Vacation Deals in Orlando in Shoulder Season
160 shoulder-season vacation deals in Orlando, from $49.
Shoulder-season vacpacks in Orlando target the weeks between peak demand windows — when resorts need to move preview inventory and prices bottom out. 160 packages are live right now from \$49.
Orlando is the theme-park capital, and it's built for vacpacks. Westgate, Wyndham, Holiday Inn Club, and Hilton Grand Vacations all have full resort complexes here — every one runs preview rates because there's always a new tower to sell timeshares in.
Typical shoulder windows: late August to mid-December (excluding Thanksgiving/Christmas), and January 2-mid-February.
Showing 100 deals in Orlando in Shoulder Season
Exploria Resorts
Summer Bay Orlando
2 Nights / 3 Days
$49
1BR condo sleeps 460-minute Owner Update presentation$49 refundable reservation deposit
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Cheap Vacation Getaways
Summer Bay Orlando
2 Nights / 3 Days
$49
Resort accommodations for up to 4 guests
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PayVibe Travel
ORLANDO PLUS 2 PIRATES DINNER ADVENTURE TICKETS
3 Nights / 4 Days
$56.87$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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PayVibe Travel
ORLANDO, FLORIDA FAMILY VACATION
4 Nights / 5 Days
$76.88$699
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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 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 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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Orlando99
Westgate Town Center Resort
3 Nights / 4 Days
$99
Resort accommodations
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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 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 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 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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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 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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StayPromo80% OFFHot Deal
Westgate Lakes Resort & Spa Orlando Florida Deals
3 Nights / 4 Days
$99
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StayPromo74% OFFHot Deal
Festiva Orlando Resort Kissimmee
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 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 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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GetawayDealz
Westgate Lakes Resort Spa
3 Nights / 4 Days
$99
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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 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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VacationVIP90% OFFHot Deal
Orlando, FL
3 Nights / 4 Days
$99$995
4 Days / 3 Nights
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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 Events82% OFFHot Deal
Westgate Lakes Resort
3 Nights / 4 Days
$99$549
3 Nights at Westgate Lakes Resort & Spa$100 Resort Credit for On-Site Food & AmenitiesLate Checkout on the Final Day
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Westgate Reservations74% OFFHot Deal
3 Days of Orlando Magic + Aquatica Water Park Fun
2 Nights / 3 Days
$99$388
$100 Gift Card (Towards Aquatica Tickets)Less than 2 miles from SeaWorldFree parking at Westgate ResortsOpen Date Packages Available
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StayPromo77% OFFHot Deal
Westgate Town Center Resort Orlando
3 Nights / 4 Days
$99
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StayPromo75% OFFHot Deal
Avanti Resort
3 Nights / 4 Days
$99
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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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GetawayDealz
Westgate Town Center
3 Nights / 4 Days
$99
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StayPromo77% OFFHot Deal
Westgate Vacation Villas Resort Orlando
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
4 Treasure Cove Water Park TicketsNear Universal & SeaWorldPet-FriendlyOpen 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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StayPromo71% OFFHot Deal
Radisson Celebration – Grand Orlando Resort
3 Nights / 4 Days
$99
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GetawayDealz
Westgate Lakes Resort Spa
3 Nights / 4 Days
$99
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GetawayDealz
Westgate Town Center
3 Nights / 4 Days
$99
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GetawayDealz
Westgate Town Center
3 Nights / 4 Days
$99
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GetawayDealz
Westgate Lakes Resort Spa
3 Nights / 4 Days
$99
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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
4 Shipwreck Island Water Park TicketsNear Disney & Other AttractionsPet-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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Timeshare Vacation Packages
WESTGATE TOWN CENTER
3 Nights / 4 Days
$121
$200 Visa gift cardResort accommodations
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Timeshare Orlando
WESTGATE TOWN CENTER
3 Nights / 4 Days
$121
$200 Visa gift cardResort accommodations
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Timeshare Orlando
WESTGATE VACATION VILLAS
3 Nights / 4 Days
$125
$200 Visa gift cardResort accommodations
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Timeshare Vacation Packages
WESTGATE VACATION VILLAS
3 Nights / 4 Days
$125
$200 Visa gift cardResort accommodations
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Timeshare Vacation Packages
WESTGATE LAKES RESORT
3 Nights / 4 Days
$128
$200 Visa gift cardResort accommodations
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Timeshare Orlando
WESTGATE LAKES RESORT
3 Nights / 4 Days
$128
$200 Visa gift cardResort accommodations
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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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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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StayPromo74% OFFHot Deal
Vacation Villas At Fantasy World Two
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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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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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
View Deal
StayPromo70% OFFHot Deal
StaySky Suites I-Drive Orlando
3 Nights / 4 Days
$149
View Deal
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
Palazzo Lakeside Ascend Hotel Orlando
3 Nights / 4 Days
$149
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GetawayDealz
Westgate Town Center
3 Nights / 4 Days
$149
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StayPromo70% OFFHot Deal
Wyndham Orlando Resort & Conference Center Celebration Area
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 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
Extended Stay of America Lake Buena Vista
3 Nights / 4 Days
$149
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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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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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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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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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VacationVIP81% OFFHot Deal
Orlando, FL
5 Nights / 6 Days
$197$1045
6 Days / 5 Nights
View Deal
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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I Want To Travel To
Magic Tree, Silver Lake, Festiva, Legacy VCC (2 properties)
4 Nights / 5 Days
$197
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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 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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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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Capital Vacations
Calypso Cay
3 Nights / 4 Days
$199$931
Resort accommodationsCapital Vacations preview tour required
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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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Capital Vacations
Silver Lake
3 Nights / 4 Days
$199$931
Resort accommodationsCapital Vacations preview tour required
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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 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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Club Wyndham
Club Wyndham Bonnet Creek
3 Nights / 4 Days
$199
4 Days / 3 Nights accommodation$200 Virtual Mastercard or Wyndham Rewards PointsUp to 12 months to travelLock in today's pricingFlexible change policies
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Vacation Village Resorts66% OFF
orlando, floridaVacation Offers:
3 Nights / 4 Days
$199
4 Days / 3 Nights
View Deal
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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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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GetawayDealz
Westgate Lakes Resort Spa
3 Nights / 4 Days
$199
View Deal
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
View Deal
StayPromo64% OFF
Royale Parc Suites Orlando
3 Nights / 4 Days
$199
View Deal
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!
View Deal
StayPromo66% OFF
Tuscana Mediterranean Resort Orlando
3 Nights / 4 Days
$219
View Deal
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 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
View Deal
StayPromo75% OFFHot Deal
Vacation Villas At Fantasy World One Resort Orlando
3 Nights / 4 Days
$239
View Deal
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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StayPromo74% OFFHot Deal
The Point Hotel & Suites Orlando Florida
3 Nights / 4 Days
$239
View Deal
FAQs about Orlando in Shoulder Season
Frequently Asked Questions
What's the cheapest week of the year?
Historically, the first full week of December and the second week of January are the absolute lowest for most US cities.
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
View all Orlando deals →By Traveler
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