Kissimmee Vacation Rentals

(362 rentals)
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Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Private pool

About this property

Located in Kissimmee, 8.6 miles from Disney's Animal Kingdom and 9.4 miles from Disney's Blizzard Beach Water Park, Spectrum Resort is near Disney w/ Hotel Amenities - provides accommodations with free WiFi, air conditioning, an outdoor swimming pool, waterpark and a fitness center. There's an on-site ...

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Property Type

Kissimmee Condo

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Private pool

About this property

After. *** Location Location Location*** It’s all about. ‘The View’The uninterrupted view of the 14 acre lake and bird island, takes unwinding by the pool to a new level! Relax on a sun bed, or perhaps get wrinkly in the spa whilst ...

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Property Type

Kissimmee Villa

"Beautiful Home and View"

This Beautiful Home with a Lake View! This Home is very well maintained, the kitchen is supplied with everything you need. Game room is a fun room with pool table, video games, TV, books, ect. Little ...

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9 BR | 5 BA | Sleeps 18 | Quick View

Owner special: Save 10-35% off of Last-Minute Bookings!  *Price listed includes already discounted rates

$717

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

Storey Lake - Kissimmee is a brand new vacation community located just 4 miles from the magical world of Disney and just minutes to Universal, Sea World, and the many water parks in the area. Central Florida is also home to some of the nation's top-rated golf courses and many are within a 10-minute drive ...

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Property Type

Kissimmee House

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7 BR | 5.5 BA | Sleeps 16 | Quick View

$350

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Private pool

About this property

Spacious & Bright Luxury House. Two story home at the Amazing Champions Gate Community. The house ncludes 7 Bedrooms, 6 Bathrooms, large Game room, Private Pool, Patio, outdoor furniture, themed bedrooms. The ideal vacation spot for families and groups. Privacy pool screens - No neighbors view from ...

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Property Type

Kissimmee House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

Our beautiful 3000sq 5 Bed, 4 Bathroom home is located on a generous corner plot. With a south facing Pool and stunning views over the second tee of the Arnold Palmer Golf Course on Reunion ResortThe open plan living area is comfortably furnished and has a wood look tiled floor. Flat screen tv. ...

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Property Type

Kissimmee House

"Loved this place"

This place fit our requirements to a tee. Great location, beautiful home, wonderful contact person. Cannot complain about anything. Hated to leave, missing it , I want to return someday. Thank you for ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

Our luxury Kissimmee vacation villa will comfortably sleep 10 people. It is fully air-conditioned for your comfort, and has a very roomy and spacious floor plan. It has 2 lounge areas (one with 2 full sofas, and a ceiling fan, the other with a love seat and a sofa bed), both have cable T.V. The kitchen ...

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Property Type

Kissimmee Villa

"Family vacation"

Our family truly enjoyed our stay in the Florida rental, we didn't want to leave. Had all the comfort of home, our grandchildren loved swimming everyday ️, and the best thing about this place was everything ...

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8 BR | 6 BA | Sleeps 16 | Quick View

5.0 rating on other travel sites

$693

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

"Professionally decorated, classy and full of fun vacation home with a beautiful waterfront view from the pool area. The inside movie theater and game room have a Jurassic Park theme - both of which make you feel like you are in Jurassic Park. You will find the poolside to be a huge hit at night ...

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Property Type

Kissimmee House

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6 BR | 3.5 BA | Sleeps 14 | Quick View

4.8 rating on other travel sites

$537

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

"Something for everyone - fun, beauty, and comfort. There's so much to love! Everyone will love the incredible Avengers game room; it is like no other. Plus, all will love the heated pool and spa. Kids will love the themed bedrooms. And, adults will love the professionally decorated beauty of the ...

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Property Type

Kissimmee House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

12 Min Drive to Disney World20 Min Drive to SeaWorld26 Min Drive to Universal StudiosLocated in the gated Storey Lakes resort, this modern 8 bedroom, 5 bathroom home is the perfect place for large groups looking to stay near all the action of central Florida. Aside from an amazing location, ...

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Property Type

Kissimmee Villa

"Excellent stay in the magical mansion!"

Great place, very clean and comfortable. Kids had a blast in the game room and cars room. The movie theater was perfect! Loved the modern and contemporary style of the home with tons of space for everyone ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Rentals by owner

About this property

3 bedroom 3 bathroom homeOpen plan living room, dining, and kitchen downstairsBonus den to relax or work from homeLiving/Dining Room: - 58” 4K Smart TV (Log into your favorite streaming service, Live and On demand TV shows) - 4 seater dining setDen: - Work/study space - Comfy ...

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Property Type

Kissimmee Townhome

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool
  • Rentals by owner

About this property

Freshly updated home! A lovely home-style house which backs onto views of conservation land. Sitting on the established and very popular Kissimmee community of Indian Creek Estate, a fantastic location only minutes from Walt Disney World. Freshly Decorated • Sleeps up to 10 • Five bedrooms, ...

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Property Type

Kissimmee House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool
  • Rentals by owner

About this property

PLEASE EMAIL AND ASK FOR RATES. DIFFERENT TIMES OF THE YEAR HAVE DIFFERENT RATES AN MINIMUM STAYS - THANKS.Free WiFi, 3 miles to Disney, Huge pool and spa, Game room (pool table, air hockey, big screen tv, leather sectional, Wii), Internet access (wireless), Completely, private back yard, BBQ Grill, ...

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Property Type

Kissimmee House

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7 BR | 4.5 BA | Sleeps 14 | Quick View

8

Distance to park: 3 miles to Disney World Parks

$275

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

Huge Orlando vacation rental home has 7 bedrooms and 4.5 bathrooms. Great for a large Family with up to 14 guests! There are two King Master Suites, one on each floor. The master bathroom on the first floor has a walk-in shower and separate garden tub. Bedroom 3 & 4 King beds and Bedroom 5 One Queen ...

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Property Type

Kissimmee House

"Dreams did come true!"

Three generations, 9 adults and 7 children enjoyed this amazing home. It was the first trip we have been able to all be together. None of us live close, so everyone got to spend lots of time together ...

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5 BR | 4 BA | Sleeps 12 | Quick View

5

Distance to park: 6 miles to Disney Animal Kingdom

$230

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Private pool

About this property

***FREE WIRELESS INTERNET JUST BRING YOUR MOBILE DEVICES**. (Please note - there is no landline in the home)Sleeps a maximum 12 guests, with a maximum of 8 guests over the age of 14 years old.As you enter our lovely home, you will be impressed with the soaring 17ft high ceilings in the spacious ...

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Property Type

Kissimmee House

"Lovely home"

Lovely home will definitely recommend to others wish the pool and jacuzzi was heated though. Bring tissue and your own dish liquid and own laundry detergent if staying full week

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8 BR | 6 BA | Sleeps 16 | Quick View

4.8 rating on other travel sites

$662

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

"One word - FUN!! Incredible movie theater inside. Awesome movie theater poolside. And, a really cool Star Wars themed game room with LED lighting. The home is professionally decorated. It's beautiful, yet very comfortable." Cindy C.LOOKING for an incredibly fun vacation home to rent? This ...

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Property Type

Kissimmee House

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8 BR | 6 BA | Sleeps 16 | Quick View

4
Owner special: Save 10-35% off of Last-Minute Bookings!  *Price listed includes already discounted rates

$414

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

Windsor at Westside - Kissimmee, Florida is an upscale gated community located just 10 minutes from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida, and has quickly become one of the most desired locations in the Orlando area. During your stay, you will enjoy this well-appointed ...

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Property Type

Kissimmee House

"Champion gates"

Beautiful house, nice and spacious Clean, private, easy to book. Had 13 people there, 3 families, could have stayed longer

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4 BR | 2.5 BA | Sleeps 8 | Quick View

$165

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Rentals by owner

About this property

Bedroom 1 queen bedBedroom 2 King bedBedroom 3 double bedBedroom 4 2 single bedsUse of clubhouse, pool, gym, pool table, cinema room wi-fi

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Property Type

Kissimmee Townhome

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4 BR | 3.5 BA | Sleeps 12 | Quick View

1

Distance to park: 10 miles to Disney world

$210

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Rentals by owner

About this property

Welcome to Be My Guest Vacation Home! Enjoy your vacation at this welcoming house with a fully equipped kitchen, 4 bedrooms, and 3.5 bathrooms. The home has an open floor plan and offers the community pool right next to the townhouse. Everything here was designed for you to have the best experience and ...

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Property Type

Kissimmee Townhome

"Awesome place!!"

Stayed here for the weekend with my family & absolutely loved it! House is right next to the pool and was super easy to access. I could see the pool from the living room window.Home was spotless & ...

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4 BR | 4 BA | Sleeps 8 | Quick View

Distance to park: 2 miles to Disney

$277

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

Wonderfully Themed villa in the beautiful gated community of Windsor Hills, just two miles from Disney. Enjoy complimentary pool & spa heat, themed rooms, and a fun games room in the garage (air hockey, ping ping, foosball)! This is one of very few 4-bedroom units on the resort. We're nice and close ...

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Property Type

Kissimmee Villa

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8 BR | 6 BA | Sleeps 16 | Quick View

4.9 rating on other travel sites

$665

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

"Great house, even better than the listing indicated. Great pool and hot tub, huge living area and plenty of space for a group of 14. The movie room was great, with a highlight of watching Space X launch a rocket on the big screen, then walking to back yard to watch it in the sky. The upstairs is ...

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Property Type

Kissimmee House

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5 BR | 3.5 BA | Sleeps 12 | Quick View

$317

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

This newly remodeled 5bd/3.5bath gated community home is waiting for you to visit! Saltwater pool, game room IN the house, all new flooring, granite countertops in kitchen, new pool furniture, new decorations, community playground and SO much more! This home is located only 5 miles from Disney World and ...

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Property Type

Kissimmee Villa

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5 BR | 5 BA | Sleeps 10 | Quick View

Owner special: Save 10-35% off of Last-Minute Bookings!  *Price listed includes already discounted rates

$234

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

Storey Lake - Kissimmee is a brand new vacation community located just 4 miles from the magical world of Disney and just minutes to Universal, Sea World and the many water parks in the area. Central Florida is also home to some of the nation's top-rated golf courses and many are within a 10-minute drive ...

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Property Type

Kissimmee House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

"Kids and adults love the game room. Really cool. Movie theater in the converted garage is incredible - better than being at a regular movie theater. And, maybe your biggest treat will be the poolside theater. Very pretty and comfortable home and full of fun." Keith C.LOOKING for an incredibly ...

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Property Type

Kissimmee House

"Great spot! Exactly as described!"

Terrific house. Has everything you need. All the electronics were working as they should. The theatre room and the outdoor pool/tub were the highlights. When I had question about the place while I was there, ...

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8 BR | 7 BA | Sleeps 16 | Quick View

3
Owner special: Save 10-35% off of Last-Minute Bookings!  *Price listed includes already discounted rates

$401

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

PLEASE NOTE: Encore Resort amenities are not included in the rental of this homeEncore Club at Reunion-Kissimmee, Florida is only 15 minutes to the area's main attraction... Walt Disney World. This gated luxury resort sits nestled just outside of Orlando, Florida, and has quickly become one of the ...

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Property Type

Kissimmee House

"Excited!!"

I didn't go yet but I'm going next summer with my best friend and our families. More excited to go now that I have heard great new about it!!

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3 BR | 2 BA | Sleeps 6 | Quick View

$165

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool
  • Rentals by owner

About this property

This beautiful fully remodeled home is a perfect place to call home away from home.About this space:Fully remodeled which includes new tile throughout, new kitchen and baths with quartz, stainless steel appliances, water and ice. New beds and furniture.Located in the beautiful Crescent Lakes ...

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Property Type

Kissimmee Villa

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$130

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool
  • Rentals by owner

About this property

Come relax in this 4 bedroom, 3 bathroom home. Sit on the screened in pool deck and just watch the wildlife , eat meals, have a cup of coffee and just relax. You are on vacation. Two king beds, queen and 2 twin beds .

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Property Type

Kissimmee House

"Disney Bound 2021"

The location was perfect with easy access. The house was very nice with a great view overlooking the pond. Had everything we needed. About 15 to 20 minutes away from Disney. Ms. Diane is a great host. Will ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool
  • Rentals by owner

About this property

Come to Livin' Large at Windsor Westside with 100% Free Resort amenities!* Private Heated Pool & Spa * FREE Arcade! Yes, play all you want for Free! * Poolside Tiki Bar & Grill * FREE Resort w/ Heated Lazy River * Kids water playground & slides * FREE 400MB Wifi * Roku: 11 tvs ...

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Property Type

Kissimmee House

"Great home for a large group"

Let me start by saying that Laura is fantastic at communication. Our group is from Canada and we originally booked the house in 2020, but had to delay due to COVID-19 border closures. We communicated ...

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7 BR | 4 BA | Sleeps 14 | Quick View

3
Owner special: Save 10-35% off of Last-Minute Bookings!  *Price listed includes already discounted rates

$295

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

Solara Resort - Kissimmee, Florida is an upscale community currently under development just 7 miles from Walt Disney World. This gated resort community sits nestled just outside of Orlando, Florida. During your stay, you will enjoy this well-appointed home that has been designed and decorated to provide ...

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Property Type

Kissimmee Villa

"Champions Gate Oasis"

My family stayed at a very lovely home on Sandbagger Drive in Champions Gate. There were a few minor cosmetic issues with the home but nothing that we couldn’t live with. We are already planning our next ...

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8 BR | 5 BA | Sleeps 16 | Quick View

Owner special: Save 10-35% off of Last-Minute Bookings!  *Price listed includes already discounted rates

$759

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

The Retreat at Champions Gate - Kissimmee, Florida is a new upscale gated resort community located just 12 miles from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida and will quickly become one of the most desired locations in the Orlando area. During your stay, you will ...

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Property Type

Kissimmee House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool
  • Rentals by owner

About this property

Immerse yourself in this much-beloved world and find the hidden easter eggs in the room as you open the door to Potter's Place. This charming open-concept themed home is ready to make you feel revitalized. From a cleaned, well-maintained space to a fully equipped kitchen to cozy beds and pillows, your ...

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Property Type

Kissimmee Townhome

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6 BR | 5.5 BA | Sleeps 18 | Quick View

54

Distance to park: 4 miles to Animal Kingdom

$212

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Private pool
  • Rentals by owner

About this property

Some of the best features of this house from Guest Reviews • Beautiful Vinyl Plank Flooring in all bedrooms, halls and on the steps • Less than a 4-mile drive to Disney World’s Animal Kingdom Theme Park • Two leather couches and a recliner with a total of 5 power reclining seats • ...

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Property Type

Kissimmee House

"Fantastic Disney Vacation Rental Home"

We throughly enjoyed our stay in your lovely home! The location was perfect, as it allowed us to get to and from the parks in minimal time. We loved having the 4 master bedrooms with their own private bathrooms! ...

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6 BR | 6 BA | Sleeps 12 | Quick View

2
Owner special: Save 10-35% off of Last-Minute Bookings!  *Price listed includes already discounted rates

$358

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

The Retreat at Champions Gate - Kissimmee, Florida is a new upscale gated resort community located just 12 miles from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida, and will quickly become one of the most desired locations in the Orlando area. During your stay, you ...

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Property Type

Kissimmee House

"Great place for family or group so close to all Orlando Attractions!!!"

Beautiful house in a safe gated community for a family, extended family or group of friends. Huge kitchen several eating areas inside and out. Many areas with places to enjoy TV, games, and socializing. ...

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6 BR | 4 BA | Sleeps 14 | Quick View

4.8 rating on other travel sites

$496

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

"What a delightful home! It exceeded all of our expectations...There was a television in almost every room, two living rooms with comfortable seating, coffee bar, game room, fun children's bedrooms with a "secret room", pool with large movie screen, and plenty of outdoor loungers and seating...I ...

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Property Type

Kissimmee House

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3 BR | 2 BA | Sleeps 6 | Quick View

2

Distance to park: 1 miles to Disney Animal Kingdom

$109

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Rentals by owner

About this property

Come and enjoy your vacation in this comfortable condo, right by Disney. Yes Enjoy Three large screen TV's, DVD and free Wi-FI.Yes Beautiful/alluring condo, 1 mile from Disney world and minutes from other attractions, Such as sea world and Universal studio. In Celebration area Florida. Walking distance ...

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Property Type

Kissimmee Condo

"Recommended"

This is a beautiful property to stay in. Very clean and neat. I truly recommend it to anyone who wants to be near the main attractions. Everything is very close. You have gift shops, souvenirs shops, target ...

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7 BR | 4.5 BA | Sleeps 14 | Quick View

3

Distance to park: 4 miles to Animal Kingdom

$250

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool
  • Rentals by owner

About this property

Conveniently located on the Exclusive Emerald Island Resort. With 7 Bedrooms and 4.5 bathrooms, Berni’s Home from Home can easily accommodate two families travelling together or will give one family plenty of space.Enjoy relaxing by your very own private extended south facing pool or spend some ...

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Property Type

Kissimmee Villa

"Very well maintained home"

This home was lovely and very well kept. Would rent again if the occasion arose that we needed a home this big again.

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$130

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool
  • Rentals by owner

About this property

Close to the Attractions but away from the crowds. 4 bedroom/3 bath single story home on "lake". Ducks, Sandhill Cranes, sometimes a falcon, turtles. King, king, and 4 twin beds, TV in all bedrooms, WiFi, FREE US, Canada and US Territory phone calls. Fully furnished. Not suitable for ...

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Property Type

Kissimmee House

"Relaxing stay"

It was the perfect neighborhood that was quiet and relaxing. It definitely wasn’t far from the attractions. We enjoyed our stay!!

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8 BR | 6 BA | Sleeps 16 | Quick View

4.8 rating on other travel sites

$619

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

"This home is so much fun and is the best we have ever stayed in! The 2 theaters were a hit, and my kids could not get enough of the game room. So much to do in there- play pool, foosball, air hockey, shuffleboard, arcade style video games and PS4 games. We also spent so much time enjoying the private ...

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Property Type

Kissimmee House

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7 BR | 4.5 BA | Sleeps 16 | Quick View

3

$187

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Private pool

About this property

Relax and Enjoy this 7 Bedroom Pool Vacation Home Set in a Beautiful Gated Community. A large beautiful 7 bedroom & 4 1/2 bathroom vacation home within minutes of Disney . All the comforts of home & just minutes from the magical world of Disney. This quality vacation home is extremely spacious ...

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Property Type

Kissimmee House

"Nice and Clean!"

This home is very nice and clean. We enjoyed our stay. The only issue is the pool. We paid extra for 2 weeks pool & spa heating but we only enjoyed the spa 3 days out of the 14 days. The pool will shot ...

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3 BR | 2.5 BA | Sleeps 6 | Quick View

Distance to park: 2 miles to Disney Animal Kingdom

$160

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Rentals by owner

About this property

Touches of Disney around every corner make this town home a fun spot to stay during your Florida adventure! Enjoy Orlando, Florida, home to Disney World and a lot of other AMAZING attractions! This property is located on the Exclusive Emerald Island Resort and is inviting and convenient for any planned ...

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Property Type

Kissimmee Townhome

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5 BR | 5 BA | Sleeps 10 | Quick View

Owner special: Save 10-35% off of Last-Minute Bookings!  *Price listed includes already discounted rates

$393

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

The Retreat at Champions Gate - Kissimmee, Florida is a new upscale gated resort community located just 12 miles from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida and will quickly become one of the most desired locations in the Orlando area. During your stay, you will ...

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Property Type

Kissimmee House

Show less

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

Find total relaxation at this luxurious four-bedroom, two-bath villa that sleeps 10 with your own private, screened-in pool and patio area. Beyond the patio area, find a grassy, tree-lined backyard that provides quiet seclusion.Inside, you’ll find enough room for everyone with the spacious living ...

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Property Type

Kissimmee Villa

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6 BR | 4.5 BA | Sleeps 12 | Quick View

5
Owner special: *$189 per night plus taxes for available dates April -May 2023

$212

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

Moran Disney Rentals would love to welcome you to our Luxury 6 bedroom house which is perfectly located on the exclusive Emerald Island Resort community less than 3 miles from the Walt Disney a world Parks in Florida. This property has 6 bedrooms two of which are master bedrooms with a further two and ...

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Property Type

Kissimmee House

"FAMILY VACATION 2022 all the way from the Virgin Islands St Croix"

The best Airbnb I've stayed in Well kept Nicely decorated Close to everything Karina was the best I'll recommended this house to anyone It is beautiful

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4 BR | 3 BA | Sleeps 8 | Quick View

20

$148

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool
  • Rentals by owner

About this property

Indian Creek Disney Retreat is a beautiful 1800SF, well maintained home in the Indian Creek subdivision which is literally on Disney's doorstep and your home away from home. Indian Creek is not a gated community but has a lot of community amenities.COVID-19 Precaution Implementations: We have installed ...

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Property Type

Kissimmee Villa

"Comfortable House for Disney Park Trip"

The house was very comfortable, spacious and clean. It was near the Disney parks and had everything we needed to prepare breakfast and some late night dinners. We didn't spend much time at the house as ...

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7 BR | 5.5 BA | Sleeps 14 | Quick View

2

Distance to park: 5 miles to Disney World

$244

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Private pool
  • Rentals by owner

About this property

Excellent Private Detached Family Vacation home/Villa located in prestigious man gated Vacation Resort of EMERALD ISLAND RESORTS. SPECIAL DISCOUNTS !!! ! 25% OFF FOR WEEKLY AND 30% OFF FOR MONTHLY BOOKINGS. SPECIAL RATES FROM JANUARY TO MARCH monthly bookings. _________________________________________________________________ This ...

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Property Type

Kissimmee House

"Amazing 7 Bed rooms Villa Near Disney"

Our stay with Family and friens were superb. Cost is just a fraction of what otherwise with any Hotels. VEry large House with 7 Bedrooms and 6 Wash rooms. Own private pool and lanai . Bbq grill was provided ...

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8 BR | 5 BA | Sleeps 16 | Quick View

1
Owner special: Save 10-35% off of Last-Minute Bookings!  *Price listed includes already discounted rates

$714

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

The Retreat at Champions Gate - Kissimmee, Florida is a new upscale gated resort community located just 12 miles from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida and will quickly become one of the most desired locations in the Orlando area. During your stay, you will ...

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Kissimmee House

"Perfect!"

My family and I loved it so much ! Definitely would go back again ! Everything was so clean ‘ so much to do and my kids did not want to leave!

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9 BR | 6.5 BA | Sleeps 22 | Quick View

4.8 rating on other travel sites

$477

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Private pool

About this property

Get ready to experience the vacation of a lifetime at Big Top Family Vacation Villa, situated in the heart of Solara Resort. This stunning villa boasts 9 spacious bedrooms and 6.5 luxurious bathrooms, providing ample space for up to 22 guests. Perfectly located just 8 miles away from Walt Disney World ...

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Property Type

Kissimmee Villa

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

"Kids and adults will love the indoor Star Wars movie theater, poolside theater, and huge Harry Potter game room. The virtual reality room is really cool. The pool, spa and lanai offer a lot of fun as well plus it's a perfect area to relax. The home has something for everyone." Chris S.Looking ...

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Kissimmee House

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4 BR | 3 BA | Sleeps 8 | Quick View

16

Distance to park: 4 miles to Disney

$155

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Magical Dreams come true in our elegant private 4 bedroom villa, 3 bathroom, all located on one floor, Quiet upgraded comforts of home and luxuries of an exceptionally rated vacation resort/hotel. Newly resurfaced and freshly painted pool and spa is sure to impress. There will be no waiting in line ...

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Property Type

Kissimmee House

"Perfect rental for all of our needs!"

This was a Christmas vacation never to be forgotten! We had the time of our lives! My children, grandchildren and I enjoyed the comforts and privacy of a home where we could take in all the theme parks ...

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6 BR | 4 BA | Sleeps 14 | Quick View

4.9 rating on other travel sites

$519

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

ARE YOU LOOKING for a just renovated beautiful vacation home that is full of fun? This is it . . . Avenger theme game room - South facing (plenty of sun) private saltwater pool and spa - Poolside movie theater - Themed kids bedrooms - And much more. Also, it's located in Windsor Hills Resort - the closest ...

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Kissimmee House

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7 BR | 4.5 BA | Sleeps 16 | Quick View

4.9 rating on other travel sites

$492

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Private pool

About this property

KEY FEATURES 7 Spacious, themed bedrooms; 4 kings, 2 queens, 2 doubles + 2 sofa beds 4.5 Large bathrooms; 3 full ensuites, 1 shared full, 1 half Modern kitchen; dining area and kitchen island seating Two separate lounge areas; each with a Smart TV and comfortable seating High-speed WiFi throughout ...

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Kissimmee House

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Kissimmee Vacation Rentals

Kissimmee Weather

 | 

7222°  489°
JANUARY
7323°  499°
FEBRUARY
7725°  5312°
MARCH
8228°  5814°
APRIL
8731°  6418°
MAY
9032°  7021°
JUNE
9233°  7222°
JULY
9233°  7222°
AUGUST
9032°  7122°
SEPTEMBER
8429°  6518°
OCTOBER
7926°  5714°
NOVEMBER
7323°  5010°
DECEMBER

Soak up the Sun on Your Next Trip to Kissimmee Vacation Rentals

There’s nothing quite like a vacation to sunny Florida, a unique and inviting state with a huge variety of distinctive cities and natural areas to explore. One popular vacation destination in Florida is Kissimmee, a charming city with plenty to see and do just south of the Orlando metropolitan area. 

Kissimmee has a lot more to offer visitors than just excellent weather year-round. With a huge variety of scenic nature, shopping opportunities, and outdoor activities, Kissimmee itself has lots to offer every member of the family, not to mention its extremely close proximity to some of Orlando’s biggest amusement parks. 

You could stay in a busy hotel during your trip to Kissimmee, but then you wouldn’t be able to get a truly immersive experience of local city life. Kissimmee vacation rentals allow you to enjoy Kissimmee from inside its authentic residential neighborhoods. Additionally, having your own home to live in rather than a jam-packed hotel will provide some much-needed peace and quiet during your vacation. It will also offer plenty of space for the whole family to spread out.  

Top Tips for Traveling to Kissimmee Rentals

Like most other Florida cities, Kissimmee enjoys sunshine and clear skies throughout the majority of the year. However, the tropical climate of the state means that bouts of rain can occur throughout the seasons, particularly during the summer months, peaking in August. 

In addition to a higher likelihood of rain, the summer season in Kissimmee tends to be the most humid time of year. That’s why most vacationers choose mid to late spring or early autumn to make their trip to the city. At those times of the year, vacationers can enjoy great weather and lots of outdoor activities. 

Though the Kissimmee Gateway Airport is located centrally within the city, most vacationers taking commercial flights will fly into Orlando International Airport. It is located roughly 17 miles northeast of the city center, about halfway between Kissimmee and Orlando. Vacationers coming in from elsewhere in Florida can access Kissimmee by road using U.S. Route 192 and U.S. Route 441.

Things to Do Nearby Kissimmee House Rentals

Some of the most popular natural areas around Kissimmee are the swamps, which are located in major local bodies of water like Lake Tohopekaliga (known around town as Lake Toho). At Boggy Creek Airboat Adventures, you can experience the swamps from the water and get the thrill of a lifetime on an airboat driven by a local wetlands expert. Get up-close views of gator ponds, discover precious gemstones, and then grab a delicious lunch with the family at Boggy Bottom BBQ! 
Looking to explore a piece of history during your trip to Kissimmee? Medieval Times Dinner & Tournament allows visitors to step into the 11th century for an evening of authentic feasting, jousting, and sword fighting in true medieval style! Enjoy a delicious four-course meal, incredible performances, and a truly unforgettable experience for the entire family. 
Any vacation to Kissimmee isn’t complete without a trip or two to Old Town, a popular outdoor attraction with opportunities for shopping, dining, and family fun. Old Town is made up of an 18-acre stretch of classic city attractions, including the Old Town Ferris Wheel, the Great Magic Hall, and Mortem Manor, a year-round haunted house that is open for visitors to explore.
Kissimmee Annual Events

Kissimmee is a vibrant area with lots of annual festivals and events to enjoy in and around the city throughout the year. Kissimmee locals and visitors alike flock to the Ford Cuban Sandwich Festival each May near downtown Kissimmee, which celebrates the colorful history of Cuban cuisine in the area. Watch as local dining professionals attempt to build the world’s biggest Cuban sandwich during the event! 
The Ford Taste of Latino Festival is another local opportunity to celebrate and experience the best in authentic Latin cuisines in Kissimmee. The event features a contest to find the Top Latino Chef as well as plenty of live music and dance performances to enjoy as you taste a variety of Latin dishes. 
Not sure if you’ll be in town for any of Kissimmee’s larger annual events? You can enjoy Show Car Saturday Nights every Saturday night in the city on Margaritaville Boulevard. Check out the city’s best classic cars from a variety of eras and enjoy the plethora of delicious eateries and exciting shops located along the boulevard.

Wining and Dining in Kissimmee  

Between your outdoor activities and trips to local amusement parks while in Kissimmee, you’re sure to need some satisfying food and refreshing drinks to complete your perfect day. Luckily, Kissimmee is home to some of the best restaurants that Florida has to offer, combining authentic local flavors with worldly cuisine. 

To start your day off right with a delicious and hearty breakfast, look no further than Woodsby’s Countryside Café. This spot has authentic, cozy diner vibes to spare, not to mention a stacked menu of classic breakfast favorites, coffee bar items, and unique dishes you won’t want to miss out on. 

Tarantino’s Italian Restaurant is a great choice for a vacation date night or simply a nice dinner out with the family. A hearty Italian meal is a great way to finish a fun day of activities, and you’re sure to get that and more at Tarantino’s. If you bring the family along, you can take advantage of the takeout dinner special, which feeds four and includes a massive entrée, salad, and garlic bread.


FAQ

How many vacation rentals are there in/around Kissimmee?

There are 362 Kissimmee vacation rentals available on FloridaRentals.com. From house rentals to villa rentals and beyond, find a unique vacation rental for you to enjoy a memorable vacation in Florida.

How much does it cost to rent a vacation rental in Kissimmee?

There are vacation rentals available in Kissimmee for as low as $64 per night with an average price per night of $258.

Can I rent a house in Kissimmee?

Yes, you can find house rentals in Kissimmee close to Lakefront Park, Monument of States, and Old Town. Don't forget to stop in to Shingle Creek Park or the nearby theme parks!

Do any vacation rentals in Kissimmee have a pool?

Yes, there are 293 vacation rentals in Kissimmee with a pool on FloridaRentals.com. Search using our filters and book one for your next vacation!