Winter Beach Vacation Packages

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Your Winter Beach Vacation

When a getaway to the city is calling, answer it with a Winter Beach vacation package. The neighborhood of Seagrove, which is good for cafes, coastal beaches and nature, makes an awesome base for your adventures. Fill your free time with visits to Holman Stadium, Pelican Island National Wildlife Refuge and Wabasso Beach Park, some of the things you just have to see during a trip to Winter Beach. That dream Winter Beach vacation is a couple of clicks away. Search flights, accommodations and more on Expedia for an adventure that's tailored to suit your style.

Top Winter Beach Vacation Deals

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

Westgate Vacation Villas Resort

4 out of 5
Price was CA $1,026, price is now CA $611 per person
CA $611
per person
Sep 20 - Sep 25
found 17 hours ago
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
8.2/10 Very good! (2,014 reviews)
It was an ok resort. The water park really wasn’t that big. I prefer the one in Orlando. The stay was ok as well. What I really don’t like about Westgate is that they let anyone come in. There were so many rachet folks. We were at the pool, there was a group of hoods smoking weed, mind you, there were kids present. No one said nothing. But I was at another pool, good crowd. Older people playing good music, the vibe was great and here came security shutting that down. But don’t say nothing to these hood rachet people they let in smoking and all!

Reviewed on Jul 26, 2026

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Price was CA $2,069, price is now CA $942 per person
CA $942
per person
Oct 2 - Oct 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Orlando (MCO)
9/10 Wonderful! (1,287 reviews)

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was CA $1,891, price is now CA $1,088 per person
CA $1,088
per person
Oct 2 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
9.6/10 Exceptional! (1,157 reviews)

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

3 out of 5
International Drive District
Price was CA $1,508, price is now CA $869 per person
CA $869
per person
Oct 2 - Oct 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Orlando (MCO)
7.8/10 Good! (553 reviews)
Not worth the money, my suit was out dated and had a very dirty couch plus the carpet has nasty stains on it. 260 for one night was my not worth it

Reviewed on Jul 26, 2026

Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Price was CA $1,091, price is now CA $633 per person
CA $633
per person
Oct 6 - Oct 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Orlando (MCO)
9/10 Wonderful! (3,711 reviews)
It was a good stay. Very clean, affordable, and everything about it was good.

Reviewed on Jul 26, 2026

Ready to book your vacation to Winter Beach?

 

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Winter Beach Hotel Deals

Paradise Retreat! Heated Pool, Near Beaches!

Paradise Retreat! Heated Pool, Near Beaches!

Vero Beach FL
Get rates
Paradise Retreat! Heated Pool, Near Beaches!
Vero Beach Inn & Suites I-95

Vero Beach Inn & Suites I-95

3 out of 5
8797 20th St Vero Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $93 per night from Jul 30 to Jul 31
CA $93
CA $105 total
Jul 30 - Jul 31
includes taxes & fees
8.6/10 Excellent! (1,641 reviews)
"I must confess that I expected the property to be less than advertised, but to my surprise, it was quite a bit better! The room was clean, freshly remodeled, quiet. The property was well-maintained with a beautiful pool and the staff was beyond great!! The breakfast was hot, fresh with a good variety ..."

Reviewed on Jul 25, 2026

Vero Beach Inn & Suites I-95
Ocean Breeze Inn Vero Beach

Ocean Breeze Inn Vero Beach

3.5 out of 5
3384 Ocean Dr Vero Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $203 per night from Aug 2 to Aug 3
CA $203
CA $227 total
Aug 2 - Aug 3
includes taxes & fees
8.8/10 Excellent! (1,236 reviews)
"Highly recommend staying here"

Reviewed on Jul 26, 2026

Ocean Breeze Inn Vero Beach
See all 1,678 properties in Winter Beach
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
Family Vacations
Family Vacations

Stay near popular Winter Beach attractions

Whisper Lakes Golf Course

Enjoy a round of golf in Vero Beach at Whisper Lakes Golf Course. Wander the beautiful beaches and seaside in the area.
See properties

What to do in Winter Beach

Clear Kayak Tours in Fort Pierce

Clear Kayak Tours in Fort Pierce

CA $128
per adult
Clear Kayak Tours in Fort Pierce
4-Hour Mangrove Island and Dolphin Watch Sandbar in Fort Pierce

4-Hour Mangrove Island and Dolphin Watch Sandbar in Fort Pierce

CA $109
per adult
4-Hour Mangrove Island and Dolphin Watch Sandbar in Fort Pierce
A fun family and friend discovery day inside our jungle tour

2- Hour Jungle Tour at Prehistoric Preserve Site in Fort Pierce

CA $82
per adult
100% of travellers recommend
2- Hour Jungle Tour at Prehistoric Preserve Site in Fort Pierce
See all activities in Winter Beach

Frequently asked questions

How much does a Winter Beach vacation package cost?
You'll find cheap prices from CA $611 on Expedia for your Winter Beach getaway. However, factors like the season, length of stay and your choice of hotel will influence how much your vacation to Winter Beach costs.
What are the cheapest months to go to Winter Beach?
If you'd like to book a cheap Winter Beach vacation package, consider travelling in January, February and August. You're likely to find lower rates on hotels and flights during these quieter months — perfect for travellers wishing to save money.
How many days is enough for Winter Beach?
To fully enjoy a Winter Beach vacation, we recommend staying for 3 days. Split your time between discovering Vero Beach Municipal Marina, Vero Beach Museum of Art and other well-known attractions, in addition to exploring neighbourhoods like Central Beach and Gifford. If you've got some time to spare, add a tour or day trip to your Winter Beach vacation itinerary.
How to find the best Winter Beach package deals?
Use Expedia's filters to help you find some of the best Winter Beach package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Winter Beach package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Winter Beach vacation as a package?
You can enjoy significant savings on your next Winter Beach retreat by booking a customized vacation package. Check the "Package" heading, then select your destination and travel dates to see some great hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Winter Beach?
If you're considering an impromptu Winter Beach adventure, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land incredible deals on your hotels and flights by booking ahead.
How to plan a trip to Winter Beach?

  1. Pick the best time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to go to Winter Beach.
  2. Work out your budget: Ensure you have enough money to cover everything from dining out and transportation to flights and activities. Your accommodations will likely be the largest expense during your trip to Winter Beach.
  3. Decide how long to go for: Now that you're more familiar with Winter Beach, you can figure out the right length of your vacation. Put together a draft plan and give yourself enough time to cover everything you want to see.
  4. Combine your accommodations and airfare: Once you've nailed down your travel dates and duration, book the right Winter Beach vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.