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Holiday Rentals in Kissimmee, FL

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    Travellers to Kissimmee are booking April dates now. Secure your holiday rental today, and have the perfect trip.
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    About this property
    This stunning 6 bedroom, 6 bathroom home, located in Champions Gate, is sure to be the perfect vacation rental home on your next trip to Orlando. Besides having plenty of bathrooms (so everyone can get ready at their own pace), this home boasts two 60'' flat screen TV's, a game room featuring a... View all property information
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    Kissimmee, Central Florida 33896
    1 / 27
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Lucaya Village Resort is the Orlando/Disney area's top boutique villa resort, featuring luxury villa townhomes with the latest amenities. 2, 3 and 4 bedroom villa units with full kitchens, walk-in closets, wireless Internet, and much more. Incredibly spacious accommodations. Luxury bathrooms and... View all property information
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    Kissimmee, Central Florida 34746
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Welcome to Three Palms! Your quiet retreat from an action-packed day at the parks. Experience our fully equipped, modern Townhouse! Three Palms is a 3 Bedroom/3 Bathroom home that has everything you need to make your vacation experience the best ever! Arrive in style as you park your vehicle... View all property information
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    Kissimmee, Central Florida 34758
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    4.5 of 5 bubbles (7) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Our luxury townhouse was completed in October 2007 and is based at the brand new fully managed resort of Regal Oaks at Old Town Kissimmee.The property is only a short walk from Old Town with its many attractions including bars, restaurants, shops and fairground. There are many more restaurants &... View all property information
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    Kissimmee, Central Florida 34746
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    5 of 5 bubbles (2) Excellent
    8 Bedrooms, 6 Bathrooms, Sleeps 18 | Quick View
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    About this property
    Welcome to Windsor at Westside Resort, one of the newest resort communities in the Orlando/Kissimmee. An extraordinary 10,000 sq.ft. clubhouse is the centerpiece and includes a huge resort-style pool complete with a water slide. There is also a fitness center, with all of the latest in cardio and... View all property information
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    Kissimmee, Central Florida 34747
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    5 of 5 bubbles (5) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    NEW – 42" FLAT SCREEN LCD TV in Living Room!!! Charming 3BR 2BA Villa at "CHATHAM PARK" with private Pool and Lake View, enjoy the sun set over the Lake from the privacy of your deck This Villa has it all, including a games room with Table Tennis, FoosBall, Darts...for a fun filled evening with... View all property information
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    Kissimmee, Central Florida 34746 5147
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    7 Bedrooms, 8 Bathrooms, Sleeps 16 | Quick View
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    About this property
    Luxury on Vacation? Absolutely! Beautiful, spacious and professionally decorated home in one of the newest Disney area resort communities, Sonoma. This home is located less than 15 minutes from the entrance of Walt Disney World; less than 1 mile from endless shopping & restaurant options and right... View all property information
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    Kissimmee, Central Florida
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    1 / 18
    6 Bedrooms, 4 Bathrooms, Sleeps 13 | Quick View
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    About this property
    The Florida Escape is a 6 bed, 4 bath executive villa situated on the prestigious Windsor Hills Reserve only 2 miles from Disney's Main Gates. The villa has been furnished to a high standard to enable our guests to have the comfort of a home from home during their stay. Each of the 6 bedrooms; 2... View all property information
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    Kissimmee, Central Florida 34747
    1 / 60
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    Paradise Palms Resort has to be the best Resort Community in the Disney World area. The clubhouse was designed with families in mind. Enjoy the spectacular pool and water features it has to offer. Relax at the Tikki bar Inside the clubhouse you will find a tuck shop, gym and game room Large seating... View all property information
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    Kissimmee, Central Florida
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Enjoy a simply perfect vacation in this beautiful 4 bedroom duplex located at the gated community Bella Vida Resort. Located just 7 miles from the Disney Theme Parks, close to shopping and dining on the 1-92 corridor, you're perfectly placed to enjoy your vacation your way. You can enjoy a day at... View all property information
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    Kissimmee, Central Florida 34746
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    This spacious home has two levels, five bedrooms and five bathrooms, allowing lots of space to spread out! Inside you’ll find polished wood floors in the kitchen, living and dining areas! The living area features a 60" Flat screen TV and DVD player surrounded by plenty of comfortable seating. The... View all property information
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    Kissimmee, Central Florida 32807
    1 / 59
    7 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    About this property
    This is a seven bedroom, 4.5 baths spacious vacation villa located in Kissimmee close to all of the Disney attractions. This home is has 7 good size bedrooms, a screened swimming pool and 2 en suite bathrooms. Located in Terra Verde, 10 minutes East of Disney, Close to Medievel Times. 20 minutes to... View all property information
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    Kissimmee, Central Florida 34747
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Relax by your private pool with your favorite cocktail or join in at the fantastic resort pool and spa. For those with energy to spare, work out in the well equipped fitness center or have fun on the basketball and volleyball courts. This brand new, clean, well maintained and beautifully decorated... View all property information
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    Kissimmee, Central Florida
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    4 of 5 bubbles (1) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
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    About this property
    This beautiful 4 Bed/ 4 Bath vacation home rental comfortably sleeps up to 10 guests, with an upgraded spacious fully equipped kitchen with stainless steel appliances. Screened in pool with spa, sun loungers, games room, pool deck furniture, and BBQ all you need for the perfect getaway. This home... View all property information
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    Kissimmee, Central Florida 34747
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Relax by your private pool with your favorite cocktail or join in at the fantastic resort pool and spa. For those with energy to spare, work out in the well equipped fitness center or have fun on the basketball and volleyball courts. This brand new, clean, well maintained and beautifully decorated... View all property information
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    Kissimmee, Central Florida
    1 / 26
    7 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    About this property
    "This Beautiful Vacation Rental is perfect for You and Your Family. This 5 Star Vacation Home has 7 bedrooms including, private pool & spa and more, located on Storey Lake Resort" Welcome to the vacation home of your dreams! This home, located in the resort community of Storey Lake, is one that... View all property information
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    Kissimmee, Central Florida 34746
    1 / 19
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This contemporary condo has all brand new furniture, and plenty of seating for all guests. Beside the open kitchen there is a formal dining area for up to 6 persons. The family room has a comfortable sectional sofa to watch the 47" SMART TV. From the TV you can connect to your Facebook or other... View all property information
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    Kissimmee, Central Florida 33897
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    1 / 22
    Studio, 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 34746
    1 / 31
    Studio, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Highlights; Games room with pool table, foosball and air hockey Several lakes within easy walking distance Flat screen TV's throughout home Free high speed Wi-Fi Gated community Full size Washer / Dryer Description; Carousel Villa is situated on the east side of US192, just over 9 miles from the... View all property information
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    Kissimmee, Central Florida 34746
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This beautiful family home is situated within the Patriots Landing section of the world renowned Reunion Resort and Spa. New to the rental market for Fall 2012, this home has been decorated and furnished to accommodate every comfort of it's owners in their 'home away from home'. The living... View all property information
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    Kissimmee, Central Florida 34747
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
    • Terrace
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    • Children's Pool
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    2 bedroom 2 bath with washer & dryer This resort spans more than 1,400 acres and is adjacent to the Walt Disney World Resort. River Island water park's 366 m lazy river, and water slides are 5 minutes' drive away from villas and suites. Jet-skiing is possible on the lake, and 4 golf courses are... View all property information
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    Kissimmee, Central Florida 34747
    1 / 21
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    ChampionsGate Resort is a stunning vacation home community, with a clubhouse that rivals any in the Orlando area. And, this gorgeous 6 bedroom, 6 bathroom pool home is sure to make your vacation special. Upon your arrival, you'll know that you are in for a great vacation. The tile roof and stone... View all property information
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    Kissimmee, Central Florida 33896
    1 / 37
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    King size master suite with full bathroom, two further bedrooms with two twins in each. Second bathroom has access to the pool, deck and hot tub. Game room, kitchen, dining and family rooms, provide space and fun for all the family and just 5 mins from the magical Disney World !! Private fenced... View all property information
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    Kissimmee, Central Florida 34747
    1 / 37
    6 Bedrooms, 4 Bathrooms, Sleeps 15 | Quick View
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    About this property
    Windsor Hills Villa in Manned Gated #1 Windsor Hills Resort Brand NEW purchased 6 Bedrooms with 4 Baths, Sleeps 15, Games Room, Pool, Hot Tub, Baby Ready WOW! Our brand NEW purchased renovated LUXURIOUS, Non-Smoking Villa located on the 24-hour guard gated, exclusive Windsor Hills Resort, just... View all property information
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    Kissimmee, Central Florida 34747
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    4 of 5 bubbles (1) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This 4 bdr/3bath 2 story villa locates in a gated community 5 miles to Disney, 8 miles to Sea World and 12 miles to Univeral Studio. Walmart and Super Target are just around the corner for your grocery and pharmacy needs. While it's close to major parks, restaurants, stores and plaza, it hides away... View all property information
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    Kissimmee, Central Florida 34746
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Privacy describes Encantada. Encantada is found along a tree lined entrance with private manned guard 24 hours a day only 9 km to Disney Magic Kingdom, 8km to Animal Kingdom and has everything you need for a magical vacation. Enjoy the private, screened in pools in your luxury villa complete with... View all property information
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    Kissimmee, Central Florida 34747
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    2 of 5 bubbles (1) Poor
    7 Bedrooms, 6 Bathrooms, Sleeps 16 | Quick View
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    About this property
    Here's a vacation home that has everything you ever wanted in your own home...Big Refreshing Pool...oversized bubbling spa....lots of room for everyone to relax and unwind. <BR>Our Home is the ultimate paradise for a Disney holiday which has to be experienced to be believed. Enjoy our enchanting... View all property information
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    Kissimmee, Central Florida FL 34747
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    After you spend a day at Disney or Universal, you'll find yourself wanting a bit of tranquility. Our home is located in the upscale family-friendly Solana Resort, which has a lovely clubhouse with community pool, activities, gym, mini golf and more! Welcome to our home away from home which we call... View all property information
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    Kissimmee, Central Florida 33897
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    4.5 of 5 bubbles (3) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    February 15-22, 2014 (President's week) Vacation in the heart of Central Florida’s most famous vacation destination – Orlando! Legacy Vacation Club Orlando located in Kissimmee, Florida puts all the magic, sun and fun virtually on your doorstep. You’re just minutes from the Walt Disney World® and... View all property information
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    Kissimmee, Central Florida 34746
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    2 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This family-friendly resort, spanning more than 1,400 acres, is right on the doorstep of Walt Disney World and offers a wide variety of activities on both water and land. Villas, apartments and suites are available.<BR><BR>Holiday Inn Club Vacations at Orange Lake Resort features multiple areas for... View all property information
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    Kissimmee, Central Florida 34747
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    2.5 of 5 bubbles (2) Poor
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    The location of Sunlake resorts is one mile from the Disney world entrance gate in Kissimmee Florida. It is very spacious kitchen and living room with flat TV. you may relax with your family, enjoy golf near by, have family trip to Disney world. It is very convenient for your family to shop... View all property information
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    Kissimmee, Central Florida 34747
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Compass Bay is one of the nearest communities to Disney. Within 5 minutes of leaving Compass Bay you will drive pass 'Welcome to Disney World" sign The whole of Disney property is then open for you to enjoy. Perhaps a day at Magic Kingdom or Epcot. The choice of 4 Theme Parks or two water parks is... View all property information
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    Kissimmee, Central Florida 34746
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    The new Storey Lake resort is in one of the best locations of the city, just 10 minutes from Disney Parks, 5 minutes from Lake Buena Vista Outlet and convenient access to nearby shopping, dining and entertainment. The homes, from 4 to 6 bedrooms that can accommodate comfortably up to 12 people, are... View all property information
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    Kissimmee, Central Florida
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    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    The Space My condo has has 3 bedrooms 2 bathrooms and has 1 King bed, 1 Queen Bed and 2 twin beds in the house. My home features all the comforts of home . -No Cleaning fee will be charge if you stay a week or more than a week. -Comfortably Spacious 1400 sqft -Free Parking -Unit located... View all property information
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    Kissimmee, Central Florida 34747
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    Studio, 2 Bathrooms, Sleeps 8 | 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 /... View all property information
    Location Information
    Kissimmee, Central Florida 34746
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    5 of 5 bubbles (34) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • DVD Player
    • Patio
    • Wi-Fi
    • Balcony
    • Hot Tub
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our very well equipped, self catering, townhouse is located on the exclusive four star Regal Oaks, a fully managed resort with office and tourist information centre, at Old Town Kissimmee. Ideal for families or groups of up to 8 people. Regal Oaks is now a gated community and a resort offering a... View all property information
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    Kissimmee, Central Florida FL34746
    1 / 18
    4 of 5 bubbles (3) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Patio
    • Grill
    • Parking
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Great 3 Bed, 2 Bath Villa with private Pool, fenced backyard, Games Area & Wi-Fi Internet Access. Sleeps 7, Close to Disney World and all the Major Theme Parks Orlando Florida Pool Area NEW - fenced backyard for your privacy! Sit back and relax around our pool with patio table and chairs & soak up... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    1 / 112
    5 of 5 bubbles (63) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
    • Patio
    • Washer
    • Grill
    • Satellite TV
    • Internet Access
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This Crescent Lakes beauty is ideally located in the heart of Florida minutes to Disney World's Theme Parks; Downtown Disney and Premium Outlet Malls. A left on Poinciana Blvd leads to most highways. Mins to US #192 and US #535. This home sleeps 8 people comfortably and is ideal for families and... View all property information
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    Kissimmee, Central Florida 34758 1913
    1 / 29
    8 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
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    • Shared Outdoor Pool...
    • Internet Access
    • Washer
    • Grill
    • DVD Player
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    Welcome to this beautiful 8 bedroom, 5 bathroom vacation home in the stunning resort community of Champions Gate. The fully equipped kitchen features stainless steel appliances, granite counter tops and upgraded tile and cabinetry. For your dining experiences, there is plenty of seating at both the... View all property information
    Location Information
    Kissimmee, Central Florida 33896
    1 / 13
    1 of 5 bubbles (1) Terrible
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
    • Wi-Fi
    • Hot Tub
    • Washer
    • DVD Player
    • Satellite TV
    • Private Outdoor...
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    Calling all the game room families this is a house to love... It has basketball, air hockey and of course the favorite pool!! And not to mention SpiderMan themed bedroom. Each room including the living room has a TV. The home is fully furnished and has a fully equipped kitchen to cook in... The 4... View all property information
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    Kissimmee, Central Florida 34746
    1 / 18
    6 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    • Private Outdoor...
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Located in the beautiful gated community of Bella Vida Resort, this awesome 6 bedroom home is perfect for large families wanting a simply perfect vacation getaway. The home feels spacious from the moment you open the front door. There's a large sitting area where you can lounge with a favorite... View all property information
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    Kissimmee, Central Florida 34746
    1 / 26
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    • Parking
    • Hot Tub
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    • Balcony
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    Highlights; Ground Floor unit Free high speed Wi-Fi Flat screen TV's throughout home Close to main clubhouse and pool Gated resort style community Full size Washer / Dryer Description; A 3 bedroom home, with 2 full bathrooms, this first floor condo is very nicely furnished with your comfort in... View all property information
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    Kissimmee, Central Florida 34747
    1 / 28
    7 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Satellite TV
    • Private Outdoor...
    • Wi-Fi
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    • Secure Parking
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Brand new lake front 7 bedroom vacation home is located in the heart of the 5 star Emerald Island Resort, only 2 miles away from Walt Disney World theme parks. The villa features luxury accommodations catering for all ages. Living Areas The spacious and beautifully decorated living room with... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    1 / 15
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Air Conditioning
    • Waterfront
    • Patio
    • Wi-Fi
    • Balcony
    • Washer
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    3 bedrooms, 2 full bathrooms, sleeps 6, maximum 8 LIVE YOUR DREAM AT THIS NEW VACATION HOME ! THIS VILLA IS TRULY A HIDDEN TREASURE. With central air, a large pool with a waterfront view, and no more than a ten minute drive to the happiest place on earth, this Florida home is a must! This 3... View all property information
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    Kissimmee, Central Florida 34746
    1 / 24
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    This sumptuously furnished pool home has been equipped to the owners exacting standards. The property is a true home away from home and far more than a vacation rental. Seasons offers the perfect sanctuary after a busy day at the parks or on the golf course. Yet, despite the tranquil surroundings,... View all property information
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    Kissimmee, Central Florida 34746
    1 / 35
    7 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • x
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    • ?
    About this property
    Terra Verde - Kissimmee, Florida is an upscale gated community located just 7 miles from Walt Disney World. This luxury resort sits nestled just off Hwy 192 in Kissimmee, Florida and is one of the most desired resorts in the Orlando area. During your stay you will enjoy this well appointed home... View all property information
    Location Information
    Kissimmee, Central Florida
    1 / 49
    4 of 5 bubbles (1) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
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    • Internet Access
    • Parking
    • Air Conditioning
    • DVD Player
    • Washer
    • Balcony
    • Satellite TV
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Comfortable Family Vacation Rental - Disney area includes Pool WiFi Tennis. Our 3 bedroom, 2 bathroom condo sleeps up to 6 people. It is located at Rainforest Place in Kissimmee, Florida and just a 9 minute drive from the Walt Disney World complex. Have fun in you own vacation rental that... View all property information
    Location Information
    Kissimmee, Central Florida 33474