Vacation Deals in Orlando in Winter
92 winter vacation deals in Orlando, from $59.
Winter vacpacks in Orlando split into two categories: warm-weather escape or snow destination. 92 packages are valid for winter stays right now from \$59.
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.
Showing 92 deals in Orlando in Winter
Westgate Reservations88% OFFHot Deal
Travel Deal Tuesday - View Exclusive Offer
3 Nights / 4 Days
$59$489
Travel between 1/2 - 2/13 or 4/20 - 6/3 (2026)Orlando, FloridaPriced Per FamilyNot Available Anywhere Else!
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VacationVIP94% OFFHot Deal
Calypso Cay Resort
3 Nights / 4 Days
$59$931
4 Days / 3 Nights
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Westgate Reservations85% OFFHot Deal
Facebook 3-Day/2-Night Orlando Resort Getaway from $59
2 Nights / 3 Days
$59$399
Luxury Studio Suite
2 Nights in Orlando
Extensive resort amenities
Add nights or tickets
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Westgate Events89% OFFHot Deal
Westgate Town Center Resort
2 Nights / 3 Days
$79$699
2 nights at Westgate Town Center2 tickets to Drawn to Life show in category 3, 200 level$50 resort dining certificateAccess to pools, spa, and resort amenitiesLate checkout on final morning
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Westgate Events85% OFFHot Deal
Westgate Town Center Resort
3 Nights / 4 Days
$79$529
3 nights at Westgate Town Center2 Aquatica Orlando water park tickets$50 resort dining credit includedAccess to pools, spa & activitiesFamily-friendly water park funLate checkout on the final day
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Westgate Reservations85% OFFHot Deal
3-Day Orlando Resort Getaway From $79
2 Nights / 3 Days
$79$539
Top Orlando Deal!Studio SuiteNear Disney & Other AttractionsFree parking at Westgate Resorts
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Westgate Events86% OFFHot Deal
Westgate Town Center Resort
3 Nights / 4 Days
$79$579
3 nights at Westgate Town Center ResortDrive-thru safari & Gator Park for 2$50 Resort CreditMeet & feed giraffes on elevated deckAccess to Exotic Animal and Gator ShowsLate checkout on your final day
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Westgate Reservations77% OFFHot Deal
Orlando Resort Vacation
3 Nights / 4 Days
$79$349
4 days / 3 nightsLuxury Studio Suite - Sleeps 4Complimentary resort VIP card
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StayPromo80% OFFHot Deal
Westgate Lakes Resort & Spa Orlando Florida Deals
3 Nights / 4 Days
$99
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Westgate Reservations84% OFFHot Deal
Westgate Lakes & Treasure Cove Water Park Vacation
3 Nights / 4 Days
$99$629
2 Treasure Cove Water Park TicketsNear Universal & SeaWorldPet-FriendlyOpen Date Packages Available
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Westgate Events82% OFFHot Deal
Westgate Town Center Resort
3 Nights / 4 Days
$99$549
3-night stay at Westgate Town Center Resort$100 VISA gift card for Disney Springs fun$50 resort credit for on-site dining or giftsVIP check-in and concierge service accessEnjoy pools, paddle boats & resort amenitiesRelax with a late checkout on your final day
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Westgate Events83% OFFHot Deal
Westgate Town Center Resort
2 Nights / 3 Days
$99$599
2 Nights at Westgate Town Center Resort$50 Resort Credit2 Tickets to Weird AlConcert TransportationSeating in the lower levelLate Checkout on the Final Day
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Westgate Reservations82% OFFHot Deal
Make Memories with a SeaWorld Orlando Vacation
2 Nights / 3 Days
$99$558
$125 Visa Gift Card (Toward Tickets)Less than 2 miles from SeaWorld OrlandoFree parking at Westgate ResortsOpen Date Packages Available
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Timeshare Presentation Deals
Various Orlando Resorts
2 Nights / 3 Days
$99
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Westgate Events83% OFFHot Deal
Westgate Town Center Resort
3 Nights / 4 Days
$99$599
Three-night stay at Westgate Town Center ResortTwo tickets to Gatorland Wildlife Adventure ParkTwo Screaming Gator Zipline experience passes$50 dining certificate for Drafts RestaurantAccess to resort pools, water park & activitiesRelax and enjoy a late checkout on final day
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Vacation Village Resorts90% OFFHot Deal
South floridaVacation Offers:
3 Nights / 4 Days
$100
4 Days / 3 Nights
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StayPromo80% OFFHot Deal
Hawthorn Suites Lake Buena Vista
3 Nights / 4 Days
$118
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StayPromo74% OFFHot Deal
Enclave Suites
3 Nights / 4 Days
$119
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Westgate Reservations67% OFF
3-Day Orlando Getaway + 2 Aquatica Water Park Tickets
2 Nights / 3 Days
$129$388
2 Aquatica Water Park TicketsLess than 2 miles from SeaWorldFree parking at Westgate ResortsOpen Date Packages Available
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Vacation Village Resorts87% OFFHot Deal
Vacation Package Offer Includes:
3 Nights / 4 Days
$129
4 Days / 3 Nights2 Tickets
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Westgate Reservations78% OFFHot Deal
4-Day Orlando Resort Getaway From $129
3 Nights / 4 Days
$129$599
Near Disney & Other AttractionsOpen Date Packages AvailableFree parking at Westgate Resorts
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StayPromo78% OFFHot Deal
Calypso Cay Resort Vacation Villas Orlando
3 Nights / 4 Days
$129
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StayPromo72% OFFHot Deal
Holiday Inn Express & Suites Orlando-S Lake Buena Vista
3 Nights / 4 Days
$139
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StayPromo70% OFFHot Deal
Crowne Plaza Orlando – Universal Blvd
3 Nights / 4 Days
$148
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Westgate Events77% OFFHot Deal
Westgate Town Center Resort
3 Nights / 4 Days
$149$649
3-night stay at Westgate Town Center Resort2 tickets to SeaWorld Orlando theme park$50 dining certificate for on-site restaurantsVIP check-in and personal concierge serviceAccess to resort water park, pools & moreRelax with late checkout on your final day
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StayPromo70% OFFHot Deal
StaySky Suites I-Drive Orlando
3 Nights / 4 Days
$149
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Westgate Reservations67% OFF
$300 VISA Gift Card for $149
2 Nights / 3 Days
$149$450
$200 VISA gift card (for Disney tickets or in park purchases)$100 VISA gift card (for Water Park tickets or in park purchases)
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Westgate Reservations86% OFFHot Deal
Westgate Towers Resort Orlando Getaway
3 Nights / 4 Days
$149$1047
4 Days / 3 NightsPet-FriendlyFree parking at Westgate ResortsNear Disney & Other Attractions
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Exploria Resorts
Summer Bay Orlando
2 Nights / 3 Days
$149
6 Heated PoolsAdventure ParkMarina Access
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Vacation Village Resorts84% OFFHot Deal
Las Vegas, NevadaVacation Offers:
3 Nights / 4 Days
$150
4 Days / 3 Nights
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Westgate Reservations75% OFFHot Deal
Adventure to Gatorland Bundle for $159
3 Nights / 4 Days
$159$629
4 Days / 3 Nights4 Gatorland Tickets4 Shipwreck Island Water Park TicketsAdditional Tickets Available
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Westgate Reservations72% OFFHot Deal
Orlando Couples Retreat & Anniversary Getaway
3 Nights / 4 Days
$179$649
$200 Serenity Spa CertificateSpa Appointments AvailableFree parking at Westgate ResortsSave Now. Wait up to 6 months to travel!
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Vacation Village Resorts86% OFFHot Deal
Vacation Package Offer Includes:
4 Nights / 5 Days
$179
5 Days / 4 Nights2 Tickets
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StayPromo70% OFFHot Deal
Silver Lake Resort Orlando
3 Nights / 4 Days
$179
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Westgate Reservations50% OFF
Westgate Vacation Villas Resort
3 Nights / 4 Days
$180$360
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Westgate Reservations50% OFF
Westgate Lakes Resort & Spa
3 Nights / 4 Days
$180$360
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Westgate Reservations53% OFF
Create your own Orlando Vacation Package!
3 Nights / 4 Days
$189$399
Luxury Studio SuitePet FriendlyIncludes 2 Disney Tickets
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Monster Reservations Group
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
$197
Outdoor swimming poolsFitness CenterFree Wi-Fi in Public AreasOur packages cover 4-6 people, depending on the destination. Our Branson, Orlando, and Myrtle Beach packages all cover up to 6, with the rest of our destinations covering 4.We are located in Myrtle Beach, SC!Bonus Getaway: A 6 day, 5 night all-inclusive vacation to unwind again.A 5 Day / 4 Night All-Inclusive International Trip
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Capital Vacations
Resort Highlights
3 Nights / 4 Days
$199
4 Days / 3 Nights accommodationSleeps up to 4 guests12 months to travel, no blackout datesGuaranteed pricingResort-style pools accessFitness center accessGame room accessPlayground access
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Vacation Village Resorts66% OFF
orlando, floridaVacation Offers:
3 Nights / 4 Days
$199
4 Days / 3 Nights
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Westgate Reservations68% OFF
Unlock the Magic of Disney! 82% Off
3 Nights / 4 Days
$199$630
$100 VISA Gift CardResort just one mile from Disney!Disney Merchandise Available On PropertySave Now. Wait up to 6 months to travel!
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Westgate Events72% OFFHot Deal
Westgate Town Center Resort
2 Nights / 3 Days
$199$699
2 nights at Westgate Town Center Resort2 Tickets to Ne-Yo; Seating in Sections 12-16Welcome Party with Dinner, Drinks, DJ & PrizesConcert TransportationLate checkout on your final day
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StayPromo64% OFF
Royale Parc Suites Orlando
3 Nights / 4 Days
$199
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StayPromo66% OFF
Tuscana Mediterranean Resort Orlando
3 Nights / 4 Days
$219
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Westgate Reservations54% OFF
Disney's Blizzard Beach Getaway
2 Nights / 3 Days
$229$499
3 Days / 2 NightsStudio Suite - Sleeps 4$100 VISA Gift Card (Use toward Blizzard Beach Tickets or in-park purchases)Near Disney and other Attractions
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StayPromo74% OFFHot Deal
The Point Hotel & Suites Orlando Florida
3 Nights / 4 Days
$239
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Westgate Reservations55% OFF
Happy Birthday to the one and only, Mickey Mouse!
2 Nights / 3 Days
$239$530
Spacious and Luxurious Studio Suite - Sleeps 4Enjoy 2 Tickets to Disney WorldResort is just one mile from Disney
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Westgate Reservations59% OFF
Universal Orlando Bundle! 4 Days 3 Nights + $200 VISA Gift Card
3 Nights / 4 Days
$239$585
4 Days / 3 NightsStudio Suite - Sleeps 4$200 VISA Gift CardSave Today & Travel Later
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StayPromo
Tuscana Resort Orlando by Aston
3 Nights / 4 Days
$248
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StayPromo75% OFFHot Deal
Floridays Resort Orlando
3 Nights / 4 Days
$249
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Westgate Events67% OFF
Westgate Lakes Resort
2 Nights / 3 Days
$249$749
2 nights at Westgate Lakes Resort2 Tickets to Tim McGraw; Seating in Sections 12-16Welcome Party with Dinner, Drinks, DJ & PrizesConcert TransportationLate checkout on your final day
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Westgate Reservations48% OFF
President's Day Disney World Special
3 Nights / 4 Days
$249$479
Spacious and Luxurious Studio Suite - Sleeps 4$200 VISA gift card (for Disney tickets or in park purchases)Resort is just one mile from Disney
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Westgate Events67% OFF
Westgate Town Center Resort
2 Nights / 3 Days
$249$749
2 Nights at Westgate Lakes ResortWelcome Party with Dinner, Drinks, DJ & Prizes2 Tickets to see Post Malone & Jelly RollConcert TransportationSeating in the 200 LevelLate Checkout on the Final Day
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Westgate Reservations54% OFF
2-Bedroom Orlando Resort Getaway for just $249!
2 Nights / 3 Days
$249$538
2-Bedroom Villa - Sleeps 8Free parking at Westgate ResortsNear Universal Orlando & SeaWorldOpen Date Packages Available
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Vacation Village Resorts
DEAL DETAILS
3 Nights / 4 Days
$249
4 Days / 3 Nights
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Westgate Reservations74% OFFHot Deal
3-Day Orlando Resort Getaway + 2-Night Bahamas Cruise
2 Nights / 3 Days
$259$999
2 Nights in Orlando - Spacious and Luxurious Studio Suite - Sleeps 4
2-Night Bahamas Cruise (Port of Palm Beach - includes port fees)
3 Exclusive Orlando Resort Properties
Extensive resort features and amenities
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Westgate Reservations64% OFF
Make SeaWorld Spooktacular Memories! Orlando Getaway + 4 SeaWorld Tickets
3 Nights / 4 Days
$259$717
4 Days / 3 NightsStudio Suite - Sleeps 44 SeaWorld Orlando TicketsExclusive Fun at SeaWorld's Spooktacular
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StayPromo72% OFFHot Deal
Saratoga Resort Villas Orlando Near Disney Kissimmee
3 Nights / 4 Days
$259
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Westgate Reservations50% OFF
Westgate Palace Resort
3 Nights / 4 Days
$285$567
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Westgate Reservations50% OFF
3-Night Orlando Getaway in a Spacious 2 Bedroom
3 Nights / 4 Days
$299$599
Luxury 2-Bedroom Suite3 Nights in OrlandoResort VIP Card ($30 value)Add nights or ticketsResorts just minutes from popular attractions
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Westgate Reservations64% OFF
Orlando family water park adventure!
4 Nights / 5 Days
$299$820
Luxury One Bedroom - Sleeps 44 Water Park TicketsPrice Includes Summer Dates
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Vacation Village Resorts55% OFF
Vacation Package Offer Includes:
4 Nights / 5 Days
$299
5 Days / 4 Nights2 Tickets
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Westgate Events67% OFF
Westgate Lakes Resort
2 Nights / 3 Days
$299$899
2 Nights at Westgate Lakes ResortWelcome Party with Dinner, Drinks, DJ & Prizes2 Tickets to J. ColeConcert TransportationSeating in Loft which includes complimentary food, beer, wine and sodaLate Checkout on the Final Day
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Westgate Reservations51% OFF
4-Day Stay plus $300 VISA Gift Card for Epcot International Food & Wine Festival Tickets
3 Nights / 4 Days
$329$672
4 Days / 3 NightsStudio Suite - Sleeps 4$300 VISA Gift Card for Disney World TicketsResort close to Disney World!
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Westgate Reservations52% OFF
Orlando Resort Stay + 4 SeaWorld Orlando Tickets
2 Nights / 3 Days
$329$679
4 SeaWorld Orlando TicketsFree Parking at SeaWorld2nd Day FREE at SeaWorldLess than 2 miles from SeaWorld
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Westgate Events46% OFF
Westgate Lakes Resort
2 Nights / 3 Days
$349$649
2 Luxurious Nights at Westgate Lakes Resort$50 Resort Credit to Use On Your Stay2 Tickets to Colombia vs Croatia; Seats in level P5 (Colombia Side)Transportation to and from the GameLate Checkout on your Final Day
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Westgate Reservations43% OFF
Disney Package for 3: 3-Day Stay + $300 VISA Gift Card
2 Nights / 3 Days
$369$650
Studio Suite - Sleeps 4$300 VISA Gift Card (for Disney tickets or in-park purchases)Extensive resort activities & amenities!Close to Disney World
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Marriott Vacation Club
Sheraton Vistana Villages
4 Nights / 5 Days
$369
5 Days / 4 Nights at Sheraton Vistana Villages90-minute timeshare presentation required$199 deposit locks offer for 12 monthsAccommodation: 1-Bedroom Villa
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Westgate Reservations43% OFF
5 Days / 4 Nights Universal Studios Vacation Package
4 Nights / 5 Days
$399$699
5 Days / 4 Nights$200 VISA Gift CardStudio Suite - Sleeps 4Open Date Packages Available
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Marriott Vacation Club
Marriott's Grande Vista
4 Nights / 5 Days
$399
5 Days / 4 Nights at Marriott's Grande Vista90-minute timeshare presentation required$199 deposit locks offer for 12 monthsAccommodation: Guestroom with Kitchenette
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Westgate Reservations34% OFF
Discover Disney Tickets for Florida Residents + 4-Day/3-Night Hotel Stay
2 Nights / 3 Days
$399$600
4 Days / 3 NightsStudio Suite - Sleeps 4Two 3-Day Disney TicketsResort is just one mile from Disney!
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Westgate Reservations43% OFF
Universal's Epic Universe Vacation Package
3 Nights / 4 Days
$399$706
2 Universal Epic Universe TicketsFree Transportation to Universal OrlandoExtra Tickets Available4 Days at Westgate Resorts
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Marriott Vacation Club
special offer
3 Nights / 4 Days
$399
4 Days / 3 Nights at special offer90-minute timeshare presentation required$199 deposit locks offer for 12 monthsAccommodation: 2-Bedroom Villa
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Departure Depot
🎶 Vince Gill Live in Orlando — Dinner, Concert & Transportation | June 18 | Dr. Phillips Center | Premium Balcony Seating
3 Nights / 4 Days
$399
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Westgate Events44% OFF
Westgate Town Center Resort
3 Nights / 4 Days
$499$899
3 nights at Westgate Town Center Resort2 Tickets to Chris Stapleton, seating in the 200 level, cornerWelcome Party with Dinner, Drinks, DJ & PrizesPersonal concierge throughout your stayConcert TransportationLate checkout on your final morning
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Westgate Reservations44% OFF
Orlando Resort Stay with Universal Orlando 3-Park Offer
3 Nights / 4 Days
$499$899
4 Days / 3 nightsStudio Suite - Sleeps 4$300 Visa Gift CardOpen Date Packages Available
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Westgate Reservations52% OFF
Fun for Everyone with a 7 Day Stay + Universal Orlando
6 Nights / 7 Days
$499$1049
7 Days / 6 NightsStudio Suite - Sleeps 4$200 VISA Gift CardOpen Date Packages Available
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Westgate Reservations59% OFF
4-Night Universal Orlando + $300 VISA Gift Card
4 Nights / 5 Days
$499$1226
5 Days / 4 NightsStudio Suite - Sleeps 4$300 VISA Gift CardOpen Date Packages Available
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Westgate Reservations49% OFF
Magical Vacation: 7 Days in Orlando + Disney World - $519
6 Nights / 7 Days
$519$1016
7 Days / 6 NightsStudio Suite - Sleeps 4$200 VISA Gift Card (for Disney tickets or in park purchases)Resort just one mile from Disney
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Westgate Reservations29% OFF
4-Day Orlando Dream Vacation includes a $200 VISA Gift Card & Water Park Tickets
3 Nights / 4 Days
$519$729
4 Days / 3 NightsOne Bedroom Villa$200 VISA Gift Card (for Disney tickets or in-park purchases)2 ShipWreck Island Water Park Tickets
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Sheraton Vacation Club
Sheraton Vistana Resort Villas
4 Nights / 5 Days
$549
6 Days / 5 Nights villa accommodationMarriott Bonvoy Points bonusFull kitchen suiteResort amenities & pool accessUp to 12 months to travel
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Westgate Reservations38% OFF
4 Days 3 Nights + $400 VISA Gift Card towards Universal Orlando Tickets
3 Nights / 4 Days
$589$945
4 Days / 3 Nights$400 VISA Gift Card1 Bedroom Villa - Sleeps 4Customize your vacation with additional nights & tickets!
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StayPromo32% OFF
The Fountains Resort Orlando
3 Nights / 4 Days
$598
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Westgate Reservations24% OFF
Disney Dreaming! 3 Days & 2 Nights + $400 VISA Gift Card
2 Nights / 3 Days
$689$910
3 Days / 2 Nights$400 VISA Gift Card (for Disney tickets or in-park purchases)Luxury Resort AccommodationsExtensive resort amenities!
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Bluegreen Vacations77% OFFHot Deal
The Fountains
3 Nights / 4 Days
$699
8 Days / 7 Nights accommodation$125 MasterCard Reward CardUp to 77% off retail valueSplit across up to 3 separate getawaysResort amenities accessUp to 12 months to travel
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Westgate Reservations30% OFF
4 Days 3 Nights + $400 VISA Gift Card
3 Nights / 4 Days
$769$1100
4 Days / 3 Nights$400 VISA Gift Card (for Disney tickets or in park purchases)Free Parking at Westgate ResortsExtensive resort activities and amenities!
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Premier Travel Resorts
Orlando Vacation Package
3 Nights / 4 Days
$800
Vacation Packages
Orlando, FL
Daytona Beach, FL
Ft. Lauderdale, FL
Bahamas
Las Vegas
Cancun
Costa RicaOrlando, FLDaytona Beach, FLFt. Lauderdale, FLBahamasLas VegasCancunCosta RicaContact
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Westgate Reservations33% OFF
5 Days / 4 Nights plus $400 VISA Gift Card for Disney Tickets
4 Nights / 5 Days
$849$1260
5 Days / 4 Nights$400 VISA Gift Card (for Disney tickets or in-park purchases)Extensive resort activities & amenities!Customize your vacation!
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Westgate Reservations31% OFF
3 Days 2 Nights + $500 VISA Gift Card for Disney Tickets
2 Nights / 3 Days
$889$1295
Luxury Resort AccommodationsExtensive resort amenities$500 VISA gift card (for Disney tickets or in park purchases)
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Westgate Reservations35% OFF
4 Days 3 Nights + $500 VISA Gift Card for Disney Tickets
3 Nights / 4 Days
$989$1530
Luxury Resort AccommodationsExtensive resort amenities$500 VISA gift card (for Disney tickets or in park purchases)
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Westgate Reservations37% OFF
5 Days 4 Nights + $500 VISA Gift Card for Disney Tickets
4 Nights / 5 Days
$1109$1765
$500 VISA gift card (for Disney tickets or in park purchases)Exclusive resort amenities and activitiesCustomize your vacation with additional nights & tickets
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Westgate Reservations34% OFF
3-Night Disney Package plus $600 VISA Gift Card for Disney Tickets
3 Nights / 4 Days
$1119$1695
Spacious and Luxurious 2 Bedroom Villa - Sleeps 8Extensive resort amenities$600 VISA gift card (for Disney tickets or in park purchases)
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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.