Bargain Timeshare Rentals in Kissimmee

Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

Feb 14–20, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,216 ($203/night)

Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

Sep 17–21, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$813 ($203/night)

Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 17–21, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$813 ($203/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Jul 3–6, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$610 ($204/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Jul 9–12, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$610 ($204/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Aug 8–16, 2026 (8 nights)
2 bed/2 bath, sleeps 8
$1,625 ($203/night)

Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 2–9, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,427 ($204/night)

Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

Feb 12–19, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,427 ($204/night)

Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

Sep 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,431 ($204/night)

Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 3–14, 2026 (11 nights)
2 bed/2 bath, sleeps 8
$2,240 ($204/night)

Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

Feb 13–22, 2027 (9 nights)
2 bed/2 bath, sleeps 8
$1,839 ($204/night)

Verified & Protected

Westgate Vacation Villas

Kissimmee, Florida

Aug 30 – Sep 6, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,434 ($205/night)

Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

Oct 7–14, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,436 ($205/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Mar 19–26, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,439 ($206/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Jul 11–18, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,440 ($206/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,440 ($206/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,440 ($206/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Jul 25 – Aug 1, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,440 ($206/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,440 ($206/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Jul 3–10, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,440 ($206/night)

Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 29, 2026 – Jan 4, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,238 ($206/night)

Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

Mar 14–20, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,242 ($207/night)

Verified & Protected

Westgate Vacation Villas

Kissimmee, Florida

Aug 7–14, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,459 ($208/night)

Verified & Protected

Westgate Vacation Villas

Kissimmee, Florida

Sep 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,459 ($208/night)

Verified & Protected

Westgate Vacation Villas

Kissimmee, Florida

Aug 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,459 ($208/night)

Verified & Protected

Westgate Vacation Villas

Kissimmee, Florida

Jul 10–17, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,459 ($208/night)

Verified & Protected

Westgate Vacation Villas

Kissimmee, Florida

Sep 11–18, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,459 ($208/night)

Verified & Protected

Westgate Vacation Villas

Kissimmee, Florida

Sep 25 – Oct 2, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,459 ($208/night)

Verified & Protected

Westgate Vacation Villas

Kissimmee, Florida

Sep 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,459 ($208/night)

Verified & Protected

Westgate Vacation Villas

Kissimmee, Florida

Oct 2–9, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,459 ($208/night)

Verified & Protected

Westgate Vacation Villas

Kissimmee, Florida

Aug 30 – Sep 6, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,459 ($208/night)

Verified & Protected

Westgate Vacation Villas

Kissimmee, Florida

Sep 11–18, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,459 ($208/night)

Verified & Protected

Westgate Vacation Villas

Kissimmee, Florida

Oct 3–10, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,459 ($208/night)

Verified & Protected

Westgate Vacation Villas

Kissimmee, Florida

Jul 11–18, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,459 ($208/night)

Verified & Protected

Westgate Vacation Villas

Kissimmee, Florida

Sep 25 – Oct 2, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,459 ($208/night)

Verified & Protected

Westgate Vacation Villas

Kissimmee, Florida

Oct 4–11, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,459 ($208/night)

Verified & Protected

Westgate Vacation Villas

Kissimmee, Florida

Sep 27 – Oct 4, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,459 ($208/night)

Verified & Protected

Westgate Vacation Villas

Kissimmee, Florida

Oct 2–9, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,459 ($208/night)

Verified & Protected

Westgate Vacation Villas

Kissimmee, Florida

Sep 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,459 ($208/night)

Verified & Protected

Westgate Vacation Villas

Kissimmee, Florida

Aug 28 – Sep 4, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,459 ($208/night)

Verified & Protected

Westgate Vacation Villas

Kissimmee, Florida

Sep 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,459 ($208/night)

Verified & Protected

Westgate Vacation Villas

Kissimmee, Florida

Oct 4–11, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,459 ($208/night)

Verified & Protected

Westgate Vacation Villas

Kissimmee, Florida

Aug 8–15, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,459 ($208/night)

Verified & Protected

Westgate Vacation Villas

Kissimmee, Florida

Oct 2–9, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,459 ($208/night)

Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

Mar 10–13, 2027 (3 nights)
2 bed/2 bath, sleeps 8
$630 ($210/night)

Westgate Town Center

Kissimmee, Florida

Aug 16–23, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,473 ($210/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Aug 29 – Sep 3, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$1,054 ($211/night)

Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 16–21, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,057 ($211/night)