Kissimmee Vacation Rentals

(349 rentals)
LUXURIOUS 14B 13BA PRIVATE POOL/PATIO Sonoma Resort-2613CYA - Property 4831

$515

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

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

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Property Type

Kissimmee House

"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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Highest Ranked Home Newly Renovated Lowest Weekly Rate

3 BR | 2 BA | Sleeps 8 | Quick View

5
Owner special: Special rates in January we have reduced rates by over $100

$85

per night

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Key Amenities

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

About this property

New Flooring New Air Conditioning ,New Mattresses, Gel Toppers , Keurig ,Our resort, is a Gated community  it is a 5 star resort only 5 minutes from the Disney Parks and only 15 minutes from Universal Studios only 55 minutes from Cocoa Beach on the Atlantic side and only 60 minutes from our ...

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Property Type

Kissimmee Condo

"honest owner"
Reviewed March 7, 2019

unfortunately had to cancel last minute because of health to both my wife and I. owner was more than reasonable about problem. not everyone would have been more helpful as he was.

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Goofy’s Getaway

5 BR | 5 BA | Sleeps 10 | Quick View

$229

per 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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New 2019 Ultimate 10 Bed 8 Bath Luxury Home. Large private pool corner lot.

$342

per night

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Key Amenities

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

About this property

10 Bedrooms 8 Bathrooms Family Room with large HD Cable TV Large upstairs Game Room Loft with table top arcade games, large HD Cable TV, Wet Bar and two wine / beer refrigerators. All bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal ...

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Property Type

Kissimmee House

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South Facing Lake View. Beautiful Storey Lake Resort Villa. Games Room.

5 BR | 5 BA | Sleeps 12 | Quick View

Distance to park: 4 miles to Disney

$243

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

5 Bedrooms 5 Bathrooms Family Room with large HD Cable TV Upstairs Loft with large HD Cable TV All bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal Dining Room seating 8 plus breakfast bar and out door dining Private ...

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Property Type

Kissimmee House

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HOME AWAY FROM HOME- ENJOY THE VIEW

$89

per night

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Key Amenities

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

About this property

Close to the Attractions but away from the crowds. 4 bedroom/3 bath single story home on "lake". Ducks, Sandhill Cranes, sometimes a falcon, turtles. King, king, and 4 twin beds, TV in all bedrooms, WiFi, FREE US, Canada and US Territory phone calls. Fully furnished.Times are approximate: ...

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Property Type

Kissimmee House

"Clean and relaxing!"
Reviewed October 13, 2019

We loved our stay! The house was clean and the neighborhood was quiet but still close to everything! Diane & Bob were easy to get a hold of and very kind! This is by far our favorite vacation rental! ...

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Luxury Windsor Hills 3/2 Condo

3 BR | 2 BA | Sleeps 6 | Quick View

3

Distance to park: 2 miles to Disney

$69

per night

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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

"Would DEFINITELY return"
Reviewed September 22, 2019

Windsor Hills 3BR 2 Bath condo was very nice, very convenient to attractions, restaurants and shopping. Location was great. Close to entrance and just a few steps away from pool. Condo was supplied with ...

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CONFORT AND PRIVACE NEAR DISNEY INSIDE A RESORT

4 BR | 3 BA | Sleeps 8 | Quick View

Distance to park: 3 miles to Animal Kingdon

$114

per night

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Key Amenities

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

About this property

In our house, feel like you are at home, with the comfort of a King bedroom suite and an attached bathroom with a deep soaker tub and 3 more bedrooms : one queen bedroom suite with its own bathroom and kids twins rooms separated by a Jack and Jill bathroom .Enjoy the heated swimming pool and spa ...

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Property Type

Kissimmee House

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Stunning 4 Bed 3 Bath Villa with own private pool. Gated resort near Disney

$110

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

Our villa is situated on the safe and secure gated Terra Verde Resort.Our villa is a beautifully built 4 bedroom home with a very high spec of furnishings. The villa has 2 ensuite bathrooms, making it ideal for single or two family use. Free air con and WiFi throughout the villa.The large comfortable ...

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Property Type

Kissimmee Villa

"Lovely House Excellent"
Reviewed November 22, 2019

We stayed for a month from Oct. 17 to Nov. 17. Could not have asked for a nicer house, location, pool. Great and family friendly. Very relaxing. It felt like home. Liked it so much we plan to reserve ...

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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

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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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6BR/5.5Bath/4Miles to DisneyAK/$99 Specials/FreeSpa/Lanai

6 BR | 5.5 BA | Sleeps 19 | Quick View

20

Distance to park: 4 miles to Animal Kingdom

$179

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 200+ Guest Reviews) • Less than a 4-mile drive to Disney World’s Animal Kingdom • Two leather couches and a recliner with a total of 5 power reclining seats • Privacy on the pool deck with flowering hedge-plants along the perimeter • A ...

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Property Type

Kissimmee House

"Perfect Home for our Disney vacation"
Reviewed November 11, 2019

We could not have been happier with the home. It was clean and well taken care of. Everyone had their own space and the pool and hot tub were wonderful after a long day at the parks which were all within ...

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

5 BR | 4 BA | Sleeps 12 | Quick View

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

$360

per night

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Key Amenities

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

About this property

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

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Property Type

Kissimmee House

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Villa Toscana

4 BR | 3 BA | Sleeps 8 | Quick View

$126

per night

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Key Amenities

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

About this property

This luxury 4 bedroom and 3 bathroom fully renovated villa is located in the established community of Oak Island Cove. This location is probably one of the closest to Disney World's' main gate and within walking distance ( 3 mins) to shopping and the many great restaurants situated on US 192. This ...

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Property Type

Kissimmee Villa

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Beautiful 3 Bedroom 2 Bathroom Townhouse. Amazing Resort. Minutes to Disney.

3 BR | 2 BA | Sleeps 6 | Quick View

3
LAST MINUTE DEAL 12/12 - 12/22: December 12th - 22nd. Last minute deal to brighten your holidays $80.00 per night

Distance to park: 5 miles to Walt Disney World

$99

per night

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Key Amenities

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

About this property

Beautiful 3 Bedroom 2 Bathroom Townhouse just off of 192 in Kissimmee, Fl. Minutes to Walt Disney World, Universal Studios, Sea World, Outlet shopping. You can walk to great restaurants and shopping. One of the best locations in the community. Only one building back from the Clubhouse and Pool, and ...

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Property Type

Kissimmee Condo

"Excellent - I would highly recommend"
Reviewed November 28, 2019

This place was only 5-10 minutes away from the 4 Disney parks. The house had all the information we required and more. A beautiful lake with baby and adult terrapins. A lovely pool area with a bar. ...

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DEAL
15 Bed 13 Bath Mansion. Why pay hotel prices? Sonoma Resort. Premier Home!

$547

per night

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Key Amenities

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

About this property

LOOK AT THE AMAZING PHOTO ALBUM OF THIS OUTSTANDING HOME!15 Bedrooms 13 Bathrooms Great Room with large HD Cable TV Upstairs Huge Cafe Style TV Lounge Home Cinema Movie Theater Poker Room All bedrooms with Flat Screen TVs and personal in room refrigerators Fully Equipped Chefs Gourmet Kitchen ...

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Property Type

Kissimmee House

"BEAUTIFUL HOUSE"
Reviewed September 20, 2019

Great for big group. All rooms are numbered, that makes it easy to sign rooms. 2 big refrigerators. Long dining counter. Perfect size living room.The only thing disadvantage is parking space. The house ...

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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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Fabulous Story Lake Resort. Brand New 2 Bed 2 Bath Condo. Very close to Disney.

2 BR | 2 BA | Sleeps 4 | Quick View

Distance to park: 4 miles to Disney

$108

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

2 Bedrooms 2 Bathrooms Family Room with large HD Cable TV Both bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal Dining Room seating 6 plus patio dining Washer/DryerCentral Air Towels and Bed Linens provided Wireless ...

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Property Type

Kissimmee Condo

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Emerald Island Castle 7BD/5.5BA SOUTH Facing Private Pool/Spa. Games Room.

7 BR | 5.5 BA | Sleeps 15 | Quick View

Distance to park: 4 miles to Disney

$215

per night

View Details

Key Amenities

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

About this property

7 Bedrooms 5.5 Bathrooms Family Room with large HD Cable TV Second formal family lounge All bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal Dining Room seating 8 plus outdoor dining Private screened South facing Pool ...

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Property Type

Kissimmee House

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Modern Stylish Home. Private Conservation Views from Pool & Hot Tub.

8 BR | 5 BA | Sleeps 17 | Quick View

Distance to park: 8 miles to Disney

$290

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

Welcome home to Bellavida Resort, a GATED community, conveniently located approximately 8 miles from Walt Disney World! Enjoy nearby golf, restaurants, shopping, attractions, & much more!8 Bedrooms 5 Bathrooms Family Room with large HD Cable TV Large Upstairs Loft with HD Cable TV All bedrooms ...

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Property Type

Kissimmee House

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3 Bd 3 Ba Windsor Hills Resort Very close to Disney. Free use Resort Facilities!

3 BR | 3 BA | Sleeps 6 | Quick View

Distance to park: 4 miles to Disney

$108

per night

View Details

Key Amenities

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

About this property

3 Bedrooms 3 Bathrooms Family Room with large HD Cable TV All bedrooms with Flat Screen TVsFormal Dining Room seating 5 plus breakfast bar and outdoor dining Private Pool Patio with Outdoor FurnitureFull-Size Washer/DryerCentral Air Towels and Bed Linens provided Wireless Internet Telephone ...

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Property Type

Kissimmee Townhome

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Affordable Remodeled Town Home with Full Sized South Facing Pool. Bella Vida

4 BR | 3 BA | Sleeps 8 | Quick View

Distance to park: 8 miles to Disney

$135

per night

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Key Amenities

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

About this property

Welcome home to Bellavida Resort, a GATED community, conveniently located approximately 8 miles from Walt Disney World! Enjoy nearby golf, restaurants, shopping, attractions, & much more!Newly remodeled in 2018, including carpet, bedding, curtains, beach & bath towels, face cloths, silverware, ...

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Property Type

Kissimmee Townhome

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

5 BR | 4 BA | Sleeps 11 | Quick View

9

Distance to park: 4 miles to Disney World

$134

per night

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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

"Perfect for family trip"
Reviewed November 19, 2019

The Mickey Villa was perfect for our family trip. Very clean and the decor was a big hit with the grand babies. Close to Disney so was easy commute each day. Will definitely stay again.

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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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3 Bedroom Home with Private Pool Area and Wireless Internet

$153

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

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

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Property Type

Kissimmee House

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My Magical Homes

4 BR | 2 BA | Sleeps 10 | Quick View

$165

per night

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Key Amenities

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

About this property

The heart and soul of any Disney vacation is the centerpiece in this Mickey Mouse themed villa.Leading from the living/dining room is the upgraded and fully-equipped kitchen, which includes a ceramic top range, side by side refrigerator/freezer, dishwasher, garbage disposal, and microwave. Along with ...

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

3 BR | 2 BA | Sleeps 8 | Quick View

5

Distance to park: 12 miles to All Disney Theme Park

$89

per 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

"Perfect Family Vacation Home"
Reviewed March 18, 2019

We rented this home for a week in early February. Everything was perfect. All of the amenities need for our stay were there. The pool was great. All of the restaurants and Theme parks were just a short ...

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New 2019 6BD 5BA Private Pool/Spa Gamesroom Free use Solara Resort Facilities

6 BR | 5 BA | Sleeps 12 | Quick View

Distance to park: 8 miles to Disney

$219

per night

View Details

Key Amenities

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

About this property

6 Bedrooms 5 Bathrooms Family Room with large HD Cable TV Upstairs Loft with large HD Cable TV Screen All bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal Dining Room seating 8 plus breakfast bar and outdoor dining Private ...

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Property Type

Kissimmee House

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New 2019 Beautiful 5BD/4BA Very Private Pool/Spa Games Room Free Resort Use!

5 BR | 4 BA | Sleeps 1 | Quick View

Distance to park: 8 miles to Disney

$188

per night

View Details

Key Amenities

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

About this property

5 Bedrooms 4 Bathrooms Family Room with large HD Cable TVAll bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal Dining Room seating 8 plus breakfast bar and outdoor dining Private screened Pool and Spa with Lanai Patio ...

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Property Type

Kissimmee House

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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

21

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.No pets.This wonderfully located ...

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Property Type

Kissimmee House

"Excellent villa"
Reviewed November 13, 2019

Stayed at Casa Bonita for 17 nights. When we arrived the villa was spotlessly clean, a lovely surprise welcome pack and bottled water in the fridge aswell as toilet rolls. There are little touches across ...

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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

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

6 BR | 4 BA | Sleeps 13 | Quick View

1

Distance to park: 3 miles to Animal Kingdom

$150

per night

View Details

Key Amenities

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

About this property

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

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Property Type

Kissimmee Villa

"Awesome vacation home"
Reviewed August 15, 2019

This villa is just as described. There was grandparents, grown children, grandchildren and great grandchildren with plenty of room for everyone A Disney princess room my great granddaughters loved dressing ...

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Pool Home near Disney, 6-7 Bed w/Unique Childs Slumber Rm

$325

per night

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Key Amenities

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

About this property

Near Disney, 6-7 Bed Emerald Castle w/Unique Children Slumber Room-Our prices are $325 most days with Holidays slightly higher and Slow Seasons slightly less but we do have WEEKLY SPECIALS at times. We also can negotiate for a smaller group. (After quote if contract changes then each additional person ...

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Property Type

Kissimmee House

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Florida Lake VILLA #5

7 BR | 4 BA | Sleeps 16 | Quick View

1

$246

per night

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Key Amenities

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

About this property

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

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Property Type

Kissimmee Villa

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

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

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

5 BR | 3.5 BA | Sleeps 8 | Quick View

4

Distance to park: 10 miles to Disney

$191

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

"Very good value"
Reviewed April 25, 2019

The house is nicely appointed, very clean and a great value. We traveled with 5 adults and two young children and found that we had more than enough space. The master bedroom is rather perfect for those ...

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Affordable Disney Villa - just 5 minutes to Disney

$109

per night

View Details

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

"Comfortable, convenient and great communications!"
Reviewed November 27, 2019

We've been renting vacation homes in Florida every few years since 2003 and this one really rose to the top. Off the bat, Kim did an outstanding job with communications before and during our stay. Secondly, ...

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Amazing & Affordable. Solara Resort. 4 Bed 4 Bath. Private Pool/Spa. Games Room

4 BR | 4 BA | Sleeps 8 | Quick View

Distance to park: 8 miles to Disney

$141

per night

View Details

Key Amenities

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

About this property

4 Bedrooms 4 Bathrooms Family Room with large HD Cable TV Upstairs Loft / TV Den with HD Cable TV All bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal Dining Room seating 8 plus breakfast bar and outdoor dining Private ...

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Property Type

Kissimmee House

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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

$159

per night

View Details

Key Amenities

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

About this property

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

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Property Type

Kissimmee House

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Stunning 9BD 6BA Designer Solara Villa. Private Pool/Spa. 2 Game Rooms.

9 BR | 6 BA | Sleeps 19 | Quick View

Distance to park: 8 miles to Disney

$291

per night

View Details

Key Amenities

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

About this property

9 Bedrooms 6 Bathrooms Family Room with large HD Cable TV Large Upstairs Loft HD Cable TV and play area All bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal Dining Room seating 8 plus breakfast bar and outdoor dining Private ...

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Property Type

Kissimmee House

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

$165

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

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

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Property Type

Kissimmee House

"Great place"
Reviewed August 2, 2018

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

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

Inquire for rates

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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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STUNNING Designer Furnishings 4BD/3BA Very Private Pool Storey Lake Resort

4 BR | 3 BA | Sleeps 8 | Quick View

Distance to park: 8 miles to Disney

$119

per night

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Key Amenities

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

About this property

THIS AMAZING HOME IS VERY AFFORDABLE AND INCLUDES FREE USE OF ALL THE AMAZING STOREY KALE FACILTIES. CLOSE TO DISNEY.4 Bedrooms 3 Bathrooms Family Room with large HD Cable TVAll bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal ...

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Property Type

Kissimmee Townhome

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Stylishly Florida Design Southfacing Villa Near Disney

4 BR | 3 BA | Sleeps 8 | Quick View

4

Distance to park: 10 miles to Disney Theme Parks

$99

per night

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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

"Great time"
Reviewed August 10, 2019

We had a great time in Orlando. The home was a beautiful place to come to after a long day at the parks and shopping. Will book again.

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

$239

per night

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Key Amenities

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

About this property

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

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Property Type

Kissimmee House

"Our Dream Vacation"
Reviewed July 30, 2018

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

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Fabulous Oakwater Resort in Kissimmee near Mystic Dunes Golf

3 BR | 2 BA | Sleeps 6 | Quick View

Distance to park: 2 miles to Walt Disney World

$99

per night

View Details

Key Amenities

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

About this property

Welcome to this gorgous condo with your own balcony overlooking the conservation and pond. With 3 bedrooms and affordable rates this will be the best place in Oakwater Resort, Kissimme, for your family to unwind after hopping around Orlando parks. This resort is just 1.5 miles to Walt Disney World!!Sleeps ...

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Property Type

Kissimmee Condo

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

7 BR | 5.5 BA | Sleeps 16 | Quick View

Distance to park: 3 miles to Disney World

$225

per night

View Details

Key Amenities

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

About this property

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

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Property Type

Kissimmee Villa

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

3 BR | 2 BA | Sleeps 8 | Quick View

1

Distance to park: 12 miles to All Disney Theme Park

$89

per 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

"What more could be asked for in a vacation villa?"
Reviewed August 19, 2019

The Property Manager (Don)Don was very pleasant and professional and that gave a human-personal touch which was very much appreciated: the 'Don impact' added nicely to the vacation experience. Anything ...

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6 Bed 5.5 Bath 8464 SKC Conservation View South Facing Pool Home Emerald Island!

$165

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

This superb six bedroom family vacation home is located in a prime position in this prestigious gated resort community.Only minutes from the Disney attractions,shopping and restaurants this interior designed home caters for the whole family with delightful Disney themed childrens bedrooms and sports themed ...

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Property Type

Kissimmee Villa

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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 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!