Spring Summer Rentals in Kissimmee

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Mar 14–21, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,165 ($166/night)

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Westgate Town Center

Kissimmee, Florida

Mar 14–21, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$1,740 ($249/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Mar 14–21, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,660 ($237/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Mar 14–21, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,654 ($236/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Mar 14–21, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,220 ($174/night)

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Calypso Cay Vacation Villas

Kissimmee, Florida

Mar 15–22, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,110 ($159/night)

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Silver Lake Resort

Kissimmee, Florida

Mar 15–22, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Mar 15–22, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,742 ($249/night)

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Vacation Village at Parkway

Kissimmee, Florida

Mar 15–22, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,110 ($159/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Mar 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,126 ($161/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Mar 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,434 ($205/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Mar 20–27, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$2,368 ($338/night)

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Westgate Vacation Villas

Kissimmee, Florida

Mar 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 10
$1,495 ($214/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Mar 20–27, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$2,123 ($303/night)

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Westgate Town Center

Kissimmee, Florida

Mar 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,109 ($158/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Mar 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,314 ($331/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Mar 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,605 ($229/night)

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Westgate Town Center

Kissimmee, Florida

Mar 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,330 ($190/night)

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Silver Lake Resort

Kissimmee, Florida

Mar 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,330 ($190/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Mar 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,764 ($252/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Mar 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Mar 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,220 ($174/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Mar 21–28, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$622 ($89/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Mar 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,165 ($166/night)

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Westgate Town Center

Kissimmee, Florida

Mar 21–28, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$776 ($111/night)

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Westgate Town Center

Kissimmee, Florida

Mar 21–28, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,878 ($268/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Mar 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,714 ($245/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Mar 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,110 ($159/night)

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Westgate Town Center

Kissimmee, Florida

Mar 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Mar 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

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Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Mar 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,165 ($166/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Mar 22–27, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$805 ($161/night)

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Westgate Vacation Villas

Kissimmee, Florida

Mar 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 10
$1,242 ($177/night)

Club Wyndham Cypress Palms

Kissimmee, Florida

Mar 22–29, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,434 ($205/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Mar 23–28, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$777 ($155/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Mar 28 – Apr 4, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$3,132 ($447/night)

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Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Mar 29 – Apr 5, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,654 ($236/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Mar 29 – Apr 1, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$944 ($314/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Mar 29 – Apr 5, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,660 ($237/night)

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Vacation Village at Parkway

Kissimmee, Florida

Mar 29 – Apr 5, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,330 ($190/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Apr 1–8, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,660 ($237/night)

Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Apr 3–10, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$3,115 ($445/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Apr 3–10, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,849 ($264/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Apr 3–5, 2026 (2 nights)
3 bed/3 bath, sleeps 12
$505 ($252/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Apr 3–10, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,110 ($159/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Apr 3–10, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$2,688 ($384/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Apr 3–10, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,150 ($307/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Apr 4–11, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,987 ($284/night)