Deals on vacations and trips to Winter Beach

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Winter Beach flight + hotel vacation packages

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

Westgate Vacation Villas Resort

4 out of 5
Save 100% on your flight
Price was $599, price is now $357 per person
$357
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This smoke-free resort features a water park, a marina, and 2 restaurants. There's fun for all ages with a children's club and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the 14 outdoor pools and get free self parking.
Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Price was $2,151, price is now $1,070 per person
$1,070
per person
Dec 15 - Dec 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Free water park access, 4 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas. You'll appreciate the hot tub, poolside bar, and snack bar/deli.
Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
Save 100% on your flight
Price was $697, price is now $383 per person
$383
per person
Dec 1 - Dec 6
found 23 hours ago
Roundtrip flight included
San Juan (SJU) to Orlando (MCO)
2 outdoor pools, 2 hot tubs, and a gym are all featured at this smoke-free hotel. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Disney's Animal Kingdom Lodge

Disney's Animal Kingdom Lodge

4.5 out of 5
Bay Lake
Save 100% on your flight
Price was $1,954, price is now $1,081 per person
$1,081
per person
Dec 13 - Dec 16
found 8 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
A full-service spa, 3 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. There's fun for all ages with a children's club and a theme park shuttle, and families will appreciate the onsite laundry facilities. Traveling on business? Take advantage of the express check-in, express check-out, and valet parking.
Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall

3.5 out of 5
Save 100% on your flight
Price was $1,474, price is now $893 per person
$893
per person
Dec 24 - Dec 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This traditional hotel includes 3 restaurants, an outdoor pool, and a gym. Bring the family and enjoy the free theme park shuttle and kid-friendly dining. Enjoy the hot tub and perks like free WiFi.

Top Winter Beach hotels deals

Hutchinson Island Hotel

Hutchinson Island Hotel

2.5 out of 5
1230 Seaway Drive Fort Pierce FL
Free Cancellation
Reserve now, pay when you stay
$113 nightly
The price is $127 total per night
$127 total
Oct 18 - Oct 19
Total with taxes and fees
A private beach and an outdoor pool are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free self-serve breakfast each morning.
On private beach
Pool
Ocean Breeze Inn Vero Beach

Ocean Breeze Inn Vero Beach

3.5 out of 5
3384 Ocean Dr Vero Beach FL
Free Cancellation
Reserve now, pay when you stay
$153 nightly
The price is $171 total per night
$171 total
Oct 8 - Oct 9
Total with taxes and fees
A private beach, a 24-hour gym, and a restaurant are all featured at this traditional hotel. Bring the family and enjoy the arcade/game room and kid-friendly dining. Enjoy the outdoor pool and perks like free self parking and free WiFi.
On private beach
Pool
Capt Hiram's Resort

Capt Hiram's Resort

3 out of 5
1580 US Highway 1 Sebastian FL
Free Cancellation
Reserve now, pay when you stay
$113 nightly
The price is $126 total per night
$126 total
Oct 13 - Oct 14
Total with taxes and fees
A marina, 2 restaurants, and an outdoor pool are all featured at this smoke-free resort. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. A terrace, a garden, and a picnic area are also on offer.
Pool
Pet friendly
Vero Beach Inn & Suites I-95

Vero Beach Inn & Suites I-95

3 out of 5
8797 20th St Vero Beach FL
Free Cancellation
Reserve now, pay when you stay
$62 nightly
The price is $70 total per night
$70 total
Oct 11 - Oct 12
Total with taxes and fees
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the 3 conference rooms, free WiFi in public areas, and express check-out. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Star Suites: An Extended Stay Hotel

Star Suites: An Extended Stay Hotel

2.5 out of 5
2550 Flight Safety Drive Vero Beach FL
Free Cancellation
Reserve now, pay when you stay
$123 nightly
The price is $138 total per night
$138 total
Oct 8 - Oct 9
Total with taxes and fees
This hotel features an outdoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Free self parking, a terrace, and a garden are also offered.
Pool
Pet friendly
Costa d'Este Beach Resort and Spa

Costa d'Este Beach Resort and Spa

4 out of 5
3244 Ocean Drive Vero Beach FL
Free Cancellation
Reserve now, pay when you stay
$293 nightly
The price is $328 total per night
$328 total
Oct 25 - Oct 26
Total with taxes and fees
A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free hotel. Spend a day at the beach snorkeling, or relax with beach cabanas and sun loungers. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls.
Pool
Hot Tub
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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 are vacation packages to Winter Beach?
You might be pleasantly surprised — you can find yourself in Winter Beach for just $357. Allow Travelocity to save you time and stress with our fantastic vacation packages. With flights, hotels and experiences all ready to be snapped up, what's stopping you?
Where can I get the best vacation package deals for Winter Beach?
With at least 400 partner airlines and 1,000,000 hotels across the world, it's hard to go past Travelocity. Take advantage of our extensive range and create the perfect package deal to Winter Beach. Don't you love it when organizing a trip is that easy?
Why should I purchase my Winter Beach vacation bundle with Travelocity?
We offer destinations to suit every kind of globetrotter, first-rate service and support available 24/7. On top of that, we'll match any better price you happen to find with our Price Match Guarantee.
Will I save money on my Winter Beach car rental if I book it with a hotel or flight?
Certainly — and if you also add an experience or a tour to your Winter Beach vacation package, you'll pick up even greater savings. With an affordable package from Travelocity, you can find things to do in the region that are just right for you. Then, jump in your rental car and work your way through the list. Universal Studios Florida is one terrific attraction to have a look at. You'll find it 85 mi from Winter Beach.
What is there to do in Winter Beach?
Follow in the footsteps of fellow globetrotters and explore Bent Pine Golf Club. No visit to Winter Beach is complete without dropping by this well-known attraction.

Photos of local treasures

Browse Winter Beach vacation photos for more inspiration

A marina with boats docked, a large building on the left, and a city skyline in the background.
A beach shelter with a view of the ocean.
A sunset over the ocean with waves and a cloudy sky.