Kissimmee Vacation Rentals

(316 rentals)
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7 BR | 5 BA | Sleeps 14 | Quick View

3

Distance to park: 7 miles to Disney Magic Kingdom

$247

avg/night

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Key Amenities

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

About this property

SPECTACULAR VILLA for that Holiday of a Lifetime! So close to Disney you can feel the Magic! **Compliant with Government Cleaning Requirements against Covid 19.** *SAFE GATED 24 HOUR GUARDED RESORT: Shopping and Restaurants choice of buffets, takeaways or fine dining just 2 mins away, including 24/7 ...

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Property Type

Kissimmee Villa

"Pleasant Stay and Perfect Location"

The location was on point for all of the parks and amenities. The stay was pleasant and comfortable. My family and I had a great time. Thanks for being a valuable host.

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6 BR | 6 BA | Sleeps 12 | Quick View

$291

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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Property Type

Kissimmee House

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Key Amenities

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

About this property

Enjoy an unforgettable trip with your entire family in our massive and fully equipped 8-bedroom, 6-bathroom home located a short drive from Disney and other amazing Orlando attractions, shopping and theme parks. Our home features 2 themed game rooms, gourmet kitchen, private pool/spa, grill and much more. ...

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Property Type

Kissimmee Villa

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$118

avg/night

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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

"Beautiful villa"

So relaxing gorgeous lake the pool was so warm it was just fabulous the villa was spotless we just can’t wait to go again thank you Diane & Bob xx

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6 BR | 5.5 BA | Sleeps 12 | Quick View

2

Distance to park: 10 miles to Disney

$235

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Look no further for your family vacation getaway, introducing Villa Margaux! This gorgeous Spanish style villa located in the well known gated community of Bella Vida is truly one of a kind, boasting luxurious coastal interiors. This gem of a villa boasts 6 spacious bedrooms complete with en suite bathrooms, ...

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Property Type

Kissimmee Villa

"Amazing..."

The house is beautiful and the view of the lake from the pool is the perfect spot to enjoy your morning coffee. It has everything you need to feel at home. It's located close to everything, Walmart is ...

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Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

This Disney Villa is a fully furnished home and is one of the best kept turnkey properties you will find in Indian Creek ! Has an airy open floor plan, lots of light. Enjoy the crystal clear South facing pool and the covered lanai on your sunny and warm Florida holidays.This luxurious private home ...

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Property Type

Kissimmee Villa

"Affordable Villa"

The stay was nice the house was clean need just a little updating. The garage with the game table needs a portable A/C it was very hot and unable to stay and play games. The trash can on the outside of ...

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4 BR | 3 BA | Sleeps 8 | Quick View

5

$165

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 Townhome

"Love this home"

This home was very convenient spacious and clean we loved our stay here and the person in charge I was able to contact with no issues

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4 BR | 3 BA | Sleeps 8 | Quick View

6

$170

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 Townhome

"Most comfortable"

I’ve been to several resorts and this is by far the best yet. I strongly recommend. Loved the private and relaxing pool. I will definitely come back.

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Key Amenities

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

About this property

Palm Tree Villa Florida, is tucked away in the much sought after location of Doral Woods. This large 4 Bedroom, 3 Bathroom villa, is ideal for making the perfect vacation.This is our own holiday home, so the furnishings are to a high standard, as you can see from the pictures and video. Fully Air ...

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Property Type

Kissimmee Villa

"Great home to stay for a vacation. The home met our expectations, clean and family ready."

Located in Doral Woods, only a few miles from Disney and the other attractions.Fully updated and rooms adequately furnished and beautifully decorated.Large family and living room and large TV.The ...

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$118

avg/night

View Details

Key Amenities

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

About this property

CHEERY AND BRIGHT. Just what a vacation home should be. 4 bedrooms, 2 bathrooms, great views and just minutes from all the fun. Fully furnished , just bring personal items or things you cannot live without. Located in Eagle Pointe, a well sought-after vacation home community. Just minutes from what ...

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Property Type

Kissimmee House

"Great if going to the Parks!"

If you want to be about 15 minutes from the parks this is it. The house is very well decorated. We enjoyed using the pool and the view of the lake.

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6 BR | 4 BA | Sleeps 12 | Quick View

8

Distance to park: 3 miles to Disney World

$295

avg/night

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Key Amenities

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

About this property

Situated in the Window Hills resort community about 2 miles from Disney, this 6-bedroom, 4-bath vacation rental home specializes in providing fantastic Florida vacations! With 2,812 square feet and accommodations for 14, guests can enjoy not only the private pool and spa in the enclosed lanai but also ...

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Property Type

Kissimmee House

"Perfect for our family"

Located a couple miles from Animal Kingdom and close to other Disney World attractions, the home was perfect for 3 generations of our family. It is spacious and well appointed. The kids loved the private ...

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Key Amenities

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

About this property

Bring your family and stay at this beautiful vacation home in the Emerald Island Resort community. You will be just minutes away from Walt Disney World® Resort, and all of the nearby theme parks and attractions of Orlando, Florida. This home has 1 King en-suite, 1 queen en-suite and 2 sets of twins.This ...

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Property Type

Kissimmee House

"Beautiful home and location"

Everyone was very polite and helpful from start to finish. The whole family had a wonderful stay. House was great and location was perfect. Couldn't have asked for a better vacation. Will most definitely ...

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3 BR | 2 BA | Sleeps 8 | Quick View

8

Distance to park: 12 miles to All Disney Theme Park

$109

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

If you will be visiting Orlando Florida for all of the great attractions including Walt Disney World, Universal Studios, Sea World theme parks, and all of the other major attractions? You can stay in our beautifully decorated 3 bedroom private villa, which boasts it's own private pool for less than it ...

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Property Type

Kissimmee Villa

"Vacation"

our stay her was nice. It had all our basic needs and a nice private pool. We plan to return to this home on our next trip. The only thing we haven't received our deposit yet. But I'm sure it will be soon.

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5 BR | 5 BA | Sleeps 10 | Quick View

$206

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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3 BR | 2.5 BA | Sleeps 8 | Quick View

1

$118

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Rentals by owner

About this property

You have arrived in the "Vacation Capital of the World" and you're going to love staying in our luxury, 3 bedroom, 2.5 bath, fully equipped vacation townhouse rental situated near DisneyWorld and all other theme park attractions. The property rental is located within the resort community at ...

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Property Type

Kissimmee Townhome

"Beautiful Condo! Exactly as shown!"

We are a retired couple who stayed for 3 months from Jan to March. Beautiful Condo, exactly as pictured. Furniture is very comfy. Close to all attractions. We felt very safe. Publix and Walmart are ...

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Key Amenities

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

About this property

NO Party’s but Our mission is to provide excellent service and guest relations for every guest that comes to stay in our home. we wish to provide a fabulous experence of relaxation and comfort thoughout your time with us. But above all, we want to give you the chance to create the great memories ...

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Property Type

Kissimmee House

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Key Amenities

  • Air conditioning
  • Private pool

About this property

Location, Location, Location, situated just 3 miles from Disneys Animal Kingdom and less than a mile from Margaritaville and the Formosa gardens shopping area and restaurants on the US192 you are perfectly placed to hit the parks before the rush, come home to cool down by the pool for dinner and hit the ...

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Property Type

Kissimmee Villa

"Family Friendly, Great Loaction, Great Views"

Loved this property. Fantastic family stay. Plenty of space. Kitchen is sticked with plenty of cooking items. We prepared breakfast, luch and dinner daily. Swimming with the beautiful lake view. Private ...

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4 BR | 3 BA | Sleeps 10 | Quick View

5

Distance to park: 6 miles to Disney,Seaworld

$125

avg/night

View Details

Key Amenities

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

About this property

Welcome to the beautiful Coral Cay resort ! It is one of the most popular resort destinations in the Kissimee/Orlando area for its proximity to theme parks and other major attractions. Situated 6 miles from Disney,1 mile to walmart and target, 8 miles to seaworld and convention center.This 1500 sqft ...

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Property Type

Kissimmee Townhome

"Amazing experience"

This home was wonderful!! A PERFECT location, close to stores and entertainment. The house was very clean and well kept. I would definitely stay here again. Thank you!

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Key Amenities

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

About this property

A fabulous home-base for your trip to Orlando! Just Minutes to Theme Parks.Home Features:* 3 Bedrooms* 1 King, 1 Queen, 2 Full, 1 Twin (Sleeps 7-8) * All New Mattresses * TV's in every bedroom * USBs & Outlets convenient for charging* 3 Bathrooms* All En-Suite * Hair ...

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Property Type

Kissimmee Townhome

"Loved it."

Beautiful House, and a wonderful experience from start to finish! Cant wait to go back! The home was spacious and beautifully decorated and Lisa was a Pleasure to work with, and very helpful.

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Key Amenities

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

About this property

About this spaceWhat makes this listing special? This New Vacation Home is perfect for family gatherings and for creating lasting memories. You will have access to your own movie theater, private pool, spa and game room. The kids will absolutely love their very own Toy Story Land, Harry Potter room ...

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Property Type

Kissimmee House

"The house has enough entertainment for a week."

OMG! The house is amazing! You don’t even need to go to Disney. The house has enough entertainment for a week. Tim was also amazing and very responsive. Our kids had so much fun and it was an unforgettable ...

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6 BR | 5 BA | Sleeps 12 | Quick View

5

$291

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 House

"Perfect Family Reunion"

House was better than expected.. Excellent location. Pool was fantastic. Hope to go back next year. Close to all the attractions and restaurants.

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$170

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

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 Townhome

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5 BR | 3 BA | Sleeps 12 | Quick View

3

Distance to park: 6 miles to Disney,Seaworld

$136

avg/night

View Details

Key Amenities

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

About this property

Welcome to the beautiful Coral Cay Resort. It is one of the most popular resort destinations in the Kissimmee/Orlando area for its proximity to the theme parks and other major attractions. Situated 6 miles from Disney World, 1 mile to Walmart and target. 8 miles to Seaworld and Convention center. Minutes ...

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Property Type

Kissimmee Townhome

"Comfortable place to stay....."

We stayed here while in Florida for my daughter's dance competition. It was so nice to come "home" after a long day of dance. I loved that the driveway was right up to the door. I also loved that it ...

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3 BR | 2 BA | Sleeps 8 | Quick View

1

Distance to park: 5 miles to Disneyworld and Disney Springs

$95

avg/night

View Details

Key Amenities

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

About this property

You have arrived in the "Vacation Capital of the World" and you're going to love staying in our luxury, three bedroom, two bath, fully equipped vacation condo rental situated near DisneyWorld and all other theme park attractions. The property rental is located within the resort community of ...

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Property Type

Kissimmee Condo

"nice place"

nice place, the location was great the golf course was not far away. The condo had a nice pool and hot tub will come back

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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

"Beautiful"

We had such a wonderful vacation at this home! It was big enough for all of us, clean and equipped fully with everything that we needed. Vicky and Jackie were just a text away if we needed anything or just ...

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4 BR | 3 BA | Sleeps 8 | Quick View

2

$170

avg/night

View Details

Key Amenities

  • Air conditioning
  • Private pool

About this property

Bella Vida - Kissimmee, Florida is an upscale gated community located just 7 miles from Walt Disney World. This luxury resort sits nestled just off Hwy 192 in Kissimmee, Florida and is one of the most desired resorts in the Orlando area. During your stay, you will enjoy this well-appointed home that has ...

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Property Type

Kissimmee Townhome

"Great home"

This was a awesome place we really enjoyed the time we spent there. My kids must have message mr. Charles a thousand times but he had a wonderful home. Nicely decorated huge kitchen, even though i forgot ...

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8 BR | 4 BA | Sleeps 16 | Quick View

10

Distance to park: 6 miles to Disney

$256

avg/night

View Details

Key Amenities

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

About this property

As you step through the front door of this 2800-square-foot home, you are immediately drawn to the unique geometric wall design and mid-century modern decor throughout the house. The lighting is spectacular as you enter the great room and look through the two sliding glass doors onto the patio where the ...

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Property Type

Kissimmee Villa

"Mad Men Vacation Rentals Magic Kingdom Kissimmee Fl"

€ Mad Men Magic Kingdom House Post We stayed at Mad Men Vacations Magic Kingdom Home In Kissimmee from December 26, 2021 to January 10, 2022. There were nine of us in our party plus 2 small dogs. ...

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7 BR | 7 BA | Sleeps 14 | Quick View

$424

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

Reunion Resort -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 most desired resorts in the Orlando area. This home will provide you and your family with an ...

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Property Type

Kissimmee House

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4 BR | 3 BA | Sleeps 8 | Quick View

20

Distance to park: 12 miles to Disney

$125

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Due to the Covid-19 pandemic. PLEASE CHECK CURRENT FLORIDA CDC GUIDELINES for the latest travel information.Since Covid-19 hit the US, we are now required to give our Management Company at least 2 days notice to enable them to prepare our home ready to receive guests.Stay safe ———————————WELCOME ...

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Property Type

Kissimmee Villa

"Cozy Home"

My husband and I came to Florida to visit his family and we enjoyed the house as if we lived there! We had the family over and enjoyed the pool and home cooking in the kitchen. It had pretty much everything ...

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4 BR | 2 BA | Sleeps 9 | Quick View

1

Distance to park: 5 miles to Disney World

$113

avg/night

View Details

Key Amenities

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

About this property

Superb Remodeled 4 bedroom condo at 2 bedroom price! Legacy Dunes Resort. 4 bedroom/2 bathroom 1400 sq ft condo with screened balcony and children's playground & lake view. Easily accessible for the entire family so you can bring Grandma and Granddad. Or two couples each with two children, or groups ...

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Property Type

Kissimmee Condo

"Recently renovated 4 bedroom condo in a great complex, close to everything."

This is our third extended stay in this unit. We enjoy the closeness to Disny as well as the closeness to grocery shopping and most of the chain restaurants. This gated complex is set back from Route 192 ...

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4 BR | 3 BA | Sleeps 8 | Quick View

2

$165

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 Townhome

"Clean, Safe, Homey!"

We came down for our daughter’s sports tournament and honestly didn’t know anything about the resort but the condo was really nice. All modern fixtures, clean, had all the amenities your home would ...

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Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

Our beautiful FOUR-BEDROOM, THREE-BATHROOM, luxury home is located at the gated community of Emerald Island Resort, surrounded by lush Florida vegetation, is the one of the latest full-facility resort in the Disney area. The winding, palm-lined road that leads to the impressive entry to the resort gives ...

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Property Type

Kissimmee House

"BGG"

Excellent location and very comfortable accommodations. Loved the pool and jacuzzi. Game room was enjoyable.

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Key Amenities

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

About this property

Luxury five star villa with 4 bedrooms, 2 bathrooms, and a private swimming pool Come and stay in our spacious one story single family home located in Lake Berkley Resort - with a short walking distance to the 3 lakes , where you may be walking, running or fishing. There is also a community heated pool, ...

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Property Type

Kissimmee Villa

"Perfect Home"

Rented this house in Lake Berkley for a vacation that was well needed. Came down with my husband and 2 friends. We had so much fun. House was just what we expected. It was close to everywhere we wanted ...

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Key Amenities

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

About this property

Imagine a vacation like no other spent in a 9 bedroom, 10 bath custom luxury lakefront pool villa. The Formosa Grand is located in the exclusive gated community of Formosa Gardens Estates and one of the closest communities to Disney (less than 10 minutes!!) No expense was spared in the gorgeous estate ...

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Property Type

Kissimmee Villa

"Love the place!"

We absolutely loved this villa! We enjoyed sitting by the pool watching the sun set every evening. Keeping the kids away from all the statues and sculptures was a bit of a task but we definitely enjoyed.

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8 BR | 5 BA | Sleeps 16 | Quick View

$398

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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9 BR | 8 BA | Sleeps 18 | Quick View

1

Distance to park: 3 miles to Disney Animal Kingdom

$900

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

We’ve fallen in love with our new vacation villa, and we think you will too. Located just minutes from Disney (Animal kingdom is a 6 minute drive!) plus Margaritaville with its Water Park and many restaurants, Hartley House is the perfect home for your next family vacation. You’ll be so close ...

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Property Type

Kissimmee Villa

"Hartley House family gathering"

We have just returned from a great family holiday in Florida we took all our family away for our fiftieth wedding anniversary ,three years late .We stayed at Hartley House ,we have never stayed in a american ...

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$119

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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8 BR | 5 BA | Sleeps 18 | Quick View

3

Distance to park: 6 miles to Disney world

$294

avg/night

View Details

Key Amenities

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

About this property

Welcome to our brand new luxury finished 3600 Sqft pool home at beautiful Crystal Cove Resort. It is conveniently located close to shopping and dining (less than 1 mile away). Disney is only 6 miles away. Just minutes from major attractions like Sea World, Universal Studios, Aquatica and the Convention ...

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Property Type

Kissimmee House

"Vacay 2021"

We really enjoyed our stay! (July 21’) The home is beautiful & VERY spacious! It has a fully equipped kitchen so we had everything we needed in order to cook our family dinners. We’re definitely looking ...

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3 BR | 3 BA | Sleeps 7 | Quick View

$200

avg/night

View Details

Key Amenities

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

About this property

Just 5 minutes away from Disney World, this Cozy, Lux, themed townhouse will be your perfect getaway from Disney while being your neural operation center to Disney, Golf and Orlando itself. Equipped with everything you need to have unforgettable vacations, from a fully equipped Kitchen to cook the best ...

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Property Type

Kissimmee Townhome

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5 BR | 5 BA | Sleeps 10 | Quick View

$265

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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8 BR | 5 BA | Sleeps 16 | Quick View

$398

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 ...

View all property information

Property Type

Kissimmee House

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4 BR | 3 BA | Sleeps 8 | Quick View

1

Distance to park: 12 miles to Disney World

$170

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • 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 ...

View all property information

Property Type

Kissimmee House

"It was Awesome! Everything was in order and to my standards.. Love to come back"

Awesome.. Everything was in order and I'm most definitely coming back. Things were great. My family and I shall return

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5 BR | 3 BA | Sleeps 10 | Quick View

2

Distance to park: 6 miles to Disney kingdom

$139

avg/night

View Details

Key Amenities

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

About this property

Welcome to Coral Cay Resort! Coral Cay resort Situated 6 miles from Disney World, 1 mile to Walmart and target. 0.5 mile off highway 192.Seaworld and Convention Center are 8 miles away.Just minutes from Orlando's vast array of theme parks, fabulous dining options and world-class shopping.Our gorgeous ...

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Property Type

Kissimmee Townhome

"Vacation was beautiful!"

We had an awesome week in Florida! The house was amazing! The owners were awesome!!!!’ 6 stars! My family and myself will book again very soon!!

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4 BR | 2.5 BA | Sleeps 8 | Quick View

6

Distance to park: 4 miles to Disney World

$200

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Great vacation home just three miles from the gates of Disney! Flat screen TV's in living room and all 4 bedrooms. Free wireless hi-speed internet and cable TV. HD TV in living room and all bedrooms. King bedroom has a flat screen 50" TV and 2 additional bedrooms have a built in DVD player in the ...

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Property Type

Kissimmee House

"Fantastic!"

The description of the home is everything it says it is. There are no exaggerations or stretching of the truth. If I were to go to Disney again, I would first look to see if Kay was renting her home. ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Villa OverviewNo extra charges!5 bedrooms, 4 full bathroomsSleeps 15 guests~440 square foot Star Wars theme room upstairs with two full over full bunk beds between a 3D TIE Fighter and swirly slideTwin bunk bed with a trundle in the Lego-themed room, complete with multi-color ...

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Property Type

Kissimmee Villa

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8 BR | 7 BA | Sleeps 16 | Quick View

3

$338

avg/night

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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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Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

LAKE VIEW, HOT TUB, GAMES ROOM & FREE WIFI! Don't miss out on one of our most requested properties in our collection of Orlando vacation homes. Located just a few short minutes from Orlando's most popular attractions such as Walt Disney World ® Resort and Universal Orlando® this Disney themed ...

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Property Type

Kissimmee Villa

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9 BR | 6 BA | Sleeps 18 | Quick View

4

$445

avg/night

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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 House

"What an enjoyable week-end"

My family had a relaxing and enjoyable weekend at this house. We had more than enough food, the rooms were great and the kitchen had two large refrigerators and two dish washers. We were so glad for that, ...

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6 BR | 5.5 BA | Sleeps 18 | Quick View

52

Distance to park: 4 miles to Animal Kingdom

$171

avg/night

View Details

Key Amenities

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

About this property

We have a SPECIAL SALE for the six nights starting Nov 26, 2022. The regular price is $209/night and the sale price is $139/night.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 ...

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Property Type

Kissimmee House

"Memorable Trip"

We couldn’t have asked for a better home for our extended family if 12! We took a year to plan a Disney trip for our 3 children, their spouses and our 4 grandchildren. This house allowed each couple to ...

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4 BR | 3 BA | Sleeps 8 | Quick View

18

$141

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

"Was beyond expectations"

The home is ideal. So close to all amenities. Quiet area. So much room . Kitchen fully stocked for what is needed to use except no kettle. We just had to book again which we did for christmas vacation with ...

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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 316 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 $23 per night with an average price per night of $214.

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 265 vacation rentals in Kissimmee with a pool on FloridaRentals.com. Search using our filters and book one for your next vacation!