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Holiday Rentals in Kissimmee, FL

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    Holiday Rentals in Kissimmee, FL
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    3348 Holiday Rentals in Kissimmee
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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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    $138
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    1 Bedroom / 1 Bathroom / Sleeps 4
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    5 Bedrooms / 4 Bathrooms / Sleeps 12
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    About this property
    Located in one of the newest communities in Kissimmee area, this 2 story Vacation House offers everything to make you and your family or friends want to come back again and again. Contemporary and elegant decor, this exclusive and luxurious 5 bedroom house accommodates, comfortably, up to 10... View all property information
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    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    About this property
    Lake Marion is an idyllic private community set on a 3800 acre freshwater lake. The resort is located 35 minutes drive from the high tempo theme park attractions of Orlando. Cypress Gardens is 20 minutes away and Orlando airport is 40 minutes away. The property comes with everything you would... View all property information
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    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    About this property
    4 Bedrooms, 3 Bathrooms, Sleep 8, Free Wifi, Nintendo Wii, Baby Ready! Coral Cay Resort offers accommodations that exceed the expectations of even the most discriminating travelers. What makes this vacation hideaway so wonderful is its' family friendly atmosphere and its' prime location, that's... View all property information
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    $254
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    1 / 21
    6 Bedrooms / 5 Bathrooms / Sleeps 14
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    About this property
    Located in the gated resort of Windsor Hills. Two themed bedrooms, desktop computer with high speed internet & semi-private back yard! There is tile flooring everywhere except the bedrooms which is great for guest's who have allergies! The Owner's Suite in this Disney vacation rental home has a... View all property information
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    $212
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    5 Bedrooms / 3 Bathrooms / Sleeps 12
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    • Ping Pong Table
    • Pool Table
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    • Pets allowed
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    • Suitable for children
    • x
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    About this property
    Our beautiful villa is located minutes from Disney & Universal in the exclusive Lake Berkley Resort in Kissimmee. This 5 bedroom 3 bath home with a southwest facing pool features 3 Kings and 3 Queens. This upgraded villa includes a 50” TV, WIFI, TV's & Ceiling Fans in bedrooms and free phone calls... View all property information
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    $114
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    1 / 31
    2 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Water Views
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    About this property
    This comfortable apartment located 15 minutes from Disney´s parks, counts with two bedrooms, two bathroom, a living room with integrated dining area and kitchen. It's located on the 1th floor. The dining area is furnished with a table and chairs for 6 guests, while the living room offers a... View all property information
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    $120
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    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Air Conditioning
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    • Dryer
    • Grill
    • Gym
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    • Internet Access
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    About this property
    The Lake Berkley Resort is a 24 hour security guarded gated community which is located just minutes away to all 4 Disney World Parks , Downtown Disney , Disney Marketplace, Disney Boardwalk Sea World, Universal Studios , Old Town, walking distance to Mid Evil Times Dinner Theater , gas stations,... View all property information
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    $361
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    5 Bedrooms / 4 Bathrooms / Sleeps 12
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    About this property
    Located in the prestigious gated community of Formosa Gardens this ultimate five bedroom, 4 bathroom Orlando vacation home is has everything you’re looking for and more. This property has a fun games room for the entire family to enjoy! AmenitiesPool heat availableCommunity... View all property information
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    $197
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    1 / 15
    6 Bedrooms / 5 Bathrooms / Sleeps 14
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    • Pets allowed
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    About this property
    This Luxurious home is located in the tranquil conservation area of Trafalgar Village Resort. It is just 20 mins from Disney. The house has 6 bedrooms and 5 bathrooms and is beautifully appointed inside and out. It has 3 King Master bedrooms with En suite bathrooms, a Queen bedroom, A full bedroom... View all property information
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    $81
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    1 Bedroom / 1 Bathroom / Sleeps 6
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    • Air Conditioning
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    About this property
    *******Vacation Rental Just minutes from Walt Disney World****** Pl note this unit it not available from Dec 24- Jan 1, 2013, sorry for the inconvenience. 1 Bedroom + Full Kitchen and Hall with Convertible bed, 1Bath (Sleeps total 4-6) One Bedroom Spacious Suite offers the following great... View all property information
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    $95
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    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Pets allowed
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    • Suitable for children
    • x
    • x
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    • x
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    About this property
    Laguna Bay villas comprises 114 licensed condominiums on a beautifully landscaped site just minutes away from Disney World. Amenities include a clubhouse, a heated walk-in swimming pool, games room, exercise gym, sauna, jacuzzi/hot tub at pool. A tennis court and kids play area climb/slide in large... View all property information
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    $191
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    1 / 30
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
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    • Internet Access
    • Pool Table
    • Private Outdoor...
    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Our villa is extremely spacious with air conditioning throughout and a feeling of comfort amongst the high standard furnishings. The living room features vaulted ceilings and patio doors to the pool deck with 3 sofa's, internet access, cable TV, DVD and Hi-Fi for relaxing after a hectic day out,... View all property information
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    6 Bedrooms / 3 Bathrooms / Sleeps 12
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    • Pets allowed
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    • Elder access
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    About this property
    Why stay in a hotel / motel when you can experience a truly spacious accommodation? This villa has 6 bedrooms and 3 bathrooms on two levels. There is a large south facing swimming pool. The rear of the property is not overlooked as it has a high privacy fencing down both sides and overlooks a... View all property information
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    $228
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    2 Bedrooms / 2 Bathrooms / Sleeps 8
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    • ?
    • x
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    • ?
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    About this property
    Anyone looking to go to Disney? I have a time share available at west Gate Resort 1 mile from Disney. 2 Bedroom unit full kitchen with dining and living room sleeps 8 .Available for any week . 1 mile from Disney. There is so much to do on the property, restaurants,shopping , fishing etc. View all property information
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    4 Bedrooms / 2 Bathrooms / Sleeps 10
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    • Suitable for children
    • x
    • x
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    About this property
    A large beautiful 4 bedroom, 2bath, private pool vacation home. The house is outfitted with everything you need to enjoy your vacation. There is fully well-equipped kitchen which includes a dinette. Appliances include self-cleaning range, microwave, fridge-freezer with icemaker waste disposal... View all property information
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    $152
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    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Balcony
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    • Dryer
    • Gym
    • Hot Tub
    • Internet Access
    • Pool Table
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    About this property
    * luxury townhouse Built in 2007 * 3 large bedrooms, 2.5 bathrooms * sleeps up to 8 guests * screened in patio with patio table and chairs * ceramic tiles floors on main floor and in bathrooms, carpet upstairs. * Fully equipped kitchen with granite countertops * tastefully furnished, linens,... View all property information
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    $672
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    1 / 22
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Air Conditioning
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    • Ping Pong Table
    • 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
    Spacious villa with private pool (Optional heating if required). 3 bedrooms plus queen sofa bed in the lounge means 8 people can sleep comfortably. Covered lanai area for relaxing and dining by the pool. Games room with pool, ping-pong and electronic darts. Situated in the quiet, secluded, gated... View all property information
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    $252
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    5 Bedrooms / 5 Bathrooms / Sleeps 12
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    • Pool Table
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
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    • x
    About this property
    GRAND OPENING for this beautiful south facing villa at Windsor Hills Resort. The house is professionally designed and renovated with star hotel quality. Brand new high standard bedding linens to ensure you the most comfortable night sleep. * 2 Master bedroom suites, each with king-size bed * 1... View all property information
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    6 Bedrooms / 5 Bathrooms / Sleeps 12
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    About this property
    This luxurious home is located in Trafalgar Village Resort, a premiere resort community located just minutes from shopping, dining, and Disney! The house has 6 bedrooms with 5 bathrooms and is beautifully appointed inside and out. The pool deck provides plenty of room for all of your guests... View all property information
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    4 Bedrooms / 4 Bathrooms / Sleeps 10
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    • Air Conditioning
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    • Gym
    • Hot Tub
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    • Pool Table
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    • Pets allowed
    • Smoking allowed
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    • x
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    About this property
    Welcome to our Villa in Terra Verde Resort! Just perfect for families who want to be close to the Orlando Theme parks but don't want to spend big $$$ on accommodation! This wonderful pool home is located in the highly popular gated resort community of Terra Verde. This great fully air... View all property information
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    2 Bedrooms / 2 Bathrooms / Sleeps 7
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    • Air Conditioning
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    • Waterfront
    • Water Views
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    About this property
    Enjoy our comfortable, fully furnished, apartments in a privileged area. Max 7-8 guests (max. occupancy). A few blocks away from “The Loop Mall”, near amusement parks, countless entertainment options, food and tours. Two (2) community pools, tennis court, multiple barbecue spots. Beautiful water... View all property information
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    $96
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    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Pets allowed
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    • x
    • x
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    About this property
    3 bedroom 2 bath condo just 3 1/2 miles from Disney. 24hr gated security, heated pool, tennis courts and more. Fully equipped with sheets & towels and kitchen with dishes, pots and pans etc. Small grocery store on premises. Third floor in 3 story building. Small screened outdoor patio. Condo... View all property information
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    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Sauna
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    • x
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    About this property
    This lovely spacious 2-story townhouse is located in Venetian Bay Village, a popular and private gated European style community with numerous amenities and only minutes away from Disney Theme Parks!! We have newly furnished and decorated our home and hope we made our home comfortable, enjoyable... View all property information
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    1 Bedroom / 1 Bathroom / Sleeps 4
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    About this property
    1 Bed/1 Full Bath completely furnished 2nd floor 636 sq. ft w/open floor Description of the Kissimmee Vacation Condo Rental Voted the #1 accommodation in Kissimmee, Florida on Trip Advisor. Winner of the Trip Advisor Certificate of Excellence award three years in a row. As you arrive at our 1... View all property information
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    7 Bedrooms / 4 Bathrooms / Sleeps 14
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
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    • x
    About this property
    Wilderness Lodge is a large premier villa located in the beautiful Emerald Island Resort. It has a south facing private pool plus spa with amazing views over a beautiful lake and woodland conservation area. The Emerald Island Resort is one of the closest to Disney World, yet secluded enough to... View all property information
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    6 Bedrooms / 4 Bathrooms / Sleeps 14
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    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    About this property
    FUN and RELAXATION - the perfect description of our 'Disney Vacation Villa' - a waterfront 6 bedroom (sleeps 14!) Superior Vacation Home™ - 'YOUR' vacation home - in prestigious Windsor Hills. It has all of the amenities you will need for your fun and relaxation. And, you can have fun and relax... View all property information
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    4 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
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    • Gym
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    • x
    • x
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    • x
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    About this property
    3 Bed / 2 Bath Town Home With Your Private Screened In Patio Our Luxurious and well maintained Town home is fresh renovated. This modern furnished and decorated 2 Story townhome with Cable TV, Free Wi-Fi, and Free Unlimited Local and US calls gives you all the convenience and comfort a home can... View all property information
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    1 / 16
    1 Bedroom / 1 Bathroom / Sleeps 2
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    About this property
    September Special - $660.00 per week The condo is accessed via a bright clean and air conditioned hallway, with only 2 condos per floor. This spacious ground floor one bedroom condo has a full size kitchen with granite counters. It is well equipped with quality kitchenware. It also has full wifi... View all property information
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    5 Bedrooms / 4 Bathrooms / Sleeps 12
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    • Air Conditioning
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    • Dryer
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    • Internet Access
    • Private Outdoor...
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    About this property
    This large 5-bedroom /4-bath villa is located in the best-known Solana resort community, a man-guard gated resort with beautiful resort amenities, off US 27 near RT 192, just 10 minutes from Disney world. The super Wal-Mart and many other stores and restaurants are all close by. The villa is... View all property information
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    5 Bedrooms / 3 Bathrooms / Sleeps 12
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Hot Tub
    • Ping Pong Table
    • Pool Table
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • ?
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    About this property
    A Beautiful 5 Bedroom. 3 Bathroom villa.Private Pool and Jacuzzi. Lake View. 12 mintues from Disney Parks..Our Villa has Sq/Ft 3028.Ideal for 2 families to Share together. 3 Main Living areas.47'flat screen TV.Cable TV in all Bedrooms. 2 King Size Bed.1 Queen Size Beds. 2 Twin Bedrooms Well... View all property information
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    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • 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
    Located only 3 miles from Disney World, this deluxe 2 story townhouse sleeps up to 6 guests, includes a fully equipped kitchen, range, refrig, washer, dryer, dishwasher, microwave, 3 tv's with cable, coffee maker, fully air conditioned, 2 full baths, screened patio. Only 1/2 mile from 'Old Town',... View all property information
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    3 Bedrooms / 2 Bathrooms / Sleeps 8
    travellers have booked this property
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    • Air Conditioning
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    • Grill
    • Housekeeping...
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    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    • Elder access
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    About this property
    This is our Vacation home, We keep the house sharp, full kitchen, 3 bedrooms + loft. Close to Attraction Parks and Shopping Malls, in a quiet and secure community 20 minutes from most places. The House Accommodates up to 8 people, 2 Queen beds, 2 single beds and 1 full side sofa-bed, including a... View all property information
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    5 Bedrooms / 3 Bathrooms / Sleeps 20
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    • Air Conditioning
    • Dryer
    • Fireplace
    • Grill
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    • Private Fishing...
    • Private Indoor Pool
    • Sauna
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
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    About this property
    This lovely estate is perfect for you family gatherings after a long day at one of the many theme parks. There are over 15 beds** in this luxury FIVE (5) bedroom, 3 bathroom, 5000 sq ft house. A game room for the children, private Indoor Salt Water Pool for day or evening use, and 5 beautifully... View all property information
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    5 Bedrooms / 4 Bathrooms / Sleeps 10
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    • x
    About this property
    5 Bed / 4 Bath Golf Course Home, Sleeps 10, Pool, Patio, Hot Tub New to the vacation rental market, this lovely home is located in the much sought after Homestead within the Reunion Resort allowing easy access to all facilities the resort has to offer. The Annika golf academy is within walking... View all property information
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    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
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    About this property
    You will feel it the moment you pass the entry gates to this beautiful new community - Cumbrian Lakes. The sense of peace and harmony with nature. Pleasing streetscapes are lined with ancient oak tree preserves. This executive family home is brand new for Summer 2004. It offers 2500 square ft of... View all property information
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Gym
    • Housekeeping...
    • 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
    • x
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    About this property
    5 minutes to magic kingdom Disney world in Orlando Florida. spacious kitchen and living room. you may relax with your family, enjoying golf, family trip to Disney world. It is very convenient for you to shop grocery in front of gate, McDonald, Chinese buffet, outback steakhouse and Target... View all property information
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    1 / 24
    4 of 5 stars (1) Very good
    6 Bedrooms / 7 Bathrooms / Sleeps 13
    travellers have booked this property
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    • Air Conditioning
    • Dishwasher
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    • Grill
    • Hot Tub
    • Internet Access
    • Ping Pong Table
    • Pool Table
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    About this property
    Positioned on Oak Island Cove next to Formosa Gardens, this is one of the most exclusive vacation sub rental divisions in Central Florida. Every amenity is close at hand for a wonderful vacation. No other location boasts a 5 minute journey to Disney World, Orlando. The home has been fully repainted... View all property information
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    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
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    About this property
    Welcome to Sunset Palms, our vacation home. Located just 5 miles from Disney, just south of Route 192 in the prestigious Grand Palms Resort, Sunset Palms condo has a large, fully tiled, open plan living area and dining room, with FREE wireless high speed internet access, cable TV, DVD, VCR and... View all property information
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    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
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    About this property
    Beautiful 3 bedroom townhouse for your vacation getaway!! The townhouse is in Terra Verde Resort in Kissimmee. Very convenient location in a 24/7 gated community. - 3 bedrooms, 2.5 bathrooms - Phone, Cable, and Wi-Fi internet - Washer & dryer -... View all property information
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    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
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    About this property
    Welcome to our Family Villa, it's a home away from home! Our four bedroom, three bathroom home is a perfect vacation spot for family and friends. After a day at the park, come home to enjoy the cool central air or take a dip in the pool. Just think of the saying 'mi casa es su casa'. Our Villa... 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
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    About this property
    MAGIC HOUSE is a beautifully furnished 4 bedrooms, 3 bathrooms home with a 26ft x 14ft swimming pool and Spa,. covered lanai. It is only a 3 mile drive to Walt Disney World Resort. It's in easy reach of all other major attractions. MAGIC HOUSE is a luxury villa located in the quiet friendly... View all property information
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    1 / 23
    5 of 5 stars (4) Excellent
    5 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Pool Table
    • Private Outdoor...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    About this property
    The Grande Sapphire - Indian Ridge Oaks !! NO BOOKING FEES !! Our over sized south facing villa sleeps 10 + crib/cot, it has been furnished to a high standard and is constantly being updated. 30ft x 15ft Private Heated Swimming Pool (Gas pool heat optional) There are two living... View all property information
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    6 Bedrooms / 4 Bathrooms / Sleeps 14
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Hot Tub
    • Private Outdoor...
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    • x
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    About this property
    This beautifully upgraded vacation home has it all!!! 6 bedrooms, with 2 of them being master suites, and 4 bathrooms, home theater, screened pool, lanai and heated spa, located in popular gated community of Windsor Hills just minutes to Disney World. This majestic home has 42' Plasma TV/DVD/VCR... View all property information
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    6 Bedrooms / 4 Bathrooms / Sleeps 13
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    • x
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    About this property
    The Perfect Hideaway Villa is a fully alarmed 6/bed (sleeps up to 13 + cribs available ) 4/bath pet free luxury villa in the 24/7 gated 5* Windsor Hills Resort, situated on an elevated plot offering panoramic lake and conservation view from the large private pool and spa deck where you can relax in... View all property information
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    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    This colorful and exciting new development offers luxury townhouse conveniently situated in Kissimmee. FREE wireless Internet and FREE unlimited local and long distance calls within Canada and the US. Fiesta Key is located in a very safe and convenient location. The pool, clubhouse and tennis court... View all property information
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    3 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    It is a resort apartment unit that is set for the 27 week for 7 nights check-in starting Saturday and check-out next Friday, however, it can be rented any time of the year booking one month before the date you check in. It has 1 king side bedroom WITH HIS OWN BATHROOM AND JACUZZI, 1 Queen size... View all property information
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
    • ?
    About this property
    Beautiful home in gated Windsor Palms. Very nicely decorated. Home has 3 bedrooms with jacuzzi in the master bath, a pool and a hot tub. You will also enjoy the game room with a pool table. There is cable television and WiFi. There is a television in every bedroom. Beautiful home that your... View all property information
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