Osceola 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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1,124 Properties Found. Showing Page 1 of 94
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$2,995,000
- 10
Beds
- 10
Baths
- 3
Half
11,019
SqFt- 0.51
Acres
Single Family / Villa
Reunion West Village 03a
Situated In The Highly Desirable Reunion Resort On Twin Eagles Loop, This Spectacular Home Provides Everything For Luxury Living At It Finest. The Grand Open Spaces Give A Feeling Of Elegance And Well Being As You Wander From The Well Equipped Kitchen With A Center Island & Separate Bar, To Formal Dining At Its Finest And Finally To Sumptuous Relaxation Is The Sitting Area. The 10 Beautiful Bedrooms All With Private Ensuite's Ensure There Is Space Enough For Everyone. The Huge Pool And Spa Overlook The 7th Fairway Of The Famous Jack Nicklaus...
$2,599,000
- 7
Beds
- 7
Baths
- 3
Half
7,742
SqFt- 0.32
Acres
Single Family / Villa
Reunion West Village 03a
Pre-construction. To Be Built By Landmark Custom Builder, One Of Central Florida's Premier Master Builders. This Amazing Custom Home Of Distinction Located On One Of The Largest Lots In Beautiful Reunion Resort And Club Will Have The Exceptional Detail & Superior Craftsmanship That Sets Landmark Apart. Ideal For Personal Or Rental Aspirations. Backing To Conservation W/ Seven 1st Floor En-suite Bedrooms Including 2 Large Masters W/grand Bathrooms & Walk-in Closets. Two Of The Secondary Bedrooms Are Separated By A Hidden Themed Playroom. Invi...
Price
Reduced
$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...
$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...
$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...
$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...
$1,680,000
- 8
Beds
- 8
Baths
- 3
Half
6,832
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...
$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...
$1,525,000
- 7
Beds
- 7
Baths
- 2
Half
5,780
SqFt- 0.23
Acres
Single Family / Villa
Reunion West Village 03b
Beautiful Home Located In Reunion Resort And Club, This Triton Builders Custom Home Is A Stunning Home That Features 7 Bedrooms, 7 Full Bathrooms, 2 Half Baths And Tons Of Upgrades! This Homes Floorplan Includes Two Master Suites With One On The First Floor And One On The Second. You’ll Love Entertaining Your Guests On Beautiful Florida Evenings With Your Custom Pool And Spa That Also Includes An Outdoor Tiki Bar, Fire Pit And More! This Property Is Located Conveniently To I-4, The 417, Walt Disney World Resort And Other Central Florida Attr...
$1,400,000
- 5
Beds
- 5
Baths
- 2
Half
4,751
SqFt- 0.36
Acres
Single Family / Villa
Reunion West Vlgs North
This 5-bedroom Estate Vacation Home Features Custom Architecture And Gorgeous Golf Course And Balcony Views, Providing A Beautiful Backdrop For A Dream Florida Vacation! Accommodations Include 4 Master Bedrooms And Harry Potter Themed Room, All With Lcd Tvs. Outside There Is A Pool Beautifully Designed With Italian Tiles And A Spillover Spa. There Is A Sitting Area With A Gas Fire Pit And A Summer Kitchen For Entertaining. The Home Also Features A Living Area With A 50' Plasma Tv And Blu-ray Player, A Gourmet Kitchen And Formal Dining Area. ...
$1,350,000
- 7
Beds
- 6
Baths
3,975
SqFt- 0.30
Acres
Single Family / Villa
Reunion West Village 03b
This Exquisite Property Is One Of The Most Private In The Whole Of Reunion Resort. It Has 7 Beautiful Bedrooms, & 6 Bathrooms. This Custom Home Provides Luxury Upscale Living Accommodation With Its Completely Private, Enclosed Pool Area, With Garden And Lake Views & Summer Kitchen. It Has An Atmospheric Theatre Room That Has 10 Reeling Seats & A Games Room With Pool Table & Foosball. As You Pull Up Onto Your Private Driveway, You Will Be Met By The Impressive Portico Entrance. The Double Front Doors Open Up Onto A Majestic Entrance Hall Floo...
Price
Reduced
$1,325,000
- 8
Beds
- 8
Baths
- 2
Half
5,942
SqFt- 0.18
Acres
Single Family / Villa
Reunion West Village 3b
No Need To Wait To Build. This 8 Bedroom 8 And Two 1/2 Bath Beauty Awaits Your Arrival. The Luxurious Retreat Reflects The Magical Merging Of Inspiration And Architecture. Sprawling Entertaining Spaces Flow Outside To The Outdoor Lanai And Stunning Pool And Private Back. There Is A Dedicated Game Room As Well As A Theater Upstairs. Finished In Fine Stone Textures And Fittings Throughout, This Home Has An Overall Feel Of Elegance Yet Still Is Robust Within The Design Elements That It Can Easily Accomplish A High Traffic Profile If Its New ...
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.
