Bargain Timeshare Rentals in Kissimmee

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 15–19, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$559 ($140/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Oct 3–12, 2026 (9 nights)
1 bed/1 bath, sleeps 4
$1,264 ($140/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 27–31, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$564 ($141/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 5–8, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$439 ($146/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Sep 17–20, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$439 ($146/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Sep 21–25, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$568 ($142/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 15–28, 2026 (13 nights)
1 bed/1 bath, sleeps 4
$1,843 ($142/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Apr 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$999 ($143/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Sep 5–12, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$999 ($143/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 7–12, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$719 ($144/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 1–8, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,026 ($147/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 15–22, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,026 ($147/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Sep 2–9, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,026 ($147/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 22–29, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,026 ($147/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 27 – Dec 4, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,026 ($147/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 6–13, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,026 ($147/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 22–29, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,026 ($147/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 17–22, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$733 ($147/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 17–29, 2026 (12 nights)
1 bed/1 bath, sleeps 4
$1,752 ($146/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 7–14, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,026 ($147/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 8–15, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,026 ($147/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 16–23, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,026 ($147/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jun 1–8, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,026 ($147/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Oct 9–16, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,026 ($147/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 20–27, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,026 ($147/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Oct 24–31, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,026 ($147/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jun 3–10, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,026 ($147/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 21–28, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,026 ($147/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jun 2–9, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,026 ($147/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 5–14, 2026 (9 nights)
1 bed/1 bath, sleeps 4
$1,330 ($148/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 18–22, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$599 ($150/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Jul 1–6, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$754 ($151/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 22–25, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$463 ($154/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 28–31, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$463 ($154/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Oct 4–9, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$759 ($152/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Sep 4–13, 2026 (9 nights)
1 bed/1 bath, sleeps 4
$1,370 ($152/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 21–25, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$613 ($153/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 18–24, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$919 ($153/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 22 – Sep 1, 2026 (10 nights)
1 bed/1 bath, sleeps 4
$1,528 ($153/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 28 – Sep 3, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$919 ($153/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 6–11, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$768 ($154/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

May 3–10, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,088 ($155/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Sep 10–14, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$626 ($157/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Oct 8–13, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$786 ($157/night)

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Westgate Town Center

Kissimmee, Florida

Nov 28 – Dec 5, 2026 (7 nights)
Studio/1 bath, sleeps 2
$1,110 ($159/night)

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Westgate Town Center

Kissimmee, Florida

Nov 21–28, 2026 (7 nights)
Studio/1 bath, sleeps 2
$1,110 ($159/night)

Westgate Vacation Villas

Kissimmee, Florida

Jun 13–20, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,110 ($159/night)

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Parkway International Resort

Kissimmee, Florida

Apr 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,110 ($159/night)