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    • 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...

    • 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...

    • 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 ...

    • 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 ...

    • Here at Sunshine Escape Villa, just as with the theme parks, we are working to be prepared for when our business opens up and our guests return.  Cleaning staff has already been equipped with masks, ...

    • 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...

    • Ohana House details:'Ohana House is one of HomeAway.com, HomeAway.co.uk and VRBO.co...

    • 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...

    • 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 ....

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

    • 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...

    • 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...

    • Kamena Villa is a luxury 4 bedroom, 4 bathroom single story property located in a gated community.The lounge has a large 55″ flat screen Smart TV with Netflix, DVD player and free wireless inte...

    • 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...

    • 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...

    • 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 ...

    • Our home is located in upscale Windsor Hills , a  24 hour gated security at the entrance.  November 2016 the property has been completely refurbished to a high standard and a convenient place to ret...

    • 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...

    • 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...

    • 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...

    • 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...

    • 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...

    • 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...

    • 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 ...

    • 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 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 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...

    • 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...

    • 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 ...

    • 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 ...

    • 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...

    • ⭐⭐⭐⭐⭐ Highly Recommended 

      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 ...

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

    • 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...

    • 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...

    • Disney Dreams Vacation Homes is a spacious Orlando vacation town home in the heart of the exclusive Windsor Hills resort community, less than 2 miles from Disney in Orlando, Florida. With 3 bedrooms a...

    • Welcome to Griffindor House — your Windsor Hills family vacation home  Rent Griffindor House for the best Orlando area adventure to D...

    • Welcome to “A Disney Spectacular”. Your dream Disney getaway begins at this 3-bed, 3-bath vacation rental in Windsor Hills. This townhome is one of the closest homes to the fabulous Water Park of ...

    • 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...

    • Windsor Hills Pool View Condo Poolside:  Spectacular pool & waterpark views Windsor Hills Pool View Condo is perfectly located only minutes away from the Walt Disney Wor...

    • 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...

    • 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

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    • 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 ...

    • 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...

    • 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 ...

    • 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...

    • 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...

    • 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...

    • 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....

    • 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...

    • 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...

    • 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...

    • 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...

    • 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...

    • 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...

    • 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...

    • 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...

    • 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...

    • 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...

    • The perfect vacation spot! New 1950's inspired Decor! Updated cleaning protocols! Comfortable floor plan. Private lanai and plunge pool to make the most of Florida’s warm weather.Whether you com...

    • 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...

    • 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. ...

    • ⭐⭐⭐⭐⭐ Highly Recommended

       

           

       

       Amazing offers  

      28
      5beds 5baths

      We have a Covid-19 cleaning protocol in placeand  have introduced a full refund cancelation policy regard...

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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 ...

    • 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...

    • 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...

    • 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 ...

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

    • We recently updated all the carpet in The Haven, painted the Mickey Room, replaced the bunkbed, added an air hockey table to the game room and re-felted the pool table.The Haven has all new granite co...

    • 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...

    • Lumiere’s Lodge is a spacious , 5 bedroom vacation rental home located in the exclusive Windsor Hills Resor Our home has 5 bedrooms, 5 bathrooms, over 2400 s.f. of living space, covered pool and sp...

    • 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...

    • 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...

    • 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...

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

    • 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...

    • 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...

    • 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 ...

    • 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...

    • 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 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...

    • ⭐⭐⭐⭐⭐ Highly Recommended  

      21
      5beds 5baths

      We have a Covid-19 cleaning protocol in placeand  have introduced a full refund cancelation policy regard...

    • 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...

    • SW facing private 6 bed villa with many thoughtful touches