58,368 properties available

Located in Kissimmee, Pennsylvania, United States. Once Upon A Dream Villa, a beautiful 6 bed / 4 bath home in Windsor Hills Resort Welcome to Once Upon A Dream, a beautifully decorated 6 bedroom / 4 bathroom private villa in the extremely popular Windsor Hills Resort, and it comes with a lot of extras! We are delighted to offer a great selection of privately owned homes and condos here, each designed with your vacation enjoyment in mind, and Once Upon A dream is a great example of that.Why Once Upon A Dream Pool, spa, and games room 2 sitting areas for the larger family Queen bedroom on first floor 2 King size Master bedrooms Flatscreen TV in every room Free high speed Wi-Fi and upgraded cable package Full size washer and dryer Gated resort style community manned 24 hours a day All resort amenities are included in the price All towels, linens and crockery provided Shops and restaurants in walking distanceLocated less than a 2 minute drive, or 5 minute walk, from the main resort clubhouse and water park

Located in Kissimmee, Pennsylvania, United States. Emerald Island Resort.Disney Area - Games Room, Pool & Spa, gated resort We are private owners of this comfortable home in Emerald Island Resort, Kissimmee, the perfect base for your Orlando holiday. The Resort provides everything you need for a relaxing, trouble free stay. It is a secure, gated community in a beautiful setting of natural woodland and lakes, away from the busy roads of Kissimmee. There are private pools and spas, local shops and bars, spa, and gymnasium for the energetic and many other facilities just on the doorstep. The property is maintained by professional property managers who are available 24 hours a day to make your stay as pleasant as possible.Five Bedroom Property Amenities:This luxuriously appointed private home comes complete with upgrade furnishings for all your home comforts. Ideal for larger families or groups of up to eleven. You will appreciate the fully equipped kitchen and air conditioning throughout, and there are large open plan living and dining ar

Located in Kissimmee, Pennsylvania, United States. Making Memories | West Lucaya Resort Imagination, creativity, and playfulness abounds at Making Memories. With some of the world’s best parks just a few short miles away and access to onsite resort amenities, the adventures are countless and one thing is sure: this trip will be one to remember. The home’s first level consists of an open concept gathering space. A hub of activity, the kitchen has stainless steel appliances, cookware, cooking tools, coffee machine, and toaster for convenient meals at home. Sit right at the kitchen counter where barstool seating for 2 offers space for a casual bite to eat or hold more formal meals at the dining table with seating for 6. Leather couches surround a large screen smart tv where you can enjoy your favorite Disney movies ahead of meeting your favorite characters in person. This home sleeps 8 guests in its 4 bedrooms with unique themes that bring the magic of Orlando’s famed parks back home with you, as well as soft linens for sound nights of s

Located in Kissimmee, Pennsylvania, United States. Modern Pool Home, 3 Master Suites, Lake View & Games Rm Disney 3 Miles You'll love the well appointed modern, luxurious five bedrooms, four bathrooms with three master suites, over-sized game room and large private pool area with a Jacuzzi overlooking a lake. The house has enough space to accommodate ten people easily, without getting in each other's way and is very close to restaurants, shops and all importantly to Disney!At A Glance2,100 square feet of luxury upscale living area under roof5 bedrooms, two with en-suite bathrooms4 bathroomsTV in every bedroomSleeps 10 peopleLarge private swimming pool, and spa, overlooking a lakeLarge deck, with covered lanaiGames room with a pool table Spacious Family Room with a large rear projection TV and music centerLarge Formal Dining Room Table and eat-in Kitchen TableFully equipped kitchenBreakfast barFully equipped laundry room with separate washer dryer.Utility room with ironing board, iron and vacuum cleanerOff road parkingFree Wi-FiPet frie

Located in Kissimmee, Pennsylvania, United States. 8BR, 4.5 BA, Pool, Sleeps 16 Welcome to Orlando Disney top-class villa, the luxury, bright and spacious vacation home that has near 3000 sq/ft located in the prestigious gated Emerald Island resort, Orlando, Florida.The villa can accommodate up to 4 families with 3 king/2 queen/6 twin beds in 8 bedrooms. It provides all of the benefits of your own home whilst on vacation: beds/beddings/towels, fully equipped open bright kitchen, free Wi-Fi, free phone calls in the US, LCD TV in the family room and each bedroom, laundry room, game room and screened pool and spa with water view. Our management company is available 24/7 to support and answer your questions.Award Winning gated community in a prime location, about 3 miles south west of Walt Disney World, within one mile to varieties of restaurants, grocery stores and shopping mall. Stunning Clubhouse with full service reception, opens 7 days a week. Gate is guarded 24/7. Car Passes are needed to gain entry into the resort. Driveway and

Located in Kissimmee, Pennsylvania, United States. Luxury 5 Stars Home w/Princess & Mickey Themed Rooms, Game Room Private Pool/Spa Welcome to Prince Andrew's Castle, a 5 bedroom, 5 bathroom luxury home with private pool and spa in the exclusive 5 star gated resort of Windsor Hills. Just 2 mils from the gate of Walt Disney World! Our home features top notch electronic entertainment systems. Game Room feature pro-grade air hockey table and pool table, and Kids' train tableMickey Room features wall mural hand painted by a professional artist. Your little princess will love our Princess room with Disney collection princess furniture. Maple cabinets with black granite countertops in the kitchen, stainless steel top-of-the-line appliances, and the very best in luxury high-end furniture throughout the house.On the first floor, there are 2 king master suites with TV A guest suite with a queen bed is also located on the first floor with TV. Your kids will love our specially decorated theme rooms upstairs. Your girls will truly be princess

Located in Kissimmee, Pennsylvania, United States. ⭐️ Now Booking Summer Vacations!⭐️ This gorgeous two floor townhouse is located in the prestigious Windsor Hills Resort! The townhouse is just steps away from the main clubhouse and is well maintained, continually updated, and sure to please. This home overlooks the large lake and the waterpark and community pool.We recently installed 3 new Samsung LED TV's. All of which have Netflix and Amazon and they are Airplay capable which means that in addition to watching your favorite shows, you can also play videos from your devices. We have updated the kitchen with a new table, added new bedding, installed blackout curtains to help guests get a good nights sleep, and added new decor to give the place a fresh clean look.We have and continue to maintain a very high level of service to our guests ensuring that they have constant access to reach us and secure their peace-of-mind with providing a responsive management company which stands ready to assist them 24 hours a day.Also check my other

Located in Kissimmee, Pennsylvania, United States. Themed Rooms, Movie Theater, Swingset, SplashPad King Triton’s Palace is a 7 Bedroom, 6 Bathroom home located in Formosa Gardens Estates. The home was built in 2003 and has been renovated several times (most recently in 2022). The home features 4 king master bedrooms each with its own private bathroom and 3 themed kid bedrooms. The home also features a themed movie theater with theater style seating for 10. The home has a large 38 foot long, 16 foot wide heated fish shaped pool that incorporates a heated spa (the “fin” of the fish shape) and a zero entry shallow area for young children (the “tail” of the fish shape). At night turn on the color changing pool lights to enjoy the ambiance! As of April 1, 2017 we have a brand new Under the Water Themed Splashpad!Formosa Gardens Estates is a gated and walled estate community located just three miles from Disney World off of Route 192W. The neighborhood is in a quiet, tranquil area yet only a few minutes drive to a Walmart, Target Supe

Located in Kissimmee, Pennsylvania, United States. PRIVATE Pool, 3mi to Disney, Forest view with total privacy, Game room Relax and unwind at this spacious and sunny villa with your very own private pool overlooking a lush forest and no rear neighbors. In one of the closest communities to Disney (10 min drive), enjoy access to dozens of restaurants, a 24-hr Walmart and more! This home has 2800 sq ft of living space with 5 bedrooms, 4 bathrooms and large living, dining and kitchen areas. Enjoy complete privacy with a calming view of a lush conservation forest, and a fully screened-in salt water pool that is better on skin and hair than traditional chlorine pools (pool heating available at an additional cost of $35/night).For your safety, we are following the SAFEHOME VRHP/VRMA cleaning guidelines to disinfect and sanitize the home between stays. Our pool is operated and maintained as per CDC guidelines. --- HOUSE FEATURES ---- Game Room: pool table, foosball, board games, puzzles, cards, dominos, and books- Netflix, Disney+: thousands o

Located in Kissimmee, Pennsylvania, United States. 2 King Ensuite on First Floor with Very Private Pool 5BD/5BA 10% Discount! Stunning Private Lakeview Property with Waterpark View, No Rear Neighbors.

Get a 10% Discount by booking for 7 days or more!
The Windsor Hills Office informs that in September of 2024, the community pool will be closed temporarily for resurfacing. We understand that this may cause inconvenience, but please know that this maintenance is necessary to ensure the safety and functionality of our community pool for everyone’s benefit. But our private pool will still be open all year!


90% of the homes at Windsor Hills back up to another property we are one of the few that do not.



Brand new Samsung 4-door French door refrigerator and upstairs air conditioning unit added (June 2024) be assured no worries of coming into a hot upstairs anymore. New glass top stove (October 2023) with Warm Zone element no more pots and pans not lying flat on the stovetop. Also added a Ninja DualBrew coffee maker for pods and ground co

Located in Kissimmee, Pennsylvania, United States. Spacious 8 BEDROOM 3miles to Disney Themed Rooms Golfers Dream Attention as of March 10 the home has had some updates that are not in picture. The exterior color of the home is now gray. All new king beds and mattresses by Nector Beds in the home. New fridge and dishwasher.PLEASE NOTE WE OWN ANOTHER 6 BEDROOM HOME IN EMERALD ISLAND IF YOU DONT FIND YOUR DATES HERE OR WOULD LIKE TO SEE ALL OUR WONDERFUL REVIEWS PLEASE SEE THE LINK BELOW.HOMEAWAY ID #12895822019 FEB 8 BEDROOM Renovated home w/ outdoor TV & sun filled jumbo pool!!Welcome to our luxurious private oasis in the beautiful Emerald Island Resort, just around the corner from Disney and other main attractions. Located off the famous US 192 tourist corridor, the visitors find themselves surrounded by every amenity imaginable. Restaurants, groceries, big box stores, souvenir shops and a host of other businesses and activities are within a mile or two of our vacation home. Not to mention that you’re on the door steps to the Dis

Located in Kissimmee, Pennsylvania, United States. Last-Minute Special! Updated Pool Home w/ 3 Kings + Princess Suite Near Disney What sets this home apart?-Proximity to Disneyworld (reach all parks in about 10 minutes by car)-Ability to sleep 4 couples (3 in king-sized beds, 1 in a queen)-Disney princess-themed suite with 2 twins and attached princess bath-Harry Potter-themed game room-Remodeled kitchen with granite countertops-Comes stocked with some toilet paper, paper towels, dish soap, dishwasher detergent, and laundry detergent-Walking distance to all Windsor Hills Resort amenities including pool with hot tub, 2 water slides, and splash pad, tennis courts, and giant playscape-Gated and guarded vacation rental communityIf you're looking for my "last-minute special" rate, I reduce all remaining dates to the "last-minute special" rate about 2 months out! The rates you see when you quote yourself in VRBO are always the correct/most current rates!This amazing 5-bedroom, 5-bathroom home with a South-facing pool and hot tub/spa located

Located in Kissimmee, Pennsylvania, United States. Orlando Disney World Inspired Five Bedroom Villa PRIVATE POOL AND SPA HEATING ARE AVAILABLE FOR AN ADDITIONAL CHARGE TO THE OWNER - $35.00 A DAY Enjoy Wi-Fi Streaming ROKU TV's in each room Just 3 miles away from DisneyLakefront ViewCovered Lanai and Patio SeatingGame RoomLoungeDining RoomFully Equipped KitchenInfant Cot and High ChairStrollers AvailableIn Home LaundryHigh-Speed Free Wi-FiIndian Creek Amenitiestennis courtsoccer pitchesbasketball court2 playgroundslakeswalks and nature trails

Located in Kissimmee, Pennsylvania, United States. Game Room, Private Pool, 2 Miles to Disney | Sleeps 10 Privacy & Convenience await you in this Windsor Hills Resort 5 bed 5 bath pool home - its only 2 Miles from Disney!This awesome home sleeps up to 10 people comfortably with two downstairs Master Bedrooms, one king and one queen. All bedrooms have flat-panel TVs.The bed and bath layout consists of: GROUND FLOOR: King Master and Master BathroomQueen Master and Master BathroomTwin Bedroom Shared Full BathSECOND FLOOR: Queen BedroomTwin Bedroom 2 Full Bathrooms with shower/tub combosThe Windsor Hills community is one of the top locations for families looking to stay off-property on their Disney Vacation. The resort boasts some INCREDIBLE amenities, including: • Clubhouse• 140,000 Gallon Swimming Pool & Water Park• 10 Person Hot Tub• Recreation Park with Tennis/Pickleball Court, Putting Green, Basketball and Sand Volleyball courts (equipment may be available at the clubhouse)• Movie Theater• Fitness Center• Marketplace and Grill• Cyber

Located in Kissimmee, Pennsylvania, United States. Villa 2655 - Free Waterpark, Heated Pool/Spa, BBQ Grill, Game/Theater Rm, & PS5! BOOK 7-DAYS OR MORE AND GET 10% OFF!We are a Premier Host of VRBO and HomeAway so you know you'll get a great experience! Check out our other homes at: • www.vrbo.com/1893044 (6BD/6BD; Champion's Gate Resort) • www.vrbo.com/3973186 (6BD/6BA; Champion's Gate Resort; Newly remodeled!) • www.vrbo.com/2332256 (6BD/3.5BA; Windsor Hills Resort) • www.vrbo.com/2605668 (5BD/5BA; Windsor Hills Resort) • www.vrbo.com/2439282 (4BD/4BA; Windsor Hills Resort)COMPLIMENTARY POOL AND SPA HEAT, GRILL, AND ALL RESORT WATER PARK AMENITIES ARE INCLUDED WITH YOUR STAY.Enjoy your stay in this beautiful 5-bedroom, 5-bathroom two story villa located inside the guard gated resort community of Windsor Hills. An 8 minute walk to the Windsor Hills clubhouse, waterpark and pools. Just 3 miles from the steps of Disney World and close to all other parks and amenities. We invite you to be our guest!Enter this resort s

Located in Kissimmee, Pennsylvania, United States. TOP REVIEWED HOME! Only 3 MILES to Disney, South Pool in Emerald Island Resort Renovated home w/ outdoor TV & south facing jumbo pool and spa!Attention as of March 10 2023 This home has been updated since pictures. All new Gray Nector Beds and Mattresses on all king suites. The exterior of the home is now painted gray. New couch arriving April 7th 2023. New fridge.PLEASE NOTE we own another 8 bedroom home in Emerald Island of you dont find your dates here please see our other ad on homeaway or VRBO the property ID is 1571737 in the home we leave 1 roll of toilet paper in each washroom along with 1 garbage bag in the the trash cans. We no longer supply face clothes and wash clothes in the bathrooms. We supply all linens and plenty of bath towels. Welcome to our luxurious private oasis in the beautiful Emerald Island Resort, just around the corner from Disney and other main attractions. Located off the famous US 192 tourist corridor, the visitors find themselves surrounded by

Located in Kissimmee, Pennsylvania, United States. Private Pool • Resort Amenities • Min Disney & WWS Escape to the ultimate family vacation with this private villa conveniently located just 9 miles from Wide World Sports and 10 miles to the Magic Kingdom. You'll be just minutes away from grocery stores and all the thrilling Orlando attractions!This spacious villa is the perfect family-friendly retreat with plenty of room to accommodate 8 adults and 2 infants. Relax in the heated pool under a covered lanai or take advantage of the resort amenities, including a zero entry pool, slides, and splash pad for the little ones - all within a gated community!Themed throughout the house, you'll enjoy a fully stocked kitchen, clean and spacious bedrooms with crisp linens, and flat screen TVs with Roku in the living room and master bedroom.You'll also have access to resort-style amenities, including a cabana serving delicious food and drinks, a game room, basketball and tennis courts, a playground, gym with cardio machines and free weights, and ev

Located in Kissimmee, Pennsylvania, United States. Spacious Kissimmee Villa - 3 Mi to Disney World! Grab your Mickey Mouse ears and head to this classy Kissimmee vacation rental, located in the exclusive Windsor Hills Resort. The 6-bedroom, 4-bath villa features 2 floors of tastefully appointed living space, flat-screen cable TVs in each bedroom, a fully equipped kitchen, and access to an assortment of resort amenities. The kids will love splashing around in the home's private pool or playing on the resort's waterslides after fun-filled days at Disney World! Book now for all-around family fun.-- THE PROPERTY --Workspace | Private Lanai | Game RoomWith its peaceful location, in-home comforts, and easy access to Universal Studios and other area attractions, this charming Kissimmee vacation retreat is great for families and groups.Bedroom 1: King Bed | Bedroom 2 (Queen Suite): Queen Bed | Bedroom 3 (Downstairs): Queen Bed | Bedroom 4 (King Room): King Bed | Bedroom 5 (Kids Room): 2 Twin Beds | Bedroom 6: Twin BedWINDSOR HILLS RESORT AMENI

Located in Kissimmee, Pennsylvania, United States. 6BR/4B Windsor Hills Villa, Pool & Game Room, 2 Miles from Walt Disney World ***The property was fully refurbished in September 2021***The property is thoroughly cleaned, disinfected, and sanitized by a professional cleaning team after each check out. No person-to-person contact is necessary for check in.Vacation rental by owner. Gorgeous 6 bedroom house located in the Windsor Hills Resort. Enjoy your own private pool and spa, game room, and plenty of space for your group to hangout and enjoy each other. You get access to all Windsor Hills amenities by booking the house, and are only 2 miles from Walt Disney World.The spaceWelcome to Windsor Hills Resort and this luxurious 6 bedroom, 4 bathroom, 2,812 sq. ft. rental home located near the theme parks in Orlando, Florida. This rental home has attained the prestigious "Grand" status for having an upgraded professional furniture package. This vacation rental home has all the comforts of home and more. The kitchen is fully furnished and ide

Located in Kissimmee, Pennsylvania, United States. Vacation Villa/Close to Theme Parks and Golf 5 Bedroom (3 Master Suites), 5 Bathroom, Sleeps 10 maxSee a YouTube video tour of our home: https://youtu.be/HFbqqw5VWI0We are located in the fantastic Windsor Hills Resort, a gated community, less than 3 miles from Disney and 10-15 miles from many other popular attractions (like Universal Studios and Sea World). The resort has great amenities and activities available to every guest. http://welcometowindsorhills.com/This amazing 2700 sq. ft 5 bedroom and 5 bathroom house includes 3 Master Suites, each with a King sized bed. Just outside the sliding patio door, you will find your own personal pool & jacuzzi spa, patio furniture, and chaise lounges. The Living Room/Den has beautiful leather furniture. The new decor is warm and welcoming every time you walk through the door. Here, you'll find a 50" TV, DVD player, board games, books and a few DVDs for your use. Our kitchen is fully equipped with all the comforts of home. There's plenty of pre

Located in Kissimmee, Pennsylvania, United States. Villa Sonrisa - 5 Bedroom/5 Bath Luxury, Minutes To Disney In Windsor Hills HERE IS WHAT SETS VILLA SONRISA APART:* Fully Furnished Game Room with Air Conditioning* Family Entertainment Room with 75" TV, Chromecast/Apple Airplay, Dynamic Sound* Fast 500Mbps Total Home Wi-Fi Mesh Network* Salt Water Pool & Spa with Sunny Southwest Exposure* Pool and Spa Heat is Complimentary, There is No Extra Charge* Outdoor Dining & Entertainment Area with Complimentary Gas Grill* Upgraded Patio Furniture with Seating for 6 Plus 4 Lounge Chairs* Luxury Bedding Package with Super-Soft Sheets and Plush Towels* Corner Bend Lot with Enhanced Feeling of Space and Privacy* Owners Committed to Providing the Best Vacation Experience PossibleWelcome to Villa Sonrisa, our luxurious vacation home located right in the middle of all the Central Florida magic. Our home is just 2 miles from Walt Disney World property in the 24 hour guard-gated resort community of Windsor Hills. This is the premier vacation home de

Located in Kissimmee, Pennsylvania, United States. YOLO HOUSE - EXTENDED POOL DECK - ALL DAY SUN - LUXURY TIKI BAR & BBQ YOLO House is the Ultimate 6 bed 4 bath Villa where the magic starts minutes from Disney World theme parks and many major Florida attractions.As a high end luxury villa you also qualify for free wristbands for unlimited access to the on site waterpark and clubhouse on every booking. So you can use the waterpark, lagoon pool and large spa as often as you want. YOLO House is conveniently located on the renowned lakeside of Daulby Street in the Windsor Hills Resort allowing our guests to enjoy panoramic views of the conservation and lake whilst basking in the Florida sunshine and in the evening they can enjoy panoramic views.YOLO House is 300 metres from the Clubhouse and Waterpark and only about 10 minutes’ drive to Walt Disney World making it the perfect choice for discerning guests who want maximum luxury and convenience from their vacation home.Newly re-modelled - Every room is a beautiful space to enjoy and rela

Located in Kissimmee, Pennsylvania, United States. Disney World Home: Game Room, Pool & Resort Perks! Experience the magic of Kissimmee at ‘Kiss-i-mmee, I’m Irish,’ a spacious 6-bedroom, 4-bath vacation rental! The property boasts 2,800 square feet of luxurious living space — perfect for an unforgettable group getaway in Florida. Lounge by the private pool and enjoy a refreshing breeze from the comfort of the screened-in lanai before heading out to explore the nearby attractions. The Windsor Hills community is located just 2 miles from Disney, so you'll never be far from the excitement!-- THE PROPERTY --Furnished Lanai | Private Pool & Hot Tub | Pool Table & Air Hockey | Family-Friendly Resort Amenities Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: King Bed | Bedroom 4: King Bed | Bedroom 5: 2 Twin Beds | Bedroom 6: 2 Twin BedsWINDSOR HILLS AMENITIES: Olympic-sized swimming pool, fitness center, tennis courts, communal BBQs, 3 playgrounds, 24-hour securityHOME HIGHLIGHTS: 6 flat-screen TVs w/ cable, DVD player, dining table,

Located in Kissimmee, Pennsylvania, United States. Flexible Cancellation Policy-Upgraded 4-Bed/4 Bath, Pool/Spa 2 Miles to Disney Upgraded, Modern, LuxuriousAre you planning a holiday to Orlando, Florida and want to stay in a luxurious, modern, newly upgraded villa approximately 2 miles from Disney? Our home is located in the Windsor Hills Resort (Kissimmee), only minutes from the Orlando attractions, yet set in a beautiful natural conservation area. Windsor Hills Resort the closest gated, 5 star vacation home communities to the famous theme parks.Windsor Hills Resort is a twenty-four hour gated, secure resort with shops and restaurants on your doorstep. The resort boasts a newly renovated community pool area with waterslides and splash pad, putting green, tennis, basketball, volleyball courts, clubhouse with fitness and games rooms, children's play area and even a 56-seat private cinema! There is also an on site market for all your necessities. Access to all these amenities is free to our guests who stay at Mickey's Hideout in Windsor