Pine Lakes Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top Pine Lakes vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Jan 9 - Jan 14

    Westgate Town Center Resort + Flight

    Kissimmee
    5 nights
    4.0 star property
    8.4/10 - Very good (2,078 reviews)
    "Great"
    Reviewed November 9, 2026
    Roundtrip • Toronto (YYZ) - Orlando (MCO)
    YYZ - MCO • Nonstop MCO - YYZ • Nonstop
    Save 100% on your flight
    CA $993
    CA $522
    per traveller
    found 1 day ago
    Westgate Town Center Resort
  • Dec 19 - Dec 25

    Margaritaville Cottages Orlando by Vstays with H2O Waterpark + Flight

    Kissimmee
    6 nights
    4.0 star property
    9.2/10 - Wonderful (1,000 reviews)
    Roundtrip • Toronto (YTO) - Orlando (MCO)
    YTZ - MCO • 1 stop MCO - YYZ • Nonstop
    CA $2,766
    CA $1,537
    per traveller
    found 1 day ago
    Margaritaville Cottages Orlando by Vstays with H2O Waterpark
  • Jan 24 - Jan 28

    Westgate Cocoa Beach Resort + Flight

    Cocoa Beach
    4 nights
    4.0 star property
    8.6/10 - Excellent (578 reviews)
    "The beaches across the street. The pools are nice however I had a room right next to the pool and they play music up until 9:00pm at night. So if you just trying to rest that will not happen. The music just kept playing all day long."
    Reviewed November 8, 2026
    Roundtrip • Toronto (YYZ) - Orlando (MCO)
    YYZ - MCO • Nonstop MCO - YYZ • Nonstop
    CA $1,703
    CA $966
    per traveller
    found 1 day ago
    Westgate Cocoa Beach Resort
  • Jan 15 - Jan 21

    Meliá Orlando Celebration + Flight

    Celebration
    6 nights
    4.0 star property
    8.8/10 - Excellent (1,645 reviews)
    Roundtrip • Toronto (YTO) - Orlando (MCO)
    YYZ - MCO • Nonstop MCO - YYZ • Nonstop
    CA $1,659
    CA $974
    per traveller
    found 1 day ago
    Meliá Orlando Celebration
  • Jan 31 - Feb 5

    Seasons Kissimmee - Orlando - Lake Buena Vista South, Florida Resort + Flight

    Kissimmee
    5 nights
    2.0 star property
    9.0/10 - Wonderful (4,108 reviews)
    Roundtrip • Halifax (YHZ) - Orlando (MCO)
    YHZ - MCO • Nonstop MCO - YHZ • Nonstop
    CA $1,524
    CA $946
    per traveller
    found 13 hours ago
    Seasons Kissimmee - Orlando - Lake Buena Vista South, Florida Resort

Pine Lakes Hotel Deals

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently Asked Questions

How much does a Pine Lakes vacation package cost?

You can grab a vacation package to this top destination from CA $522 on Expedia. But how much your vacation to Pine Lakes costs will depend on the length of stay, season and hotel choice.

What are the cheapest months to go to Pine Lakes?

If you're hoping to score a cheap Pine Lakes vacation package, consider travelling in January, February and June. You'll usually find better prices on flights and accommodations during these quieter months — ideal for travellers wishing to save money.

How many days is enough for Pine Lakes?

The ideal length for your Pine Lakes vacation depends on what you'd like to see. Usually, a handful of days to a week will give you enough time to check out all the top sights and discover some hidden treasures along the way.

How to find the best Pine Lakes package deals?

Bagging a cheap Pine Lakes package deal is a cinch with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget range, apply some filters and see what's available. You can tweak your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to discover the most economical Pine Lakes package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are typically lower.

Is it cheaper to book a Pine Lakes vacation as a package?

An Expedia vacation package could save you hundreds of dollars when compared to booking stays and flights individually. Better still, you can tailor your Pine Lakes trip to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.

When to book a vacation package to Pine Lakes?

If you have your Pine Lakes travel dates confirmed, book as early as you can to bag some unbeatable deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are perfect for quick escapes.

How to plan a trip to Pine Lakes?

  1. Choose when to travel: Check your diary and get your bags packed. Your preferred time of year and the activities available will also help you decide when to visit Pine Lakes.
  2. Calculate your budget: Ensure you have enough money to pay for everything from dining out and transportation to experiences and flights. Your hotel will likely be the largest expense during your trip to Pine Lakes.
  3. Decide how long to go away for: Now that you're up to speed on Pine Lakes, you can figure out the ideal length of your vacation. Create a draft itinerary and allocate enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a customized Pine Lakes vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.