
The best pet friendly cottages in Kissimmee are Clean - Comfortable And Sophisticated Private Area, Kissimmee Cottage *15mi To Wdw* and Jacaranda Cottage.
Can you easily explore Kissimmee on foot or by bike?
Kissimmee is a car-dependent city, so exploring on foot or by bike is limited. However, you can easily get around the Celebration area on foot or by bike, as it is designed for pedestrian and bicycle traffic. You can also rent bikes in the area for exploring.
What are the best cottages with parking in Kissimmee?
Ju Super Duper Tiny House - 15 Minutes To Disney, Entire Cottage For 5 - Close To Disney - Universal and Entire Cottage Close To Disney - Universal - Airport are the best cottages with parking in Kissimmee.
What are the best restaurants in Kissimmee with nature views?
The Boathouse Restaurant at the Old Town offers beautiful views of the lake and a relaxed atmosphere. You can also enjoy a delightful meal at the Shula's Steak House at the Celebration area, which boasts a patio overlooking a lush green landscape.
What family-friendly activities are available in Kissimmee?
Kissimmee is a family-friendly destination with plenty of activities for all ages. Aside from the theme parks, you can also enjoy a day at the Gatorland or the Aquatica water park. For a more relaxing experience, visit the Kissimmee Lakefront Park with its playground and walking trails.

Destinations nearby

Search Holiday Cottages with a Jacuzzi in Kissimmee

These Kissimmee cottages feature private hot tubs, purpose-built for a long and relaxing soak.

10 2 reviews

Kissimmee

09/09 – 19/09

£107/nighttotal: £1070 (10 )

Beautiful Cottage! Your Home Away From Home. 4 Miles From Disney, Kissimmee

2 6

cottage , Celebration

Discover Pet-Friendly Cottages in Kissimmee

These dog-friendly cottages in Kissimmee offer city walks and local dog parks right on the doorstep.

Kissimmee

10/10 – 17/10

£136/nighttotal: £952 (7 )

3br Townhome W/ Pool & Bbq Near Disney

1 3

cottage , Kissimmee

This holiday home in Venetian Bay Villages, Kissimmee, is located within 4.8 kilometres of Shingle Creek Regional Park, the 192 Flea Market, Medieval Times, and HCA Florida Osceola Hospital.
This pet-friendly cottage offers a fully equipped kitchen with a microwave and dishwasher, air conditioning, a swimming pool, and complimentary WiFi in public areas, with barbecue grills for outdoor dining and an in-unit dryer for convenience.

Search All Cottages in Kissimmee

12 Cottages at the best price in Kissimmee

2050 E Irlo Bronson, 1bed

Beautiful Cottage! Your Home Away From Home. 4 Miles From Disney, Kissimmee

Unique Cottage/tiny House Near Disney. Close To Parks,shopping & Fun

Nrl4543

Ultimate Themed Luxury - Game Room, Theater, Pool

Spacious & Comfy Retreat, Prime Location, Amazing

6 Mi To Disney World: Lake-view Retreat W/ Pool!

Amazing Home At Storey Lake 2 Minutes To Clubhouse

Upstay - 32 Guest Home - Pool, Hot Tub And Games

Cld4676

Super Luxury Home, Private Pool, Premium Location

Brand New 12br Disney Mansion Pool Spa Game Room

Best family friendly Kissimmee cottages

2758bd · Dazzling 5br Villa In Storey Lake With Pool & Spa

Charming Cottage 10 Mins To Disney, Pool, Mini Golf, Fitness Room And More!

Private Pool & Game Room: Family Vacation Rental

Entertaining Game Room 4br Near Disney

Best Kissimmee cottages with a kitchen

9 Mi To Disney: Home W/ Pool Table & Water Views!

Nature-packed Family Escape Near Lake Tohopekaliga

Comfortable 2br Condo W/ Lake Views

Luxury Decor 6br At Storey Lake Sleeps 16

Frequently asked questions about cottages in Kissimmee

Destinations nearby

Search Holiday Cottages with a Jacuzzi in Kissimmee

Beautiful Cottage! Your Home Away From Home. 4 Miles From Disney, Kissimmee

Discover Pet-Friendly Cottages in Kissimmee

3br Townhome W/ Pool & Bbq Near Disney