Siena Ridge 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

The Latest Siena Ridge Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A hotel with a central pool area, multiple swimming pools, and a waterfront location.
    Jan 9 - Jan 15

    Westgate Town Center Resort + Flight

    Kissimmee
    6 nights
    4.0 star property
    8.4/10 - Very good (2,071 reviews)
    Roundtrip • Toronto (YYZ) - Orlando (MCO)
    YYZ - MCO • Nonstop MCO - YYZ • Nonstop
    CA $1,145
    CA $588
    per traveller
    found 1 day ago
    Westgate Town Center Resort
  • A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a clear sky.
    Jan 20 - Jan 25

    Margaritaville Cottages Orlando by Vstays with H2O Waterpark + Flight

    Kissimmee
    5 nights
    4.0 star property
    9.2/10 - Wonderful (1,000 reviews)
    Roundtrip • Toronto (YTO) - Orlando (MCO)
    YYZ - MCO • Nonstop MCO - YYZ • Nonstop
    CA $2,154
    CA $1,138
    per traveller
    found 1 day ago
    Margaritaville Cottages Orlando by Vstays with H2O Waterpark
  • A deck with lounge chairs and tables overlooking a beach with palm trees and ocean waves.
    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 • Toronto (YYZ) - Orlando (MCO)
    YYZ - MCO • Nonstop MCO - YYZ • Nonstop
    CA $1,703
    CA $966
    per traveller
    found 16 hours ago
    Westgate Cocoa Beach Resort
  • A stone wall, a brown sofa with orange and yellow cushions, a glass table with a fire feature, and a wooden door with decorative glass panels.
    Jan 14 - Jan 18

    The Delaney Hotel + Flight

    South Orange
    4 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 • Toronto (YTO) - Orlando (MCO)
    YYZ - MCO • Nonstop MCO - YYZ • Nonstop
    CA $1,383
    CA $819
    per traveller
    found 1 day ago
    The Delaney Hotel
  • A resort with a large central pool, multiple buildings, and surrounding greenery.
    Dec 18 - Dec 23

    Evermore Orlando Resort + Flight

    Orlando
    5 nights
    4.0 star property
    9.6/10 - Exceptional (860 reviews)
    Roundtrip • Hamilton (YHM) - Orlando (MCO)
    YHM - MCO • Nonstop MCO - YHM • Nonstop
    CA $3,927
    CA $2,371
    per traveller
    found 1 day ago
    Evermore Orlando Resort

Where to stay in Siena Ridge

Find the best Siena Ridge areas and neighborhoods for the activities you enjoy most. Learn more about Siena Ridge
Learn more about Siena Ridge
A lake with lily pads and a tree with Spanish moss.

Vacation Village

While Vacation Village might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Legends Golf & Country Club and Kings Ridge Golf Club.
A forest path with a dirt road, surrounded by trees and greenery.

Orange Tree

While there might not be top attractions in Orange Tree, you can explore the larger area and discover places like Flamingo Crossings Town Center and Orange Lake Golf.
An aerial view of a coastal town with a bridge, waterfront, and residential buildings.

Historic Downtown Clermont

If you're spending some time in Historic Downtown Clermont, Clermont Historic Village Museum and Watertoyz of Clermont are top sights worth seeing.
A sunset over a calm body of water with silhouettes of trees and a distant shoreline.

Sunrise Lakes

Though Sunrise Lakes might not have many top sights, you can venture to the surrounding area to see attractions like Surfari Water Park and Northeast Regional Park.
A lake surrounded by trees with autumn foliage.

Clear Creek

While there might not be top attractions in Clear Creek, you can explore the larger area and discover places like Surfari Water Park and Disney's Animal Kingdom® Theme Park.

Siena Ridge Hotel Deals

An outdoor patio area with a fire pit, yellow and blue seating, and a covered section with a pergola.

Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
8.5 km from Siena Ridge
9.4 out of 10, Exceptional, (6,271 reviews)
"Nice hotel and excellent location to WDW theme parks. Free breakfast was nice, when we made it. Staying at the parks till closing makes for a late wake-up, and breakfast ended at 9am, and that was fine with us. Just out front of the hotel, within walking distance are restaurants, Target, 5Below, etc. Parking is free, the pool is nice and they even offered shuttle service to/from the parks. Rooms have a full kitchen and full fridge, nice."
The price is CA $138
CA $155 total
includes taxes & fees
Nov 29 - Nov 30
Home2 Suites by Hilton Orlando at Flamingo Crossings
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.
See all properties in Siena Ridge

Frequently Asked Questions

How much does a Siena Ridge vacation package cost?

Go from looking to booking with our Siena Ridge vacation packages, which start from only CA $588. Select the flights and hotels that fit your travel plans. Then, add on some tours or experiences for a one-of-a-kind getaway.

How do I get a cheap travel package to Siena Ridge?

It's easy. Just bundle everything together. Flights, hotels and rental cars — combine whatever you need into a Siena Ridge vacation package to save loads of cash. Score even more discounts when you include extras such as sightseeing tours to your booking. But that's not the only good part. You have the flexibility to customize your trip your way. We offer more than 550 partner airlines and 1,000,000 hotels all over the world, so that everyone has an opportunity to travel and live out those vacation dreams.

How far in advance should I book my Siena Ridge vacation?

It all depends on the airline, but you can normally compare international fares on Expedia up to 12 months in advance. While it's a good idea to book ahead of time, lucky travelers will occasionally find a cheaper ticket just weeks prior to their intended journey.

What does an Expedia Siena Ridge travel package include?

Expedia has everything you need to organize your Siena Ridge getaway, but how you structure your package is your call. Select from a combination of rental cars, flights and hotels. Looking for a few activities to keep you entertained? Once you've made your booking, you can add them on too. No matter your style or budget, there's a deal to match your needs.

What should I know before booking a Siena Ridge travel package?

Whether it's adventure or relaxation you're craving, a Siena Ridge vacation package lets you organize your escape your way. Plus, you'll score great discounts just for combining your hotel with your rental car and flights. The more you bundle, the bigger the savings!

Can I choose my airline with a Siena Ridge Expedia vacation package?

Expedia has access to more than 550 partner airlines worldwide, so you definitely can. Simply pick your favorite carrier and put together the perfect Siena Ridge escape.

If I'm not able to travel, can I cancel my Siena Ridge vacation package?

It's impossible to predict what tomorrow might bring, so it's good to know that you can change or cancel your Siena Ridge vacation package. If you made your booking in the last 24 hours, you may be entitled to a refund. If it's an older booking, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal to find out more.

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