Kissimmee Vacation Rentals

(307 rentals)
Kissimmee Vacation Rental - Disney Home to Rent

$100

per night

View Details

Key Amenities

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

About this property

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

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Property Type

Kissimmee Villa

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LUXURY HOME WITH PRIVATE POOL, GAMING ROOM, CLUB HOUSE, FREE WIFI SLEEPS 12

$350

per night

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Key Amenities

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

About this property

Orlando Vacation Home Rentals Florida – Encore Resort Kissimmee Villas – Orlando Vacation Rentals Near Disney Orlando Kissimmee Accommodation, Vacation Homes in Orlando Florida, Villas Near Disney World SLEEPS 12 GUESTS INCL POOL/SPA/RESORT FACILITIES/GYM/SHUTTLE BUS, RESTAURANTSThis ...

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Property Type

Kissimmee House

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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

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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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Hidden Treasure

Studio | 2 BA | Sleeps 6 | Quick View

$110

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly

About this property

No booking fees and a great deal if you stay at least two weeks in February - ASK THE OWNER! Welcome to this beautifully furnished gorgeous 3 - bedroom and 2-bathroom Villa. This stunning home features a very private and totally fenced heated glistening swimming pool with plenty of seating, 55" ...

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Property Type

Kissimmee House

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3BR 1st Floor Condo Near Disney, Steps from Pool, Loaded with Amenities

$75

per night

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Key Amenities

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

About this property

Built in 2002, Windsor Palms Resort is a gated community approximately five miles from Disney. This luxury complex has a 7500 square foot clubhouse, basket ball courts, volleyball courts, children's play area, olympic-size swimming pool, toddler pool, hot tub, picnic and barbecue area, outdoor bar, convenience ...

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Property Type

Kissimmee Condo

"Fantastical :)"
Reviewed July 23, 2018

We rented this condo for one week and absolutely fell in love! The location is amazingly awesome just steps across the parking lot to the basketball courts, pool, clubhouse, and tennis courts. There is ...

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Serenity Vacation Villa

3 BR | 2 BA | Sleeps 6 | Quick View

Distance to park: 15 miles to Legoland

$95

per night

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Key Amenities

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

About this property

Beautifully decorated villa with the most comfortable new beds. The free wifi, cable tv and phone helps you stay connected. 30 foot heated pool with privacy fence and enclosure in large yard. BBQ, dining table, seating area and chaise lounges are included. Quiet Cul de sac. Shopping, supermarkets, ...

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Property Type

Kissimmee House

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Dream Weaver Villa - Luxury Lakefront with Pool & Spa

4 BR | 2.5 BA | Sleeps 10 | Quick View

Distance to park: 4 miles to Disney's Animal Kingdom

$185

per night

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Key Amenities

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

About this property

We have openings: 5/21-5/24 5/27-5/30 6/14-6/30 7/16-7/26 7/30-8/17 8/27-9/30 (all of September is open)Please see our website for more availability; search for "Dream Weaver Villa" on the internet or social media.Exclusive and tastefully decorated lakefront villa located 10 minutes ...

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Property Type

Kissimmee Villa

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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

10

Distance to park: 4 miles to Walt Disney World

$124

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

"Great place to stay!"
Reviewed April 12, 2019

Thoroughly enjoyed our time here. Location was perfect to Disney, restaurants, Walmart and other shopping. House was nice, clean. Nice supply of towels. Game room was nice as was the pool. Highly recommend.

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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

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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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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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Large South Facing Pool 6 Bedroom/5.5 Bathroom House, WiFi, Close to Disney

$212

per night

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Key Amenities

  • Air Conditioning
  • Kid Friendly
  • Pool
  • Private Pool

About this property

6 BRs / 5.5 Baths: 4 Master suites (2 Kings, 2 Queens) & 4 Twins, Sleeps 14Our beautifully furnished Shining Star Disney Vacation Villa is situated in the magnificent community of Terra Verde Resort, which is built around a 3 acre lake and a Premier Award Winning gated resort, just 10 to 15 minutes ...

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Property Type

Kissimmee House

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5 Star Updated Windsor Palms Pool Home with 2 Master bedrooms. 4 Bed 3 Bath

4 BR | 3 BA | Sleeps 10 | Quick View

Distance to park: 3 miles to Disney World

$145

per night

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Key Amenities

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

About this property

ALL NEW TILE FLOOR AND PAINT IN THE ENTIRE HOUSE. NO CARPET ANYWHERE!!! NEW PICTURES SHOWCASE THE PROFESSIONALLY REMODELED HOUSELocated in the gated community of Windsor Palms ,the Villa is completely remodeled with new tile plank flooring, fresh paint, new appliances and updated decorations. ...

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Property Type

Kissimmee Villa

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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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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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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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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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Luxury vacation home with a pool, just ten minutes from Disney World

$141

per night

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Key Amenities

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

About this property

.The house has four bedrooms, two bathrooms and its own pool. It is located just a few minutes’ drive from all of Florida’s attractions: Disney World, Universal Studios, Splendid China, Sea World etc. It is the ideal starting point for day trips to the Atlantic coast or the Golf of Mexico.Further ...

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Property Type

Kissimmee Villa

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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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MAGICAL LAKE VIEW VILLA WITH POOL & SPA near DISNEY

$185

per night

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Key Amenities

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

About this property

‘The Magic Lake View' is just 7.8 miles to Disney! Majestic, totally private (no neighbors looking in either side) off the pristine pool deck with spa overlooking a 14 acre natural fishing lake on a prestigious select gated community. The Magic View villa has everything and more that you could ...

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Property Type

Kissimmee Villa

"Great Place"
Reviewed March 10, 2019

If I can rate 100 on this Villa and Claire I would. She was absolutely an amazing host the house was beautiful. There was one room mainly for children where their were costumes and toys all over the room ...

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Luxury Tennyson Villa- close to Disney -Pool-WiFi-Gamesroom

5 BR | 3.5 BA | Sleeps 8 | Quick View

3

Distance to park: 10 miles to Disney

$167

per night

View Details

Key Amenities

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

About this property

Luxury Disney-themed Villa - spacious accommodation over 2 floors. PRIVATE HEATED POOL AND AIRCONDITIONED GAMES ROOM NO EXTRA CHARGE FOR POOL HEAT available Oct-AprilNEW for 2019 SALT WATER POOL Gentler on skin and eyes, soft water feel. UPSTAIRS BATHROOMS One has had bath to walk in shower conversion ...

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Property Type

Kissimmee Villa

"Beautiful, comfortable and convenient to all attractions"
Reviewed February 26, 2019

We enjoyed our stay here so much ! The home is beautiful, perfectly furnished with all the comforts of home plus so much more ! We had everything we needed and the owner was accommodating to all our requests, ...

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

6 BR | 5.5 BA | Sleeps 19 | Quick View

9

Distance to park: 4 miles to Animal Kingdom

$119

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

"Greatest owner"
Reviewed April 14, 2019

John, the owner, is a wonderful owner and host. He is extremely quick to respond and ready to resolve any problems that arise. I have stayed in so many properties and have never experienced such a feeling ...

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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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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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Riva del Lago 4 bedroom villa with Lake View

$130

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

Our superb 4 bedroom executive villa offers everything you need for a perfect vacation in Florida. Our aim is to ensure 'Riva Del Lago' provides our guests with everything they need to make their stay in our home a truly memorable one!Situated at Lake Berkley Resort, a much sought after, tranquil, ...

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Property Type

Kissimmee Villa

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

3 BR | 3.5 BA | Sleeps 8 | Quick View

Owner special: Weekday Special for April & May Monday - Thursday Special: $99.00 per night

$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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4 Bed Beaufitful Town House

4 BR | 2.5 BA | Sleeps 8 | Quick View

$100

per night

View Details

Key Amenities

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

About this property

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

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Property Type

Kissimmee Townhome

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Villa Cosy Kissimmee - Disney

3 BR | 2 BA | Sleeps 6 | Quick View

2

$95

per night

View Details

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 time"
Reviewed June 5, 2018

Everything was exactly as described, no issues at all with this rental. The kids loved the pool and used it just about every day. The location was great also, close to many stores and the theme parks, ...

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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

"Clean tidy and very close to all attractions"
Reviewed April 18, 2019

This villa was in an amazing location close to all attractions and plenty places to eat right on your doorstep also a great wallmart close. The villa was clean and tidy and would go back there again

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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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Stylishly Florida Design Southfacing Villa Near Disney

4 BR | 3 BA | Sleeps 8 | Quick View

2

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

"Family Trip Disney, Universal and Sea World"
Reviewed February 19, 2019

This property was located very close to the venues we were attending. It was perfect for a stay of 7 people the youngest of which was 3. A few minor maintenance issues had to be corrected. Once the property ...

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Emerald Island Best

8 BR | 4.5 BA | Sleeps 20 | Quick View

3

$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

"Big and Comfortable"
Reviewed April 2, 2019

This home had more than enough space for my entire family. The rooms are huge with 5 bedrooms having their own bathrooms. The kitchen was nice and the family room plus eating area was a plus. Make sure ...

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The Five Star Villa (Near Disney)

5 BR | 4 BA | Sleeps 10 | Quick View

25

$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

"Best Family Vacation"
Reviewed March 31, 2019

Absolutely beautiful place to stay. This house had everything we needed plus more. My kids enjoyed the pool and the game room and my husband and I loved the feeling of having a “home” to come back to ...

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Executive Beautifully furnished South facing villa

5 BR | 3.5 BA | Sleeps 10 | Quick View

1

Distance to park: 7 miles to Disney

$125

per night

View Details

Key Amenities

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

About this property

An article on our luxurious villa was featured in a holiday magazine. Luxury and location are the key words for both the villa and Cumbrian Lakes. Surrounded by fountains and lakes the tranquility it presents is a welcome haven from the hustle and bustle of the theme parks. Ample luxury furniture is ...

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Property Type

Kissimmee Villa

"Awesome"
Reviewed April 2, 2018

This house has everything you need, from all your hair items down to kitchen stuff. Very spacious for our family and the owners are great and responded to me quickly.. I will be renting from them again..

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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

$150

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. HD TV in living room and all bedrooms. King bedroom has a flat screen 50" TV and 2 additional bedrooms have a built in DVD player in the ...

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Property Type

Kissimmee House

"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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The Princess Villa in Emerald Island Close to Disney World

$200

per night

View Details

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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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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Robson's Retreat

5 BR | 3.5 BA | Sleeps 10 | Quick View

$150

per night

View Details

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

$189

per night

View Details

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

$435

per night

View Details

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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Fun for all Villa south facing pool

$150

per night

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Key Amenities

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

About this property

This executive family home offers over 2500 square ft of fully air conditioned flexible living space. It comprises of 5 large double bedrooms including 3 master suites, all with flat screen TVs, 2 spacious sitting areas, 2 dining areas and a pool and jacuzzi which is fully screened and has poolside shower ...

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Property Type

Kissimmee House

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Lakeside pool villa, kissimmee 3 miles disney

$171

per night

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Key Amenities

  • Air Conditioning
  • Private Pool

About this property

Location, Location, Location, situated just 3 miles from Disneys Animal Kingdom and less than a mile from 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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4987 Trafalgar Village

4 BR | 4 BA | Sleeps 8 | Quick View

$125

per night

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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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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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6bd, pool, Windsor at Westside, close to Disney

$208

per night

View Details

Key Amenities

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

About this property

Absolutely stunning luxury home located in one of the best gated community in the Disney area, close to the main shops. 6 very comfortable rooms with televisions (sleeps 12), 4 1/2 beautiful bathrooms, private swimming pool with optional heating and Hot tub (extra), optional use barbecue (extra), super ...

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Property Type

Kissimmee House

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Gino's Vacation Home

5 BR | 5 BA | Sleeps 10 | Quick View

1

$143

per night

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Key Amenities

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

About this property

Vacation Home 5.6 miles from Disney.This beautiful fully furnished with open floor plan, mediterranean style 5 bedroom 5.5 bathroom house is located just 5 miles from Walt Disney World and is only a 30 minute drive from Orlando International Airport. Not only is this home open and spacious, but private ...

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Property Type

Kissimmee Villa

"Excellent Orlando Villa"
Reviewed April 15, 2018

Hi Gino & Eva Just wanted you to know we had a fantastic time in your fabulous Villa/Home We all enjoyed every part of it Ideally positioned Large double bedrooms with comfy beds Excellent pool ...

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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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Champions Gate 4 Br Townhome features exceptional golf course and resort

4 BR | 3 BA | Sleeps 8 | Quick View

Distance to park: 7 miles to Walt Disney World

$202

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

Designed with the resort traveler in mind, this 4 bed, 3 bath vacation townhome is the perfect way for you to enjoy your time in Central, FL. Experience the thrills of local Orlando parks, and then relax in style with this spa-like property.Fully equipped with brand new appliances, your home’s ...

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Property Type

Kissimmee Townhome

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DISNEY AREA LUXURY TOWN HOUSE/ LAKE BERKLEY RESORT

4 BR | 3.5 BA | Sleeps 8 | Quick View

Distance to park: 10 miles to DISNEY

$93

per night

View Details

Key Amenities

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

About this property

The Lake Berkley Resort is a premier 24 hour security guard gated community just minutes away to all the 4 Disney World Parks , The New Disney Springs , Disney Boardwalk, Sea World, Universal Studios and Old Town . There are many food stores , gas stations, , restaurants , golf courses, and many other ...

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Property Type

Kissimmee Townhome

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

$239

per night

View Details

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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Kissimmee Vacation Rentals

Kissimmee Weather

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7222°  489°
JANUARY
7323°  499°
FEBRUARY
7725°  5312°
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!