Spring Summer Rentals in Kissimmee

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Silver Lake Resort

Kissimmee, Florida

Mar 1–8, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$888 ($127/night)

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WorldMark Orlando – Reunion

Kissimmee, Florida

Mar 6–13, 2026 (7 nights)
3 bed/3 bath, sleeps 8
$2,107 ($301/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Mar 6–13, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,878 ($268/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Mar 6–13, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,484 ($212/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Mar 7–14, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,205 ($315/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Mar 8–15, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,544 ($221/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Mar 8–12, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$1,110 ($278/night)

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Calypso Cay Vacation Villas

Kissimmee, Florida

Mar 8–15, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$999 ($143/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Mar 8–15, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,987 ($284/night)

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Vacation Village at Parkway

Kissimmee, Florida

Mar 8–15, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$932 ($133/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Mar 8–15, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,495 ($214/night)

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Calypso Cay Vacation Villas

Kissimmee, Florida

Mar 8–15, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,330 ($190/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
$1,275 ($182/night)

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Westgate Town Center

Kissimmee, Florida

Mar 14–21, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$2,636 ($377/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
$1,522 ($218/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
$1,220 ($174/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 - 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 - North Village

Kissimmee, Florida

Mar 14–21, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,495 ($214/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 15–22, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,742 ($249/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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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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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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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Mar 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,512 ($216/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 - 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 - West Village

Kissimmee, Florida

Mar 21–28, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$1,987 ($284/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
$1,330 ($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
$1,242 ($177/night)

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Westgate Town Center

Kissimmee, Florida

Mar 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,329 ($190/night)

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Silver Lake Resort

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 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,204 ($315/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
$1,687 ($241/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Mar 21–28, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,280 ($183/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
$1,440 ($206/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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Westgate Town Center

Kissimmee, Florida

Mar 21–28, 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 - West Village

Kissimmee, Florida

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

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Westgate Town Center

Kissimmee, Florida

Mar 21–28, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,696 ($385/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
$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
$1,550 ($221/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 - North Village

Kissimmee, Florida

Mar 22–29, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$1,660 ($237/night)

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Westgate Vacation Villas

Kissimmee, Florida

Mar 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 10
$1,396 ($199/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
$1,544 ($221/night)