Crestwynd Bay Vacations from $250

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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.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Price was $544, price is now $250 per person
$250
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.8/10 Excellent! (3,086 reviews)
Moving down and needed a one night stay, staff was great, room was clean, pool was spotless!

Reviewed on Sep 5, 2025

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was $1,048, price is now $258 per person
$258
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.2/10 Very Good! (5,186 reviews)
Very beautiful place and clean. I loved the cabanas outside and the lighted walkway to another beautiful sitting area. Breakfast was provided and amazing with different breakfast stations. I would definitely recommend and would love to come back and stay longer.

Reviewed on Sep 6, 2025

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Price was $1,227, price is now $472 per person
$472
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.8/10 Excellent! (1,007 reviews)
Being able to text the front desk for my needs was very helpful! Staff was friendly and the Universal shuttles were convenient.

Reviewed on Aug 30, 2025

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was $699, price is now $297 per person
$297
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.2/10 Very Good! (5,303 reviews)
The best thing I can say about this property is that the staff was friendly and the location was convenient, being close to parks, restaurants, and outlets. Unfortunately, the rest of our stay was disappointing. The bed was uncomfortable, and staying on the first floor meant we heard every step from the floor above. Parking was also a challenge, as there were no spots near our building and we often had to circle for about 20 minutes after a long day out just to find a space. The parking lot was noisy, with people blasting music late at night, and to make matters worse, a representative kept calling about a timeshare, which was frustrating. We also waited nearly 40 minutes at a table before being served, which added to the poor experience. Overall, this was not the best hotel stay, and I would not consider buying a property here. Or staying at this property again

Reviewed on Sep 6, 2025

Reunion Resort & Golf Club

Reunion Resort & Golf Club

5 out of 5
Reunion
Save 100% on your flight
Price was $1,060, price is now $512 per person
$512
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.8/10 Excellent! (1,387 reviews)
Staff was amazing and accommodating.

Reviewed on Sep 1, 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 showing landscape views

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.

Find hotels in International Drive District

Crestwynd Bay Hotel Deals

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

4 out of 5
5780 Major Blvd, Orlando, FL
$93 nightly
The price is $104 total per night from Sep 25 to Sep 26
$104 total
Sep 25 - Sep 26
Total with taxes and fees
DoubleTree by Hilton at the Entrance to Universal Orlando
Marriott's Grande Vista

Marriott's Grande Vista

4 out of 5
5925 Avenida Vista, Orlando, FL
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $98 total per night from Sep 28 to Sep 29
$98 total
Sep 28 - Sep 29
Total with taxes and fees
Marriott's Grande Vista
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
$136 nightly
The price is $153 total per night from Sep 29 to Sep 30
$153 total
Sep 29 - Sep 30
Total with taxes and fees
Universal's Cabana Bay Beach Resort
See all 52,638 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
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Crestwynd Bay

Walt Disney World® Resort

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.

Walt Disney World® Resort
Universal Studios Florida™

Universal Studios Florida

4.5/5(9,273 reviews)

Thrill rides based on your favorite movies create this internationally acclaimed theme park.

Universal Studios Florida
Universal Studios Orlando showing street scenes, a city and rides

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.

Universal Orlando Resort

Things to do

Universal Orlando Resort Express Passes

Universal Orlando Resort Express Passes

$149
per traveler
84% of travellers recommend
Universal Orlando Resort Express Passes
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options

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

$27
per adult
90% of travellers recommend
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

$69
per traveler
84% of travellers recommend
LEGOLAND® Florida Tickets
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.