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Holiday Rentals in Kissimmee, FL

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    1 / 25
    5 of 5 stars (2) Excellent
    4 Bedrooms, 6 Bathrooms, Sleeps 8 | Quick View
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    1 / 59
    5 of 5 stars (13) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    1 / 8
    5 of 5 stars (17) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Cane Island is a luxurious gated resort featuring impressive amenities. Our Condo is located on the ground floor, it is a 2 bedroomed condo that is perfectly accessible for both wheelchairs and pushchairs, everything is on a level so there are no steps or ramps. This is a luxuriously furnished... View all property information
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    Kissimmee, Central Florida 34746
    1 / 17
    5 of 5 stars (6) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    €91
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    About this property
    Spacious 4 bedroom villa on the prestigious Bella Vida resort. 10-15 mins from all attractions This villa enjoys a lakefront location together with its own heated pool. Access to the local clubhouse is free which allows guests the use of a fitness room, pool and play area. WIFI available in all... View all property information
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    Kissimmee, Central Florida 34746
    5 Bedrooms, 5 Bathrooms, Sleeps 11 | Quick View
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    €179
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    About this property
    Beautiful spa pool house with bbq grill, more than 3000 sqft family room, two mater suites one in the first floor and plenty of space for 11 guest. Full kitchen, full size washer and dryer , wifi and cable tv include. The house is locate in paradise palms resort, class a resort with a huge movie... View all property information
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    Kissimmee, Central Florida 34747
    1 / 29
    4 of 5 stars (1) Very good
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    About this property
    This beautiful villa locates in the Windsor Hill resort - one of the BEST resorts near Disney parks in Florida. -- Only 9 min to Disney parks -- Private screened pool with spa which overlooks open space – no backyard neighbor. -- New bedding's and new mattresses -- Private game room with pool... View all property information
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    Kissimmee, Central Florida 34747
    8 Bedrooms, 5 Bathrooms, Sleeps 20 | Quick View
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    €269
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    • Children's Pool
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    • x
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    About this property
    Property description Tiger’s den has a kiddie pool, main pool Tiger den is a vacation in itself. This vacation home features a large 30 x 15 foot south facing pool, kiddie pool and an above ground spa in addition to a large west facing sun bathing area. The main pool depth ranges from 3 to 6... View all property information
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    Kissimmee, Central Florida 34747
    1 / 32
    5 of 5 stars (2) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    €117
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    • Wi-Fi
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    About this property
    Come and enjoy Kissimmee, Florida! This beautiful home is located off Neptune road two miles away from Downtown Kissimmee and one mile away from the Florida Turnpike exit. This property is located in a private ½ of acre lot making it perfect for someone traveling with a boat, travel trailer or... View all property information
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    Kissimmee, Central Florida 34744
    1 / 54
    5 of 5 stars (9) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    €115
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    • x
    • x
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    About this property
    Welcome to Our Magnificently Luxurious Spacious 4 bedroom Modern Villa in Crescent Lakes Kissimmee Orlando. Our close to Disney home will make your Florida Vacation complete. There is lots of space to chill out and relax after a hard day at Disney or Universal. Our Villa is convenient for... View all property information
    Location Information
    Kissimmee, Central Florida FL34758
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    1 / 16
    5 of 5 stars (6) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    €130
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    About this property
    Welcome to our beautiful 4 bedroom home right in the heart of the fun capital of Florida. Our home sleeps 8 people in perfect comfort and is ideal for large family get togethers or two-family getaways. Only 3.8 miles to Disney and 1 mile to shops and restaurants it's the perfect Florida vacation.... View all property information
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    Kissimmee, Central Florida 34747
    1 / 22
    5 of 5 stars (1) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    €109
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    • Pet-friendly
    • Wheelchair access
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    • x
    • x
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    • x
    • x
    About this property
    This newly remodeled 4 Bedroom, 3 Bath Villa Home is located in the quite, secluded and secure area of Allmanda Grace at Crescent Lakes, one of the finest and most well respected vacation villa areas in the entire Orlando area. In addition our villa is 100% owned, free and clear from any Bank... View all property information
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    Kissimmee, Central Florida 34758
    1 / 29
    4 of 5 stars (5) Very good
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    €169
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    • Waterfront
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • x
    • ?
    About this property
    If you are looking for a dream home in a dream location you need look no further. This home has it all! It is located in Terra Verde which is one of the top resorts in the Disney area. The gated community has a Club House with pool, spa, tikki bar plus fitness and games rooms. You can even access... View all property information
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    Kissimmee, Central Florida 34746
    6 Bedrooms, 4 Bathrooms, Sleeps 13 | Quick View
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    €214
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    • Pet-friendly
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    • Child-friendly
    • x
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    • Elder access
    • x
    About this property
    NEWLY REFURBISHED TO A VERY HIGH STANDARD - prime location holiday villa situated on the Community of Oak Island Cove just 2 miles to Walt Disney World 6 Bedroom house that sleeps a maximum of 13. Complete with 4 bathrooms 2 lounge areas, formal dining area, pool, hot tub and games room. Bedroom... View all property information
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    Kissimmee, Central Florida 34747
    1 / 75
    5 of 5 stars (10) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    €90
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    • Pet-friendly
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    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Our 'Disney Vacation Villa' is a luxury, fully appointed 3-bedroom villa, nestled in the heart of the popular Lindfields Community just minutes from Disney and the other Orlando theme park attractions. Lindfields community is a quiet area where you can sit and relax by the pool, being just off the... View all property information
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    Kissimmee, Central Florida 34747
    1 / 51
    5 of 5 stars (10) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    €89
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    • Air Conditioning
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    • Washer
    • Private Outdoor...
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Indian Point with gorgeous lake and conservation view from pool. Indian Point, Kissimmee is a beautiful residential community situated within a few minutes drive of the Highway 192, convenient for the Wal-Mart superstore, a large selection of restaurants, and close to all the major attractions.... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    3 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    €134
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    • DVD Player
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    • Balcony
    • Air Conditioning
    • Children's Pool
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Our condo is located in Kissimmee within the community of lighthouse Keys It is constantly in the top two for accommodation in the area on trip advisor. Ultimate in luxury and can sleep 6 comfortably and up to eight. Perfect for family holiday, golf trip. Fifteen minutes away from the all the... View all property information
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    Kissimmee, Central Florida 34747
    1 / 74
    4.5 of 5 stars (7) Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    €122
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    • Children's Pool
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    • Washer
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Elder access
    • x
    • x
    About this property
    Our luxury family villa is situated within the well established, prestigious Lake Berkley Community, perfectly located just off the US 192. This central, yet private location, within 16 minutes of Disney is also within strolling distance of local bars, restaurants and supermarkets. No expense has... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
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    • Pet-friendly
    • Wheelchair access
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    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    First floor consists of 892 sf with hallway, bathroom, king size bedroom, living room with dining area and a luxurious kitchen. Second floor has 888 sf including 3 bedrooms, 2 full bathrooms, washroom with washer and dryer and closet in the hallway for linens. The patio covers 712 sf including pool... View all property information
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    Kissimmee, Central Florida 34747
    1 / 15
    5 of 5 stars (2) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    €125
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    • x
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    • Elder access
    • x
    About this property
    Step into your Florida Oasis - this lovely 4 bedroom/3 bathroom private pool/hot tub home features luxury amenities including a large screen television in the living area, 32 inch LCD TVs in all four bedrooms, a game room with pool table, foosball and overhead television, formal dining area, sky... View all property information
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    Kissimmee, Central Florida 34747
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    1 / 15
    4 of 5 stars (4) Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
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    • x
    • x
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    • x
    About this property
    Villa Pip is a 2-story executive villa, providing pure luxury in every sense of the word. It has a South West facing screened swimming pool and spa that backs onto a beautiful unspoilt conservation area. There is also a fabulous Disney character bedroom for the children and a luxurious master... View all property information
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    Kissimmee, Central Florida 34746
    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Beautiful house , new , 5 suites , 6 bedrooms, own pool , central air conditioning, acoustic windows, full kitchen and laundry facilities , gated community, cinema, swimming pool , games, and small market. Great location ! Five minutes from the parks ! Linda casa, nova, 5 suítes, 6 quartos,... View all property information
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    Kissimmee, Central Florida 34747
    1 / 24
    5 of 5 stars (3) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
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    • Pet-friendly
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    • x
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    About this property
    WE ARE JUST 3 MILES TO DISNEY WORLD!!! NO HIDDEN FEES! Taxes and cleaning fee are already included in your quote. Come relax in our LUXURY TOWNHOME - NEWLY RENOVATED with hardwood laminate flooring in all bedrooms, providing a clean and HYPOALLERGENIC home! Come see why so many travelers... View all property information
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    Kissimmee, Central Florida 34747
    1 / 80
    5 of 5 stars (1) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 13 | Quick View
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    • x
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    About this property
    What a great Orlando villa! You just won't want to leave this beautiful 6 bed 4 bath villa! This Orlando vacation home boasts exceptional furnishings throughout. Large rooms with cathedral ceilings, open floor plan and tiled floors. The living area has a 46 inch plasma TV, 2 large comfortable... View all property information
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    Kissimmee, Central Florida 34747
    1 / 49
    5 of 5 stars (1) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • x
    • x
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    About this property
    EXCEPTIONAL LAKESIDE LOCATION ~ POOL AND SPA AREA IS NOT OVERLOOKED If you would like to return from your busy days at the local theme parks, shopping malls and championship quality golf courses, to a TRUE HOLIDAY HAVEN where you can relax and enjoy TOTAL PRIVACY in an unrivalled setting, TALIA... View all property information
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    Kissimmee, Central Florida 34746
    1 / 23
    5 of 5 stars (2) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    Palm Tree Villa Florida, is tucked away in the much sought after location of Doral Woods. This large 4 Bedroom, 3 Bathroom villa, is ideal for making the perfect vacation. This is our own holiday home, so the furnishings are to a high standard, as you can see from the pictures and video. Fully... View all property information
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    Kissimmee, Central Florida 34758
    3 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • ?
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    • x
    About this property
    Westgate Town Center Resort & Spa in Kissimmee, Florida, provides guests all the comforts of a fully furnished home with accommodations within minutes of Orlando's world-famous theme parks and attractions. With a variety of onsite amenities and dining options, your vacation is waiting at Westgate... View all property information
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    Kissimmee, Central Florida 34747
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This newly refurbished villa and pool is ideal for Disney and Universal Holidays. It has a Super HD television, and an HD television in the two en-suite bedrooms. The Lanai is in a cage and faces West for warm lazy evenings by the pool after hard days enjoying the parks. You can dine in, or dine... View all property information
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    Kissimmee, Central Florida 34746
    1 / 14
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    Westgate Towers Resort in Kissimmee, Florida, offers guests all the comforts of a fully furnished home with accommodations ranging from studios to spacious one- and two-bedroom villas, all within minutes of Orlando's world-famous theme parks and attractions. With a variety of onsite amenities,... View all property information
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    Kissimmee, Central Florida 34747
    1 / 78
    4.5 of 5 stars (4) Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • ?
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    Ladys Villa (Loz and Ady's villa) is our holiday home in the sun, it will sleep up to 8 people, with games room, private screened pool (heated on guest payment). We invite you to share our home. It is ideally situated for the independent traveller, giving easy access to all the theme parks,... View all property information
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    Kissimmee, Central Florida 34743
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    4.5 of 5 stars (3) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Our beautiful spacious home in Kissimmee has a large pool, and is situated in the Lindfields community The house has free wifi, a family room and lounge area, loads of room to stretch out. You will only be 20 minutes away from Disney, and 10 minutes to all of the major supermarkets. Orlando... View all property information
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    Kissimmee, Central Florida FL34747
    6 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    This is a superb secluded villa in the popular gated community of Cumbrian Lakes. The home boasts a magnificent view. The pool is lakefront and overlooks a lush conservation area. This is therefore a wonderful spot to relax in the pool or spa and totally unwind. The home itself has 6 bedrooms five... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    This wonderful Orlando / Kissimmee vacation spot at the Legacy Dunes Resort is conveniently located only five miles from Walt Disney World in a private gated community of Kissimmee, Florida. There is fun for the whole family to enjoy! You're only a hop, skip and a jump away from all the Disney... View all property information
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    Kissimmee, Central Florida 34747
    1 / 12
    5 of 5 stars (2) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    You will not believe the stunning look of this home until you view the photos. Live like royalty for the duration of your vacation, just completed Magnolia View, offers the very best in luxury with each of the 5 bedrooms having their own bathroom. Magnolia View is in The Enclave, which is the area... View all property information
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    Kissimmee, Central Florida 34747
    1 / 44
    5 of 5 stars (3) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This luxurious Florida vacation home with its own large private heatable south facing swimming pool overlooking a beautiful lake is located in the small tranquil community of Westminster Gardens. Situated in Kissimmee and just 25 minutes from Disney, via Osceola Parkway. A great location from... View all property information
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    Kissimmee, Central Florida 34744
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    5 of 5 stars (5) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    WE ARE JUST 3 MILES TO DISNEY WORLD!!! NO HIDDEN FEES! Taxes and cleaning fee are already included in your quote. Come relax in our LUXURY TOWNHOME - NEWLY RENOVATED with granite countertops, a new leather sofabed, and hardwood laminate flooring in all bedrooms, providing a clean and... View all property information
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    Kissimmee, Central Florida 34747
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    3 Bedroom 2 Bathroom Condo Sleeps 6 Welcome to Minion Cove, our 3 bedroom 2 bathroom condo located in the beautiful 5 star gated community of Windsor Hills located less than 2 miles from the main gates of Walt Disney World. Windsor Hills is one of the newest and greatest gated community located... View all property information
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    Kissimmee, Central Florida 34747
    1 / 14
    4.5 of 5 stars (7) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Gorgeous 4 bedroom house minutes from Walt Disney World. Have your own private pool and a fun game room the whole family can enjoy. Close to I-4 access for travel to Universal Studios and Sea World. If the ocean is your thing, you can get to either coast within an hour of driving. View all property information
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    Kissimmee, Central Florida 34747
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    4 of 5 stars (2) Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    Sleeps 12; 4 bathrooms; 7 TVs; Private, screened-in pool; high-speed Internet; outdoor Spa; games room; no pets allowed.This villa offers free high-speed internet (cable and Wi-Fi) plus free local and long-distance calling within the United States and Canada. A fax-copier is present too.The villa... View all property information
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    Kissimmee, Central Florida 34747
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Our family owned Orlando vacation spot is conveniently located four miles from Walt Disney World in the private residential area of Lindfield Estates in Kissimmee, Florida. There is fun for the whole family to enjoy! You're only a hop, skip and a jump away from all the Disney theme parks including... View all property information
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    Kissimmee, Central Florida 34747
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    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    Our lovely vacation home features 3 bedrooms, 2 full bathrooms, fully-stocked kitchen, large living area as well as a private, fenced-in and fully screened pool and patio. This house was professionally remodeled and renovated during the summer of 2014 including flooring tiles throughout, bathroom... View all property information
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    Kissimmee, Central Florida 34747
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    4.5 of 5 stars (4) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Aster Cove is situated in a beautiful gated community set in the conservation area of Crescent Lakes, Kissimmee.The property is in a great location to enjoy Disney and Universal as well as all the other excitement Florida has to offer. Championship golf courses are a short drive away as well as... View all property information
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    Kissimmee, Central Florida 34758
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Spacious 4b pool home near Disney! Beautiful 4 bed house in gated Cumbrian Lakes! Completely furnished, fully equipped kitchen, private pool, game room, washer and dryer, pool heat available! Cumbrian Lakes is conveniently located just about 15 minutes from Disney!! All of our vacation rentals... View all property information
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    Kissimmee, Central Florida 34747
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Why pay the hotel prices for just 1 bedroom when you can have the comfort of the whole home. by taking the time to Relax, enjoy the view overlooking the beautiful lake, right in the back yard! Watch all the natural wildlife such as ducks and cranes walk right past. Take a dip in the refreshing... View all property information
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    Kissimmee, Central Florida 34746
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    5 of 5 stars (8) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Located in the quiet gated community of Cumbrian Lakes. Exclusive 4 bedrooms and 3 full bathrooms, including en-suite in the master bedroom. Can accommodate groups sleeping 8 guests. The master bedroom features a luxurious King size bed with private bath and shower, his and hers walk in closet.... View all property information
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    Kissimmee, Central Florida 34746
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    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Dreaming of a Disney Vacation? Why stay in a cramped, overpriced hotel room when you can rent a beautiful 3 bedroom condo in a luxury resort just 2 miles from the entrance to Walt Disney World! Lots of room, a full kitchen, and all the modern amenities you'd expect from a premiere vacation... View all property information
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    Kissimmee, Central Florida 34747
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    5 of 5 stars (18) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    About this property
    FREE PHONE CALLS AND WIFI Luxurious 3 bedroom/2 bathroom, fully equipped Condo is located in the exclusive gated community of Windsor Palms, Kissimmee, less than 3 miles from Walt Disney World. A perfect location for all that Central Florida has to offer eg The Parks of Magic Kingdom, Animal... View all property information
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    Kissimmee, Central Florida 34747
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    5 of 5 stars (14) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Our villa is in Kissimmee, about 20 minutes drive from Orlando Intl. Airport (an hour or so from Sanford airport) and is set in peaceful, woodland surroundings, yet only a 10 minute drive from the Disney World Resort and less than 20 minutes from the Universal and Sea World theme parks. Fully... View all property information
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    Kissimmee, Central Florida 34746
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    The Hamlets community in Kissimmee is a charming, quaint, small, and gated community nested in a Cul-de sac surrounded by lush greenery and conservation area. The community layout gives it a feeling of a tropical resort. Despite its cozy and quiet environment, The Hamlets is about half a mile from... View all property information
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    Kissimmee, Central Florida 34746
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    5 of 5 stars (8) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    3 bedroom villa, air conditioned with own pool and garden. 2 double bedrooms, 1 with ensuite, 1 twin bedroom and family bathroom, open plan living area comprising of fully equipped kitchen, breakfast / family room, dining room, lounge. Enclosed pool and sun deck to rear with patio loungers, chairs... View all property information
    Location Information
    Kissimmee, Central Florida FL34747