Kissimmee Vacation Rentals

(282 rentals)
Large villa on secure and safe gated Resort, with private pool. Close to Disney.

$120

per night

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Key Amenities

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

About this property

This villa is a 4 Bedroom 3 Bathroom luxury vacation home, however there is a sofa bed in the sitting room so the villa can sleep 10 guests.The villa is fully equipped with everything you will need including air con throughout, private pool, WiFi, fully equipped kitchen, laundry room, bed linens, ...

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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

"vacation"
Reviewed November 11, 2018

showers could be cleaned and a vacuum run on carpets and a list of brock things left at property very nice property other than that

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Bonjour

7 BR | 5.5 BA | Sleeps 15 | Quick View

1

$171

per night

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Key Amenities

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

About this property

Located in the guarded resort community of Emerald Island, our home is only 3 miles from Disney and offers over 3200 sq. feet of fully dual air conditioned flexible living & play space. It is so close to Disney that you can come back for a nap at noon time every day and go back to the Disney parks ...

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Property Type

Kissimmee Villa

"Wonderful House"
Reviewed January 24, 2019

You won't regret your choice. Host is very accountable and can answer my questions within 5 min. House is super clean. We are very happy about the stay. Will stay there again for sure.

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The Princess Villa in Emerald Island Close to Disney World

$200

per night

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Key Amenities

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

About this property

Welcome to our beautiful villa close to Disney World . Our home fully is fully furnished and all the amenities to make your stay very enjoyable and comfortable. We have 2 kids theme rooms that little kids will enjoy sleeping in. We have 3 bunk beds in each of the theme rooms. In the garage has been ...

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Property Type

Kissimmee Villa

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LUXURY VILLA ( Sunset Boulevard Community )

$240

per night

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Key Amenities

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

About this property

Beautifully presented, high end Luxury Villas have 158 square meters and many special features which will captivate you.With its unique architecture and design, our Luxury Villas have been created into a chic, comfortable and spacious vacation home. The dining area has a large table, and the modern ...

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Property Type

Kissimmee Villa

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Affordable Disney Villa - just 5 minutes to Disney

$109

per night

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Key Amenities

  • Air Conditioning
  • Full 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

"Very Pleased"
Reviewed November 21, 2018

The house was clean and very well stocked with the needed cooking equipment. Price was very reasonable and close to all of the attractions.

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Golden Memories

5 BR | 3 BA | Sleeps 10 | Quick View

$130

per night

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Key Amenities

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

About this property

This magnificent and tastefully furnished villa is located in Rolling Hills Estates at Formosa Gardens,Everything in this upscale villa is brand new including beds, mattresses, linens, towels, leather sofas etc. We have spared no efforts since we recently bought this villa to renovate, re-furnish ...

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Property Type

Kissimmee Villa

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4 BR W/ Private Pool, Game Room & Wireless Internet

$165

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

Be our Guest at our 'Home away from Home'. Loaded with upgrades our 4 bedroom, two bath, home with private screened in pool offers granite counter tops in the kitchen and baths, travertine tile in the baths, and new furniture in the family room. Cable TV and DVD players in all the bedrooms.. The master ...

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Property Type

Kissimmee House

"Great place"
Reviewed August 2, 2018

We had a blast. Love the house everything we could have asked for

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'Casa Linda' Beautiful Lakeside Home with Gym and Hot Tub

3 BR | 2.5 BA | Sleeps 8 | Quick View

Distance to park: 17 miles to Disney Magic Kingdom/Seaworld

$78

per night

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Key Amenities

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

About this property

The Trafalgar Village community is centred around the luxurious Trafalgar Village Center (or Clubhouse), a 2 minute stroll from the property with amenities that include a man made beach and lagoon, lakes (stocked for fishing), a pool and games arcade room, a 48 seat movie theatre, a fitness room, a business ...

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Property Type

Kissimmee Townhome

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6 Bedroom Pool Home, minutes from Disneyworld

$200

per night

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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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Fairway Elegance

6 BR | 5 BA | Sleeps 12 | Quick View

$279

per night

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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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5004 Mangrove Alley building 9 Unit 203

2 BR | 2 BA | Sleeps 6 | Quick View

Distance to park: 9 miles to Disney World

$75

per night

View Details

Key Amenities

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

About this property

Beach-style villa resort near Orlando theme parksWorlds of funRunaway Beach Club's Kissimmee location is close to Orlando's most popular attractions: Walt Disney World® Resort is just 1.5 miles away, and Epcot® and SeaWorld are both 5 miles away.Lagoon and 2 poolsTropical landscaping surrounds ...

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Property Type

Kissimmee Condo

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3004 Bonfire Beach Unit 102 Building 3

$85

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

Runaway Beach Club Resort is a luxury family resort located right in the center of Florida's tourist area. Located only minutes away from many family attractions such as Disney, SeaWorld, Universal and Universal walk, Old Town, restaurants and golf courses.is minutes from 535, 417, 192, and route ...

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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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Luxurious! 5 min to Disney! South facing pool/Gameroom/Baby Gear

$189

per night

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Key Amenities

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

About this property

A beautiful villa, located in the luxurious resort Paradise Palms, has 6 bedrooms and 5 bathrooms with other amenities for 13 guests. Along with the convenience of space to share with your family and guests, as well as the privacy of your own. The home is in the proximity of tourist destinations, such ...

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Property Type

Kissimmee House

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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

$199

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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Olaf’s Endless Summer at Windsor Hills Resort

4 BR | 4 BA | Sleeps 8 | Quick View

Distance to park: 3 miles to 2.5 miles to Disney World

$149

per night

View Details

Key Amenities

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

About this property

Book directly on our website provided in the link to the right. All nights are $149 - this is an amazing deal! We have the best vacation rental prices in Windsor Hills, the #1 rated vacation resort near Disney World. We even provide free Pool Heat.Welcome to "Olaf's Endless Summer" - ...

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Property Type

Kissimmee House

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South facing heated pool and spa

6 BR | 4 BA | Sleeps 12 | Quick View

1

Distance to park: 3 miles to Disney World

$145

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • 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

"Will do this again!!"
Reviewed January 15, 2019

We took 5 of our grandchildren to Disney and Universal and one of the best parts of the trip was the house we stayed at! I believe we could have just stayed at the house and still had the time of our lives!

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Disney World Area Vacation Townhouse

2 BR | 2 BA | Sleeps 6 | Quick View

Distance to park: 3 miles to Walt Disney Word

$100

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

Located only 3 1/2 miles from Disney World, deluxe 2 story townhouse sleeps 6, includes fully equiped kitchen, washer, dryer, dishwasher, microwave, 2 tv's with cable, coffee maker, fully air conditioned, 2 full baths, screened patio, parking, wifi, and transporation to Disney, Universal Orlando, and ...

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Property Type

Kissimmee Townhome

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OUTSTANDING VACATION PROPERTY WITH EVERY POSSIBLE AMENITY FOR A FABULOUS STAY!

$125

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

This luxury villa boasts all of the little extras you’ll need to make your stay a memorable one. The unit has 1914 Square feet, 4 bedrooms, 3 baths, a private splash pool, sleeps 6-10 comfortably and is only a short walk from the main clubhouse. It’s decorated with high quality, aesthetically ...

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Property Type

Kissimmee Townhome

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Stylishly Florida Design Southfacing Villa Near Disney

4 BR | 3 BA | Sleeps 8 | Quick View

1

Distance to park: 10 miles to Disney Theme Parks

$99

per night

View Details

Key Amenities

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

About this property

A brilliant family home for a Florida holidayQuiet and peaceful, Stylishly furnished with granite countertops in kitchen and bathrooms, the open-plan accommodation offers both formal and informal dining inside, as well as al fresco dining in the lanai by the sparkling, South-facing private pool. The ...

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Property Type

Kissimmee Villa

"Review"
Reviewed July 29, 2018

Everything was amazing!!

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Winter Haven. 5 bedroom villa with fantastic lake view

$205

per night

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Key Amenities

  • Air Conditioning
  • Full 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

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June, 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

"Best family vacation ever!"
Reviewed March 18, 2018

We couldn't have found a better place to stay and I have been to Kissimmee over 30 times.. we loved the house, the pool, the community, and the location... it was magical thank you so much we will never ...

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Westside Escape

5 BR | 4 BA | Sleeps 10 | Quick View

$175

per night

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Key Amenities

  • Air Conditioning
  • Private Pool

About this property

New in 2016, Windsor at Westside is a gated vacation rental community close to Disney featuring an 8,000 sq.ft. clubhouse with the Tu Casa Bar & lounge, market & deli, video arcade, sundries shop & fitness center. Other fantastic amenities such as a playground, volleyball court & multi-purpose ...

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Property Type

Kissimmee Townhome

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Palm Tree Villa Florida, 5 Star Review Rating with Pool Lift & Wheel in Shower

$125

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • 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

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Sonoma Resort-2613CYAJIL

14 BR | 13 BA | Sleeps 28 | Quick View

$515

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Be sure to visit our website to check availability on all our homes!Visit us at lostinthemagic . comSonoma Resort - Kissimmee, Florida is only 15 minutes to the area's main attraction... Walt Disney World. This brand new resort community sits nestled just outside of Orlando, between W. Osceola ...

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Property Type

Kissimmee House

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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

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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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3 Bedroom Home with Private Pool Area and Wireless Internet

$153

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

Our home is perfect for your family vacation, and bring your friends too! You will find our home very relaxing and clean. We have re-carpeted the entire house, added porcelain tile in the baths, and new ceramic in the kitchen. TVs are in each of the three bedrooms and the family room. For added privacy, ...

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Property Type

Kissimmee House

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Minutes From Mickey - 3Bed 3Bath Townhome with South Facing Pool

3 BR | 3 BA | Sleeps 6 | Quick View

5

Distance to park: 3 miles to Disney's Animal Kingdom

$99

per night

View Details

Key Amenities

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

About this property

“Minutes-From-Mickey” is our beautiful townhome, situated in the 5-Star Windsor Palms Resort community less than 4 miles from Walt Disney World in sunny Central Florida, giving quick and easy access to the area’s many theme and water parks, golf courses, restaurants, shopping and other ...

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Property Type

Kissimmee Townhome

"Beautiful Location"
Reviewed December 22, 2018

The kids enjoyed the pool and arcade daily. The Disney parks were very close as well as Denny’s and Ponderossa to name a few. The townhouse was very comfortable for our family of 5 with many amenities ...

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Private South Facing Pool w/ Jacuzzi & Kiddy pool - 4 bed, 3 bath

$164

per night

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Key Amenities

  • Air Conditioning
  • Private Pool

About this property

RECENTLY REFURBISHEDLuxurious Windsor Palms with an extra wide cul de sac lot and with a pool that is not overlooked. Our guests enjoy terrific privacy in one of the premier resorts in the Disney vicinity. We have a south facing pool with kiddy pool and stand alone hot tub. Numerous child friendly ...

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Property Type

Kissimmee Villa

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Affordable Home Near Disney World

$100

per night

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Key Amenities

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

About this property

This is a beautiful 1800SF, well maintained home in Indian Creek 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.In the 1st section of Indian Creek you will find a Playground, Putting Green, Tennis Court ...

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Property Type

Kissimmee Villa

"Exceeded my expectations"
Reviewed October 19, 2018

My first 5 star rating! No surprises, amazing house and location, wonderful host. We will definitely be back.

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Up-to-date calendar-Quick response-Easy to reserve-Near Disney-Clean-Low cost!

4 BR | 3 BA | Sleeps 8 | Quick View

8

Distance to park: 4 miles to Walt Disney World

$129

per night

View Details

Key Amenities

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

About this property

CASA BONITA Near DISNEY! Florida License DWE5916118'Casa Bonita' which means 'Beautiful Home' is a beautifully furnished four bedroom, three bathroom home with a 26ft x 14ft swimming pool and covered lanai and is just a 3.5 mile drive to Walt Disney World Resort.This wonderfully located property ...

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Property Type

Kissimmee House

"Wonderful home!!!"
Reviewed January 6, 2019

This home had everything we needed and more. So much better than renting a hotel room and we were very comfortable. There was a little basket of items we would need and a book that told us how to use everything. ...

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The Five Star Villa (Near Disney)

5 BR | 4 BA | Sleeps 10 | Quick View

19

$139

per night

View Details

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

"Our 2019 visit to Kissimmee"
Reviewed January 21, 2019

We enjoyed this house as well as the location very much. It was spacious as well as very comfy. We had small children and it worked well for us. We will definitely consider again.

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FREE Pool Heating! Sunny South-Facing Pool/Spa, 2 Kings, BBQ, Wi-Fi, Games Room

Inquire for rates

View Details

Key Amenities

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

About this property

Fantastic Disney decor for both young & young-at-heart! 4 bdrm, 3 baths, pool. Welcome to Pirate and Princess Palace, a Disney-themed 4 bedroom, 3 bath villa with south-facing swimming pool, spa, Nintendo Wii, and games room, all within an easy 7 minute drive to Disney World! Located in the resort ...

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Property Type

Kissimmee Villa

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Vacation Rental near Disney

3 BR | 2 BA | Sleeps 6 | Quick View

4

Distance to park: 6 miles to disney world

$70

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Rentals by Owner

About this property

Relax and enjoy in our 3 bedroom 2 bathroom condominium built in 2004 located only 5 miles from the entrance of Disney. The master bedroom has a king-size bed,TV and private full bathroom. The #2 bedroom has a queen-sized bed. The #3 bedroom has 2 twin beds. The kitchen is fully equipped with all ...

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Property Type

Kissimmee Condo

"Quiet, comfortable condo very convenient to Disney"
Reviewed November 24, 2018

This second floor condo has great parking directly in front of the unit. Steps are split with a landing half way up. The community, Grand Palms is a smaller community with all the amenities like pool, ...

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Windsor Hills Orlando Villa 6 Bedroom Villa only 2 miles to WDW

$165

per night

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Key Amenities

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

About this property

Our Windsor Hills Orlando Villa Features a saltwater pool. The salt water chlorination produces clean, clear, silky-smooth water that’s luxuriously soft. It is also a continuous natural sanitization method, in contrast to administering harsh chemical chlorine to the pool once a week as is done 95% ...

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Property Type

Kissimmee House

"Amazing vacation!"
Reviewed September 21, 2018

The property we stayed as was very nice friendly staff. Always prompt if i needed anything. Will be returning.

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Discover newly refurbished 4 BR Windsor Palms Resort

4 BR | 3 BA | Sleeps 9 | Quick View

Distance to park: 10 miles to Walt Disney World

$140

per night

View Details

Key Amenities

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

About this property

Enjoy Windsor Palms, featuring gated resort style living at its finest! This beautiful, Orlando vacation resort is just 3 miles (4.5 km) from the gates of Walt Disney World. The perfect location for families to enjoy Disney Magical Gatherings. Our totally remodeled and renovated home provides lots of ...

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Property Type

Kissimmee House

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6BR/5.5Bath/4Miles to Disney/$119 per night/FreeSpa/Lanai

6 BR | 5.5 BA | Sleeps 19 | Quick View

6

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

"Wonderful Property And Awesome Location"
Reviewed February 15, 2019

We had a wonderful time and would not hesitate to use this property again. Mr. Beck was very friendly and accommodating, he was always so quick to respond to any question we might have. Location was wonderful ...

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Snow White Villa Close to Disney World

6 BR | 4 BA | Sleeps 14 | Quick View

Distance to park: 2 miles to Disney World Resort

$200

per night

View Details

Key Amenities

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

About this property

We offer a luxurious decorated home close to Disney World Resort. Kid friendly house, with plenty of things to do in the house. The house is very close to Orlando Disney World Resort. It has 6 bedrooms and 4 bath. There is plenty of space to accommodate a large family gathering for 2 or even 3 families. ...

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Property Type

Kissimmee Villa

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Coral Heights

6 BR | 3 BA | Sleeps 14 | Quick View

$200

per night

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Key Amenities

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

About this property

Thank you taking the time to look at our beautiful 6 bedroom fully air conditioned villa. Our villa is situated in the beautiful area of Crescent Lakes which is a quiet and tranquil community. Disney is a mere 20 mins drive away from our Villa and is an easy drive to all the main attractions such as Universal ...

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Property Type

Kissimmee Villa

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Florida Lake VILLA #5

7 BR | 4 BA | Sleeps 16 | Quick View

1
Owner special: Due to Cancellation March 3rd - March 29th is now open ** Special rate of $200 per night

$246

per night

View Details

Key Amenities

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

About this property

7 Bedroom homes in a quiet location with Lake view. Villa 5 is one of 5 homes we own in the same street on Crescent Lakes and is ideal for large groups, family reunions, church groups or sports teams. It has an over-sized deck and is south facing. Like all our other homes in Crescent Lakes the home offers ...

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Property Type

Kissimmee Villa

"Great place to stay!"
Reviewed February 11, 2019

We loved staying at this house! It had everything we needed and my boys loved the game room and pool/hot tub! I would definitely rent here again! They were also very accommodating during our stay!

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Florida Hills Luxury Pool Home with Hot Tub, Kid's Pool, Pool, Games Area & W-Fi

4 BR | 3 BA | Sleeps 10 | Quick View

Distance to park: 11 miles to Hollywood Studios

$142

per night

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Key Amenities

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

About this property

4 Bedrooms, 3 Bathroom Pool Home, Sleeps 10, Close to Theme Parks"Florida Hills" our family owned 4 Bedroom 3 Bathroom Luxury Family Vacation Home has High Speed Wireless Internet Access, Hot Tub, heated swimming pool, separate children's pool and Games Area.Our pool home is only a 10 ...

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Property Type

Kissimmee House

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Wow! Magical Lakefront Villa Private Pool/24hr Spa/Gameroom Fast Wifi

7 BR | 4.5 BA | Sleeps 16 | Quick View

1

Distance to park: 7 miles to Disney Magic Kingdom

$210

per night

View Details

Key Amenities

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

About this property

Set on a safe gated and guarded resort conveniently close to Disney, shopping and restaurants. Relax in our stunning Villa with spectacular Lake views and a large sparkling private pool with spa. A magical home to relax in after hectic days at the nearby Disney par s all just 7 minutes away. Two lounges ...

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Property Type

Kissimmee Villa

"Anniversary Trip"
Reviewed December 2, 2018

We had an excellent time and the house we choose was perfect for our family. We had 10 adults and 4 children and were only minutes from the parks. The pool was perfect for unwinding after a day at the ...

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NEW! 4/3 Townhome w/Private Pool at Storey Lake Resort

$179

per night

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Key Amenities

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

About this property

Private 2 story home with 4 Bedroom/3 Bathroom with heated pool has all of the spacious and convenient accommodations for your entire family vacation. Storey Lake is very close to all of the major attractions of Disney World, Epcot, Animal Kingdom, Disney Water Parks, Universal Studios and Sea-World.The ...

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Property Type

Kissimmee Townhome

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Disney by, Celabration, Kissimmee, family condo, gated, Free WI-FI

$85

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen

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 Kissimmee/Cerebration area Florida. Walking ...

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Property Type

Kissimmee Condo

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Lakeside pool villa, kissimmee 3 miles disney

$171

per night

View Details

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 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 parks again for ...

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Property Type

Kissimmee Villa

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Dory's Magic - Luxury villa with theater room, lake view and south-facing pool

7 BR | 5.5 BA | Sleeps 16 | Quick View

Distance to park: 3 miles to Disney World

$225

per night

View Details

Key Amenities

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

About this property

"Dory's Magic" is our Emerald Island Resort 7 bed/5.5 bath vacation home offering a fully air-conditioned games-room in addition to a south-facing pool/spa and multiple living areas. It offers several complimentary amenities such as BBQ grill, free full-size crib, pack 'n play, stroller, high ...

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Property Type

Kissimmee Villa

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Dolphin Villa - Doral Woods

4 BR | 3 BA | Sleeps 8 | Quick View

$180

per night

View Details

Key Amenities

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

About this property

Our minimum stay period is 7 nights, (except Easter & Christmas/New Year when its 14 nights minimum charge), but please feel free to request a period shorter if available.Over 12 Years listed with Holiday Lettings/ Trip Advisor. 5 STAR Trip Advisor Reviews, please read them, we hope you find ...

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Property Type

Kissimmee Villa

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Resort living while visiting the theme parks and next door to Margaritaville

$150

per night

View Details

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

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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!