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Kissimmee vacation rentals

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45465 properties found in Kissimmee

  • Sand Dollar Two 202

    Sand Dollar Two 202

    8000 A1A South
    Situated approximately 10 minutes' drive from Fort Matanzas National Monument, Sand Dollar Two 202 Villa entices guests to explore various tourist attractions in the area.
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  • Modern Resort Home W/ Pool, Spa & Arcade Access

    Modern Resort Home W/ Pool, Spa & Arcade Access

    16364 St Kitts Cir, Clermont, Fl 34714, Usa
    The 6-bedroom Modern Resort Home W/ Pool, Spa & Arcade Access Orlando, located 3.1 km from Polo Park Golf Course, invites guests to relax in a hot tub. Featuring a patio, the property is situated 10…
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  • #1516 - Amazing Golf And Lake View In Luxury Villa

    #1516 - Amazing Golf And Lake View In Luxury Villa

    7885 Mahogany Run Lane
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  • Themed Cozy Home - 4297

    Themed Cozy Home - 4297

    4297 Paragraph Drive
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  • A Gulf Dream - Gulf Front With Private Pool And Carriage House

    A Gulf Dream - Gulf Front With Private Pool And Carriage House

    4847 West County Highway 30A
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  • Lagoon Lounge

    Lagoon Lounge

    5 Seacrest Beach Blvd E B101
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  • Windsor Hills Resort 3 Bedroom Private Pool Townhome 0876

    Windsor Hills Resort 3 Bedroom Private Pool Townhome 0876

    Celebration
    Windsor Hills Resort 3 Bedroom Private Pool Townhome 0876 Orlando villa offers proximity to nearby tourist spots, such as Mystic Dunes Golf Course, situated a 6-minute walk away.
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  • Artsy Bungalow On St Anne Lake Pool, Dock And Deck

    Artsy Bungalow On St Anne Lake Pool, Dock And Deck

    1124 St Anne Shrine Rd
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  • Sandpiper'S Song

    Sandpiper'S Song

    324 Sandpiper Rd
    The 2-bedroom Sandpiper'S Song Cape San Blas villa is located nearly a 10-minute ride from Friends of St. Joseph Bay Preserves and allows guests to enjoy snorkelling and fishing. Featuring a patio…
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  • 2026 Themed New 05 Bedrooms At Windsor Cay

    2026 Themed New 05 Bedrooms At Windsor Cay

    1169 Blue Island Dr
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  • 4 Bedroom 3 Bathroom Lucaya Village Townhouse

    4 Bedroom 3 Bathroom Lucaya Village Townhouse

    5354 Diplomat Court Building 11 - Unit 104
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  • Leeward II 9 L Beachfront Corner Condo L Views Of The Water L Sunset Views

    Leeward II 9 L Beachfront Corner Condo L Views Of The Water L Sunset Views

    627 Eastern Lake Rd #9
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  • 319 Bay & Beach Blessings- Pool Home With Water Views! Home

    319 Bay & Beach Blessings- Pool Home With Water Views! Home

    319 Estero Blvd
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  • The Power-Up Palace 9Br Home With Private Pool

    The Power-Up Palace 9Br Home With Private Pool

    1549 Maidstone Court
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  • Coconut Grove - Entire Resort For Your Group!

    Coconut Grove - Entire Resort For Your Group!

    606 Bay Esplanade
    The 8-bedroom Coconut Grove - Entire Resort For Your Group! villa offers proximity to nearby tourist spots, such as Clearwater Beach, situated 3.1 km away.
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  • 5 En-Suites Amazing View Wi104

    5 En-Suites Amazing View Wi104

    4408 Kaipo Rd
    Situated in the West Kissimmee district of Davenport, nearly a 25-minute walk from Highlands Reserve Boulevard, the 5-bedroom 5 En-Suites Amazing View Wi104 Davenport villa comes with a private pool…
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    US$ 359 price for 1 night
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  • Ocean Views Beach Optional Heated Pool & Spa

    Ocean Views Beach Optional Heated Pool & Spa

    47 Ocean Street
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  • Monterey B-102

    Monterey B-102

    8638 E County Hwy 30A
    Featuring a swimming pool for guests' relaxation, Monterey B-102 Villa is located an 8-minute stroll from Sand Cliffs Condominium Public Beach. The beachfront villa is situated in the beachfront and…
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    US$ 418 price for 1 night
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  • Coralvilla Suntastic - Luxurious, New Villa With Pool & Spa, Outdoor Kitchen

    Coralvilla Suntastic - Luxurious, New Villa With Pool & Spa, Outdoor Kitchen

    3926 Southwest 17Th Avenue
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  • Pool'S Paradise

    Pool'S Paradise

    116 Seacrest Beach Boulevard East
    Nestled 10 minutes by car from Walkin' On Water Paddleboards, Pool'S Paradise Villa entices guests to explore various tourist destinations nearby.
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