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Kissimmee: Vacation Rental By Owner

Search result 1 to 20 Of 21581
  • Property-1 Image 1
    Villa $205 / Nightly
    • 5Bed
    • 5Baths
    4762 Storey Lake Kissimmee, Florida

    Located in the new community of Storey Lake in Kissimmee, only minutes to... ...more

  • Property-2 Image 1
    Hotel Apartment $300 / Nightly
    • 8Bed
    • 5Baths
    • (3) Very Good
    Spacious 8 BR Private Pool/Spa Villa... Kissimmee, Florida

    Our lovely 8 bedroom pool/spa villa is located at prestigious Emerald Island... ...more

  • Property-3 Image 1
    Villa $290 / Nightly
    • 8Bed
    • 6Baths
    2635CA Kissimmee, Florida

    Sonoma Resort is conveniently located next to "The Loop", a premier shopping... ...more

  • Property-4 Image 1
    House $208 / Nightly
    • 5Bed
    • 4Baths
    • (1)
    5 Bedroom/4 Bathrooms Storey Lake... Kissimmee, Florida

    • Community: Storey Lake Resortbr• 5 Bedroom/4 Bathroom/Sleeps 12br• Disney... ...more

  • Property-5 Image 1
    Villa GBP83 / Nightly
    • 4Bed
    • 3Baths
    Quiet, private pool Villa in a great... Kissimmee, Florida

    The two story Villa is on a small development located centrally to the area... ...more

  • Property-6 Image 1
    Townhouse $125 / Nightly
    • 4Bed
    • 3Baths
    Lovely Vacation Townhouse with Pool... Kissimmee, Florida

    LOVELY VACATION TOWNHOUSE WITH PRIVATE POOL!brbrbrAdditional bedding... ...more

  • Property-7 Image 1
    Apartment $83 / Nightly
    • 1Bed
    • 1Baths
    COMFY 1BR VILLA! SHUTTLE TO PARKS,... Kissimmee, Florida

    Great value accommodations, that have a feel and comfort of home and provide... ...more

  • Property-8 Image 1
    House $388 / Nightly
    • 8Bed
    • 7Baths
    Encore Resort 129 - 5 star villa with... Kissimmee, Florida

    Top Villas does vacation rentals differently. Book with us and youll get the... ...more

  • Property-9 Image 1
    Hotel Apartment $80 / Nightly
    • 3Bed
    • 2Baths
    • (9) Excellent
    Luxurious 3 Bedroom with Pool and... Kissimmee, Florida

    Venetian Bay Villages is a gated luxury community with 24hrs security right... ...more

  • Property-10 Image 1
    Villa $242 / Nightly
    • 5Bed
    • 4Baths
    Captain Jack's Getaway Kissimmee, Florida

    Located in Indian Creek this villa is situated in one of the closest... ...more

  • Property-11 Image 1
    Apartment $69 / Nightly
    • 2Bed
    • 2Baths
    Cayman Condo at Cane Island Resort Kissimmee, Florida

    Enjoy the fourth floor view from the Cayman vacation condo at Cane Island... ...more

  • Property-12 Image 1
    Villa $281 / Nightly
    • 6Bed
    • 6Baths
    Bella Vida 371 Kissimmee, Florida

    Welcome to Bella Vida Resort. Bella Vida is a gated community with a... ...more

  • Property-13 Image 1
    House $111 / Nightly
    • 3Bed
    • 2Baths
    Venetian Bay Townhome #104 Kissimmee, Florida

    Excellent 3 bedroom home in the popular Venetian Bay Villages Resort in... ...more

  • Property-14 Image 1
    Villa GBP90 / Nightly
    • 4Bed
    • 2Baths
    • (52) Exceptional
    Formosa Blvd Luxury Villa Kissimmee, Florida

    Formosa Blvd Villa, is a single storey detached property on a large corner... ...more

  • Property-15 Image 1
    House $120 / Nightly
    • 4Bed
    • 3Baths
    Bella Vida IHR 1001 Kissimmee, Florida

    Townhome - BELLA VIDA RESORTbrbrbrbrbrLovely 4 bedroom, 3 bathroom townhome... ...more

  • Property-16 Image 1
    House $143 / Nightly
    • 4Bed
    • 3Baths
    Exclusive 4 BR Pool Home/Gated... Kissimmee, Florida

    brThis single story superior 4 bedroom, 3 bathroom pool home is located in... ...more

  • Property-17 Image 1
    Condo $105 / Nightly
    • 3Bed
    • 2Baths
    MINUTES TO DISNEY! HUGE 3 BEDROOM... Kissimmee, Florida

    Minutes to Disney! 1ST LEVEL + HUGE 3 Bedroom Condo w/ Pool! BOOK NOW &... ...more

  • Property-18 Image 1
    House $155 / Nightly
    • 6Bed
    • 6Baths
    • (3) Exceptional
    4 Miles to WDW Voted Best Resort for... Kissimmee, Florida

    Hello, we encourage you to inquire as we may have the perfect vacation home... ...more

  • Property-19 Image 1
    House $375 / Nightly
    • 5Bed
    • 5Baths
    Hair Loop Home # 267397 Kissimmee, Florida

    This home is absolutely incredible! Located in the upscale gated community... ...more

  • Property-20 Image 1
    House $195 / Nightly
    • 5Bed
    • 4Baths
    Reunion Resort 14 - villa with pool,... Kissimmee, Florida

    Top Villas does vacation rentals differently. Book with us and youll get the... ...more

Vacation Rental Filters are an easy way to help you personalize your search to find the ideal rental in Kissimmee. Many accommodations in Kissimmee provide "Pool - Spa", there are 1848, or there are 1810 of Vacation Rentals in Kissimmee with a "Non Smoking Only", there are also 1693 with "Pets Not Allowed", which is another great reason to visit Kissimmee.

We analyzed price data and rendered them in this graph, which shows vacation rental prices for the next twelve months in Kissimmee. The most expensive month of the next 12 months is in December, where prices hit an average of $78 a night. In April, prices will hit an average low of $0 per night.