Winslow Reserve Vacations from $250

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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.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was $1,258, price is now $250 per person
$250
per person
Jan 24 - Jan 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.2/10 Very Good! (5,210 reviews)
Room had the bare necessities, staff was quick for check in and check out, breakfast could’ve had more options, but the AC was so loud it woke me up multiple times and the room had a connecting door to the room next to it so it had very thin walls and could hear the family next door late at night and very early at 7am

Reviewed on Nov 14, 2025

Residence Inn by Marriott Daytona Beach Oceanfront

Residence Inn by Marriott Daytona Beach Oceanfront

3 out of 5
Price was $1,903, price is now $631 per person
$631
per person
Jan 27 - Feb 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
17.2/10 Exceptional! (1,000 reviews)
Clean room expected amenities

Reviewed on Nov 12, 2025

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Price was $761, price is now $317 per person
$317
per person
Jan 27 - Feb 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8/10 Very Good! (1,368 reviews)
Room was immaculate

Reviewed on Nov 13, 2025

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Price was $831, price is now $355 per person
$355
per person
Jan 23 - Jan 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
17.6/10 Exceptional! (1,082 reviews)
Mrs Marilyn at front desk was very kind.

Reviewed on Nov 16, 2025

The Shores Resort & Spa

The Shores Resort & Spa

4 out of 5
Price was $665, price is now $298 per person
$298
per person
Jan 10 - Jan 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
18/10 Exceptional! (1,682 reviews)
Room ok, but elevator outdated. Charged resort fee, but nothing special to deserve the fee. Staff is friendly.

Reviewed on Nov 9, 2025

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
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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

Radisson Resort at the Port

Radisson Resort at the Port

3 out of 5
8701 Astronaut Blvd, Cape Canaveral, FL
Fully refundable
$127 nightly
The price is $142 total per night from Nov 24 to Nov 25
$142 total
Nov 24 - Nov 25
Total with taxes and fees
8.4/10 Very Good! (2,701 reviews)
Very clean and comfortable room, wonderful experience with front desk staff. Highly recommend

Reviewed on Nov 16, 2025

Radisson Resort at the Port
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
$159 nightly
The price is $178 total per night from Nov 17 to Nov 18
$178 total
Nov 17 - Nov 18
Total with taxes and fees
8.8/10 Excellent! (4,932 reviews)
I love this spot. It’s so cute and clean

Reviewed on Nov 10, 2025

Beachside Hotel & Suites Cocoa Beach - Port Canaveral
La Quinta Inn by Wyndham Cocoa Beach-Port Canaveral

La Quinta Inn by Wyndham Cocoa Beach-Port Canaveral

3 out of 5
1275 N Atlantic Ave Cocoa Beach FL
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $111 total per night from Nov 24 to Nov 25
$111 total
Nov 24 - Nov 25
Total with taxes and fees
8/10 Very Good! (3,117 reviews)
There are no elevators so you have to lug your luggage upstairs by yourself.

Reviewed on Nov 10, 2025

La Quinta Inn by Wyndham Cocoa Beach-Port Canaveral
See all 3,170 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
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Kid Friendly Vacations

Discover the most popular places to visit in Winslow Reserve

Cocoa Beach Pier which includes general coastal views and a sandy beach

Cocoa Beach Pier

4.5/5(1,032 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
Cocoa Beach

Cocoa Beach

4.5/5(206 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
Very nice park.

Lori Wilson Park

4/5(154 reviews)

After visiting Lori Wilson Park, make a plan to see the other sights and activities in Cocoa Beach. Stroll along the beautiful beaches 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
Picture 5 for Activity Cape Canaveral: Wizard of Oz Museum Entry Ticket

Cape Canaveral: Wizard of Oz Museum Entry Ticket

$32
per adult
Cape Canaveral: Wizard of Oz Museum Entry Ticket
Cocoa Beach: Dolphin and Manatee Kayak or Paddle Tour

Cocoa Beach: Dolphin and Manatee Kayak or Paddle Tour

$65
per adult
Cocoa Beach: Dolphin and Manatee Kayak or Paddle 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.