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 $877, price is now $458 per person
$458
per person
Dec 19 - Dec 24
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 $4,471, price is now $1,974 per person
$1,974
per person
Dec 26 - Dec 31
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 Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Price was $1,312, price is now $593 per person
$593
per person
Nov 19 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
This resort features an outdoor pool, a gym, and a restaurant. Bring the family and enjoy the children's pool, free theme park shuttle, and kid-friendly dining. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was $1,363, price is now $651 per person
$651
per person
Nov 26 - Nov 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This hotel features an outdoor pool, a gym, and a restaurant. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a picnic area are also on offer.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Save 100% on your flight
Price was $970, price is now $482 per person
$482
per person
Dec 24 - Dec 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
A free theme park shuttle and free self parking are featured at this hotel, along with an outdoor pool. WiFi in public areas is free. Laundry facilities are provided for your convenience.

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
$122 nightly
The price is $137 total per night
$137 total
Nov 18 - Nov 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 19 - Oct 20
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
$117 nightly
The price is $131 total per night
$131 total
Nov 16 - Nov 17
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 20 - Oct 21
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
$128 nightly
The price is $143 total per night
$143 total
Nov 17 - Nov 18
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
Kimpton Vero Beach Hotel & Spa by IHG

Kimpton Vero Beach Hotel & Spa by IHG

4 out of 5
3500 Ocean Dr Vero Beach FL
Free Cancellation
$292 nightly
The price is $327 total per night
$327 total
Oct 29 - Oct 30
Total with taxes and fees
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this hotel. Relax with beach cabanas, sun loungers, and beach umbrellas. 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
Spa
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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 $458. 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.