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    • 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...

    • 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...

    • 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...

    • Special rates for 7 nights or longer or FREE pool heat in winter months

           

      Amazing offers

      28
      5beds 5baths

      Special rates for 7 nights or longer or FREE pool heat in winter months............................................ Our 5 bedroom, 5 b...

    • 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...

    • 3 Br Townhome:  $10-$15 reduction off our normal nightly rates for 2019 bookings


      12
      3beds 3baths

      Special offer for early bookings in 2019 :  $10-$15 off our normal rates for bookings 7 nights or longer...

    • 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...

    • 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 ...

    • 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...

    • Welcome to ‘Queens Landing’, our beautiful, modern 3 bedroom, 3 bathroom villa in the prestigious 24 hour gated community of Windsor Hills. This spectacu...

    • Spacious 6 Bed 4 Bath home located in the much desired, gated community of Windsor Hills. The furniture, appliances, carpet and bedding in this villa have all been updated in 2019. The backyard and pr...

    • 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....

    • 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...

    • Lilo’s Paradise is a fully-equipped 5-bedroom, 5-bathroom luxury vacation villa situated on an incredible lot - no one overlooks our yard or pool, and there is a beautiful view from the backyard. Th...

    • 3 Br Townhome:  $10-$15 reduction off our normal nightly rates for 2019 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...

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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 ...

    • 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...

    • Never frozen in Florida at Windsor Hills !5-10 minutes to Disney: Gated community with large heated pool and slide2 bedroom, 2 bathroom Condo on top level with beautiful sunsets. Sleeps 6G...

    • 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...

    • 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 Hills ...

    • 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...

    • 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 an...

    • 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 ...

    • 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...

    • 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 kit...

    • 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...

    • 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...

    • 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 Private...

    • 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...

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

    • 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 danc...

    • Are you looking for a luxury townhome with a private splash pool? It’s right here! We are located within the renowned Orlando v...

    • Nós falamos português e inglêsOur third floor condo is located just a short walk from the pool and from the club house. The street has low ...

    • 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...

    • One of the best compliments we receive from our guests are the recommendations they give their friends.  Better still, for us, it’s their return visits.  In fact, many of our guest love our home s...

    • 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 cour...

    • Windsor Hills Retreat is a fully air conditioned spacious 6 bedroom, 4 bathroom luxury property located at the top of the prestigious guard gated Windsor Hills community in Kissimmee, Florida. The pro...

    • 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 ...

    • My Mickey House is our wonderful vacation town home that we would love for you to enjoy as much as we do! We would like to invite you and yours to come create magical memories to las...

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

    • 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...

    • Special rates for 7 nights and longer or FREE pool heat  in winter months

    • 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...

    • 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 ...

    • Wishes & Dreams Villa is a perfect Orlando area retreat! This 6 bedroom/ 4 bathr...

    • Lovely family townhome with greater privacy than most for the patio and pool. Smoke-free and pet-free home. We have owned our vacation home since 2004 and visit each year. ...

    • Walt’s Retreat is a Modern 5 Bedroom, 5 Bath Villa located in the Popular and world famous 5 star Windsor Hills Community.This Newly Renovated 5BR Luxury Villa is tastefully decorated 2342 Squa...

    • NEW OWNERS--Fully Renovated 2019--Check us out!!Looking for a beautiful place to call home while you are wanting to explore the Orlando area?  Located in a gated community, close to Walt Disney W...

    • 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...

    • 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...

    • 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...

    • 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...

    • 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 y...

    • 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 sleeps 10 mag...

    • 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...

    • 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...

    • Welcome to your deluxe Windsor Hills vacation rental pool home, MICKEY’S MAGICAL ESCAPE. located in the heart of the vacation capital of the world, we are less than 2 miles away from the Walt Disney...

    • 3 Bedroom 3 Bathroom Townhome with splash poolNicely furnished, quiet end unit town home.King master with ensuite bathTwin Mickey room with ensuite bathQueen bed on first floor, shared...

    • 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 YaYa's Place.We would love to speak directly with you concerning our home, feel free to call or text 502-930-1586 or if you are more comfortable communicating via email...

    • 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...

    • We own a 5-bedroom, 5-bathroom villa in the Windsor Hills gated community, which is less than 10 minutes away from Disney World.  Here are some of the things that make our place special- Two main...

    • 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...

    • Our Disney vacation villa is furnished to the highest standard and offers you the luxury of a 5* hotel combined with the relaxed atmosphere of a family home. Soak up the Florida sunshine on the extend...

    • Welcome to our fabulous Villa – a spacious and luxurious 5 bedroom / 5 bathroom home situated within the exclusive Windsor Hills resort – only 2 miles to the Disney ...

    • Welcome ....

      Hello, welcome to our new website. We purchased our 'dream home' in 2017. Since then, we have recieved many guests wh...

    • We are proud to offer this truly magnificent vacation home in Windsor Hills Reserve, the premier resort in Orlando that is 'Closest to the Magic'! This spacious ...

    • 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...

    • 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...

    • 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 ...

    • 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

      ...

    • Welcome to the Laughing Place Villa! Located in Kissimmee, Florida, we are only 5 minutes away from Walt Disney World, 15 minutes from Sea World, and 20 minutes from Universal Studios Orlando Laughin...

    • 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...

    • 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...

    • Located in the #1 Vacation Rental Resort near Disney World! Olaf's Endless Summer is a gorgeous pool vacation home 3 miles...

    • Pooh's Palace is a fully-equipped 5-bedroom, 5-bathroom luxury vacation villa. With 3 king adult suites and 2 themed bedrooms for the kids, Pooh's Palace has something for everyone. Located in the new...

    • 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 ...

    • 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 ...

    • 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 lux...

    • Planning a vacation to Disney World? Your castle awaits in Kissimmee...just 2 miles from the magic of Mickey, Minnie ...

    • VACATION IN LUXURY, 2 MILES FROM DISNEY’S FRONT DOOR. A quiet destination in the middle of the action. With 5 bedrooms & 5 bathrooms, 3 of which are on the first floor, this h...

    • 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...

    • 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 ...

    • 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-conditioned ...

    • 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...

    • 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...

    • 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...

    • 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...

    • 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...

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    • Hello, welcome to our the Floridan Oasis. We purchased our home because we too enjoy vacationing in Orlando and the wonderful Windsor Hills community. You'll find our home not only extremely comfortab...

    • 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...

    • 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 an...

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