Bargain Timeshare Rentals in Kissimmee

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Jun 9–15, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,758 ($293/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 18–24, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,765 ($294/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Sep 18–21, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$892 ($297/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 2–6, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$1,189 ($297/night)

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Jul 3–10, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,085 ($298/night)

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Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Jun 27 – Jul 4, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$2,091 ($299/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Jun 21–28, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$2,096 ($299/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Oct 8–13, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,506 ($301/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 22–25, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$906 ($302/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 15–22, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,100 ($300/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 18–23, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,515 ($303/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 16–22, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,817 ($303/night)

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Jul 1–8, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,123 ($303/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
$2,123 ($303/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Jul 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,150 ($307/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
$2,150 ($307/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

May 31 – Jun 7, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$2,157 ($308/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 14–21, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,157 ($308/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 24–27, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$932 ($311/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 20–30, 2026 (10 nights)
2 bed/2 bath, sleeps 8
$3,086 ($309/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 12–17, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,554 ($311/night)

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Jul 3–6, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$944 ($314/night)

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Westgate Town Center

Kissimmee, Florida

May 15–22, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,204 ($315/night)

Westgate Vacation Villas

Kissimmee, Florida

Apr 3–10, 2027 (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

Jul 4–11, 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

Jul 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,205 ($315/night)

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Westgate Town Center

Kissimmee, Florida

Dec 18–25, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,205 ($315/night)

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Westgate Town Center

Kissimmee, Florida

Sep 25 – Oct 2, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,205 ($315/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Nov 21–28, 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 - West Village

Kissimmee, Florida

May 1–8, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$2,205 ($315/night)

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Westgate Town Center

Kissimmee, Florida

Jun 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,205 ($315/night)

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Club Wyndham Reunion

Kissimmee, Florida

Apr 25 – May 2, 2026 (7 nights)
3 bed/3 bath, sleeps 8
$2,205 ($315/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Jul 3–10, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,205 ($315/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 27–31, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$1,268 ($317/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 18–24, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,895 ($316/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Dec 21–26, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,605 ($321/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 9–23, 2026 (14 nights)
2 bed/2 bath, sleeps 8
$4,481 ($320/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 15–19, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$1,295 ($324/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 22–25, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$972 ($324/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Aug 15–22, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,253 ($322/night)

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Westgate Town Center

Kissimmee, Florida

May 8–15, 2026 (7 nights)
4 bed/4 bath, sleeps 16
$2,257 ($322/night)

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Westgate Town Center

Kissimmee, Florida

Jul 10–17, 2026 (7 nights)
4 bed/4 bath, sleeps 16
$2,257 ($322/night)

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Westgate Town Center

Kissimmee, Florida

Jul 10–17, 2026 (7 nights)
4 bed/4 bath, sleeps 16
$2,257 ($322/night)

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Westgate Town Center

Kissimmee, Florida

Dec 18–25, 2026 (7 nights)
4 bed/4 bath, sleeps 16
$2,257 ($322/night)

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Westgate Town Center

Kissimmee, Florida

Jul 25 – Aug 1, 2026 (7 nights)
4 bed/4 bath, sleeps 16
$2,257 ($322/night)

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Westgate Town Center

Kissimmee, Florida

Aug 8–15, 2026 (7 nights)
4 bed/4 bath, sleeps 16
$2,257 ($322/night)

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Westgate Town Center

Kissimmee, Florida

Jul 10–17, 2026 (7 nights)
4 bed/4 bath, sleeps 16
$2,257 ($322/night)

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Westgate Town Center

Kissimmee, Florida

Jul 17–24, 2026 (7 nights)
4 bed/4 bath, sleeps 16
$2,257 ($322/night)