Bargain Timeshare Rentals in Kissimmee

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 18–27, 2026 (9 nights)
2 bed/2 bath, sleeps 8
$2,275 ($253/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Nov 8–15, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,780 ($254/night)

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Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Jul 3–7, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$1,021 ($255/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 7–16, 2026 (9 nights)
2 bed/2 bath, sleeps 8
$2,283 ($254/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Oct 3–11, 2026 (8 nights)
2 bed/2 bath, sleeps 8
$2,039 ($255/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Sep 1–8, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,795 ($256/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 1–8, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,795 ($256/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Jul 4–11, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,796 ($257/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 20–24, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$1,039 ($260/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 13–18, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,304 ($261/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 12–17, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,304 ($261/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Oct 25–31, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,568 ($261/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 22–28, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,568 ($261/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 25–28, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$786 ($262/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Sep 4–12, 2026 (8 nights)
2 bed/2 bath, sleeps 8
$2,087 ($261/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 16–21, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,312 ($262/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Feb 15–22, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,840 ($263/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Aug 16–21, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,324 ($265/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Feb 10–15, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$1,330 ($266/night)

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Westgate Town Center

Kissimmee, Florida

Jul 17–24, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$1,862 ($266/night)

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Westgate Town Center

Kissimmee, Florida

Oct 3–10, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$1,862 ($266/night)

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Westgate Town Center

Kissimmee, Florida

Aug 21–28, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$1,862 ($266/night)

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Westgate Town Center

Kissimmee, Florida

Jul 10–17, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$1,862 ($266/night)

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Westgate Town Center

Kissimmee, Florida

Oct 4–11, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$1,862 ($266/night)

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Westgate Town Center

Kissimmee, Florida

Jul 17–24, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$1,862 ($266/night)

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Westgate Town Center

Kissimmee, Florida

Jun 28 – Jul 5, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$1,862 ($266/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Sep 4–14, 2026 (10 nights)
2 bed/2 bath, sleeps 8
$2,672 ($267/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,878 ($268/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 3–9, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,620 ($270/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Feb 14–20, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,634 ($272/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Dec 22, 2026 – Jan 3, 2027 (12 nights)
2 bed/2 bath, sleeps 8
$3,256 ($271/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Feb 13–22, 2027 (9 nights)
2 bed/2 bath, sleeps 8
$2,454 ($273/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Mar 3–9, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,653 ($276/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Feb 12–19, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,926 ($275/night)

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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
$1,932 ($276/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Nov 25–29, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$1,110 ($278/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Jul 3–10, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$1,932 ($276/night)

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Vacation Village at Parkway

Kissimmee, Florida

Dec 25, 2026 – Jan 1, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,932 ($276/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Jul 4–11, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,932 ($276/night)

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Westgate Town Center

Kissimmee, Florida

Nov 29 – Dec 6, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,932 ($276/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Jul 1–6, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,385 ($277/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Aug 8–15, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,932 ($276/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Jul 4–11, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$1,932 ($276/night)

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Vacation Village at Parkway

Kissimmee, Florida

Mar 26 – Apr 2, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,932 ($276/night)

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Vacation Village at Parkway

Kissimmee, Florida

Dec 13–20, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,932 ($276/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Jul 18–24, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,660 ($277/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Jun 19–26, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$1,932 ($276/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,948 ($278/night)