Wyndtree Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Wyndtree

Price found within the past 48 hours. Click for updated prices.
The Hotel Zamora

The Hotel Zamora

4 out of 5
Price was CA $1,549, price is now CA $1,062 per person
CA $1,062
per person
Aug 29 - Sep 4
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
8.6/10 Excellent! (343 reviews)
Everything was great. The room was clean and well stocked. The staff were kind and helpful. We ate at the restaurant for breakfast, lunch, and dinner and each time was great. I enjoyed the 3 bars that the hotel offers and the non-alcoholic options offered as well.

Reviewed on Jun 15, 2026

CW Hotel

CW Hotel

2 out of 5
Price was CA $2,930, price is now CA $1,604 per person
CA $1,604
per person
Aug 17 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
No reviews
The Don CeSar

The Don CeSar

4 out of 5
Price was CA $2,351, price is now CA $1,427 per person
CA $1,427
per person
Aug 29 - Sep 4
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.2/10 Wonderful! (1,165 reviews)
Gorgeous old school hotel. All the modern amenities. First class!!

Reviewed on Jun 12, 2026

ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Price was CA $1,742, price is now CA $1,093 per person
CA $1,093
per person
Aug 29 - Sep 4
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (1,114 reviews)
The hotels location was convenient, the beach and restaurants are about a 3 min walk. I had a wonderful stay at this hotel. The rooms were clean, comfortable, and well-maintained. I would definitely come back.

Reviewed on Jun 16, 2026

The Luce, St. Pete Beach, a Tribute Portfolio Hotel

The Luce, St. Pete Beach, a Tribute Portfolio Hotel

4 out of 5
Price was CA $1,701, price is now CA $1,132 per person
CA $1,132
per person
Aug 29 - Sep 4
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
No reviews

Where to stay in Wyndtree

Find the best Wyndtree areas and neighborhoods for the activities you enjoy most. Learn more about Wyndtree
Aerial view of residential suburbs with private homes located on gulf coast near wildlife wetlands with green vegetation on sea shore.

Gulf Harbors

If you're looking for some top things to see and do in Gulf Harbors and surrounding area, you can visit Green Key Beach and Robert K Rees Memorial Park.

Find hotels in Gulf Harbors

Wyndtree Hotel Deals

The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
7627 W Courtney Campbell Cswy Tampa FL
Fully refundableReserve now, pay when you stay
The price is CA $225 per night from Jul 6 to Jul 7
CA $225
CA $255 total
Jul 6 - Jul 7
includes taxes & fees
8.6/10 Excellent! (1,369 reviews)
"Swimming pool was closed for our stay."

Reviewed on Jun 15, 2026

The Westin Tampa Bay
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $420 per night from Jun 21 to Jun 22
CA $420
CA $530 total
Jun 21 - Jun 22
includes taxes & fees
9.4/10 Exceptional! (3,364 reviews)
"Excelente elección"

Reviewed on Jun 16, 2026

Wyndham Grand Clearwater Beach
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave Clearwater Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $277 per night from Jul 1 to Jul 2
CA $277
CA $368 total
Jul 1 - Jul 2
includes taxes & fees
8/10 Very Good! (2,725 reviews)
"It was long wait to check in. I made a reservation for two rooms they just have one room under my name. Had to wait even longer for second room . Check in time is 4:00 pm . We had one room at 5:45, and second one at 7:00 pm. We enjoyed yoga on the beach . Staff were very friendly and helpful."

Reviewed on Jun 16, 2026

Hilton Clearwater Beach Resort & Spa
See all 6,141 properties in Wyndtree
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.
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Frequently asked questions

How much does a Wyndtree vacation package cost?
Starting from as low as CA $1,062, a package is your ticket to inexpensive travel. Custom make your Wyndtree adventure by selecting from our comprehensive range of hotels, airfares and rental cars.
How do I get a cheap travel package to Wyndtree?
If you love bargains, combine your bookings into a Wyndtree vacation package. Whether you're chasing flights, hotels, activities or rental cars, you can browse and book them all in one place. You'll have a wealth of choice at your fingertips as well. Expedia has over 550 airlines and 1,000,000 hotel options all over the world to pick from. Fly with who you prefer, stay where you like and save precious dollars — now that's the ideal vacation!
How far in advance should I book my Wyndtree vacation?
Savvy travelers will likely want to reserve their seats as early as possible. You can usually compare international airfares on Expedia up to a year before your flight. If you're booking last minute, fear not. Bargain prices sometimes appear in the last weeks before departure.
What does an Expedia Wyndtree travel package include?
You can choose from any combination of hotels, flights and rental cars. Once you've made your booking, you can add some experiences and tours. Want to pick your fare class? That's easy to do too. The choice is yours when it comes to organizing your ideal Wyndtree escape.
What should I know before booking a Wyndtree travel package?
You'll save plenty with an Expedia travel package. Bundle your airfares, rental cars and hotels and land terrific discounts. Hotels aren't your only option, though. Book with us and take your pick of oceanfront condos, creek-side mountain cabins and even glamping tents!
Can I choose my airline with a Wyndtree Expedia vacation package?
With a vacation package, the choice is in your hands. Whether you're looking to fly to Wyndtree in coach or business class, simply pick from the available airline options. Expedia has access to more than 550 partner airlines across the world.
If I'm not able to travel, can I cancel my Wyndtree vacation package?
Don't worry if you're rethinking your Wyndtree vacation package — you can cancel or change your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur charges from your airline, hotel or car rental company. We realize life can occasionally throw a spanner in the travel works, so make your way to our Customer Service Portal if that happens. When you're ready to make changes, we'll be here to help.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.