Last-minute Timeshare Rentals in Kissimmee

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Jan 3–10, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,659 ($237/night)

Verified & Protected

WorldMark Orlando – Reunion

Kissimmee, Florida

Dec 27, 2025 – Jan 2, 2026 (6 nights)
3 bed/3 bath, sleeps 8
$2,423 ($404/night)

Verified & Protected

Vacation Village at Parkway

Kissimmee, Florida

Dec 21, 2025 – Jan 4, 2026 (14 nights)
2 bed/2 bath, sleeps 8
$2,096 ($150/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$1,769 ($253/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Dec 19–22, 2025 (3 nights)
2 bed/2 bath, sleeps 8
$502 ($167/night)

Westgate Vacation Villas

Kissimmee, Florida

Dec 28, 2025 – Jan 4, 2026 (7 nights)
2 bed/2 bath, sleeps 10
$1,725 ($246/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Dec 19–26, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$1,527 ($218/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Dec 21–28, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$1,583 ($226/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
3 bed/3 bath, sleeps 11
$2,750 ($393/night)

Verified & Protected

Westgate Town Center

Kissimmee, Florida

Dec 14–21, 2025 (7 nights)
1 bed/1 bath, sleeps 4
$2,641 ($377/night)

Verified & Protected

Westgate Town Center

Kissimmee, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$1,878 ($268/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$1,440 ($206/night)

Verified & Protected

Vacation Village at Parkway

Kissimmee, Florida

Dec 28, 2025 – Jan 4, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$888 ($127/night)

Verified & Protected

Vacation Villas at Fantasy World

Kissimmee, Florida

Dec 21–28, 2025 (7 nights)
2 bed/2 bath, sleeps 6
$1,330 ($190/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,932 ($276/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,769 ($253/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
2 bed/1.5 bath, sleeps 8
$1,330 ($190/night)

Verified & Protected

Vacation Village at Parkway

Kissimmee, Florida

Jan 4–11, 2026 (7 nights)
2 bed/4 bath, sleeps 8
$1,110 ($159/night)

Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$1,286 ($184/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Dec 22–27, 2025 (5 nights)
2 bed/2 bath, sleeps 8
$999 ($200/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,660 ($237/night)

Verified & Protected

Mystic Dunes Resort & Golf Club

Kissimmee, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$999 ($143/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,704 ($243/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,660 ($237/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$1,110 ($159/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Dec 21–28, 2025 (7 nights)
2 bed/2 bath, sleeps 6
$1,110 ($159/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Dec 23–27, 2025 (4 nights)
2 bed/2 bath, sleeps 8
$555 ($139/night)

Verified & Protected

Hilton Vacation Club Aqua Sol Orlando West

Kissimmee, Florida

Dec 21–28, 2025 (7 nights)
3 bed/3 bath, sleeps 10
$2,200 ($314/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Dec 22–29, 2025 (7 nights)
1 bed/1 bath, sleeps 4
$887 ($127/night)

Verified & Protected

Star Island Resort

Kissimmee, Florida

Dec 21–28, 2025 (7 nights)
3 bed/3 bath, sleeps 8
$3,295 ($471/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Jan 4–11, 2026 (7 nights)
3 bed/2 bath, sleeps 12
$1,434 ($205/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Dec 21–28, 2025 (7 nights)
3 bed/3 bath, sleeps 12
$1,330 ($190/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Dec 21–28, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$1,768 ($253/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Jan 3–10, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,769 ($253/night)

Verified & Protected

Silver Lake Resort

Kissimmee, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$1,358 ($194/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Dec 23–28, 2025 (5 nights)
2 bed/2 bath, sleeps 8
$1,220 ($244/night)

Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$1,286 ($184/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Dec 19–27, 2025 (8 nights)
2 bed/2 bath, sleeps 8
$1,987 ($248/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$1,660 ($237/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$2,205 ($315/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Dec 27, 2025 – Jan 3, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,704 ($243/night)

Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$1,286 ($184/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Dec 28, 2025 – Jan 4, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,769 ($253/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$1,440 ($206/night)

Verified & Protected

Parkway International Resort

Kissimmee, Florida

Jan 4–11, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$771 ($110/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$1,687 ($241/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$1,660 ($237/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)