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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 / 24
    5 of 5 stars (1) Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 16 | Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    1 / 48
    5 of 5 stars (4) Excellent
    7 Bedrooms, 6 Bathrooms, Sleeps 16 | Quick View
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    About this property
    Mickey's Maingate Manor is a professionally designed and decorated luxury vacation home. This is a 7 bedroom, 6 bath home, with 5 of those bedrooms being Ensuite Master Bedrooms. 5 minutes from Walt Disney World, in the prestigious 'Enclave' neighborhood of the Gated Resort Community Emerald... View all property information
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    Kissimmee, Central Florida
    1 / 18
    4 of 5 stars (3) Very good
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    Best luxury house in Windsor Hills Resort!! Our 6 bedroom 4 bathroom Disney Dream House. The largest most luxurious home in the 5 star gated resort of Windsor Hills! Just 2 miles from the gate of Walt Disney World! Our home features - South facing private pool and spa. Top notch electronic... View all property information
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    Kissimmee, Central Florida
    1 / 50
    8 Bedrooms, 9 Bathrooms, Sleeps 1 | Quick View
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    Muirfield Magic is truly a luxurious 8 bedroom 8.5 bathroom Reunion vacation villa overlooking the Jack Nicklaus golf course. This 8,000 sq. ft. home is by far a upscale masterpiece that will make your vacation dreams reality. You will be impressed as soon as you pull up to this beautiful vacation... View all property information
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    Kissimmee, Central Florida
    1 / 35
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    “Picture you and your family renting this 5 Bedroom Villa located on Windsor Palms Resort, with private pool, spa and games room. Close to Disney' Welcome to the vacation home of your dreams! This 5 bedroom, 3.5 bathroom rental home is located in the resort community of Windsor Palms. Attaining the... View all property information
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    Kissimmee, Central Florida
    1 / 16
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Beautiful 2-story Townhouse with 4 bedrooms, 3 bathrooms and private pool located at Bella Vida resort. Bella Vida resort is a gated community, which means that access is only accepted by an electronic code provided to our guests, you and your family can enjoy all the amenities and fun of the... View all property information
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    Kissimmee, Central Florida
    1 / 21
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    4 Bedroom, 3 Bathroom, Sleeps 8 We usually rent from Saturday to Saturday only. The following times are available for NON Sat-Sat Rentals 1. August & December 2016 are available for NON Sat-Sat rentals 2. January 2017 is available for NON Sat-Sat rentals **Free Free Free** We do not charge extra... View all property information
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    Kissimmee, Central Florida
    1 / 17
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This charming 3 bedroom, 2.5 Bath town-home now has 1 King, 1 Queen and a Captains Bunk (Full size on bottom and single on top) upstairs with 2 full baths. There is also a Queen sleeper sofa on the main floor with a half bath. There is a private courtyard with plush patio furniture to lounge and... View all property information
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    Kissimmee, Central Florida
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    1 / 16
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    3 Bedrooms, 3 Bathrooms, Full Kitchen, Free Wifi, Nintendo Wii, Baby Ready! Are you looking for a restful and comfortable stay? You have come to the right place! This 3 bedroom townhouse is located in the Crestwynd Bay resort, just 1.5 miles away from Disney. This gated community features a... View all property information
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    Kissimmee, Central Florida
    1 / 20
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This Luxurious 4 bedroom, 3 bath duplex with private pool, located in the community of Bellavida Resort will be the best choice for your holiday! This villa is ready and waiting for your entire family, it can accommodate 8 sleeps. It was built in 2013 and it is a completely new home! Well-furnished... View all property information
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    Kissimmee, Central Florida
    1 / 19
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    We are a company that loves to provide the Best service to our guests,and make them feel welcome and as if they were home! This home located in the neighborhood of Crestwynd Bay in Kissimmee FL has 3 Bedrooms and 3 Baths, a full equipped kitchen, private garage, flat screen Tv's and Free wi-fi.... View all property information
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    Kissimmee, Central Florida
    1 / 35
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | 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 / 64
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    INTERNAL CODE: PR5SSA3B08G The Property: This practical 3 bedrooms vacation apartment located in the city of Kissimmee, in the best touristic zone of the Greater Orlando, offers the amenities and services of one of the best 5 star resorts. This holiday rental offers the following amenities and... View all property information
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    Kissimmee, Central Florida
    1 / 16
    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Bella Vida Home Resort home located inside the Gated Bella Vida Resort Community Kissimmee. 4 Bed 3 Bath Private Pool. Conservation land behind this spacious and modern home. 7 Miles to Disney. Top of the Line ! 1 King Bed 1 Queen 2 Twins and 1 Double Wireless internet. The photos tell... View all property information
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    Kissimmee, Central Florida
    1 / 33
    8 Bedrooms, 9 Bathrooms, Sleeps 20 | Quick View
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    About this property
    Welcome to Valhalla at Reunion Resort, a world-class resort home. This home is ultra luxurious inside and out. The open floor plan is exquisitely decorated and includes a stunning leather furniture package. The great room features a huge 70-inch flat-screen TV, with Blu Ray player. For dining,... View all property information
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    Kissimmee, Central Florida
    1 / 20
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Come Enjoy this Beautiful 3 Bedroom, 2 Bathroom condo in Villa of Somerset. Community is located just minutes from the Disney World Theme parks! Right on the first floor, just park and walk right into your own condo with all the things you would need to make this the best vacation ever! We offer... View all property information
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    Kissimmee, Central Florida
    1 / 16
    3 of 5 stars (3) Average
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    We have made the Villa available for holiday rentals, and is perfectly situated for your Florida vacation base. The Villa is located 7 minutes from the gates of the Disney Magic Kingdom Theme Park and is well equipped to for you perfect Florida vacation. Unlike many Owners who Just buy a rental... View all property information
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    Kissimmee, Central Florida
    1 / 45
    3 of 5 stars (3) Average
    6 Bedrooms, 4 Bathrooms, Sleeps 15 | Quick View
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    • Patio
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    About this property
    Windsor Hills Villa Rental Photos and Description<BR><BR>Brand New 6 Bedrooms, 4 Baths, Sleeps 15, Games Room, Pool, Hot Tub, Baby Ready<BR><BR>Wow! Our brand new renovated luxurious, non-smoking villa located on the 24-hour guard gated, exclusive windsor hills resort, just under 2 miles to walt... View all property information
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    Kissimmee, Central Florida
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    1 / 23
    5 of 5 stars (16) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Doral Woods community is set within a Wildlife Conservation area. The location has a very private and unique semi rural setting in which peace and tranquility are the order of the day. Our recently refurbished Villa is built on an 1/4 acre landscaped plot, our swimming pool is surrounded by a... View all property information
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    Kissimmee, Central Florida
    1 / 10
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    Our beautiful newly renovated 1760 sq.ft 4 bedrooms, 3.5 bath, Townhouse is only 8 miles from Disney World, only 5 miles from restaurants, shopping malls, Old Town and Fun spot. This unit has two master suites one upstairs with balcony / water view and one downstairs, all new wood flooring, new... View all property information
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    Kissimmee, Central Florida
    1 / 15
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Adorable FURNISHED 4/3/2 POOL home near DISNEY**SHORT-TERM RENTAL in GATED community!!!**Living room-dining room combo boasts VAULTED ceilings and SLIDERS to SCREENED LANAI & POOL. Kitchen has a BREAKFAST BAR, RECESSED LIGHTING, and closet pantry. Kitchen also overlooks a BREAKFAST NOOK. Master... View all property information
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    Kissimmee, Central Florida
    1 / 4
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Secret Key Cove Villa Luxury Award Winning Vacation villa rental, in Orlando, Florida Set in a Gated Community This 2 story upgraded Villa has, 4 bedrooms, 3 bathrooms, air conditioning and is set in a private location with its own private pool and spa. The luxury of a Hotel, the comforts of... View all property information
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    Kissimmee, Central Florida
    1 / 54
    3 of 5 stars (1) Average
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    We have the ideal location for a holiday close to the fabulous Central Florida attractions - including Walt Disney World, Universal and Sea World. With 4 bedrooms and plenty of space, the Indian Ridge Villa is ideal for small families, large families or two families sharing - for 2 to 8... View all property information
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    Kissimmee, Central Florida
    1 / 20
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    Amazing 6 bedroom vacation rental located in the prestigious BellaVida Resort. The villa features 2 traditionally decorated living rooms, a large open plan fully equipped kitchen with a breakfast bar with seating for up to 3 people, a dining area, a games room with a large billiards table,... View all property information
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    Kissimmee, Central Florida
    1 / 14
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Shared Garden
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    About this property
    This award-winning resort spans 35 acres and is located in the heart of Orlando, Florida’s world-renowned attractions and amusements. It shares its backyard with Walt Disney’s Animal Kingdom and is conveniently situated just two miles west of the Walt Disney World® Resort’s main entrance. Even... View all property information
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    Kissimmee, Central Florida
    1 / 8
    5 of 5 stars (1) Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    The villa is situated 20 minutes from Orlando International Airport. In the Buenaventura Boulevard area. It is in a cul de sac of 6 houses. The villa backs onto a lake, which you can fish in. All fishing equipment is at the house.<BR>The house has a games room, with a pool table and a darts board.... 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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    <h1 style='color: #76be43;'>Luxurious Orlando Vacation Home in Paradise Palms Resort, Kissimmee, Florida</h1><ul style='margin:0; padding:0; '><li style='margin:0; padding:0 0 0 15px; background-image:... View all property information
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    Kissimmee, Central Florida
    1 / 101
    5 of 5 stars (2) Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 18 | Quick View
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    Edwin Island is perfectly located on the exclusive Emerald Island gated resort community, less than 3 miles from Walt Disney World in Kissimmee, Florida. Everything is New! With 7 bedrooms and 4.5 bathrooms, this fully air-conditioned, elegant, clean and spacious Orlando vacation home is perfect... View all property information
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    Kissimmee, Central Florida
    1 / 17
    4.5 of 5 stars (25) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    This spacious townhome with 3 bedrooms, 3 bathrooms is located in Kissimmee in a safe and secured Gated Resort Community, off Route 192. The house is minutes away (1.5 miles) from Disney parks, 20 minutes from Sea World and Universal Studios. Super Target, Wal-Mart and Orlando Premium Outlets are... View all property information
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    Kissimmee, Central Florida
    1 / 15
    3.5 of 5 stars (3) Average
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Lake Berkley is just off HWY 192, in Kissimmee, Florida and is perfectly placed for the shops, restaurants, fun and attractions that Orlando has to offer. Lake Berkley is ideally located as a 'home base' for other Florida activities including the Space Coast or the Gulf Coast. Completely Renovated... View all property information
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    Kissimmee, Central Florida
    1 / 32
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    'Imagine Renting This Stunning Villa In One Of Orlando`s Most Prestigious Resorts, Windsor Hills, with it's own Private Pool and Games Room' This 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... View all property information
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    Kissimmee, Central Florida
    1 / 12
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    Comfortable villa with 3 bedrooms and 2 bathrooms located at the Seven Dwarfs resort. This community is located just 7 miles from the entrance to the Disney parks, which allows you to easily reach your destination and save time to make the most of your holiday. The Seven Dwarfs community has 24... View all property information
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    Kissimmee, Central Florida
    1 / 38
    5 of 5 stars (10) Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
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    For those looking for the ultimate vacation rental experience, this is the right villa! Located in the tropical grounds of Emerald Island Resort near Disney World, this huge 7 bed villa villa offers outstanding amenities at affordable prices for parties of up to 16 guests. This luxury villa with... View all property information
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    Kissimmee, Central Florida
    1 / 28
    5 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    About this property
    Villa Mimosa is one of eight villas that we have available for rental and the perfect home for you to use as a base for your vacation in the Central Florida area. Just 15 minutes from Disney, located on a corner plot just 2 minutes from a Walmart Superstore with ALDI opposite. Villa Mimosa is... View all property information
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    Kissimmee, Central Florida
    1 / 32
    3 Bedrooms, 3 Bathrooms, Sleeps 1 | Quick View
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    Come and fall in love with this beautiful contemporary-styled Windsor Wonderland townhouse. The bright and airy fully equipped kitchen with upgraded granite counters is perfect for preparing a quick snack or a family feast, while the dining and breakfast bar areas provide a wonderful family setting... View all property information
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    Kissimmee, Central Florida
    1 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Villa Bonita is located at Southern Dunes, a quiet, friendly and relaxing neighborhood twenty minutes away from Disney World. The community is set on an 18-hole, true gem, Golf Digest 4-star-rated championship golf course. Even if you do not play golf, Southern Dunes is a great place to stay... View all property information
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    Kissimmee, Central Florida
    1 / 51
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    <h1 style='color: #76be43;'>Luxurious Orlando Vacation Home in Paradise Palms Resort , Kissimmee, Florida</h1><ul style='margin:0; padding:0; '><li style='margin:0; padding:0 0 0 15px; background-image:... View all property information
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    Kissimmee, Central Florida
    1 / 20
    5 of 5 stars (13) Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    THIS DEAL IS NOT INCLUDED WITH ANY OTHER DEAL BEING OFFERED. ALL RATES ON HOME HAVE ALREADY BEEN DISCOUNTED BY 15%. NO PETS/ANIMALS ALLOWED. NO SMOKING ALLOWED. FREE - WIFI - FREE - PACK N PLAY AND FREE - HIGH CHAIR. Beautiful two story 6 bed 5.5 bath pool/spa home ( SLEEPS 12 PEOPLE)... View all property information
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    Kissimmee, Central Florida
    1 / 35
    9 Bedrooms, 9 Bathrooms, Sleeps 20 | Quick View
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    Step inside this brand new home with room for everyone.  Whether you are visiting for a family reunion, quick getaway or a corporate retreat, you will be sure to find space for everyone.  Upon entering you will blown away by the size and grandeur of this home.  Professionally decorated with the... View all property information
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    Kissimmee, Central Florida
    1 / 49
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
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    • Shared Garden
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    • Pet-friendly
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    • x
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    • x
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    This comfortable home provide you and your family an excellent vacation at Disney area. Less than 5 miles from Disney you can find safely your rest after you enjoy a terrific day in the theme parks - Disney, Universal, Sea World and all places you can visit in this fantastic place. Our home is in... View all property information
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    Kissimmee, Central Florida
    1 / 35
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    This 3,300 sq. ft Reunion Resort home is the perfect getaway villa for any family. The divine 5 bedroom, 4.5 bathroom custom designed home sleeps 10 comfortably. This Reunion villa has golf course views galore, games room, secluded bedrooms, private courtyard, remote controlled back patio screens,... View all property information
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    Kissimmee, Central Florida
    1 / 26
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Luxury 6 bedroom villa located in world class Windsor Palms Resort. Windsor Palms is located minutes from Disney World with easy access to all of the attractions in Orlando, it offers an Olympic size pool, patio, licensed tiki bar, fitness suite, 3D movie cinema (pick your movie and the time and... View all property information
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    Kissimmee, Central Florida
    1 / 16
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    Runaway Beach Club Resort is a luxury family resort located right in the center of Florida's tourist area, only 3 miles from Walt Disney World Resort. Two heated pools provide swimming and sunning options for the whole family --- a South Beach themed adult pool plus a fun, colorful child-friendly... View all property information
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    Kissimmee, Central Florida
    1 / 26
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    Highlights; Right next to the main clubhouse and pool Features King size Master Suite Free high speed Wi-Fi Gated resort style community manned 24 hours a day Upgraded cable package Full size Washer / Dryer Description; Vacation in style with this fantastic condo in the highly sought after resort... View all property information
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    Kissimmee, Central Florida
    1 / 44
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
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    • Mountain Views
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    • Waterfront
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    • x
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    About this property
    Turn your dreams into reality in our Luxury Holiday Villa just a short distance from the Orlando theme parks.<BR><BR>This is Mickey's Retreat, our 3 Bedroom, 2 Bathroom Villa in Kissimmee, Florida. Mickey's Retreat is conveniently situated just a short ten minute drive away from Disney World and... View all property information
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    Kissimmee, Central Florida
    1 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This community is extremely close to Walt Disney WorldResort, SeaWorldOrlando, Universal OrlandoResort and downtown Orlando – all just minutes away! Windsor Palms offers the highest level of comfort and convenience .. My place is good for couples, solo adventurers, business travellers, families... View all property information
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    Kissimmee, Central Florida
    1 / 40
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • ?
    About this property
    If you are looking for a vacation that has it all then this is where you need to be. With Disney and all the attractions literally on your door step you dont need to be spending precious time getting to the parks. Runaway Beach Club is a family resort in the hub of central Florida's tourist area... View all property information
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    Kissimmee, Central Florida
    1 / 16
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    Welcome to Windsor Hills Resort and this luxurious 6 bedroom, 4 bathroom rental home (2812 sq. ft.) located near the theme parks in Orlando, Florida. This rental home has attained the prestigious 'Grand' status for having an upgraded professional furniture package. This vacation rental home has... View all property information
    Location Information
    Kissimmee, Central Florida