Winter Beach Vacations from ￥154,492

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The Latest Winter Beach Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Embassy Suites by Hilton Orlando Lake Buena Vista South

Embassy Suites by Hilton Orlando Lake Buena Vista South

3.5 out of 5
per person
Sep 17 - Sep 22
found 7 hours ago
Roundtrip non-stop flight included
Osaka (OSA) to Orlando (MCO)
9.4/10 Exceptional! (1,140 reviews)
i like the breakfast here. And they have an evening reception with snacks and drinks if you are there in the evening. Location was close to stores and restaurants. I will stay here again.

Reviewed on Aug 8, 2025

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
per person
Sep 16 - Sep 23
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
8.8/10 Excellent! (1,013 reviews)
Friendly helpful staff

Reviewed on Aug 10, 2025

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

4 out of 5
per person
Oct 19 - Oct 25
found 10 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9/10 Wonderful! (1,001 reviews)
Beds were very comfortable. There were tons of food options around the area

Reviewed on Aug 8, 2025

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
per person
Nov 3 - Nov 7
found 1 day ago
Roundtrip flight included
Nagoya (NGO) to Orlando (MCO)
9.6/10 Exceptional! (1,000 reviews)
Great stay. The staff was very accommodating and friendly, and the room was nice, clean and comfortable.

Reviewed on Aug 8, 2025

Brand New Luxury House in Clermont

Brand New Luxury House in Clermont

2 out of 5
Silver Creek
per person
Oct 19 - Oct 25
found 10 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
No reviews

Find the Best Winter Beach Vacation Packages

Winter Beach Hotel Deals

🍹🌞 Paradise Retreat! Heated Pool, Near Beaches!

🍹🌞 Paradise Retreat! Heated Pool, Near Beaches!

Vero Beach
10/10 Exceptional! (152 reviews)
"Eddie did a great job of communicating. Everything was as listed. There were no issues. We will book here again."

Reviewed on Jul 23, 2025

Get rates
🍹🌞 Paradise Retreat! Heated Pool, Near Beaches!
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 ￥18,297 per night from Aug 18 to Aug 19
￥18,297
￥20,492 total
Aug 18 - Aug 19
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
Would stay again
"Clean, well kept, excellent location."

Reviewed on Aug 7, 2025

Ocean Breeze Inn Vero Beach
Hutchinson Island Hotel

Hutchinson Island Hotel

2.5 out of 5
1230 Seaway Drive, Hutchinson Island, Fort Pierce, FL
Fully refundableReserve now, pay when you stay
The price is ￥15,875 per night from Aug 14 to Aug 15
￥15,875
￥20,912 total
Aug 14 - Aug 15
includes taxes & fees
8.4/10 Very Good! (1,409 reviews)
"The pool was too hot is the only thing that could be done to improve our stay."

Reviewed on Aug 7, 2025

Hutchinson Island Hotel
See all 1,575 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.

Discover the most popular places to visit in Winter Beach

McKee Botanical Garden which includes outdoor art and a pond

McKee Botanical Garden

4.5/5(54 reviews)

Framing a children’s playground, exotic plants and water features fill this park-like space, where secret trails lead to surprising historic gems.

McKee Botanical Garden
Man'o war #BeachBound

Sexton Plaza Beach

Why not spend a lazy afternoon at Sexton Plaza Beach during your trip to Vero Beach?

Sexton Plaza Beach

Pelican Island National Wildlife Refuge

4.5/5(113 reviews)

Explore the great outdoors at Pelican Island National Wildlife Refuge, a lovely green space in North Beach. Wander the beautiful beaches and seaside in the area.

Pelican Island National Wildlife Refuge

What to do in Winter Beach

Clear Kayak Tours in Fort Pierce

Clear Kayak Tours in Fort Pierce

￥13,292
per adult
Clear Kayak Tours 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

￥8,697
per adult
2- Hour Jungle Tour at Prehistoric Preserve Site 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

￥11,645
per adult
4-Hour Mangrove Island and Dolphin Watch Sandbar 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 ￥154,492 on Expedia for your Winter Beach getaway. However, factors like the hotel choice, length of stay and season will determine how much your vacation to Winter Beach costs.
What are the cheapest months to go to Winter Beach?
January, February and August are great times to search for cheap Winter Beach vacation packages. Choosing to travel in quieter periods means you can usually find better prices on flights and hotels.
How many days is enough for Winter Beach?
The ideal length for your Winter Beach vacation depends on what you'd like to do and see. Usually, a handful of days to a week will give you plenty of time to go to all the leading attractions and explore some hidden treasures along the way.
How to find the best Winter Beach package deals?
Start your search for a Winter Beach package deal by entering your preferred trip dates and destination under our "Packages" tab. Then select a few filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Winter Beach package deal right away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Winter Beach adventure underway.
Is it cheaper to book a Winter Beach vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll generally get a better deal than booking each component individually. And you'll still have the flexibility to create a personalized Winter Beach vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Winter Beach?
If you have your Winter Beach vacation dates finalized, book as soon as you can to snap up some terrific deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to Winter Beach?

  1. Choose when to go: Check your calendar and get packing. Your favorite season and the activities available will also help you decide when to visit Winter Beach.
  2. Figure out your budget: Make sure you have enough money to cover everything from transportation and meals to activities and airfares. Your hotel will likely be the biggest expense during your trip to Winter Beach.
  3. Set the duration of your trip: Start by compiling a list of the activities and attractions you'd like to experience in Winter Beach. Then, estimate how long you'll need at each, along with any travel time.
  4. Combine your accommodations and airfare: Once you've settled on your dates and duration, lock in the ideal 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.