Crestwynd Bay Vacations from $229

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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.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was $620, price is now $229 per person
$229
per person
Jan 17 - Jan 20
found 2 days ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.2/10 Very Good! (5,145 reviews)
Had to walk to another building just to get ice and use a microwave.

Reviewed on Dec 8, 2025

Residence Inn by Marriott Daytona Beach Oceanfront

Residence Inn by Marriott Daytona Beach Oceanfront

3 out of 5
Price was $1,461, price is now $595 per person
$595
per person
Jan 27 - Feb 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.6/10 Excellent! (1,002 reviews)
The outside of the building could use some tlc but inside was clean and updated. Staff was attentive, polite, & helpful. Breakfast was surprisingly better than I anticipated with hot options outside of the traditional continental options. Furniture around pool was pressure washed every morning and plentiful. There are no seating options for the beach however we would definitely stay here again.

Reviewed on Nov 30, 2025

Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall

3.5 out of 5
Price was $618, price is now $279 per person
$279
per person
Jan 17 - Jan 20
found 2 days ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
9.2/10 Wonderful! (2,232 reviews)
Clean room, friendly staff and great facilities

Reviewed on Dec 8, 2025

Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Price was $1,247, price is now $587 per person
$587
per person
Jan 18 - Jan 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.8/10 Excellent! (500 reviews)
No Beach view but beach is an10m walk so not too bad. Beach chairs falling apart. The pools and tiki bar were awesome. The two room suite was okay and for the most part pretty clean. But there were some dead bugs which is not what I expected for the price point.

Reviewed on Nov 6, 2025

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was $682, price is now $358 per person
$358
per person
Mar 2 - Mar 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.2/10 Very Good! (5,482 reviews)
Clean room and staff was awesome

Reviewed on Dec 8, 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

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
$133 nightly
The price is $150 total per night from Dec 10 to Dec 11
$150 total
Dec 10 - Dec 11
Total with taxes and fees
8.8/10 Excellent! (5,685 reviews)
The wait to check in was over 30 minutes. The desk agent I had DJ was marvelous. She was very personable and helpful. It was worth the wait to have someone so wonderful

Reviewed on Dec 7, 2025

Universal's Cabana Bay Beach Resort
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
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $101 total per night from Dec 16 to Dec 17
$101 total
Dec 16 - Dec 17
Total with taxes and fees
8.4/10 Very Good! (6,884 reviews)
Very nice hotel. Beautiful and convenient.

Reviewed on Dec 8, 2025

DoubleTree by Hilton at the Entrance to Universal Orlando
Avanti International Resort

Avanti International Resort

4 out of 5
8738 International Dr Orlando FL
Fully refundableReserve now, pay when you stay
$97 nightly
The price is $109 total per night from Jan 8 to Jan 9
$109 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
7.8/10 Good! (4,289 reviews)
clean, great parking.

Reviewed on Dec 8, 2025

Avanti International Resort
See all 53,593 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.
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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

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

$63
per traveler
84% of travellers recommend
LEGOLAND® Florida Tickets
Universal Orlando Resort Express Passes

Universal Orlando Resort Express Passes

$202
per traveler
86% of travellers recommend
Universal Orlando Resort Express Passes
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.