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Smoking Allowed Holiday Rentals in Kissimmee

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    Travellers to Kissimmee are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    14 Matching Rentals in KissimmeeView all 5,830 rentals
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    Superb 4 Bedroom Home, just 3 minutes from Disney1 / 75
    (41)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Magical Memories, Pet-Friendly Home with WiFi1 / 18
    (34)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    5 Bedrooms, 4 Bathrooms, Sleeps 15 Quick View
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    Casa Luna - Kissimmee 4 Bedroom 2 Bath, Pool, Wi-Fi1 / 36
    (2)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Patio
    • Private Outdoor Pool (Heated)
    • Washer
    • Parking
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 July 2018
    Just home for a 15 day stay here. Had a fabulous time. It’s a beautiful property in a beautiful location and there is everything there that you could possibly need to make your...
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    About this property
    Recently renovated, BEAUTIFUL 4 bedroom, 2 bath home in Kissimmee, FL available for vacation rental. Home is located 25 minutes to Disney and 35 minutes to Sea World and Universal Studios. Central location lets you easily get to Cocoa Beach or Tampa Beach in just 75 minutes. Sleeps 10-12 people....
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    Kissimmee, Central Florida 34758
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    RVH_130 Heritage Crossing Retreat1 / 27
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Property Reference # RVH_130 This second floor 3 bed, 2 bath 1,344 sq ft. condo is located in the Heritage Crossing neighborhood of Reunion Resort. Enjoy amazing views of the Arnold Palmer Legacy golf course and beautiful sunsets from your own private balconies with two magnificent pools close by....
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Washer
    • Patio
    • Air Conditioning
    • Sauna
    • Waterfront
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Discover a mesmerizing private villa, and embark on a unique journey of comfort and enjoyment in the attractions capital! Brand new two-story townhouse at Compass Bay gated community. Its ideal location allows the guests to have a short car ride to the restaurants, shopping malls, attraction parks,...
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    Kissimmee, Central Florida 34746
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Orange Lake Country Club1 / 5
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Hot Tub
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Children's Pool
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa located at Orange Lake Country Club - Golf Resort, in west Kissimmee, Florida. Is is a beautiful family resort, with a river island, golf courses, daily water and earth activities. You will have an unforgivable experience. The villa has all the comforts and you will find in and around the...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Terrace
    • Hot Tub
    • Housekeeping Included
    • Washer
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    I rent my condo in Orlando - Florida. Location directly from the owner. Condo fully furnished and sleeps 8. Chek in/out is in friday, saturday or sunday for 7 days. Availability : 23 december to 30 december 2016. You can choose another week but the availability has to be confirmed with the ressort....
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    Kissimmee, Central Florida 34747
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Washer
    • Private Outdoor Pool (Unheated)
    • Grill
    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 March 2015
    My family travelled with 7 people (originally 9) for a wedding. We chose this place based on the size and bedroom quantity. The house had everything you would need, two big...
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    About this property
    The home is fully furnished with everything you need to make your stay comfortable and make you feel at home! Located in Reunion Resort, a beautifully landscaped, gated community, our house has 5 bedrooms and 5.5 bathrooms. A spacious and inviting living and dining room area overlooks the pool. The...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Terrace
    • Hot Tub
    • Sauna
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    Kissimmee, Central Florida 34747
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Hot Tub
    • Internet Access
    • Balcony
    • Air Conditioning
    • DVD Player
    • Parking
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You will get all the comforts of a fully furnished home with accommodations all within minutes of Orlando's world-famous theme parks and attractions. With a variety of onsite amenities and dining options. After a fun-filled day exploring Kissimmee area attractions, escape to the brilliantly...
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    Kissimmee, Central Florida 34747
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    2CLOSE TO ALL ATTRACTIONS! RESORT LUXURY LIVING ON A BUDGET!1 / 37
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Hot Tub
    • Children's Pool
    • Wi-Fi
    • Patio
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    We have previously stayed in Amrit’s other 2 properties and this one was just as stunning as the others. She is alway quick to respond to our questions within minutes. I have...
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    About this property
    LOCATION LOCATION LOCATION!!! CLOSE TO DISNEY, Universal Studios, Sea World, and yes even Busch Gardens and the beaches, not to mention the world famous shopping outlets! Security controlled access very safe and private! Our townhouse boasts ample space for 1-11 guests quite comfortably. Our...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Washer
    • Central Heating
    • Balcony
    • Patio
    • Hot Tub
    • Grill
    • Terrace
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This large and luxurious space won’t leave you cramped and feeling claustrophobic like most regular hotel rooms. You’ll appreciate the many comforts of home such as a fully equipped kitchen, private balcony or patio, in-room washer and dryer, large screen television, jetted tub and more. You’ll...
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    Location Information
    Kissimmee, Central Florida 34746
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Waterfront
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Private Garden
    • Grill
    • Wi-Fi
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4 bedroom home, built in the late 90's, that sits on half an acre by a huge lake filled with fish and other wild life. Location is surrounded by shops and restaurants within a 5 mile radius; i.e. Publix (closes 10pm daily) Walmart Supercenter (24 hrs.) Walgreens (24 hrs.) Denny's (24 hrs.) Zaxby's,...
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    Location Information
    Kissimmee, Central Florida 34758 3506
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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