Winter Rentals in Orlando

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Marriott's Sabal Palms

Orlando, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 6
$1,660 ($237/night)

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Sheraton Vistana Resort

Orlando, Florida

Dec 20–24, 2025 (4 nights)
1 bed/1 bath, sleeps 4
$415 ($104/night)

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Marriott's Harbour Lake

Orlando, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$1,932 ($276/night)

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Marriott's Royal Palms

Orlando, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 6
$1,273 ($182/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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Marriott's Cypress Harbour Villas

Orlando, Florida

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

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The Fountains

Orlando, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 6
$1,054 ($151/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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Hilton Grand Vacations at Tuscany Village

Orlando, Florida

Dec 20–27, 2025 (7 nights)
1 bed/1 bath, sleeps 4
$1,330 ($190/night)

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Marriott's Cypress Harbour Villas

Orlando, Florida

Dec 20–27, 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
$1,550 ($221/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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Sheraton Vistana Resort

Orlando, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 6
$1,987 ($284/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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Sheraton Vistana Resort

Orlando, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$761 ($109/night)

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Marriott's Royal Palms

Orlando, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 6
$971 ($139/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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Marriott's Grande Vista

Orlando, Florida

Dec 20–26, 2025 (6 nights)
1 bed/1 bath, sleeps 4
$832 ($139/night)

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Marriott's Grande Vista

Orlando, Florida

Dec 20–27, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$2,314 ($331/night)

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Westgate Lakes Resort & Spa

Orlando, Florida

Dec 21–28, 2025 (7 nights)
3 bed/3 bath, sleeps 12
$777 ($111/night)

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Marriott's Harbour Lake

Orlando, Florida

Dec 21–28, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$1,932 ($276/night)

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Marriott's Grande Vista

Orlando, Florida

Dec 21–28, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$1,960 ($280/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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Marriott's Royal Palms

Orlando, Florida

Dec 21–27, 2025 (6 nights)
2 bed/2 bath, sleeps 6
$1,046 ($174/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 21–28, 2025 (7 nights)
2 bed/2 bath, sleeps 6
$777 ($111/night)

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Marriott's Grande Vista

Orlando, Florida

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

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Marriott's Lakeshore Reserve

Orlando, Florida

Dec 21–28, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$3,840 ($549/night)

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Marriott's Imperial Palm Villas

Orlando, Florida

Dec 21–28, 2025 (7 nights)
3 bed/2 bath, sleeps 10
$2,205 ($315/night)

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Sheraton Vistana Villages

Orlando, Florida

Dec 21–27, 2025 (6 nights)
2 bed/2 bath, sleeps 8
$699 ($117/night)

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Sheraton Vistana Resort

Orlando, Florida

Dec 21–28, 2025 (7 nights)
2 bed/2.5 bath, sleeps 8
$1,110 ($159/night)

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Sheraton Vistana Resort

Orlando, Florida

Dec 21–28, 2025 (7 nights)
2 bed/2.5 bath, sleeps 8
$1,110 ($159/night)

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Marriott's Grande Vista

Orlando, Florida

Dec 22–29, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

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Marriott's Royal Palms

Orlando, Florida

Dec 22–26, 2025 (4 nights)
2 bed/2 bath, sleeps 6
$777 ($194/night)

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Marriott's Grande Vista

Orlando, Florida

Dec 22–27, 2025 (5 nights)
Studio/1 bath, sleeps 4
$777 ($155/night)

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Marriott's Harbour Lake

Orlando, Florida

Dec 22–27, 2025 (5 nights)
Studio/1 bath, sleeps 4
$555 ($111/night)

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Marriott's Grande Vista

Orlando, Florida

Dec 22–29, 2025 (7 nights)
3 bed/3 bath, sleeps 12
$3,077 ($440/night)

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Marriott's Grande Vista

Orlando, Florida

Dec 22–26, 2025 (4 nights)
Studio/1 bath, sleeps 4
$1,328 ($332/night)

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Marriott's Lakeshore Reserve

Orlando, Florida

Dec 22–27, 2025 (5 nights)
Studio/1 bath, sleeps 4
$888 ($178/night)

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Marriott's Lakeshore Reserve

Orlando, Florida

Dec 22–29, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$3,458 ($494/night)

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Marriott's Grande Vista

Orlando, Florida

Dec 22–29, 2025 (7 nights)
Studio/1 bath, sleeps 4
$1,660 ($237/night)

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Sheraton Vistana Resort

Orlando, Florida

Dec 22–27, 2025 (5 nights)
1 bed/1 bath, sleeps 4
$832 ($166/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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Marriott's Lakeshore Reserve

Orlando, Florida

Dec 22–29, 2025 (7 nights)
2 bed/2 bath, sleeps 8
$3,840 ($549/night)

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Marriott's Grande Vista

Orlando, Florida

Dec 22–27, 2025 (5 nights)
1 bed/1 bath, sleeps 4
$832 ($166/night)

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Sheraton Vistana Resort

Orlando, Florida

Dec 22–27, 2025 (5 nights)
2 bed/2 bath, sleeps 8
$1,110 ($222/night)

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Sheraton Vistana Resort

Orlando, Florida

Dec 22–27, 2025 (5 nights)
2 bed/2 bath, sleeps 6
$1,927 ($385/night)

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Marriott's Sabal Palms

Orlando, Florida

Dec 22–27, 2025 (5 nights)
2 bed/2 bath, sleeps 6
$2,094 ($419/night)