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Kissimmee Vacation Rentals

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    Travelers to Kissimmee are booking December dates now. Secure your vacation rental today, and have the perfect trip.
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    About this property
    ******20% off discount on your rental rate if you stay anytime from now until end of November 2016****** This phenomenal Terra Verde Resort Town-Home has three bedrooms and two bathrooms. The Disney vacation rental sleeps up to 6 comfortably - the perfect place to vacation with family and friends!...
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    Kissimmee, Central Florida 34746
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    This fabulous family pool home has been extensively upgraded to offer every family a magical vacation to remember and cherish forever. Wonderful vacation home is a fabulous place to spend your next family vacation in Florida near to Mickey and his friends at the Indian Creek community! At-A-Glance:...
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    Kissimmee, Central Florida 34747
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    About this property
    This AMAZING Town home is located on the Bella Vida Resort which is just minutes away from Walt Disney World® Resort - and all the restaurants, shows and attractions of Kissimmee and Orlando! With 4 bedrooms and 3 bathrooms, this full air-conditioned and stylish vacation town home with private...
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    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    1416 sq. ft, 3 Bedroom and 3 bathroom townhouse, with private patio, splash pool and private driveway.<BR><BR>Located in beautiful Kissimmee, Windsor Hills is the closest gated community resort to Disney World, which is less than 2 miles away and easily accessible to I 4/ US192. This 5 star luxury...
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    Kissimmee, Central Florida 34747
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Balcony
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    About this property
    Embark on your dream vacation by staying at this private retreat - complete with a spacious family-sized open plan concept private vacation home. Accommodation comprises of 6 bedrooms and four bathrooms with a Washer and Dryer available in the house, providing convenient laundry access. Sweeping...
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    Kissimmee, Central Florida 34746
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
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    This home boasts four bedrooms – two of which are en-suite. Master Bedroom one is king with en suite bathroom which includes a Roman tub. Master two is a queen size bedroom. Two further bedrooms share a family bathroom – one of which is a spacious queen while the other 'family bedroom" room offers...
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    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    7 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    Welcome to this luxurious 7 bedroom, 5.5 bathroom vacation home with its own pool and spa. With 3 kings, 3 queens and a full over twin bunk-bed, there is plenty of space for everyone (14 if needed) to spread out and unwind. This bright, professionally decorated, open floor plan home has free WIFI...
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    Kissimmee, Central Florida 34747
    Rental Home - 7 Bedrooms, 5 Bathrooms, Sleeps 14
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Beautiful townhome located Kissimmee Florida in a gated community minutes away from Disney, Old Town and other attractions. Is a 4/3 unit with full kitchen and fully furnished, is a two story with a bedroom downstairs, a full bathroom. Wifi and cable available. Screen porch to enjoy the...
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    Kissimmee, Central Florida 34746
    Condo/Apartment - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Patio
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    Pet friendly
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    Located 5 minutes away from Disney World, in the Regal Oaks Resort & Spa. Walk to Old Town with Fun Spot justt a walk away. Wander into one of the specialty shops or stop by one of the weekly Car Cruises that feature cars from many different decades. Then go next door to Fun Spot where you will...
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    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    About this property
    We invite you to enjoy our townhome 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 town home with splash pool. Attention to every detail has been put in as we furnished and...
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    Kissimmee, Central Florida 34747
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    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 /...
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    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    Closest community to Disney. Brand New Townhouse, 4 Bedrooms & 3 bathrooms, Pool & amazing Lake view. One bedroom & one bathroom downstairs. Private Pool with a great lakeview. This property has many special touches for your family to enjoy. This place is close to restaurants, shopping and dining...
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    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Vacation Village at Parkway is the home base for your sun-drenched Florida vacation. The resort boasts all the comforts you'd want in a deluxe suite accommodation and then some! The resort offers 6 swimming pool to cool off after a day at the exciting local attractions, a picnic area for a breezy...
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    Kissimmee, Central Florida 34747
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Sunshine & Magic at Terra Verde Resort1 / 28
    (20)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Our luxurious 4-bedroom, 3-bath home is located in a quiet and secluded part of Terra Verde, with heated pool and patio overlooking an open landscaped area. Its unique location within the resort means that you will not be disturbed or overlooked by passers-by and neighbours. It has all the...
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    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    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...
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    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
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    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 /...
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    Kissimmee, Central Florida 34746
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Play at the Walt Disney World Resort, Universal Studios or Sea World all day and then take the short drive home to this relaxing space. The condo has a large open plan living area and is clean and comfortable with everything you need to enjoy your vacation. The large family living area has seating...
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    Kissimmee, Central Florida 34746
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    6 Bedrooms, 6 Bathrooms, Sleeps 18 Quick View
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    • Private Outdoor Pool (Heated)
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    About this property
    Luxurious 6 bedroom, 5.5 bathroom holiday villa in Central Florida with south facing pool and extended pool deck, Jacuzzi and game room loft. Situated close to Disney and exclusive golf courses. Private screened pool with spa, with extended pool deck and covered lanai 2 Master Suites A large...
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    Kissimmee, Central Florida 34747
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 18
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Sauna
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    A Superbly Located Villa Nestled In An Upscale Destination in the Heart of Central Florida, Trafalgar Village! Enjoy this Beautifully Decorated 4 Bedroom, 3 Bathroom private villa in Kissimmee Florida. Located in the popular community of Trafalgar Village, this home boasts all the essentials for...
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    Kissimmee, Central Florida 34758
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    - Private Pool - Two Story Townhome - 1 King Bed, 1 Queen Bed, 4 Twin Beds - 1 Suite Closest Landmarks Give Kids The World Village 0.8 miles Medieval Times 0.8 miles 192 Flea Market 1.1 miles Warbird Air Museum 1.1 miles Plaza del Sol Kissimmee 1.6 miles Kissimmee Sports Arena & Rodeo 1.7 miles...
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    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    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 suite and 2 bedrooms with 2 twin beds in each. This property features all the...
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    Kissimmee, Central Florida 34747
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    Kissimmee, Central Florida 34746
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 14
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    6 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    Kissimmee, Central Florida 34746
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 16
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    6 Bedrooms, 3 Bathrooms, Sleeps 50 Quick View
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    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 if...
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    Kissimmee, Central Florida 34758
    Rental Home - 6 Bedrooms, 3 Bathrooms, Sleeps 50
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    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    About this property
    • 5 Bedrooms • 4 Bathrooms • 2 En suites • Disney (4miles) • Sea World (7miles) • Universal (9miles) • Complete Kitchen • TV's in all Bedrooms • Breakfast Bar (seats 4) • Pool Heat ($25 Per Day) • Towels & Linens provided • BBQ Rental ($50 All Stay) • Formal Dining area (seats 8) • Washer and Dryer...
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    Kissimmee, Central Florida 34747
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    This luxurious two-story house with 6 bedrooms and 6 full baths is a perfect place to call home while on your Orlando vacation. It offers a gourmet kitchen, fully equipped with all of the utensils, dishes, cookware, and appliances you should need during your stay. The eating area boasts ample...
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    Kissimmee, Central Florida 34746
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
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    This lakefront four-bedroom, two-bath villa for 8 guests offers lovely water views from a screened-in pool area. And that's just the beginning. Plan your Walt Disney World excursion (just a 20-minute drive away). Stroll through the heart of downtown Orlando. Or find total relaxation back at home in...
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    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Near Disney - BestStay B&B1 / 4
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    This is located in a resort with a pool and fitness center. We have had over 150 guests over the past 12 months and we manage 2 bed and breakfast locations. We achieve a 5-Star rating from over 95% of our guests and we are known for our great free breakfast. We are also an Airbnb Super Host....
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    Kissimmee, Central Florida 34747
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 3
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    An amazing luxury home in the Disney Parks area! Just 6 minutes drive away from Walt Disney World's main entrance! With a very striking, contemporary design, the home provides two floors of spacious accommodation for 10 guests to enjoy throughout their dream vacation in Central Florida. Fully...
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    Kissimmee, Central Florida 34747
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    5 Bedrooms, 5 Bathrooms, Sleeps 50 Quick View
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    Welcome to this exquisite 5 bedroom 5 bathroom vacation rental Townhome in the new community of Festival Resorts This unit has been professionally decorated The home has been upgraded with elegant tile throughout and hardwood for the stairs Enjoy your very spacious and modern kitchen boasting...
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    Kissimmee, Central Florida 34747
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 50
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    8 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    About this property
    Overview Want an unforgetabble vacation in Orlando while staying in a luxury vacation home? EC146 is the perfect choice for you and your loved ones! Located in a prime Central Florida location, the Encore Club is less than 10 minutes away from the happiest place on Earth and offers exclusive...
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    Kissimmee, Central Florida 34747
    Condo/Apartment - 8 Bedrooms, 6 Bathrooms, Sleeps 16
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Kissimmee, Central Florida 34747
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Come on Vacation and Stay in Luxury. This homes provides you the luxury feel you are looking for! Why would you ever stay in a cramped and dingy hotel/motel room? New Townhome at Regal Oaks - 3 bedroom, 3 bath with 1,507 sqft of living space in the very popular vacation resort of Regal Oaks Resort...
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    Kissimmee, Central Florida 34746
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    This spacious home-away-from-home offers a luxurious and well-designed living space – with professionally furnished and decorated rooms and decor. Relax and enjoy all this space and comfort for a fraction of the cost of staying in a hotel! This terrific home offers 6 bedrooms to sleep up to 12...
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    Kissimmee, Central Florida 34746
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 14
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    Beautiful 7 beds/5.5 Bath ( 4 Master suites) Villa1 / 41
    (22)Very good
    7 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • Patio
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    Luxurious and Beautiful Villa is ideally located at exclusive Seasons Community , about 5.5 miles short distance from Disney World & about minutes distance from the best restaurants and shops of the Central FL. Close to 24 hrs Wal Mart . Lake Buena Vista Factory Stores, 5 miles away. Vine Street...
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    Kissimmee, Central Florida 34746
    Rental Home - 7 Bedrooms, 6 Bathrooms, Sleeps 16
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Balcony
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    Kissimmee, Central Florida 34746
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Terrace
    • DVD Player
    • Balcony
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Attention! When you inquire about "what is the total price" OR "whether it is available for your dates", all it tells us is that you have not taken the time to read details on my listing. No wonder we do not respond to such inquiries. Instead, take 2 minutes to review our listing. If you like what...
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    Location Information
    Kissimmee, Central Florida 34747
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Washer
    • Satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    About this property
    Bella Vida Resort-601GLFDIL 4 bedrooms 3 baths pool home / Sleeps 8 Book This Property Bella Vida - Kissimmee, Florida is an upscale gated community located just 5 miles from Walt Disney World. This luxury resort sits nestled just off Hwy 192 in Kissimmee, Florida and is one of the most desired...
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    Location Information
    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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    • Central Heating
    • Patio
    • Hot Tub
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This house is a villa set in Orlando, Florida and between 10 to 15 minutes from Disney's Parks. The air-conditioned and a full equipped kitchen unit will support your time here. Other amenities in house like TV and a private pool will also provide you a resting time after a busy day. You will...
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    Location Information
    Kissimmee, Central Florida 34747
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 11
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Sauna
    • Terrace
    • Hot Tub
    • Parking
    • DVD Player
    • Air Conditioning
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You Are In The Heart of Everything Great That Central Florida Has To Offer! This Beautifully Decorated Villa is furnished to the highest standard. With 4 Bedrooms & 3 Bathrooms, you'll have plenty of room for a large family or two vacationing together! This wonderful villa has a spacious Lounge...
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    Location Information
    Kissimmee, Central Florida 34758
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    “Picture You and Your Family Renting this Beautiful 5 bedroom Vacation Rental located on Reunion Resort, only 6 miles from the famous Disney Parks and other Orlando Attractions" Villa W152 Muirfield Loop, Reunion Resort, Orlando, Florida TYPE: VILLA | BED: 5 | BATHROOM: 5.5 | SLEEP: 10 | POOL: YES...
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    Location Information
    Kissimmee, Central Florida 34747
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Parking
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    • Satellite TV
    • Wi-Fi
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Brand new to us - Just started renting August 2015. Beautiful, like new, 4 bedroom / 3 bathroom home with an luxury feel. Sleeps 8-10. Beachy decor. 2 master suites (one king / one queen) both with private bathrooms. 2 twin bedrooms / 2 twin beds each share the 3rd bathroom. Queen sofa sleeper in...
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    Location Information
    Kissimmee, Central Florida 34747
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    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 /...
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    Location Information
    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    4002 San Gallo Drive1 / 16
    (2)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    Kissimmee, Central Florida 34741
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Patio
    • Washer
    • Satellite TV
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    Kissimmee, Central Florida 34747
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Housekeeping Included
    • Internet Access
    • Air Conditioning
    • Sauna
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Kissimmee, Central Florida 34747
    Condo/Apartment - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Kissimmee Flight and Weather Info
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    Orlando Intl Airport
    10.4 miles from Kissimmee
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