Kissimmee Vacation Rentals

(235 rentals)
LUXURIOUS 14B 11BA PRIVATE POOL/PATIO Solterra Resort-7013- Property 4831

$681

avg/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 . comSolterra Resort - Davenport, Florida is a paradise located only 15 minutes from the area's main attraction... Walt Disney World. This luxury resort sits nestled just outside of Orlando, Florida ...

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Property Type

Kissimmee House

"Vacation Home"
Reviewed September 25, 2019

For starters this home was absolutely beautiful!! The pictures shown here do not do it any justice. The neighborhood was really quiet, the tv’s were already set up to watch Netflix, Hulu, and Amazon Prime. ...

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Windsor Hills resort Private Pool Home (FREE WATER PARK USE DURING STAY!)

6 BR | 3.5 BA | Sleeps 14 | Quick View

Distance to park: 2 miles to Disney World

$350

avg/night

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Key Amenities

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

About this property

COVID 19 INFO UPDATED ON OUR WEBSITE, CANCEL FOR ANY REASON TRAVEL PROTECTION COVERAGE OFFERED, FLEXIBLE CHANGES.PLEASE SEE RATE NOTES FOR RATES FOR VARIOUS SEASONS AND SIZE HOMES 4-6BR Private pool homes in Windsor Hills resort like this one. All homes this size include private pool, spa and wifi, ...

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Property Type

Kissimmee House

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

$765

avg/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

"Beautiful"
Reviewed February 20, 2021

Going back with more time to relax a few more days. Wanting to have my 50th birthday party here I think it would be awesome.

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Our Goal:- Make your stay Enjoyable! Sleeps 20 - Heated Saltwater Pool & Spa

8 BR | 6 BA | Sleeps 20 | Quick View

2

Distance to park: 11 miles to Disney Theme Parks & Water Parks

$302

avg/night

View Details

Key Amenities

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

About this property

Enjoy your vacation in this lovely and spacious home with large screened in patio which flows into Heated Saltwater Pool & Spa. You will love your stay in this 8 bedroom x 6 bath home as we understand the value of a stress-free vacation and we've thought of the details to make your vacation a wonderful ...

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Property Type

Kissimmee House

"Very Nice Villa"
Reviewed December 29, 2020

This Villa was beautiful. The property managers were very helpful in clarifying any doubts that I had. They were quick and super nice. The pool was nice and heated. The spa was my favorite part.

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South-facing, private pool/spa, interior games room, Wifi, monitored alarm

$244

avg/night

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Key Amenities

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

About this property

Our family extends a warm invitation to you to enjoy the delights of our luxurious 5 bedroom (3 U.S. KING Beds), 4 Bathroom Executive Lake View home.We invite you to share our home where you will experience the environment you know you deserve, we will do everything we can to make your stay as enjoyable ...

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Property Type

Kissimmee House

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

$162

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

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

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Property Type

Kissimmee House

"Covit-19"
Reviewed May 31, 2020

Unfortunately due to the current pandemic we were in lockdown in the U.K for the period we should have been in beautiful Florida.The owners of this villa were extremely helpful all through the period ...

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Four Bedroom Family Vacation Home Close to Disney!

4 BR | 2.5 BA | Sleeps 8 | Quick View

3

Distance to park: 4 miles to Disney World

$140

avg/night

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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 Stay"
Reviewed August 15, 2019

Kay’s Retreat was the perfect destination for our recent vacation! Everything was perfect. She thought of everything we might need during our stay. The house was clean and comfortable. Will absolutely ...

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Family Friendly Golf View Home, South Facing Pool & Tiki Bar

5 BR | 4 BA | Sleeps 10 | Quick View

1
Owner special: April 16 - 21 $1050.00 Fully Inclusive of Tax & Departure Clean

$174

avg/night

View Details

Key Amenities

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

About this property

Our beautiful 3000sq 5 Bed, 4 Bathroom home is located on a generous corner plot. With a south facing Pool and stunning views over the second tee of the Arnold Palmer Golf Course on Reunion ResortIncluded within the rental is a one bedroom Guest Suite, ideally used for extended family or for additional ...

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Property Type

Kissimmee House

"Excellent Villa"
Reviewed March 26, 2021

We really enjoyed our stay! Beautiful resort great location off the 2nd Tee! The pool and spa was nice and refreshing after long days at WDW. Spacious house with plenty of room, very clean and nice with ...

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HUGE POOL AND SPA

4 BR | 2 BA | Sleeps 7 | Quick View

1

$114

avg/night

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Key Amenities

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

About this property

4/15/20 ----PLEASE CALL FOR SPECIAL DEALS DURING THIS TIME. SPECIALS FOR 2 ADULTS. $70/night . 80/night max 4. personal check.WELL CARED FOR HOME IN LOVELY COMMUNITY. HOME BACKS TO CONSERVATION SO YOU ARE NOT OVERLOOKED AND IS A FEW STEPS FROM RETENTION POND WITH POND VIEWS FROM THE POOL DECK. ...

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Property Type

Kissimmee House

"Amazing time"
Reviewed June 14, 2020

This is one of the most beautiful homes I've ever stayed in. Plenty of space with private pool cant get any better. Very good location and neighborhood. Will be going back very soon.

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Perfect Paradise

7 BR | 4.5 BA | Sleeps 16 | Quick View

$339

avg/night

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Key Amenities

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

About this property

LOCATED IN GUARD GATED RESORT COMMUNITY of Emerald Island 3 MILES TO DISNEY 4 KING MASTER BEDROOMS (7 TOTAL BEDROOMS) 4 FULL BATHROOMS plus a half bath downstairs HUGE PATIO AREA so you always have sun on the pool PLUSH PORCH FURNITURE SPA AIR-CONDITIONED MOVIE THEATRE ROOM/GAME ROOM (POOL ...

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Property Type

Kissimmee Villa

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Goofy’s Getaway

5 BR | 5 BA | Sleeps 10 | Quick View

$252

avg/night

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Key Amenities

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

About this property

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

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Property Type

Kissimmee Villa

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

6 BR | 4 BA | Sleeps 13 | Quick View

1

Distance to park: 3 miles to Disney World Animal Kingdom

$249

avg/night

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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 full bathrooms (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

"Highly recommend for families, location was amazing, super clean"
Reviewed February 11, 2021

I would definitely recommend this house for a family vacation. We had the BEST time! Everything was perfect. I can't think of a single thing I would change. So many convenience extras were provided.The ...

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Enchanted Emerald Oasis (At the gates of Disney World)!

7 BR | 4.5 BA | Sleeps 16 | Quick View

1

Distance to park: 3 miles to Disney World Resort

$283

avg/night

View Details

Key Amenities

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

About this property

Welcome to the Enchanted Emerald Oasis! The perfect vacation rental home for you, your family and friends! Located in the upscale Emerald Island Resort, just outside of the gates of Disney World theme parks, minutes to Universal Studios Orlando, Sea World and so much more in the Orlando area! Also, ...

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Property Type

Kissimmee Villa

"Can’t wait to go back!"
Reviewed January 18, 2020

Awesome property that was simply perfect for our extended family trip to Disney. Over half of our group flew in from Ireland and the remainder of us are Irish living here in the states. Comfortable, clean, ...

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Riva del Lago 4 bedroom villa with private pool, spa & Lake View

$151

avg/night

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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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Family Disney villa pool/spa 5 bds 15 Mins to Disney

5 BR | 4 BA | Sleeps 12 | Quick View

4

Distance to park: 6 miles to Disney Animal Kingdom

$189

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

***FREE WIRELESS INTERNET JUST BRING YOUR MOBILE DEVICES** ***FREE NATIONAL AND INTERNATIONAL LANDLINE PHONE CALLS***Sleeps a maximum 12 guests, with a maximum of 8 guests over the age of 14 years oldIn these strange times we are doing all we can to ensure our home is safe for your stay. We ...

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Property Type

Kissimmee House

"Great Family Vacation"
Reviewed June 18, 2020

We had a wonderful stay at the Windsor Hill Resort in Kissimmee Florida. The home was located near all of the attractions and places to eat. The play house in the home gave us plenty of opportunities to ...

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Sunny Luxury Legends Villa only 6 miles to Disney

$401

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

This beautiful home has everything you need to create your dream stay in Reunion Resort - 6 Miles to Disney!Legends Villa includes a large pool with a spillover spa, luxurious decor that creates an elegant ambiance, over 5,000 sq.ft of spacious living areas & large inviting bedrooms, a cinema, ...

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Property Type

Kissimmee Villa

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Modern Serenity Vacation Home | Private and Screened Pool | Home Theater |

$410

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

THIS HOME IS LOCATED IN THE RETREAT AT CHAMPIONS GATE, WHICH IS 6 MILES FROM REUNION RESORTThis home has everything you need for your next vacation. This brand new home with 8 beds and 5 baths can accommodate up to 16 guests with a spacious living area, fully equipped kitchen, private and screened ...

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Property Type

Kissimmee House

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Affordable Disney Villa - just 5 minutes to Disney

$134

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Our property maintains a gap of 3 days between each booking for health safety measures during this crisis and we also follow stated mandated cleaning procedures and guidelines after each guest checks out.This Disney Villa is a fully furnished home and is one of the best kept turnkey properties you ...

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Property Type

Kissimmee Villa

"Perfection vacation getaway"
Reviewed March 24, 2020

I rented this house for my 1 week vacation to Disney and Universal Studios and was truly impressed by all it offered. To start the location was perfect, as it was close to both theme parks (being minutes ...

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Champions Breeze | 5 Bed Townhome in Champions Gate

$201

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Enjoy these amenities and more at The Retreat, only 12 miles to the gates of Disney World® and 6 miles from Reunion

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Property Type

Kissimmee Townhome

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Only 3 Miles From Disney - Pet Friendly - Games Room - Free Wifi - Gas Grill

4 BR | 3 BA | Sleeps 10 | Quick View

2

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

$190

avg/night

View Details

Key Amenities

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

About this property

The large, fully-equipped kitchen is complete with a microwave and dishwasher! The home’s layout is perfect for watching the fun going on in the pool area from the living room, dining area and kitchen! The fully equipped kitchen offers everything you need to feel at home; both a Kuerig coffee maker ...

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Property Type

Kissimmee House

"Lovely home"
Reviewed January 22, 2021

The house was perfect. Plenty of room and the layout was good. Large backyard for our two dogs was wonderful. It was nice to have a pool and hot tub right outside the back door. Will recommend this ...

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South facing heated pool and spa

6 BR | 4 BA | Sleeps 12 | Quick View

6

Distance to park: 3 miles to Disney World

$266

avg/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

"Girls Trip 2020"
Reviewed July 24, 2020

My friends and I absolutely loved this home ...it was perfect for the 8 of us. I WOULD DEFINITELY RENT AGAIN!!

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Indian Creek Disney Retreat

4 BR | 3 BA | Sleeps 8 | Quick View

11

$131

avg/night

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Key Amenities

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

About this property

Indian Creek Disney Retreat is a beautiful 1800SF, well maintained home in the Indian Creek subdivision which is literally on Disney's doorstep and your home away from home. Indian Creek is not a gated community but has a lot of community amenities.COVID-19 Precaution Implementations: We have installed ...

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Property Type

Kissimmee Villa

"grandbabies to Disney"
Reviewed April 14, 2021

The house is only a few minutes from Disney, Walgreens and Publix. It is close enough for convenience but off the main road enough to get away from the tourist stuff. The house is in a safe community with ...

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Toy Story Tower

6 BR | 4 BA | Sleeps 14 | Quick View

Distance to park: 5 miles to Disney World

$252

avg/night

View Details

Key Amenities

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

About this property

Toy Story Tower is an imposing, six bedroom vacation home located within the prestigious gated community of Windsor Hills Resort. Here, you can enjoy the very best in luxurious accommodation all while being located just minutes from Walt Disney World Resort as well as many other great attractions. As ...

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Property Type

Kissimmee House

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Luxury Windsor Hills 3/2 Condo

3 BR | 2 BA | Sleeps 6 | Quick View

5

Distance to park: 2 miles to Disney

$118

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

Windsor Hills is one of the greatest gated community located within the heart of Orlando’s premier tourist attractions. Windsor Hills boasts the closest proximity to Central Florida's theme parks. Windsor Hills has all the amenities of a Five Star Hotel or Resort.Our 3 bed/2 bath (1 king, 1 ...

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Property Type

Kissimmee Apartment

"Excellent resort facilities"
Reviewed March 24, 2020

Resort was excellent with all the Disney attractions. Plus all the restaurants nearby and the Walmart store just one half mile away. The pool area was very large and accommodated all the guests. Very well ...

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5 BR Emerald Island Villa mins from Disney, South Facing Pool, Huge Corner Lot!

5 BR | 4 BA | Sleeps 10 | Quick View

Distance to park: 5 miles to Disney World

$184

avg/night

View Details

Key Amenities

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

About this property

Situated on one of the largest corner lots at the resort, there's plenty of privacy in the rear of the villa. The rear facing pool means you'll always have sunshine and warmth no matter what season of the year. You'll love spending time at the pool area featuring an over-sized deck, large swimming pool ...

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Property Type

Kissimmee Villa

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❤EIRFunHouse Pool/Arcade/Theatre/GameRoom 15min/4mi to Disney

$468

avg/night

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Key Amenities

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

About this property

Relax, Work & Play -- all at our family friendly #EIRFunHouse!Located in Emerald Island Resort, a gated 24-hour secure family resort community just minutes from all the best Orlando has to offer. This professionally decorated luxury villa is minutes from theme parks, shopping, dining, brand new ...

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Property Type

Kissimmee Villa

"Beautiful place"
Reviewed March 9, 2021

The home was beautiful. The pool was so warm. This place is very spacious as well, we had a family of 12. Privacy is a plus and we did feel comfortable. The only thing i would add is maybe a mattress topping ...

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Any Closer to Disney and You'll Need a Park Pass! Southfacing Pool

$175

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly

About this property

Less than 2 miles and only 5 minutes to Disney! Located in the new and most upscale location, the Emerald Island Resort, just 3 traffic signals from Disney off of Hwy 192 in Kissimmee. We feature concierge & shuttle service, so you are never "on your own" unless you want to be! Tennis and ...

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Property Type

Kissimmee Villa

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MAKING HAPPY MEMORIES

4 BR | 2 BA | Sleeps 6 | Quick View

2

$115

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

LARGEST POOL IN THE COMMUNITY! HUGE POOL AND DECK. ENJOY BREAKFAST AND MEALS IN THE SUNSHINE . TERRIFIC SOUTH FACING POOL AND BACKS TO CONSERVATION SO YOU ARE NOT OVERLOOKED. SPLIT PLAN BEDROOMS, KING AND 2TWINS IN BACK BY THE POOL, AND QUEEN AND 2TWINS IN FRONT. EAT-IN KITCHEN, BREAKFAST BAR, Q-LED ...

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Property Type

Kissimmee House

"Good central location."
Reviewed February 2, 2021

Home is very nice and well maintained. Owners are very helpful and responsive. Highly recommend this property.

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Windsor Hills Apartment By A3G

$131

avg/night

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Key Amenities

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

About this property

Situated in Orlando, within 8 km of Disney's Hollywood Studios and 9 km of Disney's Boardwalk, Windsor Hills Apartment By A3G offers accommodation with free WiFi, air conditioning, a fitness centre and a shared lounge. This property offers access to a patio and free private parking.The apartment has ...

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Property Type

Kissimmee Apartment

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Family Fun | Games Room & No Rear Neighbors

$314

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

This expansive 3,909sq. ft home can also sleep 18 comfortably, set within a luxury resort. With 9 bedrooms and 5 bathrooms, this is a perfect home for a large family or group vacation. Your family will love relaxing in the Florida sun by the pool!The living area has an open floor plan, you will find ...

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Property Type

Kissimmee Villa

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EncoreFantasy Private Pool & Spa

$412

avg/night

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Key Amenities

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

About this property

Encore Fantasy, 8-bedroom villa, located at The Encore Resort in Reunion, is perfect for families wanting an unforgettable stay in Orlando.Conveniently located close to Disney theme parks, restaurants, supermarkets and golf courses, it benefits from all the amazing amenities the Encore Resort offers, ...

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Property Type

Kissimmee Villa

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Westside Deluxe | New in Windsor at Westside

$358

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Welcome to Westside Deluxe. You and your family will immediately love this wonderful vacation home from the moment you take a step inside. The great room has a large plush sofa and chairs for everyone to gather around and watch TV together. The decor is modern and accented with glass coffee and end tables. ...

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Property Type

Kissimmee House

"Amazing Property"
Reviewed December 16, 2020

The owner Ann is amazing I love their property it was amazing. The home which includes 8 bedrooms a game room spa and swimming pool all at the home. There was also an additional pool at the community club ...

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Stunning Lake View House 2mls Disney,free Wi-FI,games room,spa

4 BR | 2.5 BA | Sleeps 8 | Quick View

Distance to park: 3 miles to Disneys Animal Kingdom

$164

avg/night

View Details

Key Amenities

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

About this property

Our Home Features are 4 bedrooms consisting of 1 Master suit with en-suite bathroom located on the main level. 1 Queen and 2 twin rooms,1 twin room is themed Winnie the Poo,on the upper level, these bedrooms share the upper bathroom all bedrooms are equipped with TV and DVD player. There is a further ...

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Property Type

Kissimmee Villa

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4 Bed 3 Bath Luxury Emerald Island Villa, with pool, spa & Games room

4 BR | 3 BA | Sleeps 10 | Quick View

Distance to park: 3 miles to Disney

$146

avg/night

View Details

Key Amenities

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

About this property

This spacious four bedroom, three bath executive home with optionally heated private pool, spa and Games Room with pool table, air hockey and foosball table, is situated on the exclusive Emerald Island Resort (the nearest to Disney). It is located just 3 miles and less than five minutes drive from Disney ...

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Property Type

Kissimmee House

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The Floridian Oasis - Relaxing 5 bedroom, 5 bath pool home

5 BR | 5 BA | Sleeps 12 | Quick View

Distance to park: 2 miles to Walt Disney World

$205

avg/night

View Details

Key Amenities

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

About this property

Terrific 5-bedroom/5-bathroom rental home located in Windsor Hills Resort. This beautiful villa includes upstairs and downstairs King Bedroom suites. It also has a Queen Bedroom, Twin Bedroom and sleeper sofa on the first floor. And there is an another Twin Bedroom on second floor making this home ideal ...

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Property Type

Kissimmee House

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Lakeside pool villa, kissimmee 3 miles disney

$185

avg/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

"Lovely Villa, Great Location"
Reviewed June 14, 2019

Really nice villa. Plenty of living space. Sleeps up to 12 but there were 7 of us so it was really roomy.Pool area is so nice, with a view over a lake with lots of wildlife to see. Pool also has a colour ...

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

$152

avg/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

"Seemed like home! How soon can we stay again?!!"
Reviewed March 22, 2021

The location is quiet neighborhood. The pool is great - large and inviting. The combination of the shaded patio area, the screened pool area, and the sun deck made it possible to be comfortable as the temperature ...

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The perfect Disney vacation home rental property! Only Weekly/Monthly Rentals

3 BR | 2 BA | Sleeps 8 | Quick View

2

Distance to park: 12 miles to All Disney Theme Park

$99

avg/night

View Details

Key Amenities

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

About this property

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

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Property Type

Kissimmee Villa

"This Is a comfortable family friendly home with a wonderful screened in pool area with great privacy and a heated pool."
Reviewed May 25, 2020

I have rented this home for six years and have usually stayed for three months. I obviously love it or I would not return each year. The pool area is quiet and screened in so there is no problem with insects ...

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

$294

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

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

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Property Type

Kissimmee Villa

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Casa Bonita -- near Disney!

4 BR | 3 BA | Sleeps 8 | Quick View

27

Distance to park: 4 miles to Walt Disney World

$134

avg/night

View Details

Key Amenities

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

About this property

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

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Property Type

Kissimmee House

"Relaxing, Restful, and Convenient!"
Reviewed March 23, 2021

We thoroughly enjoyed staying in Casa Bonita. The owners have gone out of their way to equip this home with everything needed for a comfortable and relaxing vacation. The location is very convenient to ...

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HOME AWAY FROM HOME- ENJOY THE VIEW

$110

avg/night

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Key Amenities

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

About this property

OCTOBER/NOVEMBER SPECIALS - $99 /NIGHT FOR FEWER THAN 4 GUESTS PLEASE CALL FOR DEALS THAT ARE NOT LISTED. SUPER RATES FOR SENIORS RENTING A PRIVATE HOME IS THE BEST WAY TO VACATION. YOU ARE WITH YOUR FAMILY AND DO NOT HAVE TO MINGLE WITH OTHERS.Close to the Attractions but away from the crowds. ...

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Property Type

Kissimmee House

"Truly home away from home"
Reviewed March 18, 2021

We have stayed in this home five of the last seven summer vacations and truly love it. You will too!

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6BR/5.5Bath/4Miles to DisneyAK/$129 Specials/FreeSpa/Lanai

6 BR | 5.5 BA | Sleeps 18 | Quick View

42

Distance to park: 4 miles to Animal Kingdom

$202

avg/night

View Details

Key Amenities

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

About this property

We reduced our prices on our 6-bedroom house just 4 miles to Disney’s Animal Kingdom. The daily rate for all open dates in April 2021 is JUST $129. ********************************************************** Summary of this House’s best features (from 200+ Guest Reviews) • Less than ...

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Property Type

Kissimmee House

"Wonderful"
Reviewed March 30, 2021

First of all I don’t rent a lot of places and I read reviews and I was still scared. But the house is amazing the only thing is I wished we could have stayed longer. I could just stay here and not go ...

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Westside Charm | 7 Bed Private Pool Home

$267

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

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 sports ...

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Property Type

Kissimmee House

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SOUTH FACING POOL/ COME AND RELAX

$111

avg/night

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Key Amenities

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

About this property

Come relax in this 4 bedroom, 3 bathroom home. Sit on the screened in pool deck and just watch the wildlife , eat meals, have a cup of coffee and just relax. You are on vacation. Two king beds, queen and 2 twin beds .

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Property Type

Kissimmee House

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

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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The perfect Disney vacation home rental property! ATTENTION-ONLY WEEKLY RENTALS

3 BR | 2 BA | Sleeps 8 | Quick View

6

Distance to park: 12 miles to All Disney Theme Park

$137

avg/night

View Details

Key Amenities

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

About this property

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

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Property Type

Kissimmee Villa

"We loved our stay in this lovely peaceful home"
Reviewed December 28, 2020

We rented this house from Dec 8 to 14, 2020 for our vacation to Disney and Universal Studios, and was truly impressed by all it offered. The location was perfect as it is close to the Florida Turnpike, ...

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Relax and play lakeside in our south facing pool

$150

avg/night

View Details

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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Champions Estate

8 BR | 5 BA | Sleeps 16 | Quick View

$407

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Located in one of the most sought-after resorts in the Orlando area, welcome to Champions Estate. The newly built 8 bedroom, 5 bath pool home is the perfect destination for your family getaway. The home was designed to fit every need that you could have when visiting the area. This villa accommodates ...

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Property Type

Kissimmee Villa

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Emerald Pearl

7 BR | 5.5 BA | Sleeps 18 | Quick View

2

$215

avg/night

View Details

Key Amenities

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

About this property

Welcome To The Emerald Island Resort, Orlando's Premier Gated Community *** ***Fantasmic Location***closest Resort To Disney*** ***free Wireless Internet Just Bring Your Laptop*** Our 7/bedroom 5.5/bath villa (with 4 Master Bedrooms, all King bed with full private bath!) 3 bedroom each have 2 single ...

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Property Type

Kissimmee House

"Emerald Island Resort"
Reviewed January 3, 2020

My family and I highly recommend this home for your vacation rental. It contained everything we needed and much more. Its space, cleanliness, and comfort was exactly what we were looking for. Its location ...

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PEACEFUL

4 BR | 2 BA | Sleeps 6 | Quick View

$109

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Cozy 4/2 single story home on the lake. Beautiful views, birds, ducks, turtles, catch and release only, please. Two en suite queen bedrooms, 1 queen beds and 2 twin beds, TV in all bedroom, WiFi, Free US, Canada and US Territory phone calls. Recently upgraded, large refrigerator, new range, dishwasher, ...

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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!