Vacation Deals in Orlando in Winter
146 winter vacation deals in Orlando, from $59.
Winter vacpacks in Orlando split into two categories: warm-weather escape or snow destination. 146 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 100 deals in Orlando in Winter
PayVibe Travel
ORLANDO PLUS 2 PIRATES DINNER ADVENTURE TICKETS
3 Nights / 4 Days
$59$517
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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 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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PayVibe Travel
ORLANDO, FLORIDA FAMILY VACATION
4 Nights / 5 Days
$79$699
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Westgate Reservations85% OFFHot Deal
Orlando Resort Vacation Deal | Only $79
2 Nights / 3 Days
$79$538
Top Orlando Deal!Near Disney & Other AttractionsFree parking at Westgate ResortsStudio Suite
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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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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 Reservations84% OFFHot Deal
Live the resort life with an Orlando getaway!
2 Nights / 3 Days
$79$489
Add nights or extra tickets!Near Disney & Other AttractionsFree parking at Westgate ResortsOpen Date Packages Available
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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 Reservations83% OFFHot Deal
Live the resort life with an Orlando Getaway
3 Nights / 4 Days
$99$599
Add nights or extra tickets!Near Disney World & UniversalFree parking at Westgate ResortsOpen Date Packages Available
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Westgate Reservations72% OFFHot Deal
Orlando Resort Getaway + Dining/Spa Voucher
3 Nights / 4 Days
$99$349
3 Night Resort StayYour choice of $50 dining or $50 Spa
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StayPromo74% OFFHot Deal
Festiva Orlando Resort Kissimmee
3 Nights / 4 Days
$99
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Westgate Reservations86% OFFHot Deal
Enjoy the Sun with an Orlando Getaway
3 Nights / 4 Days
$99$699
$100 Visa Gift CardStudio Suite - Sleeps 4Near Disney World & UniversalFree parking at Westgate Resorts
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Westgate Reservations74% OFFHot Deal
Westgate Town Center Resort Vacation
3 Nights / 4 Days
$99$387
Studio Suite - Sleeps 4On-site Water ParkConvenient location to Disney World!Free parking at Westgate Resorts
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Westgate Reservations75% OFFHot Deal
Westgate Orlando Vacation + 2 Kennedy Space Center Tickets
3 Nights / 4 Days
$99$399
4 Days & 3 NightsStudio Suite - Sleeps 42 Tickets to Kennedy Space CenterOpen Date Packages Available
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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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Westgate Reservations80% OFFHot Deal
Enjoy the Sun with a 3-night Orlando Getaway
3 Nights / 4 Days
$99$499
4 Days / 3 NightsStudio Suite - Sleeps 4Near Disney World & UniversalFree parking at Westgate Resorts
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Westgate Reservations78% OFFHot Deal
Special Thank You Offer for Hog's Breath Saloon Customers
3 Nights / 4 Days
$99$459
Add nights or extra tickets!Pet-FriendlyFree parking at Westgate ResortsNear Disney, Universal & SeaWorld
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Westgate Reservations78% OFFHot Deal
Special Thank You Offer for Cocoa Beach Pier Customers
3 Nights / 4 Days
$99$459
$100 Resort Credit for On-Site AmenitiesClose to Major Theme ParksFree parking at Westgate ResortsOpen Date Packages Available
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GetawayDealz
Westgate Lakes Resort Spa
3 Nights / 4 Days
$99
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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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StayPromo80% OFFHot Deal
Westgate Lakes Resort & Spa Orlando Florida Deals
3 Nights / 4 Days
$99
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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
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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Westgate Reservations82% OFFHot Deal
Resort Stay and Gift Card to SeaWorld Orlando's Howl-O-Scream!
3 Nights / 4 Days
$99$545
4 Days / 3 Nights$75 Gift Card for Howl-O-Scream TicketsFree parking at Westgate ResortsPopular Halloween Deal!
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Westgate Reservations69% OFF
Westgate Vacation Villas Resort Vacation
3 Nights / 4 Days
$99$318
Studio Suite - Sleeps 4Free parking at Westgate ResortsSave over 65%!
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Westgate Reservations73% OFFHot Deal
3-Day Stay + 2 Orlando Tree Trek Adventure Park Tickets
2 Nights / 3 Days
$99$368
2 Tickets to Orlando Tree Trek Adventure ParkAdd nights or extra tickets!Free parking at Westgate ResortsOpen Date Packages Available
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Westgate Events83% OFFHot Deal
Westgate Town Center Resort
2 Nights / 3 Days
$99$599
2 nights at Westgate Town Center Resort2 tickets to Freestyle ExplosionWelcome party with dinner, drinks, DJ & prizesSeating in the lower levelPersonal Concierge throughout your stayRoundtrip transportation to the showLate checkout on your final morning
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Westgate Reservations82% OFFHot Deal
3 Nights at Westgate Lakes Resort & Spa
3 Nights / 4 Days
$99$559
Discounts on Countless Luxury AmenitiesAward Winning On-Site Water ParkSave Now. Wait up to 6 months to travel!
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Westgate Reservations84% OFFHot Deal
Westgate Ship Wreck Island Water Park Adventure
3 Nights / 4 Days
$99$629
2 Shipwreck Island Water Park TicketsNear Disney & Other AttractionsPet-FriendlyOpen Date Packages Available
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VacationVIP90% OFFHot Deal
Orlando, FL
3 Nights / 4 Days
$99$995
4 Days / 3 Nights
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Westgate Reservations83% OFFHot Deal
Orlando Resort Vacation Deal | Only $99
3 Nights / 4 Days
$99$599
Near Disney & Other AttractionsOn-Site Water ParkStudio Suite
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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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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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StayPromo81% OFFHot Deal
Summer Bay Resort Orlando – Exploria
3 Nights / 4 Days
$119
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StayPromo74% OFFHot Deal
Enclave Suites
3 Nights / 4 Days
$119
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StayPromo74% OFFHot Deal
Vacation Villas At Fantasy World Two
3 Nights / 4 Days
$129
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Westgate Reservations68% OFF
Water Park Adventure - Enjoy 3 Days/2 Nights and 4 Shipwreck Island tickets from $129
2 Nights / 3 Days
$129$398
Luxury Studio Suite Sleeps 4Includes 4 Water Park TicketsNear Disney and other AttractionsAdditional Nights/Water Park Tickets/Theme Park Tickets 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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StayPromo78% OFFHot Deal
Calypso Cay Resort Vacation Villas Orlando
3 Nights / 4 Days
$129
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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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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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StayPromo72% OFFHot Deal
Holiday Inn Express & Suites Orlando-S Lake Buena Vista
3 Nights / 4 Days
$139
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StayPromo72% OFFHot Deal
International Palms Resort
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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GetawayDealz
Westgate Town Center
3 Nights / 4 Days
$149
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Exploria Resorts
Summer Bay Orlando
2 Nights / 3 Days
$149
6 Heated PoolsAdventure ParkMarina Access
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Westgate Events77% OFFHot Deal
Westgate Town Center Resort
2 Nights / 3 Days
$149$649
2 nights at Westgate Town Center Resort2 tickets to Wu-Tang Clan with Bone Thugs-N-HarmonyWelcome party with dinner, drinks, DJ & prizesSeating in the Lower BowlPersonal Concierge throughout your stayRoundtrip transportation to the showLate checkout on your final morning
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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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StayPromo70% OFFHot Deal
StaySky Suites I-Drive Orlando
3 Nights / 4 Days
$149
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Westgate Reservations63% OFF
Vacation Like Royalty at Westgate Palace!
3 Nights / 4 Days
$149$399
4 Days / 3 Nights2-Bedroom VillaClose to I-Drive, shopping, dining, attractions!Free parking at Westgate Resorts
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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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Westgate Reservations57% OFF
Orlando Summer Vacation | Cash Back Offer
3 Nights / 4 Days
$149$349
4 Days / 3 NightsAffordable Summer Pricing!Pet-Friendly ResortsOpen Date Packages Available
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StayPromo70% OFFHot Deal
Wyndham Orlando Resort & Conference Center Celebration Area
3 Nights / 4 Days
$149
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Timeshare Presentation Deals
Various Orlando Resorts
4 Nights / 5 Days
$149
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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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Westgate Events77% OFFHot Deal
Westgate Town Center Resort Westgate Town Center Resort
3 Nights / 4 Days
$149$649
3 nights at Westgate Town Center ResortEnjoy a dinner party for two with food, open bar, DJ & prizesFree Time to Explore OrlandoRelax with late check-out on your final day
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Westgate Events77% OFFHot Deal
Westgate Town Center Resort
3 Nights / 4 Days
$149$649
Three-night stay at Town Center Resort OrlandoTwo tickets to Gatorland Wildlife Adventure Park$50 Resort CertificateAccess to pools, water park, and paddle boatsRelax and enjoy late checkout on final day
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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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Vacation Village Resorts84% OFFHot Deal
4-Days/3-Nights + $150 Hotel Credit
3 Nights / 4 Days
$150
4 Days / 3 Nights+$150 CreditSpecial Bonus
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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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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 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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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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VacationVIP81% OFFHot Deal
Orlando, FL
5 Nights / 6 Days
$197$1045
6 Days / 5 Nights
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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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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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Vacation Village Resorts63% OFF
Vacation Package Offer Includes:
3 Nights / 4 Days
$199
4 Days / 3 Nights2 Tickets
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Westgate Reservations44% OFF
After Christmas Travel Deals - $199 Orlando Vacation & Water Park Access
3 Nights / 4 Days
$199$355
$100 Visa Gift CardStudio Room - Sleeps 4Tickets to on-site Water Park!Free parking at Westgate Resorts
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StayPromo64% OFF
Royale Parc Suites Orlando
3 Nights / 4 Days
$199
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Vacation Village Resorts66% OFF
Vacation Package Offer Includes:
3 Nights / 4 Days
$199
4 Days / 3 Nights2 Tickets
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Westgate Reservations70% OFFHot Deal
Shop til you drop with an Orlando shopping getaway
3 Nights / 4 Days
$199$657
Spacious and Luxurious Studio Villa$200 Gift CardWestgate Resort VIP Card
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Westgate Reservations40% OFF
Let Us Pay for Your Next Vacation!
3 Nights / 4 Days
$199$329
Spacious 1-Bedroom VillaOpen Date Packages AvailableLuxury accommodations and extensive amenities$200 refund after resort tour
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Westgate Reservations69% OFF
Enjoy the Sunshine with an Orlando Getaway
3 Nights / 4 Days
$199$639
$100 Visa Gift Card4 Days / 3 NightsStudio Suite - Sleeps 4Complimentary Resort VIP Card
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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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Vacation Village Resorts66% OFF
orlando, floridaVacation Offers:
3 Nights / 4 Days
$199
4 Days / 3 Nights
View Deal
Club Wyndham
Resort Information
3 Nights / 4 Days
$199
4 Days / 3 Nights accommodation$200 Virtual MastercardUp to 12 months to travelLock in today's pricingFlexible change policies
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Westgate Reservations80% OFFHot Deal
Enjoy an Orlando Christmas Vacation
3 Nights / 4 Days
$199$987
Best holiday rates unlocked!On-site MarketplacePet-FriendlyFree parking at Westgate Resorts
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Westgate Reservations74% OFFHot Deal
Resort Stay + $200 for Halloween Horror Nights Tickets
3 Nights / 4 Days
$199$757
4 Days / 3 Nights$200 for Halloween Horror Nights TicketsTransportation to Universal OrlandoCustomize your vacation with additional nights
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GetawayDealz
Westgate Lakes Resort Spa
3 Nights / 4 Days
$199
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Westgate Reservations73% OFFHot Deal
Legoland Florida & SEA LIFE Orlando Vacation Package
3 Nights / 4 Days
$199$739
2 Legoland Florida Tickets2 SEA LIFE Orlando Aquarium TicketsFree entry for 2 kids ages 2–12Free parking at Westgate ResortsCall-in to add nights or extra tickets
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Westgate Reservations73% OFFHot Deal
Legoland Florida and an Orlando Resort Adventure!
3 Nights / 4 Days
$199$739
4 Legoland Florida TicketsAdd nights or extra tickets!Free Parking at Westgate ResortsSave Now. Wait up to 6 months to travel!
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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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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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StayPromo75% OFFHot Deal
Vacation Villas At Fantasy World One Resort Orlando
3 Nights / 4 Days
$239
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StayPromo74% OFFHot Deal
The Point Hotel & Suites Orlando Florida
3 Nights / 4 Days
$239
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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
Akumal Turtles And The Best Places To Find Them In MexicoTips For Planning The Perfect Cancun Girls Trip To MexicoTaking A Solo Trip To Cancun Mexico? What I Found And Some Tips5 Reasons Why It Makes Sense To Bundle Your Vacation ItemsTop 8 Romantic Things To Do In Cancun For CouplesThe Best Things To Do In Cancun With Kids Of All Ages10 Must-See Dinner Shows On Your Family Orlando VacationThe 6 Best Destinations For Timeshare Resort Packages
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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$749
2 nights at Westgate Town Center Resort2 tickets to A$AP RockyWelcome party with dinner, drinks, DJ & prizesSeating in the lower bowlPersonal Concierge throughout your stayRoundtrip transportation to the showLate checkout on your final morning
View Deal
Vacation Village Resorts
DEAL DETAILS
3 Nights / 4 Days
$249
4 Days / 3 Nights
View Deal
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
View Deal
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 Reservations48% OFF
Wish Granted! Exclusive 3-Night Orlando Getaway Includes $200 VISA Gift Card
3 Nights / 4 Days
$249$479
Luxury Studio Suite - Sleeps 4Extensive resort amenities$200 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.
More Orlando vacation deal categories
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