Crestwynd Bay Vacation Packages

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Top Holiday Package Deals in Crestwynd Bay

Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Price was CA $1,191, price is now CA $760 per person
CA $760
per person
Sep 6 - Sep 13
found 1 hour ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
9/10 Wonderful! (3,629 reviews)
Excelente lugar,,todo bien limpio. Y personal muy amable.

Reviewed on Jun 21, 2026

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was CA $1,463, price is now CA $875 per person
CA $875
per person
Sep 13 - Sep 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Orlando (MCO)
8.4/10 Very good! (6,626 reviews)
the staff is friendly and prompt when you need something and this is HUGE place. Big buth tub. Working microwave and fridge. I loved that there was a restaurant onsite, pizza place, a small store and two swimming pools. What i think they can do better is, there was no room service till we requested. Carpet needs upgrade.

Reviewed on Jun 21, 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Price was CA $3,168, price is now CA $1,931 per person
CA $1,931
per person
Jul 28 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
9.2/10 Wonderful! (1,009 reviews)
The cottage was wonderful. Stocked with everything you need just bring your food, drink and toilet paper! The cottage we stayed at was a perfect location just 5 minute walk to the amazing pool complex. The resort is great. Planning on going back soon.

Reviewed on Jun 20, 2026

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

3 out of 5
International Drive District
Price was CA $1,630, price is now CA $1,015 per person
CA $1,015
per person
Jul 26 - Aug 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Orlando (MCO)
7.8/10 Good! (507 reviews)
It was okay. They charged me with $250 as security deposit which I didn’t get back yet.

Reviewed on Jun 16, 2026

Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Price was CA $2,848, price is now CA $1,891 per person
CA $1,891
per person
Aug 11 - Aug 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
8.6/10 Excellent! (550 reviews)
Esta bien Accesible a todas las amenidades, incluyendo el área de la playa,Solo que es un poco caro el precio por noche, por lo demás todo muy bien.

Reviewed on May 25, 2026

Where to stay in Crestwynd Bay

Find the best Crestwynd Bay areas and neighborhoods for the activities you enjoy most. Learn more about Crestwynd Bay
International Drive District

International Drive District

Adventure activities, iconic attractions, shopping and world-class dining destinations make this famous street one of Orlando’s most popular tourist attractions.

Find hotels in International Drive District

Crestwynd Bay Hotel Deals

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4 out of 5
8800 Vistana Centre Dr Orlando FL
Fully refundableReserve now, pay when you stay
The price is CA $233 per night from Jun 29 to Jun 30
CA $233
CA $263 total
Jun 29 - Jun 30
includes taxes & fees
9.2/10 Wonderful! (5,857 reviews)
"Wonderful stay and great place for families."

Reviewed on Jun 21, 2026

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue Winter Garden FL
The price is CA $324 per night from Jun 25 to Jun 26
CA $324
CA $443 total
Jun 25 - Jun 26
includes taxes & fees
8/10 Very good! (10,250 reviews)
"Location was close to shopping and theme parks. I love the onsite water park! What I didn't enjoy was items was missing from our Condo that should have been provided like a dust pan, oven Mits, sponge or dish cloth. Our room didn't seem to be too clean either. Also didn't like the location on the ..."

Reviewed on Jun 22, 2026

The Grove Resort & Water Park Orlando
Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

3.5 out of 5
6550 Adventure Way Orlando FL
Fully refundableReserve now, pay when you stay
The price is CA $212 per night from Jun 28 to Jun 29
CA $212
CA $239 total
Jun 28 - Jun 29
includes taxes & fees
9/10 Wonderful! (7,027 reviews)
"Perfect place for enjoy with the family."

Reviewed on Jun 21, 2026

Universal's Cabana Bay Beach Resort
See all 51,977 properties in Crestwynd Bay
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Crestwynd Bay vacation package cost?
We make it easy to travel the world, with Crestwynd Bay packages starting from as little as CA $760. You'll have the flexibility to combine your preferred hotels, airlines and car rental. For the ultimate getaway, why not add some tours and activities to your travel itinerary?
How do I get a cheap travel package to Crestwynd Bay?
One of the simplest ways to save cash (and time) is to combine your bookings with Expedia. Hotels, flights, rental cars and activities — we've got them all covered. Pick and choose a combination that best suits you and see your savings stack up. We know a package deal is never one-size-fits-all. That's why we offer over 550 airlines and 1,000,000 hotels globally, which lets you customize your Crestwynd Bay getaway.
Where should I stay in Crestwynd Bay?
There's lots to explore in Crestwynd Bay, so stay near its top sights and spend more time sightseeing. Orange Lake Golf is one place to add to your must-see list.
What are the top hotels in Crestwynd Bay?
Get your vacation off to a great start by locking in a room at Cozy 3bedroom Townhouse Next To Disney. It's one of most popular hotels in Crestwynd Bay. Another comfortable option is Luxury 4 Bed Villa With Spa - Carefully Sanitized.
How far in advance should I book my Crestwynd Bay vacation?
It all depends on the airline, but it's usually possible to browse through international flights on Expedia up to a year in advance. While it's generally recommended to book ahead of time, lucky travelers will occasionally nab a cheaper seat just weeks prior to the date of departure.
What does an Expedia Crestwynd Bay travel package include?
Much of that is up to you. You can pick from a range of Crestwynd Bay bundles, such as a hotel, rental car and flight. You can also book a hotel with a flight, or a flight with a rental car. Once you've made your booking, you can add the fun stuff like activities and tours. Whatever your ideal Crestwynd Bay trip looks like, get ready to save!
What should I know before booking a Crestwynd Bay travel package?
An Expedia travel package can be tailored to your budget and is a great way to make your money go further. How much you include is up to you. Hotels, rental cars and flights — come up with a combination that suits your plans.
Can I choose my airline with a Crestwynd Bay Expedia vacation package?
With a vacation package, you're the one in charge. Whether you're hoping to fly to Crestwynd Bay in economy or first class, simply choose from the available airline options. Expedia has access to over 550 airline partners across the world.
If I'm not able to travel, can I cancel my Crestwynd Bay vacation package?
If your travel plans in Crestwynd Bay have changed, it's comforting to know that it's possible to cancel your booking. If your booking was made less than 24 hours ago, you may be able to get a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may impose a fee. To learn more, visit our Customer Service Portal.

Discover the most popular places to visit in Crestwynd Bay

Walt Disney World® Resort

Walt Disney World® Resort

Walt Disney World® Resort is part of Orlando. It makes up part of bustling metropolis that is home to 240,000 inhabitants. Walt Disney World® Resort is approximately 15 miles (24 kilometers) from Orlando’s city center. If you are flying in, Walt Disney World® Resort is approximately 15 miles (24 kilometers) from Orlando International Airport.

Walt Disney World® Resort
Universal Studios Florida

Universal Studios Florida

Movie sets and thrill rides combine to create this internationally acclaimed theme park.

Universal Studios Florida
Universal Orlando Resort

Universal Orlando Resort

Make your Florida vacation one to remember with a stay at this hotel and theme park complex.

Universal Orlando Resort

Things to do

Universal Orlando Resort Theme Park Tickets

Universal Orlando Resort Theme Park Tickets (US & Canada)

CA $239
per adult
86% of travellers recommend
Universal Orlando Resort Theme Park Tickets (US & Canada)
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options

Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options

CA $43
per adult
92% of travellers recommend
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
Aquatica Orlando

Aquatica Orlando

CA $73
per traveller
86% of travellers recommend
Aquatica Orlando
See all activities in Orlando
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.