Vacation Homes Near Disney World

Purchasing a second home in Orlando for use as a vacation home and/or investment property? The Walt Disney World® area is probably the most popular area in which to buy a residential home, villa or condo since it’s the number one draw for tourists from all over the world. As a result, you’ll have an easier time renting out the property when you’re not staying there.

We make it easy for you to conduct an advanced real estate search for vacation homes near Disney World, since every single family home, townhouse or condo is at your fingertips. You can customize your search by property type or community, and specify whether the area is zoned for short-term rentals.

Check out the available Disney World area vacation real estate listings below, or continue reading to learn more about the many wonderful holiday communities found next to Disney!

Search Disney World Vacation Real Estate

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$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
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$800,000 - $900,000 $900,000 - $1,000,000 Over $1,000,000
114 Properties Found. Showing Page 1 of 10
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2709 Manesty Ln, Kissimmee

Price
Reduced
Photo of Listing #S4841540

$434,900

  • 6 Beds
  • 4 Baths

  • 2,812 SqFt
  • 0.24 Acres

Single Family / Villa

Windsor Hills Ph 03

This Beautiful 6 Bedroom Vacation Home Is Located Only 3 Miles To Disney Property And Is Close To All Of The Attractions. Located Within Windsor Hills Resort Community, This Home Features 3 Master Suites, A Private Pool And Spa, A Fully Equipped Kitchen, And A Living Area. This Home Also Offers A Disney’s “mickey Mouse” Themed Twin-bunk Bedroom With A Private Play Area, A Formal Dining Area, A Billiard Area And A Game Room With A Foosball Table And An Arcade Machine As Well As A Home Theater Complete With Theater Seating. With No Rear Neighb...

2635 Daulby St, Kissimmee

Price
Reduced
Photo of Listing #O5490124

$430,000

  • 6 Beds
  • 4 Baths

  • 2,812 SqFt
  • 0.16 Acres

Single Family / Villa

Windsor Hills

This Beautiful 6 Bedroom Vacation Home Is Located Only 3 Miles From Disney And Is Close To All Of The Attractions And Fun Orlando Has To Offer. Located Within Windsor Hills Resort Community, This Home Has Features Like No Other, A Private Newly Remodeled Aruba Twinkling Pool And Spa With Panoramic Views Over Lake Reedy And A Conservation Area, A Whole House Audio System With Ceiling Speakers, Proliphix Home Automation System Controlling The Ac And Pool Heat, New Flat Screen Tvs In All Rooms, A Fully Equipped Gourmet Kitchen With New Samsung ...

2625 Daulby St, Kissimmee

Photo of Listing #S4850994

$399,000

  • 6 Beds
  • 4 Baths

  • 2,812 SqFt
  • 0.16 Acres

Single Family / Villa

Windsor Hills Ph 02

Spectacular 6 Bedroom Lakefront Pool Home Located On One Of The Best Lots In The Highly Sought After Community Of Windsor Hills! You And Your Guests Will Love To Relax By The Sparkling Heated Pool With Its Brick Paver Deck And Inviting Spa All Day And Enjoy The View Of Reedy Lake And The Conservation Area. And When You Want To Get Out Of The Sun For A Bit There's Plenty Of Room On The Huge Covered Lanai To Sit Back And Sip A Cold Drink. When The Sun Sets You Can Go Back Out And You'll Be Treated To The Disney Fireworks Each And Every Night.....

2621 Daulby St, Kissimmee

Photo of Listing #S4850423

$385,000

  • 6 Beds
  • 4 Baths

  • 2,812 SqFt
  • 0.16 Acres

Single Family / Villa

Windsor Hills Ph 02

Desirable Lakefront And Fully Furnished Luxurious Pool Home In One Of Orlando's Top Gated Vacation Rental Resort Destinations. Featuring Functional Brentwood Floor Plan, This Residence Showcase Prime Location With Spectacular Reedy Lake Views Within Just A Short Commute To Fabulous Club House And Resort Amenities. Exceptionally Maintained, This Home Stands Out With Upgraded Furniture Package, Beautiful Custom Drapery, Tastefully Placed Home Decor, Ceramic Tile Floors Throughout Main Living Areas, Elegant Light Fixtures With Fans Throughout, ...

7723 Comrow St, Kissimmee

Price
Reduced
Photo of Listing #O5509758

$380,000

  • 5 Beds
  • 5 Baths

  • 2,342 SqFt
  • 0.17 Acres

Single Family / Villa

Windsor Hills Ph 01

Huge Price Reduction On A Luxury Home With Its Own Movie Theater! Enjoy Resort Style Living In Your Very Own Vacation Oasis, Just Minutes Away From Disney! This Elegantly Styled 5 Bedroom Vacation Villa In The Highly Sought After Private Gated Community Of Windsor Hills Is Located Only 2.5 Miles From Disney. Soak Up The Sun In The Sparkling Pool And Spa, Relax On The Pool Deck With No Rear Or Side Neighbors Or Enjoy A Meal In The Shade Of The Covered Lanai. Inside You Will Find Space For The Whole Family Including Your Very Own Movie Theat...

2647 Daulby St, Kissimmee

Photo of Listing #O5526794

$379,900

  • 5 Beds
  • 5 Baths

  • 2,342 SqFt
  • 0.15 Acres

Single Family / Villa

Windsor Hills Ph 02

Newly Decorated Vacation Home In Popular Windsor Hills And Only Minutes From Disney World. Community Amenities Include A Large Pool With Water Slide, Tennis, Volleyball And Basketball Courts, Playground, And Putting Green. The Clubhouse Has A Fitness Center Movie Theater, Game Room, Sundry Shop And Snack Bar. This Home Has All New Ge Stainless Kitchen Appliances, Granite Counter Tops In Kitchen And All Bathrooms, New Carpeting, Flat Screen Tv's, New Furnishings, And Newly Painted Inside And Out. Garage Has A Pool Table And Wall-mounted ...

2643 Daulby St, Kissimmee

Price
Reduced
Photo of Listing #O5419386

$374,500

  • 5 Beds
  • 5 Baths

  • 2,297 SqFt
  • 0.18 Acres

Single Family / Villa

Windsor Hills

Future Rental Bookings Are Transferable- Over $40k Future Rentals Included With The Price, This Lake-view Home Features 5 Bedrooms, 5 Bathrooms And Is One Of The Most Popular Floor Plans In Windsor Hills. The Biggest Attribute Of This Home Is The View Onto Windsor Hills Reedy Lake With A View Of The Clubhouse From Across The Lake. House Is Bright, Clean And The Sellers Have Installed New Tvs. Upgrade Kitchen Cabinets And Granite Counter Tops. This Home Is Fully Furnished With Top Quality Furniture. The 2-car Garage Is Converted To A Game Ro...

7706 Comrow St, Kissimmee

Photo of Listing #O5507455

$369,900

  • 4 Beds
  • 4 Baths

  • 1,824 SqFt
  • 0.14 Acres

Single Family / Villa

Windsor Hills Ph 01

This Beautiful Home Has Been Lovingly Maintained By Local Owners And Is In Amazing Condition. The Whole Home Has Been Decorated To Ensure A Warm And Welcoming Atmosphere. With A Strong Rental Record This Home Has Proven Its Appeal Among Guests Visiting Orlando. With 4 Bedrooms And 4 Full Bathrooms The Home Appeals To Families And Groups Alike. The Home Is Optimally Placed In Both The Area And The Community Of Windsor Hills Itself. The Home Boasts One Of The Best Unobstructed Lake Views In The Community And A Very Short Walk To The Clubhouse ...

7728 Comrow St, Kissimmee

Price
Reduced
Photo of Listing #O5483356

$364,500

  • 5 Beds
  • 5 Baths

  • 2,342 SqFt
  • 0.16 Acres

Single Family / Villa

Windsor Hills

Location, Location, Location ! South Facing, Heated Pool/spa Overlooking Conservation/lake Reedy ! This Executive Style Vacation Home Features Upgraded Furnishings With Decor Painting Throughout, 5 "ensuite" Bedrooms, New Ceramic Tile In Foyer, Living And Dining Rooms, And Downstairs Hallway, With Ceramic Tile Kitchen And All Baths, Game Room In Garage, Newly Painted Garage Flooring, All Newer Flat Screen Tv's, And Much More ! This Well Maintained Home Is Located In One Of The Most Popular Privacy Gated, Resort Style Communities Nearest Di...

7719 Comrow St, Kissimmee

Price
Reduced
Photo of Listing #S4851168

$325,000

  • 4 Beds
  • 4 Baths

  • 1,824 SqFt
  • 0.18 Acres

Single Family / Villa

Windsor Hills Ph 01

Great Rental Property In The Best Rental Community Nearest To Disney. Great Rental History. Property In Good Condition. All Booking Transfer To New Owner If They Continue With Current Management Company. Completely Furnished With A Finished Game Room. No Rear Neighbors And Close To The Club House Amenities.

2703 Manesty Ln, Kissimmee

Photo of Listing #O5520370

$314,500

  • 4 Beds
  • 4 Baths

  • 1,824 SqFt
  • 0.14 Acres

Single Family / Villa

Windsor Hills Ph 03

Now Available And Ready For Purchase By You, 4 Bedroom, 4 Bathroom, Single Story, Southwest Facing Pool And Spa Home, Located In The Gated, Resort Community Of Windsor Hills!! This Clean, Well Cared For Homes Is Being Sold Fully Furnished, Turn Key And Priced Right! The Property Has Been A Successful Vacation Home To Many Return Visitors Of The Resort. Offering A Very Open And Inviting Layout, Each Bedroom With A Private Ensuite. Living, Dining And Kitchen Are Combined As One Giving Amble Space To Entertain And Spread Out!! 3 Sliding Doo...

3163 Tocoa Cir, Kissimmee

Photo of Listing #O5494312

$299,000

  • 4 Beds
  • 3 Baths
  • 1 Half

  • 1,637 SqFt
  • 0.04 Acres

Townhouse

Compass Bay

You Will Be Delighted To See This Beautiful Fully Furnished House In A Gated Community With A Nice Community Pool And Playground. A Perfect Getaway For Your Vacation And Also Great For Investors. Compass Bay Is Situated In An Ideal Location Close To Shopping, Restaurants And Disney Attractions. Motivated Seller, Bring Your Clients To Fall In Love With This Amazing House!

Walt Disney World Area

One reason so many people decide to buy a vacation home next to Disney World resort is that the area features a wide variety of fine dining opportunities, premium shopping, and ample recreation, including several championship golf courses, and water sports.

Disney Area Vacation Homes for Sale

Our Disney area vacation homes for sale are located within minutes from the Magic Kingdom and the Disney resort. Many of these properties come fully furnished, and feature private pools and spas, game rooms, and home movie theaters.

A number of world-class resorts near Disney offer vacation homes for sale, including Blue Heron Beach Resort, Lake Buena Vista Resort Village and Spa and Bahama Bay. These resorts provide many of the same amenities that vacationers enjoy at a luxury hotel. Buyers can choose from a variety of home styles, including single family villas, townhomes and condominiums. Some of these luxury communities are gated, which provides extra security for you and your holiday renters.

Team Donovan specializes in the sale of properties for use as a second home, investment or both in around next to the Disney area, including the communities of Kissimmee, Davenport, Clermont, Windermere and Haines City.

If you’d like more information about purchasing vacation homes for sale near Disney, contact a Team Donovan agent at 407-704-2616 or visit us online.

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All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS.

Listing information last updated on October 20th, 2017 at 10:48pm EDT.