Kissimmee Vacation Rentals

(260 rentals)
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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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 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

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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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Four Bedroom Family Vacation Home Close to Disney World!

4 BR | 2.5 BA | Sleeps 8 | Quick View

2

Distance to park: 4 miles to Disney World

$130

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • 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. Watch Netflix movies via blu-ray DVD player in the living room. HD TV in living room and all bedrooms, King and Queen bedrooms have a built in ...

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Property Type

Kissimmee House

"Excellent location, beautiful home."
Reviewed January 14, 2019

Our family stayed at Kay's retreat from December 23-January 4th 2019. Upon walking into the house the first thing you will notice is that it is spotless. The furniture and carpets are in excellent condition. ...

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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

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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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The Formosa Grand Mansion! Lakefront! Infinity Pool & Spa! Cinema! Pure Luxury!

$450

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • 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

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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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4BR TOWNHOUSE JUST MINUTES FROM DISNEY

$64

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

Our beautiful townhouse is located in the gated community of Venetian Bay Villages, with a guardhouse that is manned 24/7 and additional security patrolling the area, Venetian Bay is one of the safest places to stay and conveniently located: 15 minutes from Disney World, 20 minutes from Sea World, and ...

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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

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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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SWEET MEMORIES, 7 bd & 7 ba, south facing pool with lake view,sleeps 16

$150

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 7 bedrooms / 5 full and 2 half bathrooms. The home is perfectly located in the quiet gated community of Cumbrian Lakes. The home has a fabulous view of one of the lakes in the community which is south facing. This house has just been upgraded with all new furniture and has plenty ...

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Property Type

Kissimmee Villa

"Fabulous house"
Reviewed March 24, 2018

Great home, great comfort, great owner. Everything ever expected and more. Clean home, quiet neighborhood, close to shopping and Disney. The pool area was excellent with heater on. it was truly a very enjoyable ...

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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

$137

per night

View Details

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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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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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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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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Tropical Palms-Windsor Palms Resort Villa 3 Miles to Disney in Guarded Community

$122

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

Beautiful villa just 3 miles to Disney in the gated and security guarded popular Windsor Palms resort. Home features two master suites with one King size bed and one Queen size bed. The other two rooms have double twin beds. Each master suite has its own full bath room. Each room has its own TV. Lots ...

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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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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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Top-ranked, Closest Resort (1.5 Miles) to Disney. Huge 3-Bedroom Lake View Villa

3 BR | 2.5 BA | Sleeps 8 | Quick View

Distance to park: 2 miles to DISNEY WORLD

$85

per night

View Details

Key Amenities

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

About this property

The largest unit type in Oakwater Resort. Spacious 3 bedrooms, 2.5 bathrooms town home with 1,808 sq. ft. of living area. 2-story with one car garage perfect to store your vehicle from the hot Florida sun. Huge family room and dining room.Backyard is facing Oakwater Lake with both water and conservation ...

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Property Type

Kissimmee Townhome

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Emerald Island Best

8 BR | 4.5 BA | Sleeps 20 | Quick View

1

$170

per night

View Details

Key Amenities

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

About this property

Villa, 8 Bedrooms, 5 Baths (Sleeps 18)*** Welcome To The Emerald Island Resort, Orlando's Premier Gated Community *** *** The best house with private back yard and lake view *** *** Fantasmic Location***closest Resort To Disney *** *** free Wireless Internet Just Bring Your Laptop***Flat ...

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Property Type

Kissimmee Villa

"Beautiful but disappointed"
Reviewed August 6, 2018

It’s a lovely home but the up keep of the furniture is poor and the manager that this owner has don’t follow through with request. I called because the screens where damage told me that someone would ...

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Refinished/Painted S. Facing Pool/Spa, Updated Decor, Near Disney, Sleeps 8

4 BR | 3 BA | Sleeps 8 | Quick View

2

Distance to park: 4 miles to Disney

$115

per night

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Key Amenities

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

About this property

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

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Property Type

Kissimmee House

"Beautiful home!"
Reviewed August 12, 2018

We had a great time and especially enjoyed the pool and hot tub. It was a quiet neighborhood. The home is very comfortable and well maintained!

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

$182

per night

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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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7 bedroom villa with huge pool and games room in popular Formosa Gardens

$300

per night

View Details

Key Amenities

  • Air Conditioning
  • Private Pool

About this property

Spacious and private 7 bedroom villa with pool and spa This beautiful Formosa Gardens villa is 3600 sq ft of luxury. Which boasts 7 bedrooms(sleeps 16)has 3 masters suites, a princess-themed twin bedroom, a sports-themed bunk bedroom.Less than 10mins to Disneyland and one mile away from shops an ...

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Property Type

Kissimmee Villa

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Formosa Gardens Villa

4 BR | 3 BA | Sleeps 6 | Quick View

$165

per night

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Key Amenities

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

About this property

Our Formosa Gardens Villa is a luxurious four bed/three bath executive home on the prestigious gated community of Formosa Gardens Estate, genuinely 2 miles (about 5 minutes) from Disney World. Our home is situated on a large 1/3rd acre lot with palm trees and shrubs affording privacy and a Floridian outlook ...

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Property Type

Kissimmee House

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

5 BR | 4 BA | Sleeps 11 | Quick View

1

Distance to park: 4 miles to Disney World

$139

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 stay :)"
Reviewed July 11, 2018

We had a wonderful stay at this home. There were no guests right before our stay so management allowed us an early check in. We appreciated this as we had a very early flight. The was was very nice and ...

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Affordable 4/3 Southfacing Pool Vacation Home

$120

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Located just 4 miles west of Walt Disney World® off of Highway 192, Lindfields remains one of the most popular and sought after areas for holiday makers to central Florida. This sub division offers wide boulevards, tranquil lakes and peaceful cul-de-sacs, with little traffic.Established in the ...

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Property Type

Kissimmee Villa

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5300 WIrlo Bronson Memorial Hwy Site 5

Key Amenities

  • Air Conditioning
  • Pool
  • Rentals by Owner

About this property

This 1 bedroom 1 bath home and one year Young and is completely furnished and including all utilities. It has a TV in the living room and one in the master bedroom and ready for occupancy on April 1, 2019. Utilities included and enjoy all the amenities of this amazing resort.

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Property Type

Kissimmee Cottage

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

4 BR | 2 BA | Sleeps 10 | Quick View

Owner special: Stay two weeks including one night free between June 16 - July 2. Stunning remodeled 2 bed/2 bath

Distance to park: 5 miles to Disney World

$59

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

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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

$129

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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My Disney Townhouse

4 BR | 3.5 BA | Sleeps 10 | Quick View

1

Distance to park: 5 miles to Animal Kingdom

$100

per night

View Details

Key Amenities

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

About this property

Enjoy Orlando, Florida, home to Disney World, Sea World, Universal Studios, and Islands of Adventure, in style. Our home is within minutes of all the Orlando attractions, golf courses, shopping, and exciting night life. Our richly appointed vacation Townhouse will give you luxurious living and a vacation ...

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Property Type

Kissimmee Townhome

"FABULOUS"
Reviewed March 2, 2018

The owner (Emery) was a pleasure to deal with; very quick with responses. The townhouse is large, certainly enough room for 6 - 8 people. Some may find it 'dated' but, who cares..not there to be inside. ...

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4987 Trafalgar Village

4 BR | 4 BA | Sleeps 8 | Quick View

$125

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

Welcome to our absolutely charming large 4 bedroom - 4 bathroom vacation villa. Start your Florida vacation in Kissimmee and the possibilities are endless. We are just south of Orlando putting you right in the middle of all the attractions and activities that turn family vacations into non-stop fun with ...

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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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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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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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January Specials!! 8 bedroom Luxury Pool Villa!!

$300

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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Westside Holiday

7 BR | 5 BA | Sleeps 14 | Quick View

$225

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

Staying at this property will make you feel comfortable and right at home. The living space is open and inviting with its ample seating around the large flat screen TV complete with DVD player. Enjoy a home-cooked meal even while on vacation by cooking up something familiar in the fully equipped kitchen ...

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Property Type

Kissimmee House

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Westside Escape

5 BR | 4 BA | Sleeps 10 | Quick View

$175

per night

View Details

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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Nov/Dec Special! Windsor Hills Villa SF Pool, Arcade Game, 2.5 Miles to Disney

$199

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

This dream vacation home is centrally located at Windsor Hills Resort with a private South Facing Pool. The house is professionally designed and renovated with star hotel quality. High standard bedding & linens to ensure you the most comfortable night's sleep. The video link is at the end of the photos. ...

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Property Type

Kissimmee Villa

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Over $1 Million Worth of Luxury

$545

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

Enjoy the benefits of the stunning main home and added privacy of a guest home. The unique top floor has been designed solely for entertainment, featuring a huge games room with full-size custom billiards table, Cinema room, wet bar and poker room! There is an additional second bonus games room in the ...

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Property Type

Kissimmee House

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

4 BR | 2.5 BA | Sleeps 9 | Quick View

Distance to park: 10 miles to Disneyworld

$127

per night

View Details

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

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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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Kissimmee, Florida, 4 Bedrooms

4 BR | 2 BA | Sleeps 8 | Quick View

1

$171

per night

View Details

Key Amenities

  • Kid Friendly

About this property

Come and enjoy this exquisite four bedroom home which is beautifully furnished. The ground floor consists of a grand entrance leading onto the private lounge and dining room, which then lead on to a large diner kitchen and on to a large family TV lounge. There are 2 full bathrooms and 4 toilets.From ...

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Property Type

Kissimmee House

"Best stay ever"
Reviewed January 14, 2019

My family and I loved the house and would book with you and recommend you to out family and friends

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♥Disney Area♥☆24hrs gated☆CornerTownHouse PrvtPool

4 BR | 3 BA | Sleeps 8 | Quick View

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

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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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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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EMERALD ISLAND RETREAT 1

4 BR | 3 BA | Sleeps 10 | Quick View

$143

per night

View Details

Key Amenities

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

About this property

Our villa is beautifully furnished and airconditioned and has a heated swimming pool and spa for that morning swim and for you family’s personal enjoyment there is a security fence to protect the young ones. A covered lanai on an extended pool deck includes a large table with seating for four plus ...

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Property Type

Kissimmee Villa

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4BR/3BA 1900 sqft townhome with lake view,Close Disney,Seaworld

4 BR | 3 BA | Sleeps 10 | Quick View

Distance to park: 5 miles to Disney,Seworld

$80

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

Welcome to our new opening 4 Bedroom/3 bathroom Townhouse in CLUB CORTILE,This gated-community is close to every major Orlando attraction: Disney's Magic Kingdom, Epcot, Animal Kingdom, Universal Studios (Harry Potter), Sea World, and many more. Club Cortile is also conveniently close to WalMart, Target, ...

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Property Type

Kissimmee Townhome

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2 Miles to Disney,1808 sqft 4BR/3BA Townhome

4 BR | 3 BA | Sleeps 8 | Quick View

Distance to park: 2 miles to Disney

$80

per night

View Details

Key Amenities

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

About this property

Welcome to Oakwater resort (the nearest 4 stars Resort from Disney) which is only 5 minutes drive from Disney World! It is also close to many other fine shops and restaurants. No traffic congestion! This resort is adjacent to an outdoor 24 hours Walmart super market( 2 minutes walking distance) Our sweet ...

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Property Type

Kissimmee Townhome

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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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Luxury 5 bed villa with south-facing pool

5 BR | 4 BA | Sleeps 12 | Quick View

1

Distance to park: 3 miles to Disney World

$179

per night

View Details

Key Amenities

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

About this property

A luxurious 5 bedroom 4 bath villa with south-facing pool situated in luxury Emerald Island Resort Orlando. Located a short distance from the popular destinations such as Disney World, Sea World and Universal Studios and accommodates 10-12 guests.This tastefully-decorated 5 bedroom/4 bath vacation ...

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Property Type

Kissimmee Villa

"Tigger's Magic"
Reviewed January 6, 2019

It was a pleasure renting this house in Emerald Island Resort, Florida. It was exactly what posted on the website and surpassed our expectations once we got there. The house was very spacious, clean, ...

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Kissimmee Vacation Rentals

Kissimmee Weather

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7222°  489°
JANUARY
7323°  499°
FEBRUARY
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MARCH
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APRIL
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MAY
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JUNE
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JULY
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AUGUST
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SEPTEMBER
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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!