Vacation Homes Close to 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 close to 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 Next To Disney World Real Estate Listings

All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $600,000 - $700,000 $700,000 - $800,000
$800,000 - $900,000 $900,000 - $1,000,000 Over $1,000,000
159 Properties Found. Showing Page 1 of 14
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2709 Manesty Ln, Kissimmee

Photo of Listing #S4841540

$449,000

  • 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

Photo of Listing #O5490124

$445,000

  • 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 ...

7723 Comrow St, Kissimmee

Photo of Listing #O5509758

$395,000

  • 5 Beds
  • 5 Baths

  • 2,342 SqFt
  • 0.17 Acres

Single Family / Villa

Windsor Hills Ph 01

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 Theater! Windsor Hills Offers Such Luxurious Amenities As Community Poo...

2643 Daulby St, Kissimmee

Price
Reduced
Photo of Listing #O5419386

$378,900

  • 5 Beds
  • 5 Baths

  • 2,297 SqFt
  • 0.18 Acres

Single Family / Villa

Windsor Hills Ph 02

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 New Carpet, New Patio Cushions And New Tvs. Upgrade Kitchen Cabinets And Granite Counter Tops. This Home Is Fully Furnished With Top Quality Furniture. The 2-garage Is Converted To A Gam...

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 ...

2627 Daulby St, Kissimmee

Price
Reduced
Photo of Listing #S4835754

$369,900

  • 5 Beds
  • 5 Baths

  • 2,342 SqFt
  • 0.16 Acres

Single Family / Villa

Windsor Hills Ph 02

Location! Location: Location! Lake View! No Rear Neighbors! Close To Clubhouse! And Closest Resort Community Zoned For Short Term Rentals To Disney. Own Your Own Vacation Home And Rent It When You Cannot Be There. Lagoon Style Resort Pool With Water Slide And Large Hot Tub. Tennis, Volley Ball And Basketball Courts As Well As Playgrounds And Putting Greens. In The Clubhouse You Will Find A Fitness Center, Movie Theater, Pool Tables And Ping Pong Tables, Sundry Shop And Snack Bar. Bookings Can Transfer To New Owner. Fabulous Rental History Wi...

7728 Comrow St, Kissimmee

Photo of Listing #O5483356

$368,500

  • 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...

2623 Daulby St, Kissimmee

Price
Reduced
Photo of Listing #O5476130

$359,000

  • 5 Beds
  • 5 Baths

  • 2,342 SqFt
  • 0.16 Acres

Single Family / Villa

Windsor Hills

Waterfront With The Best View Of Lake Reedy And Community Clubhouse ! This Executive Style, Vacation Home Comes Fully Furnished, Features 5 "ensuite" Bedrooms, Well Maintained, Ceramic Tile In All Living Area's, Kitchen, And Bathrooms, Flat Screen Tv's. Located In One Of The Most Popular Private Gated, Resort Style Community Nearest Disney World ! Community Amenities Include A Large Clubhouse, Tropical Setting Community Pool With Tube Slide, Open Air Lounge Center, Convenience Store, Fitness Center, Movie Theater, Billiards/game Room, Tab...

2641 Daulby St, Kissimmee

Photo of Listing #O5490660

$335,000

  • 4 Beds
  • 4 Baths

  • 1,824 SqFt
  • 0.16 Acres

Single Family / Villa

Windsor Hills Ph 02

Premium Conservation View, No Rear Neighbors In This Executive Vacation Home With Heated Pool And Spa. King Size Bed In The Master Suite And The Second Bedroom, Third Bedroom Has A Queen While The Fourth Bedroom Has Twin Bunk Beds. Tv's In All Of The Bedrooms. The Spacious Kitchen Has Granite Counters, Stainless Appliances A Few Years Old, Breakfast Bar And Eating Space Overlooking The Pool. Pool Area Has A Screened In Covered Lanai With Ample Patio Furniture, Pool Recently Re-finished Has New Pool Heater And Pump. Games Room In The Garage ...

7733 Comrow St, Kissimmee

Price
Reduced
Photo of Listing #S4839158

$324,900

  • 4 Beds
  • 4 Baths

  • 1,824 SqFt
  • 0.14 Acres

Single Family / Villa

Windsor Hills Ph 01

Whether You Use It As A Vacation Home Or A Primary Residence You Will Feel At Home In This Beautiful 4 Bedroom/4 Bath Pool Home. Pride Of Ownership Is Evident In Every Room Of This Well Maintained And Impeccably Decorated Home. Disney Touches Throughout Will Delight Your Guests. All Bedrooms Have A Private Bath. An Open Floor Plan Creates A Comfortable Family/entertaining Space. There Are No Rear Neighbors So You Can Enjoy Privacy By The Pool. Extended Covered Lanai (25'x 8') Allows Ample Space For Dining And Relaxing. You And Your Guests Ca...

3121 Tocoa Cir, Kissimmee

Photo of Listing #O5488810

$299,900

  • 4 Beds
  • 3 Baths
  • 1 Half

  • 1,637 SqFt
  • 0.04 Acres

Townhouse

Compass Bay Unit 3 Pb 23...

Amazing Home!!!great Opportunity For Investment !!!!! Gated Community; Beautiful Townhome Close To Disney, Theme Parks, Restaurants, Shopping And Grocery Stores. Hoa Fees Include The Lawn Maintenance, Community Pool Maintenance & Picnic Area. Home Is Furnished With Beautiful Decor. Ceramic Tile On The 1st Floor And Wood Floor On The S2nd Floor. Backyard Includes A Small Pool Within The Patio Area To Relax After A Long Day At The Theme Parks And It Also Overlooks A Peaceful Pond.

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.

^ Back to: Disney World Area Real Estate

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 June 26th, 2017 at 9:51am EDT.