Kissimmee Vacation Rentals

(310 rentals)
Resort living while visiting the theme parks and next door to Margaritaville

$150

per night

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Key Amenities

  • Air Conditioning
  • Full 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

"Luxury"
Reviewed May 13, 2019

Very nice home lovely pool area for the kids beautiful neighborhood that we rent againThe kids wanted to stay in the pool the whole time in the house has so much room for our entire family spacious plenty ...

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Robson's Retreat

5 BR | 3.5 BA | Sleeps 10 | Quick View

$150

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool
  • Rentals by Owner

About this property

Welcome to Robson's Retreat, our Executive Orlando Villa. It has 5 bedrooms and 3.5 bathrooms - and can sleep up to 10 guests; it's sure to be the perfect base for your family's next Disney vacation. Our vacation home is located within the prestigious community of Cumbrian Lakes, a gated community on ...

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Property Type

Kissimmee Villa

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Villa Cosy Kissimmee - Disney

3 BR | 2 BA | Sleeps 6 | Quick View

3

$95

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool
  • Rentals by Owner

About this property

Welcome to Villa Cosy Kissimmee! You will be seduced by our charming villa fully equipped for your stay. Conveniently located in the community of Creekside, in a family villa. Whether it is for a sensational vacation with the Orlando parks or just to enjoy the bright sunshine of Florida our home is ...

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Property Type

Kissimmee Villa

"Great Place"
Reviewed April 17, 2019

We spent January thru March 2019 at this cozy home. It was very nice, just like the pictures. A few small issues we had were taken care of quickly by owner/manager.

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Enjoy resort style living in this outstanding brand new lakeside home

$139

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

This two story 2 bedroom 2 & 1/2 bathroom townhome is located in Regal Oaks: the perfect location for your next Orlando getaway. Situated right behind Old Town with Fun Spot right next door, entertainment abounds. Take a stroll down the brick lined street of Old Town and wander into one of the specialty ...

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Property Type

Kissimmee Townhome

"Inquiry for rental for 2020 winter season"
Reviewed April 3, 2019

/we inquired to rent for February and March 2020 they wanted the full price paid now we expect to pay a deposit but not the full amount we have never encountered this before.

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ELEGANT TOWNHOME IN A QUIET, KID FRIENDLY COMPLEX

$63

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

Spacious 2 storey, 3 bedrooms, 2 ½ bath town home is conveniently located in the gated community of Fiesta Key. It sits off a tranquil lake and is steps away from communal pool, clubhouse with gym and tennis court. Fantastic location in Kissimmee, only 8 miles from Disney and minutes away from ...

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Property Type

Kissimmee House

"Would stay here again!!!!"
Reviewed January 9, 2019

We rented for two months and had an amazing time! The townhouse was clean, spacious and we loved the layout and location. Close to tons of shopping and restaurants. We can’t say enough good things about ...

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Little Mermaids Sea Pearl - 3 mi Diz - Pool & Spa - Gameroom with AC - Gated

6 BR | 4 BA | Sleeps 15 | Quick View

2

Distance to park: 3 miles to Disney

$139

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool

About this property

Luxury is yours at Formosa Gardens Estates in this six bedroom, four bath, ultra modern home located less than 3 miles from Disney in this exclusive (gated) community. Live the high life relaxing around your oversized pool (which continues to spoil with it's spa and grand patio for sun bathing), as well ...

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Property Type

Kissimmee House

"Great quite gated community"
Reviewed January 8, 2019

Beautiful house, equipped w/ all you need... the house was huge.. a little disappointed w/ the games room.. air hockey table didn’t work, only one pool que only one paddle ball racquet.. Other than that ...

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Beautiful lakeside villa with private pool.

$74

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Beautiful south facing lakeside villa with solar and electric heated pool. Great location for all the theme parks, Disney 20 mins, Seaworld 15mins, Universal 30 mins and Cocoa Beach/Kennedy Space Centre 45 mins. Local English management contact and fully inspected/licensed by the Florida Hotels Board. ...

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Property Type

Kissimmee Villa

"very nice house"
Reviewed February 25, 2019

Great location, near Aldies,Walmart ect. Easy, close drive to Disney.Nice comfy home and beautiful pool.

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Gigantic Pool 6 BR 4 BA, Two Themed Bedrooms, XBox/Games room

6 BR | 4 BA | Sleeps 13 | Quick View

Distance to park: 3 miles to Disney World Animal Kingdom

$249

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool
  • Rentals by Owner

About this property

Welcome to BigPoolVilla!Our 6 bed (3 en-suite masters) 4.2 bath villa (with a spectacular pool) is where you want to be - as close to Disney as it gets, only at 2 miles from Disney in the prestigious Rolling Hills at Formosa Gardens Estate on a QUIET street.The Pool is Gigantic it's in the top ...

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Property Type

Kissimmee Villa

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6 bed luxury villa, SOUTH facing pool/hot tub, Themed Rooms, 2 miles to Disney

6 BR | 4 BA | Sleeps 13 | Quick View

Distance to park: 3 miles to Animal Kingdom

$130

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool

About this property

This Villa has been beautifully refurbished . The property is Located just 2 miles from Disney World with a large SOUTH facing pool (heating extra) , kids paddling pool, stand alone hot tub (extra charge to use $15 per night)and large deck that is not overlooked and backs onto a lake with sun loungers ...

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Property Type

Kissimmee Villa

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6BR/5.5Bath/4Miles to Disney/Frequent Specials/FreeSpa/Lanai

6 BR | 5.5 BA | Sleeps 19 | Quick View

10

Distance to park: 4 miles to Animal Kingdom

$99

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool
  • Rentals by Owner

About this property

Summary of this House’s best features (from Guest Reviews) • Less than a 4-mile drive to Disney World’s Animal Kingdom • Leather couches and a recliner with a total of 5 reclining seats • Privacy on the pool deck with flowering hedge-plants along the perimeter • A ...

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Property Type

Kissimmee House

"Beautiful family-friendly pool home!"
Reviewed May 15, 2019

We had the most wonderful experience with renting John's home. He is such a kind and helpful gentleman and really made the process easy. We had a large group with very young children, teenage children, ...

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Mickey's Villa -- New home now available! Wide-open calendar! Low rates!

5 BR | 4 BA | Sleeps 11 | Quick View

3

Distance to park: 4 miles to Disney World

$134

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly

About this property

Florida State License DWE5910390 (Near Disney) COME SWIM WITH MICKEY! This beautiful 5-Bed 4-Bath home located in the very popular community of Indian Creek is one of only three homes in the development with a Mickey Pool. Featuring two en-suites with private baths and three other bedrooms and two ...

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Property Type

Kissimmee House

"Great Vacation Home"
Reviewed April 19, 2019

We stayed in this home for 10 nights and we absolutely loved the place! It was very clean and well layed out. The care taker made time out to visit to ensure everything was ok.We would definitely ...

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***At Disney's Door*** Just 5 minutes to Animal Kingdom!

4 BR | 3 BA | Sleeps 10 | Quick View

1

Distance to park: 3 miles to Animal Kingdom, DIsney World

$193

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool
  • Rentals by Owner

About this property

Enjoy a magical Disney-style vacation at this luxurious Emerald Island Resort house. This luxurious private home includes a custom-built over-sized south-facing pool with Jacuzzi/spa. Constructed in the elegant Emerald Island Resort, this house offers all the latest features in vacation rentals. With ...

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Property Type

Kissimmee House

"Excellent Experience"
Reviewed February 27, 2018

This was a last minute booking so we were very pleased that Nancy could accommodate us.Having stayed here before we knew the villa and the service that Nancy would provide and once again we were not disappointed. ...

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Beautiful Themed Villa -3 Miles to Disney

$129

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool

About this property

Your Vacation Villa is nestled on the exclusive Emerald Island Resort, one of the nearest top resorts to Walt Disney World, Florida. With 4 bedrooms, 3 bathrooms, a stunning pool, bubbling spa and games room, free Wifi and Broadband internet and North America calling. This villa contains two theme rooms ...

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Property Type

Kissimmee Villa

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Lakeside Villa -10 min to Disney-Lakefront -South Facing Pool-Gameroom-Free WiFi

$88

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool

About this property

The Lakeside Villa has 3 bedrooms, 2 baths and a south facing pool with lots of privacy that backs to a beautiful lake. The pool get's plenty of sun but also has a shaded area for dining & relaxing. The home features a game room with a Pool Table & Dart Board. Free High Speed Wireless Internet. ...

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Property Type

Kissimmee House

"Awesome home"
Reviewed May 22, 2019

The home is well maintained and has some beautiful renovations done. Will definitely rent again. There is construction going on behind the home which was not great being woke up on vacation at 7 am.

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❤️ Make Your Memories Magical ❤️ Family Friendly ❤️ 4 Miles to Disney

5 BR | 4 BA | Sleeps 12 | Quick View

Distance to park: 5 miles to Disney's Animal Kingdom

$360

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool
  • Rentals by Owner

About this property

Imagine coming home at the end of an exhilarating day at the theme parks...You grab a refreshing drink from the fridge, flake out on the sofa in the outdoor living area right by the pool and reminisce about all the amazing things you did that day.The kids are splashing around in the pool, you ...

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Property Type

Kissimmee House

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*Fabulous South Facing Lake View 6 Bed Villa*

$228

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool
  • Rentals by Owner

About this property

Sunset Villa, located in the ideally situated community of Sunset Lakes, offers you and your party the unique opportunity to spend your Florida vacation in a quiet rural setting, yet only a short drive away from the theme parks, restaurants, shopping malls and all the many attractions Orlando has to offer.Sunset ...

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Property Type

Kissimmee Villa

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The Floridian : Ultra Luxuary 5BR Pool Home, 2 Master Suites, Sleeps 12!

$239

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool

About this property

Enjoy our three-thousand square foot, custom luxury pool home, less than four miles from Disney World. We offer two master suites with king-size beds (one with Jacuzzi), two queen-bedrooms, one twin-bedroom, and queen size pullout-couch, all on one floor. This is not your typical Rolling Hills house. ...

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Property Type

Kissimmee House

"Our Dream Vacation"
Reviewed July 30, 2018

This home was PERFECT for my family! It was very spacious and had everything we needed to make us comfortable. Very close to Disney and close to a lot of nice eating places we could not have chosen a ...

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Terra Verde Vacation Resort Gated Community - "Best of all amenities"

$124

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool
  • Rentals by Owner

About this property

Terra Verde Resort is a stunning and award winning community built around a 3 acre stocked fishing lake. Terra Verde Resort has a state of the art club house that includes a business center, dry sauna, fitness center, arcade room, ATM, tennis courts, large seasonally heated pool overlooking the lake and ...

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Property Type

Kissimmee House

"my happy place"
Reviewed May 5, 2019

old town flea markets every thing is so centeral Disney world water parks love every thing about it I ben going there for 9 years that's should tell you every thing

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Holiday Rest

3 BR | 2 BA | Sleeps 7 | Quick View

1

$98

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool
  • Rentals by Owner

About this property

Thinking about taking a Florida Vacation? Why not stay at our wonderful 1950 Sq ft property with three spacious bedrooms two bathrooms. Feature a fantastic floor plan with ceramic Tiles throughout. Master bedroom has a King sized bed, TV, Jacuzzi, stand up shower, his /her sink and a walk in closet. ...

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Property Type

Kissimmee House

"Our vacation house"
Reviewed February 19, 2018

Found the property very nice, close to all our vacation needs, owner and property manager attentive and friendly, on a personal note the pool did not get warm enough for my taste, good experience

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The Five Star Villa (Near Disney)

5 BR | 4 BA | Sleeps 10 | Quick View

26

$139

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool

About this property

FIVE STAR VILLA Near DISNEY! Florida License DWE5918319Welcome to a piece of paradise in the heart of Florida just minutes from the Walt Disney World theme parks !This comfortable and spacious five bedroom vacation home can accommodate a family or group of ten! Two master suites with adjoining ...

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Property Type

Kissimmee Villa

"Perfect vacation house!"
Reviewed May 2, 2019

We loved the five star villa! The house is beautiful and so spacious! The kids loved the pool and that each of them had their own bedroom with a TV! We enjoyed the short drive to the Disney parks. We will ...

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Gorgeous Modern Luxurious W/ pool, hot tub, fitness centre mins away from Disney

$143

per night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

Welcome to 7558 Sunville Avenue, your home away from home. This luxurious townhome at Summerville Resort features 3-bedroom, (plus a bonus room) and 3.5 bathrooms easily accommodating up to 8 guests comfortably. This brand new luxury townhome is perfect for a family or a big group who are coming to enjoy ...

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Property Type

Kissimmee Townhome

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July and August 2019 are still open!!

$120

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool
  • Rentals by Owner

About this property

Enjoy a magical vacation just 3 miles from all the Disney parks at the Pineapple Vacation Villa situated in the elegant Windsor Palms Resort. -Our holiday home offers all of the latest features in vacation rentals. With four bedrooms including two master-en-suites with private bathrooms plus two twin ...

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Property Type

Kissimmee Villa

"Perfect"
Reviewed February 20, 2019

Could not have asked for one for a great home in the perfect location. Disney, international drive , eating and shopping were all very close . Best to have a car. The gated community was clean and safe ...

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6 Bedroom Pool Home, minutes from Disneyworld

$200

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool
  • Rentals by Owner

About this property

Welcome to your dream vacation home located in Windsor at Westside! This 6 bedroom, 4.5 bathroom sleeps 12 perfectly and is pure luxury. This home has 3 king bedrooms, 2 rooms with a twin and double and then one room with twin bunkbeds. The bedrooms are really fun for the kids with a Harry Potter theme ...

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Property Type

Kissimmee House

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"The Waters Edge" This Really is The Classiest of Them All - Award Winning Home.

7 BR | 6 BA | Sleeps 22 | Quick View

Distance to park: 2 miles to Disney

$450

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool
  • Rentals by Owner

About this property

WOW!!! Even the other villa owners say this about our home, If you are looking for the best, go no further. This is strictly for you sun seekers, as apart from visiting the Mouse; the sun after all is another great reason to visit Florida. This home has a elegantly-shaped, 36-foot by 20-foot, heated, ...

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Property Type

Kissimmee Villa

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7BR(4 KING)/5.5BA - SLEEPS 20

7 BR | 5.5 BA | Sleeps 20 | Quick View

1

Distance to park: 3 miles to Disney parks

$143

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool
  • Rentals by Owner

About this property

First class furnished house is waiting for you! It’s newly renovated keeping your class, comfort, privacy, fashion, modernization in mind.Best floor plans for the best five star community resort which is very spacious around 3500 square feet with 4 large king sized bedrooms, 3 twin rooms including ...

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Property Type

Kissimmee House

"Last Minute"
Reviewed December 4, 2018

We were able to reserve the house at last minute notice. Ms Sun was extremely helpful. Excellent communication. House was nice and clean. Very comfortable neighborhood. Location is excellent. Nothing negative ...

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Lake view 7 bedrooms 5.5 baths 4 king size bed suite

$229

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool

About this property

Lake view private swimming pool and 6 miles away from Disney with excellent access to all of Orlando's Disney theme parks and golf courses, Harmony Villa is the perfect place for your vacation in Florida. Located on the peaceful and exclusive Seasons community in Kissimmee, our brand new furnished elegant ...

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Property Type

Kissimmee Villa

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Goofy’s Getaway

5 BR | 5 BA | Sleeps 10 | Quick View

$200

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Goofy’s Getaway is a stunning five bedroom vacation home located at Windsor Hills Resort in sunny Central Florida. Here, you and your family can enjoy the very best in luxurious and stylish living combined with the convenience of being located just minutes from Walt Disney World Resort and many ...

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Property Type

Kissimmee Villa

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Luxury Legacy Dunes condo close to Disney, Golf and Orlando Fun!

4 BR | 2 BA | Sleeps 10 | Quick View

1
Owner special: Last Minute reduction. 10% off total price for stays of 7 nights June 16 - 23

Distance to park: 5 miles to Disney World

$64

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • 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."
Reviewed January 29, 2019

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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"THE DISNEY WORLD MAGICAL ADVENTURE!" New, Close to Disney!

3 BR | 2 BA | Sleeps 6 | Quick View

Distance to park: 4 miles to Disney World

$125

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

Spectacular Disney World area home and just completed. Everything is new! This is a gorgeous 3 bedroom "Decor By Lenore" designed home that sleeps up to 6 and it's just 5 minutes from Disney World!And if this one is booked we have 15 more gorgeous Disney World homes that may be available! Visit ...

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Property Type

Kissimmee Condo

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Amazing 5 Star; 4/3, 2 en suite; A/C Games Room; +++

4 BR | 3 BA | Sleeps 8 | Quick View

Distance to park: 7 miles to Disney Magic Kingdom

$179

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool
  • Rentals by Owner

About this property

Recently renovated, decorated & refurnished.. We make sure our villa is kept in tip-top shape and fully equipped for your enjoyment. We know that details are important and have gone to great lengths to provide everything to make your vacation a memorable one.You are probably considering our villa ...

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Property Type

Kissimmee House

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Solara Sanctuary - 7 Bedroom Home in Solara Resort

$250

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

Located just minutes from Orlando’s theme parks, shopping, dining, and other area attractions, this luxury villa is located in Solara Resort. Solara Resort is just a 5 mEnjoy unlimited access to all the 8-acre resort has plenty to offer with a state of the art 13,000 sq.ft clubhouse, resort pool, ...

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Property Type

Kissimmee House

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Paradise Breeze - Brand New 5 Bed Pool Villa

$190

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly

About this property

Paradise Breeze - Brand New 5 Bed VillaThis large 3,045 sq.ft pool home is located within the Patriots Landing neighborhood of the exclusive Reunion Resort.Patriot's Landing offers Key West-style luxury homes with pastel color schemes. This very distinctive neighborhood is surrounded on three ...

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Property Type

Kissimmee House

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Gathering Luxury - 7443 Gathering Court - Golf Course Views

$630

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly

About this property

This beautiful custom Estate Home features 5,616 sq/ft of luxury accommodation. Sure to have something for everyone, this home will sure to be a hit! This beautiful home sits in the desired Homestead community just minutes from the heart of Orlando and other area attractions. Walk into the doors and be ...

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Property Type

Kissimmee House

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Tranquil Sunshine | Walk to the Solara Resort Clubhouse!

$245

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

Located just minutes from Orlando’s theme parks, shopping, dining, and other area attractions, this luxury villa is located in Solara Resort. Solara Resort isEnjoy unlimited access to all the 8 acre resort has plenty to offer with a state of the art 13,000 sq.ft clubhouse, resort pool, FlowRider® ...

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Property Type

Kissimmee House

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Golden Sunrise | Great Low Price, Air hockey, PS3 and Breathtaking Views!

$220

per night

View Details

Key Amenities

  • Pet Friendly
  • Private Pool

About this property

Situated in the Legends Corner community, this beautiful 5 bedroom 5.5 bath is the perfect home for your Orlando getaway. Located within the world-renowned Reunion Resort just minutes from the heart of the theme parks and local area attractions.Pull into the driveway of your new home away from home, ...

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Property Type

Kissimmee House

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Golden Villa | 6 Bed 4 Bath Pool Home with Golf Course Views in Reunion Resort

$235

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

Enjoy comfort during your next vacation in this gorgeous 6 bedroom 4.5 bath, the perfect home for you and your family to stay in. Located in the Reunion Resort allows for you to easily access world-famous theme parks and attractions.As soon as you pull into the driveway of your new vacation home you’ll ...

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Property Type

Kissimmee Villa

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Lakeview Retreat, luxury villa, large pool, game room and cookout area

6 BR | 5 BA | Sleeps 14 | Quick View

Distance to park: 4 miles to Disney Animal kingdom

$290

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool

About this property

Luxury 6 bed 5 bath Villa with large south west facing pool, just 4 miles from Disney! Our wonderful villa can sleep up to 14 guests. Situated in the prestigious gated upscale community of Formossa Gardens, where properties enjoy spacious garden plots giving privacy, your wonderful pool home has a ...

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Property Type

Kissimmee House

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Disney Vacation Rental/heated pool/jacuzzi/game room /free wifi/phone

4 BR | 3 BA | Sleeps 8 | Quick View

Distance to park: 3 miles to Mgm

$119

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool

About this property

Beautiful 4 bedroom /3 bath private villa only 3 miles to Disney and other parks. Including heated pool/jacuzzi and game room. Free wifi and phone use in USA and Canada and PR. Fully furnished with all kitchen needs . Greatest location to shopping , all major restaurants and stores including supermarkets ...

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Property Type

Kissimmee Villa

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♥Disney Area♥☆24hrs gated☆CornerTownHouse PrvtPool

4 BR | 3 BA | Sleeps 8 | Quick View

1

Distance to park: 18 miles to Magic Kingdom

$119

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool
  • Rentals by Owner

About this property

☆ Bella Vida Resort ☆ Walmart Walk-in distance ☆ All Lines/Towels Provided ☆ 24hrs Gated Community ☆ Private Pool ☆ Cable TV ☆ Free UNLIMITED Wireless Internet ☆ Easy Self Checkin-Personalized door coded ☆ Smart NEST Thermostat ☆ Complete Kitchen ☆ In Unit Washer&Dryer ☆ ...

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Property Type

Kissimmee Townhome

"Excellent location, amazing pool!"
Reviewed February 24, 2019

Everything was perfect!!! Righlights: reception, furniture, cleaning, accommodations, location, pool.. I´m definitively coming back!

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Fairway Elegance

6 BR | 5 BA | Sleeps 12 | Quick View

$279

per night

View Details

Key Amenities

  • Air Conditioning
  • Private Pool

About this property

Located on the Westside of the incredible Reunion Resort within the Fairway Ridge community, and situated on the Jack Nicklaus-designed Tradition Golf Course. Fairway Elegance will fulfill all your vacation wants and needs. The home is located close to all the attractions of Orlando, including Disney ...

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Property Type

Kissimmee House

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Fairway Joy | 5 Bedroom Pool Home with Extended Pool Deck and Conservation Views

$209

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

This luxurious and comfortable home is located in Reunion Resort and has 3,203 square feet of living space, complete with a pool and balcony. The location of this property allows you to enjoy the resort’s many amenities and attractions that central Florida has to offer.This vacation home is ...

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Property Type

Kissimmee Villa

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Sandy Ridge Paradise - Top Floor Luxury Condo with Updated Furniture Package!

$110

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

Located in the upscale Reunion Resort community, this wonderful top floor (4th) 3 bedroom 3 bathroom condo is in The Villas North at Sandy Ridge Drive and overlooking the Independence golf course by Tom Watson.This truly is a luxurious three-bedroom condominium. The spacious living room and dining ...

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Property Type

Kissimmee Condo

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Holiday villa with pool and entertainment, 10 min to Disneyworld, Orlando, etc.

4 BR | 2.5 BA | Sleeps 9 | Quick View

2

Distance to park: 10 miles to Disneyworld

$120

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool
  • Rentals by Owner

About this property

Our villa is modern style furnished, has everything you would expect in a holiday home, 4 bedrooms, 2 with king-size beds, 1 with single bed´s, 1 with triple bunk bed all with private TV. 2 bathrooms, 1 guest toilet, fully equipped kitchen, etc. with ceran stove, fridge, oven, microwave, coffee ...

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Property Type

Kissimmee House

"Kissimmee Home"
Reviewed April 10, 2019

If you are looking for a place to stay in Kissimmee, this is the home for you. For your money, you will not get a better property than this. It is clean, comfortable & had everything we needed for our vacation.The ...

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Amazing pool home, Hardwood Floors, Game room, SAFETY POOL FENCE. Has It All!!!

$99

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

POOL SAFETY FENCE!!!! - Florida law requires that doors leading out to the pool have an alarm. THAT IS NOT ENOUGH!. If you are traveling with children please make sure the house you are renting has a pool safety fence.This Beautiful home is well situated, close to all major attractions and amenities, ...

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Property Type

Kissimmee House

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Homestead Vista - Arcade Room, Amazing Custom Bunk Beds & Golf Course Views

$399

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

This luxury custom home is located right on the stunning Reunion Resort golf course and just 6 miles to the gates of Disney.Enjoy one of the best outlooks in Reunion from the southeast facing pool deck, unobstructed views of holes #7 and #8 of the beautiful Tom Watson golf course. The private pool ...

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Property Type

Kissimmee House

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Solara Luxury | Amazing Pirate Ship & Surf Van Custom Bunk Beds,

$330

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

If You're Looking For One Of The Best 5 Bedroom Vacation Homes In Solara Resort, Or Central Florida, Look No Further!Located just minutes from Orlando’s theme parks, shopping, dining and other area attractions, this luxury villa is located in Solara Resort. Solara Resort is jusStay close to ...

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Property Type

Kissimmee House

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Fairway Ridge Paradise

5 BR | 4 BA | Sleeps 10 | Quick View

1

$240

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

This beautiful home is located in the Fairway Ridge South neighborhood in the Westside of Reunion Resort and overlooks the Tradition golf course designed by Jack Nicklaus. Reunion Resort is only 6 miles to the gates of Disney!The large deck, pool, and spa of this luxurious vacation rental home are ...

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Property Type

Kissimmee House

"Family Vacation"
Reviewed September 30, 2018

Beautiful community and homes in peaceful surroundings.

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April Specials!! 8 bedroom Luxury Pool Villa!!

$345

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool
  • Rentals by Owner

About this property

Come and enjoy our home away from home that offers peace & relaxation while only being 6 miles from all the action at Disney. Our home is furnished with the most luxurious items for your comfort & enjoyment and we have tried to think of every possible thing you would need to have the most relaxing ...

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Property Type

Kissimmee Villa

"Beautiful Villa"
Reviewed January 19, 2019

Thank you for letting us stay at your beautiful villa. My four children and their families and myself enjoyed everything from the great stocked kitchen to the comfy mattresses. Plenty of room for all of ...

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Orlando Disney Vacation 1,2 & 3 Bedroom Condos at Orange Lake Resort Send to a

$157

per night

View Details

Key Amenities

  • Air Conditioning
  • Kid Friendly

About this property

Stay in one of Florida's finest and one of a kind resorts, Orange Lake Country Club. I was in awe from the first time I visited back in 2006 and have returned every year since. Can book 1, 2 and 3 bedroom Condos if contacted at least 3 months prior to travel. The 5 Star accommodations has everything needed ...

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Property Type

Kissimmee House

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Champions Escape | 2 Kids Bedrooms and Games Room with Pool Table, Screened Pool

$240

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

airs you will find the master suite featuring a king bed with large en-suite bathroom with walk in showers and large counter space. There is a second bedroom downstairs with king bed and attached shared bathroom.Upstairs you will find the additional 6 bedrooms, 2 of which are kids themed rooms, a ...

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Property Type

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

Find your ideal Kissimmee vacation rental today
 
Aiming to take an incredible vacation to this year? Ditch the traditional hotel and opt for one of our Kissimmee vacation rentals instead. We have plenty of condos available in Kissimmee on FloridaRentals.com. Whether you’re looking for luxury Kissimmee villa rentals or kid-friendly mansions with an arcade, you can find it on our site.
 
Kissimmee, Florida travel advice
 
A short drive south of Orlando finds you in sunny, friendly Kissimmee. Here you’ll be near all the theme parks, but you’ll be away from the bustling crowds. Rentals will cost less than a stay in Orlando, so you’ll have extra cash to spend on park tickets and meals. This area also offers activities for those who love outdoor exploration, with exotic plants and animals in the local nature preserves.
 
Top attractions
 
The Florida theme parks are the major draw for visitors to the area. Walt Disney World, Universal Studios, SeaWorld, and the Wizarding World of Harry Potter draw millions of families every year. 
 
The fun doesn’t stop as kids and adults alike can mingle with their favorite characters, feel the chills and thrills of amusement rides, and cool off in the area’s water parks. If the theme parks don’t meet your need for speed, spend an afternoon at Fun Spot America. With two unique go-kart tracks and 18 rides you’ll be dizzy with delight. 
 
The Museum of Military History offers exhibits that highlight the bravery and humanity of the men and women who have served in the armed forces. Genuine artifacts, military relics, photographs and memorable accounts by former soldiers are on display here.
 
For some Florida history, stop in to Osceola County Pioneer Village and Museum. This museum features many exhibits depicting life in the 19th century. The Pioneer Village has a general store, blacksmith shop, one room schoolhouse, and nature preserve.
 
Family-friendly activities
 
Strap on your hiking boots and take off on the Shingle Creek Regional Trail. The trail offers a beautiful, natural environment for cyclists, pedestrians, canoeists/kayakers, bird watchers and other nature lovers.  A wide variety of habitats on the trail include Lake Tohopekaliga waterfront and islands, a pristine cypress swamp, an orange grove and wild grasslands.
 
For a more cuddly experience, Green Meadows Petting Farm has over 50 acres of animals to greet and family rides. If you’re visiting during spring training, stop in to see the Houston Astros practice as Osceola County Stadium. 
 
Of course, the options for fun aren’t limited to the parks. For golfers, Central Florida is a veritable paradise. With dozens of award-winning courses within a few square miles, you should definitely pack your clubs when visiting. If your family prefers mini-golf you have plenty of options, too. 
 
Kissimmee Lakefront Park features a playground and splash park for kids, BBQ grills for a cookout, and fishing piers. For more along these lines, nearby St. Cloud Lakefront Park and Beach offers a family picnic area and volleyball court. Located along the breathtaking Lake Tohopekaliga, these parks are great options to spend a relaxing afternoon.
 
Spend your evenings in Old Town Kissimmee, where every Saturday night there is a classic car cruise through the city streets, accompanied by a live band. In Old Town you’ll also find everything from high end retailers to souvenir shops. There is live music playing almost every night, and restaurants offering pizza, Tex-Mex, or anything in between. 
 
Annual events
 
Osceola Heritage Park has a variety of world-class shows and sporting events. You'll find the Silver Spurs Rodeo here, too. It's a real crowd pleaser, offering a taste of the Wild West and reflective of the area's ranching heritage. You can watch bull riding, bronco bucking, barrel racing, steer wrestling, team roping, and even those funny rodeo clowns.
 
Kissimmee vacation home rentals on FloridaRentals.com
 
Booking one of our vacation homes in Kissimmee on FloridaRentals.com can save you 20% over our competitors. Plus, we have a wide array of inventory appealing to any group size or traveler tastes. Book today!