Golf Resorts in Kissimmee

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 27 – Aug 1, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,436 ($287/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 27 – Aug 1, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,057 ($211/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 27–31, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$995 ($249/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 27–31, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$391 ($98/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 27–31, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$746 ($186/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jul 27–31, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$906 ($226/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jun 5–8, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$599 ($200/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jun 5–8, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$852 ($284/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jun 5–8, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$1,158 ($386/night)

Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Jul 3–7, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$1,275 ($319/night)

Westgate Town Center

Kissimmee, Florida

May 1–8, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$887 ($127/night)

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Westgate Vacation Villas

Kissimmee, Florida

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

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Westgate Vacation Villas

Kissimmee, Florida

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

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Westgate Towers

Kissimmee, Florida

Nov 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,963 ($423/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Mar 29 – Apr 5, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,932 ($276/night)

Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Apr 12–19, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$3,379 ($483/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Jun 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,660 ($237/night)

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Vacation Village at Parkway

Kissimmee, Florida

May 8–15, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,749 ($250/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
$1,987 ($331/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Mar 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/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
$2,161 ($309/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Apr 3–10, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,330 ($190/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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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 1–8, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$777 ($111/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Nov 1–8, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,488 ($213/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)

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Dec 20–27, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$2,586 ($370/night)

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Westgate Vacation Villas

Kissimmee, Florida

Oct 30 – Nov 6, 2026 (7 nights)
Studio/1 bath, sleeps 4
$475 ($68/night)

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Westgate Town Center

Kissimmee, Florida

Aug 23–30, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,536 ($219/night)

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Apr 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,096 ($299/night)

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Apr 11–18, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$3,022 ($432/night)

Club Wyndham Cypress Palms

Kissimmee, Florida

Mar 22–29, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,434 ($205/night)

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,314 ($331/night)

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Jun 6–13, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,314 ($331/night)

Westgate Town Center

Kissimmee, Florida

Jun 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,750 ($393/night)

Westgate Vacation Villas

Kissimmee, Florida

Apr 3–10, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$2,204 ($315/night)

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Jun 9–15, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$2,205 ($368/night)

Westgate Vacation Villas

Kissimmee, Florida

May 2–9, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,742 ($249/night)

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Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Apr 11–18, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,764 ($252/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Apr 3–10, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$2,688 ($384/night)

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Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Apr 10–17, 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

Apr 3–10, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,039 ($291/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Mar 8–12, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$1,110 ($278/night)

Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Jun 21–28, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$2,314 ($331/night)

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Westgate Vacation Villas

Kissimmee, Florida

May 3–10, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,110 ($159/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

May 8–15, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,280 ($183/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

May 2–9, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,088 ($155/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)