Crestwynd Bay Vacations from $451
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to $1,045 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
Your Crestwynd Bay Vacation
Book a Crestwynd Bay vacation package and immerse yourself in the rhythm and vibe of this vibrant neighborhood. With all your travel plans worked out, the only thing you need to focus on here is having an absolute ball. Some popular nearby attractions to check out during your trip to Crestwynd Bay include Mystic Dunes Golf Club, Orange Lake Golf and Island H2O Live!. Expedia can help you turn your ideal Crestwynd Bay vacation into reality, whatever your budget or travel plans.
The Latest Crestwynd Bay Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Westgate Palace Hotel / Universal / I-Drive
International Drive District
Price was $975, price is now $451 per person
$451
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.8/10 Excellent! (1,012 reviews)
Fantastic property would stay there again. The elevators, hallways, and room could use a bit of a refresh. Only three or four elevators were working in tower B. The hallway ceilings where the popcorn style drop ceiling tiles. The room was nice; the couch was dated with patches and sun in, the dishes were from the 80s, the caulking in the bathrooms could use a refresh, but the rooms were quite clean and that was refreshing. Despite these comments, we would stay there again – it was a pleasant and comfortable stay.
Reviewed on Oct 13, 2025
Westgate Lakes Resort & Spa Universal Studios Area
Save 100% on your flight
Price was $1,040, price is now $501 per person
$501
per person
Nov 12 - Nov 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.2/10 Very Good! (5,346 reviews)
Free shuttles and close proximity to universal and sea world. Family friendly and a-lot of activities for the entire family. Fire pits, mini golf, bikes, pizza and ice cream all without leaving the property. Adults can enjoy yoga, Starbucks, the pool bar and drafts bar & grill. I would stay again in Orlando.
Reviewed on Oct 12, 2025
Westgate Cocoa Beach Resort
Price was $3,125, price is now $1,517 per person
$1,517
per person
Dec 25 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
8.8/10 Excellent! (486 reviews)
Excellent property to go too. Lazy river was night and the staff at the front desk was amazing.
Very close to the beach with many restaurants and shops to walk too.
Even saw Space X launch a rocket from this location. Perfect spot for a great price. Recommend especially if you're bring Children.
Reviewed on Oct 10, 2025
Bryan’s Spanish Cove
Save 100% on your flight
Price was $1,013, price is now $504 per person
$504
per person
Dec 17 - Dec 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
9.4/10 Exceptional! (1,002 reviews)
Very clean well maintained quiet property in a great location. Very nice pool and hot tub on the lake. They have fishing tackle that we used. Also kayaks, paddle boats and pool toys. Was nice and quiet compared to the large larger resorts that charge for these activities but also have a ton of people. Highly recommend this place.
Reviewed on Oct 1, 2025
Summerville Vacation Homes by Columbia Management
Price was $2,379, price is now $1,206 per person
$1,206
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.4/10 Very Good! (151 reviews)
Exactly what we needed for our stay in Disney. Was first time we have stayed off property and besides not getting in to the park early, this place was great. It rained on us every day at the park and was nice to be able to through our jacket in the dryer! On negative i will say is the washer and dryer was loud HA! But other than that place had everythign we needed. Oh and fyi this place was not 3 bed rooms. It was 4! Maybe because it didtn have a bathroom? Not sure but was 4 bedroom 3 and half bath. HA kids liked havign there own rooms with own bathrooms. And so did I! Was thankful we was not crammed on an on park hotel with one room and one bathroom! Had 2 masters with Kings, one upstairs one down, and then the other 2 rooms was up stairs with one being two twins with bathroom then the other room was just a bunk. Would stay here again for sure.
Reviewed on Oct 9, 2025
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
1 out of top 10 points of interest in this area
Adventure activities, iconic attractions, shopping and world-class dining destinations make this famous street one of Orlando’s most popular tourist attractions.
Crestwynd Bay Hotel Deals
DoubleTree by Hilton Hotel Orlando at SeaWorld
10100 International Drive, Orlando, FL
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $123 total per night from Oct 29 to Oct 30
$123 total
Oct 29 - Oct 30
Total with taxes and fees
7.4/10 Good! (6,189 reviews)
"There was clothes from previous tenants left under bathroom sink which makes me question the cleanliness."
Reviewed on Oct 12, 2025
Universal's Cabana Bay Beach Resort
6550 Adventure Way, Orlando, FL
Fully refundableReserve now, pay when you stay
$133 nightly
The price is $150 total per night from Nov 5 to Nov 6
$150 total
Nov 5 - Nov 6
Total with taxes and fees
8.8/10 Excellent! (5,387 reviews)
"We enjoyed our stay!"
Reviewed on Oct 12, 2025
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr, Orlando, FL
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $103 total per night from Nov 4 to Nov 5
$103 total
Nov 4 - Nov 5
Total with taxes and fees
9.2/10 Wonderful! (3,678 reviews)
"This place is awesome! Rooms are huge for the price."
Reviewed on Oct 12, 2025
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.
Discover the most popular places to visit in Crestwynd Bay
Walt Disney World® Resort
4.5/5(2,427 reviews)
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.
Universal Studios Florida
4.5/5(9,273 reviews)
Thrill rides based on your favorite movies create this internationally acclaimed theme park.
Universal Orlando Resort
4.5/5(4,155 reviews)
Make your Florida vacation one to remember with a stay at this hotel and theme park complex.
Things to do
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
$27
per adult
90% of travellers recommend
Universal Orlando Resort Express Passes
$192
per traveler
84% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.