Winslow Reserve Holidays

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Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

S$516
per person
4 Dec - 10 Dec
found 1 day ago
Return flight included
New York (NYC) to Orlando (MCO)
8.4/10 Very good! (5,343 reviews)
Seasons Florida Resort

Seasons Florida Resort

S$628
per person
4 Dec - 10 Dec
found 1 day ago
Return flight included
New York (NYC) to Orlando (MCO)
9/10 Wonderful! (3,974 reviews)
We got a rate that was so low we were doubtful that it would be a decent place, but we were pleasantly surprised. The place was spotlessly, clean, and very conveniently located.

Reviewed on 23 Oct, 2026

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

Florida Center
S$926
per person
4 Dec - 10 Dec
found 1 day ago
Return flight included
New York (NYC) to Orlando (MCO)
9/10 Wonderful! (7,730 reviews)
Clean, great pool and close to Universal with free shuttles.

Reviewed on 23 Oct, 2026

Club Wyndham Cypress Palms

Club Wyndham Cypress Palms

S$707
per person
4 Dec - 10 Dec
found 1 day ago
Return flight included
New York (NYC) to Orlando (MCO)
9/10 Wonderful! (1,997 reviews)
Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West

S$671
per person
4 Dec - 10 Dec
found 1 day ago
Return flight included
New York (NYC) to Orlando (MCO)
8.8/10 Excellent! (3,945 reviews)
Amazing place to stay at. The villas were clean and beautiful. Lots of of room and space. There was a back deck, which was a nice hangout spot. The pool and waterpark were great. The kids enjoyed it very friendly staff and great location not far from Disney World. Our stay definitely felt like we were “ welcomed home.” would stay again!!!

Reviewed on 22 Oct, 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

While visiting Orlando Beach, you might make a stop by sights like South Cocoa Beach and Patrick AFB Beach.

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

Cocoa Isles

Though Cocoa Isles may 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

Downtown Cocoa Beach might not have many top sights, but Thousand Island Conservation Area and I Dream Of Jeannie Lane are two attractions nearby that you can check out.

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

Banana River Estates

While Banana River Estates isn't home to many top sights, Cocoa Beach and Ron Jon Surf Shop are some notable places to visit nearby.

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

River Isles

River Isles might not have many top sights, but Thousand Island Conservation Area and Cocoa Beach Country Club are two attractions nearby that you can check out.

Top hotels in Winslow Reserve

Radisson Resort at the Port

Radisson Resort at the Port

8701 Astronaut Blvd Cape Canaveral FL
Fully refundable
S$176
27 Oct - 28 Oct
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
S$197
23 Nov - 24 Nov
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
S$98
10 Nov - 11 Nov
includes taxes & fees
Cocoa Beach Suites
See all 3,475 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 holiday package cost?
Chart your own course with our Winslow Reserve holiday packages, which start from just S$516. 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 holiday 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 centre 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, Cosy Efficiency Just Steps To The Beach. Both hotels offer friendly service and are favourites among lots of travellers.
How far in advance should I book my Winslow Reserve holiday?
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 holiday goals, there's bound to be a package that matches your budget.
Can I choose my airline with a Winslow Reserve Expedia holiday 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 holiday 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 holiday 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

S$66
per adult
Cocoa Beach/Merritt Island:Bioluminescent kayak tour
Cocoa Beach: Dolphin and Manatee Kayak or Paddle Tour

Cocoa Beach: Dolphin and Manatee Kayak or Paddle Tour

S$83
per adult
Cocoa Beach: Dolphin and Manatee Kayak or Paddle Tour
Picture 11 for Activity Cocoa Beach/Merritt Island: Guided Dolphin and Manatee Tour

Cocoa Beach/Merritt Island: Guided Dolphin and Manatee Tour

S$68
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.