Compare Vacation Rentals & Airbnb in Kissimmee

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Kissimmee vacation rentals
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20413 Rentals and Airbnb in Kissimmee

Best family friendly Kissimmee vacation rentals

Among the 20413 accommodations in Kissimmee, here are the 4 best family friendly rentals

Family-friendly W/resort Amenities-close To Disney - Kissimmee
9.4 100 reviews

Family-friendly W/resort Amenities-close To Disney

house, Kissimmee
This Kissimmee townhouse, situated in a resort complex approximately 24 kilometres from Walt Disney World and near various restaurants, offers convenient access to major attractions.
The three-bedroom, two-bathroom property sleeps six guests and boasts a fully equipped kitchen, private swimming pool, jacuzzi, and access to a fitness centre, sauna, and communal playground within the complex.
Lake View 10br/5ba-pool/spa/rec-close To Disney - Kissimmee
9.8 108 reviews

Lake View 10br/5ba-pool/spa/rec-close To Disney

apartment, Kissimmee
This spacious holiday home is located in Kissimmee, just a short distance from popular attractions like Capone's Dinner Show and the 192 Flea Market, offering a convenient base for exploring the area. Guests consistently rate this property highly for its excellent location, cleanliness, and overall experience.
The property features 10 bedrooms and 5 bathrooms spread across 399 square metres, providing ample space for large families or groups. This self-catering villa offers a range of amenities including a private pool, a fitness centre, a jacuzzi, a garden, and a terrace, ensuring a comfortable and enjoyable stay.
Storey Lake 6br Home W/private Pool & Game - Kissimmee
9.7 7 reviews

Storey Lake 6br Home W/private Pool & Game

apartment, Kissimmee
This six-bedroom, five-bathroom detached house is situated in the Storey Lake community in Kissimmee, offering convenient access to Osceola Parkway and I-4, placing it a short drive from Disney World and Disney Springs.
This family-friendly property accommodates up to 17 guests and boasts a private screened pool and spa, alongside access to the Storey Lake Clubhouse Resort amenities including a lazy river and fitness centre.
Kissimmee Condo - Kissimmee
9.5 23 reviews

Kissimmee Condo

apartment, Kissimmee
This three-bedroom Kissimmee apartment, situated approximately 14.5 kilometres from Walt Disney World Resort, offers easy access to major theme parks and other Kissimmee attractions.
The 111-square-metre property features two bathrooms, sleeps eight guests, includes a fully equipped kitchen with fridge, microwave, and dishwasher, and boasts excellent user ratings for location, cleanliness, and overall experience.

Best Kissimmee vacation rentals with parking

Luxury Family Villa W/ Pool Near Disney Parks - Kissimmee
9.9 95 reviews

Luxury Family Villa W/ Pool Near Disney Parks

apartment, Kissimmee
This 4-bedroom, 3-bathroom apartment in Kissimmee offers convenient access, situated a short distance from major theme parks and the airport, with the city centre approximately 1.5 kilometres away.
This residence accommodates up to 11 guests, boasting a private swimming pool, air conditioning, a garden, and parking, alongside a fully equipped kitchen with a microwave oven and dishwasher, perfect for unwinding after exploring local attractions.
Lakeview Retreat Near Disney Private Pool 2611-vp - Kissimmee
9.6 85 reviews

Lakeview Retreat Near Disney Private Pool 2611-vp

apartment, Kissimmee
This family-friendly vacation home is situated in Veranda Palms, Kissimmee, within a 3 km radius of popular attractions like Capone's Dinner Show, Kissimmee Go-Karts, and the 192 Flea Market. The property has received excellent ratings for its cleanliness, location, and overall user experience.
This 4-bedroom property can comfortably accommodate up to 12 guests, offering a spacious 189 square metre living space. The home features a private pool, a fully equipped kitchen, a fitness centre, and a spa, providing a range of amenities and activities for all ages.
Your Next Adventure 2 - Kissimmee
9.0 40 reviews

Your Next Adventure 2

apartment, Kissimmee
This three-bedroom, two-bathroom Kissimmee condo is conveniently located near US-192, approximately 5km from a Walmart Supercentre and offers easy access to Orlando's theme parks.
The self-catering property sleeps six guests and boasts a swimming pool, jacuzzi, and parking, within a resort providing further amenities.
Stunning 5 Bd W Pool At Storey Lake Resort 2400 - Kissimmee
9.1 20 reviews

Stunning 5 Bd W Pool At Storey Lake Resort 2400

house, Kissimmee
This five-bedroom holiday home is located in Kissimmee, Florida, approximately 13 kilometres from both Gatorland and Disney Springs, and close to Storey Lake Resort.
The 214-square-metre property boasts a spacious layout sleeping up to 27 guests, featuring a private pool, jacuzzi, fitness centre access, and a fully equipped kitchen including a dishwasher; on-site water park access provides additional recreation.

Frequently Asked Questions about vacation rentals in Kissimmee

  • What are the top family-friendly attractions in Kissimmee?

    You've got to check out the theme parks, obviously! Walt Disney World Resort is a classic, and Universal Orlando Resort is great for older kids. For something a bit different, head to the Aquatica Orlando water park.
  • What are the best Airbnb and vacation rentals in Kissimmee?

    Modern Luxury Villa In Storey Lake, 2bd/2ba Condo Close To Disney At Storey Lake #96 and Locationnew 4/3 W/pool 10min To Disney-orlando are the most popular Airbnb and vacation rentals in Kissimmee among travelers.

  • What types of vacation rentals can I find in Kissimmee?

    You can find all kinds of vacation rentals in Kissimmee, Florida. There are entire houses, apartments, bungalows and cottages you can rent out, as well as more unique vacation rentals, such as cabins, tree houses, or tiny houses. We can help you find the right vacation rental for your stay in Kissimmee.

  • When is the best time to book a vacation rental in Kissimmee?

    The best time to book is probably in the off-season, from September to November, or January to February. You'll get better deals and avoid the crowds. But remember, school holidays will always be busy.
  • What are the most popular Airbnbs in Kissimmee?

  • What is there to do in Kissimmee?

    Kissimmee is world-famous for its theme parks, like Walt Disney World Resorts, Seaworld Parks & Resorts, and Universal Orlando Resort. However, there is much more to Kissimmee than theme parks. You can get out in nature, go fishing, ride a hot air balloon, go on an airboat adventure through the Central Florida Everglades, visit a Native American Village, go horse riding and more. You can also catch a game with the Orlando Solar Bears or get a round of golf in. There is something for everyone in Kissimmee.

  • What are the best budget-friendly activities in Kissimmee?

    You can always visit the Kissimmee Lakefront Park for a picnic or a walk around the lake. Or, if you're feeling adventurous, try the Boggy Creek Airboat Rides for a fun day out.
  • What are the best vacation rentals with a pool in Kissimmee?

  • What are the main attractions in Kissimmee?

    Top attractions in Kissimmee include Old Town, where you'll find a Ferris wheel, ride attractions like a roller coaster, a classic merry-go-round and more. You can visit Old Town for free anytime, and there are many places to eat and drink. Medieval Times Dinner and Tournament is another popular attraction, where you're welcomed into the king's court for a four-course feast and a show complete with jousting and more. Then, of course, there's Walt Disney World, which needs no introduction.

  • What are the best restaurants with local dishes in Kissimmee?

    There's a great place called The Dixie Crossroads, known for their seafood. For something a bit more casual, try The Boathouse for their fresh fish and views of the lake. And you can't go wrong with The Old Town Restaurant, a local favourite.
  • What are the best rentals for families and kids in Kissimmee?

  • How can I get around Kissimmee?

    It's easy to get around Kissimmee, as you'll find a range of transportation options, from taxis and rideshares like Uber and Lyft to shuttles and LYNX, the public transportation system for Central Florida mostly consisting of local bus services.

  • What are the best walking or cycling routes in Kissimmee?

    The Shingle Creek Trail is a great option for a leisurely walk or bike ride. It's a paved trail that runs along the creek, and it's a great place to spot wildlife. The East Tohopekaliga Trail is another good choice, offering scenic views of the lake.
  • What are the best rentals or Airbnbs with a jacuzzi in Kissimmee?

  • When is the best time to go to Kissimmee?

    The best time to come to Kissimmee is between January and April, as there is little rain and the temperatures are warm, but not too hot.

  • Are there pet-friendly attractions in Kissimmee?

    Yes, there are! The Kissimmee Lakefront Park is pet-friendly, and you can often see people walking their dogs around the lake. The Celebration Town Center is also a good option, with plenty of shops and restaurants that welcome furry friends.
  • What are the benefits of choosing a vacation rental in Kissimmee?

    Vacation rentals offer more space and privacy than a hotel, and they often come with amenities like a kitchen and laundry facilities. They're also a great option for families or groups of friends travelling together.
  • What are the top sports attractions and facilities in Kissimmee?

    For sports fans, there's the Silver Spurs Arena, which hosts rodeo events and concerts. You can also find golf courses like the Kissimmee Bay Country Club and the Celebration Golf Club.

Popular destinations

Best Kissimmee vacation rentals with a balcony

Unlimited Fun 6 - Kissimmee
No reviews

Unlimited Fun 6

house, Kissimmee
This holiday home in Kissimmee is located 12.2 kilometres from Gatorland and within 14 kilometres of ESPN Wide World of Sports, Disney Springs, and Disney's Hollywood Studios, with Orlando International Airport a convenient 22.5 kilometre drive away.
This 120 square metre property offers three bedrooms and three bathrooms to accommodate up to six guests, featuring a private swimming pool, a garden, a fully equipped kitchen, air conditioning, and free WiFi, with boating opportunities nearby.
Cozy 2bd/2bth Condo Near Disney - Kissimmee
9.4 36 reviews

Cozy 2bd/2bth Condo Near Disney

apartment, Kissimmee
This two-bedroom Kissimmee condo, situated in a gated resort community approximately 24-32km from Walt Disney World Resort and other major attractions like Disney's Hollywood Studios, offers convenient access to Shingle Creek Regional Park Trail.
The 95 square metre self-catering property sleeps six guests and boasts two en-suite bathrooms, a fully equipped kitchen, a washer/dryer, two smart TVs, resort amenities including pools, a spa, and a fitness centre, plus a terrace/balcony and parking.
Marvelous 3bd Close To Disney @ Terra Verde 4757 - Kissimmee
9.0 6 reviews

Marvelous 3bd Close To Disney @ Terra Verde 4757

apartment, Kissimmee
The "Marvelous 3bd Close To Disney @ Terra Verde Resort 4757" is a 3-bedroom holiday home located in Kissimmee, offering convenient access to Walt Disney World Resort, Universal Studios, and SeaWorld.
This 198 square meter holiday home accommodates up to six guests and features a private patio, a fully equipped kitchen, in-unit laundry, complimentary Wi-Fi, and access to resort amenities including a pool, water slides, mini golf, and fitness centre.
Perfect Vacation Gated Resort With Private Pool - Kissimmee
9.3 11 reviews

Perfect Vacation Gated Resort With Private Pool

house, Kissimmee
This Kissimmee villa is situated approximately 13 kilometres from Gatorland and 16 kilometres from both Disney Springs and Disney's Wide World of Sports.
The 151-square-metre property boasts four bedrooms, three bathrooms, sleeps up to fifteen guests, and includes a private pool, fitness centre, and free Wi-Fi.

Best Kissimmee vacation rentals with air conditioning

Peaceful & Clean Family Home Near Disney & Airport - Kissimmee
9.7 179 reviews

Peaceful & Clean Family Home Near Disney & Airport

house, Kissimmee
This holiday home is conveniently located in Kissimmee, within a 5km radius of Medieval Times, 192 Flea Market, Give Kids the World Village, Shingle Creek Regional Park, and Kissimmee Go-Karts, making it easy to explore the area's attractions. Guests have consistently rated the property excellent for its location, cleanliness, and overall experience.
The three-bedroom property comfortably accommodates up to six guests. Enjoy a relaxing and fun-filled stay with on-site amenities like a water park, fitness centre, spa tub, swimming pool, and a fully equipped kitchen.
Summer Sparkle Home - Kissimmee
9.6 52 reviews

Summer Sparkle Home

house, Kissimmee
This Kissimmee holiday home boasts a superb location, approximately 11-16km from Gatorland, Disney Springs, and various Disney Parks.
The 195 square metre property offers four bedrooms, a private pool, free Wi-Fi, and a fully equipped kitchen, sleeping up to a large family group, with easy access to numerous attractions.
Special Offer Storey Lake Free Waterpark Wb4301 - Kissimmee
9.3 124 reviews

Special Offer Storey Lake Free Waterpark Wb4301

house, Kissimmee
This five-bedroom Kissimmee holiday home is ideally situated within 5km of Capone's Dinner Show, Kissimmee Go-Karts, and the 192 Flea Market, with Medieval Times a short 4km drive away.
The 198-square-metre property boasts four bathrooms, sleeps thirteen guests, and includes a private pool, fitness centre, and fully equipped kitchen; barbecue facilities and laundry amenities are also provided.
Lakefront Home · Terra Verde · 20 Min Disney - Kissimmee
9.4 150 reviews

Lakefront Home · Terra Verde · 20 Min Disney

apartment, Kissimmee
This four-bedroom, three-bathroom townhome in the Terra Verde Resort, Kissimmee, is approximately 32km from Walt Disney World Resort and 40km from Universal Orlando Resort.
The property boasts a private swimming pool, fitness centre, and fully equipped kitchen, sleeping up to eight guests and offering access to resort amenities including a clubhouse and parking; recent upgrades include a smart TV and improved kitchenware.
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