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Holiday Rentals in Kissimmee

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    Travellers to Kissimmee are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 22
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    5 of 5 bubbles (3) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    5 of 5 bubbles (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    About this property
    This Excellent Vacation Home is of the Excellent Superior category. The villa is situated close to Osceola Parkway which allows for easy access to the SR417 (Greeneway) and Florida's Turnpike too. The villa is therefore only minutes to the Walt Disney World, Universal Studios, Sea World theme parks... View all property information
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    Kissimmee, Central Florida 34743
    1 / 11
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Kissimmee, Central Florida 34747
    1 / 15
    4.5 of 5 bubbles (3) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Beautiful three bedrooms two baths townhouse with amenities. Venetian Bay Villages has a beautiful village concept setting with a resort-style clubhouse that includes gym, 4 pools, business center. There are tennis courts, volleyball, basketball, picnic area, children's play area and game room on... View all property information
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    Kissimmee, Central Florida 34741
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    4 of 5 bubbles (1) Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    GetDescriptionsPlainText: Error - The description is blank Additional amenities include: game room, paved parking, outdoor dining space, packn play, private pool with lake view, spacious 5 bedroom house, free calls, has pool, free cable TV and wifi, stroller. View all property information
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    Kissimmee, Central Florida 34746
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    4.5 of 5 bubbles (9) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Looking for a luxurious home, well equipped and in a great location? you have just found it. <BR><BR>Being located just 8 minutes from Disney theme parks and to other world famous attractions such as SeaWorld, Universal Studios and Island of Adventure this is the perfect base for your trip to the... View all property information
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    Kissimmee, Central Florida 34747
    1 / 35
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Welcome to this stunning 5 bedroom, 4 bathroom townhome, with pool, in the popular resort community of Paradise Palms. Selecting this unit for your next trip to Orlando will be the perfect choice. This townhome is professionally decorated throughout, from the beautiful paint colors to the uniquely... View all property information
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    Kissimmee, Central Florida 34747
    1 / 23
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This fully air conditioned luxurious open plan villa with high vaulted ceiling giving a cool fresh feel in the summer months. In the master bedroom there is a queen size bed with an en-suite. Bedroom two has a queen size bed and bedroom 3 has twin beds. and share newly fitted walk in shower family... View all property information
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    Kissimmee, Central Florida 34746
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    1 / 28
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    To do the 3D VIRTUAL TOUR please open the following link: https://my.**************/show/?m=WSniBq2CzBq (Use your keyboard arrows to navegate through the property) CHARMING SINGLE HOME WITH PRIVATE POOL!! Property Type: Single Home with private pool Floor Area: 1,582 sq ft Location: Seasons Resort,... View all property information
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    Kissimmee, Central Florida 34746
    1 / 27
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Enjoy your luxury vacation staying only 10 minutes from Disney in a modern vacation home! - Gated community - Less than 5 minutes to the grocery store - Close to Universal and outlet shopping malls - Enjoy the complimentary access to the heated resort pool / playground / clubhouse / gym /... View all property information
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    Kissimmee, Central Florida 34746
    1 / 23
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    The Park Inn by Radisson is conveniently situated at the main entrance to the Walt Disney World Theme Parks, our hotel’s location in Orlando is perfect for Central Florida vacations. This is a Disney Good Neighbor Hotel! Every room is equipped with a soothing garden tub and a mini refrigerator... View all property information
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    Kissimmee, Central Florida 34747
    1 / 12
    4.5 of 5 bubbles (27) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Sunrise Villa is a luxurious villa close to all major attractions in a quiet, private & gated community in the town of Kissimmee. Our rate is from £400 per week .We are only 25 minutes from the airport & a stones throw away from Walt Disney World Orlando. Sunrise Villa has the capacity to sleep 6... View all property information
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    Kissimmee, Central Florida 34747
    1 / 23
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This Disney Magical Family Getaway condo is located in the 5 star resort Windsor Hills. With its impressive entrance and manned gatehouse, you will feel on vacation immediately. Located 5 minutes from Walt Disney World, Windsor Hills resort is the closest vacation home resort to the theme parks.... 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
    1 / 29
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Welcome to our four bedroom executive villa with south facing pool located on a large and private corner lot in award winning Lake Berkley Resort. Enjoy the 28 ft. south facing pool with expanded deck, comfortable lounge furniture, and sunny southern exposure. The private shaded lanai is a great... View all property information
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    Kissimmee, Central Florida 34746
    1 / 10
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Welcome to this beautiful brand new home in Crystal Cove, Kissimmee. This home is 2003 sq. ft, 4 bedroom vacation villa in Orlando, Florida located in the heart of Kissimmee, Florida. This beautiful villa is brand new as of October 2013. With its immaculate and luxurious decor and prime location of... View all property information
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    Kissimmee, Central Florida 34746
    1 / 19
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Kissimmee, Central Florida 34747
    1 / 27
    5 of 5 bubbles (19) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Welcome to our new opening 4 Bedroom/3 bathroom Townhouse in CLUB CORTILE,This gated-community is close to every major Orlando attraction: Disney's Magic Kingdom, Epcot, Animal Kingdom, Universal Studios (Harry Potter), Sea World, and many more. Club Cortile is also conveniently close to WalMart,... View all property information
    Location Information
    Kissimmee, Central Florida 34746
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    1 / 21
    4 of 5 bubbles (1) Very good
    6 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    About this property
    This beautiful 2 story six-bedroom home is great for the extended family! Lots of room to spread out in this home. You will love sitting on the back porch or swimming in the pool enjoying the nature and wildlife. This spacious home has lots of amenities which includes a fully equipped kitchen with... View all property information
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    Kissimmee, Central Florida 34758
    1 / 26
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    Sunshine and soft breezes welcome you to this five bedroom home in the Homestead Community. Inside, with chic furnishings, lots of tile and arched doorways, you'll know you've found the perfect vacation spot. The eat-in kitchen is fully equipped and features Corian countertops. The breakfast bar... View all property information
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    Kissimmee, Central Florida 32805
    1 / 13
    1 of 5 bubbles (1) Terrible
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    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 / 27
    5 of 5 bubbles (8) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Short Stays (less than 7 nights) incur a cleaning fee. Stays of less than 5 nights have to pay a refundable damage deposit. Stays 5 nights or more can pay the Damage Waiver instead of the damage deposit. 4 Bed 3 Bath Luxury Pool Home 10 Minutes from Disney A Stunning Spacious Elegant Home... View all property information
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    Kissimmee, Central Florida 34746
    1 / 40
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    INTERNAL CODE: AV4SDA3B08G-4 The Property: This stunning 3 bedrooms vacation apartment located in the city of Kissimmee, in the best touristic zone of the Greater Orlando, offers the amenities and services of one of the best 4 star resorts, like a beautiful swimming pool. This holiday rental... View all property information
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    Kissimmee, Central Florida 34744
    1 / 28
    5 of 5 bubbles (13) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    - 4 Bedrooms, 2 Queen, 2 Twin. En-suite to Master. Flat screen TV in Master and Queen. - Private heated pool, not overlooked. Within mesh to keep those insects out. - 2 Bathrooms, shower cubicle in en-suite, shower over bath in family bathroom. - Sleeps 8 people. Additional child's cot, high chair... View all property information
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    Kissimmee, Central Florida 34758
    1 / 17
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This four plus bedroom, three bath townhouse in an upscale gated resort community, has been TOTALLY RENOVATED! Beautiful 4 bed house in gated Terra Verde!! Completely furnished, fully equipped kitchen, private pool, game room, washer and dryer, pool heat available! Terra Verde is conveniently... View all property information
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    Kissimmee, Central Florida 34746
    1 / 39
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This two story four bedroom three and a half bathroom townhome is located in Regal Oaks: the perfect location for your next Orlando getaway. Situated right behind Old Town with Fun Spot right next door, entertainment abounds. Take a stroll down the brick lined street of Old Town and wander into one... View all property information
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    Kissimmee, Central Florida 34746
    1 / 25
    5 of 5 bubbles (4) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    This spacious and luxurious condo is great for families and very close to Disney and is situated on a large resort property is plenty of great activities. There are a total of 5 beds in the villa. The master bedroom features a king size bed, a large jacuzzi, and a master bathroom. The second... View all property information
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    Kissimmee, Central Florida 34746
    1 / 20
    5 of 5 bubbles (31) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Situated in a quiet, well established residential area (Indian Point) our 5 bedroom villa easily accommodates 2 large families. There are 2 large master bedrooms with ensuites, 3 more bedrooms and a further bathroom. Outside space comprises a large private heated swimming pool with children's... View all property information
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    Kissimmee, Central Florida 34746
    1 / 33
    4 of 5 bubbles (1) Very good
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    About this property
    "Imagine Renting This Stunning Villa In One Of Orlando`s Most Prestigious Resorts, Windsor Hills" This villa is situated in the exclusive resort of Windsor Hills. Only 1.5 miles from Walt Disney World and all the major Orlando attractions. Great, Yeah! The villa has every luxury with A PRIVATE... View all property information
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    Kissimmee, Central Florida 34747
    1 / 59
    5 of 5 bubbles (5) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    About this property
    Why 'inquire', when you can use 'Book Now' at our listing to confirm your reservation online immediately? 1) Our calendar here is always 'up-to-date'. 2) Our best rates are available only online. When you 'inquire', our staff visits this listing and then uses the pricing available online to send... View all property information
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    Kissimmee, Central Florida 34747
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Beautiful house made especially for you! Have the vacation of your dreams in this beautiful 4 bedrooms and 3 1/2 bathrooms Townhouse. It can accommodate up to 10 people very comfortably. The house also offers washing machine dryer, a full kitchen, bed and bath linen, WiFi, cable TV, telephone, a... View all property information
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    Kissimmee, Central Florida 34746
    1 / 47
    5 of 5 bubbles (3) Excellent
    6 Bedrooms, 7 Bathrooms, Sleeps 12 | Quick View
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    About this property
    This is a luxurious villa that has been furnished to an extremely high standard with Smart televisions in the lounge and bedrooms. Modern decor with white leather couches , high standard furniture and an intercom system throughout the villa for communication. A superb pool and spa overlooking the... View all property information
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    Kissimmee, Central Florida 34746
    1 / 59
    4.5 of 5 bubbles (26) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    A moderately priced, professionally furnished and decorated cozy and luxurious 3-bedroom / 2-bathroom condominium nestled in Cane Island Resort gated community. The condo has central air conditioner with fans in all the rooms. The three bedrooms offer four welcoming beds, all with cozy European... View all property information
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    Kissimmee, Central Florida 34746
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    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Wonderful 6 beds, 3 ½ baths vacation home, approximately 3,282 square feet, with enclosed pool. The perfect place to relax after a long day at the parks. This beautiful pool home is located in the Cumbrian Lakes area of Kissimmee resort community located approx. 12 miles from Disney World. This... View all property information
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    Kissimmee, Central Florida 34746
    1 / 43
    5 of 5 bubbles (8) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This is a luxurious stunning spacious modern 3 bedroom, 2.5 Bathroom Townhouse two-storey. As you enter the home you are greeted by light, bright and airy open feel of the home is the perfect base for a relaxing, stress free vacation, situated by a 3-acre lake view from the Master Bedroom, below... View all property information
    Location Information
    Kissimmee, Central Florida 34746
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    4 of 5 bubbles (1) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
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    • Children's Pool
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    • Pet-friendly
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    About this property
    This gorgeous Kissimmee 3 bedroom vacation rental home, is only 20 minutes drive from Orlando International airport, and is without a doubt, a home away from home. Comfortably sleeping 6 and fully equipped with towels, bedlinen, washer, dryer (highchair and travel cot also available). The condo is... View all property information
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    Kissimmee, Central Florida 34747
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    5 of 5 bubbles (41) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Welcome to Lake View House, a beautiful newly renovated villa, fully air conditioned, overlooking a magnificent lake offering executive living at affordable prices. If it's relaxed living and plush surroundings that you are looking for, then this villa has it all and only 2... View all property information
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    Kissimmee, Central Florida 34747
    1 / 40
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • x
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    About this property
    Bella Vida Resort is conveniently located near Orlando / Kissimmee area attractions, golf, outlets, restaurants and more. Walt Disney World – 5-10 Minutes Universal Studios – 15-20 Minutes Reasons you will enjoy your vacation in our family-friendly vacation home with a private pool: - Gated... View all property information
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    Kissimmee, Central Florida 34746
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    6 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    • Children's Pool
    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Villa Rosa "THE BEST DISNEY VACATION WE EVER HAD!" For what you would expect to pay for a Hotel Room, you can stay at our 5-Star, Luxury Villa that is just 2-miles from Disney World. Have a casual breakfast before you leave for the parks. Then, stop back in the afternoon for a relaxing lunch by... View all property information
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    Kissimmee, Central Florida 34747
    1 / 35
    4.5 of 5 bubbles (2) Very good
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
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    • ?
    About this property
    Villas at Seven Dwarfs is in a superb location in a resort community and offers first class accommodation. After the parks, bask in the sun at the pool and spa, play a game of Tennis or stroll the beautifully manicured grounds while the kids play some games at the recreation center. The resort is... View all property information
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    Kissimmee, Central Florida 34746
    1 / 33
    4.5 of 5 bubbles (2) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Hot Tub
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    • Secure Parking
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    INTERNAL CODE: AV4SPA4B10G The Property: Are you looking for accommodation in Orlando? Do you want to try a vacation rental but want a property that you could book simple like a hotel? Why not trying this great 4 bedrooms vacation apartment? This holiday rental offers the following amenities and... View all property information
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    Kissimmee, Central Florida 34746
    1 / 23
    4 of 5 bubbles (4) Very good
    5 Bedrooms, 8 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    Kissimmee, Central Florida 34746
    1 / 34
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • x
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    • ?
    About this property
    Beautiful house made ​​especially for you!​ Have the vacation of your dreams in this beautiful 4 bedrooms and 3 bathrooms Townhouse. It can accommodate up to 10 people very comfortably. The house also offers stainless steel appliances, granite countertops, washing machine, dryer, a full kitchen,... View all property information
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    Kissimmee, Central Florida 34746
    1 / 34
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Air Conditioning
    • Sauna
    • Shared Indoor Pool
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Spacious brand new house in leading rental home community in the Disney Parks area of Central Florida. With a stunning clubhouse and amazing water park, this luxury gated community offers easy access to theme parks, and is around a 6 minute drive to Walt Disney World. This spacious and comfortable,... View all property information
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    Kissimmee, Central Florida 34747
    1 / 25
    4.5 of 5 bubbles (3) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Mountain Views
    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Enjoy a comfort of this 3 Bed 2 Bath villa in a great location minutes away from Disney! - Private Pool - Free Wi Fi - TVs in 2 Bedroom and Living Area - Beautifully Decorated - Fully Equiped Eat In Kitchen - Breakfast Bar This 3 bed 2 bath villa offers luxury, comfort, and serenity for you and... View all property information
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    Kissimmee, Central Florida 34758
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    Studio, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    About this property
    Highlights; Free high speed Wi-Fi Gated resort style community Full size Washer / Dryer Upgraded cable package Less than 2 minutes from Clubhouse Description; A fully air conditioned 2 bedroom condo, with 2 full bathrooms, this second floor unit is very nicely furnished with your comfort in mind.... View all property information
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    Kissimmee, Central Florida 34747
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • Grill
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    • ?
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    Relax and take in all of the amenities that this comfortable and modern vacation home has to offer.  This beautiful two-story, five-bedroom home is equipped with nothing but fun-filled sophistication.  Be welcomed by the modernized dining area featuring 8 chairs for the family to sit, along with a... View all property information
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    Kissimmee, Central Florida 34747
    1 / 11
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This beautiful comfortable 4 bedroom home features a stunning lake view. Inside the home there are 4 bedroom and two bathrooms as well as fully equipped kitchen and two living and dinning areas. The property is located on the exclusive gated community of Lake Berkley which features a wide variety... View all property information
    Location Information
    Kissimmee, Central Florida 34746