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Holiday Rentals in Kissimmee, FL

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    Travellers to Kissimmee are booking July dates now. Secure your holiday rental today, and have the perfect trip.
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    €240
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    6 Bedrooms / 4 Bathrooms / Sleeps 12
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    €269
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    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    About this property
    Welcome to the Our newly furnished 3 bedroom Windsor Hills town home This three bedroom home is designed for relaxation The Splash pool outside your back door will allow you to cool off and have some fun without the crowds In less than a few minutes you can be enjoying the fun of Windsor Hills at... View all property information
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    1 / 38
    4.5 of 5 stars (18) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    A moderately priced, professionally furnished and decorated cozy and luxurious 3-bedroom / 2-bathroom condominium nestled in Cane Island Resort gated community. The condo has central air conditioner with fans in all the rooms. The three bedrooms offer four welcoming beds, all with cozy European... View all property information
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    €116
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    1 / 13
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    About this property
    Our luxury 4 bedroom 2 5 bath home situated in the sub division of Strafford Park on the Osceola Parkway and is just a 15 minute drive into Disney The beautiful sparkling pool whic is larger than average is south east facing and backs onto a conservation area The house itself has just been... View all property information
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    €179
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    1 / 21
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    About this property
    We are pleased to offer our beautiful privately-owned 4 bedroom 3 bath home just two stoplights from Disney. Our spacious home is situated in the beautiful community of Windsor Palms which is a small quite, gated community with onsite security 24/7. Our home has a private screened-in pool, hot tub,... View all property information
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    €114
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    1 / 29
    1 Bedroom / 1 Bathroom / Sleeps 4
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    About this property
    This quiet location offers an outdoor heated pool, tennis court, Jacuzzi Spa, shuffleboard court, and playground for the kids. Enjoy the fitness center, free recreation equipment and BBQ grills for picnicking. Additional amenities include a banquet hall for parties and weddings, complimentary... View all property information
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    €117
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    1 / 24
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Pool Table
    • Private Indoor Pool
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    • Pets allowed
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    About this property
    A Star is born with «HOLLYWOOD VILLA» HOLLYWOOD VILLA is a Luxury Home Rental in Orlando, Florida. HOLLYWOOD VILLA is situated in the prestigious area of Indian Creek estates. This modern villa enjoys the status of being on one of the closest residential community to the magical WALT DISNEY... View all property information
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    €80
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    1 / 17
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    Beds: 3 Baths: 2 Sleeps: 6 King: 1 (Master) Queen: 1 Twin: 1 Free High Speed Wireless Internet Private Pool Fully Screened-in Pool Deck privately enclosed Superb view of children's park and play area Air Conditioning Laundry TV/DVD in every room Resort Amenities, including Community Pool 5 miles to... View all property information
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    €365
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    1 / 30
    5 Bedrooms / 4 Bathrooms / Sleeps 12
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    About this property
    Exquisite Reunion Resort Pool Home With Guest Suite 5 bedroom pool home with private guest annexe just minutes from Walt Disney World This beautiful custom built courtyard style home has just been completely remodelled and furnished providing a superb family vacation rental on Reunion Resort The... View all property information
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    €1,129
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    1 / 22
    6 Bedrooms / 5 Bathrooms / Sleeps 14
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    • Suitable for children
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    About this property
    Halcyon Daze is ideal for larger families or groups and accommodates up to 14 guests in spacious comfort. Situated a few short miles from Disney's doorstep, in the fabulous Terra Verde Resort and Spa, this home away from home is a perfect base to explore all of the exciting things to do in Orlando.... View all property information
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    €125
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    1 / 15
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    About this property
    Rolling Hills is an excellent location west of Disney in the sought after Formosa Gardens area of Kissimmee It s a quiet spot away from the traffic of Hwy 192 but still very close to everything Situated close to shops restaurants and supermarkets your vacation home is ideally placed for all the... View all property information
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    €99
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    1 / 18
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    About this property
    This beautiful 3 bedroom/ 2.5 bath condo is located in the gated community of Oakwater, located 1.5 miles from Disney. The 4,000 sq. clubhouse features a lagoon-style pool, tennis courts volleyball courts, basketball courts, and attraction shuttle. Condo consists of one king bed, one queen bed, two... View all property information
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    €134
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    1 / 34
    4.5 of 5 stars (13) Very good
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    • x
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    About this property
    Cinderella’s Castle - The Perfect Vacation Home for the Active Family! As if this home wasn't already perfect enough, now the living room has leather, electronic reclining couches for ultimate comfort! If you're ready to make the jump from typical vacation to luxury vacation, Cinderella's Castle... View all property information
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    €150
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    1 / 24
    5 Bedrooms / 3 Bathrooms / Sleeps 12
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    • Balcony
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    • Pool Table
    • Private Fishing...
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    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • x
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    About this property
    This spectacular property as seen on Home Away sleeps 12 people in comfort, with 2 King, 1 Queen, 2 Twin bedrooms and a sofa bed in the lounge. Our luxurious Lakeside Villa is south facing, so our guests will enjoy a pool deck bathed in the wonderful Florida sunshine all day. It has the added... View all property information
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    €156
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    1 / 18
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • x
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    About this property
    T his villa is situated in the exclusive resort of Trafalgar Village in Kissimmee Only 20 minutes from Walt Disney World and all the major Orlando attractions. Great, Yeah! The villa has every luxury with A PRIVATE SOUTH FACING POOL , Spa, and luxury furnishings throughout. TV`s in every room,... View all property information
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    €112
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    1 / 14
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    • x
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    About this property
    LOOK NO FURTHER! This is a beautifully decorated Townhome located in Bellavida Resort. This home offers 3 bedrooms and 2 and a half baths. It has its own extremely private pool with sun shinning all day long! This home offers FREE wifi along with cable that can be watched from flat screen TVs! The... View all property information
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    €119
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    1 / 19
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • x
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    About this property
    Enjoy this brand-new resort featuring luxury condominiums! This beautiful gated community is just 1.5 miles (2.5km) from the gates of Walt Disney World. At Oakwater, you're sure to find accommodations to suit your vacation needs. The residences range in size from 1,036 sq. ft. to 1,777 sq. ft. of... View all property information
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    €1,786
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    1 / 24
    7 Bedrooms / 5 Bathrooms / Sleeps 14
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Private Outdoor...
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    • Pets allowed
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    • Suitable for children
    • x
    • x
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    • Elder access
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    About this property
    Relax in our 7 bedroom 2,827sq.ft holiday villa, complete with extended south facing private swimming pool, spa and an air-conditioned games room on the beautiful Lake Berkley Resort. Our home can accommodate up to 14 people making it remarkably affordable for larger parties and family reunions. A... View all property information
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    €214
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    1 / 33
    6 Bedrooms / 5 Bathrooms / Sleeps 14
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    • Dryer
    • Grill
    • Gym
    • Hot Tub
    • Housekeeping...
    • Internet Access
    • Ping Pong Table
    • Pool Table
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • x
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    About this property
    Welcome to Florida! If you are looking for a vacation home near Disney, we are here to help! We have over 200 beautiful homes, from 1 bedroom condos to 10 bedroom pool villas, all just minutes away from Walt Disney World! This is our brand new luxurious vacation villa located at the paradise... View all property information
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    €103
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    1 / 15
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Children's Pool
    • Dishwasher
    • Dryer
    • Internet Access
    • Pool Table
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    About this property
    A peaceful retreat from the theme parks. This attractive home has a fabulous private pool & children's splash pool. The pool is south facing & is very private at the rear. The pool deck offers plenty of space for guests to enjoy & you can retreat from the midday sun under the shade of the lanai -... View all property information
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    €444
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    1 / 21
    6 Bedrooms / 5 Bathrooms / Sleeps 14
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    About this property
    Reunion Resort Completely Remodelled 6 Bed Games Room Pool Spa Stunning Golf Views This fantastic Reunion Resort home has just been completely remodelled decorated and furnished The decor and furnishings are modern and contemporary with beautiful finishes Boasting 5000 sq ft this home also offer... View all property information
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    €121
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    1 / 21
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    About this property
    Delightful townhouse with 4 bedrooms and 3 bathrooms, located just 10 minutes from Disney Parks! This lovely home has a large living space with 1,856sq. A large east facing heated pool with sizes of 26x13' and a 6' depth with a lake view in the back. If you are looking for the perfect base for... View all property information
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    €71
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    1 / 30
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Gym
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    About this property
    The Wishes vacation home is a cozy luxury 2 bedroom condo where you can watch daily Disney fireworks from the balcony. It is professionally decorated with brand new furniture in June 2012. This condo features one Master bedroom with a King size bed, and 2nd bedroom with two twin size beds. There is... View all property information
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    €108
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    1 / 12
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Completely brand new luxury Town House at minutes away from major parks, restaurants and shopping malls. 2 Master Bedrooms ( King Size Beds ) 2 Bedrooms with bunk beds ( 3 beds ) 3 1/2 Baths Living Room with 65' Smart Tv Free Access to the community pool and facilities Hi speed Internet and Cable... View all property information
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    €246
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    1 / 23
    6 Bedrooms / 5 Bathrooms / Sleeps 12
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    About this property
    Paradise Palms is one of our most popular resort communities and this 6 bedroom, 5 bathroom home is perfect for those families that are looking for the best in a rental home. This home is impressively decorated throughout and features a 55 inch LCD flat screen in the living room along with TV's in... View all property information
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    €58
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    1 / 8
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Air Conditioning
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    • Satellite TV
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
    • x
    About this property
    Our Emerald Island Townhouse has a prime location within the resort, right infront of the heated pool and spa, with plenty of chairs and sun loungers to relax on after a busy day in the parks. Also close by are the tennis courts and a childrens play area. The house consists of approximately 1,300... View all property information
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    €98
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    1 / 26
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • x
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    About this property
    The accommodation comprises of a lounge dining room with 2x queen size sofa bed additional family room There is a fitted kitchen complete with breakfast table chairs and fully equipped with a full size cooker microwave dishwasher toaster coffee maker fridge freezer and waste disposal unit and patio... View all property information
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    1 / 32
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Gym
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    • x
    About this property
    Specializing in vacation rentals located within Reunion Resort, Windsor Hills Resort and The Retreat at Champions Gate; Magical Vacation Homes offers the finest selection of privately owned, luxury rental properties that are fully furnished and exquisitely designed to provide your family with the... View all property information
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    €109
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    1 / 20
    4 Bedrooms / 2 Bathrooms / Sleeps 10
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    • Air Conditioning
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    • Pets allowed
    • Smoking allowed
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    • x
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    About this property
    Our home is a four bedroom two bathroom executive fully air conditioned Villa we have furnished our home in the Floridian style it is spacious and comfortable The family room has three luxury sofas an entertainment unit with a rear projection TV with DVD player and Hi Fi system plus wireless... View all property information
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    €179
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    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Private Outdoor...
    • Safe
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    • Wheelchair access
    • Elder access
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    About this property
    The Bellavida Resort is located behind the famous Medieval Times Dinner Show and next to the Super Wallmart on 192 in Kissimmee. Minutes from all the amusement parks, Lake Buena vista, Premium Outlets, and the Orlando Int'l Airport. Surrounded by a vast conservation area, Bellavida has all the... View all property information
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    1 / 19
    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    About this property
    T his villa is situated in the exclusive resort of Windsor Hills. Only 1.5 miles from Walt Disney World and all the major Orlando attractions. Great, Yeah! The villa has every luxury with A PRIVATE POOL , Spa, Games room, and flat screen TV`s in every room. The resort itself is second to none,... View all property information
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    €305
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    1 / 30
    5 Bedrooms / 4 Bathrooms / Sleeps 10
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    About this property
    This stunning 5 bed Villa has so many advantages making it a most desirable vacation resort home with fantastic island kitchen and four bathrooms Spacious airy and impressive this distinctive home is the perfect answer to your large family vacation home dreams The home is also fully air conditioned... View all property information
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    €107
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    1 / 20
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
    • x
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    About this property
    The only thing missing from Disney’s Beach House is the sand between your toes! Local artists were called in to paint incredible murals on the walls, transforming the living room into your own private beach! The living room has a 50” flat screen TV, Wii game system and DVD player. This open floor... View all property information
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    €343
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    1 / 33
    7 Bedrooms / 5 Bathrooms / Sleeps 14
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    • Air Conditioning
    • Grill
    • Hot Tub
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    • Private Outdoor...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • ?
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    About this property
    Brand new construction, this luxurious 7-bedroom home was built in the Fall of 2014. All decor, linens and kitchenware are brand new. The home has flat screen tv's, free wifi, cable tv and local calls included in the price of the rental. The pool and spa may be heated at an additional price.... View all property information
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    5 Bedrooms / 4 Bathrooms / Sleeps 11
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    • Air Conditioning
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    • Gym
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    • Pool Table
    • Private Outdoor...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    About this property
    The 42' flat screen HDTV is connected to the internet and has a Blu-Ray DVD player with Netflix and Pandora capabilities and remote control. There is an extra large walk-in closet with lots of hangers and extra pillows and linens for the bed. The serene attached bath has a garden tub and separate... View all property information
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    This vacation home is equipped with all you will need for a relaxing and enjoyable vacation with cable TV, fully equipped kitchen, washer/dryer. Master bedroom has a king size bed, second bedroom has queen size bed, and third bedroom has two twin. Its located just about 10-15 minutes from Walt... View all property information
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    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    About this property
    An immaculate Disney Orlando vacation home located in Eagle Point a beautiful lush wooded conservation community with beautiful lakes you will be surrounded by nature in this recently Refurbished villa This is a great 4 Bedroom 2 Bath wonderfully affordable vacation home and Eagle Point is in a... View all property information
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    4.5 of 5 stars (6) Very good
    7 Bedrooms / 5 Bathrooms / Sleeps 16
    Overview Reviews (6) Make Enquiry
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    • Air Conditioning
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
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    • Pets allowed
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    • x
    • x
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    • ?
    • ?
    About this property
    Large 7 BR / 4.5 BA villa with private pool, spetacular lake views, 2 Master Suites and private charcoal BBQ in gated Resort 'Lake Berkley' Very spacious 7 bedroom home with beautiful Lake View in the popular community of Lake Berkley. Relax in your private Pool or enjoy a BBQ with family &... View all property information
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    5 Bedrooms / 4 Bathrooms / Sleeps 12
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    • Pets allowed
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    • Suitable for children
    • x
    • ?
    • ?
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    • ?
    About this property
    One of Two 5 Bed 4 Bath Homes Side by Side and just 7 miles from Disney Parks Two Master King Size Suites plus 1 Queen with Bathroom next door and 2 other rooms sharng the 4th Bathrooom Large Pool and Hot Tub with a large Pool deck Free Use of PC with High Speed Internet and Wi Fi Free World Wide... View all property information
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    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • x
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    About this property
    This three bedroom three bathroom town house is located on one of the quietest streets in Windsor Hills and has a private splash pool within the unit Enjoy the relaxing atmosphere and beautiful view of open green space Never worry about finding a parking place or travelling a long distance to... View all property information
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    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    About this property
    Three Bedroom Three Bathroom Town house with a Private Splash Pool and Views of Afternoon Sunsets The Town house with a Private Splash Pool and Views of Afternoon Sunsets is a corner unit in a quiet building and has a private splash pool within the unit Enjoy the relaxing atmosphere and beautiful... View all property information
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    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
    • Dryer
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    • Safe
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    • ?
    • ?
    About this property
    Wonderful 6 beds, 3 ½ baths vacation home, approximately 3,282 square feet, with enclosed pool. The perfect place to relax after a long day at the parks. This beautiful pool home is located in the Cumbrian Lakes area of Kissimmee resort community located approx. 12 miles from Disney World. This... View all property information
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    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Gym
    • Hot Tub
    • Internet Access
    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • x
    About this property
    Specializing in vacation rentals located within Reunion Resort, Windsor Hills Resort and The Retreat at Champions Gate; Magical Vacation Homes offers the finest selection of privately owned, luxury rental properties that are fully furnished and exquisitely designed to provide your family with the... View all property information
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    We invite you to enjoy our condo on your next trip to Orlando. Absolutely perfect for family groups, this property features all the comforts of home and more! Attention to every detail has been put in as we furnished and decorated this condo. This 3 bedroom, 3 bath unit sleeps 6 in style. With 1... View all property information
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    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Pool Table
    • Private Outdoor...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    About this property
    FIVE STARS HOUSE ! The newly completed Villa has all the advantages of many up-grades, ceiling fans in all rooms in/out, ceramic tile floors with rugs in the bedrooms, WIFI throughout the house, free continental US and CANADA telephone calls. The large Lounge area is equipped for comfort an... View all property information
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    5 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Air Conditioning
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    • Safe
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Situated in the upmarket gated community of Lake Berkley, our exquisite villa offers a serene oasis where you can relax and enjoy the Florida sun after a hard day at the parks or at one of the spectacular shopping malls that Orlando has to offer. Experience 5 star living and lose yourself in the... View all property information
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • x
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    • ?
    About this property
    Book your Orlando vacation rental now at this beautiful 1st floor condo in the Windsor Hills Resort. This 3 bedroom, 2 bathroom, 1,247 sq feet unit sleeps 6 in style. With 1 king bedroom, 1 queen bedroom and 2 twin beds, there is plenty of room for everyone to spread out and relax after a day out... View all property information
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    6 Bedrooms / 4 Bathrooms / Sleeps 12
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    • Air Conditioning
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    • Internet Access
    • Private Outdoor...
    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Situated in gated and fully guarded resort community of the Windsor Hills, about 2miles distance from Disney. The privately owned 6bedrooms and 3.5baths vacation villa offers 2master size suites, south facing pool and spa, about 2-3minutes short walking distance to the community club house and... View all property information
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