Vacation Deals in Orlando in Winter
157 winter vacation deals in Orlando, from $49.
Winter vacpacks in Orlando split into two categories: warm-weather escape or snow destination. 157 packages are valid for winter stays right now from \$49.
Every major timeshare brand operates an Orlando flagship, which means the supply of preview packages here is deeper than anywhere else in the country. On a typical week we track 80 to 100 active Orlando deals, from Kissimmee to Lake Buena Vista to International Drive.
January-February are typically the cheapest months for Orlando vacpacks. December holiday weeks and ski-season weeks at mountain resorts carry premiums; late-January dips are often the lowest-price weeks of the year.
Summer Bay Orlando by Exploria Resorts
3 Nights / 4 Days
Las Vegas, NevadaVacation Offers:
3 Nights / 4 Days
4-Days/3-Nights + $150 Hotel Credit
3 Nights / 4 Days
Summer Bay Orlando
2 Nights / 3 Days
ORLANDO PLUS 2 PIRATES DINNER ADVENTURE TICKETS
3 Nights / 4 Days
Facebook 3-Day/2-Night Orlando Resort Getaway from $59
2 Nights / 3 Days
Calypso Cay Resort
3 Nights / 4 Days
ORLANDO, FLORIDA FAMILY VACATION
4 Nights / 5 Days
Live the resort life with an Orlando getaway!
2 Nights / 3 Days
Orlando Resort Vacation Deal | Only $79
2 Nights / 3 Days
Orlando Resort Vacation
3 Nights / 4 Days
Resorts At this destination, Barefoot Suites, Calypso Cay Resort, LaQuinta Inn & Suites by Wyndham Orlando I Drive/Conv Ctr, Silver Lake Resort
4 Nights / 5 Days
Enjoy the Sun with an Orlando Getaway
3 Nights / 4 Days
Avanti Resort
3 Nights / 4 Days
3 Nights at Westgate Lakes Resort & Spa
3 Nights / 4 Days
Westgate Lakes Resort & Spa Orlando Florida Deals
3 Nights / 4 Days
Westgate Lakes Resort Spa
3 Nights / 4 Days
Westgate Town Center Resort
3 Nights / 4 Days
Enjoy the Sun with a 3-night Orlando Getaway
3 Nights / 4 Days
Westgate Lakes Resort Spa
3 Nights / 4 Days
Westgate Ship Wreck Island Water Park Adventure
3 Nights / 4 Days
3-Day Stay + 2 Orlando Tree Trek Adventure Park Tickets
2 Nights / 3 Days
Staybridge Suites Orlando Royale Parc
3 Nights / 4 Days
Westgate Lakes & Treasure Cove Water Park Vacation
3 Nights / 4 Days
Orlando, FL
3 Nights / 4 Days
South floridaVacation Offers:
3 Nights / 4 Days
Westgate Orlando Vacation + 2 Kennedy Space Center Tickets
3 Nights / 4 Days
Westgate Town Center Resort
3 Nights / 4 Days
Resort Stay and Gift Card to SeaWorld Orlando's Howl-O-Scream!
3 Nights / 4 Days
Westgate Town Center Resort Vacation
3 Nights / 4 Days
Westgate Lakes Resort Spa
3 Nights / 4 Days
Festiva Orlando Resort Kissimmee
3 Nights / 4 Days
Make Memories with a SeaWorld Orlando Vacation
2 Nights / 3 Days
Special Thank You Offer for Hog's Breath Saloon Customers
3 Nights / 4 Days
Orlando Resort Vacation Deal | Only $99
3 Nights / 4 Days
Westgate Town Center
3 Nights / 4 Days
Special Thank You Offer for Cocoa Beach Pier Customers
3 Nights / 4 Days
Westgate Town Center Resort Orlando
3 Nights / 4 Days
3 Days of Orlando Magic + Aquatica Water Park Fun
2 Nights / 3 Days
Westgate Vacation Villas Resort Vacation
3 Nights / 4 Days
Live the resort life with an Orlando Getaway
3 Nights / 4 Days
Staybridge Suites Orlando Royale Parc
3 Nights / 4 Days
Westgate Town Center
3 Nights / 4 Days
Westgate Town Center
3 Nights / 4 Days
Radisson Celebration – Grand Orlando Resort
3 Nights / 4 Days
Westgate Vacation Villas Resort Orlando
3 Nights / 4 Days
Orlando Resort Getaway + Dining/Spa Voucher
3 Nights / 4 Days
Hawthorn Suites Lake Buena Vista
3 Nights / 4 Days
Enclave Suites
3 Nights / 4 Days
Summer Bay Resort Orlando – Exploria
3 Nights / 4 Days
Water Park Adventure - Enjoy 3 Days/2 Nights and 4 Shipwreck Island tickets from $129
2 Nights / 3 Days
Calypso Cay Resort Vacation Villas Orlando
3 Nights / 4 Days
Vacation Villas At Fantasy World Two
3 Nights / 4 Days
4-Day Orlando Resort Getaway From $129
3 Nights / 4 Days
Vacation Package Offer Includes:
3 Nights / 4 Days
International Palms Resort
3 Nights / 4 Days
Holiday Inn Resort Kissimmee By The Parks
3 Nights / 4 Days
Holiday Inn Express & Suites Orlando-S Lake Buena Vista
3 Nights / 4 Days
Crowne Plaza Orlando – Universal Blvd
3 Nights / 4 Days
$300 VISA Gift Card for $149
2 Nights / 3 Days
Orlando Summer Vacation | Cash Back Offer
3 Nights / 4 Days
Palazzo Lakeside Ascend Hotel Orlando
3 Nights / 4 Days
Westgate Towers Resort Orlando Getaway
3 Nights / 4 Days
Extended Stay of America Lake Buena Vista
3 Nights / 4 Days
Vacation Like Royalty at Westgate Palace!
3 Nights / 4 Days
StaySky Suites I-Drive Orlando
3 Nights / 4 Days
Adventure to Gatorland Bundle for $159
3 Nights / 4 Days
Orlando Couples Retreat & Anniversary Getaway
3 Nights / 4 Days
Silver Lake Resort Orlando
3 Nights / 4 Days
Vacation Package Offer Includes:
4 Nights / 5 Days
Magic Tree, Silver Lake, Festiva, Legacy VCC (2 properties)
4 Nights / 5 Days
Staybridge Suites Orlando Royale Parc
3 Nights / 4 Days
Legoland Florida and an Orlando Resort Adventure!
3 Nights / 4 Days
Westgate Town Center
3 Nights / 4 Days
Westgate Lakes Resort & Spa9500 Turkey Lake Road Orlando
3 Nights / 4 Days
Calypso Cay
3 Nights / 4 Days
Unlock the Magic of Disney! 82% Off
3 Nights / 4 Days
Royale Parc Suites Orlando
3 Nights / 4 Days
Westgate Lakes Resort Spa
3 Nights / 4 Days
Legoland Florida & SEA LIFE Orlando Vacation Package
3 Nights / 4 Days
Enjoy the Sunshine with an Orlando Getaway
3 Nights / 4 Days
Worldgate Orlando Family Resort
2 Nights / 3 Days
Westgate Lakes Resort & Spa9500 Turkey Lake Road Orlando
2 Nights / 3 Days
Vacation Package Offer Includes:
3 Nights / 4 Days
Let Us Pay for Your Next Vacation!
3 Nights / 4 Days
Shop til you drop with an Orlando shopping getaway
3 Nights / 4 Days
Mystic Dunes
3 Nights / 4 Days
orlando, floridaVacation Offers:
3 Nights / 4 Days
After Christmas Travel Deals - $199 Orlando Vacation & Water Park Access
3 Nights / 4 Days
Vacation Package Offer Includes:
3 Nights / 4 Days
Enjoy an Orlando Christmas Vacation
3 Nights / 4 Days
Resort Stay + $200 for Halloween Horror Nights Tickets
3 Nights / 4 Days
Silver Lake
3 Nights / 4 Days
Club Wyndham Bonnet Creek
3 Nights / 4 Days
Tuscana Mediterranean Resort Orlando
3 Nights / 4 Days
Disney's Blizzard Beach Getaway
2 Nights / 3 Days
Universal Orlando Bundle! 4 Days 3 Nights + $200 VISA Gift Card
3 Nights / 4 Days
Vacation Villas At Fantasy World One Resort Orlando
3 Nights / 4 Days
Happy Birthday to the one and only, Mickey Mouse!
2 Nights / 3 Days
The Point Hotel & Suites Orlando Florida
3 Nights / 4 Days
FAQs about Orlando in Winter
Frequently Asked Questions
Is January a good month for vacpacks?
Yes — for beach and theme-park destinations, January-early February are often the cheapest weeks of the year.
Are ski vacpacks a thing?
Yes. Park City and Lake Tahoe run ski-in/ski-out preview stays with lift-ticket bundles, typically $299-$499 for 3-4 nights.
Is there a deposit required?
Yes — most vacpacks require a $49-$199 refundable deposit at booking, which is returned after you attend the 90-minute presentation. It's not an extra charge; it's a no-show deterrent.
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