osceola county vacation homesOsceola County Vacation Homes

When you’re looking for Orlando vacation homes, one of the more popular areas to consider is Osceola County. This 1,500 square mile area serves as the south/central boundary of Central Florida. The county seat is Kissimmee, which is popular with tourists because of its proximity to the major theme parks, including Walt Disney World.

Osceola County was named for a Seminole warrior leader, who led several small, successful raids against the U.S. Army in the 1800’s. The county was formed in 1887 from portions of Orange and Brevard counties, and was a transportation hub in the late 19th century for riverboats and railroad. It later transformed into a cattle, sugar and lumber-based economy.

Check out the Osceola County Vacation Homes for Sale available below, or learn more about this popular area for Florida holiday communities.

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1208 Castle Pines Ct, Reunion

Price
Reduced
Photo of Listing #O5531414

$3,289,300

  • 9 Beds
  • 9 Baths
  • 3 Half

  • 8,300 SqFt
  • 0.26 Acres

Single Family / Villa

Reunion West Village 03a

Spectacular 5 Star Newly Built 9-bedroom Investment Property With True South West Exposure! Designed And Built To Accommodate Guests Seeking The Ultimate In Vacation Home Luxury Accommodation Here In The Disney Area. Built Across Two Homesites It Has An Incredible 93+ Feet At The Back And Offers Excellent Golf Views Of The 5th Hole On The Signature Jack Nicklaus Designed Golf Course. This Magnificent 9 Bed And 10.5 Baths Is Masterfully Designed To Facilitate The Ultimate Owner And Guests Experience Alike. This Home Has A Fully Equipped Kitch...

1200 Grand Traverse Pkwy, Reunion

Photo of Listing #O5547397

$2,900,000

  • 9 Beds
  • 10 Baths
  • 2 Half

  • 8,020 SqFt
  • 0.28 Acres

Single Family / Villa

Reunion West Village 3b

Elite Custom 9 Bedroom Home In Reunion Resort! If You Are Looking For A Dream Vacation Home And Can't Quite Find What You Want, This Fabulous 9 Bedroom Layout Is Perfect For Your Most Discerning Buyers! This Stunning Luxury Mansion Is One Of The Finest In Orlando And Includes A Magnificent Games Area, Professional Cinema Room, Stylish Sports Bar/media Area, A Screened Luxury Pool Deck, The Convenience Of Your Own Summer Kitchen And Spectacularly Designed Bedrooms Across Two Floors. The Home Is So Thoughtfully Designed, And So Beautifully ...

500 Muirfield Loop, Reunion

Price
Reduced
Photo of Listing #O5443843

$2,565,000

  • 9 Beds
  • 9 Baths
  • 3 Half

  • 9,998 SqFt
  • 0.53 Acres

Single Family / Villa

Reunion West Vlgs North

This Trend Setting Investment Property Has Been One Of Reunions Most Successful Luxury Executive Vacation Homes Since Is Completion In 2012. Designed And Built To Accommodate Guests Seeking The Ultimate In Vacation Home Luxury Accommodation In The Orlando Area. Built On A Double Private Preserve Lot On Sought After Muirfield Loop And Part Of The Jack Nicklaus Designed Signature Golf Course, This Magnificent Nine Bed, Nine And Three Half Bath Masterpiece Is Designed Specifically To Facilitate The Ultimate Experience. The Home Features Many...

901 Desert Mountain Ct, Reunion

Photo of Listing #O5484556

$2,400,000

  • 10 Beds
  • 11 Baths
  • 1 Half

  • 7,993 SqFt
  • 0.25 Acres

Single Family / Villa

Reunion West Village 03a

Under Construction. Stunning 10 Bedroom, 11 Full Bathroom And One Half Bath Custom Build Vacation Home Investment Property By Legacy Custom Homes. This Unique Home Is The Ideal Vacation Rental Investment Home With Oversized Kitchen, Dining Area, Great Room, Movie Theater, Game Room And Two Master Suits. Outdoor Living Is A Pronounced Feature Of This Home With Large Covered Lanai And A Fully Equipped Summer Kitchen. A Fantastic Heated Pool And Spa Is Included. The Split Conservation / Golf Rear View Offers The Best In Both Privacy And Beauty...

712 Desert Mountain Ct, Reunion

Price
Reduced
Photo of Listing #S4849657

$2,195,000

  • 12 Beds
  • 12 Baths
  • 2 Half

  • 8,879 SqFt
  • 0.22 Acres

Single Family / Villa

Reunion West Village 03a

This Amazing 12 Bedroom, 15 Bathroom Property Is One Of The Highest Rental Properties Within Reunion Resort. The Huge Pool Is 60ft Long With A Spa, Sunken Pool Bar, Pool Sun Shelf, Water Slide, Golf Putting Area & Summer Kitchen With A Large Lanai Providing Shaded Seating For Dining Alfresco, With Spectacular Views Over The Jack Nicklaus Signature Golf Course. The Open Plan Kitchen And Dining Area Has A Granite Table That Seats 24. The Large Loft Space Has Gaming Areas And A Bar, Opening Onto One Of The Two Rear Balcony's With More Space To ...

8029 Twin Eagles Loop, Reunion

Photo of Listing #O5543208

$1,998,000

  • 8 Beds
  • 7 Baths
  • 2 Half

  • 6,792 SqFt
  • 0.34 Acres

Single Family / Villa

Reunion West Village 03a

Pre-construction To Be Built. Welcome To Reunion A World Class Destination With Championship Golf, Tennis, Water Theme Park, Hotel And Spa Are Only A Few Of The Amenities Available. Located 15 Minutes From Walt Disney World And Approximately 30 Minutes From Orlando International Airport. Custom Homes Built By Landmark Builders Offer Exceptional Detail And Superior Craftsmanship. Landmark Builders Is One Of Florida Premier Master Builders. Home Features Include 1st Floor En-suites Bedrooms, Master Bedrooms On First Floor W/ Grand Master Bathr...

8027 Twin Eagles Loop, Reunion

Photo of Listing #O5543254

$1,998,000

  • 7 Beds
  • 7 Baths
  • 3 Half

  • 7,742 SqFt
  • 0.26 Acres

Single Family / Villa

Reunion West Village 03a

Pre-construction To Be Built. Welcome To Reunion A World Class Destination With Championship Golf, Tennis, Water Theme Park, Hotel And Spa Are Only A Few Of The Amenities Available. Located 15 Minutes From Walt Disney World And Approximately 30 Minutes From Orlando International Airport. Custom Homes Built By Landmark Builders Offer Exceptional Detail And Superior Craftsmanship. Landmark Builders Is One Of Florida Premier Master Builders. Home Features Include 1st Floor En-suites Bedrooms, Master Bedrooms On First Floor W/ Grand Master Bathr...

8037 Twin Eagles Loop, Reunion

Photo of Listing #O5543062

$1,998,000

  • 7 Beds
  • 7 Baths
  • 3 Half

  • 7,742 SqFt
  • 0.26 Acres

Single Family / Villa

Reunion West Village 03a

Pre-construction To Be Built. Welcome To Reunion A World Class Destination With Championship Golf, Tennis, Water Theme Park, Hotel And Spa Are Only A Few Of The Amenities Available. Located 15 Minutes From Walt Disney World And Approximately 30 Minutes From Orlando International Airport. Custom Homes Built By Landmark Builders Offer Exceptional Detail And Superior Craftsmanship. Landmark Builders Is One Of Florida Premier Master Builders. Home Features Include 1st Floor En-suites Bedrooms, Master Bedrooms On First Floor W/ Grand Master Bathr...

331 Muirfield Loop, Reunion

Photo of Listing #O5500221

$1,800,000

  • 10 Beds
  • 11 Baths
  • 3 Half

  • 7,966 SqFt
  • 0.20 Acres

Single Family / Villa

Reunion West Vlgs North

This 10 Bedroom, 11 Bathroom Three Story Revenue Generating Investment Property Offers Its New Owner Immediate Inclusion Into The League Of The Handful Of Double Digit Bedroom Count Top Of The Line Vacation Home Investment Properties In Reunion. This Stunning Home Has Everything Needed To Produce Significant Revenue Flow For Many Seasons To Come. Custom Designed And Purpose Built As A Vacation Home, This Exceptional Property Has An Abundance Of Well-designed Rooms And Professionally Decorated To Provide Maximum Impact For High Ticket Accommo...

2713 Formosa Blvd, Kissimmee

Photo of Listing #S4833802

$1,725,000

  • 9 Beds
  • 10 Baths
  • 1 Half

  • 7,600 SqFt
  • 0.33 Acres

Single Family / Villa

Formosa Gardens Unit 01

This Stunning Luxury 9 Bedroom Villa Is One Of The Largest And One Of The Most Exclusive Vacation Villas In Formosa Gardens, With Over 9,500 Sq Ft. Of Living Area Featuring A Movie Room, Sports Room With Gymnasium And Pool Table, & 1500 Game Arcade Machine. There Is A Grand Piano, 2 Staircases, 120 Feet Of Balconies, Infinity Pool And Hot Tub Overlooking A Beautiful Lake Front. This Exquisite Villa Occupies A Prime Location In The Popular Formosa Gardens Estates, Directly On The Lakefront With A South Facing Pool. It Is Undoubtedly One Of T...

415 Muirfield Loop, Reunion

Photo of Listing #O5500224

$1,680,000

  • 8 Beds
  • 8 Baths
  • 3 Half

  • 6,304 SqFt
  • 0.21 Acres

Single Family / Villa

Reunion West Vlgs North

Located On One Of Reunions Most Exclusive Streets - Muirfield Loop, This Fabulous 8 Bedroom 8 Bathroom 7,800 Sq Ft Jack Nicklaus Golf Course Vacation Home Is Ready To Continue Its Successful Rental Revenue Flow For A New Owner. Custom Designed And Professionally Decorated This Home Has Everything An Owner Or Guest Could Wish For. Extravagant Finishes, Copious Room Space, Movie Theater, Games Room And Excellent Our Door Living Complete With Large Pool And Deck Space Make This Home A Prime Choice For A Buyer Eager To Get Started With A Vacatio...

395 Muirfield Loop, Reunion

Photo of Listing #O5500225

$1,650,000

  • 5 Beds
  • 5 Baths
  • 2 Half

  • 5,563 SqFt
  • 0.21 Acres

Single Family / Villa

Reunion West Vlgs North

Used By Its Current Owner Only As A Second Home This 5 Bedroom, 5 Bathroom Delight Offers A Buyer The Unique Opportunity To Own One Of The Most Charming Homes On The Executive Section Of Reunion. Located On The Prestigious Muirfield 14th Hole, The Home Offers A Grand View Of The Golf Course And Offers Privacy And Ambiance In Abundance. Within, The Finishes Are Exceptional With Fine Stone, Wood And Textures Throughout. Nice Open Plan Design And Oversized Bedrooms Makes It Feel Larger Than The 5,563 Sqft It Provides. Full Length Rear Back Balc...

Living in Osceola County

The area became well-known as a tourist destination after Walt Disney World opened in the 1970s. Today, there are plenty of attractions to keep visitors amused, such as Old Town which features a family fun track, arcade, shops, restaurants, and gift shops.

One of the appeals of owning a second home in Osceola County is that the area is home to the Kissimmee Chain-of-Lakes, which includes some of Florida’s largest and finest fishing and recreational attractions like Lake Tohopekaliga. World renowned for bass fishing, Lake Toho, as it’s known to locals, is also a popular place to take an airboat ride to view the Florida wilderness and headwaters that feed the Everglades.

Osceola County Real Estate Market

Vacation home buyers have a large choice of home and community types to choose from in Osceola County. There are gated communities for extra privacy, as well as resort and waterfront communities. Vacation homes available for sale include luxurious single family homes and villas, condos and townhouses.

For example, you’ll find beautiful Kissimmee vacation homes for sale at the Reunion Resort. This amazing resort is the only one in the world that features three signature golf courses designed by the sport’s greatest legends: Jack Nicklaus, Arnold Palmer and Tom Watson. The resort also includes its own water park with a lazy river and twisting water slides, as well as additional swimming pools, Jacuzzis and poolside dining.

If you have any questions about the homes for sale in Osceola County, contact a Team Donovan agent today at 407-705-2616. We look forward to helping you select your ideal Orlando vacation home.

Browse Osceola County Holiday Home Communities:

Are you interested in purchasing vacation property in Osceola County? We encourage you to contact the Donovan Team online or give us a call at 407-705-2616. We'd be thrilled to help you find yourself a beautiful Orlando vacation home near Disney World!

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Listing data comes from My Florida Regional MLS.

Listing information last updated on December 15th, 2017 at 1:03am EST.