Winslow Reserve Vacations from ¥205,306

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ¥109,000 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

The Latest Winslow Reserve Vacation Packages

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

Seasons Florida Resort

¥205,306
per person
Nov 10 - Nov 16
found 20 hours ago
Roundtrip flight included
Nagoya (NGO) to Orlando (MCO)
9/10 Wonderful! (3,974 reviews)
Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Save 100% on your flight
¥297,162
per person
Nov 4 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Orlando (MCO)
9.2/10 Wonderful! (1,003 reviews)
We stayed in one of the cottages and it was just perfect. The fully equipped kitchen downstairs with a master suite was perfect for my parents. I appreciated having the laundry upstairs with the other bedrooms. The staff at the main building were so helpful with our packages and printing documents for us. Unfortunately we had a very busy week and could not enjoy the wonderful amenities of the resort. Overall, a great selection and would start again!

Reviewed on Sep 25, 2026

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

International Drive District
¥261,810
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9/10 Wonderful! (1,330 reviews)
Staying at Westgate was a great choice; everything was very clean and comfortable. We were able to prepare our own breakfasts—the kitchen is fully equipped—and the place is quiet. We will definitely stay there again.

Reviewed on Oct 4, 2026

The Delaney Hotel

The Delaney Hotel

South Orange
¥318,096
per person
Dec 26 - Jan 2
found 21 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Orlando (MCO)
9.6/10 Exceptional! (1,213 reviews)
Clean rooms. Nice staff and restaurant

Reviewed on Oct 4, 2026

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

International Drive District
¥339,788
per person
Dec 26 - Jan 2
just found
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
7.8/10 Good! (585 reviews)

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 town with a long beachfront, a bridge, and a marina.

Crescent Beach

While there might not be top attractions in Crescent Beach, you can explore the larger area and discover places like South Cocoa Beach and Patrick AFB Beach.

Winslow Reserve Hotel Deals

Radisson Resort at the Port

Radisson Resort at the Port

8701 Astronaut Blvd Cape Canaveral FL
Fully refundable
¥17,979
¥20,137 total
Oct 13 - Oct 14
includes taxes & fees
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
¥19,856
¥23,018 total
Oct 6 - Oct 7
includes taxes & fees
8.8/10 Excellent! (5,830 reviews)
"Watch for the bugs in the room that come from the palm trees did not care for that freaked me out could not sleep at night at all"

Reviewed on Oct 5, 2026

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
¥9,721
¥10,887 total
Oct 7 - Oct 8
includes taxes & fees
7.6/10 Good! (1,857 reviews)
"Roaches"

Reviewed on Oct 4, 2026

Cocoa Beach Suites
See all 3,458 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 ¥205,306. 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

¥10,072
per adult
Cocoa Beach/Merritt Island:Bioluminescent kayak tour
2 Hour Tiki Dolphin Sightseeing Tour in Cocoa Beach

2 Hour Tiki Dolphin Sightseeing Tour in Cocoa Beach

¥10,197
per adult
2 Hour Tiki Dolphin Sightseeing Tour in Cocoa Beach
Picture 11 for Activity Cocoa Beach/Merritt Island: Guided Dolphin and Manatee Tour

Cocoa Beach/Merritt Island: Guided Dolphin and Manatee Tour

¥8,393
per adult
Cocoa Beach/Merritt Island: Guided Dolphin and Manatee 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.