Winslow Reserve Vacations from $356

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Your Winslow Reserve Vacation

Experience all the wonderful things this neighborhood has to offer with a customized Winslow Reserve vacation package. However you imagine yourself spending your time here, you'll find countless opportunities for fun, adventure and relaxation. Hoping to sightsee during your trip to Winslow Reserve? Pencil in a visit to nearby attractions such as Cocoa Beach Pier, Cocoa Beach and I Dream Of Jeannie Lane. Whatever your travel plans or the size of your budget, booking your dream Winslow Reserve vacation is quick and easy with Expedia.

The Latest Winslow Reserve Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
Price was $771, price is now $356 per person
$356
per person
Jun 13 - Jun 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.2/10 Very Good! (1,554 reviews)
$25 dollars for person to enter the water park. That’s insane.

Reviewed on Apr 12, 2026

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was $1,131, price is now $419 per person
$419
per person
Jun 13 - Jun 19
found 14 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.4/10 Very Good! (6,071 reviews)
Definitely worth it to get the full 1 bedroom instead of the studio villa as the mini fridge couldn’t hack it. Made great use of the jacuzzi, the pools and other amenities. I would absolutely return to this place.

Reviewed on Apr 12, 2026

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Price was $1,446, price is now $608 per person
$608
per person
Jun 13 - Jun 19
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.8/10 Excellent! (1,233 reviews)
I enjoyed how comfortable my room was. Spacious and modern and clean. Thank you

Reviewed on Apr 10, 2026

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Save 100% on your flight
Price was $797, price is now $370 per person
$370
per person
May 23 - May 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8/10 Very Good! (1,836 reviews)
Staff and amenities were great!

Reviewed on Apr 12, 2026

Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
Save 100% on your flight
Price was $780, price is now $363 per person
$363
per person
May 23 - May 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.6/10 Excellent! (1,002 reviews)
Hot tub was very small, yall might as well not even gave us a balcony. Room was very clean, staff was nice.

Reviewed on Apr 6, 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
Sunrise at Cocoa Beach pier near Cape Canaveral on Florida's Space Coast

Orlando Beach

4.5/5(13 area reviews)

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

Find hotels in Orlando Beach

Winslow Reserve Hotel Deals

Beachside Hotel & Suites Cocoa Beach - Port Canaveral

Beachside Hotel & Suites Cocoa Beach - Port Canaveral

3.5 out of 5
3901 N Atlantic Ave Cocoa Beach FL
Fully refundableReserve now, pay when you stay
$179 nightly
The price is $200 total per night from Apr 13 to Apr 14
$200 total
Apr 13 - Apr 14
Total with taxes and fees
8.8/10 Excellent! (5,542 reviews)
The hotel is very old. At night, we found cockroaches in the room. The breakfast doesn’t have many options. This is not a place I would choose again. Previous reviews did not help when deciding to stay here.

Reviewed on Apr 11, 2026

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

Radisson Resort at the Port

3 out of 5
8701 Astronaut Blvd Cape Canaveral FL
Fully refundable
$142 nightly
The price is $159 total per night from Apr 20 to Apr 21
$159 total
Apr 20 - Apr 21
Total with taxes and fees
8.6/10 Excellent! (3,215 reviews)
Great hotel location for cruise.

Reviewed on Apr 11, 2026

Radisson Resort at the Port
Hilton Cocoa Beach Oceanfront

Hilton Cocoa Beach Oceanfront

3.5 out of 5
1550 N Atlantic Ave Cocoa Beach FL
Fully refundableReserve now, pay when you stay
$171 nightly
The price is $192 total per night from May 3 to May 4
$192 total
May 3 - May 4
Total with taxes and fees
8.8/10 Excellent! (1,707 reviews)
Beautiful room and lovely facilities.

Reviewed on Apr 11, 2026

Hilton Cocoa Beach Oceanfront
See all 3,271 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.
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Kid Friendly Vacations

Discover the most popular places to visit in Winslow Reserve

A warm sunny day at Cocoa Beach pier near Cape Canaveral on Florida's Space Coast

Cocoa Beach

4.5/5(209 reviews)

Why not spend a lazy afternoon at Cocoa Beach during your trip to Cocoa Beach? Stroll along the area's seaside, or simply savor its local chocolate shops.

Cocoa Beach
Cocoa Beach Pier

Cocoa Beach Pier

4.5/5(1,045 reviews)

Surfers are drawn here but it’s also a major attraction to anyone for walking out over the ocean. Enjoy this impressive structure and its frequent events.

Cocoa Beach Pier
Lori Wilson Park

Lori Wilson Park

4/5(156 reviews)

After visiting Lori Wilson Park, make a plan to see the other sights and activities in Cocoa Beach. Stroll along the seaside in this family-friendly area, or seek out the surfing spots.

Lori Wilson Park

Things to do

Sunset Catamaran Sail in Cocoa Beach

Sunset Catamaran Sail in Cocoa Beach

$56
per adult
100% of travellers recommend
Sunset Catamaran Sail in Cocoa Beach
Cocoa Beach Cruise Excursions Shared Tour

Cocoa Beach Cruise Excursions Shared Tour

$60
per adult
Cocoa Beach Cruise Excursions Shared Tour
Adventure in the air with 49 obstacles to choose from!

Cocoa Beach Aerial Adventures ticket

$56
per adult
100% of travellers recommend
Cocoa Beach Aerial Adventures ticket
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.