Kissimmee Vacation Rentals & Condo Rentals

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  • Minutes to Disney & Universal Studios. Beautiful 3 Bedroom 2 Bathrooms Townhouse
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    Minutes to Disney &

    Kissimmee: The Villas at Seven Dwarfs Lane: Townhouse
    • 3 BDR
    • 2 BA
    • Sleeps 6
    • #247254
    139.40 to 199.14 CAD/night Credit Card Paypal Star Rating
    Beautiful 3 bedrooms 2 bathrooms Townhouse just off of 192 in Kissimmee Florida. Minutes To Walt Disney World Parks, Universal Studios, Sea World, Outlet Shopping. You can walk to great restaurants and shopping. The Townhouse has 3 bedrooms and 2 bathrooms. The living room/dining area has a sofa and sofa sleeper suitable for 2 kids, cable TV, DVD player, free wireless internet, The dining area has a beautiful table with 4 chairs, and a breakfast bar with 2 stools. Fully equipped kitchen, washer and dryer. Towels are linens are provided. The master bedroom suite is located on the 1st floor with a King size bed, cable TV, a large walk in closet, a large bathroom with a jetted tub for 2 and shower. The 2nd floor has 2 bedrooms with 2 twin beds in each room, cable TV’s, full bathroom is in the hallway. There is an additional sink and vanity in the hallway. There is a crib, high chair, stroller in the master bedroom’s closet. We are only one building from all the amenities and Clubhouse and Pool. Prime location, but quiet. The huge Clubhouse has a Gym, Pool Tables, Game Rooms, Ping Pong, Library, Sitting Areas, Vending Machines. Huge beautiful outdoor heated Pool and Jacuzzi. New Children’s Splash Park with Lounge Area. Tikki Bar that serves food and drinks overlooking the Pool. Bocce Ball, Tennis, Basketball, Volleyball, BBQ Area, Paddle Boats, Catch and Throw back Fishing in the lovely Lake. This is a First Class Resort. The Resort is Gated and Guarded 24 hrs. A day.
  • Laguna Bay Villa
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    Laguna Bay Villa

    Kissimmee: Laguna Bay Villas: Condo in a complex
    • 3 BDR
    • 2 BA
    • Sleeps 8
    • #203294
    171.26 to 224.36 CAD/night Credit Card Paypal Star Rating
    You simply won't believe your eyes. This incredible home will generate "ooohs and ahhhs" from the moment you enter. Everyone will feel like they are in a castle, in another time - and the furnishings and decor surrounding you will amaze you. The children's room has TWO sets of bunk beds, wall-mounted flat screen TV, a “Track 9 ¾ room”, a huge photo of Potter himself flying in, and accessories / decor the children will absolutely fall in love with. And you will find pure luxury in your master bedroom suite. Spectacular king size bed, fabulous medieval furnishings, a private bath, 42" flat screen TV - this will be your refuge. The queen’s bedroom looks like it was taken from an English castle. Queen bed, flat screen TV, gorgeous castilic furnishing. There's a new stainless steel kitchen with new counters, cabinets and every amenity you can imagine; a large Potter's dining room to enjoy family meals, and an unbelievable family room WITH A FIREPLACE, 48" flat screen TV, and décor that will have you feeling like you are in a 16th century castle. This home is not just a vacation home. It's an experience unto itself. And you'll be staying in this incredible home for LESS than the cost of a hotel room. Your beautiful, quiet Disney area resort is loaded as well - HEATED pool, spa, tennis, fitness center, clubhouse, BBQ's, playground – and it’s only 4 minutes from Disney World and just 15-20 minutes from Universal, Harry Potter, and Sea World. The vacation of a lifetime is here waiting for you. Don’t miss out. P. S. Did we also tell you that we’ll even save you a TON of $$’s on all your theme park tickets?? It's ALL here waiting for you and the family.
  • Near Disney World. Amazing, Rich Animal Kingdom & Hemingway Decor. Low's
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    Near Disney World. Amazing

    Kissimmee: Grand Palms: Condo in a complex
    • 3 BDR
    • 2 BA
    • Sleeps 8
    • #223386
    184.54 to 197.81 CAD/night Credit Card Paypal
    This BRAND NEW, professionally designed and furnished condo is just 7 minutes from Disney World in the upscale Lindfields area of Kissimmee, and has it ALL. Look at what's included in your low nightly rate: * Professionally and magnificently furnished NEW 3 bedroom / 2 bath private villa home sleeps 8 * This home is BRAND NEW top to bottom. No expense has been spared. * Brazilian cherry hardwood floors * The children's room has TWO sets of bunk beds, flat screen TV and incredible Animal Kingdom decor. * The master bedroom will indulge you in every way. Fabulous decor, king bed, flat screen TV, private bath * The third bedroom is fit for the queen herself with gorgeous furnishings, flat screen TV and more * There's a new, beautiful second bath with marble counters and tile floors as well * Your new designer kitchen has new granite counter tops, stainless steel appliances, designer lighting * Save $$'s and eat in - cookware, utensils, dishes, coffee pot - everything is here. * There's a spectacular, new dining room that seats 8 - enjoy your family meals together. * Gather the family in the new family room and enjoy a 52" flat screen TV and even a FIREPLACE. * There are sliding glass doors to a private, screened in balcony with breathtaking conservation land view * Pack lightly - there's a new washer and dryer in the home's laundry room. * You'll enjoy ice cold central AIR CONDITIONING * FREE WiFi * FREE cable TV * FREE parking There are wonderful resort amenities too: * Large HEATED pool * Spa * Clubhouse * Tennis * Fitness center * Gazebo with a picnic/BBQ area You'll only be 7 minutes from Disney World and just 10-15 minutes from Universal and Sea World **THEME PARK TICKET DISCOUNTS: we'll save you more $$'s than anyone else. NO ONE beats our confidential supplier's prices.** What are you waiting for. You really can have it all if you don't delay......
  • New. Beautiful 3br Townhome in Gated Resort, Equipped for Family Living
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    New. Beautiful 3br

    Kissimmee: Emerald Island: Townhouse in a gated community
    • 3 BDR
    • 3 BA
    • Sleeps 8
    • #206571
    118.16 to 224.36 CAD/night Credit Card
    Beautiful 3BR 2.5BATH Townhome in amazing Vacation Resort "EMERALD ISLAND" Your Home away from Home. Fully equipped for family living. Bring the kids - unit has a pack 'n play, stroller and baby bath. The 3 bed rooms are as follows: 1 Master Queen bed room with TV, ceiling fans and balcony - private ensuite bath featuring large shower 1 Queen bed room, TV, ceiling fan 1 Twin bed room, TV, ceiling fan - these tow rooms share a bath room with a shower/tub combo While at the "Emerald Island Resort" you can keep busy playing tennis on the lighted tennis courts or just take a nature walk. Relax at the Tiki Bar by the clubhouse pool. For the little folks there are two playgrounds. Of course you can just relax in the townhouse or at the clubhouse lounge. Only 5 mins from Disney, 20 mins from Sea World and 25 mins from Universal, 10 minutes from the Orlando Prime Outlet Mall Further Details: This location allows you to take advantage of all that the Orlando area has to offer. If it's Golf your looking for there are many courses close by. Recommended Golf courses in the area are King's Ridge, Highlands Reserve, The Legends and The Plantation. The local restaurants range from 'Kid Friendly' to adult dining. Need a day off from all of the excitement. Approximately one hour away is the Beach (East coast or West coast). Only one hour on RT4 and you could be at the Hard Rock Casino (Las Vegas style gambling). Make your vacation memorable, visit, enjoy, but most of all be comfortable
  • Deluxe Holiday 4bd Pool Home@ Disney & Universal
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    Deluxe Holiday 4bd Pool

    Kissimmee: Indian Ridge Oaks: House
    • 4 BDR
    • 2 BA
    • Sleeps 10
    • #248460
    146.04 to 264.19 CAD/night Credit Card Paypal Pet Friendly
    The house is located in the area of Kissimmee near to Disney and is perfect to accommodate up to 10 people. This vacation house has a wonderful open layout with plenty of room for resting and entertaining. The large master suite has soaring ceilings and huge bathtub for a great relaxing soak. 3 other bedrooms are spaciously comfortable. This home has a Private swimming pool with massive lanai perfect for resting and relaxing. This Home has easy access to Disney, Universal and all theme parks. Location The property is about 15-20 minute drive from Disney Parks, SeaWorld and Universal Studios. The Orlando Premium Outlets is less than 10 miles away. Private Pool & Grill area THIS IS A NON SMOKING PROPERTY PETS ARE ALLOWED ON REQUEST. THERE WILL BE ONE TIME PET FEE OF $120
  • Stunning South Facing Pool 9br Villa, Close to Disney
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    Stunning South Facing Pool

    Kissimmee: Windsor At Westside: House in a gated community
    • 9 BDR
    • 1 Loft
    • 6 BA
    • Sleeps 23
    • #248929
    304.02 to 1,047.48 CAD/night Credit Card Paypal
    *** BRAND NEW 9BR VILLA**** Absolutely perfect for multi-family groups, or golf groups, this property features all the comforts of home and more. Book your vacation now at this beautiful home with pool and spa located in the gorgeous Windsor at Westside Gate Resort. Plus as our guest you get to enjoy all the amenities of the resort such as the lazy river, splash pool for the kids,2 other large pools, tennis courts, fully equipped exercise room, on site cinema, arcade games, and family restaurant The space Brand New luxury 9BR/6BA home in Windsor At WestSide! - 9 Luxurious Bedrooms (4 King, 1 Queen/Queen, 2 Twin/Full Room, 1 Twin/Twin, 1 Twin/Full Bunk Bed) , 1 Crib, sleep for 23 people - 6 Full Bathrooms - 3 Bedrooms With Private En-Suite Bath - Loft with Big Screen TV, Pool Table, and Foosball table - Gourmet Kitchen - Spacious Sitting and Dining Area - Private Pool and Spa - Free long distance phone calls to USA, Canada, and Mexico - Complementary high speed WiFi internet access in unit - Digital Cable TV included - Baby gear included (crib, high chair) - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Full sized washer and dryer included in unit - Hair dryer, ironing board & iron included - LCD TV with DVD player and Nintendo gaming console - Friendly customer support from a dedicated manager throughout your stay - Gated community with 24 hour security guard
  • *Best Deal* 8br/6ba Villa/no Back Neighb Villa/Pool/Pool Table
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    *Best Deal* 8br/6ba

    Kissimmee: Windsor At Westside: House in a gated community
    • 8 BDR
    • 1 Loft
    • 6 BA
    • Sleeps 18
    • #248915
    262.86 to 1,047.48 CAD/night Credit Card Paypal
    ** ONLY A FEW STEPS TO RESORT CLUBHOUSE!! **** Brand new luxury 8BR/6BA home in Windsor At WestSide. Steps to resort Club House. Absolutely perfect for multi-family groups, or golf groups, this property features all the comforts of home and more. Book your vacation now at this beautiful home with pool and spa located in the gorgeous Windsor at Wesside Gate Resort. Key Features Include: Brand New luxury 8BR/6BA home in Windsor At WestSide! - 8 Luxurious Bedrooms (3 King, 1 Queen, 1 Double Queen, 2 Twins Room, 1 Full Bunk Bed) - 6 Full Bathrooms - 3 Bedrooms With Private En-Suite Bath - Loft with Big Screen TV, Game Console, and Pool Table - Gourmet Kitchen - Spacious Sitting and Dining Area - Private Pool and Spa - Free long distance phone calls to USA, Canada, and Mexico - Complementary high speed WiFi internet access in unit - Digital Cable TV included - Baby gear included (baby gate, crib, high chair, stroller) - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Full sized washer and dryer included in unit - Hair dryer, ironing board & iron included - LCD TV with DVD player and Nintendo Wii gaming console - Friendly customer support from a dedicated manager throughout your stay - Gated community with 24 hour security guard - Free on site parking for up to 5 vehicles **Steps to resort Club House. Plus as our guest you get to enjoy all the amenities of the resort such as the lazy river, splash pool for the kids, 2 other large pools, tennis courts, fully equipped exercise room, on site cinema, arcade games, and family restaurant.** ** Pool Heat Fee $30 per day plus tax ** For safety reason, we don't put BBQ Grill onsite. But if you want, we can help you rent from professional company. It will be thoroughly cleaned and delivered with full propane starting at $65/wk. Other equipment rental is also available per request. *** Early check-in/ late check-out will subject to a fee of $45/hr
  • Disney World Florida Wow #1 Location, Great Vacation Rental!
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    Disney World Florida Wow

    Kissimmee: Oak Island Cove: Villa
    • 4 BDR
    • 3 BA
    • Sleeps 8
    • #213600
    205.78 to 325.26 CAD/night Credit Card Paypal
    Located very close to Disney, in fact Animal Kingdom is only 3.4 miles; while the furthest park (Universal) is approximately 20 minutes depending on traffic. Our very cozy detached single home features a very private pool and attached jet spa (heated for free upon request); 4 separate bedrooms: two master bedrooms each with king size beds and their en-suite bathrooms; 2 other bedrooms: one with a bunk bed (double on bottom and single on top) and a 4th bedroom with twin beds share the 3rd bathroom. TV's in all bedrooms with free cable; fully equipped kitchen to prepare your meals or snacks; WiFi; telephone land line with free calls in USA and Canada; 55'' TV in living room with game console. The neighborhood is a safe and tranquil residential area very close to all major attractions, restaurants and shopping malls. Our villa can easily accommodate 2 vehicles in the driveway. We recommended to rent a vehicle at the airport if you are not already using your own car. Other Things to Note a) 13.5% Florida and Osceola County Sales and Tourists tax will be added to daily rates advertised. B) Pool heat is FREE upon request during the winter months. C) Departure cleaning fee of $110 to be added for all guests D) Complimentary crib and a high chair are available in the house. E) BBQ rental is available at extra cost, please ask for details.
  • 2 Master Luxury Villa/Private Southwest Pool/Games Room/Wifi Manned Gated Resort
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    2 Master Luxury

    Kissimmee: Windsor Palms: Villa
    • 4 BDR
    • 3 BA
    • Sleeps 8
    • #208048
    199.14 to 244.28 CAD/night Credit Card Paypal
    Our Villa is situated on an oversized lot on the FABULOUS Resort-Style 24-hour gated community of Windsor Palms. This 5-star resort is just off Highway 192, about 3.5 miles from the gates of Disney. Our spacious, air-conditioned 4-bedroom, 3-bathroom villa is set in a quiet, private location. We have a private southwest facing pool, so it gets the sun all day long. Also, it does not face other pools, so lot of privacy. There are pool alarms on the doors that lead to the pool. Under our covered patio we have a table and chairs where you can have a snack while you take a dip in the pool. There are also separate lounging chairs for just laying out by the pool enjoying the sun or reading a good book. Our villa has cable TVs and ceiling fans in living and balcony/lanai area, and laundry facilities. It also has all the amenities for a perfect get-away. The Master suite 1 has a king-size bed with brand new linen, pillows and comforter, ample drawer space, TV and a walk-in closet. The ensuite bathroom comes complete with a soaker tub, walk-in shower, double sink vanity, separate toilet area with entrance to pool. The Master suite 2 has a King-size bed also with brand new mattress, linen and comforter, TV, walk-in closet, ample drawer space, and ensuite facilities including large walk-in shower, toilet and vanity. Bedroom 3 has Queen bed with built-in closet and drawer space. Bedroom 4 offers two twin beds and includes cable TV, a built-in closet and drawer space.
  • **2018 Brand New** Luxury 6br Windsor Hills Pool Villa, Only 2 Miles to Disney
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    **2018 Brand New** Luxury

    Kissimmee: Windsor Hills: Villa
    • 6 BDR
    • 4 BA
    • Sleeps 14
    • #243121
    250.92 to 609.37 CAD/night Credit Card Paypal
    LAST MINUTE DEAL AVAILABLE!! * STEP to Club House/Water Park * 2018 BRAND NEW 6 bedroom 4 bathroom 3500 sqft luxury home, located in famous Windsor Hill Resort, one of best upscale vacation home resort. It’s only 2.5 miles to Disney Theme Park and close to everywhere. It’s the BEST LOCATION! * This 6 bedroom villa has 3 KING/1 QUEEN/2 FULL/2 TWIN BED and 1 Crib. All bedrooms include large LED TVs and are beautifully themed in stylish neutral tones, making them perfect for guests of all ages. We use high quality, ultra comfortable mattresses which you can only find it in 5 stars hotel. * BEST SERVICE - this home is managed by top management company at Florida. Security and satisfaction guaranteed!! * Windsor Hills resort offers a lagoon style pool with a large water-slide, hot tub, air conditioned/heated game room, fitness center, movie theater, convenience shop, basketball courts, sand volleyball court, 3 themed playgrounds, putting green and tennis courts. It also offers discount tickets to theme parks and a shuttle service. This really is a dream home for guests sharing a perfect vacation in Orlando with family and friends, all at a fraction of the cost of staying in a typical hotel! - 6 luxurious bedrooms and a game room (3 king rooms, 1 queen room, 2 twins/full rooms) - Jump to Safety & Security: Gated community with 24 hour security guard - 65' 4K Smart LED TV in living room, 42" to 46" TV in each bedroom - Games room with pool table, Foosball and Ping-pong table - Private pool and SPA in screened lanai, with child Safety Fence. - Pool heating is an optional fee - FREE long distance phone calls to USA, Canada - FREE 75MB high speed WiFi internet access - FREE baby gear included (full size crib, high chair, stroller) - FREE on site parking - New towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Large size washer and dryer included in unit - No check in required / secure key-less entry to unit
  • Luxurious Disney Vacation home at Venetian Bay Villages
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    Luxurious Disney Vacation

    Kissimmee: Venetian Bay Villages: Townhouse in a complex
    • 3 BDR
    • 2 BA
    • Sleeps 8
    • #144604
    99.57 to 157.98 CAD/night Credit Card Paypal Star Rating
    Our luxurious town home sleeps 8 people and is equipped with all the daily amenities including state-of-the-art LCD TVs in all rooms, Jacuzzi / Jetted Bath tub, small collection of family DVDs and DVD Player, high-speed wireless/wired internet and more ! Equipped with a full kitchen and washer-dryer, this is the perfect place to come home to, after a busy day of sight-seeing. The town home is located in a Venetian-style village setting resort filled with beautiful walking trails, water fountains, swimming pools, children’s play areas, fitness center, game room & a grand theater room !
  • 3 Bedroom Condo in Windsor Hills
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    3 Bedroom Condo in Windsor

    Kissimmee: Windsor Hills: Condo
    • 3 BDR
    • 2 BA
    • Sleeps 6
    • #226556
    131.43 to 383.68 CAD/night Credit Card
    Our 3 bed/2 bath (1 king, 1 queen, 2 twins) corner luxury condo in the popular Windsor Hills complex is less then 2 miles from Disney - off of Route 192 west of I4. Nicely decorated with all amenities and all new furnishings, new kitchen appliances, in unit washer and dryer, dishwasher, cable TV along with WIFI internet, TV in master bedroom and also in second bedroom, telephone. We also have a pack-n-play, high chair, and a stroller for your use and convenience. Private screened lanai.
  • Grand Opening!! Luxury 6br Windsor Hills Pool Villa,2 Miles Disney
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    Grand Opening!! Luxury 6br

    Kissimmee: Windsor Hills: House
    • 6 BDR
    • 4 BA
    • Sleeps 14
    • #234418
    249.59 to 594.76 CAD/night Credit Card Paypal
    Welcome to this Brand New 6 Bedrooms Home At Windsor Hills Resort With Private Pool, Game Room LAST MINUTE DEAL AVAILABLE!! BRAND NEW & LUXURY ! You will definitely love this house. We have furnished the home to highest standard and choose only high-quality furniture and appliances - Because we understand how important for you to have all those comforts of home after a long day at Disney. You don't want to screw up your vacation by a cheap mattress or broken furniture. BEST LOCATION and AMENITIES Only a few minutes away from Disney, the most popular "Windsor Hills Resort" is simply the BEST combination of location and facilities. A huge Resort-Style Pool, Water Slides, Hot tub, Game Room, Tennis Court, Spa, Fitness Center, Theater Room, Basketball Court, etc. All of this is INCLUDED when you stay with us and is only a few minutes’ walk. And lots of extra services, such as discounted Disney tickets, shuttle to park, available at resort welcome center. WE PROVIDE EVERYTHING YOU NEED ! - East Facing Heated Pool and SPA in screened lanai, Our villa is one of the largest highland corner lots, far from neighborhood - 6 luxurious bedrooms with 3 KING/1 QUEEN/2 FULL/2 TWIN - Gated community with 24 hour security guard - Games Room with pool table, Foosball and Air Hockey - Large HD TV in every room - FREE high speed WiFi internet - FREE full size crib, high chair - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Laundry Room with full size washer and dryer, iron table - For Senior Guests: Bedroom on first floor with super comfortable mattress - Easy check in with secure key-less entry - Pool heating is an optional fee 5 STAR SERVICES. Our vacation home is professionally managed by the top Property Management Company in Windsor Hills Resort. We spend more money to get you the BEST service. Because you are our guests, we care about your vacation and we want you to be 100% satisfied with our vacation home. SAFETY & SATISFACTION GUARANTEED ! As full-time vacation home owners, we have been in this business for many years with hundreds of happy guests and 100% positive reviews. We know what you need and we care about what you think. Book from us, your satisfaction is guaranteed!
  • Windsor Hills 6-Bed Pool Home at Disney's Doorstep
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    Windsor Hills 6-Bed Pool

    Kissimmee: Windsor Hills: House
    • 6 BDR
    • 4 BA
    • Sleeps 14
    • #231083
    249.59 to 515.11 CAD/night Credit Card Paypal Star Rating
    Spread out and enjoy your very own sunny 6-bedroom, 4-bathroom pool home in the 5-star Windsor Hills Resort. Best of all, Windsor Hills resort is the newest and closest resort community to the Walt Disney World, only 2 miles away. With charming, elegant design and decor, this luxurious home accommodates 14 people plus crib and playpen for a couple of small children in spacious, air conditioned comfort. It is ideal for sharing with your extended family and friends. This villa features: (1) 6 bedrooms each with premium furniture, ceiling fans, and digital cable TV (2) 4 bathrooms with hair dryers and plenty of towels (3) Spacious family room with entertainment center, Sony Playstation II, Stereo, DVD player (4) Formal living room (5) Fully-equipped kitchen with all appliances and plenty of cookware. Refrigerator with water/ice maker, smooth top range, oven, microwave, dishwasher, coffee maker, toaster. (6) Breakfast table next to kitchen and breakfast bar (7) Separate elegant dining room with 8-seat dining table (8) Cloth washer and dryer, vacuum cleaner, iron, linens, towels, hairdryers (9) Free WiFi, free phone calls to US and Canada (10) Game room complete with a pool table, a ping-pong table, football table, etc. (11) Large private screened pool and hot spa, with covered lanai, extended decking. Make sure you spend some of your vacation outside in the sparkling pool and bubbling spa, sit in the sun on the deck loungers, or have an afternoon tea under the shaded lanai to experience some Florida lifestyle. You and your family can have hours of fun outside and take home hundreds of happy memories under the sun. This villa is located in the heart of Orlando Disney area, close to everything. Many restaurants and shops are within 1 mile of the villa. Groceries, medical clinics, pharmacy are all within minutes. - 30 Mins - Orlando International Airport - 2 Mins - Highway 192 (Tourist Corridor) - 2 Mins - Many restaurants and shops - 3 Mins – Supermarket, Target, Publix, Walmart, pharmacy - 4 Mins - Walt Disney World Orlando - 5 Mins - Golf Course - 10 Mins - Cypress Gardens Adventure Park - 16 Mins - Sea World - 20 Mins - Universal Studios and Islands of Adventure - 55 Mins - Busch Gardens - 55 Mins - Gulf Coast Beaches (west & east) - 1 hour - Kennedy Space Center - 1 hour - Atlantic Beaches Golf lovers: There are many championship golf courses in the immediate area: Greg Norman’s development, Champions Gate, the fabulous PGA teaching courses at Orange County National. Disney courses: Magnolia, Palms and Osprey Ridge and Mystic Dunes (right next door to Windsor Hills!) This villa includes free access to all the resort-style amenities that Windsor Hills Resort has to offer. Windsor Hills is a gated resort with 24 hour security. It is filled with family fun, including a huge Olympic-size pool, designed to resemble a tropical lagoon, big hot spa and sundecks. Kids will love sliding down the 2-story high water slide or running through the splash-pad. The multi-million-dollar clubhouse has a video game arcade, pool table, ping-pong and other game tables, fitness center, a movie theatre, internet cafe, huge comfortable lounges, and a sundry shop. Windsor Hills has 2 tennis courts, a volleyball court, basketball court, also features a putting green and a the castle-themed kids’ playground too. Come and give your family the vacation of a lifetime when you stay at this fabulous villa!
  • Lake View New Luxury Pool Villa with 5 En-Suite, 2 Miles to Disney
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    Lake View New Luxury Pool

    Kissimmee: Windsor Hills: Villa in a gated community
    • 5 BDR
    • 5 BA
    • Sleeps 12
    • #243427
    237.64 to 596.09 CAD/night Credit Card Paypal
    This NEWLY RENOVATED 5 bedroom 5 bathroom (All En-suites!!) 3000 sqft luxury home is located in famous Windsor Hill Resort, one of best upscale vacation home resort. It’s only 2.5 miles to Disney Theme Park and close to everywhere. It’s the BEST LOCATION. BRAND NEW furniture and appliance in 2018!! This 5 bedroom villa has 3 KING ROOM/1 FULL&TWIN ROOM/1 TWIN&TWIN BEDROOM and 1 Crib. All bedrooms include large LED TVs and are beautifully themed in stylish neutral tones, making them perfect for guests of all ages. We use high quality, ultra comfortable mattresses which you can only find it in 5 stars hotel. Our home is at one of the few premium location in Windsor Hills with beautiful green view, no rear neighbors. Private east-facing heated pool and SPA in screened lanai. Windsor Hills resort offers a lagoon style pool with a large water-slide, hot tub, air conditioned/heated game room, fitness center, movie theater, convenience shop, basketball courts, sand volleyball court, 3 themed playgrounds, putting green and tennis courts. It also offers discount tickets to theme parks and a shuttle service. This really is a dream home for guests sharing a perfect vacation in Orlando with family and friends, all at a fraction of the cost of staying in a typical hotel! - 5 luxurious bedrooms(en-suite) and a game room (3 king rooms, 1 twin/twin room, 1 twin/full room) - Safety & Security: Gated community with 24 hour security guard - 65' Smart 4K LED TV, HDTV in every room, XBox One Game Console - Games room with pool table, Foosball and Air Hockey - Private heated pool and SPA in screened lanai - Pool heating is an optional fee - FREE long distance phone calls to USA, Canada - FREE 75MB high speed WiFi internet access - FREE baby gear included (full size crib, high chair, stroller) - FREE on site parking - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Large size washer and dryer included in unit - No check in required / secure key-less entry to unit - Our vacation home is managed by top property management company in Florida. To make your vacation as smooth as possible, below are some additional services to help provide both necessities and some luxury items that you may enjoy: Concierge, Hire Equipment, Grocery Delivery, Party Planning, Weddings, Private Chef, babysitting, Transportation
  • 5 Bed, 3 Bath Emerald Island Villa with Pool, Spa and Games Room
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    5 Bed, 3 Bath Emerald

    Kissimmee: Emerald Island: Home
    • 5 BDR
    • 3 BA
    • Sleeps 12
    • #102046
    225.69 to 331.90 CAD/night Paypal
    Spacious luxury 5 bed, 3 bath pool/spa villa + games room (7ft pool table, air hockey and Foosball table + cable TV) located on exclusive Emerald Island Resort. Just 3 miles and 5 minutes from Disney, 2 minute drive from shops, supermarkets and restaurants. Guests have full use of all resort facilities including club house with concierge, lounge with WI-FI, Internet cafe, air-conditioned gym, pool with Tiki Hut Bar for poolside drinks and snacks, games arcade, tennis courts, volleyball court, 2 children's play areas. Villa has 2 beautiful family rooms and dining area + large kitchen. Portable crib, high chair and stroller available for guest's use. Free international calling and free in- home wireless internet.
  • Villa  in Lindfields Reserve Book Now!
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    Villa in Lindfields

    Kissimmee: Lindfields: Home
    • 3 BDR
    • 3 BA
    • Sleeps 6
    • #238350
    173.92 to 203.12 CAD/night Credit Card Paypal Pet Friendly
    Ultimate fully furnished vacation home. This perfect courtyard style villa is a 10 minute drive to the main entrance of Disney. There are only 16 units in the gated community of Lindfields Reserve all designed for perfect vacations. The private pool, hot tub and pool deck are the center piece to the surrounding 3 bedrooms, 3 bathrooms, spacious living room, kitchen and separate dining room. Open the sliding glass doors to expand your space for ultimate entertaining and fun!
  • Pool View at Windsor Hills Only 2 Miles from Disney
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    Pool View at Windsor Hills

    Kissimmee: Windsor Hills: Condo
    • 3 BDR
    • 2 BA
    • Sleeps 6
    • #239241
    157.98 to 436.78 CAD/night Credit Card
    Windsor Hills is one of the greatest gated community located within the heart of Orlando’s premier tourist attractions which is less then 2 miles from Disney. Windsor Hills boasts the closest proximity to Central Florida's theme parks. Windsor Hills has all the amenities of a Five Star Hotel or Resort and is a great family oriented resort close to many restaurants. About 30 mins from Orlando airport and Universal Studios.
  • Family Deluxe 3bd Condo Apartment@ Disney & Universal
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    Family Deluxe 3bd Condo

    Kissimmee: Villas at Island Club: Apartment in a complex
    • 3 BDR
    • 3 BA
    • Sleeps 6
    • #248461
    118.16 to 238.97 CAD/night Credit Card Paypal Pet Friendly
    This is a fabulous 3 bedroom 3 bath condo apartment located in a gated community of Villas Of Island Club. This condo comes fully furnished, high ceilings, spacious living and dining area, galley kitchen with breakfast bar, large walk in closets in each room, large master bedroom has private bathroom and patio that leads out to the rear of the property. It's located on second floor very spacious lots of light with community pool, tennis courts, grill, gym, etc. The space You will love this second floor condo close to all Disney theme parks, restaurants, shops and supermarkets. Suitable for business people, families, couples and friends, this is a superb location to enjoy all the activities Orlando has to offer. PETS ARE ALLOWED ON REQUEST. THERE WILL BE ONE TIME PET FEE OF $120. THIS IS A NON SMOKING PROPERTY.
  • A Bit of Disney World Paradise Aka Villas at Seven Dwarfs Lane!
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    A Bit of Disney World

    Kissimmee: The Villas at Seven Dwarfs Lane: Townhouse in a gated community
    • 4 BDR
    • 4 BA
    • Sleeps 8
    • #204779
    165.95 to 179.23 CAD/night Credit Card Paypal
    HERE you will find yourself to be at the center of the magical and enchanting fun capital of Florida with its endless list of attractions, restaurants, and family activities with all the major amusement parks just minutes away Freshly painted interior, NEW laminate flooring, NEW porcelain tiled baths, NEW beds with NEW mattresses. The majority of other furnishings have also been replaced including NEW Refrigerator and NEW front loading Washer and Dryer. Modern LED HDTV’s in all bedrooms and a large HDTV in the Living room with 250 channels of news, sports and entertainment at your fingertips. A Bluray/DVD player is also provided. The townhouse is provided with linens, towels, hair dryers, iron, ironing board, kitchen utensils (pots/pans/dishes/cutlery), toaster, coffeemaker, kettle, etc. There are no nickel and dime extras to be imposed upon your stay (other than a cleaning fee if your stay is less than a week). Resort facility use is FREE, Television is FREE, Telephone service throughout the United States and Canada is FREE. Wireless Internet service is FREE. Parking is FREE. The Resort offers a huge beautiful swimming pool (heated), a hot tub, a play area for children, tennis, basketball, beach volleyball and bocce ball courts. There is a small lake for fishing. Paddle boats should be available by Spring and a splash pad is scheduled for the Summer. The Clubhouse has a gym, a games arcade and pool tables. Security guards on duty 24/7 at this beautiful gated community. Trip Advisor currently ranks Villas at Seven Dwarfs Lane at #11 of 51 resorts. For location, convenience and atmosphere, it's absolutely ideal. Contact us for any additional assistance or information you may require.
  • New. 9br Luxury Pool Villa in Windsor at Westside Resort
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    New. 9br Luxury Pool Villa

    Kissimmee: Windsor At Westside: House
    • 9 BDR
    • 1 Loft
    • 6 BA
    • Sleeps 22
    • #247640
    304.02 to 1,047.48 CAD/night Credit Card Paypal
    Remarkable Home with 9 BR Pool/SPA/Game, Nearby Disney Brand new luxury 9BR/6BA home in Windsor At WestSide. Absolutely perfect for multi-family groups, or golf groups, this property features all the comforts of home and more. Book your vacation now at this beautiful home with pool and spa located in the gorgeous Windsor at Wesside Resort. Key Features Include: - 9 luxurious bedrooms (4 king rooms-1 with crib, 1 queen/queen room, 3 twin/full rooms, 1 twin/twin room) - Jump to Safety and Security: Gated community with 24 hour security guard, plus in-house alarm system connected to security company - 120" HD Projector in Loft and Living Room with 65 inch Smart LED TV - Games room with pool table, Foosball and Air Hockey - Private heated pool (extended size) and SPA in screened lanai - FREE long distance phone calls to USA, Canada - FREE high speed WiFi internet access in unit - FREE baby gear included (full-size crib, high chair) - FREE on site parking - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Full sized washer and dryer included in unit - No check in required / secure key-less entry to unit ** Pool Heat Fee $30 per day plus tax ** For safety reason, we don't put BBQ Grill onsite. But if you want, we can help you rent from professional company. It will be thoroughly cleaned and delivered with full propane starting at $65/wk. Other equipment rental is also available per request. *** Early check-in/ late check-out will subject to a fee of $45/hr
  • *Best* 6 Br Luxury Villa at Windsor Hills Resort/2 Miles to Disney
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    *Best* 6 Br Luxury Villa

    Kissimmee: Windsor Hills: Villa
    • 6 BDR
    • 4 BA
    • Sleeps 14
    • #243124
    250.92 to 609.37 CAD/night Credit Card Paypal
    * Last minute Deal available! * Only One Neighbour beside, Super Privacy! * Night view of Disney Firework. This NEWLY RENOVATED 6 bedroom 4 bathroom 3500 sqft luxury home is located in famous Windsor Hill Resort, one of best upscale vacation home resort. It’s only 2.5 miles to Disney Theme Park and close to everywhere. It’s the BEST LOCATION. This 6 bedroom villa has 3 KING/1 QUEEN/2 FULL/2 TWIN BED and 1 Crib. All bedrooms include large LED TVs and are beautifully themed in stylish neutral tones, making them perfect for guests of all ages. We use high quality, ultra comfortable mattresses which you can only find it in 5 stars hotel. BEST SERVICE - this home is managed by top management company at Florida. Security and satisfaction guaranteed!! Windsor Hills resort offers a lagoon style pool with a large water-slide, hot tub, air conditioned/heated game room, fitness center, movie theater, convenience shop, basketball courts, sand volleyball court, 3 themed playgrounds, putting green and tennis courts. It also offers discount tickets to theme parks and a shuttle service. This really is a dream home for guests sharing a perfect vacation in Orlando with family and friends, all at a fraction of the cost of staying in a typical hotel! - 6 luxurious bedrooms and a game room (3 king rooms, 1 queen room, 2 twins/full rooms) - Jump to Safety & Security: Gated community with 24 hour security guard - 65' 4K Smart LED TV in living room, 42" to 46" TV in each bedroom - Games room with pool table, Foosball and Ping-pong table - Private pool and SPA in screened lanai, with child Safety Fence. - Pool heating is an optional fee - FREE long distance phone calls to USA, Canada - FREE 75MB high speed WiFi internet access - FREE baby gear included (full size crib, high chair, stroller) - FREE on site parking - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Large size washer and dryer included in unit - No check in required / secure key-less entry to unit
  • **Brand New Design** 9br Luxury Pool Villa/Pool Table
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    **Brand New Design** 9br

    Kissimmee: Windsor At Westside: House
    • 9 BDR
    • 1 Loft
    • 6 BA
    • Sleeps 22
    • #247639
    304.02 to 1,047.48 CAD/night Credit Card Paypal
    Remarkable Home with 9 BR Pool/SPA/Game, Nearby Disney Brand new luxury 9BR/6BA home in Windsor At WestSide. Absolutely perfect for multi-family groups, or golf groups, this property features all the comforts of home and more. Book your vacation now at this beautiful home with pool and spa located in the gorgeous Windsor at Wesside Resort. Key Features Include: - 9 luxurious bedrooms (4 king rooms-1 with crib, 1 queen/queen room, 3 twin/full rooms, 1 twin/twin room) - Jump to Safety and Security: Gated community with 24 hour security guard, plus in-house alarm system connected to security company - 120" HD Projector in Loft and Living Room with 65 inch Smart LED TV - Games room with pool table, Foosball and Air Hockey - Private heated pool (extended size) and SPA in screened lanai - FREE long distance phone calls to USA, Canada - FREE high speed WiFi internet access in unit - FREE baby gear included (full-size crib, high chair) - FREE on site parking - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Full sized washer and dryer included in unit - No check in required / secure key-less entry to unit ** Pool Heat Fee $30 per day plus tax ** For safety reason, we don't put BBQ Grill onsite. But if you want, we can help you rent from professional company. It will be thoroughly cleaned and delivered with full propane starting at $65/wk. Other equipment rental is also available per request. *** Early check-in/ late check-out will subject to a fee of $45/hr
  • Great Villa on a Gated Community with Pool and Spa, Close to Attractions
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    Great Villa on a Gated

    Kissimmee: Crystal Cove: Villa in a gated community
    • 4 BDR
    • 3 BA
    • Sleeps 8
    • #207543
    179.23 to 252.24 CAD/night Credit Card Paypal Star Rating
    This villa has everything you need for a memorable vacation. Decorated to a high standard, each bedroom has a flat screen TV and there is also WiFi and a DVD player. Large kitchen is fully equipped and the villa has a washer and a dryer for your laundry needs. The Master bedroom has a king size bed and the large en suite bathroom is very impressive. The walk in closet has lots of space for your convenience. The second bedroom has a queen bed and an en suite bathroom, the third bedroom has a queen bed and a shared bathroom with the fourth bedroom which has twin beds. There are 2 dining areas, the nook table can seat 4 and the dining table can seat 6 and there is also 2 breakfast bar stools. There is plenty of seating in the screened in pool area with 4 loungers and a patio table with 6 chairs. The pool and spa are a great treat after a long day and they can be heated in the cooler months. Guests can also enjoy a large clubhouse which is directly across the road from the villa, featuring resort-style pool, fitness center, kitchen and game room. We supply a card key for the clubhouse entrance. Disney is only a 15 minute ride and Seaworld is approximately 30 minutes. Only 5 minutes to highway 192 where you will find lots of restaurants and stores.
  • Luxury 6br Windsor Hills Pool Villa,2 Miles Disney
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    Luxury 6br Windsor Hills

    Kissimmee: Windsor Hills: House
    • 6 BDR
    • 4 BA
    • Sleeps 12
    • #244184
    250.92 to 609.37 CAD/night Credit Card Paypal
    Welcome to this Brand New 6 Bedrooms Home At Windsor Hills Resort With Private Pool, Game Room LAST MINUTE DEAL AVAILABLE!! BRAND NEW & LUXURY ! You will definitely love this house. We have furnished the home to highest standard and choose only high-quality furniture and appliances - Because we understand how important for you to have all those comforts of home after a long day at Disney. You don't want to screw up your vacation by a cheap mattress or broken furniture. BEST LOCATION and AMENITIES Only a few minutes away from Disney, the most popular "Windsor Hills Resort" is simply the BEST combination of location and facilities. A huge Resort-Style Pool, Water Slides, Hot tub, Game Room, Tennis Court, Spa, Fitness Center, Theater Room, Basketball Court, etc. All of this is INCLUDED when you stay with us and is only a few minutes’ walk. And lots of extra services, such as discounted Disney tickets, shuttle to park, available at resort welcome center. WE PROVIDE EVERYTHING YOU NEED ! - East Facing Heated Pool and SPA in screened lanai, Our villa is one of the largest highland corner lots, far from neighborhood - Pool heating is an optional fee - 6 luxurious bedrooms with 3 KING/1 QUEEN/2 FULL/2 TWIN - Gated community with 24 hour security guard - Games Room with pool table, Foosball and Air Hockey - Large HD TV in every room - FREE high speed WiFi internet - FREE full size crib, high chair - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Laundry Room with full size washer and dryer, iron table - For Senior Guests: Bedroom on first floor with super comfortable mattress - Easy check in with secure key-less entry 5 STAR SERVICES. Our vacation home is professionally managed by the top Property Management Company in Windsor Hills Resort. We spend more money to get you the BEST service. Because you are our guests, we care about your vacation and we want you to be 100% satisfied with our vacation home. SAFETY & SATISFACTION GUARANTEED ! As full-time vacation home owners, we have been in this business for many years with hundreds of happy guests and 100% positive reviews. We know what you need and we care about what you think. Book from us, your satisfaction is guaranteed!
  • Peaceful and Serene Setting
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    Peaceful and Serene

    Kissimmee: Lindfields: House
    • 5 BDR
    • 2 BA
    • Sleeps 12
    • #7884
    205.78 to 292.07 CAD/night Credit Card Paypal
    Our home is situated on a small lake with a natural preserve behind that. We have a over sized pool which I have not seen any close to its size down here. The back of the house will have you wanting to spend all your time there and you may decide to skip the parks entirely. We also offer a Large Plasma TV in the family room and a LCD TV in each of the bedrooms. A computer with Internet access and free phone calls to the USA and Canada give you all the amenities of your own home. The size of the home is ideal for 2 or 3 families (sleeps 12) and has vaulted ceilings throughout for added spaciousness. The family room has a 27 inch TV, VCR and cable. The adjoining kitchen is modern and fully equipped. There are TVs in 2 of the other bedrooms. You can enter the pool area from the master suite, family room and full bath. The pool has a Jacuzzi which cascades into an oversized and illuminated pool which is 18 x 38 feet. A gas BBQ grill is located off of the lanai. There is a security alarm for the patio doors to the pool.
  • Lake View Villa - WITH KIDDIE POOL
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    Lake View Villa - WITH

    Kissimmee: Crescent Lakes: Villa
    • 7 BDR
    • 1 Den
    • 4 BA
    • Sleeps 16
    • #201890
    326.59 to 358.45 CAD/night Credit Card Paypal
    This 7 bedroom home offers everything you need and more... once you have booked with Owner direct you will be talking with the owner of this home who will offer every assistance possible to make your vacation just right... WE LOVE FLORIDA AND WE WANT YOU TO ENJOY IT AS MUCH AS WE DO **THIS HOME HAS A KIDDIE POOL AND EXTRA LARGE SPA Free Local, Long Distance & International Calls, Pool, Extra Large Jacuzzi / Spa with separate Kiddie Pool, Deep cushioned Patio Furniture, TV's in all bedrooms, iDock (iPod Docking Station) TV, Nintendo Wii & PlayStation2 with games in Snug room , Games Room with Pool, Air Hockey and Foosball, Baby package, including Cots/Cribs, Highchairs, Strollers and Stairgates- all free, Safe (free of charge), Pool safety fence, Alarms on all doors leading to pool, Board games, ..... and lots of additional extras. Crescent Lakes is great for families, as there are basketball/volleyball courts, children's play areas, and BBQ areas. Shops, restaurants and supermarkets are less than five minutes away. Twenty minutes to the majority of Orlando's attractions, including Disney World, Sea World, and Universal Studios. Ten minute drive to several golf courses. Crescent Lakes is adjacent to a nature preserve.
  • Venetian Bay Villages - Modern 3br 2ba, Master Suite Groundfloor, Gated Resort,
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    Venetian Bay Villages

    Kissimmee: Venetian Bay Villages: Townhouse in a gated community
    • 3 BDR
    • 2 BA
    • Sleeps 8
    • #243532
    112.85 to 197.81 CAD/night Credit Card
    This MODERN 3BR 2BA Townhome is located within the gated Vacation Resort "Venetian Bay Villages" just minutes to Shopping and Dining (THE LOOP MALL with Movie Theater - only 5min drive) and close to all Major Attractions When entering your home you will find an open living, dining area and open, fully equipped kitchen for your use. For your entertainment there is FREE WIFI Internet (HighSpeed) and a Smart TV, so you can watch all your favorite shows including NETFLIX & HULU The MASTER SUITE with private bath including a SOAKER TUB is conveniently located on the GROUNDFLOOR. The other 2 bedrooms are located upstairs together with a shared bath with a shower/tub combo. For your convenience there is a separate sink vanity right outside the bathroom as well Bedroom Configuration: - Master QUEEN Bed Room, private bath with Jetted Tub - Downstairs!, ceiling Fan - QUEEN bed room, ceiling Fan - BUNK BED - Single Upper and Full Lower + SINGLE BED, ceiling fan SLEEPER Sofa (DOUBLE) in Living room. AIR CONDITIONING (Air Conditioning / Heating) and Free Wifi Internet throughout the house. VENETIAN BAY VILLAGE offer lots of amenities for our guests: *Gated, Security Guard *Clubhouse *Multiple Pools *24h Fitness Center *Tennis, Basket Ball *Playgrounds PARKING: NO RV's, Trailers, Boats, Commercial Vehicles or similar are allowed at the Resort.
  • 4BR 3BA Pool Home, Free Hot Tub, 2 Master Suites, Game
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    4BR 3BA Pool Home, Free

    Kissimmee: Oak Island Cove: Villa
    • 4 BDR
    • 3 BA
    • Sleeps 8
    • #245916
    165.95 to 277.47 CAD/night Credit Card
    NEW. Be the First to REVIEW. Great 4BR 3BA Single Family Home with 2 Master Suites, Air-conditioned Games Room and private Pool and FREE Hot Tub  Come and Stay at this Ultimate Vacation Home with 2 Master Suites, Air-conditioned Games Room, private Pool and a Hot Tub (Hot Tub included in Rent) Enjoy the spacious open layout of the kitchen - dining - living room area. Bedroom Configuration: 1 Master KING bedroom, TV, ensuite Bath with walk-in shower 1 Master KING bedroom, TV, ensuite Bath with walk-in shower 2 TWIN bedrooms, TV's with a shared bathroom The private Games Room comes with a Billiard and Foosball Table. For the "Little" ones there is a High Chair and Pack'n Play and a Stroller for your use. *Parking Restrictions: No RV's, Campers, Trailers, Boats, Commercial Vehicles, no garage **No Parties are allowed at this home, please respect your neighbors ***Pool Heat can be added at an additional charge, HOT TUB included
  • Killarney Way!
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    Killarney Way!

    Kissimmee: Compass Bay: Townhouse in a gated community
    • 4 BDR
    • 4 BA
    • Sleeps 8
    • #233640
    155.33 to 155.33 CAD/night Credit Card
    Located in the heart of Disney World Area. Shops, Outlets, Major Parks and Restaurants are within a short distance by car. At the clubhouse you can enjoy a swimming pool and there is also a playground for the kids. Entrance to the complex is gated - password specific for your safety.
  • 4 bedrooms Townhouse Close to Disney World.
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    4 bedrooms Townhouse Close

    Kissimmee: Fiesta Key: Townhouse
    • 4 BDR
    • 4 BA
    • Sleeps 8
    • #143905
    159.31 to 172.59 CAD/night Paypal Star Rating
    Why stay in a hotel when you can have more space and your own privacy, this home is fully equipped with all your need to complete your vacation with a home away from home accommodation. 3.5 miles away from Walt Disney World main gate, close to all attractions, restaurant, shopping and golf course.
  • Air-Conditioned Game-Room, South-Facing Pool/Spa, 3 Miles to Disney
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    Air-Conditioned Game-Room

    Kissimmee: Emerald Island: Villa in a gated community
    • 7 BDR
    • 5 BA
    • Sleeps 16
    • #201533
    318.62 to 564.23 CAD/night Credit Card Star Rating
    3 Miles from Disney in exclusive Emerald Island gated resort community * Air-conditioned game room with pool table, air hockey, foosball and large screen TV * 7 bedrooms, 4.5 bathrooms * 2 Master suites with King size beds, 2 Queen Bedrooms and 3 themed kids rooms * Large 40' x 23' pool area * South facing pool deck * Deep 40' x 10' screened lanai with fans * No per person charge * Free supply of gas for the grill * High quality linens and towels provided * Free secure wired/wireless internet * Free phone calls within US and to many countries* Full-size crib and an extra Pack ‘n Play* Large LCD TVs in every bedroom, family room and game room (9 total) * Wii with many games * Video Games and books * Kids movie library * 24x7 Monitored Security * Accommodates up to 16 guests comfortably * Fully equipped kitchen * Separate Family and Living Rooms * Close to many golf courses and shopping centers * Discounts for last minute and multi-week stays
  • Lake Front / Minutes to Disney
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    Lake Front / Minutes to

    Kissimmee: Sunset Lakes: House
    • 4 BDR
    • 2 BA
    • Sleeps 10
    • #129578
    208.43 to 219.05 CAD/night Credit Card Star Rating
    This is a spacious lake front home located in an upscale gated community. It comfortably sleeps up to 10 people. There is a private screened pool and a game room. There is free password protected WiFi. It is conveniently located just minutes from Walt Disney World, Universal Studios, and all other major attractions. There are many restaurants and shops just a few blocks away. There is a fishing dock and children's playground within the community.
  • Any Closer to Disney & You'll Need a Parking Pass!
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    Any Closer to Disney &

    Kissimmee: Emerald Island: House
    • 6 BDR
    • 4 BA
    • Sleeps 14
    • #11772
    245.61 to 302.69 CAD/night Paypal
    Just 2 short side-roads to Disney, you get to the parks or back in less than 10 minutes regardless of traffic! South-facing pool with a wooded conservation area, not another house, behind you. Child-friendly with games, toys, and interactive Disney furnishings. Clubhouse privileges with high-speed internet PC's, arcade games room, wireless internet, tennis courts, volleyball court, sauna and exercise room. Built by experienced Disney area owners, the house is well-maintained and carefully managed. Enjoy your Disney vacation! Sauna, exercise room and spa 200 yards away in the Clubhouse. South facing private pool with wooded backyard; no back-to-back houses. Gated community, with club-house with a community pool, spa, sauna, exercise room, internet connected computers, and lounge area. Within the complex are volleyball courts, barbeque areas and a children's 'tot-lot' for safe play in the sunshine. Emerald Island also has lots of refreshing walks and nature paths with abundant local foliage.
  • Minutes from Disney, comfortable and spacious, ideal location!
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    Minutes from Disney

    Kissimmee: Villas at Island Club: Condo in a complex
    • 3 BDR
    • 2 BA
    • Sleeps 8
    • #94222
    131.43 to 157.98 CAD/night Credit Card Paypal Star Rating
    This is the perfect place for your vacation. Suitable for families or adults wanting a fantastic location near to all the amenities but in a peaceful setting. Everything you need is here to relax and enjoy your visit, only minutes from the theme parks and with plenty to occupy you when you are having a relaxing day. You wont be disappointed.
  • Easy Reach of all the Major Theme Parks, Attractions, Malls, Outlets and Airport
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    Easy Reach of all the

    Kissimmee: Seasons FL: Villa
    • 4 BDR
    • 3 BA
    • Sleeps 8
    • #203936
    151.35 to 192.50 CAD/night Credit Card Star Rating
    This is the perfect place to relax after a busy day at the parks. You can recharge by the heated private, screened pool and enjoy the comfortable pool furniture on the large deck area. The pool deck is provided with a removable safety fence and alarmed doors for added protection of the young ones. The fully air conditioned house is beautifully furnished and fully equipped to cater for all your family’s needs. There is upgraded cable T.V., a DVD player, C.D. Player and a Play Station with games. The garage has been turned into a games room with a pool table, air hockey, dartboard. The laundry facilities are within the games room. In the games room there is a selection of board games and books for you to enjoy. This house has two master bedrooms with en-suites which makes it ideal for two families sharing. The pool backs onto a fenced area to the rear and either side and there have been privacy panels erected so guests will have the ultimate privacy. There are padded chairs and a table on the deck so you can kick back and have a cool refreshing drink poolside or stretch out on one of the padded sunloungers. There are also umbrellas to help shade you if the sun gets a little too warm.
  • Luxury 5 Bedroom  Villa with Pool, Games Room, Free Internet!  5 Mins to Disney
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    Luxury 5 Bedroom Villa

    Kissimmee: Indian Creek: Villa
    • 5 BDR
    • 3 BA
    • Sleeps 10
    • #129740
    185.86 to 185.86 CAD/night Paypal Star Rating
    This beautiful villa 3.5 miles to Walt Disney World Resort area offers a wonderful vacation home in the perfect location. Executive style villa is fully refurbished, newly painted,new carpets,fresh new bed linen and towels, is decorated to a high standard with full laundry facilities. Spacious fully air conditioned and easily sleeps 12 guests. Open plan living/dining area, vaulted ceiling,sky lights, kitchen with breakfast bar and separate kitchen nook. Private screened pool/lanai with ample pool furniture to help you relax after a full day of sightseeing and shopping. FREE CALLS TO US & CANADA The villa is located in the Indian Creek community off US192 (see #36 on Sector Map)and is perfectly situated for shopping, dining and all major attractions the Orlando/Kissimmee and Walt Disney Resort areas offer. The Indian Creek on-site community includes - tennis courts, children's fully equipped play area, putting green, multi-purpose court, basketball courts, and multi-purpose playing field. Golf: The villa is a short drive to Orange Lake Country Club, Disney Courses, Magnolia Palm, Osprey Ridge, Mystic Dunes and numerous courses within a 45 minute drive.
  • Luxury Superior 3bd Pool Home@ Disney & Universal
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    Luxury Superior 3bd Pool

    Kissimmee: Indian Point: House
    • 3 BDR
    • 2 BA
    • Sleeps 8
    • #243315
    139.40 to 264.19 CAD/night Credit Card Paypal Pet Friendly
    This home rental features a private outdoor pool and full kitchen with a dishwasher. Free Wi-Fi and 50-inch flat-screen TV with cable, DVD player and Playstation for family entertainment is featured in each house. In-unit laundry facilities are also available for added convenience. This is a lovely 3BD House with Private Pool and is good to accommodate up to 8 people. This vacation home rental has a wonderful open layout with plenty of room for resting and entertaining. The large master suite has soaring ceilings and huge bathtub for a great relaxing soak. 2 other bedrooms are spaciously comfortable. This home has a Private swimming pool with massive lanai perfect for resting and relaxing. This holiday home has easy access to Disney, Universal Studios and SeaWorld. Restaurants, Grocery Stores, Pubs, Shopping and Golf minutes away. This house features 2 bathrooms. The unit is air-conditioned and free parking is available on site. THIS IS A NON SMOKING PROPERTY. PETS ARE ALLOWED ON REQUEST. THERE WILL BE ONE TIME PET FEE OF $120
  • Amazing Pool Villa, 4 Master Suites, Oversized Pool Deck, Gated Resort
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    Amazing Pool Villa, 4

    Kissimmee: BellaVida: House in a gated community
    • 4 BDR
    • 1 Loft
    • 1 Den
    • 4 BA
    • Sleeps 11
    • #231377
    211.09 to 290.74 CAD/night Credit Card
    ULTIMATE VACATION HOME GETAWAY - AMAZING POOL HOME WITH 4 MASTER SUITES, LOCATED IN GATED VACATION RESORT "BELLA VIDA", CLOSE TO ALL ATTRACTIONS, SHOPPING AND DINING This Spacious Luxury Home home sleeps 11 people in comfort. After a fun filled day what better way to unwind than by or in the large Pool & Spa (both GAS Heated) the enormously oversized deck complete with ample pool furniture and coverd lanai for outdoor dining. Great conservation area to the rear for added privacy. The family room consists of sumptuous leather sofas and large flat screen TV complete with Netflix so you can choose from 100s of free movies. A well-appointed kitchen fit for the most discerning chef and breakfast bar. Dining table overlooking the pool and conservation area. BED ROOM CONFIGURATION: 1 Master KING bedroom 1 Master QUEEN Bedroom with two Queen sized beds 1 MASTER TWIN Bedroom with twin beds, MICKEY Theme. 1 Master QUEEN Bedroom on the ground floor All the bedrooms have flat screen TVs and their own bathrooms. Upstairs hallway features a Day Bed as well. For the "little ones" there is a stroller, high chair, playpen and baby gate for the stairs Free Wi-Fi, Free calls to the all of USA and Canada, Wii games system. "BELLA VIDA RESORT" AMENITIES: *Gated *6,700 ft² grand clubhouse *over 15 acres of lakes *communal pool *Volley ball *Kids play area *and much more
  • 4br/3ba, Renovated, Executive Villa with Spa, Must See, 10 Min. From Disney
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    4br/3ba, Renovated

    Kissimmee: Cumbrian Lakes: Villa in a gated community
    • 4 BDR
    • 4 BA
    • Sleeps 8
    • #207113
    146.04 to 375.71 CAD/night Paypal Star Rating
    Located in the quiet gated community of Cumbrian Lakes. Exclusive 4 bedrooms and 3 full bathrooms, including en-suite in the master bedroom. Can accommodate groups sleeping 8 guests. The master bedroom features a luxurious King size bed with private bath and shower, his and hers walk in closet. The second bedroom has also a beautiful King bed that has its own full bathroom. The third bedroom has an elegant Queen bed that shares a Jack and Jill washroom with the fourth bedroom that has two twin beds decorated with Mickey. You have a formal dining room and sitting area with kitchen and living area open space concept, leading to the patio pool area and your covered lanai. There are flat screen TV`s in all the bedrooms and family room. In your home there is lots of amenities offered. The full size kitchen offers modern appliances, dishwasher, microwave coffee maker, etc ... There is a full washer and dryer. You have cable TV, DVD, blueray, stereo music system, ps2 playstation, multiple choice of movies and board games. That`s not all... Professional pool table, air hockey and foosball in the game room. Free high speed internet and long distance calls to the USA, Canada and Mexico as well. This 4 bedroom Florida vacation home is located just a few miles from Walt Disney World Resort, Universal Studio, Worlds of Discovery Sea World, Aquatica and Discovery Cove. A 45 minutes drive to Daytona Beach. I also have a 7bd/7ba home listed on Owner direct with listing #210103.
  • Luxury 7 Bed Villa Only 5 Minutes Drive from Disney.
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    Luxury 7 Bed Villa Only 5

    Kissimmee: Emerald Island: Executive style house
    • 7 BDR
    • 5 BA
    • Sleeps 16
    • #57085
    245.61 to 331.90 CAD/night Star Rating
    Here's a vacation home that has everything you ever wanted in your own home...Big Refreshing Pool...Oversized bubbling spa....Lots of room for everyone to relax and unwind. Our Home is the ultimate paradise for a Disney holiday which has to be experienced to be believed. Enjoy our enchanting home for less than the price of a hotel room. The villa is located on Emerald Island, which is a resort styled community only a few miles from Walt Disney World. It is situated on a secluded “land island” insulated by nature with controlled access to the resort via the main gate. In addition to the luxury of the villa, Emerald Island also boasts an impressive club house which is available for all guests and is the perfect way to relax in a more sociable environment and meet other residents of the paradise isle. The clubhouse incorporates a sauna, steam room, cyber café, games arcade, community pool with whirlpool spa, snack bar, sundry shop, movie rental, volleyball court, tiki bar, a children’s adventure playground and even a gymnasium. Florida breeze with 7 bedrooms and 4 ½ bathrooms is an elegant and spacious holiday home which is perfect for large family groups, sleeping up to 16 guests. The furnishings are of a luxury standard throughout. The villa’s 7 bedrooms are as follows: 2 Master bedrooms both with a King size bed, cable TV, walk-in closet and ensuite. A Disney themed bedroom with cable TV and a PS2. A twin bedded room with cable TV. 2 bedrooms with a Queen sized bed and cable TV. 1 bedroom with a king size bed and cable TV. The villa boasts a fully equipped kitchen including dishwasher, self-cleaning glass top range cooker and 25 cubic ft. Refrigerator with ice maker. The fully equipped Kitchen and family room serve as the hub of the house; it’s a large open plan area within easy reach of the entire home. You can choose to dine at the breakfast table or get a bit more formal in the dining room. The family room has an entertainment centre which includes a 47" TV. There is also another lounge and the villa has an area for laundry. FREE International and long distance phone calls, use of stroller, high chair and crib. In the game room, you'll have trouble deciding whether to play air hockey, foosball or darts...And if you can't make up your mind, grab a bike out of the garage and go for a ride. Check your email or look up a recipe for grilling steaks on the computer connected to High Speed Internet. Outside, there is a 8ft by 40ft covered patio, a large 14ft by 30ft heated swimming pool with whirlpool Spa, a lanai to provide shade from the Florida sun and a barbecue, so put some of those big steaks on that brand new gas BBQ Grill that sits on the pool deck. Soooo....Let's recap. 8 Televisions, VCR's, DVD Players, Direct TV, Stereo, PlayStation 2, foosball, air hockey, darts, board games, bicycles, BBQ, Pool, Spa, 7 Bedrooms, 4.5 Bathrooms and a big kitchen and family room...The only thing missing is YOU!!!
  • 10 Minutes to Disney World. 4 Bedroom Pool Home with Games Room in Windsor Palms
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    10 Minutes to Disney World

    Kissimmee: Windsor Palms: House
    • 4 BDR
    • 3 BA
    • Sleeps 8
    • #247545
    199.14 to 277.47 CAD/night Paypal
    Only 10 minutes from Disney Gates. We have a sunny southwest facing pool to enjoy sun on the pool deck all day. As you are lounging around the pool you will enjoy privacy as you are not overlooked at the back by neighbours. The home has been professionally remodelled by an interior decorator. There is a fully equipped kitchen for those relaxing meals spent at home with the family. We offer unlimited calling to the U.S., Canada, and Puerto Rico, free wireless Internet, and digital cable with over 80 channels to choose from. The air conditioned games room will keep you cool while playing air-hockey, Foosball, or the PS3. We also provide a highchair, pack n' play, and stroller for the little ones. Just a short walk out the back of the villa you will find the clubhouse at Windsor Palms resort is second to none with an Olympic size swimming pool, fitness centre, movie theatre, games room, and much more for free.
  • Gated Emerald Island Resort, 3 Mile to Disney, Free Wifi and Long Distance Phone
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    Gated Emerald Island

    Kissimmee: Emerald Island: Townhouse in a complex
    • 3 BDR
    • 3 BA
    • Sleeps 8
    • #49171
    119.48 to 172.59 CAD/night Credit Card Paypal Star Rating
    Gated community, overlooks pool and only 3 miles to Disney world. Free WiFi and long distance phone. This 2-story townhome is the "prime" location in Emerald Island - simply walk out the sliding patio door to the pool and jacuzzi only a few feet away.
  • Excellent 3 Bedroom Townhouse within 10 Minutes to Disney!!!
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    Excellent 3 Bedroom

    Kissimmee: Terra Verde: Townhouse in a gated community
    • 3 BDR
    • 2 BA
    • Sleeps 6
    • #207827
    131.43 to 171.26 CAD/night Credit Card Star Rating
    Magnificent 3 Bedroom townhouse close to Disney, other attractions, and shopping!! Home is tastefully furnished with 3 TV’s, free long distance (Within US or Canada), free Wi-Fi, cable TV and personal hot tub in the backyard for a memorable vacation. Villa can accommodate up to 6-8 persons comfortably. So if it is a family or friends getaway make yourself at home and enjoy staying comfortably for fraction of the cost. We provide all linen and towels, and accommodate any special requirements to accommodate your stay. Kitchen is fully equipped. Master Bedroom has a queen bed and attached bathroom. Other two bedrooms come with two twin beds each and a bathroom to share. Unit includes Washer/Dryer. Community is gated with 24 hour security with award winning club house with a Pool and Tiki bar, Fitness centre and game room. Other close attractions include: Universal studios 20 minutes SeaWorld 15 Minutes LEGOLAND 40 minutes
  • Fabulous 4 Bed 3.5 Bath Heated Pool/Spa Home W/Games Room
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    Fabulous 4 Bed 3.5 Bath

    Kissimmee: Cumbrian Lakes: Home
    • 4 BDR
    • 4 BA
    • Sleeps 8
    • #247231
    157.98 to 157.98 CAD/night Credit Card
    4 BED /3.5 BATHROOM PRIVATE POOL & SPA HOME OVERLOOKING WATER WITH BEAUTIFUL LAKE VIEWS. Desirable and sought after neighborhood that is extremely popular with vacationers. The pool and deck being the star attraction with a covered lanai for shade when needed and plenty of patio furniture and loungers for the sun worshiper - south west facing aspect ensure all day sun. Enjoy spending time with family at the private swimming pool and screened patio.This vacation home is equipped with all you will need for a relaxing and enjoyable vacation with 4 bedrooms, accommodating up to 8 people in 1,828 square ft of fully air-conditioned spacious living and 3.5 bathrooms (3 inside + pool bathroom outside). All bedrooms have built in closets, cable TV's and carpets for your comfort. Master bedroom has a king size bed, second bedroom has queen size bed, and third and fourth bedrooms have two twin each. We also offer a pack n' play and highchair for the little one. Your family Chef will thoroughly enjoy their time in the full-equipped kitchen. It’s convenient that all pot and pans, dishes, glassware, and eating utensils are included. Entertaining is easy with the large breakfast bar as additional dining space. By preparing meals in-house, you are instantly saving valuable vacation dollars while in Kissimmee. Keep your clothes clean and fresh with the clothes dryer and clothes washer. Southwest-facing swimming pool with underwater lighting, patio area with tables, chairs/loungers, so you can swim, relax, and eat alfresco. Towels and linens are located within the rental villa. All of our vacation rentals are self-catering. Community offers a playground, a soccer field and trails. You will love staying at this property!!!! Pool Heat is not included in the reservation. This pool does NOT have a spa/jacuzzi feature. It is only an extension of the pool and has a waterfall. Toiletries and Household Items: We provide a starter pack for each reservation (including toilet paper, paper towels, trash bags, dish tabs/liquid, laundry detergent, bar soap, and shampoo) . Any further items needed will need to be provided by the guest. Additional amenities: Concierge, Full Kitchen
  • 5-Bed (3 King Size) 3-Bath Emerald Island Resort - High Speed Internet Pool/Spa
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    5-Bed (3 King Size) 3-Bath

    Kissimmee: Emerald Island: House
    • 5 BDR
    • 3 BA
    • Sleeps 12
    • #142097
    232.33 to 272.16 CAD/night Credit Card Paypal Star Rating
    This home has three (3) king size beds which is unique for a 5 bedroom home. Also, there are two DOUBLE/FULL beds in one room (they are NOT twin beds).. Wireless High Speed internet with connected PC as well as FREE long distance calls to USA, Canada, Puerto Rico and most of Europe (UK, Italy, Spain, France and Ireland). There is also an automatic spa (one switch turns-on the heater and isolates the spa from the pool), TV's and ceiling fans in all bedrooms and a big-screen TV in the family room. Pool heat is free October through May. The pool is south facing. NEW: Free Level-2 Electric Car Charging. We recently installed a 240V/40A NEMA 14-50 outlet in the garage. The outlet is compatible with the Tesla UMC but requires an adapter for other EVs.
  • 3 Bedroom Windsor Hills Condo
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    3 Bedroom Windsor Hills

    Kissimmee: Windsor Hills: Condo
    • 3 BDR
    • 2 BA
    • Sleeps 6
    • #226558
    131.43 to 383.68 CAD/night Credit Card
    Our 3 bed/2 bath (1 king, 1 queen, 2 twins) corner luxury condo in the popular Windsor Hills complex is less then 2 miles from Disney - off of Route 192 west of I4. Nicely decorated with all amenities and all new furnishings, new kitchen appliances, in unit washer and dryer, dishwasher, cable TV along with WIFI internet, TV in master bedroom and also in second bedroom, telephone. We also have a pack-n-play, high chair, and a stroller for your use and convenience. Private screened lanai.
  • 2 Miles from Disney World.  Theater and Game Room!
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    2 Miles from Disney World

    Kissimmee: Windsor Hills: Villa in a gated community
    • 5 BDR
    • 5 BA
    • Sleeps 12
    • #248106
    238.97 to 431.47 CAD/night Paypal
    We invite you to experience the Magic of Disney in our beautiful 5 Bedroom, 5 Bath Villa. Located in Windsor Hills, one of the Orlando's most popular communities and minutes from Disney World, our villa is perfect for large groups traveling together. Whether you plan on visiting the parks all day or relaxing at the resort, Finding the Magic Villa is a perfect place to call home. Our 5 Bedroom, 5 Bath Villa is 2,966 sq. Feet and sleeps up to 12 guest in style. Our Villa includes 2 King Bedrooms, 1 Queen Bedroom and 2 Bedrooms with Full/Twin Bunk Beds, so there is more than enough space for everyone to spread out and relax after a long day at the parks. The Villa has its own private pool/spa, private theater and game room, so the kiddos always have something to do. Each room includes a flat screen tv, for the moments you want to be alone. The Villa has a fully-equipped kitchen, open dining room, plenty of space and includes all of the comforts of home. Windsor Hills is a gated community located about 2 miles from Disney World Resort. It offers a 140,000 gallon lagoon style pool, water slides and splash pad. For those wishing to remain active, the resort has a fitness center, tennis courts, basketball courts, putting green and even a beach volleyball court. The resort also offers a private movie theater, game room, ATM and DVD rentals. A stay at our Villa will have your family and friends talking about their Magical vacation for years. Find the Magic today!

Kissimmee Vacation Rental Reviews

  • 3mi to Disney,Deep

    Kissimmee: Emerald Island: Villa in a gated community
    • 4 BDR
    • 3 BA
    • Sleeps 8
    • #226744
    1 star 2 star 3 star 4 star 5 star
    Aaron says ‘Excellent Holiday’
    This is our 6th holiday to Orlando and this Villa was excellent, great location, very clean and well equipped. The communicate with the owner was also excellent, definitely will be looking to return.
    Stayed with family - Recommended to friends and family
  • Relaxing, Comfortable

    Kissimmee: Laguna Bay Villas: Condo in a complex
    • 3 BDR
    • 2 BA
    • Sleeps 8
    • #207243
    1 star 2 star 3 star 4 star 5 star
    Jason says ‘Great vacation!’
    My wife and 4 kids (13, 10, 8, and 5) recently stayed here for 14 nights and we had a great time. The house provided everything we needed (including a stroller which saved us a lot). The house, rooms and bathrooms were very clean and the kitchen was adequately equipped. The place is very close to all the major theme parks (Disney, Sea World, Universal), restaurants, gas stations, Walmart, etc. Everybody was helpful (Owner Direct, property manager and especially the owner). We loved our stay here, THANKS A LOT!
    Stayed with family - Recommended to friends and family
Experience the difference, no waiting
 
Experience the difference, no waiting
Toll Free Canada, USA
1.888.869.6377
Toll Free UK
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Toll Free Australia
1.800.150.197
International Rentals
1.250.469.9543