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Vacation Rentals in Kissimmee

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Vacation Rentals

14942 properties found in Kissimmee

  • Charming 8Br Home With Private Pool Spa By Disney

    Charming 8Br Home With Private Pool Spa By Disney

    2187 Tripoli Ct, Kissimmee, Fl 34747, Usa
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  • Luxury Champions Gate Town Home Townhouse

    Luxury Champions Gate Town Home Townhouse

    1568 Plunker Drive
    Located 10 minutes by car from Wallaby Ranch Flight School, the 3-bedroom Luxury Champions Gate Town Home Townhouse provides access to various tourist attractions in the vicinity. Providing a private…
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  • Tranquil Retreat In The Heart Of The City 6386

    Tranquil Retreat In The Heart Of The City 6386

    1103 Kingsbarn St
    Situated at a distance of 3.2 km from Highlands Reserve Boulevard, 6-bedroom Tranquil Retreat In The Heart Of The City 6386 villa entices guests with a Jacuzzi, ensuring a more relaxing stay.
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  • 2026 Brand New 05 Bedrooms At Windsor Cay

    2026 Brand New 05 Bedrooms At Windsor Cay

    16181 Palm Frond Avenue
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  • Bon Voyage Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8045Su

    Bon Voyage Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8045Su

    8045 Surf Street
    Featuring an outdoor pool for guests' relaxation, the 5-bedroom Bon Voyage Cottage With Private Pool Near Disney With Margaritaville Resort Island H2O Access - 8045Su Orlando is located nearly a 10…
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    US$ 1012 price for 1 night
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  • 2026 Themed Luxury 09 Bedrooms At Solara Resort

    2026 Themed Luxury 09 Bedrooms At Solara Resort

    9167 Breeze Mist Terrace
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  • Super Cielo - 12Bdr 11Bas - Fun Theme W Pool

    Super Cielo - 12Bdr 11Bas - Fun Theme W Pool

    High Seas Drive 5955
    Situated approximately 4 km from iFLY Skydiving Center, the 8-bedroom Super Cielo - 12Bdr 11Bas - Fun Theme W Pool Villa Orlando provides access to numerous tourist attractions in the area.
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    US$ 604 price for 1 night
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  • 8564 Bay Lilly Loop

    8564 Bay Lilly Loop

    8564 Bay Lilly Loop

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    US$ 297 price for 1 night
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  • Luxury Escape At Reunion Near Disney And Universal

    Luxury Escape At Reunion Near Disney And Universal

    7740 Sandy Ridge Drive 206
    The 3-bedroom Luxury Escape At Reunion Near Disney And Universal Villa is located a 10-minute ride from Orlando Tree Trek Adventure Amusement Park Zip Line and allows guests to enjoy pool.
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    US$ 141 price for 1 night
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  • 10 Bedroom 8 Bathroom Windsor Island 3233Lw

    10 Bedroom 8 Bathroom Windsor Island 3233Lw

    3233 Lilac Way
    Situated in the West Kissimmee district, at a distance of 3.9 km from Northeast Regional Park, the 8-bedroom 10 Bedroom- 8 Bathroom- Windsor Island 3233Lw villa comes with a swimming pool for guests…
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  • Summer Fun Starts Here - Townhome By Disney!

    Summer Fun Starts Here - Townhome By Disney!

    14545 Damai Lane
    The 3-bedroom Summer Fun Starts Here - Townhome By Disney! Orlando villa is located about 25 minutes' walk from local amusement parks and provides a private pool, ensuring a relaxing stay.
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    US$ 242 price for 1 night
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  • New Luxury 7Br Villa 4 Mi To Disney Pool & Spa

    New Luxury 7Br Villa 4 Mi To Disney Pool & Spa

    8488 Oasis Key Cove
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  • Polished Sleek 9 Bdrm Home With Backyard Pool At Encore

    Polished Sleek 9 Bdrm Home With Backyard Pool At Encore

    Celebration
    The 8-bedroom Polished Sleek 9 Bdrm Home With Backyard Pool At Encore is located approximately 6 km from ESPN Wide World of Sports Complex and allows guests to enjoy water sports activities.
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    US$ 465 price for 1 night
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  • Bright And Spacious Private Pool Home Near Disney

    Bright And Spacious Private Pool Home Near Disney

    182 Plumoso Loop
    Staying at the 3-bedroom Bright And Spacious Private Pool Home Near Disney Davenport, guests can visit Lewis W Mathews Memorial Sports Complex, which is only 0.9 km away.
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  • Solterra - 6 Bedrooms House W-Pool-7040Srr

    Solterra - 6 Bedrooms House W-Pool-7040Srr

    5286 Wildwood Way,
    The 5-bedroom Solterra - 6 Bedrooms House W-Pool-7040Srr Davenport villa entices active guests with access to a fitness suite and is located about a 10-minute drive from ChampionsGate Golf Club. The…
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    US$ 212 price for 1 night
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  • Vivid Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8024Ls

    Vivid Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8024Ls

    Lost Shaker Lane
    Situated approximately 20 minutes' walk from Mighty Jungle Golf, Vivid Cottage Near Disney With Margaritaville Resort Island H2O Access - 8024Ls Orlando provides access to numerous tourist…
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    US$ 581 price for 1 night
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  • Kissimmee Vacation Rental - 5 Mi To Disney World!

    Kissimmee Vacation Rental - 5 Mi To Disney World!

    2741 N Poinciana Blvd Unit 45
    Located within a 7-km distance of Mary Queen of the Universe Shrine, the spacious 2-bedroom Kissimmee Vacation Rental - 5 Mi To Disney World! apartment features a car park for those who travel by car…
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  • Bsv_Villa2011

    Bsv_Villa2011

    1931 Summer Drive
    Situated 3.5 km from Northeast Regional City Park, the 8-room Bsv2011 - Brand New 8 Bedroom 6 Bath Home Located In Windsor Island Resort Davenport offers guests to enjoy beauty services, massage…
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    US$ 356 price for 1 night
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  • Castaway Oasis - 5 Bed Townhome, Heated Pool & Bbq

    Castaway Oasis - 5 Bed Townhome, Heated Pool & Bbq

    1949 Majorca Drive
    Located in the West Kissimmee district, the 1-bedroom Castaway Oasis - 5 Bed Townhome, Heated Pool & Bbq villa boasts a Jacuzzi along with a private pool. Featuring parking, the villa is located 25…
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  • Elegant 4-Bedroom Home With Private Pool

    Elegant 4-Bedroom Home With Private Pool

    Celebration
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