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Vacation Rentals in Kissimmee, FL

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    Travellers to Kissimmee are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 28
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    5 Bedrooms, Sleeps 10 | Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    The best 5 bedroom in Bella Vida Resort, professionally decorated, awesome home to vacation in! In this beautiful home you will find: 3 king sized master suites with private baths, 32 inch flat panel TVs 1 themed twin room with private bath and 26 inch flat panel TV 1 themed bedroom with 2 full... View all property information
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    Kissimmee, Central Florida
    1 / 17
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    New owners. Many amenities and updates added. Private heated, salt system pool, new barbecue grill under a gazebo, shaded outdoor dining area and poolside lounge chairs, all fully enclosed under a cage. Property backs up to conservation area where you can watch butterflies, birds and dragon flies.... View all property information
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    Kissimmee, Central Florida
    1 / 19
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This beautiful condominium is within the Centre Court Ridge section of The Reunion Resort and Spa. It is central to the resort and the Grand Hotel complete with a communal heated swimming pool and spa having recently opened. From the private third floor balcony, the 180 degree views across the... View all property information
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    Kissimmee, Central Florida
    1 / 14
    5 Bedrooms, Sleeps 10 | Quick View
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    About this property
    Floor Plan (The Barrington II) 2,176 sq. ft. 2 story home with pool (West Facing Pool) We invite you to enjoy our home on your next trip to Orlando. Absolutely perfect for family groups, this property features all the comforts of home and more! Book your vacation now at this beautiful home with... View all property information
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    Kissimmee, Central Florida
    1 / 12
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Located in the closest and most luxurious gated community to Disney, Emerald Island Resort!! This luxurious home includes an oversized, south facing pool and Jacuzzi spa with an extra large patio. A great way to relax after a long day at the parks!! Included with this home are all the resort... View all property information
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    Kissimmee, Central Florida
    1 / 61
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Beautful two story Home in a exquisite resort style community. This Home features, Granite counter top in Kitchen, Cultered Marble in all Baths, Extended 18x18 tiles throughout first floor, stainless steel appliances, heated pool (FEE) with spa and tiled roof. This Home is across the street from... View all property information
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    Kissimmee, Central Florida
    1 / 24
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    • Porch
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    About this property
    ** 5 night stay or longer and you will recieve a $25 gift card upon arrival ** Elevate your next Florida retreat when you stay in this fantastic 1-bedroom, 1-bath vacation rental cottage, which sleeps 6. From thrilling amusement parks to sparkling beaches, this marvelous property offers a... View all property information
    Location Information
    Kissimmee, Central Florida
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    1 / 15
    4 of 5 stars (19) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    The studio is situated in The Baymont Inn & Suites Resort (room # 1315), just off the US192, less than 1 mile from Walt Disney World. As it is less than 3 miles away from the highway Interstate 4 (I4), it also offers great access to other theme parks like Universal Studios and Sea World, plus the... View all property information
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    Kissimmee, Central Florida
    1 / 24
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Property Reference #.RVH_144 Sunset View Haven - Brand New Furniture February 2015 Located in the upscale Reunion Resort community, The Villas North and overlooking the The Independence golf course by Tom Watson and is just a short walk from the Villas North splash pad and pool. The Villas North... View all property information
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    Kissimmee, Central Florida
    1 / 32
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Enjoy your next vacation in this lovely, bright and open space end unit Town Home located in Bella Vida, just moments from everywhere! Boasting 4 large Bedrooms and 3 Full Baths, there will be plenty of room to spread out and relax after a long day at the parks OR you can spend your day pool side... View all property information
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    Kissimmee, Central Florida
    1 / 16
    5 Bedrooms, Sleeps 10 | Quick View
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    Beautifully furnished and decorated 5 Bedroom 5 bathroom vacation home with private screened in Pool and spa heated upon request with extra charge. Back yard faces west with sun in afternoon and evening. This home features 3 master suites with king size beds and 2 bedrooms with 2 twin beds each.... View all property information
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    Kissimmee, Central Florida
    1 / 24
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Property Reference # RVH_167 Whisper Way Fantasy - New Furniture June 2015 This 1,630 sq ft ground floor condo is located close to the center of Reunion offering convenience and luxury in a peaceful landscaped setting. Located in Whisper Way, within the Villas South neighborhood of Reunion Resort.... View all property information
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    Kissimmee, Central Florida
    1 / 7
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Kissimmee/Orlando This Family friendly, Caribbean-themed Kissimmee property is situated close to Walt Disney World® Resort. Also within minutes of all other Central Florida attractions. Recreational amenities at Calypso Cay Suites include: 18 hole mini golf course, 4 outdoor pools, 2 hot tubs,3... View all property information
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    Kissimmee, Central Florida
    1 / 49
    6 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    About this property
    This immaculate and stunning 6 bedroom home may just take your breath away. Recently refurbished and modernised it boasts 6 bedrooms, all with flatscreen TVs, and 3 bathrooms of which one is the master en-suite. There are two double bedrooms and a bathroom with shower on the ground floor, perfect... View all property information
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    Kissimmee, Central Florida
    1 / 65
    4.5 of 5 stars (15) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    The Villas at Seven Dwarfs Lane is the #1 and newest premier resort and vacation rentals in the Orlando area, near Disney World. Its proximity to Orlando's world-renowned attractions is unrivaled. Staying in one of Townhome gives you automatic membership to all the private resort facilities, for... View all property information
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    Kissimmee, Central Florida
    1 / 4
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    About this property
    This professionally decorated 5 bedroom / 5 bathroom home resides in the Paradise Palms Resort Community, only moments from the entrance to Walt Disney World. Close to other are attractions, shopping and restaurants, you will find this lovely home both has not only a great location but all the... View all property information
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    Kissimmee, Central Florida
    1 / 10
    3 Bedrooms, Sleeps 8 | Quick View
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    Floor Plan (Saddlebrook) 1,600 sq. ft. 2 story townhome with splash pool (South facing splash pool) Welcome to this elegant, and professionally decorated Orlando vacation townhome, located in the beautiful Windsor Hills Resort. This property features all the comforts of home and more! Windsor Hills... View all property information
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    Kissimmee, Central Florida
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    1 / 14
    4 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    Venetian Bay Villages is a small family style gated resort, located just 17 miles from Orlando International Airport, 6 miles to Disney World, 8 miles to Universal and minutes to Orlando Convention Center, championship golf and more! Great resort for family reunions, ask about group discounts! Each... View all property information
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    Kissimmee, Central Florida
    1 / 12
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Children's Pool
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    • Pet-friendly
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    • x
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    • x
    About this property
    Located next door to Walt Disney World. August 12th thru the 19th. 7 Days Orlando at Holiday Inn Club Vacations at Orange Lake Resort - East Village 2 bed and bath. Full kitchen asking $1200 for 7 days. No need to take a time share tour. Enjoy luxurious interiors featuring gorgeous views of our... View all property information
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    Kissimmee, Central Florida
    1 / 26
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Property Reference # RVH_110 Grande luxury - 2 Bed Luxury Condo within the Reunion Grande Luxury Suite Hotel This spectacular 5* 2 bed, 2 bath 1,441 sq. ft condo is located on the 5th floor of the Reunion Grande Luxury Suite Hotel. This Fifth floor unit overlooks the Golf Driving range and has... View all property information
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    Kissimmee, Central Florida
    1 / 29
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Shared Outdoor Pool...
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    • ?
    About this property
    Enjoy your luxury vacation staying only 10 minutes from Disney in a modern vacation home! - Gated community - Less than 5 minutes to the grocery store - Close to Universal and outlet shopping malls - Enjoy the complimentary access to the heated resort pool / playground / clubhouse / gym /... View all property information
    Location Information
    Kissimmee, Central Florida
    1 / 11
    4 Bedrooms, Sleeps 8 | Quick View
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    Brighton floor plan 1816 sqft.4 bedroom 3 bath home (1 story) South facing pool Welcome to this elegant, professionally decorated Orlando vacation pool home, located in the beautiful Windsor Palms Resort. This home is absolutely perfect for large family groups. The home has 1 king suite, 1 queen... View all property information
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    Kissimmee, Central Florida
    1 / 24
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • x
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    • x
    About this property
    Planning your next big Disney vacation? This wonderful vacation home sleeps 10 and has everything you need to keep you comfortable in between trips to the park. There's even a private pool that can be heated (just ask us for details on planning ahead and additional fees)! Located in the peaceful,... View all property information
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    Kissimmee, Central Florida
    1 / 64
    4 of 5 stars (21) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Hot Tub
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    • Pet-friendly
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    • x
    • ?
    • Smoking allowed
    • x
    About this property
    The Villas at Seven Dwarfs Lane is the #1 and newest premier resort and vacation rentals in the Orlando area, near Disney World. Its proximity to Orlando's world-renowned attractions is unrivaled. Staying in one of Townhome gives you automatic membership to all the private resort facilities, for... View all property information
    Location Information
    Kissimmee, Central Florida
    1 / 74
    4.5 of 5 stars (6) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
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    • Pet-friendly
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    • x
    • ?
    • Smoking allowed
    • x
    About this property
    The Villas at Seven Dwarfs Lane is the #1 and newest premier resort and vacation rentals in the Orlando area, near Disney World. Its proximity to Orlando's world-renowned attractions is unrivaled. Staying in one of Townhouse gives you automatic membership to all the private resort facilities, for... View all property information
    Location Information
    Kissimmee, Central Florida
    1 / 36
    5 of 5 stars (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    4 Bed 4 Bath Hey Kids, how would you like to stay in this home on your vacation? Closest large resort to Disney is where you will find this 4 bedroom 4 bath home with a private pool. Windsor Hills offers the convenience of being close to the attractions, shopping, golf and great restaurants. This... View all property information
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    Kissimmee, Central Florida
    1 / 29
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Brand New custom built home on Reunion Resort with 5 bedrooms, 5.5 bathrooms located on the exclusive West Side of the Reunion Resort in Castle Pines. 3172 Sq Ft of Air Conditioned Living Space The owner commissioned one of Reunion's most popular designers who has decorated and furnished the... View all property information
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    Kissimmee, Central Florida
    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    Property Reference # RVH_111 Grande Living - 2 Bed Luxury Condo Sleeps Six within the Luxurious Reunion Grande This spectacular 5 star, 2 bed, 2 bath 1,441 sq. ft condo is located on the 3rd floor of the Reunion Grande. If you have friends or family wanting to stay close by RVH_110, RVH_114,... View all property information
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    Kissimmee, Central Florida
    1 / 21
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • x
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    About this property
    This super upgraded home is located in the sought out Legacy Park/The Estates on US Highway 27. Only a few minutes away from all the major attractions including Disney Parks & lots of shopping. Spend your vacation in this Safari-Themed 2,600 sq.ft home. Home features 4 bedrooms, 3 bathrooms with a... View all property information
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    Kissimmee, Central Florida
    1 / 21
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Enjoy your luxury vacation staying only 10 minutes from Disney in a modern vacation home! - Gated community - Less than 5 minutes to the grocery store - Close to Universal and outlet shopping malls - Enjoy the complimentary access to the heated resort pool / playground / clubhouse / gym /... View all property information
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    Kissimmee, Central Florida
    1 / 36
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    This beautiful home that has a luxurious contemporary style, offering a perfect vacation base within the Patriots Landing section of the exclusive Reunion Resort & Spa. This small upscale community inside Reunion has a feeling of the Florida Keys lifestyle thanks to the timber shingled homes,... View all property information
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    Kissimmee, Central Florida
    1 / 28
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    An elegantly remodeled 4-bedroom pool home with golf views, lake access and on-site facilities for your entertainment. Conveniently located for Disney and moments from all amenities. Relax in your private pool home and enjoy doorstep access to golf, tennis, basketball and fishing on the beautiful... View all property information
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    Kissimmee, Central Florida
    1 / 29
    8 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
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    About this property
    The interior of this great Davenport vacation home is decorated in creamy whites, accented with soft blues, browns, and grays. The open concept kitchen, complete with updated appliances - even a coffee maker for the slow risers - and ready for a chef’s loving touch, leads into the accompanying... View all property information
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    Kissimmee, Central Florida
    1 / 24
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • x
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    About this property
    This fabulous home is nestled on a quiet spot just inside the Liberty Bluff section of the Reunion Resort commanding a spectacular view across the Arnold Palmer course, one of three PGA courses Reunion is home offers to the Reunion Grande Hotel. A custom built courtyard style home featuring many... View all property information
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    Kissimmee, Central Florida
    1 / 17
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Nestled in the heart of Kissimmee, Barefoot Suites is the perfect for you and your family to stay on your to Orlando vacation. This family-friendly condominium resort is minutes away from major theme parks, and endless tourist attractions. Located approximately 2 miles from Old Town and 4.1 miles... View all property information
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    Kissimmee, Central Florida
    1 / 36
    4 of 5 stars (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    Beautiful 2 Bed 2 Bath Condo with Two King beds, 5 minutes to Disney This awesome professionally decorated 2 bed, 2 bath condo not only has a fantastic location, it also comes complete with gorgeous furnishings; including upscale furnishing and bedding. While you are here, you can rest easy in your... View all property information
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    Kissimmee, Central Florida
    1 / 15
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    A great option for your next Disney holiday. Disney’s Home has 6 Magnificent Bedrooms, 4 Fabulous Bathrooms and all the amenities you need, perfect for 2 families to share. Enjoy all the comforts of home whilst on holiday, a heated, southfacing pool, not overlooked large deck, big screen TV, CD,... View all property information
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    Kissimmee, Central Florida
    1 / 26
    4.5 of 5 stars (3) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Balcony
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    • x
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    • x
    About this property
    Spacious 4BR 3.5 BATH Townhome with 2 Master KING Suites, in popular gated Resort "LAKE BERKLEY" for your perfect DISNEY Vacation UPGRADE: NEW 42" FlatScreen TV in Living Room! This spacious town home is located just steps from the community pool and clubhouse in the popular gated Vacation Resort... View all property information
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    Kissimmee, Central Florida
    1 / 66
    4 of 5 stars (23) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
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    • x
    About this property
    The Villas at Seven Dwarfs Lane is the #1 and newest premier resort and vacation rentals in the Orlando area, near Disney World. Its proximity to Orlando's world-renowned attractions is unrivaled. Staying in one of Townhome gives you automatic membership to all the private resort facilities, for... View all property information
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    Kissimmee, Central Florida
    1 / 26
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Hot Tub
    • DVD Player
    • Children's Pool
    • Wi-Fi
    • Satellite TV
    • Waterfront
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Looking for a little slice of paradise where you can relax and rejuvenate? Whether your vacation plans call for a family getaway or a secluded honeymoon trip, Star Island Resort and Club in Kissimmee near Orlando, Florida, is the perfect place for your home away from home. Our resort’s all-suite... View all property information
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    Kissimmee, Central Florida
    1 / 29
    4.5 of 5 stars (2) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
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    • Patio
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    • Sauna
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Book online!! you should stay here!!! Walt Disney World® Resort worked with the top vacation rental home companies in central Florida to design a program that would give guests a simple way to easily see if the company that they were booking with was safe, customer focused and consistently provides... View all property information
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    Kissimmee, Central Florida
    1 / 25
    4.5 of 5 stars (19) Very good
    6 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    • DVD Player
    • Satellite TV
    • Hot Tub
    • Washer
    • Patio
    • Air Conditioning
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Our beautiful six bedroom, three bathroom Tulip Blossom for families that love to travel with friends or extended family!!! Enjoy many amenities of this squeaky clean Non-Smoking home, including a fully equipped kitchen with breakfast nook, washer and dryer for your laundry, free high speed... View all property information
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    Kissimmee, Central Florida
    1 / 28
    5 of 5 stars (1) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Air Conditioning
    • Hot Tub
    • Internet Access
    • DVD Player
    • Satellite TV
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Spacious & Tastefully Furnished 5BR 4.5 BATH Villa -3 Master Suites, large deck, private pool & Spa, close to DISNEY This bright and spacious Villa is tastefully decorated and located conveniently close to Shopping, Dining and all major attractions. On the ground floor you will find the living... View all property information
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    Kissimmee, Central Florida
    1 / 48
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • Hot Tub
    • DVD Player
    • Grill
    • Balcony
    • Air Conditioning
    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    'Disney Magic!' This spectacular, immaculate, newly remodeled three bedroom 2 bath home is just 5 to 8 minutes from Disney World and just 15 to 20 minutes from Universal, Sea World, and Orlando's other great attractions and shopping outlets! You will be overlooking a gorgeous HEATED pool... View all property information
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    Kissimmee, Central Florida
    1 / 33
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    This elegant townhome has 3 bedrooms, 3 bathrooms and a private splash pool with water views and contemporary high-quality furnishings throughout. The fully equipped, eat-in kitchen is open-plan to the dining area and living area. It has granite counter tops, stainless steel appliances and a... View all property information
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    Kissimmee, Central Florida
    1 / 4
    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • Parking
    • Satellite TV
    • Private Garden
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Beautiful executive six bedroom, five bathroom pool home in beautiful Paradise Palms Resort. Only five miles to Disney World! Professionally decorated, this home is perfect for families, groups of golfers or friends, relocated executives, business travelers, or even extended family reunions. You... View all property information
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    Kissimmee, Central Florida
    1 / 12
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • Wi-Fi
    • Shared Outdoor Pool...
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Two-Bedroom Villa The villa feature panoramic views of winding fairways and lakes attracted natural wildlife. Many of these villas -- have recently undergone enhancements that add more luxury, comfort and gorgeous details such as granite countertops, updated décor and more. West Village Two... View all property information
    Location Information
    Kissimmee, Central Florida