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    • Welcome to OMG - Orlando Magical Gateway Our beautifully furnished town house will offer you an incredible home from home experience with life’s little luxuries in an amazing community! Located...


    • 5
      3beds 3baths

      Welcome to the Wishing Place! Our newly furnished townhome is ready to welcome you to your Florida vacation. Located in the 5 star Windsor Hills Community, we are just 5 minutes from Walt Disney World...

    • We Speak Portuguese

      5
      2beds 2baths

      Our Disney themed and inviting 2 bedroom condo can sleep up to 6 guests. The master bedroom has 1 king size bed. The second bedroom has 1 king size bed and 1 twin bed, so it can sleep comfortably up t...

    • 5
      5beds 5baths

      Welcome to Secret Star Villa – Your Home Away from Home in Florida! Secret Star Villa features five bedrooms and five private en suite bathrooms. Secret Star Villa offers two king sized masters...

    • Windsor Hills Pool View Condo is perfectly located poolside and offers the most spectacular pool views at the Windsor Hills community. Located only two miles from Walt Disney World - Windsor Hil...

    • Mickey's Clubhouse is an absolutely awesome 'Disney themed' owner direct vacation rental home away from home that is one fantastic vacation deal! Located at the beautiful Windsor Hills Community gated...

    • Featuring a 24hr guarded gate for your peace of mind, a multi-million dollar clubhouse featuring outdoor lagoon style pool complex complete with water slide, state of the art movie theatre, gym and f...


    • 5
      3beds 3baths

      Enhance your Disney Vacation experience at our 3 bedroom, 3 bathroom townhouse located only a mile and a half from the Disney gates. Within Windsor Hills, we are located only 200 feet from the pool a...


    • 5
      3beds 3baths

      Our beautiful 3 bedroom 3 bath townhouse is located in the sought after community of Windsor Hills. Windsor Hills is a 24 hour secured, gated community that boasts a beautiful community style pool wit...

    • 8
      5beds 5baths

      A Palace in Paradise. This exquisitely decorated 5 bedroom 5 bathroom vacation villa features a large private pool, spa, games room, PS2, wireless high speed internet access, fully air-c...

    • Welcome to our beautiful vacation home on the prestigious Windsor Hills gated community - the perfect for large family groups, this home features 2 King bedrooms, 1 Queen bedroom and 3 themed Twin bed...

    • 11
      6beds 4baths

      6 Bedrooms, 4 Bathrooms, Sleeps 12 Stunning 6 Bedroom 4 Bath Home with, South Facing Pool in Highly Sought after Windsor Hills Community. This house is only ONE of a handfull with an EXTRA LARGE pool...

    • Welcome to our immaculate 6/bed (sleeps 13 + cribs) 4/bath villa with games room, located on Daulby street (first on the right after the clubhouse) at the premium 5* Windsor Hills family community, a ...


    • 11
      3beds 3baths

      Our townhouse is located in Windsor Hills, a 10 minute drive from our driveway to Disney theme parks. The clubhouse features a huge lagoon-style pool, a water slide and convenience store for your conv...

    • I am Norwegian, so speak Norwegian, and will have no problem communicating in Swedish and Danish since the languages are similar.
      10
      5beds 5baths

      5 Bedrooms, 5 Baths, (Sleeps 12) - Pictures updated July - 2017 2.5 miles to Disney property, the absolute closest gated development - 5 bedroom, 5 bathroom, 5 master suite home with game room, 6 L...

    • I also speak Italian

      5
      3beds 3baths

      Disney Townhome You are only 2½ Miles from Disney World when you stay at Windsor Hills… If you're planning a vacation to the Orlando area and/or Walt Disney World, look no further for a place t...

    • Feel at home while enjoying your holiday. The Haven is an executive home overlooking the woodland conservation area in Windsor Hills community community located only two miles from the entrance to ...

    • Wallace 3BR Condo Amenities *Check In at 4 p.m.; Check Out at 10 a.m. (unless otherwise agreed upon) Fully Equipped Kitchen Formal Dining Area Three Bedrooms; 1 King Bedroom, 1 Queen Bedroom, an...


    • 5
      3beds 3baths

      3 Bedroom 3 Bathroom Townhome with splash pool Nicely furnished, quiet end unit town home. King master with ensuite bath Twin Mickey room with ensuite bath Queen bed on first floor, shared...

    • Welcome to Holiday Paradise Escape – Enjoy a Holiday in a Paradise Setting Holiday Paradise Escape is a privately owned newly decorated villa. It features five bedrooms and five private en suite ...

    • Our spacious, well equipped Condo has been totally refurbished in February 2015. It has three bedrooms, two bathrooms, kitchen, lounge and dining area. It is well maintained by our First-Rate Manageme...

    • 5
      5beds 5baths

      Royal Ascot has everything that you and your family could possibly need for the most magical vacation to Disney and the attractions of Kissimmee and Orlando, Florida. Royal Ascot villa has a bright a...

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      10
      2beds 2baths

      Exceptional top floor end unit capturing those beautiful evening sunsets and resort/recreational area views awaits you. This 2 bedroom, 2 bath unit has easy elevator access and is a short distance to ...


    • 5
      5beds 5baths

      ABOUT POOH'S PALACE: A fully-equipped 5-bedroom, 5-bathroom luxury vacation villa. The home is located in the newest section of Windsor Hills Community – Windsor Hills Reserve. Pooh’s Palace is si...


    • 6
      3beds 2baths

      Welcome to Harper Place ! Enjoy our 3 bedroom, 2 bath condominium, on the first floor, in the building closest to the beautiful lagoon style pool! Our home is completely furnished with everythin...



    • 5
      3beds 2baths

      WATCH THE DISNEY FIREWORKS FROM OUR BALCONY! This luxurious, newly-decorated, 4th (top ) floor end unit condo, with conveniently located elevators, and hard wood flooring throughout, has 3 bedrooms, 2...

    • Our 4 bedroom, 4 bathroom villa has a fabulous location only 3 miles from Disney. The villa boasts a refreshing south facing pool and spa, with plenty of pool area seating for both dining and relaxing...

    • Children's safety is paramount with it's pool safety features. It is well equipped with young ones in mind with a stroller, safety-gate, highchair and a travel cot with bedding all included. We are al...

    • Relax in a beautiful community setting ​ Welcome to the "Hooked on Mickey" Town home. We are conveniently located 2.5  miles from the main gates of Disney World in the beautiful five star gated...

    • Enjoy the Florida lifestyle inside our immaculate townhouse. With designer decoration, 2 storeys, 3 bedrooms, 3 bathrooms, you will enjoy high speed internet with free WiFi, free local and long dista...

    • Waldo's Windsor Hideout is a Spacious Luxury Villa fully furnished modern open plan style, finished in a warm Florida colour scheme. Find Wa...

    • Freshly refurbished 3 bed 3 bath town home that sleeps 8 with a Mickey and Minnie themed bedroom. Beautifully furnished in contemporary design this awesome 2-Story Town House boasts its own Pr...

    • Welcome to Fun at Windsor, your home away from home! Our beautiful vacation home has been extensively upgraded and is equipped with all the features of home. Here are s...

    • 5
      5beds 5baths

      The Floridian Oasis is a terrific 5-bedroom/5-bathroom rental home located in Windsor Hills Community. This beautiful villa includes upstairs and downstairs King Bedroom suites. It also has a Queen Be...

    • Looking for the ultimate in accommodations while visiting Disney World or any of the other world renowned theme parks in Orlando? Then look no further! My home comes fully furnished and sleeps 6-8....

    • I also speak Italian

      6
      3beds 3baths

      Disney Townhome You are only 2½ Miles from Disney World when you stay at Windsor Hills… If you're planning a vacation to the Orlando area and/or Walt Disney World, look no further for a place to ...

    • Welcome Home! We have taken care of everything for your stay! Our two bedroom, two bathroom condo is spacious, bright and comfortable. It has all the comforts of home including: Fully eq...

    • Disney Dreams and Screams is an immaculate 3 bedroom/3 bath town home that can accommodate up to 6 guests. It has recently (January 2017 ) been completely refurbished with all areas freshly painted, n...


    • 6
      3beds 2baths

      Our family friendly condo is located on the top (4th) floor with elevators and staircase access. We enjoy sunset views from our west facing balcony which looks towards the recreation area (tennis cou...

    • 6 BR/4 BA,sleeps 12-14, new laminate flooring

    • 4
      6beds 4baths

      A great option for your next Disney holiday. Disney’s Home has 6 Magnificent Bedrooms, 4 Fabulous Bathrooms and all the amenities you need, perfect for 2 families to share. The House Enjoy all t...


    • 10
      3beds 3baths

      This is your ideal vacation destination. Two beautiful 3 Bedroom, 3 Bath Townhomes located in the Windsor Hills Community at 2550 and 2583 Maneshaw Lane. Both Townhomes are only 1 block from the C...


    • 5
      3beds 3baths

      Whether you want to have the family holiday experience of a lifetime, play golf with your friends at exclusive, yet affordable courses, or even do both, there s no better place than Orlando, Florida t...

    • 10
      4beds 4baths

      Our goal has been to create a deluxe vacation environment that is lush, clean and well-appointed, but is also comfortable, inviting and accesible. A place that's both great to wake up in, as well as ...


    • 5
      3beds 3baths

      Your search for the perfect vacation rental ends here. This luxurious fully furnished 3 bedroom and 3 bathroom townhome with a private heated splash pool is in the serene community of the Windsor H...


    • 4
      3beds 3baths

      Rent our luxurious townhome and save. Enjoy three bedrooms and three baths for less than the charge for a small hotel room in the Orlando area. Included are a 46 inch LCD TV and your own private pool....

    • Holiday Paradise Villa features four bedrooms and four private en suite bathrooms. The luxurious accommodations include a King size Master suite with direct access to the pool, a queen size quest room...

    • 12
      5beds 5baths

      The Windsor Hills Villa "Discover the Magic" is located only ** 2 Miles ** from Disney's Main Gate. Within 1 mile of our Windsor Hills villa lies a vast sea of shops, supermarkets, stores, entertainme...

    • 5
      5beds 5baths

      Be "At Home at Disney" during your stay in our 5-bed 5-bath luxury vacation villa! This is the relaxing getaway that you have been waiting for, near all the attractions of parks, golf courses and of c...


    • 5
      3beds 2baths

      We are delighted and proud that Nana's Place is in Windsor Hills, which is a high class, 5-star community. We would love for you and your Family to be our guests in our luxurious, roomy condo which...

    • Does your family love going to Disneyworld, but you don't enjoy paying Disney hotel and food prices? Then make our three-bedroom, three-bath townhouse your home-away-from-home for your Orlando vacati...

    • Welcome to the Dreaming Place! This three bedroom townhome in the Windsor Hills Community is the place for making your Disney Dreams come true! Dreaming Place is located just a few minutes from ...


    • 5
      3beds 2baths

      Welcome .... We invite you to stay with us at the premier community of Windsor Hills. Stay close to the entrance of Disney (2 miles) and all its magic while enjoying the comforts of home. Our three...

    • Location is the key! Within wonderful Windsor Hills Community our home is perfectly located just a short flip-flop walk from the stunning double Olympic size lagoon pool with water slide, spa and d...

    • Our 5 bedroom, 5 bathroom air-conditioned villa has everything you will need for an amazing holiday: Lounge comfortable sofas to relax on after a tiring day at the parks large TV, with ...

    • TEST SITE ONLY Please do NOT contact

    • Over $140,000 renovations completed in February 2017! Major updates include: - fully renovated kitchen with new cabinets, - black stainless steel Samsung appliances, - granite counter tops in ki...


    • 8
      3beds 3baths

      Fantastic Free Disney VIP Passes & BBQ My Mickey House is a wonderful vacation home that we would love for you to enjoy as much as we do. We would like to invite you and your family to come...

    • 10
      6beds 4baths

      Outstanding, Luxurious 6 Bedroom 4 Bathroom Villa, Pool & Spa, Superb Lakefront Setting, Peaceful Location, 3 minute Short Level Walk to The Clubhouse and a few minutes Drive To Disney

      ...

    • We offer a very comfortable space, beautifully decorated and stocked with everything your family will need for a great vacation in Central Florida. Your kids will love the Mickey themed 2nd bedroom an...

    • Welcome to our luxurious, recently refurbished vacation home located within the popular & stunning gated community of Windsor Hills Community. No other home can provide y...

    • 5
      5beds 5baths

      Come relax and enjoy our spacious 5 bedroom/5 bath pool home, perfect for a larger family or families. Location is key to enjoy all that central Florida offers and being 2 1/2 miles from Walt Disney...

    • 10
      5beds 5baths

      Our executive villa is furnished to the highest standard and offers you the luxury of a 5* h...

    • 5
      4beds 4baths

      Newly Upgraded, Modern, Luxurious. Pamper yourself in our spacious 4 bedroom/ 4 bathroom air conditioned villa with all the amenities you and your family will enjoy. Our comfortable villa sl...

    • 10
      5beds 5baths

      The house has everything that you and your family could possibly need for the most magical vacation to Disney and the attractions of Kissimmee and Orlando, Florida. Situated less than 2.5 miles from D...

    • What our Condo offers This beautifully decorated top floor condo with pool view and elevator access has complimentary Wi-Fi and is located within the building closest to the pool and clubhouse, the p...

    • 5
      6beds 4baths

      SunKissed Villa offers the best amenities and the most luxurious vacation rental home at the best value! Our home offers pretty much everything you would want or need while staying on vacation. Our be...

    • This beautiful detached Home has a very private, peaceful outlook and is the perfect respite from a busy day in the theme parks or the golf course. Six bedrooms, 4 bathroom’s. It boasts high end fur...

    • We also speak Indonesian
      4
      6beds 4baths

      Disney’s Home has 6 Magnificent Bedrooms, 4 Fabulous Bathrooms Enjoy all the comforts of home whilst on holiday, a heated, southfacing pool, not overlooked large deck, big screen TV, CD, DVD, VHS, B...

    • 5
      4beds 4baths

      Welcome to our exclusive home on Windsor Hills. This house boasts four bedrooms and four bathrooms and you are just a short walk from the clubhouse. This club house offers an array of free amenitie...

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      12
      4beds 4baths

      Welcome to Mickey's Magical Villa! Mickey's Magical Villa is the perfect blend of comfort and convenience. Your vacation villa has four bedrooms all with in suite bathrooms and is equipped with ...


    • 5
      3beds 2baths

      This unit is the largest 3 bedroom / 2 bathroom condo available at Windsor Hills (1450sq ft), and sleeps 8 comfortably. This is a 4th floor penthouse condo with a great view in this gated community wi...


    • 9
      3beds 3baths

      Vacationing in the new millennium has changed dramatically for families. Nowadays families wish to not only spend a relaxing time while on vacation but they also want to be surrounded by all the comfo...

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      8
      3beds 2baths

      Welcome to YaYa's Place. Your Holiday Starts Now. You will love this recently updated oversized 1,462 square foot, 3 bed, 2 bath condo. Situated on the ground floor for easy access, this condo boast...


    • 10
      3beds 3baths

      This is your ideal vacation destination. Two beautiful 3 Bedroom, 3 Bath Townhomes located in the Windsor Hills Community at 2550 and 2583 Maneshaw Lane. Both Townhomes are only 1 block from the ...

    • We also speak French
      5
      4beds 5baths

      A spectacular home within a spectacular community! Our 4 bed/5 bath villa has a spacious two story layout and is truly a home away from home. In addition to a well-equipped, AIR-CONDITIONED games r...

    • Windsor Hills House / Ascot House sleeps up to 8 guests, with its 3 bedrooms and a pullout couch within its 1400 square feet of living space, and is complete with 3 bathrooms as well. It will become y...

    • I also speak Spanish
      5
      5beds 5baths

      Welcome... After many years of staying in other peoples houses we finally took the plunge in 2005 and decided to buy our own. It really has been a rollercoaster of both emotions and experiences but t...

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      5
      4beds 4baths

      * Canadian Owned - The owners, Judy & Michael (from Winnipeg, Canada) pride themselves as being honest, responsive (email is best), and easy to deal with. * South facing pool, spa, and deck area ...

    • From the nation’s number one home builders, Pulte Homes, comes beautiful Windsor Hills Community. Located only 2 miles from Disney World, this incredible community will make your next vacation one ...

    • 3 Br Townhome:  $10-$15 reduction off our normal nightly rates for 2018 bookings of 7 nights or longer

      13
      3beds 3baths

      Welcome to Suntrap Villa. A luxury 3 bedroom rental Townhome in a prime location at Windsor Hills. When it comes to vacation homes, Suntrap Villa takes some beating. Set overlooking the natural rete...

    • This 3 bedroom condo sleeps 6, is located in Windsor Hills Community in Kissimmee near all the amusement parks. The condo has all the comforts of home in a Disney like setting. Master bedroom has a k...

    • 5
      5beds 5baths

      Our home in Windsor Hills is a south facing 5 bedroom / 5 bathroom luxury pool home. It has spacious bedroom accommodation for up to 10 guests. The home is furnished to a very high standard, is fully...

    • Come and enjoy renting our beautifully furnished, spacious, two bedroom two bathroom condo. It has everything you need for a perfect vacation – home comforts in a tropical setting and at affordable ...

    • 5
      4beds 4baths

      Welcome to our new home in the magnificent Windsor Hills Community… Planning to stay in sunny Central Florida for work, a family vacation, or just some down time? We are pleased to showcase our lu...


    • 5
      6beds 4baths

      Welcome to Disney Adventure Villa – a superb 6 bedroom vacation home situated within the sought-after, gated community of Windsor Hills. Boasting 6 spacious bedrooms, two formal living areas, a full...

    • 11
      5beds 5baths

      3 Br Townhome:  $10-$15 reduction off our normal nightly rates for 2018 bookings


      12
      3beds 3baths

      Special offer for early bookings in 2018: $10-$15 off our normal rates for bookings 7 nights or longer

    • Welcome to our Tropical Getaway. We are an exceptionally nice owner direct 3 bedroom 2 full bath deluxe vacation rental condominium with a tropical theme available at the 5 star rated Windsor Hills Co...

    • Special deals for 7 nights or longer

                                      *                                 * * * * *  5 star home

      Amazing offers

      28
      5beds 5baths

        ............................................ Here’s holiday luxury you’ll feel right at home with. Windsor Hills is a superb 24 hour secure gated community community located 2..5 miles ...

    • Special: $10 per night off our published prices

       
      20
      5beds 5baths

      Here’s holiday luxury you’ll feel right at home with. Windsor Hills is a superb 24 hour secure gated community community located 2..5 miles from Walt Disney world. Our 5 bedroomed, 5 bathroom e...

    • GREAT LOCATION HOME CLOSE TO EVERYTHING! END UNIT ONLY A SHORT WALK TO THE CLUBHOUSE The kitchen has all you need to prepare snacks and meals including fridge/freezer, waste disposal, microwave, sto...


    • 10
      3beds 2baths

      Hundred Acre Holdings is proud to be the new owners of Close2Mickey condo. Close2Mickey is a beautiful 3 bedroom, 2 bath, smoke free condominium in Kissimmee Florida that can be rented for less than a...

    • 5
      5beds 5baths

      ABOUT LILO'S PARADISE: A luxury 5 Bedroom, 5 Bathroom vacation home in Windsor Hills Community. The home is located in the newest section of Windsor Hills Community – Windsor Hills Reserve. ”Lilo...


    • 13
      3beds 3baths

      Welcome to Silver Spoon House - END UNIT overlooking Courtyard in the Beautiful Windsor Hills, ‎ 24 Hour Security Gated Community‎ - only 10 minutes from the Gates of Disney. Your sure to love...


    • 11
      3beds 3baths

      Description : Ask about our FREE VIP PASSES !! MY MICKEY HOUSE 2 is our second (newly purchased June 2013) townhouse located in the exclusive, 24-hour secured/gated and highly sought after Winds...

    • Everything from linens, dishes, pool towels, pack-n-play and baby monitor are supplied for you. Laughing Place can sleep up to 10 guests, so it is perfect for large families or multiple families to sh...

    • Never frozen in Florida at Windsor Hills ! 5-10 minutes to Disney: Gated community with large heated pool and slide 2 bedroom, 2 bathroom Condo on top level with beautiful sunsets. Sleeps 6 G...

    • Welcome to this elegant and professionally decorated Orlando vacation pool home, located in the beautiful Windsor Hills Community. The home boasts views for miles as there's no rear neighbors. You can...


    • 9
      3beds 3baths

      Welcome to Happy’s Hangout! Located directly across from the Windsor Hills Clubhouse and Pool – this 3 bed/3 bath, private end unit townhome has home has everything you could dream of for the per...


    • 5
      4beds 4baths

      Villa Park Lane is a comfortable and convenient four bedroom, four bathroom privately owned villa located inside the world famous 5 star Windsor Hills Community. The tastefully decorated 1820 squar...

    • We  speak Portuguese

      10
      3beds 2baths

      Nós falamos português e inglês..... Our third floor condo is located just a short walk from the pool and from the club house. The street has low traffic and plenty of parking. There are elevator...

    • Welcome to our First Class 6 bedroom, 4 bathroom Villa. This home is very spacious with 2812 square feet of living space plus a full games room with a 8 foot 3pc.slate pool table, air hockey, and chil...

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