Winter Beach Holidays

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Winter Beach Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
per person
7 Sept - 14 Sept
found 7 hours ago
Return flight included
New York (NYC) to Orlando (MCO)
8.8/10 Excellent! (2,893 reviews)
It is on a high traffic road, but rooms are quiet enough and seal, you don't hear all the outside noises. Staff is very nice and helpful.

Reviewed on 19 Jun, 2025

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
Florida Center
per person
7 Sept - 14 Sept
found 6 hours ago
Return flight included
New York (NYC) to Orlando (MCO)
8.6/10 Excellent! (1,000 reviews)
Marlyn at the front desk was so helpful and pleasant, any question I had she had solution.The views from the 11th floor were nice as well.

Reviewed on 20 Jun, 2025

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
per person
7 Sept - 14 Sept
found 7 hours ago
Return flight included
New York (NYC) to Orlando (MCO)
8/10 Very Good! (1,270 reviews)
Food pricey and low quality. After 6 pm most all the amenities closed. Not a hotel not a resort. Two days it is enough to stay.

Reviewed on 18 Jun, 2025

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
per person
7 Sept - 14 Sept
found 6 hours ago
Return flight included
New York (NYC) to Orlando (MCO)
8.2/10 Very Good! (5,034 reviews)
The room was clean, the bed was comfortable and we had a view of the pool. The staff was friendly. The store on the property was convenient. We enjoyed our 4 day stay.

Reviewed on 21 Jun, 2025

Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
per person
7 Sept - 14 Sept
found 6 hours ago
Return flight included
New York (NYC) to Orlando (MCO)
8.6/10 Excellent! (1,001 reviews)
Amicable staff and overall good experience

Reviewed on 15 Jun, 2025

Top hotels in Winter Beach

Costa d'Este Beach Resort and Spa
Costa d'Este Beach Resort and Spa
4 out of 5
3244 Ocean Drive, Vero Beach, FL
Fully refundableReserve now, pay when you stay
The price is S$388 per night from 23 Jun to 24 Jun
S$388
23 Jun - 24 Jun
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"Service at the pool side was slow. The drink prices seem to be outrageous."

Reviewed on 16 Jun, 2025

Costa d'Este Beach Resort and Spa
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 S$178 per night from 26 Jun to 27 Jun
S$178
26 Jun - 27 Jun
includes taxes & fees
8.4/10 Very Good! (1,438 reviews)
"Staff were friendly, our room was clean, and there were many places to find something to eat within a minute drive."

Reviewed on 11 Jun, 2025

Hutchinson Island Hotel
Kimpton Vero Beach Hotel & Spa by IHG
Kimpton Vero Beach Hotel & Spa by IHG
4 out of 5
3500 Ocean Dr, Vero Beach, FL
Fully refundableReserve now, pay when you stay
The price is S$368 per night from 25 Jun to 26 Jun
S$368
25 Jun - 26 Jun
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
"Beautiful property with spacious, well-appointed rooms. The staff is professional but could be more proactive. Wifi didn't work. Overall, this is an excellent hotel - I'd go back."

Reviewed on 19 Jun, 2025

Kimpton Vero Beach Hotel & Spa by IHG
See all 1,582 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.

Frequently asked questions

How much does a Winter Beach holiday package cost?
You'll find cheap prices from S$469 on Expedia for your Winter Beach getaway. However, factors like the hotel choice, length of stay and season will determine how much your holiday 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 holiday 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 holiday 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 holiday as a package?
Expedia holiday 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 personalised Winter Beach holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to Winter Beach?
If you have your Winter Beach holiday 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 favourite 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 accommodation and airfare: Once you've settled on your dates and duration, lock in the ideal Winter Beach holiday package for you.

Popular places to visit

Vero Beach Outlets

You can find the perfect gifts to bring home at Vero Beach Outlets during your trip to Vero Beach. Wander through the beautiful beaches and seaside in this relaxing area.

Vero Beach Outlets

Vero Beach Municipal Marina

Explore the waterfront in Vero Beach with a trip to Vero Beach Municipal Marina. Wander through the beautiful beaches and seaside in this relaxing area.

Vero Beach Municipal Marina

Round Island Oceanside Park

Why not spend a care-free afternoon at Round Island Oceanside Park during your travels in Vero Beach? Stroll along the seaside in this family-friendly area or seek out the golf courses.

Round Island Oceanside Park

What to do in Winter Beach

Clear Kayak Tours in Fort Pierce

Clear Kayak Tours in Fort Pierce

S$116
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

S$102
per adult
4-Hour Mangrove Island and Dolphin Watch Sandbar in Fort Pierce
Fort Pierce: 2-hr Jungle Tour at Prehistoric Preserve in FL

Fort Pierce: Prehistoric Preserve Kayak Tour

S$71
per adult
Fort Pierce: Prehistoric Preserve Kayak Tour
See all activities in Winter 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.