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Kissimmee vacation rentals

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Holiday homes

45863 properties found in Kissimmee

  • La Contenta At Destin Pointe Resort

    La Contenta At Destin Pointe Resort

    3606 Melrose Ave
    During the stay at La Contenta At Destin Pointe Resort villa, guests can indulge in windsurfing, snorkelling, and hiking or visit Big Kahuna's Water and Adventure Park, located 2.6 km away. Located…
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  • The Yellow Hibiscus

    The Yellow Hibiscus

    9088 Hawkeye Dr
    The Yellow Hibiscus Villa is located around 10 minutes' drive from Whitehouse Baptist Church and invites guests to enjoy a patio.
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    US$ 352 price for 1 night
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  • The River City Retreat - Luxe 4Br & Spa

    The River City Retreat - Luxe 4Br & Spa

    1331 Haden Lane
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  • Mai Tide

    Mai Tide

    140 Grande Pointe
    The 3-bedroom Mai Tide Villa is located 19 minutes' walk from Inlet Beach and provides an outdoor swimming pool, ensuring a relaxing stay. Guests can enjoy water sports activities at this…
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  • Shimmy By The Sea By 30A Escapes

    Shimmy By The Sea By 30A Escapes

    309 Palm Beach Drive
    Along with access to such natural sites as Lake Powell Park, just 1.1 km away, the 5-bedroom Shimmy By The Sea By 30A Escapes Villa Panama City Beach offers a private swimming pool. Guests can enjoy…
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  • Sleeps8- Worldcup2026- Neardisney- Universal

    Sleeps8- Worldcup2026- Neardisney- Universal

    4609 Via Veneto Court
    Staying at the 2-bedroom Remarkable Bungalow Near Disney Villa, guests can easily reach Osceola County Welcome Center and History Museum, located 2.6 km away.
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    US$ 135 price for 1 night
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  • 4-Bed Wpb Home Near 95,Airport,Dt & Beaches

    4-Bed Wpb Home Near 95,Airport,Dt & Beaches

    1559 West 26Th Court Unit 3
    Located within a 10-minute drive of Peanut Island Park, the 2-bedroom 4-Bed Wpb Home Near 95,Airport,Dt & Beaches provides access to various tourist attractions in the vicinity.
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    US$ 373 price for 1 night
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  • Lostkey 14306 Beach Heather Court By Pkrm

    Lostkey 14306 Beach Heather Court By Pkrm

    14306 Beach Heather
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  • Windsor Westside Magical Villa On Lima

    Windsor Westside Magical Villa On Lima

    West Kissimmee
    Located 6 km from The Legends Golf Course, the 6-bedroom Windsor Westside Magical Villa On Lima gives access to various tourist sites in the vicinity.
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  • 4724 Sleepy Hollow

    4724 Sleepy Hollow

    4724 Sleepy Hollow Drive
    The 5-bedroom 4724 Sleepy Hollow Kissimmee villa offers quick access to such tourist spots as Lennar at Storey Lake, situated only a 5-minute walk away. Featuring a hot tub, the Kissimmee holiday…
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    US$ 406 price for 1 night
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  • 1587 - Adventure Villa

    1587 - Adventure Villa

    1587 Plunker Dr
    The 5-bedroom 1587 - Adventure Villa is located 3.5 km from Wallaby Ranch Flight School and provides a swimming pool, ensuring a relaxing stay.
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  • Orlando-Area Family Oasis With Lanai, Pool And Yard

    Orlando-Area Family Oasis With Lanai, Pool And Yard

    281 W 18Th St
    Situated around 10 minutes by car from Clarcona Horseman's Park, the 2-bedroom South Apopka Home With Pool About 16 Mi To Orlando! entices guests to explore various tourist attractions in the area.
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  • Holiday Home Geraeumige Unterkunft Mit Seeblick In Der Naehe Von Disney By Interhome

    Holiday Home Geraeumige Unterkunft Mit Seeblick In Der Naehe Von Disney By Interhome

    Oakmoss Loop 7520
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  • Traditional 3 Bed 2.5 Bath Townhome

    Traditional 3 Bed 2.5 Bath Townhome

    342 Calabria Avenue
    Featuring a swimming pool for guests' relaxation, the 3-bedroom Traditional 3 Bed 2.5 Bath Townhome villa is located around 10 minutes by car from Tuscan Hills Boulevard.
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  • Sunset Point

    Sunset Point

    4108 Sw 23Rd Avenue
    Located around 10 minutes' drive from Koza/Saldino Park, Sunset Point Villa Cape Coral provides access to various tourist attractions in the vicinity.
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  • Bay Fliers Retreat

    Bay Fliers Retreat

    353 Suwanee Avenue
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  • Emerald Escape 2 - 3 Blocks To Beach

    Emerald Escape 2 - 3 Blocks To Beach

    3923 Holiday Drive Unit 2
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  • 2063 Beachwood Lovely 2 Bedroom 2 Bath Beach Wood Villa Is Located In Amelia Island Plantation Resort

    2063 Beachwood Lovely 2 Bedroom 2 Bath Beach Wood Villa Is Located In Amelia Island Plantation Resort

    2063 Beachwood Road
    Located 4.4 km from Royal Amelia Golf Links, 2063 Beachwood Lovely 2 Bedroom 2 Bath Beach Wood Villa Is Located In Amelia Island Plantation Resort Fernandina Beach gives access to various tourist…
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  • Rr7740Srd - Reunion Resort - Brand New Condo

    Rr7740Srd - Reunion Resort - Brand New Condo

    7740 Sandy Ridge Drive , Unit 123 Bldg 48,
    Situated 4.4 km from A World of Orchids, the 2-bedroom Rr7740Srd - Reunion Resort - Brand New Condo villa provides access to numerous tourist attractions in the area.
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  • Spacious 4-Bedroom Home With Heated Pool In Sanibel - Sanderling Point - Roelens

    Spacious 4-Bedroom Home With Heated Pool In Sanibel - Sanderling Point - Roelens

    1433 Sanderling Cir
    Along with access to such natural sites as Causeway Islands Park, about a 25-minute walk away, Spacious 4-Bedroom Home With Heated Pool In Sanibel - Sanderling Point - Roelens offers a swimming pool.…
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