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Holiday Rentals in Kissimmee, FL

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    Travellers to Kissimmee are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 9
    5 of 5 stars (2) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    1 / 47
    5 of 5 stars (1) Excellent
    3 Bedrooms, 6 Bathrooms, Sleeps 8 | Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    1 / 15
    4.5 of 5 stars (5) Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    About this property
    Mickey's Magical Vacation Home is nestled in the popular Indian Creek community, less than 2.5 miles from Disney's doorstep in Kissimmee, Florida and is perfectly placed for the shops, restaurants, fun and attractions that Orlando has to offer. With 5 bedrooms and 4 bathrooms, this fully... View all property information
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    Kissimmee, Central Florida
    1 / 26
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Luxurious town homes right near Disney. All with private jacuzzi and full kitchen. Truly a home away from home whether here on business or vacation, CLC Encantada has everything you need to make your stay a wonderful and memorable experience. Our clubhouse is open 24/7 & offers free Wifi and... View all property information
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    Kissimmee, Central Florida
    1 / 40
    6 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
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    About this property
    • 6 Bedrooms • 4.5 Bathrooms • Sleeps 16 people • Disney World............ 7 miles • SeaWorld Orlando...10 miles • Convention Center...11 miles • Universal..................13 miles • Formal Dining area • Central Air Conditioning • Flat Screen TVs in bedrooms • Washer and Dryer... View all property information
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    Kissimmee, Central Florida
    1 / 33
    4.5 of 5 stars (5) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Close to theme parks. Shopping, restaurants, nail salons, Pizzeria's and banks are right next door at the Champions Gate and Reunion Resort Plaza. This clean and comfortable two bedroom condo is perfect for a family who is used to luxury! When you're not enjoying the parks, the whole family can... View all property information
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    Kissimmee, Central Florida
    1 / 62
    4.5 of 5 stars (3) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    A luxury 4 bedroom pool villa on Cumbrian Lakes, a gated community in Kissimmee, central Florida. The south facing pool overlooks a wooded conservation area, which means the pooldeck is very private and secluded. The main living area is open plan with lounge area, dining area and kitchen with... View all property information
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    Kissimmee, Central Florida
    1 / 31
    4.5 of 5 stars (9) Very good
    8 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
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    About this property
    Welcome to Orlando Disney top-class villa, the luxury, bright and spacious vacation home that has near 3000 sq/ft located in the prestigious gated Emerald Island resort, Orlando, Florida The villa can accommodate up to 4 families with 3 king/2 queen/6 twin beds in 8 bedrooms. It provides all of... View all property information
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    Kissimmee, Central Florida
    1 / 30
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Property Reference #RVH_168 Please advise that painting of the building will start in this community beginning of May 2016 and is expected to be done by end of June 2016. Please call to see if your reservation will be affected. Located in the upscale Reunion Resort community The Villas North and... View all property information
    Location Information
    Kissimmee, Central Florida
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    1 / 38
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Satellite TV
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    • Private Garden
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    About this property
    Luxurious & spacious 6 bedroom/3.5 bathroom home with private screened pool & jacuzzi. New pool & deck with lake & conservation view. Next to a beautiful nature trail. Sleeps up to 12 people. 2750 sq ft villa. Fully equipped Kitchen, Microwave, fullsize Fridge. Washer/Dryer for laundry. Hair... View all property information
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    Kissimmee, Central Florida
    1 / 14
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Hot Tub
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    About this property
    Enjoy your Orlando vacation the way it should be enjoyed, not in a one room hotel room, dining out at overpriced restaurants and fighting for a parking space or paying parking fees to get there. Picture yourself in a beautiful where your private room is always ready, dinner is on the house, as you... View all property information
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    Kissimmee, Central Florida
    1 / 9
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Secure Parking
    • Children's Pool
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    About this property
    Beautiful 3 bedroom home on the popular Venetian Bay in Kissimmee. This is the perfect place to relax after your busy day at the parks. Only 15 minutes from Disney World and great facilities in this gated community makes planning your Florida Vacation easy. The spacious living area has comfortable... View all property information
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    Kissimmee, Central Florida
    1 / 61
    5 of 5 stars (1) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    About this property
    <h1 style="color: #76be43;">Beautiful Orlando Vacation Home in Paradise Palms Resort, Kissimmee, Florida</h1><ul style="margin:0; padding:0; "><li style="margin:0; padding:0 0 0 15px; background-image:... View all property information
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    Kissimmee, Central Florida
    1 / 25
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    'Picture This... You and Your Family Living in this Beautiful Villa with it's Own Private Pool on the Popular Windsor Hills Resort' 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... View all property information
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    Kissimmee, Central Florida
    1 / 13
    5 of 5 stars (3) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Balcony
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    About this property
    Our condo is located on the top (4th) floor with elevators and staircase access. We enjoy sunset views from our west facing balcony which looks towards the recreation area (tennis courts, miniature putting green etc) and not another building. We have comfortable beds consisting of 1 King, 1 Queen... View all property information
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    Kissimmee, Central Florida
    1 / 22
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Our newly furnished and professionally decorated 6 bedroom 4 bathroom Disney Dream House is open to guests. Just a stone throw away from Disney, this villa is the largest most luxurious home in the 5 star gated resort of Windsor Hills! Our home features - large private pool and spa. Top notch... View all property information
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    Kissimmee, Central Florida
    1 / 15
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Newer Property on site. Only 9 years old. Full Kitchen with stainless steel appliances and granite counter tops. Also granite counter tops in bathrooms as well. Jaccuzzi tub in the ensuite bathroom. California shutter throughout. Gated secure entrance. Lazy river, hot tub at club house. Banana... View all property information
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    Kissimmee, Central Florida
    1 / 25
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    About this property
    <h1 style='color: #76be43;'>Luxurious Orlando Vacation Home in Compass Bay Resort , Kissimmee, Florida</h1><ul style='margin:0; padding:0; '><li style='margin:0; padding:0 0 0 15px; background-image:... View all property information
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    Kissimmee, Central Florida
    1 / 25
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Walk in and welcome this five bedroom two-story luxurious home with a guest suite as your own during your stay. Whether you are here on a business trip or with friends and family, you'll be sure to have fun. The living room is equipped with a wall-mounted 50' flat screen TV and BluRay player. All... View all property information
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    Kissimmee, Central Florida
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    1 / 40
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Terrace
    • Balcony
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    • Pet-friendly
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    • x
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    About this property
    Beautiful house inside a condominium. Full security and a club infrastructure. The house has 3 bedrooms, 2.5 baths, dining room, living room, kitchen, laundry. The property is all furnished and equipped, and we provide bed linen and bath towells. The condominium also has: Guardhouse with... View all property information
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    Kissimmee, Central Florida
    1 / 9
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Delightful townhouse with 4 bedrooms and 3 bathrooms, located just 10 minutes from Disney Parks! This lovely home has a large living space. If you are looking for the perfect base for your Florida holiday, then look no further than this amazing 4 bedroom home. Set on the side of a beautiful lake... View all property information
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    Kissimmee, Central Florida
    1 / 30
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Children's Pool
    • Hot Tub
    • Washer
    • Sauna
    • Internet Access
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    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 townhome with splash pool. Attention to every detail has been put in as we furnished and... View all property information
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    Kissimmee, Central Florida
    1 / 32
    4.5 of 5 stars (14) Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Cinderella’s Castle - The Perfect Vacation Home for the Active Family! As if this home wasn't already perfect enough, now the living room has leather, electronic reclining couches for ultimate comfort! If you're ready to make the jump from typical vacation to luxury vacation, Cinderella's Castle... View all property information
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    Kissimmee, Central Florida
    1 / 20
    4 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    About this property
    Bass Lake Estates is a small, Beautifully maintained community, and is one of the closest to Orlando's main attractions. It is a mature development of detached pool homes with a Glorious large natural lake,which attract many varieties of fish and wildlife. Relaxing in the peace and tranquillity of... View all property information
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    Kissimmee, Central Florida
    1 / 100
    4 of 5 stars (1) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Our beautiful townhouse is located in the gated community of Venetian Bay Villages, with a guardhouse that is manned 24/7 and additional security patrolling the area, Venetian Bay is one of the safest places to stay and conveniently located: 15 minutes from Disney World, 20 minutes from Sea World,... View all property information
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    Kissimmee, Central Florida
    1 / 22
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Brand new Townhouse with private Pool in a gated community, 4 bedrooms & 3 Bathrooms, one bed & bath downstairs. Newly furnished & decorated. One bed with king size bed, one with queen size & two bedrooms with twin beds. TV's on all rooms. Cable & internet available. Closest community to Disney,... View all property information
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    Kissimmee, Central Florida
    1 / 13
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Central Heating
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    About this property
    This private 4 bedroom townhome is located at the beautiful Bella Vida Resort. Perfectly located for privacy, this townhome is perfect for those looking for peace and privacy. The townhome is a corner unit, with the private pool area facing a preserve. When you enter the home you feel at ease,... View all property information
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    Kissimmee, Central Florida
    1 / 31
    5 Bedrooms, 6 Bathrooms, Sleeps 15 | Quick View
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    About this property
    Beautifully new home, decorated with contemporary and light furniture in upscale Reunion Resort. Fully equipped gourmet kitchen with kitchen aid appliances and handpicked plates, glasses and general kitchenware as well as high quality bed linen and towels 5 ensuite rooms, 2 living rooms and fully... View all property information
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    Kissimmee, Central Florida
    1 / 26
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    'Picture You and Your Family renting Your Own 5-Star Private Villa with a Private Pool On one of Orlando’s most prestigious resorts, Windsor Palms Resort, Only 2.5 Miles From Disney' YPE: HOUSE | BEDS: 4 | BATHS: 3 | POOL: YES | SPA: YES | GAME ROOM: YES | SLEEPS: 10 The villa has every luxury with... View all property information
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    Kissimmee, Central Florida
    1 / 14
    4 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    About this property
    This awsome 4 bedroom private home at Bella Vida Resort is a well taken care of Naples model, located facing a private preservation area of the community. Decorated in bright colored furniture, roomy bedrooms with either queen size or full size beds so everyone is comfortable and perfect for anyone... View all property information
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    Kissimmee, Central Florida
    1 / 22
    3.5 of 5 stars (2) Average
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This two story 3 bedroom 2 1/2 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 of the... View all property information
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    Kissimmee, Central Florida
    1 / 57
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    “Picture You and Your Family Renting this Beautiful 4 bedroom Vacation Rental including Guest Annexe located on Reunion Resort, only 6 miles from the famous Disney Parks and other Orlando Attractions' Villa W184 Excitement Dr, Reunion Resort, Orlando, Florida TYPE: VILLA | BED: 4 | BATHROOM: 4.5 |... View all property information
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    Kissimmee, Central Florida
    1 / 9
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    Our beautiful suite will make you feel like home. It is very conveniently located close to the major attractions at Orlando. You will enjoy all the amenities that this nice hotel offer. Our condo has one bedroom with two full size beds plus an additional queen size sofa bed in the living room.... View all property information
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    Kissimmee, Central Florida
    1 / 20
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Reunion Resort is a unique lifestyle resort in Orlando and recognised as one of the premier resort communities in Florida. Patriots Landing is a great place to live, vacation and play and Reunion Resort offers a place for the whole family. Experience stunningresort-style amenities and the best golf... View all property information
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    Kissimmee, Central Florida
    1 / 11
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Home is in the gated community of Vista Del Lago with 24/7 security. Two bedrooms, two bathrooms, full kitchen, washer and dryer, living area and patio. Central air. It is within walking distance of clubhouse with two swimming pools, jacuzzi, game room, gym, computer room and snack bar. 10 minutes... View all property information
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    Kissimmee, Central Florida
    1 / 12
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    In the JUNGLE, the MIGHTY JUNGLE.... Your family Sleeps Tonight ! This newly refurbished, jungle inspired 4 bedroom home with private pool will make you feel like you have stepped into a tropical paradise! You’ll notice right away the African inspired decor, warm colors and luxurious furniture.... View all property information
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    Kissimmee, Central Florida
    1 / 40
    5 of 5 stars (65) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Check out our dynamic new Website for features, video, calendar, and tours: www.puffsvacationhome.com Our new Video http://www.youtube.com/watch?v=lPtInBWiTdk&feature=youtu.be Our new Virtual Tour http://www.vr360.com/homes/2602eib AWARDS: TripAdvisor named Tropical Retreat game room... View all property information
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    Kissimmee, Central Florida
    1 / 13
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    4 Bedrooms, 3 bathrooms, sleeps 10<BR><BR>Venetian Bay Villages is an upscale, family-friendly, GATED resort community – developed and built for a vacation lifestyle. The community is only seven miles from the entrance to Disney World and conveniently located to ALL of Florida's most popular... View all property information
    Location Information
    Kissimmee, Central Florida
    1 / 24
    5 of 5 stars (7) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Grill
    • Private Outdoor...
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    • Pet-friendly
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    • x
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    • Smoking allowed
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    About this property
    Come sail away to The Boat House! This nautical themed 3 bedroom home is a perfect way to leave all of your worries behind! The peaceful colors and themes of this home are like a breath of fresh air! With 1800 sq of space and high vaulted ceilings, this home feels so roomy. This great... View all property information
    Location Information
    Kissimmee, Central Florida
    1 / 23
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
    • Washer
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    • DVD Player
    • Satellite TV
    • Secure Parking
    • Private Outdoor...
    • Balcony
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This unit is well furnished and comes with TV's on all rooms and sleeps up to 8 people. Bed Configuration: 1 King bed 1 Queen bed 2 Twin beds 1 Queen sofa sleeper Check-In is at 4:00pm and Check-Out is at 10:00am. Each property will include: 1 roll of toilet paper per bathroom Complimentary... View all property information
    Location Information
    Kissimmee, Central Florida
    1 / 20
    5 of 5 stars (16) Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Air Conditioning
    • DVD Player
    • Hot Tub
    • Private Outdoor...
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Solaz365 ~~~ Watch our exciting new VIDEO - go to our website and enjoy! ~~~ Welcome to Solaz365, our wonderful holiday home, a place to relax 365 days of the year. If you don't say "WOW" the minute you walk through the door, we will be amazed! The house was built in 2012 and has everything you... View all property information
    Location Information
    Kissimmee, Central Florida
    1 / 51
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
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    • Shared Outdoor Pool...
    • Grill
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    • Pet-friendly
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    • x
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    • Smoking allowed
    • ?
    About this property
    <h1 style='color: #76be43;'>Luxurious Orlando Vacation Home in Paradise Palms Resort , Kissimmee, Florida</h1><ul style='margin:0; padding:0; '><li style='margin:0; padding:0 0 0 15px; background-image:... View all property information
    Location Information
    Kissimmee, Central Florida
    1 / 24
    5 of 5 stars (1) Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • Waterfront
    • Children's Pool
    • Hot Tub
    • Satellite TV
    • Air Conditioning
    • Washer
    • DVD Player
    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Lake side Villa near Disney on top gated and guarded resort. 7 Bedrooms 5 bathrooms with Private pool/24hr Spa/Gameroom/Lightening Wifi. 5 King beds, 2 Twin Disney mural theme rooms (sleeps 4). frozen theme bathroom. Watch Eagles fish and ducks come to be fed, Otters roll in grass and sand... View all property information
    Location Information
    Kissimmee, Central Florida
    1 / 30
    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Wi-Fi
    • Terrace
    • Shared Outdoor Pool...
    • Washer
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    • Balcony
    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The fully air conditioned accommodation consists of entrance hall with downstairs bathroom facilities,lounge and dining area with fully equipped kitchen for your self-catering needs. The first en-suit bedroom is on the ground floor with queen size bed .Upstairs consists of large master en-suite... View all property information
    Location Information
    Kissimmee, Central Florida
    1 / 25
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • x
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    '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
    Location Information
    Kissimmee, Central Florida
    1 / 16
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Children's Pool
    • Housekeeping...
    • Hot Tub
    • Air Conditioning
    • Wi-Fi
    • Patio
    • DVD Player
    • Washer
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Vacation Village at Parkway is an awesome place for family vacations. It is a great location that is just 5 minutes from Disney World, Universal Studios and Sea World and just minutes from . You won't have any issues find great places to eat because nearby you will find some of the best... View all property information
    Location Information
    Kissimmee, Central Florida
    1 / 15
    4 of 5 stars (7) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Shared Outdoor Pool...
    • Satellite TV
    • DVD Player
    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Bedrooms: 4 Bathrooms: 3 Occupancy: 10 Type: Gold Townhome Area: Villas at Seven Dwarfs Lane City: Kissimmee... View all property information
    Location Information
    Kissimmee, Central Florida
    1 / 22
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Washer
    • Air Conditioning
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    Solterra Resort is a stunning vacation rental community offering several world-class clubhouse amenities. And, this gorgeous 5 bedroom, 4.5 bathroom pool home is sure to make your vacation special. When you arrive, you'll know that you are in for something truly special. The tile roof and stone... View all property information
    Location Information
    Kissimmee, Central Florida
    1 / 42
    7 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
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    • Hot Tub
    • Patio
    • DVD Player
    • Private Outdoor...
    • Satellite TV
    • Wi-Fi
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Welcome to Florida! If you are looking for a vacation home near Disney, we are here to help! We have over 200 beautiful homes, from 1 bedroom condos to 10 bedroom pool villas, all just minutes away from Walt Disney World! <BR><BR>This is our 7 bedroom pool villa at Crystal Cove Resort. This villa... View all property information
    Location Information
    Kissimmee, Central Florida