Best Short-Term Rentals in Kissimmee

Top Short-Term Rentals in Kissimmee

Navigate your travels effortlessly with our guide to top short-term rentals in Kissimmee. Each stay is designed for comfort and convenience, catering to diverse traveler needs.

Short Term Rentals in Kissimmee
Affordable Luxury Home Near Walt Disney World - Sunshine Villa at Glenbrook Resort, Orlando, Florida
House
16720 Rolling Green Drive, Orlando, FL, FL 34714, USA

11 miles from Disney's Animal Kingdom in Orlando, Affordable Luxury Home Near Walt Disney World - Sunshine Villa at Glenbrook Resort, Orlando, Florida provides accommodations with access to a fitness room. Guests may go for a swim in the private pool. There's a sun terrace and guests can use free Wifi and free private parking. Offering a patio and pool views, the spacious vacation home includes 4 bedrooms, a living room, cable flat-screen TV, an equipped kitchen, and 4 bathrooms with a bath and a shower. Providing air conditioning, the vacation home lets you use Wii U, game console, and Blu-ray player. The vacation home offers bed linen, towels, and laundry service. For guests with children, the vacation home offers outdoor play equipment. The vacation home has a picnic area where you can spend the day outdoors. Disney's Blizzard Beach Water Park is 12 miles from Affordable Luxury Home Near Walt Disney World - Sunshine Villa at Glenbrook Resort, Orlando, Florida, while Disney's Wide World of Sports is 12 miles from the property. Orlando International Airport is 28 miles away.

Guest Reviews:

- "Fun, and exciting" - "An incredible experience, this was an incredible vacation thanks to this property!" - "Perfect theme park stay" - "Great location, great house!"

Short Term Rentals in Kissimmee
The Berkley, Orlando
House
8545 W. Irlo Bronson Highway, Kissimmee, FL, 34747, USA

While you're here, you can enjoy all the comforts of home and more, including a jetted bathtub and a private hot tub, as well as a full-sized refrigerator/freezer and free WiFi. Other amenities include towels, a DVD player, a crib, and a ceiling fan.

Guest Reviews:

- "Will stay again!!!" - "Enjoyed my stay. Very easy check in. Friendly staff. Clean and well stocked room. Had one issue with the dryer but maintenance was quick to come and fixed the problem. I would definitely stay here again!" - "Totally unexpected. I’ve been to Disney a million times and try to stay on property. But now that I found The Berkley, I may stay there every time. So much space. Quiet. Affordable and very close to the parks. Great find. "

Short Term Rentals in Kissimmee
Comfy Modern House w Pool Perfect Location
House
511 Lasso Dr, Orlando, FL, 34747, USA

6.5 miles from Disney's Animal Kingdom in Orlando, Comfy Modern House w Pool Perfect Location provides accommodations with access to an indoor pool. This property offers access to a balcony, table tennis, free private parking, and free Wifi. Disney's Blizzard Beach Water Park is 6.9 miles away and Disney's Wide World of Sports is 7 miles from the vacation home. The vacation home features 5 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 5 bathrooms with a hair dryer. A TV with streaming services and a PS4 are featured. The property has an outdoor dining area. A baby safety gate is also available for guests at Comfy Modern House w Pool Perfect Location. Disney's Boardwalk is 7.4 miles from the accommodation, while Disney's Hollywood Studios is 7.6 miles away. Orlando International Airport is 26 miles from the property.

Guest Reviews:

- "We are super satisfied with our experience! This house was the perfect choice. Very comfortable, a lot of fun things to" - "Amazing house…short drive to Disney parks… thoughtful hosts" - "It’s perfect for big families!!"

Short Term Rentals in Kissimmee
Willow Bend
House
5508 Willow Bend Trail, Kissimmee, FL, 34758, USA

A short distance from theme parks, outlet shopping, and more, this family-friendly vacation home lets you experience it all. With convenient onsite parking, you'll be ready to make the 16-minute drive to Old Town or the 24-minute drive to Disney Springs™.

Relax by the outdoor pool (enjoy the sun loungers!) or sip a drink in the hot tub of this vacation home, which also features outdoor furniture and a terrace. As for the great indoors, you can try your hand at air hockey and foosball, or enjoy the free WiFi and pool table.

Prepare a home-cooked meal in the kitchen, complete with an oven, a stovetop, and a full-sized refrigerator/freezer, as well as a coffee maker, an electric kettle, and a microwave. And there's access to laundry facilities, so you can even pack a bit lighter. Other amenities include an ironing board, housekeeping, air conditioning, and heating.

Guest Reviews:

- "this house abuts woods and a slow river that made the property peaceful "

Short Term Rentals in Kissimmee
Mickeys Pearl - Phenomenal 7BR with 4 Master Suites Privacy Pool & Hot Tub Gas BBQ - 2 miles to Disney
House
2809 Spinning Silk Court, Orlando, FL, FL 34747, USA

4.7 miles from Disney's Animal Kingdom in Orlando, Mickeys Pearl - Phenomenal 7BR with 4 Master Suites Privacy Pool & Hot Tub Gas BBQ - 2 miles to Disney provides accommodations with access to a hot tub. This property offers a private pool, free Wifi, and free private parking. The accommodation offers a 24-hour front desk and full-day security for guests. Offering a patio and lake views, the spacious vacation home includes 7 bedrooms, 3 living rooms, satellite flat-screen TV, an equipped kitchen, and 5 bathrooms with a walk-in shower and a hot tub. The air-conditioned unit at the property features a bath and a dressing room. The vacation home offers bed linen, towels, and laundry service. Guests can make the most of the warm weather with the property's barbecue facilities. You can play billiards and table tennis at the vacation home, and the area is popular for cycling. A baby safety gate is also available at Mickeys Pearl - Phenomenal 7BR with 4 Master Suites Privacy Pool & Hot Tub Gas BBQ - 2 miles to Disney, while guests can also relax in the garden. Disney's Blizzard Beach Water Park is 5.1 miles from the accommodation, while Disney's Wide World of Sports is 5.6 miles away. Orlando International Airport is 21 miles from the property.

Guest Reviews:

- "Couldn’t have asked for a better place to stay! It had everything we needed and more. Charles and Joanne were the perfec" - "Little problem with ants the owners was right there to assist us!..I truly appreciate the warmth💕🙌🏽" - "Our stay at Mickeys Pearl was fantastic. Everyone enjoyed their accommodation in the home." - "Great stay, loved every minute." - "Large property made it possible for us to prepare meals comfortably without being on top of one another."

Short Term Rentals in Kissimmee
Elegant Villa W/private Pool/spa & Game Room!
House
2120 Rome Drive, Kissimmee, FL, 34747, USA

Located in Kissimmee, this welcoming vacation home brings it all within your reach. You'll easily make the quick 4-minute drive to Northeast Regional Park or the 3-minute drive to Lake Davenport.

Relax by the private pool or sip a drink in the hot tub of this vacation home, which also features a deck or patio and a fitness center. For a change of scenery, come inside and try your hand at air hockey, or enjoy the TV and pool table.

As you settle into this 6-bedroom, 4.5-bathroom rental, you'll find air conditioning and a desk. Bathroom amenities include a hair dryer and towels. The kitchen is equipped with a stovetop and a refrigerator, as well as a coffee maker, an ice maker, and a microwave. And because there's a washer/dryer, you can go a bit lighter on your packing.

Guest Reviews:

- "It was an amazing place! Great stay overall, comfortable beds, beautiful pool, nice resort. Family loved it! "

Short Term Rentals in Kissimmee
Its A Dream Family Vacation Rental - Minutes from Disney
House
2973 Sunset Vista Boulevard, Kissimmee, FL, FL 34747, USA

Featuring a garden, Its A Dream Family Vacation Rental - Minutes from Disney features accommodations in Kissimmee. This property offers access to a balcony, free private parking, and free Wifi. Pool views are a highlight at the vacation home's pool. Providing a terrace and lake views, the spacious vacation home includes 4 bedrooms, 2 living rooms, cable flat-screen TV, an equipped kitchen, and 4 bathrooms with a walk-in shower and a bath. Towels and bed linen are provided in the vacation home. The property has an outdoor dining area. During warmer months, you can make use of the barbecue facilities and eat on the private patio. For guests with children, Its A Dream Family Vacation Rental - Minutes from Disney provides a baby safety gate and a children's playground. A car rental service is available at the accommodation. Disney's Animal Kingdom is 5.8 miles from Its A Dream Family Vacation Rental - Minutes from Disney, while Disney's Blizzard Beach Water Park is 6.2 miles away. Orlando International Airport is 22 miles from the property.

Guest Reviews:

- "Fabulous stay that made our week at Disney complete!" - "Amazing, beautiful home. Oasis from the crowds. True home feel with all amenieties and amazing owners! Can not wait to r" - "Excellent all round, but a very comfortable house for a family group in convenient location." - "Fantastic villa near to Disney and Universal." - "Our dream vacation was above and beyond … we won the lottery with this outstanding property 10/10!"

Short Term Rentals in Kissimmee
Moana's Hut Miles From World's Best Theme Parks!
House
3223 Cupid Place, Kissimmee, Fl 34747,, Kissimmee, FL, 34747, USA

Just a short distance from theme parks, this smoke-free vacation home lets you experience it all. With the property's convenient onsite parking, you'll be ready to make the quick 3-minute drive to Lake Davenport or the 3-minute drive to Orange Lake Golf.

A sitting area, a dining area, and air conditioning are featured at this 3-bedroom, 2-bathroom rental. Enjoy the free WiFi and digital TV. Bathroom amenities include a hair dryer and towels. The kitchen is equipped with an oven, a stovetop, and a refrigerator, as well as a coffee maker, a microwave, and cookware. And you can even travel light because you'll have a washer/dryer. Other amenities include bed sheets, heating, and wardrobe or closet.

Amenities:

Pool • Other • Laundry • Child Friendly • Kitchen • Fireplace/Heating • Air Conditioner • Bedding/Linens • Wellness Facilities • Security/Safety • Internet

Short Term Rentals in Kissimmee
Tamarind Villa MK015
Apartment
Tamarind Circle, Kissimmee, FL, FL 34747, USA

Tamarind Villa MK015 offers accommodations in Kissimmee, 6.8 miles from Disney's Animal Kingdom and 7.4 miles from Disney's Blizzard Beach Water Park. This property offers access to a terrace, free private parking, and free Wifi. Disney's Wide World of Sports is 7.8 miles from the apartment and Disney's Boardwalk is 8.2 miles away. The air-conditioned apartment consists of 3 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a kettle, and 2 bathrooms with a hot tub and a hair dryer. A flat-screen TV with cable channels and DVD player, as well as a CD player are featured. The accommodation is non-smoking. The apartment also offers an outdoor swimming pool and a hot tub for guests to relax in. Guests can also relax in the garden. Disney's Hollywood Studios is 8.5 miles from Tamarind Villa MK015, while Walt Disney World is 8.8 miles away. Orlando International Airport is 23 miles from the property.

Guest Reviews:

- "Was good"

Short Term Rentals in Kissimmee
Kapp and Kappy B&B
Bed & Breakfast
21 North Clyde Avenue, Kissimmee, FL, 34741, USA

Bed & breakfast with free breakfast, near Kissimmee Lakefront Park
This bed & breakfast features coffee/tea in a common area, a microwave in a common area, and a refrigerator in a common area. Free full breakfast, free WiFi in public areas, and free self parking are also provided. Other amenities include conference space, concierge services, and express check-out.
Housekeeping is available once per stay.
Kapp and Kappy B&B offers 3 air-conditioned accommodations with complimentary bottled water and coffee/tea makers. Each accommodation is individually decorated. 48-inch flat-screen televisions come with premium cable channels.

Bathrooms include showers and complimentary toiletries. This Kissimmee bed & breakfast provides complimentary wireless Internet access. Additionally, rooms include irons/ironing boards and ceiling fans. Housekeeping is offered once per stay and hair dryers can be requested. Housekeeping is provided on a limited basis.

Guest Reviews:

- "Fantastic place, a true classic Bed & Breakfast! Fabulous room and bathroom, great service, breakfast, snacks, and just overall a wonderful and beautiful place to stay. I would certainly return here and I highly recommend this place!!" - "We loved staying here! Room was comfortable, and it was close to restaurants in the little downtown area. The owners cooked a lovely breakfast both days, and were very accommodating with snacks etc. Would highly recommmend. Way better than an impersonal hotel!"

Short Term Rentals in Kissimmee
La Casa Mediterranean! 3 Bedroom Condo Near Disney!
House
5006 Laguna Bay Circle 60, Kissimmee, FL, FL 34746, USA

La Casa Mediterranean! 3 Bedroom Condo Near Disney! is located in Kissimmee, just 7.6 miles from Disney's Wide World of Sports and 7.8 miles from Disney Springs. Among the various facilities of this property are a fitness center, a tennis court, and barbecue facilities. The accommodation provides a sauna, free Wifi throughout the property, and private check-in and check-out. Leading onto a balcony, the vacation home consists of 3 bedrooms. The air-conditioned vacation home also offers a flat-screen TV, a fully equipped kitchen with a dishwasher, a washing machine, and 2 bathrooms with a walk-in shower, a hot tub and a bath. For added privacy, the accommodation features a private entrance. The vacation home also features an outdoor swimming pool and a hot tub for guests to relax in. The vacation home has a picnic area where you can spend the day outdoors. Disney's Hollywood Studios is 7.8 miles from La Casa Mediterranean! 3 Bedroom Condo Near Disney!, while Gatorland is 8.3 miles away. Orlando International Airport is 21 miles from the property.

Guest Reviews:

- "Great stay" - "Perfect place" - "Fantastic apartment" - "Nice but needed better attention from the cleaning company"

Short Term Rentals in Kissimmee
Lafitte's Landing Lakeview Cottage - Lakefront!
Cottage
8121 Surf St, Kissimmee, Fl 34747, Usa, Kissimmee, FL, 34747, USA

Close to theme parks, a golf course, and more, this pet-friendly cottage brings it all within reach. Jump into your car and make short work of the 4-minute drive to Mystic Dunes Golf Club or the 5-minute drive to Island H2O Live! (and enjoy the property's convenient onsite parking in the meantime).

Relax on the furnished balcony (enjoy the outdoor furniture!) of this cottage. As for the great indoors, you can come inside and enjoy the free WiFi and TV.

A sitting area, a dining area, air conditioning, and a ceiling fan are featured at this 3-bedroom, 3-bathroom rental. Bathroom amenities include a hair dryer and towels. Prepare a home-cooked meal in the kitchen, complete with an oven, a stovetop, and a refrigerator, as well as a coffee maker, a microwave, and cookware. And there's a washer/dryer, so you can even pack a bit lighter.

Guest Reviews:

- "The house was beautiful and comfortable for our family, we would have stayed longer! The resort is fun, plenty of stores and good restaurants. We will definitely come back. " - "My only issue was the curtain blinds for the upstairs master bedroom were not fully attached to the mechanical rod it was torn off " - "House was excellent clean and spacious and very comfortable and convenient to shops like target and Walmart very near to the property would definitely recommend. The view from the porch was amazing in the evening after a long day at the parks relaxing with a cold beer and looking at all wildlife in the lake very peaceful "

Short Term Rentals in Kissimmee
Nice Apartment at Windsor Hills WH76604
Apartment
7660 Comrow St, Unit 304, Orlando, FL, 34747, USA

Nice Apartment at Windsor Hills WH76604 is located in Orlando, just 5.8 miles from Disney's Hollywood Studios and 6.1 miles from Walt Disney World. The property is around 5 miles from Disney's Blizzard Beach Water Park, 5.1 miles from Disney's Wide World of Sports, and 5.5 miles from Disney's Boardwalk. Free Wifi is available throughout the property and Disney's Animal Kingdom is 4.7 miles away. The air-conditioned apartment is composed of 3 separate bedrooms, a fully equipped kitchen with a dishwasher and a microwave, and 2 bathrooms. Towels and bed linen are featured in the apartment. The accommodation is non-smoking. Disney Springs is 7.4 miles from the apartment, while Disney's Magic Kingdom is 7.8 miles away. Orlando International Airport is 22 miles from the property.

Guest Reviews:

- "A great spring break for the kids"

Short Term Rentals in Kissimmee
Gorgeous Margaritaville Cottage W/private Patio!
House
8060 Lost Shaker Lane, Kissimmee, FL, 34747, USA

Located in Kissimmee, this welcoming vacation home lets you experience it all. With the property's convenient onsite parking, you'll be ready to make the quick 4-minute drive to Mystic Dunes Golf Club or the 5-minute drive to Island H2O Live!.

Once you get back, you can enjoy your surroundings with the deck or patio and fitness center. For a change of scenery, come inside and enjoy the free WiFi and TV.

A living room, a day bed, and air conditioning are featured at this 3-bedroom, 3-bathroom rental. Bathroom amenities include a hair dryer and towels. The kitchen is equipped with an oven, a stovetop, and a refrigerator, as well as an ice maker, a microwave, and a toaster. And thanks to the washer and dryer, you'll even be able to travel light.

Guest Reviews:

- "The cottages had a good location. The home was comfortable in space. You are unable to use the amenities in the area. The floors were dirty. The stairs are steep. It was helpful to be able to do laundry upstairs. The king en-suite is downstairs. And the other rooms upstairs. The water pressure in the showers was nice and strong. It was nice to come back to after a long day. " - "Towels too small, remotes with dead batteries " - "Was very nice, clean and good location! "

Short Term Rentals in Kissimmee
Lake View Vacation Home with Pool and Game Room Near Disney Parks
Villa
4686 Golden Beach Court, Kissimmee, FL, FL 34746, USA

8.4 miles from Gatorland in Kissimmee, Lake View Vacation Home with Pool and Game Room Near Disney Parks features accommodations with access to a sauna, spa center, and fitness center. Guests are welcome to go for a swim in the private pool. There's a children's playground and guests have access to free Wifi, free private parking, and an electric vehicle charging station. The air-conditioned villa consists of 6 bedrooms, 2 living rooms, a fully equipped kitchen with a dishwasher and a kettle, and 6 bathrooms with a walk-in shower and a hair dryer. Guests can enjoy a meal on an outdoor dining area while overlooking the lake views. The villa offers bed linen, towels, and laundry service. There is an on-site snack bar, and during warmer months you can make use of the barbecue facilities. You can play billiards, table tennis, and mini-golf at the villa, and the area is popular for fishing. Guests can also relax in the shared lounge area. Disney's Wide World of Sports is 8.8 miles from Lake View Vacation Home with Pool and Game Room Near Disney Parks, while Disney Springs is 9 miles from the property. Orlando International Airport is 21 miles away.

Guest Reviews:

- "It was a great stay had by all" - "Many memories to remember in such a wonderful property"

Short Term Rentals in Kissimmee
Lakeview Home w/Private Pool & Free Water Park!
Cottage
4765 Kings Castle Circle, Kissimmee, FL, 34746, USA

Located in Kissimmee, this welcoming cottage lets you experience it all. With the property's convenient onsite parking, you'll be ready to make the quick 5-minute drive to Medieval Times or the 3-minute drive to Capone's Dinner Show.

After you return, you can unwind by the outdoor pool or sip a drink by the lazy river; you may also like the porch or lanai and waterslide. As for the great indoors, you can come inside and enjoy the free WiFi.

A living room and air conditioning are featured at this 5-bedroom, 5-bathroom rental. The kitchen is equipped with an oven, a stovetop, and a refrigerator, as well as an ice maker and a microwave. And you can even travel light because you'll have a dryer.

Families with little ones will appreciate the highchair at this property. There is also a playground to enjoy.

Guest Reviews:

- "The location is fantastic. The house was clean and welcoming. Communication was fantastic!" - "Love the inside heated swimming pool. Ive maker was not working."

Short Term Rentals in Kissimmee
3191 Unit 207 Stunning apartment
Apartment
Kissimmee, FL, USA

3191 Unit 207 Stunning apartment is located in Kissimmee, just 5.7 miles from Gatorland and 6.2 miles from Disney Springs. Both free Wifi and parking on-site are accessible at the apartment free of charge. Disney's Boardwalk is 6.9 miles away and Disney's Blizzard Beach Water Park is 8.2 miles from the apartment. The air-conditioned apartment is composed of 2 separate bedrooms, a fully equipped kitchen with a dishwasher and an oven, and 2 bathrooms. Towels and bed linen are offered in the apartment. The accommodation is non-smoking. Disney's Wide World of Sports is 6.6 miles from 3191 Unit 207 Stunning apartment, while Disney's Hollywood Studios is 6.8 miles from the property. Orlando International Airport is 14 miles away.

Amenities:

Internet • Child Friendly • Wellness Facilities • Security/Safety • Air Conditioner • Parking • Pool • Fireplace/Heating • Accessibility

Short Term Rentals in Kissimmee
Just 10 Mins From Disney and Walking Distance to Outlets & Restaurants
House
5492 Paradise Cay Circle, Kissimmee, FL, 34746, USA

Nestled in Kissimmee, this 4-bedroom, 3-bathroom vacation home brings it all within your reach. Fans of nature and the outdoors will love being 3 minutes by car from Old Town and 3 minutes from Lake Cecile. Jump into your car and make short work of the 3-minute drive to Fun Spot America or the 3-minute drive to Lake Buena Vista Factory Stores (and enjoy the property's convenient covered onsite parking in the meantime).

While you're here, you can enjoy all the comforts of home and more, including free WiFi and an outdoor pool.

Guest Reviews:

- "Beautiful home away from home with an excellent 7* friendly host! Will always say here, in future! " - "We had a great week staying here, a very comfortable home."

Short Term Rentals in Kissimmee
Spectacular House with 3 BR - Private Pool, BBQ - Minutes from Disney!
House
3086 Yellow Lantana Lane, Kissimmee, FL, 34747, USA

6.1 miles from Disney's Animal Kingdom in Kissimmee, Spectacular House with 3 BR - Private Pool, BBQ - Minutes from Disney! features accommodations with access to a fitness center. Both free Wifi and parking on-site are accessible at the vacation home free of charge. Outdoor seating is also available at Spectacular House with 3 BR - Private Pool, BBQ - Minutes from Disney!. The accommodation features 3 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 3 bathrooms with a hair dryer. Towels and bed linen are available in the vacation home. The accommodation is non-smoking. Guests can spend time in the water park or enjoy the outdoor swimming pool and garden at Spectacular House with 3 BR - Private Pool, BBQ - Minutes from Disney!. Disney's Blizzard Beach Water Park is 6.5 miles from the vacation home, while Disney's Wide World of Sports is 7 miles from the property. Orlando International Airport is 22 miles away.

Guest Reviews:

- "Great management team. Minor issues sorted out immediately" - "really good place"

Short Term Rentals in Kissimmee
Luxurious Vacation Townhome With Private Pool
House
8948 Adriatico Lane, Kissimmee, FL, 34747, USA

Located in Kissimmee, this welcoming vacation home lets you experience it all. With convenient nearby parking, you'll be ready to make the 14-minute drive to Walt Disney World® Resort or the 21-minute drive to Disney's Animal Kingdom® Theme Park.

Relax by the outdoor pool or sip a drink on the deck or patio of this vacation home, which also features a BBQ grill. As for the great indoors, you can come inside and enjoy the free WiFi, TV, and DVD player.

As you settle into this 4-bedroom, 3-bathroom rental, you'll find a living room, air conditioning, and a desk. Bathroom amenities include a hair dryer and towels. The kitchen is equipped with an oven, a stovetop, and a refrigerator, as well as a coffee maker, a microwave, and a toaster. And you can even travel light because you'll have access to laundry facilities.

Guest Reviews:

- "We enjoyed our stay. It was near all the major attractions. Thank you. " - "Took my boyfriend for his birthday and he loved it. Will definitely consider returning in the future. "

Kissimmee Family Friendly Short Term Rentals

Kissimmee Short Term Rentals with Parking

Kissimmee Pet Friendly Short Term Rentals

Kissimmee Short Term Rentals with Entertainment

Kissimmee Short Term Rentals with Private Pool

Kissimmee Short Term Rentals with Spa

Kissimmee Short-Term-Rentals on the Map

Compare the Best Short-Term-Rentals in Kissimmee – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
Affordable Luxury Home Near Walt Disney World - Sunshine Villa at Glenbrook Resort, Orlando, Florida 16720 Rolling Green Drive, Orlando, FL, FL 34714, USA 129 4.0 10.0 13 Click here
The Berkley, Orlando 8545 W. Irlo Bronson Highway, Kissimmee, FL, 34747, USA 147 4.0 9.6 1972 Click here
Comfy Modern House w Pool Perfect Location 511 Lasso Dr, Orlando, FL, 34747, USA 290 4.0 10.0 10 Click here
Willow Bend 5508 Willow Bend Trail, Kissimmee, FL, 34758, USA 585 4.0 10.0 2 Click here
Mickeys Pearl - Phenomenal 7BR with 4 Master Suites Privacy Pool & Hot Tub Gas BBQ - 2 miles to Disney 2809 Spinning Silk Court, Orlando, FL, FL 34747, USA 340 4.0 10.0 10 Click here
Elegant Villa W/private Pool/spa & Game Room! 2120 Rome Drive, Kissimmee, FL, 34747, USA 190 4.0 10.0 1 Click here
Its A Dream Family Vacation Rental - Minutes from Disney 2973 Sunset Vista Boulevard, Kissimmee, FL, FL 34747, USA 268 4.0 10.0 8 Click here
Moana's Hut Miles From World's Best Theme Parks! 3223 Cupid Place, Kissimmee, Fl 34747,, Kissimmee, FL, 34747, USA 214 4.0 10.0 1 Click here
Tamarind Villa MK015 Tamarind Circle, Kissimmee, FL, FL 34747, USA 91 4.0 9.0 7 Click here
Kapp and Kappy B&B 21 North Clyde Avenue, Kissimmee, FL, 34741, USA 195 3.0 9.8 120 Click here
La Casa Mediterranean! 3 Bedroom Condo Near Disney! 5006 Laguna Bay Circle 60, Kissimmee, FL, FL 34746, USA 121 4.0 9.4 7 Click here
Lafitte's Landing Lakeview Cottage - Lakefront! 8121 Surf St, Kissimmee, Fl 34747, Usa, Kissimmee, FL, 34747, USA 480 3.0 9.2 12 Click here
Nice Apartment at Windsor Hills WH76604 7660 Comrow St, Unit 304, Orlando, FL, 34747, USA 182 4.0 10.0 6 Click here
Gorgeous Margaritaville Cottage W/private Patio! 8060 Lost Shaker Lane, Kissimmee, FL, 34747, USA 301 3.0 9.8 10 Click here
Lake View Vacation Home with Pool and Game Room Near Disney Parks 4686 Golden Beach Court, Kissimmee, FL, FL 34746, USA 323 4.0 10.0 6 Click here
Lakeview Home w/Private Pool & Free Water Park! 4765 Kings Castle Circle, Kissimmee, FL, 34746, USA 640 3.0 10.0 3 Click here
3191 Unit 207 Stunning apartment Kissimmee, FL, USA 138 4.0 9.6 5 Click here
Just 10 Mins From Disney and Walking Distance to Outlets & Restaurants 5492 Paradise Cay Circle, Kissimmee, FL, 34746, USA 85 3.0 10.0 2 Click here
Spectacular House with 3 BR - Private Pool, BBQ - Minutes from Disney! 3086 Yellow Lantana Lane, Kissimmee, FL, 34747, USA 254 4.0 10.0 5 Click here
Luxurious Vacation Townhome With Private Pool 8948 Adriatico Lane, Kissimmee, FL, 34747, USA 198 3.0 10.0 2 Click here

Note: The prices for each Short-Term-Rentals in Kissimmee do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here) to get the latest prices.

Frequently Asked Questions

Short-term rentals in Kissimmee that include a pool include:

  • Affordable Luxury Home Near Walt Disney World - Sunshine Villa at Glenbrook Resort, Orlando, Florida.- Review Count: 13, Rating: 10.0
  • The Berkley, Orlando.- Review Count: 1972, Rating: 9.6
  • Comfy Modern House w Pool Perfect Location.- Review Count: 10, Rating: 10.0

Short-term rentals in Kissimmee that offer shuttle or transport services include:

  • The Berkley, Orlando.- Review Count: 1972, Rating: 9.6
  • Its A Dream Family Vacation Rental - Minutes from Disney.- Review Count: 8, Rating: 10.0
  • Winterfield ChampionsGate 1265.- Review Count: 3, Rating: 10.0

Short-term rentals in Kissimmee with spa access include:

  • Lake View Vacation Home with Pool and Game Room Near Disney Parks.- Review Count: 6, Rating: 10.0
  • Beautiful House with Pool in Reunion Orlando 10 minutes from Disney.- Review Count: 5, Rating: 10.0
  • Coral Reef Cottage! Near Disney With Margaritaville Resort & Island H2O Access - 8052Ls.- Review Count: 2, Rating: 10.0

Family-friendly short-term rentals in Kissimmee include:

  • Affordable Luxury Home Near Walt Disney World - Sunshine Villa at Glenbrook Resort, Orlando, Florida.- Review Count: 13, Rating: 10.0
  • The Berkley, Orlando.- Review Count: 1972, Rating: 9.6
  • Comfy Modern House w Pool Perfect Location.- Review Count: 10, Rating: 10.0

Pet-friendly short-term rentals in Kissimmee include:

  • Willow Bend.- Review Count: 2, Rating: 10.0
  • Lafitte's Landing Lakeview Cottage - Lakefront!.- Review Count: 12, Rating: 9.2
  • Spectacular House with 3 BR - Private Pool, BBQ - Minutes from Disney!.- Review Count: 5, Rating: 10.0

Short-term rentals in Kissimmee that offer breakfast options include:

  • Affordable Luxury Home Near Walt Disney World - Sunshine Villa at Glenbrook Resort, Orlando, Florida.- Review Count: 13, Rating: 10.0
  • Mickeys Pearl - Phenomenal 7BR with 4 Master Suites Privacy Pool & Hot Tub Gas BBQ - 2 miles to Disney.- Review Count: 10, Rating: 10.0
  • Its A Dream Family Vacation Rental - Minutes from Disney.- Review Count: 8, Rating: 10.0

Short-term rentals in Kissimmee with guest parking include:

  • Affordable Luxury Home Near Walt Disney World - Sunshine Villa at Glenbrook Resort, Orlando, Florida.- Review Count: 13, Rating: 10.0
  • The Berkley, Orlando.- Review Count: 1972, Rating: 9.6
  • Comfy Modern House w Pool Perfect Location.- Review Count: 10, Rating: 10.0

Some of the best Short Term Rentals in Kissimmee are:

  • The Berkley, Orlando.- Review Count: 1972, Rating: 9.6
  • Affordable Luxury Home Near Walt Disney World - Sunshine Villa at Glenbrook Resort, Orlando, Florida.- Review Count: 13, Rating: 10.0
  • Comfy Modern House w Pool Perfect Location.- Review Count: 10, Rating: 10.0

Some of the popular Short Term Rentals in Kissimmee are:

  • The Berkley, Orlando.- Review Count: 1972, Rating: 9.6
  • Lots of Privacy On A Lake 20 Minutes From Disney With A Private Pool!.- Review Count: 174, Rating: 10.0
  • Kapp and Kappy B&B.- Review Count: 120, Rating: 9.8