Christmas Timeshare Rentals in Greater Orlando

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Dec 21–26, 2025 (5 nights)
2 bed/2 bath, sleeps 8
$799 ($160/night)

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Hilton Grand Vacations at Tuscany Village

Orlando, Florida

Dec 23–26, 2025 (3 nights)
2 bed/2 bath, sleeps 6
$502 ($167/night)

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Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$1,220 ($174/night)

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Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Dec 22–29, 2025 (7 nights)
1 bed/1 bath, sleeps 4
$887 ($127/night)

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Star Island Resort

Kissimmee, Florida

Dec 21–28, 2025 (7 nights)
3 bed/3 bath, sleeps 8
$3,295 ($471/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Dec 23–27, 2025 (4 nights)
2 bed/2 bath, sleeps 8
$555 ($139/night)

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Sheraton Vistana Resort

Orlando, Florida

Dec 20–27, 2025 (7 nights)
1 bed/1 bath, sleeps 4
$855 ($122/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Dec 21–28, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$1,768 ($253/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Dec 23–28, 2025 (5 nights)
2 bed/2 bath, sleeps 8
$1,220 ($244/night)

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Sheraton Vistana Resort

Orlando, Florida

Dec 19–26, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$888 ($127/night)

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Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Dec 22–27, 2025 (5 nights)
2 bed/2 bath, sleeps 8
$999 ($200/night)

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Hilton Grand Vacations at SeaWorld

Orlando, Florida

Dec 23–29, 2025 (6 nights)
2 bed/2 bath, sleeps 6
$1,550 ($258/night)

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Sheraton Vistana Resort

Orlando, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$1,110 ($159/night)

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Sheraton Vistana Resort

Orlando, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

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Hilton Vacation Club Aqua Sol Orlando West

Kissimmee, Florida

Dec 20–27, 2025 (7 nights)
3 bed/3 bath, sleeps 10
$1,550 ($221/night)

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Sheraton Vistana Resort

Orlando, Florida

Dec 20–27, 2025 (7 nights)
1 bed/1 bath, sleeps 4
$777 ($111/night)

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WorldMark Orlando Kingstown Reef

Orlando, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 6
$1,528 ($218/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$1,286 ($184/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$1,220 ($174/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$1,687 ($241/night)

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Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$1,660 ($237/night)

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Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Dec 21–28, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$999 ($143/night)

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Sheraton Vistana Villages

Orlando, Florida

Dec 20–27, 2025 (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

Dec 19–27, 2025 (8 nights)
2 bed/2 bath, sleeps 8
$1,987 ($248/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Dec 20–26, 2025 (6 nights)
2 bed/2 bath, sleeps 8
$1,264 ($211/night)

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Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$1,660 ($237/night)

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Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$1,660 ($237/night)

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Sheraton Vistana Resort

Orlando, Florida

Dec 19–26, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$2,042 ($292/night)

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Sheraton Vistana Resort

Orlando, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$2,009 ($287/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$1,088 ($155/night)

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Sheraton Vistana Villages

Orlando, Florida

Dec 21–28, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$777 ($111/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$1,110 ($159/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Dec 21–28, 2025 (7 nights)
2 bed/2 bath, sleeps 6
$1,110 ($159/night)

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Sheraton Vistana Villages

Orlando, Florida

Dec 22–29, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$1,588 ($227/night)

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Hilton Vacation Club Aqua Sol Orlando West

Kissimmee, Florida

Dec 21–28, 2025 (7 nights)
3 bed/3 bath, sleeps 10
$1,165 ($166/night)

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Sheraton Vistana Villages

Orlando, Florida

Dec 24–26, 2025 (2 nights)
1 bed/1 bath, sleeps 4
$254 ($127/night)

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Silver Lake Resort

Kissimmee, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$1,358 ($194/night)

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Sheraton Vistana Resort

Orlando, Florida

Dec 19–26, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$1,192 ($170/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$1,286 ($184/night)

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Sheraton Vistana Resort

Orlando, Florida

Dec 21–28, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$1,110 ($159/night)

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Sheraton Vistana Resort

Orlando, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 6
$944 ($135/night)

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The Fountains

Orlando, Florida

Dec 23–29, 2025 (6 nights)
2 bed/2 bath, sleeps 8
$832 ($139/night)

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Sheraton Vistana Resort

Orlando, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$1,374 ($196/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$1,088 ($155/night)

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Sheraton Vistana Villages

Orlando, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$1,231 ($176/night)

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Sheraton Vistana Villages

Orlando, Florida

Dec 20–27, 2025 (7 nights)
1 bed/1 bath, sleeps 4
$1,109 ($158/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Dec 19–27, 2025 (8 nights)
2 bed/2 bath, sleeps 8
$1,987 ($248/night)