Sydney Vacations from $285

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The Latest Sydney Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 11 - Jan 15

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

    Kissimmee
    4 nights
    2.0 star property
    9.0/10 - Wonderful (4,092 reviews)
    "Estuvo bien le falta es el desayuno pero bien"
    Reviewed November 6, 2026
    Roundtrip • Boston (BOS) - Orlando (MCO)
    BOS - MCO • Nonstop MCO - BOS • Nonstop
    $596
    $285
    per traveler
    found 1 day ago
    Seasons Kissimmee - Orlando - Lake Buena Vista South, Florida Resort
  • Jan 11 - Jan 15

    Margaritaville Cottages Orlando by Vstays with H2O Waterpark + Flight

    Kissimmee
    4 nights
    4.0 star property
    9.2/10 - Wonderful (1,000 reviews)
    Roundtrip • Boston (BOS) - Orlando (MCO)
    BOS - MCO • Nonstop MCO - BOS • Nonstop
    $1,168
    $565
    per traveler
    found 1 day ago
    Margaritaville Cottages Orlando by Vstays with H2O Waterpark
  • Jan 28 - Jan 31

    Westgate Blue Tree Resort in Lake Buena Vista + Flight

    Orlando
    3 nights
    3.5 star property
    8.6/10 - Excellent (1,000 reviews)
    "The spaciousness of the rooms"
    Reviewed November 2, 2026
    Roundtrip • Boston (BOS) - Orlando (MCO)
    PSM - SFB • Nonstop SFB - PSM • Nonstop
    $723
    $359
    per traveler
    found 1 day ago
    Westgate Blue Tree Resort in Lake Buena Vista
  • Jan 14 - Jan 20

    The Delaney Hotel + Flight

    South Orange
    6 nights
    3.5 star property
    9.6/10 - Exceptional (1,244 reviews)
    "Great Hotel. Well Located and the staff is very friendly!"
    Reviewed November 6, 2026
    Roundtrip • Boston (BOS) - Orlando (MCO)
    PSM - SFB • Nonstop MCO - BOS • Nonstop
    $1,348
    $697
    per traveler
    found 1 day ago
    The Delaney Hotel
  • Jan 24 - Jan 28

    Westgate Cocoa Beach Resort + Flight

    Cocoa Beach
    4 nights
    4.0 star property
    8.6/10 - Excellent (577 reviews)
    "Great place!"
    Reviewed November 2, 2026
    Roundtrip • New York (NYC) - Orlando (MCO)
    LGA - MCO • Nonstop MCO - LGA • Nonstop
    Save 100% on your flight
    $1,050
    $549
    per traveler
    found 1 day ago
    Westgate Cocoa Beach Resort

Sydney 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

What's included in a Sydney vacation package?

A Sydney vacation package lets you combine round-trip flights, a hotel stay, and a rental car. Beach packages here often include direct beach access, reflecting Sydney's reputation for its beautiful coastline. Most resorts also offer airport shuttle service to and from nearby airports like Orlando International Airport (MCO), and about half of hotels include free breakfast, providing a convenient start to your day.


Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.

How can I save money on a Sydney vacation package?

When you bundle, you can save up to 30%*. To save money on a Sydney package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

Is Sydney better suited for a beach vacation or a cultural trip?

Sydney is primarily a beach and outdoor destination, known for its scenic views and a variety of outdoor activities. Travelers seeking a relaxing beach vacation will find plenty of opportunities to enjoy the coast and natural surroundings.


Sydney does offer entertainment options. For example, you can visit Brandon Farms, about 1 mile from central Sydney, or catch a show at the MidFlorida Credit Union Amphitheatre, about 17 miles away. Overall, a Sydney vacation is best for those prioritizing beaches and nature.

Do you need to rent a car in Sydney, or is public transport enough?

For a Sydney vacation, especially one focused on beaches and outdoor activities, a rental car offers the most flexibility. As an outdoor and nature destination outside a major city, attractions and natural areas are often spread out, making a car convenient for exploring at your own pace.


Many resorts in beach-focused areas include on-site dining and activities, reducing the daily need for external transport. However, for exploring beyond your resort or reaching arrival points like Orlando International Airport (MCO), Tampa International Airport (TPA), Sarasota-Bradenton International Airport (SRQ), Orlando Sanford International Airport (SFB), or St. Petersburg-Clearwater International Airport (PIE), a car is highly recommended. Consider adding a car rental to your Sydney vacation packages with flights for a seamless experience, particularly for Sydney beach vacation packages.

Can I change or cancel my Sydney vacation package if my plans change?

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Do One Key members get extra savings when booking Sydney vacation packages?

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

Does Expedia offer Book Now, Pay Later Sydney vacation packages?

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Sydney vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

How do I find last-minute vacation packages to Sydney?

To find last-minute vacation packages to Sydney, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

How does free cancellation work on Sydney vacation packages?

Free cancellation on a Sydney vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

Is it cheaper to book a Sydney vacation as a package or separately?

Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Sydney getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Why should I book my Sydney vacation package with Expedia?

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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