Winslow Reserve Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*
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Top Holiday Package Deals in Winslow Reserve

Price found within the past 48 hours. Click for updated prices.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

CA $910
per person
Jan 6 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Orlando (MCO)
8.2/10 Very good! (2,082 reviews)
Pay attention to your bed sheet I had blood stains and urine stains on my sheets and I was accommodate with a room change and $50 credit to the room and two shipwreck passes for biohazard blood and urine

Reviewed on Oct 20, 2026

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

International Drive District
Save 100% on your flight
CA $1,070
per person
Dec 5 - Dec 12
found 3 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
9/10 Wonderful! (1,334 reviews)
Newly renovated resort. Our unit is very clean and the view from our room is superb. Close ro everything especially the International drive. Parking is easy. Guard gated so we feel safe

Reviewed on Oct 20, 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Save 100% on your flight
CA $1,681
per person
Nov 22 - Nov 29
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Orlando (MCO)
9.2/10 Wonderful! (1,001 reviews)
Seasons Florida Resort

Seasons Florida Resort

Save 100% on your flight
CA $958
per person
Jan 1 - Jan 8
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Orlando (MCO)
9/10 Wonderful! (3,974 reviews)
Me gusto

Reviewed on Oct 20, 2026

The Delaney Hotel

The Delaney Hotel

South Orange
Save 100% on your flight
CA $1,336
per person
Jan 1 - Jan 8
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Orlando (MCO)
9.6/10 Exceptional! (1,213 reviews)
The overall experience was great. The Hotel and Restaurant were very nice, and the grounds were well maintained.

Reviewed on Oct 20, 2026

Where to stay in Winslow Reserve

Find the best Winslow Reserve areas and neighborhoods for the activities you enjoy most. Learn more about Winslow Reserve
A beach with waves, a pier, and a sunset.

Orlando Beach

If you're spending some time in Orlando Beach, South Cocoa Beach and Patrick AFB Beach are top sights worth seeing.

A wooden pier leading to a tropical island with clear turquoise waters and palm trees.

Cocoa Isles

Though Cocoa Isles might not have many top sights, you can venture to the surrounding area to see attractions like I Dream Of Jeannie Lane and Ron Jon Surf Shop.

A wooden pier with buildings on stilts extending into the ocean.

Downtown Cocoa Beach

While there might not be top attractions in Downtown Cocoa Beach, you can explore the larger area and discover places like Thousand Island Conservation Area and I Dream Of Jeannie Lane.

A sunset over a calm body of water with a pier extending into the water.

Banana River Estates

While there might not be top attractions in Banana River Estates, you can explore the larger area and discover places like Cocoa Beach and Ron Jon Surf Shop.

A coastal mangrove area with clear blue waters and a distant city skyline.

River Isles

While River Isles isn't home to many top sights, Thousand Island Conservation Area and Cocoa Beach Country Club are some notable places to visit nearby.

Winslow Reserve Hotel Deals

Radisson Resort at the Port

Radisson Resort at the Port

8701 Astronaut Blvd Cape Canaveral FL
Fully refundable
CA $160
CA $179 total
Oct 27 - Oct 28
includes taxes & fees
8.8/10 Excellent! (3,987 reviews)
"The hotel was beautifully remodeled and very clean the front office staff were super friendly especially Dee she was so sweet and very helpful and happy we will definitely come bacome when needed in the future"

Reviewed on Oct 21, 2026

Radisson Resort at the Port
Beachside Hotel & Suites Cocoa Beach - Port Canaveral

Beachside Hotel & Suites Cocoa Beach - Port Canaveral

3901 N Atlantic Ave Cocoa Beach FL
Fully refundableReserve now, pay when you stay
CA $202
CA $234 total
Oct 22 - Oct 23
includes taxes & fees
Beachside Hotel & Suites Cocoa Beach - Port Canaveral
Cocoa Beach Suites

Cocoa Beach Suites

3655 N Atlantic Ave Cocoa Beach FL
Fully refundableReserve now, pay when you stay
CA $93
CA $104 total
Oct 28 - Oct 29
includes taxes & fees
7.6/10 Good! (1,891 reviews)
"Room was good but bathroom needs some TLC"

Reviewed on Oct 20, 2026

Cocoa Beach Suites
See all 3,473 properties in Winslow Reserve
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.

Frequently asked questions

How much does a Winslow Reserve vacation package cost?
Chart your own course with our Winslow Reserve vacation packages, which start from just CA $910. Handpick the hotels and flights that suit your travel style. Then, add on one or two experiences or tours to cap off your unique getaway.
How do I get a cheap travel package to Winslow Reserve?
Booking a Winslow Reserve vacation package with Expedia is one of the best ways to save. We have over 550 partner airlines and 1,000,000 properties across the globe. With such an extensive range to pick from, you'll have no worries pulling together your dream adventure.
Where should I stay in Winslow Reserve?
If you're itching to be in the center of the action, stay somewhere close to Cocoa Beach Pier. Many happy campers book a hotel around this main attraction.
What are the top hotels in Winslow Reserve?
If it's your first time in Winslow Reserve, lock in a room at Newly Renovated Boutique, Modern Apt By The Beach or Modern, Cozy Efficiency Just Steps To The Beach. Both hotels offer friendly service and are favorites among lots of travelers.
How far in advance should I book my Winslow Reserve vacation?
It can be difficult to know when is the ideal time to book your Winslow Reserve trip. But generally the earlier you book, the cheaper the prices. In some cases, you can lock in your flights and hotels up to a year prior to your departure date. If you're thinking of a last-minute getaway, no need to stress! There are great deals featured on Expedia every single day.
What does an Expedia Winslow Reserve travel package include?
From hotels and airfares to car rentals, Expedia can help you create a Winslow Reserve package that's right for you. Heading away for a week or longer? Give some thought to a rental car, flight and hotel bundle. If you're taking a quick break, an airfare and hotel deal could be more your style. Experiences can also be added after you've booked. Our travel packages make it easy to save and plan.
What should I know before booking a Winslow Reserve travel package?
A package can be easier on the bank balance than separately booking all you need for your getaway. For example, combine your flights, hotels and rental cars and save big. No matter your vacation goals, there's bound to be a package that matches your budget.
Can I choose my airline with a Winslow Reserve Expedia vacation package?
Yes, and with over 550 airlines to select from all over the world, you have plenty of choice. Search the available options and find out which airline best suits your budget and needs.
If I'm not able to travel, can I cancel my Winslow Reserve vacation package?
You can. We totally understand that life happens, so we're here to help if you need to make changes to your Winslow Reserve vacation package. You may be able to cancel or change your itinerary at no cost if you've booked within 24 hours. Your hotel, airline or car rental company may charge you a fee if your booking was made more than 24 hours ago. Have a look at our Customer Service Portal for more information. Also, be sure to check your itinerary for the nitty-gritty on change fees.

Things to do

Picture 1 for Activity Cocoa Beach/Merritt Island:Bioluminescent kayak tour

Cocoa Beach/Merritt Island:Bioluminescent kayak tour

CA $90
per adult
Cocoa Beach/Merritt Island:Bioluminescent kayak tour
Picture 11 for Activity Cocoa Beach/Merritt Island: Guided Dolphin and Manatee Tour

Cocoa Beach/Merritt Island: Guided Dolphin and Manatee Tour

CA $75
per adult
Cocoa Beach/Merritt Island: Guided Dolphin and Manatee Tour
Wizard of OZ Museum tour

Wizard of OZ Museum tour

CA $42
per adult
100% of travellers recommend
Wizard of OZ Museum tour
See all activities in Cocoa Beach
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.