Winter Timeshare Rentals
Winter getaways are always popular, making now the perfect time to secure exclusive timeshare deals for your seasonal escape! Whether you're dreaming of a snowy mountain retreat or a warm-weather getaway, these timeshare rentals offer the perfect setting to make your winter vacation unforgettable.
Westgate Lakes Resort & Spa
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,085 ($298/night)
Sheraton Vistana Resort
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,142 ($163/night)
Sheraton Vistana Villages
Orlando, Florida- Dec 20–26, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,264 ($211/night)
Sheraton Vistana Villages
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,473 ($210/night)
Marriott's Grande Vista
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,657 ($380/night)
Westgate Lakes Resort & Spa
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,856 ($265/night)
Marriott's Grande Vista
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,513 ($502/night)
Sheraton Vistana Villages
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,473 ($210/night)
Sheraton Vistana Resort
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/night)
Sheraton Vistana Resort
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/night)
Marriott's Cypress Harbour Villas
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,586 ($370/night)
Marriott's Royal Palms
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
Marriott's Grande Vista
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,123 ($303/night)
Sheraton Vistana Resort
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,532 ($362/night)
Las Palmeras by Hilton Grand Vacations
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,932 ($276/night)
Grand Beach Resort
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $1,932 ($276/night)
Westgate Lakes Resort & Spa
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,550 ($221/night)
Marriott's Sabal Palms
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,696 ($385/night)
Parc Soleil by Hilton Grand Vacations
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,859 ($408/night)
Sheraton Vistana Resort
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,423 ($346/night)
Marriott's Grande Vista
Orlando, Florida- Dec 20–26, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $2,641 ($440/night)
Westgate Lakes Resort & Spa
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,864 ($266/night)
Westgate Lakes Resort & Spa
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 4 bed/3 bath, sleeps 12
- $11,478 ($1,640/night)
Parc Soleil by Hilton Grand Vacations
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,968 ($424/night)
Marriott's Harbour Lake
Orlando, Florida- Dec 20–26, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $2,423 ($404/night)
Sheraton Vistana Villages
Orlando, Florida- Dec 21–26, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,054 ($211/night)
Hilton Grand Vacations at SeaWorld
Orlando, Florida- Dec 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,696 ($385/night)
Marriott's Grande Vista
Orlando, Florida- Dec 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,314 ($331/night)
Marriott's Grande Vista
Orlando, Florida- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,802 ($543/night)
Marriott's Grande Vista
Orlando, Florida- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
Marriott's Lakeshore Reserve
Orlando, Florida- Dec 21–26, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $5,470 ($1,094/night)
Marriott's Grande Vista
Orlando, Florida- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,123 ($303/night)
Las Palmeras by Hilton Grand Vacations
Orlando, Florida- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 4
- $2,772 ($396/night)
Marriott's Grande Vista
Orlando, Florida- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,924 ($418/night)
Marriott's Harbour Lake
Orlando, Florida- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,505 ($358/night)
Sheraton Vistana Villages
Orlando, Florida- Dec 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,550 ($221/night)
Marriott's Cypress Harbour Villas
Orlando, Florida- Dec 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,314 ($331/night)
Sheraton Vistana Villages
Orlando, Florida- Dec 22–26, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $844 ($211/night)
Hilton Grand Vacations at Tuscany Village
Orlando, Florida- Dec 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,856 ($265/night)
Hilton Grand Vacations at SeaWorld
Orlando, Florida- Dec 23, 2026 – Jan 2, 2027 (10 nights)
- 1 bed/1 bath, sleeps 4
- $2,750 ($275/night)
Hilton Grand Vacations at Tuscany Village
Orlando, Florida- Dec 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
Hilton Grand Vacations at SeaWorld
Orlando, Florida- Dec 23–28, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,385 ($277/night)
Marriott's Grande Vista
Orlando, Florida- Dec 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,696 ($385/night)
Marriott's Royal Palms
Orlando, Florida- Dec 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,505 ($358/night)
Marriott's Royal Palms
Orlando, Florida- Dec 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,505 ($358/night)
Sheraton Vistana Villages
Orlando, Florida- Dec 24–26, 2026 (2 nights)
- 1 bed/1 bath, sleeps 4
- $666 ($333/night)
Marriott's Grande Vista
Orlando, Florida- Dec 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,688 ($384/night)
Marriott's Harbour Lake
Orlando, Florida- Dec 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,696 ($385/night)