Holiday Vacation Packages

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Your Holiday Vacation

Book a customized Holiday vacation package that has everything you need and nothing you don't. Great for shopping, walking and gift and craft shops, consider basing yourself in the neighborhood of Downtown Dunedin. If taking in sights is on the cards during your trip to Holiday, stop by leading attractions like Green Key Beach, Robert K Rees Memorial Park and James E. Grey Preserve. Whatever your travel plans or the size of your budget, putting together a tailored Holiday vacation is a walk in the park with Expedia.

Top Holiday Vacation Deals

Prices and availability subject to change. Additional terms may apply.
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
per person
Jun. 3 - Jun. 9
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
9.6/10 Exceptional! (282 reviews)
Beautiful, spacial suite perfect for family/friends! Hotel staff is very friendly & accommodating!

Reviewed on Apr. 22, 2024

Thunderbird Beach Resort

Thunderbird Beach Resort

3 out of 5
Save 100% on your flight
per person
May 26 - Jun. 2
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
8.4/10 Very Good! (1,063 reviews)
Friendly staff, clean rooms, nice little kitchenette. Great little resort in the area. Live music everyday!

Reviewed on Apr. 24, 2024

Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
per person
May 26 - Jun. 2
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
8.8/10 Excellent! (1,003 reviews)
Staff was attentive, room was clean and beach was wonderful

Reviewed on Apr. 23, 2024

Bay Palms Waterfront Resort - Hotel and Marina

Bay Palms Waterfront Resort - Hotel and Marina

3 out of 5
Belle Vista
Save 100% on your flight
per person
May 26 - Jun. 2
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
8.4/10 Very Good! (492 reviews)
Awesome room. Loved sitting on the deck facing the canal every evening after long day at the beach. Staff are wonderful and extremely helpful.

Reviewed on Apr. 24, 2024

Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

3.5 out of 5
Downtown Tampa
Save 100% on your flight
per person
Jun. 3 - Jun. 9
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
7/10 Good! (1,339 reviews)
The location of this Hotel is perfect for people wanting to experience the Downtown area of Tampa.

Reviewed on Apr. 21, 2024

Where to stay in Holiday

Find the best Holiday areas and neighborhoods for the activities you enjoy most. Learn more about Holiday
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Key Vista

If you're looking for some top things to see and do in Key Vista and surrounding area, you can visit Key Vista Nature Park and Anclote River Park.

Find hotel + flight trips in Key Vista

Holiday Hotel Deals

Holiday Hotel
Holiday Hotel
2.5 out of 5
2337 US Highway 19, Holiday, FL
Fully refundableReserve now, pay when you stay
The price is CA $85 per night from May 12 to May 13
CA $85
CA $95 total
includes taxes & fees
May 12 - May 13
5.8/10 (289 reviews)
"Good place to stay, comfortable bed, hot shower, room was very clean, everything in room worked, lights, tv, fridge, etc"

Reviewed on Apr. 22, 2024

Holiday Hotel
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 $273 per night from May 5 to May 6
CA $273
CA $356 total
includes taxes & fees
May 5 - May 6
9/10 Wonderful! (1,878 reviews)
"Very clean wish it had free breakfast like the hyatt and allowed later check out"

Reviewed on Apr. 25, 2024

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 $302 per night from May 1 to May 2
CA $302
CA $395 total
includes taxes & fees
May 1 - May 2
7.4/10 Good! (1,618 reviews)
"This was heaven!! I didn’t want to leave!!! The rooms were very well maintained, the grounds were beautiful and the service was spectatular!!! I felt spoiled during my entire stay!!! We will definitely be coming back to this hotel in Clearwater!!"

Reviewed on Apr. 23, 2024

Hilton Clearwater Beach Resort & Spa
See all 5,984 properties in Holiday
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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

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Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Holiday vacation package cost?
Go from wondering to wandering with our Holiday vacation packages, which start from a low CA $690. Pick the hotels and flights that fit your travel plans. Then, add on a few tours or activities for a one-of-a-kind adventure.
How do I get a cheap travel package to Holiday?
If you love getting an amazing deal, combine your bookings into a Holiday vacation package. Whether you’re chasing flights, hotels, rental cars or day tours, you can browse and book everything in one place. You’ll have ample choice at your fingertips as well. Expedia has over 550 partner airlines and 1,000,000 properties worldwide to pick from. Fly with who you prefer, book a room where you like and save your hard-earned money — now that’s the perfect escape!
Where should I stay in Holiday?
A trip to Holiday isn’t complete without visiting Anclote River Park, Key Vista Nature Park and Anclote Gulf Park. Spend your evenings near these top attractions and make sightseeing simple.
What are the top hotels in Holiday?
If you’re planning to stay in the Forest Hills neighborhood, some of your best options are Holiday Hotel and Fairfield Inn & Suites Holiday Tarpon Springs. Holiday Lake Estates is another favorite Holiday area. We recommend Casa Habana Ii or Family Fun Kids Pets 8 People 2 Bedroom Wifi if you choose this part of the city.
How far in advance should I book my Holiday vacation?
Browse Expedia to compare airfares as soon as you’ve got your travel dates. In most cases, you can purchase a ticket up to 12 months in advance. If you can’t find your preferred air carrier, or you’re booking late, don’t worry. Cheap tickets to Holiday sometimes emerge a few weeks before the date of departure.
What does an Expedia Holiday travel package include?
With Expedia, you can select any combination of car rentals, hotels and flights to build your perfect Holiday package. Once you’ve made your booking, you can add on fun stuff like day tours and activities. Remember — the more you bundle, the more dollars you’ll save!
What should I know before booking a Holiday travel package?
You can save a tidy sum by bundling your airfares, hotels and rental cars. Once you’ve made your booking, add on fun stuff like activities or tours. Your next awesome adventure is only a few clicks away.
Can I choose my airline with a Holiday Expedia vacation package?
Most definitely. Expedia has over 550 partner airlines to select from all over the world. With so many choices, finding the perfect carrier to bring you to Holiday won’t be hard.
If I'm not able to travel, can I cancel my Holiday vacation package?
We totally understand that life sometimes gets in the way of your plans. If you’ve booked a Holiday vacation package and need to amend or cancel it, we’re here to help. We recommend browsing our Customer Service Portal first for information. But generally speaking, if you’ve taken out your package in the last 24 hours, you may be able to cancel or change your itinerary at no cost. If it’s been more than 24 hours, your hotel, airline or car rental company may impose a fee.

Discover the most popular places to visit in Holiday

Image for Key Vista Nature Park

Key Vista Nature Park

Explore the lovely green spaces of Key Vista Nature Park and enjoy the golf courses in Holiday. Wander the waterfront and beautiful beaches in this family-friendly area.

Key Vista Nature Park
Image for Anclote River Park

Anclote River Park

Why not spend a carefree afternoon at Anclote River Park during your travels in Holiday? While you're in the area, wander around the parks.

Anclote River Park
Image for Anclote Gulf Park

Anclote Gulf Park

Explore the lovely green spaces of Anclote Gulf Park and enjoy the golf courses in Holiday. Wander the waterfront and beautiful beaches in this family-friendly area.

Anclote Gulf Park

What to do in Holiday

Image for Brief History of Tarpon Springs - Guided Golf Cart Tour

Brief History of Tarpon Springs - Guided Golf Cart Tour

CA $61
Per adult
Brief History of Tarpon Springs - Guided Golf Cart Tour
Image for Fishing Adventure in Clearwater

Fishing Adventure in Clearwater

CA $812
Per adult
Fishing Adventure in Clearwater
See all activities in Holiday

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.